Above $1 Million Longwood FL Real Estate, Homes, Condos for Sale

An Extraordinary Private Estate Where Luxury, Privacy & Resort-Style Living Come Together. Set on 1.6 beautifully landscaped acres within the desired Sweetwater Club, this exceptional estate offers a rare combination of privacy, sophistication, space, and resort-style living. Located within an exclusive 24-hour guard-gated community, the property is fully fenced and features its own private gated entrance, creating a secluded sanctuary surrounded by mature landscaping. Spanning approximately 6,470 square feet, the residence offers five bedrooms, a spacious bonus room, five full bathrooms, and two half baths. A thoughtfully designed split floor plan places nearly the entire home on one level, while soaring ceilings and light-filled living spaces create an atmosphere that feels both impressive and inviting. At the heart of the home, the chef-inspired kitchen is appointed with Viking appliances, dual gas ovens, and a gas cooktop, providing an exceptional setting for everyday meals and large-scale entertaining. Designed with entertaining in mind, the home also features an oversized billiard and game room with soaring ceilings, a full bar, and surround sound. Whether hosting cocktail evenings, gathering for game night, watching the big game, or spending time with family and friends, this space is made for memorable moments. Privately situated upstairs is a self-contained apartment featuring its own kitchenette, family room, bedroom, oversized walk-in closet, and remodeled full bathroom. Ideal for extended family, overnight guests, multigenerational living, or a private retreat, this versatile space adds tremendous flexibility to the estate. The outdoor living experience is equally impressive. An expansive screened lanai creates a seamless extension of the home and features a fully equipped outdoor kitchen overlooking the remodeled pool. Surrounded by lush landscaping and the privacy of the estate grounds, this resort-inspired setting is ideal for unforgettable gatherings, relaxed evenings, and year-round Florida entertaining. The home has also undergone numerous recent upgrades, offering the comfort and confidence of a beautifully updated estate. Improvements include two new AC units, whole-house replumbing, new flooring throughout, fresh interior and exterior paint, remodeled bathrooms, an updated kitchen, a remodeled pool, and a newer tile roof that remains under warranty, along with many additional updates throughout. An oversized three-car garage provides abundant room for vehicles, storage, and recreational equipment. The Sweetwater Club lifestyle extends well beyond the estate. Residents enjoy access to beautiful Lake Brantley, along with community amenities including tennis, pickleball, and basketball courts. Golf membership opportunities are also available, adding another dimension to the recreational lifestyle this sought-after community provides. For those who appreciate the outdoors, the community is located directly across from renowned Wekiwa Springs State Park, where crystal-clear springs, kayaking, scenic trails, and some of Central Florida’s most beautiful natural surroundings are just moments away.

950 Sweetwater Club Boulevard, Longwood

$2,000,000

4 Beds ⋅ 4 Baths ⋅ O6425076 MLS

For the first time in 28 years, the most coveted mid-century home in Orlando is available. Your private compound. A piece of art you live inside. The Strasberg Residence, designed by award-winning architect Gene Leedy. He built only three private homes in the Orlando area, and this is his Masterpiece. Beyond the 8-foot concrete stucco wall wrapped in ivy, the world disappears from view, and yours begins. Trees, gardens, and a pool the color of dark glass lie behind your private wall. At its center, a breathtaking atrium and courtyard: a reflecting pool with twin fountains and a tree rising from the water, framed by glass on every side. Inside, Leedy's design language of clean lines and subtle, important details is everywhere. Eleven-foot doors, warm wood trim throughout, and expansive glass in every room harmonize nature with the interior, bringing together privacy, gardens, and water features. The social center of the home is the soaring great room with fireplace and wet bar. Formal dining. All wired for sound. Two separate entrances serve the east and west wings, each with its own foyer. The primary suite occupies an entire wing: a bedroom sitting room with its own bar, a dressing room, an enormous custom-built closet, a dual-sink countertop with a separate vanity, a separate WC with bidet, a tub that overlooks the pool, a steam shower that feels like a spa, and its own private walled patio and another patio that leads to the pool. Nearly every room opens to its own patio and garden. And then the rarest amenity of all: a fully detached in-law suite with its own private entrance through the second decorative iron door, a full en-suite bath, and two patios of its own, one overlooking the backyard and one fully private behind its own 8-foot wall, just like the primary. A complete home within the home, for extended family, guests, or total independence. 4 bedrooms, 4 baths, 3,885 SF. The grounds are one with the architecture: a dark-water pool with jacuzzi among specimen trees and sculptures, an outdoor kitchen, and a richly planted .67-acre lot of total walled seclusion. All in The Springs, a guarded, gated sanctuary of natural springs, stables, and trails, minutes from Greater Orlando. This is the home everyone wants, held closely for a generation. Now, rarely, it's yours to claim.

111 Sand Pine Lane, Longwood

$1,499,000

5 Beds ⋅ 4 Baths ⋅ O6429108 MLS

Virtually Staged. ONE-OF-A-KIND ESTATE ON NEARLY AN ACRE | ATTACHED IN-LAW SUITE + DETACHED 2-BEDROOM GUEST HOUSE | ZONED AGRICULTURAL | NO HOA Nestled on nearly an acre in the coveted Markham Woods corridor, this exceptional estate offers luxury, privacy, and unmatched flexibility. Featuring a FULLY RENOVATED MAIN RESIDENCE, an ATTACHED PRIVATE IN-LAW SUITE, and a DETACHED 2-BEDROOM GUEST HOME, this property is ideal for adult children living at home, extended guests, multi-purpose living, a home office, or hobby space. With NO HOA, you'll also enjoy the freedom to park your RV, boat, ATV, trailer, or other recreational vehicles right on your property. The MAIN RESIDENCE offers over 3,750 SQUARE FEET with 5 BEDROOMS AND 4 FULL BATHROOMS, highlighted by a stunning 2024 kitchen featuring custom cabinetry, quartz countertops, farmhouse sink, induction cooktop, double oven with air fryer, and an oversized island perfect for gathering. The PRIMARY SUITE offers a spa-inspired bath with a concrete soaking tub, frameless glass shower, bidet, and custom walk-in closet. Every bedroom includes custom closet systems. Major updates include TWO NEW HVAC SYSTEMS, full repipe replacing polybutylene plumbing, 80-GALLON WATER HEATER, updated electrical panel, and whole-home surge protection. An attached PRIVATE IN-LAW SUITE with its own entrance, kitchenette, full bath, and living area offers endless possibilities for guests or flexible living. Outside, enjoy your own private resort featuring a HEATED SALTWATER POOL, covered lanai with eucalyptus ceiling, stacked stone accents, slate flooring, koi pond with waterfall, pergola, fire pit, and beach-style lounge area. Over the past several years, the property has undergone an extensive landscape transformation with new sod, irrigation, refreshed landscaping, mature trees, and a new backyard fence, while many of the custom outdoor entertaining features were added within the last two years. The 2,550-SQUARE-FOOT DETACHED GUEST HOME (built in 2014) includes hardwood floors, gas fireplace, tankless water heater, Generac generator, new HVAC (2023), and an expansive second floor with two spacious bedrooms and private balcony—perfect for guests, adult children, a home gym, office, or recreation space. The location is just as impressive. You're minutes from the Seminole Wekiva Trail and beautiful Wekiwa Island, where you can spend weekends kayaking, canoeing, paddleboarding, swimming in the spring-fed Wekiva River, or simply relaxing with live music and waterfront dining. Enjoy quick access to the shops, restaurants, and entertainment of Lake Mary, nearby golf courses, top-rated Seminole County schools, Orlando Sanford International Airport, I-4, and SR 434, making it easy to enjoy both outdoor adventure and everyday convenience. This is more than a home—it's a rare opportunity to own a private estate offering luxury, flexibility, space for all your toys, and an exceptional Central Florida lifestyle. Schedule your private showing today.

113 Sandy Oaks Place, Longwood

$1,750,000

5 Beds ⋅ 5 Baths ⋅ O6429109 MLS

Custom estate home on an oversized lot in the 24-hour guard-gated community of Alaqua Lakes, with water and golf course views and beautiful sunsets from the living room. This five-bedroom, four-and-one-half-bath residence features a private office, three-car garage, soaring ceilings, and a thoughtfully designed floor plan with the primary living areas on the main level. The renovated kitchen features quartz countertops, a large center island, custom cabinetry, a Wolf range, Bosch dishwasher, built-in microwave drawer, and opens seamlessly to the family room and breakfast area. Recent updates include designer-painted custom cabinetry with premium hardware, beautifully renovated bathrooms, a modern fireplace surround, solid wood shaker-style interior doors with Emtek hardware, custom baseboards and trim, updated LED recessed lighting throughout, and carefully selected designer light fixtures that create a warm, refined atmosphere. Custom built-in cabinetry in both the living room and family room adds architectural character while providing exceptional style and functionality. Designed for both everyday living and effortless entertaining, the outdoor living space features a heated screened pool, an expansive patio and pool deck, a covered lanai with an outdoor grill, and tranquil water and golf course views. Additional features include a whole-house generator and a private upstairs guest suite. Residents of Alaqua Lakes enjoy a 24-hour guarded entrance, a seven-acre community park, tennis courts, a playground, pavilion, and convenient access to shopping, dining, and major highways.

3450 Foxmeadow Court, Longwood

$1,490,000

4 Beds ⋅ 4 Baths ⋅ O6419914 MLS

Under contract-accepting backup offers. Virtually Staged. Stunning Contemporary Estate Home in Guard Gated Sweetwater Club situated on 1.25 acres of lushly landscaped grounds! Welcome to this spectacular home featuring 4 Bedrooms, 3.5 Baths with tropical pool and spa, its a two story architectural masterpiece with 5636 square feet of living area, Circular Driveway and oversized 3 Car Garage! Nature greets from you from every room with soaring ceilings and expansive windows throughout. METICULOUSLY MAINTAINED and move in ready for new owners. RECENT IMPROVEMENTS include NEW EAGLE TILE Roof 2025, Complete Re-pipe of House 2024, Re-Sod of Front and Back Yards 2025, NEW PROVIA Double Front Doors 2022, Two NEW 5 Ton CARRIER A/C Heat PUMP Systems 2025, Two NEW 50 Gallon Water Heaters 2024, NEW Garage Door Openers (3) 2026, NEW 3M UV Tinting of All First Floor Windows 2025, and more. As you enter the welcoming Foyer you'll see the tropical views of treed back yard and fabulous Dining Room Chandelier. To your left will be the voluminous Living Room with breathtaking views from the expansive windows and soaring ceilings featuring two main seating areas. The Dining Room features a UNIQUE Maitland Smith Chandelier and exquisite burlwood maple table and chairs for 10 guests, the windows invite nature's beauty to the table. There is a Powder Room Bathroom off Entry for your guests. Onto the Gourmet Kitchen with separate Eat- In Nook Area, Double Islands for Gracious Entertaining, Many New Appliances and Solid Wood Cabinets and Granite Counters. You'll enjoy JennAir Double Ovens for holiday celebrations and a Sub-Zero Refrigerator, NEW CAFE Cooktop with downdraft Vent, NEW Kitchen Sink, NEW GROHE Faucet, NEW InSinkErator Garbage Disposal, NEW GE Trash Compactor, NEW BOSCH Dishwasher, NEW GE PROFILE Microwave Oven and there is a HUGE WALK IN PANTRY! Adjacent Family Room is ideal for entertaining or relaxing with views of the sparkling Pool and Spa. There is also an outdoor Kitchen for Pool Parties! The 4th Bedroom on the first floor has an ensuite pool bathroom and large walk in closet. This area can be used as an office or in-law suite. Upstairs is the generous Primary Suite with scenic sitting area and adjacent spacious bedroom suite. The Primary Bath is elegant and functional with double vanities, soaking tub, separate shower, water closet and extensive and organized walk in closet! Down the long hall are the other two bedrooms upstairs, each with their own access to the picturesque balcony and walk in closets! These two Bedrooms share a stylish bathroom. Laundry Room is also upstairs and includes the Washer and Dryer as are all appliances in the home. There is also an Mechanical Equipment/Storage Room off the Oversized 3 Car Garage. There are numerous extra storage cabinets in the Garage too. Sweetwater Club is Seminole's County Premier Guards Gated Community with minimum 1 acres home sites, wide tree lined streets, magnificent Estate homes at every turn, tennis/pickle ball courts and Deeded Lake Access to Lake Brantley for water sports and boating. Sweetwater Club is across from the WEKIWA STATE PARK with over 7000 acres! Excellent LAKE BRANTLEY Schools too! For your piece of mind, Seller is offering a One Year Assurant Premium Plan Home Warranty. Complete Improvements List available. Schedule your appointment today. Premises may be under audio visual surveillance.

