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Browse All Longwood FL Between $500K - $600K Properties for Sale

$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

$518,700
4 Beds 2 Baths O6431401 MLS
Just listed! This one-of-a-kind pool home seamlessly blends modern warmth with 70s vibes, beginning as soon as you walk up to the bespoke double wood front doors with eye-catching wood details. Upon entering, you are greeted with a light filled space and flows easily from room to room. The generous foyer takes you into the combined living and dining space and takes advantage of the beautiful backyard pool views. The stunning kitchen features on-trend micro shaker cabinets with crown molding and under cabinet lighting, quartz countertops, top of the line stainless steel appliances, designer tile backsplash, pantry and coffee bar/drop zone. The kitchen opens up to a warm family room/flex space that includes original wood beams and wood burning fireplace. French doors on either side of the fireplace take you to a large covered patio with wood ceiling. The fully fenced backyard is a true oasis with sparkling pool and lush greenery. The primary suite features an oversized bedroom, walk in closet, brand new bathroom with double vanity and shower. Three more bedrooms have all been completely updated, and the hall bath also features a double vanity and tub/shower combo. Every surface of the home has been touched, and there are so many upgrades-including all new flooring, all new windows, new sliding doors, new blinds, new recessed LED lighting, new door hardware, roof (2025)-the list goes on! Conveniently located near 436 and 434, and zoned for top-rated Seminole County schools, this one won’t last long!

1510 Kenlyn Drive, Longwood

$599,900
4 Beds 2 Baths O6430959 MLS
WELCOME HOME TO THIS SPACIOUS 4-BEDROOM, 2-BATH POOL HOME OFFERING THE PERFECT BLEND OF CHARACTER, UPDATES, AND FLORIDA LIVING! Situated on a fully fenced lot with RV parking, this solid block home offers exceptional space, thoughtful updates, and plenty of room to entertain. Step through the hardwood entryway into the inviting living room, where you'll find a cozy fireplace that also connects to the primary bedroom, creating warmth and charm throughout the home. Just beyond is the beautifully remodeled kitchen featuring a large center island, farmhouse sink, ample cabinetry, pantry, and generous prep space—perfect for everyday living and entertaining. The adjoining family room flows seamlessly into the incredible climate-controlled Florida room, complete with heating, air conditioning, and its own stunning stone fireplace, making it the perfect year-round gathering space overlooking the backyard and pool. The spacious primary suite offers private access to the Florida room, a large walk-in shower, dual vanities, and generous closet space. The secondary bathroom has been beautifully remodeled with dual sinks and an updated shower. The additional bedrooms are all generously sized, including one with a walk-in closet and another featuring French doors leading to the backyard along with its own walk-in closet. The dining room includes custom built-in storage, while additional linen, utility, and pantry storage provide functionality throughout the home. Outside, you'll enjoy your own private backyard retreat featuring a sparkling pool with a new pool pump (2026), a fully fenced yard, RV parking, and plenty of space for entertaining, pets, or gardening. The climate-controlled two-car garage features a new electrical panel, laundry area, and is complemented by an additional carport. A generator transfer switch is also already installed for added peace of mind. Major updates include a new addition completed in 2024, new septic system and drain field installed in 2024, repiped plumbing, new HVAC system, roof replaced in 2017, flat roof replaced in 2021, and a new electrical panel. The home is on septic, and while a well is present, it is not currently in use. Conveniently located just minutes from Historic Downtown Longwood, SunRail, I-4, shopping, dining, top-rated Seminole County schools, Big Tree Park, and Wekiwa Springs State Park, this home offers the perfect combination of space, comfort, and convenience. Don't miss your opportunity to own this one-of-a-kind Longwood home. Schedule your private showing today!

