Longwood Homes with Two Story Style

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

$469,900

4 Beds ⋅ 3 Baths ⋅ O6430747 MLS

Virtually Staged. This is your opportunity to own a Gorgeous, Amazing, Stunning Oversized Pool, FULLY REMODELED Home on a Huge Corner Lot in the highly desirable City of Longwood Next to Markham Woods area! And no HOA. Please visit our 3D tour. Property offers a brand-new architectural shingle roof and a new resurfaced pool, this home is move-in ready and packed with upgrades. Completely remodeled interior with brand-new flooring and new carpet Luxurious master bathroom featuring Italian porcelain tile shower walls and new vanities. Open floor plan with large windows for an abundance of natural light Modern kitchen with exotic granite countertops, stainless steel appliances, and wood cabinetry. Converted garage, with permits, for income-producing or in-law suite. A/C unit from 2016. Oversized pool with a screened porch and fenced backyard. Huge front yard with ample space for entertainment and leisure. Top-rated school district, shopping, dining, hospitals, and entertainment. Easy access to major highways: I-4, SR-434, Ronald Reagan Blvd, US-17-92 Just a short drive to Downtown Orlando. Don’t miss your chance to own this rare gem with NO HOA in one of Central Florida’s most sought-after areas.

1040 Waverly Drive, Longwood

$414,900

3 Beds ⋅ 2 Baths ⋅ S5155274 MLS

POOL HOME + LARGE FENCED YARD + NO CARPET! This 3-bedroom, 2-bath Longwood home in the sought-after Sandalwood community offers the perfect combination of comfort, style, and location. Step inside to an open-concept floor plan featuring granite countertops, espresso cabinetry, a tiled backsplash, stainless steel appliances, and easy-care laminate and tile flooring throughout. The inviting living space is highlighted by a wood-burning fireplace, creating a cozy gathering spot. Outside is where this home truly shines—a generous, fenced backyard with a sparkling pool provides plenty of room for weekend gatherings, play, or simply enjoying the Florida sunshine. A utility shed offers convenient additional storage. Located in the highly rated Seminole County school district with easy access to schools, parks, dining, shopping, SunRail, major roads, and I-4. If you’ve been waiting for a Longwood pool home in a great location, this one is worth seeing!

103 Cashew Court, Longwood

$539,900

4 Beds ⋅ 3 Baths ⋅ O6431147 MLS

LOCATION, LOCATION!!! Welcome to this Beautiful, Meticulously Maintained Split 4-Bedroom, 2-and-a-half-Bathroom, with an upstairs Bonus Loft and walk-out deck, in desirable Wekiva Club Estates! Situated on one of the largest premium lots in the community, sitting adjacent to the 15th Green on The Wekiva Golf Course. The mature landscaping and newer paint on the home with side entry garages and parking pad give this home an exceptional WOW appeal! This spacious residence offers the perfect blend of comfort, privacy, and functionality. Enter the foyer, then turn right into the large Great Room, which features a two-story wooden vaulted ceiling and a stately stone, wood-burning fireplace. Enjoy a warm fire on those cooler evenings. This room is full of natural light with picture windows and Transom windows at the ceiling. A spiral staircase leads you to the Bonus Open Loft, which has glass sliders opening onto the upstairs deck with views of the Golf Course. There are two sets of glass door sliders that open from the Great Room and the Kitchenette into the oversized, covered, screened-in patio. This room feature doubles your living and entertaining space. You will love living in this room, watching sunrises, drinking your morning coffee, and in the cooler evening months, savor your private backyard and golf course views. This property lives like you have no neighbors. A bay window enhances the Dining Room. The Kitchen is open with an eat-in dining area, has lots of cabinet and storage space, a big pantry, and a built-in desk. There are newer (2022) premium stainless steel GE Appliances for the cook of the family. An oversized pass-through window with sliders opens onto the bar on the patio. This beautiful window brings the lush outside indoors! The sought-after split bedroom floorplan is appealing for families and guests. The Primary Bedroom is oversized with glass door sliders leading to a private patio. The En-Suite Bathroom has so much natural light with Transom windows over the double sink cabinets and make-up area. There is an extra-large walk-in closet, and the bathroom boasts a private Garden Shower. On the opposite side of the home, there are three generous-sized bedrooms with double closets. These rooms share the Hall Bathroom with a tub/shower combination. There is a Powder Half Bathroom in the middle of the home. The 2-car garage is oversized (552 sq feet) with plenty of space for a workbench. It also has pull-down stairs leading to attic storage. This property's 4 Point features have all been updated. New Hot Water Heater 2026, Newer (2) HVAC, Newer Mechanical EL, Newer re-roof. Also, New Garage Door Opener 2026, Premium Stainless Steal Appliances 2022, Newer exterior paint. Wekiva residents can enjoy 145 acres of common areas, seven parks, scenic walking and biking trails, tennis and pickleball courts, baseball fields, and a nearby library. Choose to golf on the Wekiva Golf Course and swim or canoe at Wekiva Springs State Park! This property is conveniently located near shopping, dining, hospitals, major highways, and zoned for top-rated Seminole County Schools. This well-maintained home awaits your viewing. Let's work together!