632 E Club Circle, Longwood

$1,299,000

4 Beds ⋅ 4 Baths ⋅ O6426765 MLS

Nestled on a quiet cul-de-sac within the exclusive enclave of Sandy Lane Reserve, a private community of just 24 custom-built estate homes, this exceptional Signature Homes residence offers timeless architecture, refined finishes, and an ideal floor plan designed for both everyday living and effortless entertaining. Boasting 4 bedrooms, 3.5 bathrooms, a private office, bonus room, and 3,757 square feet of thoughtfully designed living space, this custom home combines elegance with modern comfort. A grand foyer welcomes you with soaring ceilings, abundant natural light, and easy-to-maintain wood-look tile flooring that flows throughout the main living areas. The beautifully updated gourmet kitchen is truly the heart of the home, featuring custom cabinetry, quartz countertops, a decorative tile backsplash, top-of-the-line GE Monogram stainless steel appliances, a built-in desk area, dry bar, a large center island with seating, a built-in wine refrigerator, and a spacious dinette overlooking the living spaces. Tongue-and-groove ceilings throughout the main living areas and covered lanai add warmth, character, and architectural charm. The thoughtfully designed floor plan offers a luxurious first-floor primary suite with brand-new carpeting, a spa-inspired bath with a soaking tub, separate shower, and spacious walk-in closets. A first-floor guest suite with its own ensuite bath and new carpeting provides ideal accommodations for visitors or multigenerational living. Upstairs, two additional bedrooms, each with walk-in closets, share access to a full bath and a generously sized bonus room, offering flexible space for a media room, playroom, or home gym. Step outside to your private Florida retreat, where a screened lanai overlooks the heated resort-style pool and spa, creating the perfect setting for year-round outdoor living and entertaining. Mature landscaping and the home's cul-de-sac location provide exceptional privacy and a peaceful setting. Located in one of Longwood's most desirable custom home communities, residents enjoy convenient access to top-rated Seminole County schools, Wekiva Springs, premier shopping, dining, golf, and major roadways. This is a rare opportunity to own a beautifully crafted custom home that seamlessly blends luxury, comfort, and an exceptional location.

3318 Sunset View Court, Longwood

$1,750,000

5 Beds ⋅ 4 Baths ⋅ TB8530020 MLS

Welcome to Paradise: A Rare Lakefront Opportunity Location, Location, Location. This isn't just a home, it's a lifestyle. Waterfront living on beautiful Lake Brantley, one of Central Florida’s premier Private ski lakes. Nestled on the water with resort style living at every turn, this beautiful lakefront property offers 5 bedrooms plus a home office and 3.5 bathrooms. Designed for both everyday living and effortless entertaining. Step outside to your own backyard oasis, complete with a sparkling pool, relaxing spa, and a fully equipped summer kitchen, perfect for hosting or unwinding after a long day. Boating enthusiasts will love the boat lift and floating jet ski ramp, offering direct, hassle-free access to the water. And when the day winds down, nothing compares to sunset happy hour on your own patio, offering breathtaking sunsets you simply can't beat. Set in a highly sought after neighborhood known for friendly neighbors, top “A” rated schools, private beach, boat ramp and tennis court this home delivers the complete package. Only one mile to shopping and dining and two miles to I-4 make it a highly desirable location. Luxury, Lifestyle, and Location.

236 S Shadowbay Boulevard, Longwood

$2,050,000

4 Beds ⋅ 6 Baths ⋅ O6424363 MLS

Experience luxury living in the highly sought-after Alaqua Lakes community in this exceptional Dave Brewer custom estate, situated on more than half an acre and offering over 5,000 square feet of thoughtfully designed living space. Perfectly positioned to capture breathtaking water and golf course views, this elegant residence combines quality architecture with comfortable everyday living. NEW ROOF - 2025. Designed with a desirable split floor plan, the home features 4 spacious bedrooms, 4 full bathrooms, and 2 half bathrooms. Soaring high ceilings create an open and airy atmosphere throughout, while multiple gathering spaces—including two bonus rooms—offer endless possibilities for a media room, home office, fitness studio, or playroom. The chef’s kitchen is equipped with a natural gas cooktop and seamlessly connects to the main living areas, making entertaining effortless. Enjoy cozy evenings by one of the home's gas fireplaces or step outside to the expansive screened lanai, where stunning views provide the perfect backdrop for outdoor dining and relaxation. Residents of Alaqua Lakes enjoy access to outstanding community amenities, including a resort-style pool and pavilion, five clay tennis courts, basketball and volleyball, a neighborhood park and playfield. Combining luxury, space, and an unparalleled lifestyle, this remarkable home presents a rare opportunity to own one of Central Florida's premier properties.

4013 Bermuda Grove Place, Longwood

$1,100,000

5 Beds ⋅ 4 Baths ⋅ O6425223 MLS

Short Sale. Short-sale opportunity on 1.71 acres in one of Longwood's most desirable conservation-backed communities — priced at $1,100,000 to reflect condition and reward the right buyer. Tucked at the end of a quiet cul-de-sac, this custom-built single-story estate offers approximately 4,688 heated square feet with tremendous bones and even greater upside. This is a pre-foreclosure short sale being sold strictly AS-IS. The property requires renovation, including interior finish work — an ideal project for investors, builders, or an end-user ready to restore this home to its full potential. The layout is exceptional: 5 bedrooms, an executive office, a spacious upstairs loft and study, and a primary suite on the main level. A dramatic screened lanai spanning roughly 72 feet wraps around a private salt-water pool and spa, with a backyard fire pit and peaceful conservation views beyond. A circular driveway, 3-car garage, and carport add to the appeal, all set on a sprawling, oversized lot. Located in a top-rated Seminole County school district (Woodlands Elementary, Rock Lake Middle, Lyman High) and minutes from Markham Woods Road, this is a rare chance to own significant acreage and square footage in a premier location at a value price. Sold AS-IS; buyer to verify all information, condition, and measurements.

2083 Biltmore Point, Longwood

$3,600,000

6 Beds ⋅ 9 Baths ⋅ O6425075 MLS

Virtually Staged. Welcome to one of Central Florida's most extraordinary private estates. Nestled behind wrought-iron privacy gates on 2.89 fenced acres in the prestigious Sweetwater Club Estates, this magnificent 10,623-square-foot residence offers an unparalleled blend of timeless architecture, grand-scale entertaining, and resort-inspired living. A sweeping circular driveway leads to a breathtaking arrival framed by soaring cathedral ceilings, dramatic sandstone feature walls, and handcrafted wood details throughout. Designed for both elegant entertaining and multi-generational living, this six-bedroom estate offers seven full bathrooms and two half bathrooms with exceptional privacy for family and guests alike. The home's spectacular great room is nothing short of impressive, showcasing two-story wood-clad ceilings, a magnificent stone fireplace, a full entertaining bar, and dramatic sandstone accents that create an unforgettable gathering space. From intimate evenings to grand celebrations, this home was designed to host life's most memorable moments. Movie nights become an experience in the dedicated theater room, while the richly appointed wood-clad parlor offers the perfect setting for a game room, bourbon lounge, or sophisticated retreat complete with its own stone fireplace. Executives and entrepreneurs will appreciate the expansive private office featuring custom wood finishes, a cedar-lined walk-in closet, and its own full bath—ideal as an executive suite, private study, or additional guest accommodations. Five luxurious bedroom suites are conveniently located downstairs, each offering cedar-lined walk-in closets and private en-suite baths. The secondary primary suite on the main level is thoughtfully positioned, providing exceptional flexibility for multi-generational living or long-term guests. Ascending the grand wooden staircase—worthy of a Scarlett O'Hara entrance—you'll discover the home's most exclusive retreat. Occupying the entire second floor, the primary owner's sanctuary features a stunning stone fireplace, spacious sitting room currently utilized as an additional bedroom, a private office, and an extraordinary sense of privacy seldom found in luxury homes. Step outside to your private resort where sandstone patios surround the sparkling pool, spa, and cascading waterfall. The gazebo provides the perfect backdrop for outdoor entertaining, while the expansive grounds offer ample space to build your own basketball court, tennis court, putting green, or other recreational amenities. Car enthusiasts will appreciate the detached six-car garage and generous parking, while boat owners will love the private neighborhood access to Lake Brantley, with available boat parking at the clubhouse. Recent improvements include a newer roof and six recently replaced air conditioning systems, offering peace of mind for years to come. Residents of Sweetwater Club Estates enjoy exclusive access to Sweetwater Beach and Lake Brantley's private boat ramp, picnic facilities, basketball and tennis courts, creating an exceptional Florida lifestyle just minutes from home. Conveniently located only minutes from Wekiva Springs State Park, major thoroughfares including I-4, SR 434, and SR 436, this remarkable estate offers both privacy and accessibility in one of Central Florida's most sought-after luxury communities. This is more than a home—it is a legacy estate designed to be enjoyed for generations.

1041 Sweetwater Club Boulevard, Longwood

$3,000,000

8 Beds ⋅ 10 Baths ⋅ S5153603 MLS

Welcome to this exceptional executive estate located within the 24-hour manned, gated community of Sweetwater Club. Privately positioned on an elevated 1.27-acre corner lot, this impressive residence offers a four-car garage, circular driveway, and striking curb appeal. Step through the oversized front entry into a thoughtfully designed open-concept floor plan where spacious living areas blend seamlessly for everyday living and entertaining. The foyer flows into the formal dining room, living room, sitting area, wet bar, and den, all overlooking the stunning courtyard-style pool to create exceptional indoor-outdoor living. The chef's kitchen is beautifully appointed with solid wood cabinetry, premium granite countertops, pendant lighting, dual dishwashers, double convection ovens, a spacious walk-in pantry, and recently updated appliances, including a refrigerator, freezer, double ovens, and built-in microwave.Conveniently located just minutes from Wekiva Springs State Park, Sweetwater Golf & Country Club, shopping, dining, and everyday conveniences, this extraordinary property combines luxury, privacy, and convenience in one exceptional offering. Schedule your private showing today.