442 Homer Avenue, Longwood

$579,000
4 Beds 3 Baths O6429951 MLS
Welcome to this spacious and beautifully maintained family home in the highly desirable Wekiva Hills community, where comfort, functionality, and location come together. Offering 4 bedrooms, 3 full bathrooms, and an abundance of versatile living space, this home is designed to accommodate today's busy lifestyle. Roof (2022), new windows (2022), Water Heater (2023), Pool re-surfaced and tiled (2022), fence (2023). Freshly painted inside and featuring hard-surface flooring throughout with no carpet, the interior offers a clean, modern feel that's both stylish and easy to maintain. Multiple living areas include formal living and dining rooms, wood-burning fireplace, a generous bonus space, and an oversized family room centered around a classic wood-burning fireplace. The formal dining room is currently used as a home office, showcasing the flexibility of the floor plan to fit your needs. The spacious family room opens to a covered lanai and private screened swimming pool, creating the perfect setting for entertaining or relaxing year-round. The large fenced backyard is beautifully landscaped with mature fruit and flowering trees, providing plenty of room for outdoor activities and gardening. Additional features include an inside laundry/utility room, updated bathrooms, tile flooring in all wet areas, a whole-home water filtration system, AC system (2015), and all major appliances convey with the home, making it truly move-in ready. Located in the heart of Wekiva, residents enjoy miles of scenic walking and biking trails, parks, playgrounds, sports courts, and a vibrant community atmosphere. Zoned for highly sought-after Brantley High School and conveniently located near shopping, dining, Wekiva Springs State Park, and major roadways, this home offers the perfect balance of peaceful living and everyday convenience. This is a wonderful opportunity to own a spacious pool home in one of Central Florida's most established and sought-after communities. Schedule your private showing today.

165 Duncan Trail, Longwood

$520,000
3 Beds 2 Baths S5154698 MLS
Welcome to 108 Kilkenny Court, a beautifully updated 4-bedroom, 2-bath pool home in the sought-after Wekiva Hunt Club community. Offering 1,979 square feet of single-story living on an oversized 0.26-acre lot, this home combines modern updates, inviting indoor spaces, and the Florida lifestyle buyers are searching for. The bright, open layout features a cozy living-room fireplace, updated light fixtures, and ceiling fans throughout. At the center of the home, the renovated kitchen impresses with new cabinetry, a spacious island, new 2026 countertops, brand-new Samsung stainless-steel appliances, and a new sliding glass door that opens to the outdoor living area. Both bathrooms have also been renovated with fresh, contemporary finishes, while a second new sliding door in the primary bedroom provides direct access to the backyard. Step outside to your private retreat, complete with a sparkling screen-enclosed pool, covered patio, and fully fenced yard—perfect for relaxing, entertaining, or enjoying year-round Florida sunshine. Additional highlights include a 2-car garage, roof replaced in 2018, A/C replaced approximately two years ago, pool pump replaced last year, and vinyl fencing installed in 2023. Located just minutes from Publix at Springs Plaza, Wekiva Golf Club, parks, walking trails, and community tennis, pickleball, racquetball, basketball, baseball, and soccer facilities. Outdoor enthusiasts will also appreciate being approximately 10 minutes from Wekiwa Springs State Park, offering spring swimming, kayaking, hiking, and scenic natural beauty. Updated, spacious, and perfectly positioned for convenience and recreation, this Longwood pool home is ready to impress. Schedule your private showing today!

108 Kilkenny Court, 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

$511,900
4 Beds 2 Baths O6427723 MLS
Rare opportunity to own a 4 bdr/2 bath pool home located on a desirable CUL DE SAC location in sought after Wekiva Cove in Longwood! Your family will fall in love w/ this CUSTOM BUILT home & all the NEIGHBORHOOD AMENITIES & GREAT SCHOOLS nearby. Residents enjoy RESORT STYLE AMENITIES including WALKING TRAILS that meander thru-out the community, LAKEFRONT CLUBHOUSE, COMMUNITY POOL, TENNIS & BASKETBALL, FISHING PIER & PLAYGROUND & BALL FIELD. Located within TOP-RATED SEMINOLE COUNTY SCHOOLS and just minutes from SR 434, SR 436, I-4, shopping, dining, and entertainment, the location simply can’t be beat. This MOVE-IN READY home has been updated over the past year, including fresh exterior paint, Energy Star double-pane windows, radiant barrier in the attic, remodeled primary bath, resurfaced pool with new paver deck and equipment, new poolside BBQ pavilion, new ceilings (popcorn removed), new refrigerator and dishwasher, updated lighting, custom cabinetry in Dining room & utility room, and a new membrane roof over the screened lanai & front entry. Additional features include an irrigation well, Massey termite protection system, and durable concrete block construction. Inside, the thoughtfully designed floor plan offers formal living and dining rooms plus a spacious family room with vaulted wood-beamed ceilings, a cozy fireplace, and seamless access to the kitchen and breakfast bar. Sliding glass doors open to the expansive screened lanai and sparkling pool, creating the perfect Florida indoor-outdoor lifestyle. The custom FLOOR PLAN offers three spacious secondary bedrooms and an updated hall bath that also serves as a convenient pool bath. The generous primary suite features direct lanai access and a beautifully renovated ensuite bath with a new walk-in shower. The oversized detached garage includes a workshop area, while the fenced backyard offers PRIVATE GATED ACCESS TO THE COMMUNITY WALKING TRAIL. For added peace of mind, the relocation company that will be buying out the corporate transferee & selling the home has already completed it's own home inspections and appraisals, with reports available to the buyer. Hurry & take a look before this gem gets snapped up in one of Longwood’s most sought-after communities. Welcome Home!