190 Canterclub Trail Nw, Longwood

$429,900

4 Beds ⋅ 4 Baths ⋅ O6431308 MLS ⋅ Lake Wildmere BLDG.

Move-In-Ready Luxury End-Unit Townhome in Private Gated Lake Wildmere Welcome to 534 Lake Wildmere Cove, a beautifully designed end-unit townhome offering 4 bedrooms, 3.5 bathrooms, approximately 2,316 square feet, and an attached two-car garage in the gated Reserve at Lake Wildmere community. Built in 2019, the home features a bright, open layout with abundant natural light and generous living and dining spaces. The spacious kitchen is highlighted by quartz countertops, an oversized center island, stainless-steel appliances, ample cabinetry, and plenty of room for entertaining. Upstairs, you’ll find spacious bedrooms, private en-suite bathrooms, a versatile loft and office area, and a private balcony. Additional outdoor living areas include a covered front porch and rear patio. Community amenities include a swimming pool, clubhouse, gated entrance, and access to the community lake dock. Conveniently located near Downtown Longwood, Lake Mary, Sanford, Altamonte Springs, shopping, dining, major roadways, and everything Central Florida! move-in ready Property highlights: End-unit location with only one shared wall 4 bedrooms and 3.5 bathrooms Approximately 2,316 square feet Quartz countertops and oversized kitchen island Stainless-steel appliances Two-car garage Upstairs loft and office space Private balcony and covered patio Gated community Community pool, clubhouse, and lake dock Built in 2019 Move-in ready

534 Lake Wildmere Cove, Longwood

$630,000

3 Beds ⋅ 3 Baths ⋅ O6430346 MLS

Fully renovated on nearly half an acre with no HOA and private Lake Brantley access, 2261 Charlotte Drive offers 3 bedrooms, 3 full bathrooms, and 2,202 square feet of living space. Updates include new tile and vinyl plank flooring, a completely remodeled kitchen, three fully renovated bathrooms, and all-new lighting throughout. The kitchen features shaker cabinetry, stainless-steel appliances, quartz countertops, and a matching full-height quartz backsplash. Under-cabinet lighting provides additional task and accent lighting. The home has two separate living areas, including a front living room with double-height ceilings and a large wood-burning fireplace. LED accent lighting along the staircase and living-room ceiling adds a modern finish. All three bedrooms are located upstairs. The Florida room provides flexible additional space for an office, den, game room, playroom, or hobby room. A dedicated laundry closet provides convenience without taking away from the main living areas. The fully fenced backyard offers plenty of room for entertaining and includes mature trees, a garden area, and a large deck with a pergola. Water and electrical connections are already installed at the pergola for a future outdoor kitchen, bar, or entertaining setup. A gated entrance provides additional backyard access and storage space for boats, RVs, trailers, and other recreational equipment. The 24-by-24-foot garage includes a temperature-controlled storage room. There is a Tesla Charger installed in the garage. The water heater was replaced in 2024, while the roof, windows, and air-conditioning system were replaced in November 2017. The AC air handler is located indoors to protect it from the elements and help extend the system’s service life. Private access to the Lake Brantley neighborhood park is available for $39 annually and includes a playground and small-boat launch. The home is approximately five minutes from two grocery stores, Lake Brantley High School, and Forest Lake Elementary, with I-4 about 10 minutes away.

2261 Charlotte Drive, 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

$400,000

4 Beds ⋅ 3 Baths ⋅ O6429050 MLS ⋅ 114 BLDG.

Blank Canvas in The Springs waiting for you to bring your vision and ideas to reality! Rarely available, this spacious two story 4-bedroom, 2.5-bathroom townhome offers a blank canvas. You can create your dream space in this Longwood community. This property has tremendous upside and immediate equity. This house has a functional floor plan, great for families. Contact listing agent today to schedule your private tour!