1040 Sweetwater Club Boulevard, Longwood

$1,350,000

5 Beds ⋅ 6 Baths ⋅ O6423982 MLS

Welcome to an exceptional lakefront residence in the highly sought-after Sweetwater Oaks community of Longwood, where thoughtfully designed upgrades, resort-style outdoor living, and direct access to Lake Brantley create a distinctive Central Florida lifestyle. Extensively renovated with over $230,000 in luxury improvements, this impressive residence offers five bedrooms, four full bathrooms, two half bathrooms, a private screened pool and spa, an expansive outdoor kitchen, and a redesigned private dock—all thoughtfully designed for comfortable everyday living and effortless entertaining. At the heart of the home, the open-concept kitchen is surrounded by windows showcasing picturesque pool and lake views while filling the space with natural light. The kitchen features granite countertops, a stone backsplash, stainless steel appliances, a convection oven with glass cooktop, generous cabinetry, and flows seamlessly into the oversized family room highlighted by a classic brick wood-burning fireplace. The expansive primary suite serves as a private retreat with vaulted ceilings, tranquil lake views, French doors opening to the screened pool, and an impressive custom-built walk-in closet with premium organization. The beautifully renovated primary bath features granite countertops, a spacious walk-in shower with rainfall showerhead, and a stunning freestanding soaking tub that creates a true spa-inspired retreat. A private in-law suite offers exceptional flexibility for multigenerational living, extended guests, or a home office. Complete with its own entrance from the driveway, the suite now includes a beautifully finished full bathroom, providing added comfort and privacy. Designed for Florida living, the impressive 40-foot covered lanai overlooks the screened pool, spa, and peaceful lakefront setting. The fully equipped outdoor kitchen includes a built-in grill, vented hood, refrigerator, granite countertops, and serving bar, making it ideal for entertaining. The pool and spa were updated in 2019, and a dedicated pool bath offers convenient access from the outdoor living area. Beyond the lanai, enjoy a redesigned private dock, fire pit, dedicated garden, chicken coop, and enclosed storage for recreational equipment and water toys. Additional improvements include two new A/C systems, providing enhanced comfort and efficiency. Residents of Sweetwater Oaks enjoy private access to Lake Brantley, community parks, playgrounds, tennis and basketball courts, and top-rated Seminole County schools. Conveniently located near Wekiwa Springs State Park, Interstate 4, premier shopping, dining, and entertainment. Experience luxury lakefront living where thoughtful renovations, exceptional outdoor spaces, and timeless design come together in one of Longwood's most desirable communities.

306 N Sweetwater Cove Boulevard, Longwood

$2,000,000

4 Beds ⋅ 5 Baths ⋅ O6378845 MLS

Available for the first time, this exceptional estate is set on a rare peninsula lot surrounded by Lake Brantley on three sides and offers a level of privacy, tranquility, and presence that is truly unmatched. A long, private paver drive winds past the community tennis court and leads to a striking residence featuring a newly painted exterior in a light, timeless tone that enhances its overall appeal. Inside, soaring ceilings and dramatic walls of glass immediately draw your eye to the expansive lake views beyond, with nearly every room oriented to capture the scenery and create a constant connection to the outdoors. The main level is designed for both refined entertaining and everyday living, featuring formal living and dining rooms, an expansive kitchen overlooking the family room, and a sunken gathering space that adds depth and architectural character to the heart of the home. The primary suite is a true retreat, privately positioned on the first floor with serene lake views, a sitting area, an oversized walk-in closet, and a beautifully renovated bath featuring a soaking tub, dual sink vanity, and an expansive walk-in shower. A dedicated office with double door entry and closet offers flexibility as a fifth bedroom. Upstairs, three additional bedrooms include two connected by a Jack and Jill bath, one with its own en-suite, along with a loft-style catwalk and gathering space overlooking the main living area and framing stunning views through the two-story windows. A spacious laundry room and large storage room are located just off the three-car garage, which features a rare pass-through bay with front and rear access ideal for boat storage, plus an additional flex space for a workshop, hobbies, crafts, or storage. The screened pool area is designed for true indoor-outdoor living, complete with a built-in bar, expansive seating areas, and uninterrupted panoramic lake views that create a resort-style experience. The private boathouse with lift and a waterside sitting area, perfect for relaxing or fishing complete the property, offering direct lake access and a lifestyle centered around the water. Ideally located in Longwood, this is a rare opportunity to own a property defined by its extraordinary setting and timeless appeal.

315 Menashe Court, Longwood

$1,099,000

4 Beds ⋅ 3 Baths ⋅ O6422237 MLS

Under contract-accepting backup offers. Ultimate Lake Brantley Lifestyle | Rare Canal-Front Home with Private Boathouse! Embrace the lakefront lifestyle in this beautifully updated canal-front home on sought-after Lake Brantley. Located just 6 houses from the open water of this 287-acre spring-fed lake, you’ll enjoy easy access to boating, wakeboarding, skiing, and fishing — without the higher costs of direct lakefront property. This meticulously maintained 4-bedroom, 2.5-bathroom residence offers 3,104 sq ft of updated living space. Step outside to your private covered boathouse with electric boat lift — lower the boat with the push of a button and cruise onto the lake in minutes. After a day on the water, unwind in your resort-style backyard featuring a saltwater pool with waterfall and hot tub, a gas fire pit, and a summer kitchen complete with grill, smoker, and sink. Inside, the spacious great room with wood-burning fireplace opens to a chef-friendly kitchen with a large island and granite countertops. A versatile game room/fitness area includes a wet bar and beverage fridge. The luxurious primary suite boasts a double shower, whirlpool tub, and custom California Closets. Recent major updates include a new roof (2019), two new AC units (2019), electrical panels, exterior paint, gutters, and more — offering peace of mind for years to come. Additional Highlights: • Smart home features: Ring cameras, Nest thermostats, Rachio irrigation, Chamberlain smart garage door opener, and SimpliSafe alarm • Side-entry 2-car garage with epoxy floors • Hidden boat/trailer parking behind a privacy fence • Excellent location with easy access to shopping, dining, and I-4. This is a rare opportunity to own a turnkey Lake Brantley lifestyle home. Schedule your private showing today!

301 Brantley Harbor Drive, Longwood

$1,200,000

6 Beds ⋅ 5 Baths ⋅ O6421932 MLS

Welcome to this exceptional residence in Retreat at Lake Brantley, one of Longwood’s most sought-after gated communities, celebrated for its private boat ramp access to Lake Brantley, highly rated Seminole County schools, convenient location, and enduring desirability. Built in 2021 and thoughtfully enhanced beyond the original builder plan, this Casabella floor plan by Pulte Homes offers over 5,200 square feet of living space, six bedrooms, and four-and-a-half bathrooms, seamlessly blending elevated design elements with the versatility and functionality today’s lifestyles demand. A paver driveway and covered entry welcome you into interiors enriched by extensive millwork, statement lighting, tile flooring, and new carpeting. The foyer opens to beautifully proportioned living spaces designed to accommodate both gracious entertaining and everyday living. The kitchen is both stylish and functional, featuring quartz countertops, a generous center island with seating, built-in wall ovens, stainless steel appliances, gray cabinetry, abundant storage, and an open layout that flows effortlessly into the dining area and great room. Anchoring the main living space is a striking linear gas fireplace framed by custom built-ins, while oversized sliding glass doors invite natural light and create a seamless connection to the outdoor living areas. A dedicated flex room on the main level provides an ideal setting for a home office, study, library, or sitting room. The expanded owner’s retreat, thoughtfully enlarged beyond the original floor plan, serves as a private sanctuary with ample room for a sitting area or lounge space. The oversized custom walk-in closet is complemented by integrated laundry with a stackable washer and dryer—an elevated convenience rarely found in comparable homes. Upstairs, over 2,000 square feet of additional living space creates a true second-level retreat. An expansive loft functions as a spacious secondary family room and gathering space, while the adjoining flex room offers exceptional versatility as a playroom, media room, theater, game room, teen lounge, or potential additional bedroom with the addition of a closet. Generously sized secondary bedrooms and bathrooms further enhance the home’s ability to accommodate evolving lifestyles, guests, or multi-generational living. Additional highlights include a thoughtfully organized pantry, extensive storage throughout, solar panels for enhanced energy efficiency, and a covered brick-paver lanai designed for year-round enjoyment. Equipped with remote-controlled retractable screens and dual ceiling fans, this inviting outdoor space provides comfort, airflow, and protection from the elements while serving as a natural extension of the home’s interior living areas. The fully fenced backyard offers ample space for recreation, entertaining, and future outdoor enhancements. Combining elevated design details, exceptional flexibility, over 5,200 square feet of living space, private Lake Brantley access, and a setting within one of Seminole County’s premier gated communities, this thoughtfully enhanced residence presents a rare opportunity to enjoy a lifestyle defined by comfort, convenience, and connection. Schedule your private showing today and experience all this remarkable home has to offer.

3367 Canyon Grand Point, Longwood

$1,199,000

5 Beds ⋅ 3 Baths ⋅ O6419038 MLS

Situated on more than 1 ACRE in Longwood's desirable Mandarin community with no HOA, this 5-bedroom, 3-bath pool home offers approximately 2,700 square feet of living space along with a detached 16 CAR air-conditioned garage, perfect for any automotive enthusiast. Inside, you'll find a spacious floor plan designed for comfortable everyday living. Tile flooring flows throughout the main living areas, while the kitchen serves as the heart of the home with granite countertops, upgraded wood cabinetry, abundant workspace, and generous bar seating. The kitchen opens seamlessly to the family room, where a wood-burning brick fireplace creates a warm gathering space for family and friends. The primary suite provides direct access to the patio through glass doors and features dual walk-in closets, dual vanities, and a spacious en-suite bath. Four additional bedrooms providing flexibility for guests, a home office, fitness space, or multi-generational living. Step outside and enjoy your own private retreat featuring an oversized recently resurfaced swimming pool surrounded by an expansive paver deck. The property also includes a storage shed with a newer roof and a well for irrigation, helping maintain the grounds efficiently. What truly sets this property apart is the incredible detached, air-conditioned garage capable of accommodating up to 16 vehicles. Built for serious collectors, hobbyists, RV owners, or business owners, the structure features 12-foot ceilings, 8-inch reinforced concrete with rebar, and exceptional versatility. The driveway and RV pad were also completely rebuilt with 6-inch reinforced concrete and rebar for long-term durability. The detached garage also provides unique opportunity to generate supplemental income by renting storage space to other vehicle collectors in need of secure, covered storage. A newer 2022 roof adds peace of mind, Solar Shield throughout the Attic to assist with energy efficiency. This home is within easy reach of everything Central Florida has to offer. Enjoy a short drive to the Lake Mary business corridor, Downtown Orlando, world-renowned theme parks, and the area's beautiful Atlantic coast beaches, along with access to Seminole County's top-rated schools. Whether you're searching for room to grow, space for a vehicle collection, income-producing potential, or simply the freedom that comes with owning over an acre without HOA restrictions, this is a property that offers possibilities rarely found in today's market.