120 Trafalgar Place, Longwood

$549,900
4 Beds 3 Baths O6418266 MLS
Under contract-accepting backup offers. Seller may consider buyer concessions if made in an offer ~ If you have been searching for an UPDATED ~ POOL HOME on a spacious lot in one of Seminole County's most desirable locations, this is the one! Located in the established Sanlando Springs community with NO HOA, this beautifully maintained 4-bedroom, 2.5-bath home sits on an OVERSIZED .33 ACRE LOT with peaceful green space views, mature landscaping, a side-facing 2-CAR GARAGE, and the added bonus of an ASSUMABLE VA LOAN for qualified buyers. Recent improvements provide peace of mind and immediate value, including FRESH INTERIOR PAINT (2026), NEWER WATER HEATER (2024), sleek granite countertops (2024), UPDATED ELECTRICAL PANEL (2022), NEW STAINLESS STEEL APPLIANCES (2022), NEW POOL PUMP (2022), ROOF & POOL SCREEN ENCLOSURE (2021), and a RESURFACED POOL and POOL DECK (2018). A transferable home warranty through August 2027 adds even more confidence for the next owner. Inside, timeless finishes and crown molding throughout create a light, bright, and elevated feel. Formal living and dining spaces offer flexibility for entertaining, while the UPDATED KITCHEN features granite countertops, stainless steel appliances, a breakfast bar, abundant cabinet and drawer storage, a window overlooking the backyard, and a seamless layout that flows seamlessly into the family room. FRENCH DOORS lead to an expansive COVERED & SCREENED LANAI overlooking the sparkling SCREENED POOL, creating the perfect space for relaxing weekends, outdoor dining, and year-round INDOOR/OUTDOOR FLORIDA LIVING. The fully FENCED BACKYARD offers plenty of room to play, garden, or simply enjoy the privacy and mature trees surrounding the property. Your generous PRIMARY SUITE serves as a private retreat with an updated en-suite bath and a CUSTOM BUILT-IN CLOSET SYSTEM, while three additional bedrooms provide flexibility for family, guests, or a home office. Located in the heart of Longwood and zoned for TOP-RATED SCHOOLS Altamonte Elementary, Milwee Middle, and Lyman High School, this home offers quick access to SR 434, SR 436, I-4, shopping, dining, state parks, lakes, and everything Central Florida has to offer. Homes with this combination of updates, lot size, NO HOA, a private pool, and an assumable loan are hard to find. Call today to schedule a tour and let us say WELCOME HOME!

401 Sanford Avenue, Longwood

$500,000
4 Beds 2 Baths O6424518 MLS
Virtually Staged. Welcome Home to Sweetwater Oaks – Where Family Memories Are Made. Nestled in the heart of Longwood's beloved Sweetwater Oaks community, this 4-bedroom, 2-bathroom home gives your family 2,033 square feet of comfortable living space. With no rear neighbors and a peaceful conservation area just beyond the fence line, you'll enjoy privacy and quiet mornings. The screened-in pool means safe, bug-free fun all year long — perfect for weekend swim days, birthday parties, or just cooling off after school. And with a functional 4-bedroom floor plan, there's room for everyone to spread out. What truly makes this neighborhood special is the lifestyle it offers growing families: A private boat ramp on Lake Brantley – perfect for family boat days, fishing trips, or teaching the kids to water ski Canoe and kayak access to the Wekiva River – explore one of Florida's most beautiful natural waterways together as a family Community parks – close by for playdates, picnics, and evening walks Tennis courts – get the whole family active without leaving the neighborhood Sweetwater Oaks isn't just a place to live — it's a community where kids grow up making memories on the water, in the parks, and in each other's backyards. It's the kind of neighborhood families put down roots in for good. Come see for yourself why so many Sweetwater Oaks families never leave. Schedule your private showing today.