114 Hidden Oak Drive, Longwood

$540,000

4 Beds ⋅ 3 Baths ⋅ O6422952 MLS

NEW ROOF TO BE INSTALLED PRIOR TO CLOSING Welcome to this graceful, one-of-a-kind 4 Bed, 2.5 Bath with Den split-level executive home, perfectly positioned on a picturesque cul-de-sac lot spanning nearly 3/4 of an acre in a highly sought-after golf course community. Surrounded by mature trees and lush landscaping, this contemporary residence offers exceptional privacy, generous living spaces, and timeless architectural character. Fresh exterior paint and a charming wood walkway create a warm and inviting first impression. Inside, abundant natural light fills the home through expansive windows, highlighting the neutral décor and thoughtfully designed floor plan. New AC, Fresh exterior paint, The beautifully updated chef's kitchen is the heart of the home, featuring stainless steel appliances, a massive center island, breakfast bar, and seamless flow into the main living areas—perfect for everyday living and effortless entertaining. The unique split-level design offers multiple spacious gathering areas, including formal living and dining rooms, a cozy family room with a wood-burning fireplace, and attractive laminate flooring, large tile throughout the main living spaces. The versatile lower-level bonus room provides endless possibilities as a home office, media room, game room, or optional fifth bedroom. A convenient guest half bath and inside utility room, complete with washer and dryer, add to the home's functionality. Upstairs, all primary bedrooms are thoughtfully situated for added privacy. The bathrooms offer modern finishes and style, while the spacious primary suite features a private balcony overlooking the peaceful, fully fenced backyard—an ideal place to enjoy your morning coffee or unwind at the end of the day. Outdoor living is equally impressive with a covered, screened porch and an expansive backyard oasis offering ample room for recreation, gardening, a future pool, or additional outdoor amenities. The property also includes dedicated space for RV or boat parking, with plenty of room for entertaining family and friends. With a new roof being installed prior to closing, a prime location in a golf course community, and a rare combination of privacy, space, and versatility, this exceptional property offers a lifestyle that's truly hard to find. Set up your showing today!!

1215 Duncan Court, 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

$699,900

4 Beds ⋅ 3 Baths ⋅ O6421928 MLS

Welcome to “The House on the Hill,” an exceptional 4-bedroom, 3-full-bath residence offering 2,788 square feet of beautifully maintained living space in Sabal Ridge, within the highly desirable Sabal Point community. Perfectly positioned on a beautifully landscaped corner lot, this distinctive home makes an unforgettable first impression with its elevated setting, impressive curb appeal, and undeniable sense of arrival. Step inside and discover a bright, inviting interior filled with abundant natural light. A beautiful fireplace adds warmth and character to the home, while generous living spaces and a thoughtfully designed floor plan create the perfect balance of comfort and functionality, with plenty of room for everyday living, entertaining, and gathering with family and friends. The true showstopper awaits outside. Step into your own private Florida retreat featuring a screened-in heated pool and hot tub surrounded by beautiful pavers, a covered back porch, and a charming paver walkway winding through the backyard. From morning coffee on the porch to sunny afternoons by the pool and relaxing evenings in the hot tub, this outdoor space was designed to be enjoyed year-round. Beautifully landscaped, excellently maintained, and filled with warmth and natural light, this exceptional property offers the space, setting, and Florida lifestyle you’ve been searching for. This is more than a home. It’s a place to make memories, entertain, unwind, and truly enjoy every day. Come experience it for yourself. Call the listing agent today to schedule your private showing!

403 Timber Ridge Drive, Longwood

$459,900

3 Beds ⋅ 3 Baths ⋅ O6426601 MLS

Nestled at the end of a quiet cul-de-sac in Longwood's Crystal Creek community, this waterfront residence offers the rare combination of tranquil water views behind the home and a picturesque wooded setting across the street, creating a sense of privacy and natural beauty from every direction. Inside, soaring ceilings and a dramatic two-story great room set the tone for the home's open and inviting design. A fireplace anchors the living space while expansive windows frame peaceful views of the water beyond the oversized screened porch, creating a seamless connection between indoor and outdoor living. The beautifully renovated kitchen serves as the heart of the home, featuring solid wood cabinetry with abundant drawer storage, generous granite countertops and an open layout designed for everyday living and effortless entertaining. Luxury vinyl plank flooring extends throughout the kitchen and every bedroom, while tile flooring enhances the foyer, dining room and great room with durability and timeless appeal. The first-floor primary suite provides a private retreat overlooking the backyard, complete with a spacious walk-in closet and an ensuite bath. A conveniently located powder bath serves guests on the main level. Upstairs, a generous loft offers flexible space for a media room, home office or play area, accompanied by two well-proportioned bedrooms and a full bath. Crystal Creek is a welcoming community with a low HOA fee and amenities including a neighborhood park, playground, tennis courts and basketball court. Ideally positioned near the best shopping, dining and entertainment found in Longwood, Lake Mary and Sanford, with convenient access to major roadways, this exceptional waterfront home places all of Central Florida comfortably within reach while offering a peaceful setting to come home to each day.

416 Sand Pebble Cove, Longwood

Longwood Homes with Two Story Style

Newest Longwood Homes with Two Story Style

Adair Realty, Inc.

Search

Resources

About