1930 Long Pond Drive, Longwood

$1,175,000

6 Beds ⋅ 5 Baths ⋅ TB8522648 MLS

Lot size is approximately 9,324 sq/ft or .21 acre

1442 Vivaldi Place, Longwood

$1,388,000

5 Beds ⋅ 6 Baths ⋅ TB8522474 MLS

Welcome home to this stunning, fully renovated home sitting on 1.51 acres in the coveted Sweetwater Club neighborhood. The home has been professionally remodeled from top to bottom with marble tile flooring and walls throughout most of the first floor. Pull into the lot by way of the wrap around driveway that leads to a massive three car garage, with extra exterior parking space as well. Upon entry, you'll be greeted by a gorgeous luxury vinyl plank staircase with a luxury glass railing. To your left is the show-stopping kitchen with brushed-gold accents throughout, and new high-end appliances to match. You'll be amazed by the honeycomb-inspired mosaic backsplash and the gorgeous premium light fixtures above the island and in the attached dining room. The kitchen also features a massive walk-in pantry, a smaller bonus pantry, a convenient half bath, and a hidden protracting charging station for all of your wireless needs. From the dining room, step down into the family room with a gorgeous built in electric fireplace that also connects to the expansive living room, both with massive ceiling fans. Also conveniently located on the first floor is a bonus room with an exterior door that's perfect for an office. From there, step into the massive 3 car garage that has also been finished with marble tile flooring. Connected to the garage is the 5th bedroom with exterior access and a full ensuite bathroom, perfect to convert to an in-law suite, or even a gym or tool room. From the living room, step out to the back patio area that is made for entertaining. It has been set up with a bar, wine cooler, built in grill, and a large fan to create the perfect space that is just begging to watch your favorite sports team with friends and family. Then of course is the pool and built in hot tub, a convenient half bath, and also includes a sauna that comfortably accommodates three guests. Upstairs you'll find the four main bedrooms, with two of the guest rooms having full ensuite baths with exterior access to the upstairs patio overlooking the pond. The laundry room is conveniently located upstairs as well, so no worrying about running back and forth downstairs for your laundry duties. The primary bedroom is massive, and includes a built in vanity desk with custom shelving, additional built in shelving, a massive walk in closet, and exterior access to a covered outdoor hallway that connects to the second bedroom. The primary bathroom is truly show-stopping with a massive frameless shower, floating custom vanities, brushed gold hardware, and an architectural wood-slat feature wall creating a true resort-style ambiance. EVERY major system (roof, HVAC, electrical, and plumbing) has been updated and is less than two years old, and the home also features a tankless hot water heater. The septic tank was also cleaned/inspected in September of 2025. Every window and sliding door has been upgraded to double-pane, giving you energy efficient peace of mind that is a must-have in the Florida heat. With designer finishes throughout, luxurious living spaces, and attention to detail from top to bottom, the only thing missing is you! Schedule your private showing today before someone else calls it home.

305 Sweetwater Club Circle, Longwood

$1,450,000

4 Beds ⋅ 3 Baths ⋅ O6418668 MLS

This stunning 4-bedroom, 3-bathroom home is nestled in a highly sought-after neighborhood, offering the perfect blend of luxury, comfort, and entertainment. Designed with modern elegance, the residence boasts a gourmet kitchen that serves as the heart of the home. Equipped with top-of-the-line appliances, custom cabinetry, and a spacious island, it's ideal for both casual meals and elaborate dinner parties.The open-concept layout seamlessly connects the kitchen to the expansive living and dining areas, creating a welcoming environment for gatherings. Large windows throughout the home flood the space with natural light, enhancing the airy ambiance. Step outside to discover a private oasis featuring a sparkling pool, perfect for relaxation or entertaining guests. Adjacent to the pool, the outdoor kitchen is fully equipped with a built-in grill, refrigerator, and ample counter space, making alfresco dining a breeze. Whether hosting summer barbecues or enjoying quiet evenings by the pool, this backyard retreat offers unparalleled comfort and style. Each of the four bedrooms is generously sized, providing personal sanctuaries for rest and rejuvenation. The master suite is particularly noteworthy, offering a spa-like bathroom with dual vanities, a soaking tub, and a walk-in shower. Additional features of the home include a three-car garage with a charge for electric cars and a dedicated laundry room. Located in a desirable area, this home is close to top-rated schools, shopping centers, dining establishments, and recreational facilities, ensuring a lifestyle of both luxury and convenience. With its exquisite design and exceptional amenities, this residence is truly a dream home.

2214 Earleaf Court, Longwood

$1,695,000

4 Beds ⋅ 4 Baths ⋅ O6417257 MLS

Under contract-accepting backup offers. Set behind a private gated entrance on over four acres along the shores of Lake Brantley, this exceptional waterfront estate offers a lifestyle that few properties in Central Florida can replicate. Here, mornings begin with coffee overlooking the water as paddleboarders glide across the lake, afternoons are spent boating, waterskiing, kayaking or fishing from your shoreline, and evenings conclude with breathtaking sunsets reflected across one of the region's most sought-after lakes. Encompassing over 3,800 square feet of living space, the residence is designed to keep the lake at the center of daily life. From the moment of entry, sweeping water views immediately capture attention, drawing the eye through the great room and beyond to the shoreline. Vaulted ceilings and expansive windows fill the home with natural light while creating a constant connection to the outdoors. The open-concept floor plan brings family and guests together with effortless flow between the living spaces, dining area and a beautifully appointed kitchen featuring Sub-Zero refrigeration, Wolf gas cooking and generous gathering space. Two primary suites, additional guest bedrooms, three-and-a-half baths and a dedicated game room provide flexibility for everyday living and extended stays with family and friends. Outdoor living is where this property shines. A sprawling brick-paver terrace surrounds the pool, creating multiple spaces for entertaining, relaxing and enjoying panoramic lake views. Beyond, an expansive wooden deck stretches toward the water and private boathouse, inviting spontaneous afternoons on the lake and sunset cruises just moments from home. Designed for serious lake enthusiasts, the boathouse features a 15,000-pound lift capable of accommodating a 24-foot boat along with three dedicated Jet Ski lifts. With over 190 feet of direct Lake Brantley frontage and a side canal, the property offers a level of privacy and waterfront access rarely found. A private beach and summer kitchen centered around a handcrafted tiled pizza oven create the perfect setting for lakeside gatherings long after the sun goes down. Adding to the appeal is a level of freedom increasingly difficult to find. Private well and septic systems, no HOA, a metal roof, double-insulated windows and doors and a whole-house standby generator provide independence, efficiency and peace of mind. Despite its secluded atmosphere, the property remains just minutes from Orlando, major airports, world-renowned attractions and Florida's beaches. Combining acreage, privacy and one of Central Florida's premier lakefront settings, this is more than a home. It is a waterfront lifestyle built around recreation, connection and unforgettable days on the water.

2201 Cove Court, Longwood

$2,598,000

5 Beds ⋅ 7 Baths ⋅ O6415357 MLS

This majestic estate is a true masterpiece of elegance and timeless architecture, gracefully set among mature oak trees and lush, manicured gardens, blending clasic design with modern luxury, this residence offers an exceptional lifestyle defined by confort, sophistication and privacy. Featuring 5 spacious bedrooms, 7 bathrooms and a private mother-in-law suite. The home was thoughtfully designed with generous spaces and refined finishes throughout. The soaring high ceilings flood every room with natural light, creating a bright and airy atmosphere. Designed for both entertaining and relaxation, the property boast a custom-designed bar, a private home theater, a luxury sauna , and a fully equipped summer kitchen for outdoor gatherings. The sparkling saltwater pool is surrounded by lush landscaping, offering the perfect setting for tranquil retreats or elegant celebrations. Every detail reflects meticulous craftsmanship and timeless style, making this estate a true sanctuary of luxury living in a serene natural setting.

1126 Brownshire Court, Longwood

$1,990,000

4 Beds ⋅ 7 Baths ⋅ O6415194 MLS

Under contract-accepting backup offers. Welcome to an extraordinary custom-built estate where exceptional craftsmanship, privacy, and luxury come together on 2.5 gated and fully fenced acres in the heart of Longwood. Designed and constructed with meticulous attention to detail by builder Neil Hughes, this remarkable residence showcases superior quality throughout, from the grand entryway and soaring ceilings to the intricate custom tilework and thoughtfully designed living spaces. The impressive foyer opens to elegant formal living and dining rooms, while the expansive family room features custom built-ins, a beautiful wood-burning fireplace, and seamless access to the heart of the home. Designed for both everyday living and grand-scale entertaining, the chef's kitchen boasts dual sinks, two dishwashers, stunning emerald pearl granite countertops throughout the kitchen, a six-burner cooktop with commercial-grade ventilation, double ovens, extensive custom cabinetry, under-cabinet lighting, pull-out pantry systems, and an abundance of storage. Nearby, a custom dry bar adds both style and convenience for entertaining guests. The luxurious primary suite is a private retreat featuring its own sitting room, expansive bedroom, two walk-in closets with custom his-and-hers closet systems and dedicated dressing areas, and a spa-inspired bath complete with dual vanities, dual water closets, linen storage, granite countertops, and generous space throughout. A secondary en-suite bedroom is conveniently located on the first floor, along with a dedicated office, spacious game room with adjoining equipment room and sink, pool bath, a formal living room, and a large laundry room with utility sink. Upstairs, you'll find a fully equipped theater room with sink and beverage area, additional bedrooms and baths, walk-in closets, extra-wide hallways, 9-foot ceilings, oversized 6-foot-8-inch doors, and exceptional storage throughout. Bedroom #2 on the second level features two closets. Granite countertops continue throughout every bathroom in the home. Step outside to your private resort-style oasis featuring a spacious lanai, sparkling pool and spa, and peaceful natural surroundings that create an incredible sense of privacy and tranquility. Modern conveniences include a whole-home Lutron lighting system, a new pool heater, new water softener, multiple air-conditioning systems, interior air handlers, high-capacity septic system pumps, well-fed irrigation for the sprinkler system, and a brand-new roof with a transferable warranty. A transferable termite bond provides additional peace of mind for the next owner. Car enthusiasts will appreciate the attached air-conditioned two-car garage as well as the impressive 1,605-square-foot air-conditioned workshop/garage featuring multiple bays, lifts, pull-through access, an interior wash bay, and space for up to 12 vehicles when utilizing the two vehicle lifts (10 spaces not including the lifts), with potential for future conversion to additional living space if desired. The home's floor coverings consist of carpet and tile throughout. Exterior construction includes a frame-built second level. Hurricane-impact doors and windows, along with garage doors rated for 100 MPH winds, provide additional durability and peace of mind. Offering an unmatched combination of luxury, functionality, privacy, and craftsmanship, this one-of-a-kind estate delivers a lifestyle rarely found in Central Florida.

2160 Markham Woods Road, Longwood

$1,350,000

O6413553 MLS

Prime Commercial Building for Sale. Exceptional Exposure on SR 434! Outstanding opportunity to purchase this freestanding 4,549 SF building perfectly situated in the heart of Longwood’s Gateway Commercial District. Ideal for office, medical, retail, or child care use. This versatile property offers visibility and accessibility along a high-traffic 4-lane highway (42,000 VPD). Property highlights: Block construction with durable TPO roof, Lot Size: 0.63± acres (110’ frontage x 254’ depth), Zoning: Gateway Commercial, Parking: 14 on-site parking spaces, including 1 ADA-accessible space + additional drive-thru access from SR 434 to W. Pine Ave (2 access points off SR 434), Currently the set up includes (6) private offices, (2) large open work areas, (3) bathrooms, kitchen, and open flex space. Prominent building and pole signage with excellent visibility. Surrounded by popular retailers, restaurants, and new developments. Adjacent to Orlando Health Emergency Department and part of the new emerging healthcare hub. Easy access to Ronald Reagan Blvd, Hwy 17-92, and I-4 (within 1 mile). This property combines prime location, excellent exposure, and flexible space—a perfect opportunity for your growing business in one of Central Florida’s most active corridors. Call today to schedule your showing!

221 W State Road 434, Longwood

$1,750,000

O6414058 MLS

Exceptional opportunity to own or lease a newly constructed professional office building in one of Central Florida's most desirable business corridors. Located at 741 Ciara Creek Cove, Longwood, FL 32750, this contemporary office property offers just under 7,000 square feet of thoughtfully designed workspace, ideal for professional offices, medical users, corporate headquarters, or specialty service providers. The versatile floor plan features 13 private offices, including two executive offices, a spacious 16' x 30' conference room, expansive open work areas, and a large employee breakroom designed to accommodate growing teams. Four well-appointed restrooms provide convenience throughout the building. Built with functionality and efficiency in mind, the property also includes a substantial 41' x 44' interior storage area, providing valuable space for records, equipment, inventory, or operational support. A backup generator ensures business continuity and peace of mind during unexpected power interruptions. Contemporary architectural elements and high-end finishes create a professional and welcoming environment for employees, clients, and patients alike. The property's C-2 zoning allows for a wide range of office and medical uses, offering flexibility for owner-users and investors. Situated in an excellent Longwood location with convenient access to major transportation corridors, this premier business property combines modern design, operational efficiency, and outstanding accessibility in a rapidly growing market.