211 Hickory Drive, Longwood

$587,000
4 Beds 3 Baths O6421707 MLS
Your Dream Home Awaits! Discover the perfect combination of space, comfort, and endless possibilities in this charming ranch-style home, ideally positioned on an impressive 0.71-acre corner lot in the highly sought-after Knollwood community of Seminole County. Offering 4 spacious bedrooms, 2.5 bathrooms, and 2,416 square feet of living space, this home is designed for growing families, entertaining, and creating memories that will last a lifetime. From the moment you arrive, you'll appreciate the oversized driveway with abundant parking and the expansive yard that provides limitless opportunities to design your own private retreat—whether you envision a sparkling pool, outdoor kitchen, garden, playground, or the ultimate backyard entertainment space. Step inside to a warm and welcoming interior where timeless charm meets modern comfort. The inviting living room features elegant crown molding, a cozy wood-burning fireplace, and beautiful rustic barn doors that lead into the heart of the home—an updated kitchen complete with stainless steel appliances, sleek countertops, generous cabinetry, and abundant natural light, making it the perfect place to gather with family and friends. Built with the quality and craftsmanship of a classic 1974 ranch, this home offers solid construction, spacious living areas, and incredible potential to personalize and make it uniquely yours while enjoying its timeless character. Perfectly located within one of Seminole County's most desirable school districts, you'll enjoy convenient access to premier shopping, dining, parks, major highways, and everything Central Florida has to offer. Homes with this much land, this much living space, and this prime location rarely become available. Whether you're searching for your forever home or an exceptional investment, this property offers a rare opportunity to own one of Knollwood's most desirable homes. Don't miss your chance to make this incredible property yours—schedule your private showing today before it's gone!

1200 Waverly Way, Longwood

$599,900
4 Beds 3 Baths O6417026 MLS
Virtually Staged. "Previously under contract, but the transaction was canceled due to the buyer's financing falling through just prior to closing—no fault of the property or seller." Welcome to this beautifully updated 4-bedroom, 2.5-bath pool home in the highly sought-after Wekiva Club Estates! Offering 2,477 square feet of living space on a spacious .32-acre lot, this home blends comfort, style, and functionality in one of Seminole County's most desirable communities. Step inside to discover soaring ceilings, an open and inviting floor plan, wood and tile flooring throughout, and a stunning floor-to-ceiling stone fireplace that serves as the centerpiece of the living space. The updated kitchen opens seamlessly to the main living and dining areas, creating the perfect setting for everyday living and entertaining. The spacious primary suite features a beautifully renovated NEW PRIMARY BATH, walk-in closet, and private en-suite retreat, while three additional bedrooms provide plenty of room for family, guests, or a home office. Major updates provide peace of mind, including NEW WINDOWS and a NEW FENCE. Outside, your private backyard oasis awaits. Enjoy Florida living year-round with a sparkling in-ground pool, above-ground spa, lush landscaping, and a cozy fire pit area. Whether you're hosting gatherings, relaxing with family, or enjoying a quiet evening outdoors, this backyard was designed for making memories. Additional features include a two-car garage, wood fencing, public utilities, and low HOA dues. Residents of Wekiva enjoy access to community amenities including parks, playgrounds, tennis courts, sidewalks, and a golf course. Located within the highly rated Wekiva Elementary, Teague Middle, and Lake Brantley High School districts, this home offers convenience, recreation, and an exceptional lifestyle. Don't miss the opportunity to make this move-in-ready Wekiva gem your own!

351 Needles Trail, Longwood

$520,000
3 Beds 2 Baths O6414587 MLS
Pull over HONEY! This home is move it ready. Roof. 2023. AC 1 2020, AC 2 2022. Look at the cute swing in the front yard. That looks like a great home to relax in. Let's take a look. As you walk up to the home you are greeted by double doors making it feel like a grand entrance. Enchanted ivy grows to the left of the entrance. Immediately upon entering the home you can access the updated kitchen. To the right of the entry you have the huge living room which can take you to the laundry room and garage. The living room features a wood burning fireplace as well as being open to the kitchen. There is a nice spot for stools so you can eat a quick breakfast without going to the dining room. The kitchen is nicely appointed with white shaker cabinets and subway tile. Also off of the living room is a HUGE family room with vaulted ceilings and plenty of natural light from large sliding doors that leads to the back yard. Off of the family room is a nice area that would make a great little office space. Back through the kitchen and down the hall you will find all three bedrooms. The master is plenty spacious and the ensuite bathroom has lots of space. There is currently a nice long double vanity and large shower. The master bath has been updated! Quartz counters, double vanity with a spot for a stool to do you facial maintenance regimen. There is a door that leads to the back yard making it easy to clean up after playing or working in the back yard. The home has fresh paint inside and out. Luxury vinyl plank throughout the home makes maintenance a breeze. Come add your personal touches to really make this home shine! Lake Brantley Beach park with all amenities including boat ramp, volleyball sand court, playground, grills, basketball court and ability to rent pavilion. The same for Riverside park which also has tennis courts, ball fields, larger covered pavilion and nature trails. The clubhouse playground and tennis courts across Wekiva Springs Rd. Maintenance of all common areas including the path to the beach by our house. Several family events throughout the yr incl Halloween costume parade, egg hunts, Christmas parade, and parties with games, bounce houses, etc. Don't miss out. Contact us today!

901 Cutler Road, Longwood

$520,000
4 Beds 2 Baths O6413953 MLS
Virtually Staged. NEW ROOF Prior to closing on this Move-In Ready Pool Home in Sweetwater Oaks and with the SELLERS WILLING TO CONTRIBUTE TOWARDS BUYER'S CLOSING COSTS, it provides added flexibility and value for purchasers! Welcome to highly desirable Sweetwater Oaks, where this beautifully maintained 4-bedroom, 2-bathroom home offers the perfect blend of space, and comfort, with RECENT UPGRADES. The functional floor plan features separate living, dining, and family rooms, an eat-in kitchen, utility room, and walk-in pantry. Enjoy Florida living at its best with a large screened pool and covered lanai, ideal for relaxing or entertaining. The fully fenced backyard also features a new storage shed added in 2024. Major recent updates, all within the last year, provide peace of mind, including a new HVAC system, electrical panel, water heater, and microwave, plus a new dishwasher, flooring and baseboards in the living and dining rooms, fresh interior paint, painted pool deck, new blinds, updated lighting, and new electrical outlets and switches throughout. Additional improvements include a new pool patio roof and pool light (2020). With the new roof being installed prior to closing, this home offers peace of mind with all the recent improvements. Sweetwater Oaks residents enjoy deeded access to skiable Lake Brantley with a boat ramp, tennis and pickleball courts, picnic pavilion, and access to the Wekiva River, parks, and playgrounds. Conveniently located near top-rated Seminole County schools, shopping, dining, and major highways, this move-in-ready home is one you won't want to miss.