741 Ciara Creek Cove, Longwood

$1,075,000

5 Beds ⋅ 5 Baths ⋅ O6413256 MLS

Under contract-accepting backup offers. Virtually Staged. Seller is offering up to $25,000 towards Buyer's closing costs with a full price offer! For the first time in 25 years, this exceptional Southern Traditional estate presents a rare opportunity to own one of Longwood's most distinguished residences. Originally designed as the builder’s personal model home, this home showcases timeless craftsmanship, architectural charm, and meticulous pride of ownership throughout. Nestled on a professionally landscaped 1.01-acre homesite within the coveted Ravensbrook community, an intimate enclave of nearly 80 custom homes, treasured for its spacious lots and tree-lined streets shaded by a mature canopy of oaks. Impressive curb appeal sets the tone from the moment of arrival. A welcoming front porch, framed by lush mature landscaping, creates an elegant first impression. Encompassing 3,443 square feet of thoughtfully designed living space, the home features 5-bedrooms, 4.5 bathrooms, and a highly desirable floor plan with both the primary suite and an additional bedroom located on the main level. A dramatic two-story entry welcomes guests with soaring 20-foot vaulted ceilings, marble tile floor, refined crown molding, Colonial trim details, raised-panel doors, plantation shutters, and exquisite beveled-glass transoms adorning every downstairs doorway. Designed for both everyday comfort and gracious entertaining, the heart of the home is highlighted by a stunning double-sided wood-burning fireplace, showcasing exceptional brick craftsmanship and engineered hardwood flooring. The kitchen boasts distinctive tongue-and-groove oak ceiling, granite countertops, a center island, stainless steel appliances, and a dining area for casual meals and gathering. Traditional swinging doors provide convenience to the separate formal dining room, creating an ideal flow for hosting dinners. The private primary suite serves as a luxurious retreat, complete with a beautifully renovated spa-inspired bathroom. Upstairs, 3 generously sized bedrooms, each enhanced by character-rich vaulted ceilings. One bedroom includes its own private ensuite bath and spacious walk-in closet. Completing the second floor is a separate bonus room located above the garage, featuring rich wood parquet flooring and a closet, offering flexibility as a media room, home office, fitness studio, playroom, or guest suite. French doors lead to a screened lanai overlooking the sparkling swimming pool and spa, complemented by a summer kitchen for storage and entertainment. Additional highlights include a well-appointed laundry room with built-in cabinetry, utility sink, washer and dryer, a three-car garage with epoxy-finished flooring and custom storage cabinets, and an expansive paver driveway that provides a grand arrival experience. For nature lovers and outdoor enthusiasts, Ravensbrook offers a unique lifestyle amenity through exclusive access to Cushman Park, a community waterfront lot named in honor of the original developer. Residents may enjoy Rice Lake for kayaking, paddleboarding, and other recreational pursuits. Ideally situated along the prestigious Markham Woods Corridor, residents enjoy convenient access to an array of shopping, dining, premier golf courses, and nature trails, all while zoned for Seminole County's highly sought-after public schools. Just minutes away is the renowned Seminole Wekiva Trail, a nearly 14-mile paved recreational trail, for walking, running, cycling, and enjoying Central Florida's natural beauty.

36 Stone Gate S, Longwood

$3,499,000

7 Beds ⋅ 9 Baths ⋅ O6408606 MLS

Renovated, remodeled & reimagined with breathtaking water views in Alaqua. An incredible opportunity to own a turn-key masterpiece nestled on a one-acre homesite in Seminole County's premier luxury 24-hour guard-gated neighborhood. Skip the construction timeline and step directly into your dream home, ideally positioned within an established golf community. A brand-new brick-paver driveway and elegant porte-cochère set the tone for the extraordinary experience that awaits inside. Towering 24-foot ceilings in the grand foyer and living room invite an abundance of natural light while framing breathtaking views of the sparkling pool and tranquil, tree-lined pond beyond. Meticulously redesigned and crafted with uncompromising attention to detail, this exceptional residence seamlessly blends luxury, comfort, and functionality at every turn. Upon entry, the basket-woven solid oak flooring blends with porcelain tile and hints at the seemingly never-ending upgrades found throughout the home. At the heart of the home lies a showpiece kitchen worthy of a Michelin-star setting, featuring an expansive center island, hidden walk-in pantry, and a curated collection of premier appliances, including a Wolf 36” six-burner vented gas range, oven, steam oven, microwave, Sub-Zero built-in refrigerator, Cove dual dishwashers, and Perlick ice maker. Dining becomes an experience unto itself at 3147 Tala Loop. A dramatic custom light fixture anchors the dining room, complemented by a temperature-controlled walk-in wine cellar on one side and an intimate cocktail lounge with panoramic water views on the other. Privately situated on the main level, the primary suite is a retreat of unrivaled sophistication, offering dual spa-inspired bathrooms and two expansive custom walk-in closets designed for ultimate privacy and convenience. Outdoor living reaches resort-level perfection with over 1,000 square feet of covered lanai space showcasing a tongue-and-groove ceiling, brand-new summer kitchen, dedicated cabana-style pool bath, and outdoor shower—all overlooking a shimmering pool accented by three dramatic fire bowls. Even the utility spaces exude elegance, as the designer's laundry room features decorative cross beams, chandelier lighting, oversized utility sink, steam closet, and extensive custom storage. Upstairs, a spacious loft offers exceptional versatility and opens onto a 400+ square-foot balcony with sleek glass railings and uninterrupted water views. Four additional bedrooms, three full bathrooms, and a secondary laundry room provide exceptional comfort and convenience for family and guests alike. An ideal in-law or guest suite is privately tucked away on the main level, complete with its own bath, kitchenette, and sitting area. Completing this remarkable estate are an oversized four-car garage, basketball court, playground, and expansive fenced backyard—offering a rare combination of luxury, recreation, and everyday livability. All this and more with incredible proximity to major highways, world-class shopping, dining, attractions, and great schools. This property may be under audio/visual surveillance.

3147 Tala Loop, Longwood

$4,499,000

7 Beds ⋅ 10 Baths ⋅ O6408704 MLS

A rare opportunity to own one of the most extraordinary estate residences in Alaqua Lakes. Privately positioned behind the exclusive gates of The Enclave at Alaqua Lakes on a 1.2 acre double lot, this exceptional 12,000-square-foot custom Dave Brewer estate offers unparalleled privacy, luxury, and time-honored craftsmanship throughout. A rare achievement for any builder is when their name becomes synonymous with exceptional quality, timeless design, and uncompromising integrity. In Central Florida, the Dave Brewer name on a custom residence represents exactly that distinction, and this estate is a flagship property of his vast portfolio. An astonishing 7 bedrooms(6 on the main level), and 7 full baths with 3 half baths, this residence is designed for both grand-scale entertaining and everyday living, and showcases an extensive list of high-end upgrades. Discover elegant travertine flooring, a professionally designed chef’s kitchen with double ovens, dual Sub-Zero built-in refrigerators, two dishwashers, a six-burner Dacor gas cooktop, an oversized center island with freezer drawers, and an expansive walk-in pantry/prep kitchen complete with additional refrigeration and prep space. The thoughtfully designed floor plan features a dedicated children’s wing with a private play area, an upstairs nanny or guest suite, and a luxurious owner’s retreat with a beverage center, spa-inspired bath, and extraordinary custom walk-in closets. A richly appointed executive office with dual custom workstations and adjoining storage rooms enhances the home’s functionality. Exceptional custom details continue throughout the residence, including extensive built-in cabinetry and a spectacular 1,000-gallon saltwater double-sided aquarium serving as a dramatic focal point within the family room and game room. The outdoor living experience is equally impressive, featuring a gated motor court leadng to an oversized 5 car garage, while the rear boasts a resort-style saltwater pool and spa, expansive pavered lanai and entertaining areas, custom summer kitchen, and lush professionally designed landscaping creating a truly private resort atmosphere. This is a one-of-a-kind luxury offering in one of Central Florida’s most sought-after golf and country club communities. Located just steps from the community’s exceptional amenities, residents of Alaqua Lakes enjoy access to a pavilion, 7-acre park, junior Olympic pool, Har-Tru tennis courts, beach volleyball, basketball courts, multipurpose fields, playground, and social events all within a natural gas community known for its exclusivity and lifestyle. All this and more with incredible proximity to major highways, world-class shopping, dining, attractions, and great schools. This property may be under audio/visual surveillance.

3540 Legacy Hills Court, Longwood

$1,250,000

O6404698 MLS

Set along the scenic Wekiva River, these two exceptional, side-by-side waterfront homesites spanning 5.13 acres (Parcel # 7-20-29-300-004A-0000) and 4.64 acres (Parcel # 27-20-29-300-0040-0000) present a rare and compelling opportunity within the prestigious Markham Woods Corridor. Offered individually or together, this unique pairing provides flexibility for a singular private estate or two distinct residences. Offering a refined balance of privacy, natural beauty and long-term value, the properties are surrounded by established multimillion-dollar estates and accessed by paved roads, creating a setting that feels exclusive and effortlessly connected. Both parcels span flood zones X and AE, with the AE portion closer to the river, allowing for thoughtful site planning that maximizes usability and the enjoyment of their serene riverfront setting. Their generous scale and proportions provide an ideal canvas for a custom estate designed to capture tranquil water views while maintaining a heightened sense of seclusion. Zoned A-1, the homesites support a variety of residential possibilities, including construction of a custom single-family residence, while preserving the open, pastoral character that defines this desired corridor. Ideally, within highly regarded school zones and just moments from major roadways, shopping, dining and everyday conveniences, the properties offer a seamless blend of peaceful retreat and modern accessibility. Opportunities of this scale and setting along the Wekiva River are increasingly rare. Whether envisioned as a private sanctuary or a legacy estate, this remarkable offering invites the creation of something exceptional in one of Seminole County’s sought-after enclaves.

Delk Road, Longwood

$6,999,999

10 Beds ⋅ 17 Baths ⋅ O6403834 MLS

Virtually Staged. The Estate at Markham Woods. Set behind private electronic gates and a guarded entry, a rare sense of arrival unfolds across more than seven acres of secluded, high and dry landscape in the heart of Markham Woods. Here, architecture, land, and infrastructure converge to create something far beyond a residence, a fully realized, multi generational compound designed for those who value ultimate security, complete privacy, and a deeply personal expression of luxury living. This is not simply a home. It is a sanctuary. The main residence, spanning nearly 18,000 total square feet with over 11,000 square feet under air, is a study in European inspired elegance and enduring craftsmanship. Six bedrooms and ten baths are thoughtfully arranged to balance grand scale entertaining with intimate, everyday living. A sweeping staircase, private elevator, and curated architectural moments create a sense of quiet sophistication, while spaces like the library, gym, spa retreat, and hidden garden offer a more personal rhythm of life. Beyond the main residence, the estate reveals itself as a true compound. A fully independent guest house, a private cottage ideal for staff or extended family, and a climate controlled car barn with soaring ceilings create a layered environment where generations can gather, yet remain entirely self contained. Whether hosting, retreating, or simply living, every structure has been designed with purpose and discretion. Security here is not an afterthought, it is foundational. A guard house with full amenities, integrated systems, data infrastructure, multiple generators, this offers a sense of confidence and continuity. This is a property built not only for comfort, but for resilience. A private helipad further elevates both security and accessibility, offering a seamless connection to business, leisure, and global travel. Outdoors, the estate transforms into a private resort environment. Multiple pools, spa experiences, expansive lawns, and curated gathering spaces create an atmosphere equally suited for large scale entertaining or quiet family moments. Even the youngest members of the household are considered, with playful elements woven seamlessly into the landscape, reinforcing the estate’s identity as a true family legacy property. And yet, despite its complete seclusion, the estate remains remarkably connected. Within minutes, you are positioned at the center of everything that defines Central Florida living. Downtown Orlando, the region’s top private and public schools, and the area’s most important roadways including the I-4 express lanes are all easily accessible. Orlando International Airport, Orlando Executive Airport, and Sanford International Airport provide effortless travel options, while world class golf, the Dr. Phillips Performing Arts Center, Kia Center, Camping World Stadium, and Inter and Co Stadium place culture and entertainment within immediate reach. The beaches and theme parks are equally within your orbit, close enough for spontaneity, yet far enough to preserve the estate’s sense of calm. This is the rare balance. A property where one can live completely private, completely secure, and completely immersed in luxury, while remaining connected to everything that matters. For those seeking not just a home, but a generational legacy compound defined by discretion, scale, and intention, this is a singular opportunity in Central Florida.