309 Hickory Drive, Longwood

$549,000
3 Beds 2 Baths O6413487 MLS
PRICED TO SELL!! SELLER IS OPEN TO NEGOTIATION!! Welcome to your move in ready dream home! This spacious & updated 3-bedroom, 2-bathroom, 1.10 acre property located off Markham Woods Road in Mandarin Estates offers everything you desire for comfortable and luxurious living.NO HOA!! Step into the beautiful foyer and be greeted by an expansive living space filled with natural light pouring in through large windows. The split foyer & large formal living & dining rooms seamlessly flow into the family room w/ beautiful stone fireplace and kitchen creating an inviting atmosphere, perfect for entertaining guests or enjoying family time. The updated kitchen is a chef’s delight, boasting modern appliances, and plenty of storage for all your culinary needs. Luxurious granite kitchen counter tops add both functionality and style, providing additional workspace and a casual dining spot. Three generously sized split-plan bedrooms provide laminate flooring, ceiling fans, and large closets for all your storage needs. The primary suite is a true sanctuary, complete with a new, luxurious ensuite bath featuring a beautiful walk-in shower, and dual vanity sinks. The true highlight of this home lies outdoors. Step outside to discover your own private backyard w/ plenty of room to add a pool & featuring a large screened attached 1031 square foot covered Lanai perfect for family gatherings. The expansive backyard, includes a 20'x64' fenced in area next to the garage, & provides plenty of space for outdoor activities or your pets. The home also includes flooring updates & a brand new 50-year-steel roof. Located in a quiet and family-friendly neighborhood; BRING YOUR BOATS, WORK VEHICLES, R.V's & build accessory garages & workshops for your toys, or an accessory dwelling unit (ADU)...this home offers the perfect blend of tranquility and convenience. With easy access to shopping, dining, top-rated schools, and the Seminole County Trail runs thru he neighborhood, you'll have everything you need right at your fingertips. Don't miss your chance to experience luxury living at its finest. Schedule a showing today and make this stunning home your own!

1861 Crowley Circle E, Longwood

$550,000
3 Beds 2 Baths S5150078 MLS
Rare 3.39-Acre Income-Producing Estate in Sought-After Seminole County Discover an exceptional opportunity where wide-open freedom meets unbeatable value on this 3.39-acre property in one of Central Florida's most desirable locations. Built in 1982, this versatile estate seamlessly blends modern comfort with rural charm — providing a lifestyle that's increasingly hard to find. Turnkey Income Generation This is more than a home — it's a smart investment. The property generates $3,200 monthly in rental income from a fully tenanted duplex featuring a 2-bedroom unit and a 1-bedroom unit, both with a newly renovated kitchen and modern appliances. With financials already in place, buyers need only a down payment — the rental income takes care of the rest. (Detailed financial analytics available upon request.) Endless Possibilities Zoned with flexibility in mind, this property is a rare blank canvas: Homestead your dream lifestyle with room to grow Launch a boutique farm — farm animals are welcome Develop commercially — strong rezoning potential for industrial or office use Open a Farm to Table Gourmet Restaurant Location That Has It All Nestled alongside the iconic Big Tree Park, you'll enjoy the tranquility of nature while remaining moments from city conveniences. Just minutes to Ronald Reagan Boulevard and Lake Mary Boulevard, with quick access to: Longwood SunRail Station — 4 min Lake Mary SunRail Station — 7 min Altamonte Springs — 10 min Orlando Sanford International Airport — 16 min Orlando International Airport — 39 min Lake Mary and Altamonte Springs Shopping Malls — 7-10 minutes away A Lifestyle, Not Just a Listing Owners are relocating, creating a rare window of opportunity for the right buyer. Whether you're an investor, entrepreneur, homesteader, or developer — opportunities of this caliber rarely come to market. How to Submit Your Interest With strong interest anticipated, buyers are encouraged to submit their highest and best interest using an escalation addendum. All interests will be reviewed no later than May 30th, 2026. Serene country living. Strong rental income. Commercial upside. All just minutes from the heart of the city.

1735 Timocuan Way, Longwood

$529,000
4 Beds 2 Baths O6403980 MLS
This home comes with solar panels, No Electric bill. Highly sought after Wekiva home located off Hunt Club. This is a 4 bedroom, 2 bath home with an extra bonus room right off the primary bedroom. Spacious house that is well maintained, all stainless-steel appliances, fireplace, shutters in windows. Back yard has access to the Wekiva trail for walking and running. Paved pool patio, pool. Two parks within walking distance. This house comes with an electrical disconnect for a generator in case a power outage. Beautifully maintained home featuring ceramic tile throughout—no carpet anywhere. Elegant crown molding enhances the living room, dining room, and primary bedroom, while custom interior shutters add timeless style to every window. Enjoy the bright Florida room for additional living space and a large private bonus room directly off the primary suite, perfect for an office, nursery, fitness room, or retreat. Step outside to your own backyard oasis with a saltwater pool featuring a brand-new Hayward salt cell, a premium hardwired hot tub with newer cover and pressure switch, covered patio, and private cabana. The fully fenced yard is surrounded by mature landscaping and illuminated by hardwired outdoor lighting, creating the perfect setting for relaxing or entertaining. Direct access to scenic walking trails behind the home adds even more appeal. Additional upgrades include a new A/C condenser, complete irrigation system for easy lawn maintenance, and a generator inlet box for quick emergency power connection. This home offers the perfect combination of comfort, convenience, and resort-style outdoor living.