2878 Markham Woods Road, Longwood

$1,500,000

5 Beds ⋅ 5 Baths ⋅ O6403185 MLS

Under contract-accepting backup offers. Welcome to 1 Stone Gate South! This is a once in a lifetime opportunity to own one of the most spectacular custom luxury estates in the prestigious Ravensbrook community, nestled inside the coveted Markham Woods Corridor in Longwood, Florida! Ravensbrook is one of Markham Woods most sought-after communities, featuring approximately 80 custom home sites averaging one acre a piece, offering privacy, space, and an exclusive lifestyle that is hard to beat. Built in 2022, this stunning single-story executive home offers 4,659 heated square feet of pure luxury living - all on one floor! With soaring 12-foot ceilings throughout the living areas and an abundance of natural light pouring in from every direction, the open and airy atmosphere is nothing short of breathtaking. Large Porcelian Tile floors flow throughout the living areas, setting an unmistakable tone of elegance and sophistication from the moment you arrive. The residence features 5 oversized bedrooms, each with its own walk-in closet, 4 full bathrooms and 1 half bath, 2 office spaces and a bonus room! The primary suite is in a class of its own, spanning an extraordinary approximately 1,300 square feet and featuring direct access to the pool and outdoor living area. The spa-inspired primary bathroom includes a freestanding soaking tub, dual vanities with quartz countertops, and a truly showstopping oversized shower featuring dual shower heads, a rain shower head, and an opposing body sprayer — a private retreat you will never want to leave! A second bedroom with its own en-suite bathroom functions as a dual primary suite, making this home ideal for multigenerational living or hosting guests in absolute comfort. The gourmet kitchen is a chef’s dream, featuring quartz countertops, stainless steel appliances, a gas range, built-in oven, and a walk-in custom cabinetry pantry that has to be seen to be believed. Two dedicated office spaces and a large bonus room currently used as a private workout room add incredible versatility and functionality to this already exceptional floor plan. The oversized 3-car garage gives you plenty of space to park your vehicles and store belongings! Step out back and prepare to be absolutely wowed! The approximately 2,500 square foot screened outdoor entertainment area is nothing short of a private resort. The saltwater heated pool features an upgraded pebble tech style pool surface, upgraded tiles, stunning LED color lighting, and is fully app-controlled for your convenience. The 360-degree infinity spa boasts two water features, creating an atmosphere of pure relaxation and comfort. The covered lanai and fully equipped summer kitchen- complete with a built-in grill, exhaust hood, and sink, make this the ultimate entertainer’s dream home! Additional features include a whole home standby Generac Generator, whole home water filtration & softener system, a concrete flat tile roof, & all major mechanicals from 2022, offering the peace of mind and reliability of essentially new construction. The optional HOA provides access to Ravensbrook’s private non-motorized boat ramp, perfect for kayaking and enjoying Florida’s incredible outdoor lifestyle! Zoned for top-rated Seminole County schools: Woodlands Elementary, Markham Woods Middle, and Lake Mary High School. 1 Stone Gate South is not just a home it is the ultimate lifestyle. A rare opportunity to own a custom luxury estate of this caliber, at this size, on this corridor, simply does not come along often!

1 Stone Gate S, Longwood

$2,725,000

5 Beds ⋅ 7 Baths ⋅ O6402900 MLS

Under contract-accepting backup offers. Once-in-a-lifetime opportunity to own a privately gated estate on acreage(12 total acres, approx 3 dry) along the pristine shores of Lake Brantley. This astounding 5-bedroom, 5.5-bath estate welcomes you through a striking private gated entrance, featuring a grand circular driveway, lush landscaping, and a tranquil fountain. Enjoy the pinnacle of true privacy with seemingly endless land. Thoughtfully designed, the home showcases elegant formal living and dining rooms, along with a private office complete with custom built-ins. Upon arrival, the soaring ceilings showcase an open and airy floor plan with loads of natural light throughout. The spacious primary suite, located on the west wing, offers a luxurious retreat with a jetted tub, while two additional bedrooms—each with en-suite baths—are positioned on the east wing for added privacy. Upstairs, a secluded guest suite provides its own bedroom, bathroom, and living area. At the heart of the home, the expansive kitchen overlooks the family room and opens seamlessly to the pool and covered patio, creating an ideal space for everyday living and entertaining, all with incredible views of Lake Brantley. Additional highlights include an oversized game room, a secondary living room, and a dedicated private guest bedroom with an en-suite bath. The outdoor living space is meticulously crafted for both privacy and entertaining, featuring a resort-style cabana with granite countertops, a commercial-grade grill, fireplace, ice maker, beer tap, refrigerator, and built-in TV; all with breathtaking vistas and the privacy only acreage can offer. An exceptional setting designed for refined entertaining and unforgettable moments. Embrace the lakefront lifestyle—whether boating, skiing, or simply unwinding as breathtaking sunsets paint the horizon. A charming wood dock extends to your second private dock, complete with a lift and covered space, offering both convenience and elegance. Indulge in the serene ambiance as gentle waters ripple along the shoreline, creating a sense of tranquility unique to this one-of-a-kind residence. Enjoy leisurely afternoons on the pristine 288-acre lake, known for its crystal-clear waters and rare sandy-bottom shoreline—ideal for fishing, skiing, or peaceful relaxation. As evening falls, savor a glass of wine from your reserved sunset vantage point, where the golden hues give way to moonlit reflections dancing across the water. Perfectly positioned in a highly desirable location, this residence offers effortless access to premier shopping, fine dining, major thoroughfares, and top-rated schools. Must be seen to be believed. This property may be under audio/visual surveillance.

880 Brantley Drive, Longwood

$3,100,000

5 Beds ⋅ 6 Baths ⋅ O6399898 MLS

CRUISING THE WATERWAYS of the MAJESTIC SPRING FED LAKE BRANTLEY await you. Stroll around your sculptured & manicured gardens. Elegant entry features include PORTE-COCHERE. Biltmore GAS LANTERNS, SHUTTERS, BALCONIES & TOWERING tree canopies as you approach this MEDITERRANEAN-RIVIERA style estate. The cultivated beauty of this "one-owner home". Impressive CUSTOM-BUILT SHOWPLACE is nestled back on a LUSH, PRIVATE ENCLAVE, oversized *4-Acre lot. *Over 1+ acre for residence. WATERFRONT LIVING at its' finest. 4/5 Bedrooms, 5.5 baths, pool home, 3 car garage, porte-cochere, pool/ spa, and dock with BONUS/FLEX space in the basement, perfect for a workout room. Over $380,000+ in updates & renovations. Majestic MAHOGANY entry doors welcome you, and once inside the seamless floor plan is OPEN w/ VOLUMINOUS ceilings (10-foot ceiling throughout, Primary bedroom 12 ft, other rooms 20 ft.). EXPANSIVE living/dining/kitchen/ family rm w/ PANORAMIC, BREATHTAKING WATER, VIEWS that engulf most rooms. SUN DRENCHED lighting pours in as it illuminates the CUSTOM-BUILT with HIGH-QUALITY finishes and fixtures that enhance the architectural elegance. Tongue & Groove Cedar ceilings in fam & breakfast rm, & porch. Interior solid core 4 panel wood doors throughout. Generous use of ST. LOUIS BRICK, WOOD flooring, WROUGHT IRON accents and 2 palatial wood burning fireplaces. EXCITE the CHEF with this dream kitchen while overlooking expansive water views! Create culinary masterpieces in style. An abundance of cabinetry, storage, island, massive dinette and a snack bar. STAINLESS STEEL appliances, GRANITE prep space & HIGH-END fixtures make this functional & impressive. Wet bar w/ GRANITE snack bar/cabinets sit under the upstairs LOFT area. 3-way split bedrooms with private baths, are perfectly situated around the living / family rm and dining space. All the bedrooms are roomy with large closet space; one even has a window seat. All bathrooms are situated near bedrooms which make it perfect for privacy and versatility. Library/ office with solid CHERRY WOOD finishes line the walls & solid wood beamed ceiling can be used for the 5th bedroom or nursery. Regal Master bedroom DOWNSTAIRS, with 12' ceilings, sitting room space & ensuite bath SPA like retreat. MARBLE galore! Step into the Roman tub, or roomy walk-in shower with private atrium. Dual sink cabinets, MARBLE counters & a BIDET and don't forget the enormous walk-in closet. Spiral wood and wrought iron staircase lead to LOFT with additional flex space & bathroom. Peak into the basement for additional BONUS space, with its own bathroom. So many possibles for this area. OPULENT OUTDOOR RESORT living OASIS w/ OUTDOOR KITCHEN, and your own private SANDY BEACH to build your own sand sculptures on. This is the perfect space for entertaining and making memories. Ride the waves, ski or boating & relax & watch the incredible SUNSETS over the lake. Wood dock leads to your private lift & covered space. Brand new Kohler Generator too! Relax and enjoy the ambiance. the sights and sounds of the rippling waters lapping around you and the tranquility of this one-of-a-kind residence. Spend a LAZY afternoon fishing/skiing the 288-acre Lk. with its PRISTINE waters & SANDY BEACH bottom. RELAX with a glass of wine, as you have reserved SUNSET seating as you watch the MOONLIGHT dance the night away. Desirable location that is close to all shopping, major roadways, restaurants and top schools.

1351 N Classic Court, Longwood

$2,785,000

5 Beds ⋅ 6 Baths ⋅ O6399964 MLS

Under contract-accepting backup offers. At the end of a quiet cul-de-sac and backing to the protected beauty of Wekiwa Springs State Park, this extraordinary waterfront estate offers a rare blend of privacy, scale and natural serenity in the desired Markham Woods Corridor. Fully fenced and positioned to capture sweeping conservation and water views, the setting alone places this residence in a category few can match. Impressive private gates and a brick paver circular drive introduce a dramatic arrival, where a grand porte-cochere and expansive six-car motor court set the tone. Inside, the home has been completely reimagined through a comprehensive renovation, unveiling soaring ceilings, walls of glass and abundant natural light. A striking 5-by-8-foot pivot door opens to a refined foyer with porcelain tile and white oak flooring, immediately drawing the eye to the shimmering pool and tranquil pond beyond. Designed for grand entertaining and effortless living, the main areas unfold in a seamless open-concept layout. With 14-foot ceilings and expansive living, dining, family and kitchen spaces flowing together, the home offers impressive volume and connectivity. Anchoring the heart of the home, a dramatic double-sided wood-burning fireplace creates a warm focal point between kitchen and family room. The chef’s kitchen is a showpiece, featuring Wolf appliances, built-in refrigeration and an oversized island with seating for six, finished with elegant waterfall-edge countertops. Outdoor living is equally captivating. A vast travertine lanai transitions to an oversized resort-style pool, all set against a breathtaking backdrop of water and untouched conservation. Nearly every room is oriented to capture these remarkable views, creating a constant connection to the landscape. The primary suite is a sanctuary of grand scale, offering serene water and wooded vistas. Its bespoke bath features leather-finished stone countertops, dual vanities, a soaking tub, and picture windows framing the natural setting. A spa-inspired steam shower with multiple shower heads and a built-in bench completes the experience. Dual custom walk-in closets elevate functionality, one with a center island and scenic window, the other concealing a hidden safe room. Versatility defines the additional spaces. A dedicated office with walk-in closet and direct bath access can serve as an additional bedroom. A generously sized bonus room is ideal for a home theater, library or lounge, while a separate gym with luxury vinyl flooring can easily function as a second office. A thoughtfully positioned flex space between the main residence and guest quarters opens to the lanai and pool bath, ideal for a cabana lounge or wellness retreat. The guest quarters is a residence unto itself, featuring two bedrooms, two baths, a spacious great room, full kitchen with center island, separate motor court access, and its laundry, offering exceptional accommodations for guests or multigenerational living. Homes of this caliber rarely come to market. The extensive renovation, remarkable scale, and exceptional attention to detail are paired with Seminole County’s desirable locations. Zoned for top-rated schools and ideally positioned near Longwood and Lake Mary, with convenient access to major highways, regional hospitals, airports, beaches and Central Florida’s world-renowned attractions, this is a legacy property that defines elevated Florida living.