105 E Cottesmore Circle, Longwood

$565,000
3 Beds 3 Baths O6397339 MLS
Under contract-accepting backup offers. Recent contract fell through. Lakeview Chateau Charm Meets Modern Luxury in Columbus Harbor. Discover the perfect blend of architectural character and modern peace of mind in this gorgeous 2000+ square foot, custom-designed 3-bedroom, 2.5-bathroom split-plan home. Tucked away on a quiet cul-de-sac, this lakeview retreat offers breathtaking views of Lake Fairy from nearly every corner of the house. Step through the sizeable foyer into a space defined by craftsmanship can be used as an extra sitting area. The "A-frame" great room serves as a true showstopper, featuring soaring vaulted ceilings, exposed cedar beams, and a floor-to-ceiling wood-burning stone fireplace. Professional custom wood trim and elegant wainscoting flow through the great room, dining area, and hallways, creating a warm, sophisticated atmosphere. For a unique touch, ascend the beautiful wood spiral staircase to a versatile loft. With its large picture window overlooking the grounds, it’s the ideal spot for a home office, playroom, or cozy reading nook. This home has been well maintained and updated for its next owner. Freshly Transformed (2025-2026). Full interior and exterior paint, plus professional new landscaping for instant curb appeal. The secondary bath was a total 2026 remodel (new tub, vanity, tile, and flooring), while the primary suite received a stylish 2026 refresh. The kitchen features premium stainless-steel appliances (2024) and durable luxury vinyl flooring (2022). New roof (2025) updated electrical with recessed lighting (2025), and a brand-new 2.5-ton HVAC unit (2024). Hot water heater 2015. Second HVAC unit 3-4 tons 2001. Whether you’re enjoying the lake views from the secondary and primary bedrooms or hosting a dinner in the dining room, the water is always in sight. Relax on the large screened-in back porch or head out to the yard to soak in the Florida sunsets. As a resident of Columbus Harbor, you’ll enjoy private access to Lake Fairy for swimming, boating, and fishing, along with a community dock and boat ramp. Active living is easy with on-site tennis, pickleball, and basketball court. Plus, join in the fun with the neighborhood’s legendary annual Halloween and Christmas events! Schedule your private tour today to experience this one-of-a-kind lakeside lifestyle.

521 Granada Way, Longwood

$575,000
4 Beds 3 Baths O6387478 MLS
Under contract-accepting backup offers. SOLAR PAID OFF AT CLOSING WITH FULL PRICE OFFER!! Say goodbye to electricity bills!!!Welcome to your Florida sanctuary, where lakefront living reaches its finest expression. Nestled within the coveted Woodlands community, this exceptional residence invites you to embrace the quintessentially Floridian lifestyle—just bring your kayak or canoe and step into a world of tranquil waterside serenity. Boasting four generously proportioned bedrooms and three full bathrooms, this thoughtfully designed open-concept home radiates pride of ownership and meticulous care. Recent updates include a roof less than seven years old, a beautifully appointed kitchen, was reimagined in 2021 with custom cabinetry, gleaming quartz countertops, a new dishwasher, and a gas range crafted to inspire the inner chef. Step outside to your private oasis: a welcoming inground pool featuring a newly installed liner in 2021, all enveloped by a screened porch where you can linger as the evening light dances across the expansive backyard and tranquil lake. If saving money is more of your style, trade in most of your electricity bill for the newly installed solar panels. There is even a generator for stormy weather! Only a brisk walk to Rock Lake Elementary makes school transportation a breeze. Whether hosting lively gatherings or savoring quiet moments, the seamless flow between indoor and outdoor spaces creates an unparalleled setting for both relaxation and entertainment. This is more than a home—it is your invitation to claim a piece of paradise and experience the highly sought-after Florida lifestyle in all its splendor. Come, preview the life that awaits you.

76 Sweetbriar Branch, Longwood

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