2228 Earleaf Court, Longwood

$2,429,000

O6399536 MLS

Under contract-accepting backup offers. Mixed-Use site with zoning in place. High and dry redevelopment opportunity. The City of Longwood allows multi-family development with commercial portion on this NC-zoned land. See attached Code of Ordinances – Permitted Uses. Multiple parcels. Frontage access on east side of the property and 16’ exit road on west side that should be adequate for straight line emergency vehicle egress. Great infill area with recently built upscale apartments, Lyman high school, and Northland Church as neighbors. Traffic count of 17,900 vehicles per day. As-is, the value is in the land and the structures will be left as-is.

340 Dog Track Road, Longwood

$4,800,000

7 Beds ⋅ 10 Baths ⋅ O6396829 MLS

Behind three private gates, this extraordinary home offers a rare opportunity to own one of Central Florida’s most impressive luxury residences located in the gated Enclave within the guard-gated community of Alaqua Lakes! This compound is sited on 1.55 acres overlooking the 8th hole of the Legacy Club golf course and no neighbors on three sides is truly a buyer’s dream come true. The property includes a 3114 sq ft separate guest house complete with a kitchen and living space on the main level and a bedroom, bonus room/game room & massage room upstairs making it perfect for multigenerational families or hosting visitors. The main residence boasts elegant living featuring soaring ceilings, refined architectural details and thoughtfully designed living spaces. The first floor highlights an unrivaled owner’s retreat privately situated and complete with a marble-surround gas fireplace, sitting area, spa-like bathroom and expansive walk-in closets. A secondary en suite bedroom, formal living and dining spaces and an elevated office complete the main level of this home. The updated gourmet kitchen is a true showpiece featuring stainless steel appliances, custom cabinetry, a stunning marble island and a large walk-in pantry all opening seamlessly to the family room. Unique features such as a saltwater aquarium and a private side porch with remote-operated screens overlooking the koi pond and putting green add to the home’s distinctive charm. Upstairs you’ll find 4 bedrooms and two expansive entertaining areas. The game room and bar make entertaining effortless as this entire level feels like its own private lounge with a beautiful bar and custom cabinetry through out. The adjacent second entertaining area is a fully loaded home theater complete with a bar to take movie nights to a new level designed for an immersive experience right at home. The outdoor living experience is nothing short of spectacular! Designed as a private resort, the grounds feature an extensive covered lanai, a summer kitchen, an outdoor cabana bar, adjacent pool bath & outdoor shower and a tropical heated pool and spa with a grotto with built-in bench seating and fountains all overlooking the sweeping golf course views. Enjoy tranquil moments by the koi pond, practice on the private putting green or entertain effortlessly in this one-of-a-kind setting. A basketball/sport court and whole home generator adds to the estate’s exceptional lifestyle offerings. A 6-car garage, 4 in the main residence and 2 in the guest house plus an add'l golf cart bay, and fully fenced property completes this remarkable property. With its prime golf course setting, extensive upgrades and unparalleled amenities, this estate represents the pinnacle of luxury living in one of Central Florida’s most sought after communities. Alaqua Lakes is set within a premier golf course community where residents enjoy world-class amenities including clay tennis courts, a resort-style pool, playground and sports field, a 24-hour guard-gated entrance and enhanced community security. Located near A-rated schools, Central Florida’s best attractions, upscale shopping and dining, major highways and international airports.

3545 Legacy Hills Court, Longwood

$1,399,000

5 Beds ⋅ 5 Baths ⋅ O6392922 MLS

PRICE REDUCED! Welcome to Alaqua Drive, Luxurious Upgraded Executive Home Reflects Timeless Appeal **Sprawling Over an Acre of Tropical Green & Fresh Landscape**Enclaved in the Estate Gates of Alaqua- the Areas Most Respected Gold Gated Communities**Features Include: Sun-filled Home**Natural Stone &Hardwood Floors on a spectacular Open Space that Boasts **5 Bedrooms* & *a Family Lounge. Large cathedral ceilings** Expansive Gourmet Chef Kitchen w/ Large Island & State of the Art Appliances**Walk-in Pantry **Three-Car Garage**Large sparkling w/ Screen Enclosure**Oversized Lanai Built In-Stainless Steel Summer Kitchen Grill**Abundant Storage & Large Closets to be Found Everywhere**NEW Roof being installed** Make this well-maintained Spectacular Home Your Own. Located just North of Downtown Orlando**Very Desirable Lake Mary School District**This Residence is 50 minutes from Both Attractions and Beaches**Convenient to Fine Dining**Shopping & All of the Amenities Seminole County Has to Offer*- call for more information**TANKLESS water heater**Solar heated Pool**Both Air Conditiong Units 5 Years Old**Water Heater 5 Years Old**Generator 5 Years Old**All Bathrooms And Kitchen Fully renovated.**House has been updated with newer pipes and so on.

1856 Alaqua Drive, Longwood

$1,050,000

5 Beds ⋅ 5 Baths ⋅ O6390329 MLS

Welcome to 814 Miami Springs Drive, an exceptional private estate nestled in one of Longwood’s most desirable locations near the Wekiva River and Wekiva Island. Positioned on a beautifully landscaped homesite backing to a tranquil natural preserve, this residence offers a rare blend of elegance, privacy, and resort-style living with no HOA restrictions. This impressive five-bedroom, five-bathroom residence with a loft was thoughtfully designed with both comfort and sophistication in mind. From the moment you enter, the home showcases soaring ceilings, expansive living spaces, and refined architectural details that create an inviting yet grand atmosphere. The main living areas flow effortlessly, providing an ideal setting for both everyday living and entertaining. The spacious chef’s kitchen features a large center island, generous cabinetry, and seamless connection to the surrounding living and dining areas, allowing gatherings to feel both open and intimate. The primary suite serves as a private retreat, offering a luxurious bathroom complete with dual vanities, a soaking tub, walk-in shower, and generous closet space designed for comfort and functionality. Upstairs, a versatile loft space provides endless possibilities and could function beautifully as a media room, executive home office, or additional lounge area. Outside, the home transforms into a private outdoor sanctuary. A screen-enclosed resort-style pool and spa are framed by an expansive covered lanai, creating a perfect setting for relaxation and entertaining while overlooking the lush preserve beyond. With no rear neighbors, the backyard delivers a level of privacy that is increasingly rare while still being moments from everyday conveniences. The home offers five spacious bedrooms, five bathrooms, and a flexible loft layout, all complemented by grand ceiling heights, elegant architectural detailing, and thoughtfully designed living areas. The preserve backdrop enhances the sense of tranquility, while the screened pool and outdoor living space allow you to fully embrace the Florida lifestyle. Located just minutes from Wekiva Island, Wekiva Springs State Park, scenic trails, dining, and shopping, this property offers a lifestyle centered around nature, privacy, and refined living. A rare opportunity to own a luxury estate near the Wekiva River where space, tranquility, and convenience come together seamlessly.

814 Miami Springs Drive, Longwood

$1,239,000

O6389797 MLS

531 N Us Highway 17 92, Longwood

$2,800,000

5 Beds ⋅ 8 Baths ⋅ O6385114 MLS

Craftsmanship over cookie-cutter. Quality over cutting corners. Character over conventional. For those who appreciate the extraordinary, this is a residence unlike any other. Nearly impossible to recreate, discover this private English Manor-inspired estate with timeless Tudor Revival architecture tucked behind stately iron gates and approached by a winding brick paver drive beneath a canopy of majestic oak trees. Nestled in the highly sought-after 24-hour guard-gated Sweetwater Club, this incredible 5.13-acre estate offers an unparalleled blend of timeless European elegance and exceptional privacy. Encompassing more than 7,600 square feet, this remarkable residence was thoughtfully designed to transcend passing trends, showcasing enduring architecture and impeccable craftsmanship at every turn. Inspired by the grandeur of classic European manor homes, the residence is defined by rich stone and brick exteriors, hand-crafted columns, graceful archways, exposed wood beams, and exquisite custom millwork. Every element reflects a level of artistry and permanence seldom found in today's luxury homes. The dramatic two-story great room serves as the heart of the home, where soaring ceilings, rich architectural detailing, elegant fireplaces, and a sweeping staircase create an unforgettable first impression. Walls of windows bathe the interiors in natural light, enhancing the home's sophisticated yet welcoming atmosphere. Designed with both entertaining and everyday living in mind, the gourmet chef's kitchen features expansive granite countertops, custom cabinetry, oversized islands, premium appliances, and effortless connectivity to both formal and casual dining areas. A fully equipped secondary kitchen provides outstanding flexibility for large-scale entertaining, private staff, catering, or multigenerational living. The residence offers five spacious bedrooms and seven-and-a-half beautifully appointed bathrooms, each thoughtfully designed to provide comfort and privacy. The luxurious primary suite serves as a true retreat, complete with vaulted ceilings, a private loft sitting area, a spa-inspired bath with soaking tub, oversized walk-in shower, and elegant finishes that create a tranquil escape from everyday life. Outside, the estate unfolds into a private resort-like setting. A screened courtyard pool serves as the centerpiece of the outdoor living spaces, seamlessly blending indoor and outdoor entertaining throughout the year. Meandering pathways lead to a private tennis court, a peaceful pond highlighted by a captivating fire feature, and an enchanting garden gazebo surrounded by statuary and lush landscaping—evoking the romance and serenity of a European countryside estate. An expansive motor court and 7-CAR GARAGE provide exceptional accommodations for automobile enthusiasts, collectors, or those seeking abundant space for hobbies and storage. Perfectly positioned just minutes from Central Florida's premier shopping, dining, golf, and business centers, yet offering complete seclusion and tranquility, this extraordinary estate presents a truly rare opportunity. More than a home, it is a private sanctuary. More than an estate, it is a legacy property defined by timeless architecture, exceptional craftsmanship, and unmatched character. This property may be under audio/visual surveillance.

810 Sweetwater Club Boulevard, Longwood

$7,250,000

9 Beds ⋅ 13 Baths ⋅ O6370385 MLS

One or more photo(s) has been virtually staged. REINTRODUCING The Fortress, with APPRAISAL in hand, available for review by qualified buyers. Set on nearly 12 acres, a one-of-a-kind architectural masterpiece created for those who understand that true luxury is not merely styled, but built to endure, remain irreplaceable, and stand the test of time. Designed and constructed over seven years by the world-renowned architectural firm HHCP for Harold Mertz, billionaire founder of Publishers Clearing House, this nearly 20,000-private compound, has hosted presidents, global dignitaries, private concerts, and philanthropic gatherings of the highest caliber. Approached by a quarter-mile, tree-lined driveway, the fully walled estate is centered around a 5-acre private lake, spring-fed by the Wekiva Springs State Park area, and surrounded by museum-quality grounds featuring imported European fountains, life-size bronze sculptures, curated statuary throughout the gardens, and ornamental ponds suitable for koi fish. The main residence spans approximately 14,623 sf and offers 7 bedrooms, each with its own full bathroom, along with an elegant powder room near the main entrance, formal living and dining rooms, a breakfast room, a main kitchen, and a separate staff kitchen. Constructed of solid poured concrete, the residence reflects permanence, privacy, and security with bulletproof glass, hand-plastered walls, soaring 25-foot ceilings, graceful arches, and signature fluted architectural textures expressed through curved, nonlinear walls. A massive custom bronze door opens to interiors finished with polished marble and terrazzo flooring, including brand-new floors in the main living room and kitchen. The kitchen showcases panoramic lake views, an oversized island, an oversized pantry, a private service entrance, and a fully equipped staff kitchen with its own dining area. Four bedrooms are located upstairs, offering some of the estate’s most impressive lake views, while three bedrooms are located downstairs. A monumental round atrium crowns the sculptural marble staircase, a remarkable architectural feature that took two full years to complete. Additional highlights include a dramatic two-story library that converts into a home theater, a glass conservatory with a Murano chandelier designed for a grand piano, an elevator near the foyer, two authentic wood-burning fireplaces, custom Sherle Wagner bathrooms, hidden closets throughout, and a bar near the piano room. The West Wing principal suite features a private Italian-inspired alfresco patio and an adjacent private gym with a full bathroom, sauna, and walk-in closet, creating a self-contained wellness retreat. The East Wing suite also enjoys its own Italian-inspired patio, adding symmetry, privacy, and elegance to the estate’s layout. The property is further enhanced by an approximately 2,500sf guest and pool house with 2 bedrooms and 3 full bathrooms, staff quarters of approximately 1,000 sf, and a 2,300-sf, 8-car garage with a full bathroom, laundry, and storage. Resort-style amenities include a pool and spa, a professional court lined for tennis and pickleball, a hot tub, sandy beach access, and multiple alfresco entertaining areas designed for unforgettable gatherings. With countless custom and invaluable features, this is a true legacy estate, built to stand for the next century and beyond. Conveniently located near top-rated schools, just approximately 2 miles from Wekiva Springs State Park, Private appointments available.

812 Sweetwater Club Boulevard, Longwood

$3,799,000

7 Beds ⋅ 9 Baths ⋅ O6339805 MLS

Behind the guarded gates of the prestigious Sweetwater Club, on over three acres of manicured grounds, lies an extraordinary fully remodeled 14,000+ square foot estate that redefines grandeur and sophistication. A sweeping double-entry driveway framed by mature, curated landscaping guides you to the stately façade, where timeless architecture meets meticulous design, including a new roof (2022) and freshly refined exterior finishes. At the heart of the home, the grand family room captivates with its soaring ceilings, bespoke millwork, and custom illuminated built-ins with LED underlighting. Expansive windows invite natural light while framing serene views of the pool courtyard, ensuring every moment feels cinematic. The chef’s kitchen is a true culinary masterpiece. Exquisite quartz countertops and professional-grade stainless appliances stand ready for both intimate family dinners and grand-scale entertaining. A generous island doubles as a culinary stage and social hub, while the adjoining formal dining room, finished with refined detailing and natural light, offers the perfect backdrop for soirées and celebratory dinners. The primary is truly a room of palatial scale; the suite is wrapped in floor-to-ceiling glass overlooking the shimmering courtyard pool. The spa-inspired bath rivals the finest resorts, featuring an expansive walk-in shower with multiple rain showerheads, a freestanding soaking tub, and a spacious dressing walk-in closet. Each secondary bedroom has been designed with equal attention to luxury, spacious in proportion, each with its own walk-in closet. This estate was created for living large and entertaining even larger. The bar and lounge area, complete with its own island, is perfect for entertaining. Outdoor living unfolds as a true resort with a screened courtyard pool, expansive travertine decking for grand entertaining, and a fully appointed summer kitchen pavilion complete with a pizza oven, built-in seating, and shaded dining space that create an atmosphere of Mediterranean resort living. Steps away, your newly resurfaced private tennis courts extend the estate’s leisure amenities, providing the perfect stage for recreation. For the automobile enthusiast, the five-car garage and sprawling motor court make a dramatic statement seamlessly integrated into the estate’s unrivaled design. Fully gated and meticulously upgraded, this estate is not just a home but an irreplaceable lifestyle, offering unparalleled privacy, scale, and elegance in one of Central Florida’s most distinguished communities. Beyond the estate, life in Sweetwater Club offers unparalleled exclusivity, you have access to tennis/pickleball courts, a basketball court, and your in a secure, guard-gated setting. Opportunities like this rarely come along, don’t miss the chance to make this estate yours.

808 Sweetwater Club Boulevard, Longwood

$2,200,000

G5100787 MLS

4.3 acres (3 parcels), additional parcels are 00-21-29-5ck-30d-0010 and0-21-29-5ck-30d-000a. Small rental home on property - rent is $1200/month, no lease, has been there over 6 years. House is 1120 sq. ft., Warehouse is 2800 sq. ft with three large roll-up doors, 60x40. Possible 4 homes/acre - currently split zoning - R1A single family and A1 - agricultural. Seller will hold a small first mortgage of $300,000, 6.5 interest, 3 year balloon. Seller is motivated!

1501 Pearl Street, Longwood

$2,200,000

G5099293 MLS

4.3 acres total (3 parcels), additional parcels are 00-21-29-5ck-30d-0010 and 0-21-29-5ck-030d-000a. Small rental home on property - rent is $1200/month, no lease, has been there over 6 years. House is 1120 sq. ft. Warehouse is 2800 sq. ft. with three large roll-up doors, 60x40. Possible 4 homes/acre - currently split zoning - R1A single family and A1 - agriculture. Seller will hold a small first mortgage of $300,000, 6.5 int, 3 year balloon. Seller is motivated!

1501 Pearl Street, Longwood

$2,394,000

R4909196 MLS

Property Overview – 4.73 Acres in Prime Longwood Location This is a unique opportunity to own 4.73 acres across two parcels in a desirable Longwood neighborhood adjacent to SandalWood Park, which features a basketball court and other recreational amenities. One of the parcels includes a recently renovated 2-bedroom, 1-bathroom home, estimated to rent for $1,500/month—an excellent source of income while you plan future development. Currently, both parcels are zoned LDR, and conceptual engineering plans indicate the potential for approximately 19 residential lots (see attached images). Located near beautiful Lake Searcy, this property is just minutes from: Downtown Historic Longwood, SunRail station, Supermarkets and shopping plazas, Retail stores, hospitals, and more.. Top-rated Seminole County schools. This is a rare development opportunity in a growing and well-connected area. Parcel 700 Tax ID:31-20-30-300-021A-0000 Tax Bill 2024 $1775.40 parcel 690 Tax ID:31-20-30-300-0210-0000 Tax Bill 2024 $1,923.87 All our informations are deemed to be accurate, but we don't guarantee , Buyer should verify.

700 West Church Avenue, Longwood

$10,000,000

O6294158 MLS

Offered exclusively as a combined 9.53-acre lakefront opportunity, this property consists of two contiguous residential parcels along Central Florida’s highly sought-after Markham Woods corridor. The parcels are being offered together only and feature approximately 846 feet of frontage on Rice Lake, creating a remarkable setting for a private lakefront estate or legacy family compound. The scale of the property, substantial lake frontage and established Markham Woods location provide an increasingly difficult-to-replicate combination of acreage, privacy and convenience. Currently zoned RC-1, the property offers a peaceful natural setting while remaining convenient to Lake Mary, Longwood, major transportation corridors, shopping, dining and surrounding amenities. For buyers interested in uses beyond a single private estate, additional residential possibilities may exist subject to zoning, subdivision requirements, site conditions and all applicable governmental approvals. Buyers are encouraged to conduct independent due diligence regarding their intended use. The offering includes two contiguous parcels totaling approximately 9.53 acres and will be sold together only. Serious inquiries are welcomed. Contact the listing agent for additional property information or to arrange a private tour.

Markham Woods Road, Longwood

$6,937,000

O6236306 MLS

Super clean - 46,560 square feet warehouse. This updated, clean warehouse sits on 2.5 acres of land in Longwood's perfectly located industrial area. Excellent frontage on Bennett Drive with ample parking both in front and rear of the building. The Column spacing is 40'x30' and the ceiling height is 18' +/-. Zoned industrial. 4 Dock-high doors, plus another 2 with a loading ramp and roll-up door. The .35 +/- acres of fully fenced yard behind the building can easily accommodate a semi-truck turnaround. There are 11 offices, a 2,000 SF showroom, a 300 SF board meeting room, and a 600 SF under-air storage area. All interior offices have 10-foot ceilings. There are 7 bathrooms throughout the property, one of which in the office area is a full bathroom with shower. The property was built in 1984 and 1987 with major renovations in 2008 and 2018, on top of this some of the most recent upgrades include LED motion detection warehouse lighting and newly installed LED overhead lighting, new interior floors in the office and showroom areas, modern ceiling tiles and bathroom fixtures, and a newly designed pantry. On the exterior of the property, the parking lot has been recently paved and striped with freshly planted landscaping, new gutters, and newly installed underground piped rainwater run-off. Accessible ramps along with stairs were also added, leading up to the property, both front and rear. The property was constructed on a fill dirt platform which is four feet above ground, with a water run-off drainage ditch running along the entire right-side perimeter of the building. Tenant occupied by 4 tenants – Room to increase SQFT amounts for future tenants if not wanting to occupy the whole space or purchase as an investment. Excellent location in Longwood -- close to UPS, FedEx, 17/92, SR 434, SR 436, and I-4.

1356 Bennett Drive, Longwood

$1,600,000

O6158813 MLS

Under contract-accepting backup offers. Nestled among multi-million-dollar estates, this exceptional 5-acre lot on Markham Woods Rd presents a rare opportunity. The county is open to dividing the lot into 4 homesites for constructing large, custom homes. Currently zoned A-1 and located in Seminole County, ranked as the number one county in Central Florida and eighth in the entire state, the property offers: A short 15-minute drive to downtown Orlando A 35-minute commute to Universal Studios and other major tourist attractions A quick 20-minute trip to the newly expanded Sanford Airport Pristine beaches of New Smyrna and Daytona Beach approximately 30 minutes away The lot is located near the national headquarters for AAA, Mitsubishi Power Systems, Axium Healthcare, Deloitte, Convergys, NCR, Symantec, Verizon, and Fiserv. The seller is open to considering lot subdivision or contributing to a privacy wall with an acceptable offer. Explore the possibilities of this versatile property, whether for luxury homes or potential commercial uses.

Markham Woods Road, Longwood

$4,500,000

O6117629 MLS

Industrial Investment Site for Sale. Consisting of approx 22,774 SF and 5 buildings (2) 3,000 SF @ $2200.00/month rental rate + sales tax and (2) 2,000 SF @ $1500.00/month rental rate + sales tax. All units are individually metered and tenants pay their own utilities. All tenants are currently Month to Month. Rental rates can be increased, or tenants can vacate after closing and buyers can occupy. minimum $500,000 down / 25 year amortization with a balloon at the end of 5 years 7 interest rate / Buyer will be required to provide credit screening and financials for approval.

145 Ronning Way, Longwood

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