Longwood Homes for Sale

4 Beds ⋅ 3 Baths ⋅ Wekiva Hills Sec 08 SubDv. ⋅ 32779 Zip Code

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

$2,000,000

4 Beds ⋅ 3 Baths ⋅ Springs The Deerwood Estates SubDv. ⋅ 32779 Zip Code

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

$520,000

3 Beds ⋅ 2 Baths ⋅ Wekiva Hunt Club 1 Fox Hunt Sec 1 SubDv. ⋅ 32779 Zip Code

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

$740,000

4 Beds ⋅ 3 Baths ⋅ Sweetwater Oaks Sec 07 SubDv. ⋅ 32779 Zip Code

Welcome to 102 Stonebridge Drive, a beautifully reimagined 4-bedroom, 3-bathroom pool home tucked beneath the canopy of majestic oak trees in one of Longwood's most beloved communities, Sweetwater Oaks. Thoughtfully renovated from top to bottom, this home seamlessly blends timeless character with today's modern design, creating a space that is as beautiful as it is functional. From the moment you walk inside, soaring ceilings, abundant natural light, and wide-open living spaces immediately make you feel at home. Designed with entertaining in mind, the current owners transformed the main living area by removing the original fireplace and creating a stunning, open sightline between the kitchen and family room. The result is a home that feels bright, connected, and perfectly suited for gathering with family and friends. The heart of the home is the spectacular chef's kitchen, where a dramatic oversized island serves as both a beautiful centerpiece and the ultimate gathering place. Complete with custom soft-close cabinetry, quartz countertops, designer tile backsplash, stainless steel appliances, built-in microwave, range hood, and abundant storage, this space was designed for everything from casual breakfasts to holiday entertaining. A spacious flex room at the front of the home offers endless possibilities as a home office, formal living room, playroom, or additional lounge space, while the split-bedroom floor plan provides comfort and privacy for family and guests alike. Every bathroom has been beautifully renovated with elegant tile, updated vanities, quartz countertops, modern fixtures, and designer finishes. The spacious primary suite offers direct access to the lanai and pool, a generous walk-in closet, and a spa-inspired en-suite bath with dual vanities and an oversized walk-in shower. Step outside to your own private backyard retreat. Situated on over one-third of an acre, the fully fenced backyard is surrounded by mature landscaping and enhanced with new paver hardscaping, creating multiple spaces to relax or entertain. The screened swimming pool has been upgraded to a saltwater system and features a new pool pump, making maintenance simple while creating the perfect place to enjoy Florida's year-round sunshine. No detail has been overlooked. Additional improvements include a 2020 roof, luxury vinyl plank flooring throughout, fresh interior and exterior paint, beautifully renovated bathrooms, new ceiling fans and designer light fixtures, an epoxy-coated garage floor, a new water heater, and countless thoughtful updates that make this home truly move-in ready. Life in Sweetwater Oaks offers so much more than just a beautiful home. Residents enjoy exclusive access to Lake Brantley, including a private beach park and boat ramp, along with tennis and pickleball courts, parks, playgrounds, basketball and volleyball courts, and easy access to the Wekiva River for kayaking and paddleboarding. All of this is located within one of Seminole County's most desirable school districts, featuring Sabal Point Elementary, Rock Lake Middle, and Lake Brantley High School. Completely renovated, thoughtfully redesigned, and located in one of Central Florida's most sought-after communities, 102 Stonebridge Drive offers the perfect combination of luxury, comfort, and lifestyle. This is more than just a home—it's a place you'll love coming home to. Schedule your private showing today!

102 Stonebridge Drive, Longwood

$1,499,000

5 Beds ⋅ 4 Baths ⋅ Acreage & Unrec SubDv. ⋅ 32779 Zip Code

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 ⋅ Alaqua Lakes Ph 5 SubDv. ⋅ 32779 Zip Code

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

$514,900

4 Beds ⋅ 2 Baths ⋅ Wekiva Hills Sec 02 SubDv. ⋅ 32779 Zip Code

Welcome home to this beautifully maintained 4-bedroom, 2-bathroom pool home tucked away on a quiet cul-de-sac in the heart of Wekiva. Situated on an oversized, private lot, this property offers the space and privacy today's buyers are searching for—perfect for entertaining, relaxing by the pool, or simply enjoying your own backyard retreat. Located in the highly desirable Seminole County school district, this home is zoned for top-rated Lake Brantley schools, with sought-after Wekiva Elementary just moments away, making it an exceptional choice for those seeking both outstanding schools and an unbeatable location. Enjoy the best of Central Florida living with convenient access to premier shopping, dining, golf courses, and the natural beauty of nearby state parks. Whether you're spending the day exploring local trails or enjoying everything the area has to offer, you'll love the balance of convenience and outdoor lifestyle. For added peace of mind, the home's major systems have already been updated, including a 2018 roof, 2018 HVAC system, and a brand-new 2026 water heater—allowing you to move in with confidence. Rarely do homes with this combination of privacy, updates, location, and outdoor living become available. Don't miss your opportunity to own this move-in-ready Wekiva pool home. Schedule your private showing today!

260 Queensberry Court, Longwood

$540,000

4 Beds ⋅ 3 Baths ⋅ Wekiva Hills Sec 08 SubDv. ⋅ 32779 Zip Code

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

$521,850

4 Beds ⋅ 2 Baths ⋅ Wekiva Cove Ph 1 SubDv. ⋅ 32779 Zip Code

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, 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

$850,000

4 Beds ⋅ 3 Baths ⋅ Mandarin Sec 5 SubDv. ⋅ 32779 Zip Code

This is your chance to own this rare Central Florida rural country estate sprawling across 2.38 manicured acres. This exceptional split-plan home offers 3 bedrooms, 3 bathrooms, and over 3,400 square feet of meticulously designed living space combining eco-friendly luxury with modern comfort. A grand circular driveway guides you to the entrance of this fully updated smart home, which features a new roof, new energy-efficient windows, and dual A/C systems. The interior boasts an open floor plan with premium stone and wood flooring, recessed lighting, and natural light tubes. The chef's eat-in kitchen is equipped with stainless steel energy-saving appliances, ample cabinetry, a dual pantry, and a cozy breakfast nook. Solar panels provide additional reliable energy. The property also includes an electric car fast charger in the 525 sq ft garage. The expansive master suite serves as a private sanctuary, featuring a flexible bonus room perfect for a yoga studio, nursery, or home office. The spa-like master bath delivers ultimate luxury with dual sinks, a soaking tub, a makeup table, a bidet, and a custom 5-head rain shower. Step outside into your ultimate Central Florida backyard oasis, featuring a fully screened (currently being installed) massive solar-heated saltwater-chlorinated pool. The pool boasts a unique "beach" entry with an umbrella setup, making it the perfect escape for relaxation or entertainment. Don’t miss the opportunity to own this below-market-priced estate in the heart of Central Florida.

2041 Crowley Circle W, Longwood

$549,900

4 Beds ⋅ 2 Baths ⋅ Sweetwater Oaks Sec 04 SubDv. ⋅ 32779 Zip Code

Set beneath mature trees in Sweetwater Oaks, this single-story Longwood residence offers spacious living areas, flexible rooms, and a private backyard designed for Florida living. A classic brick exterior, covered entry, and double front doors create an inviting arrival. Inside, tile flooring connects the main gathering spaces, including an expansive living area with a brick fireplace and abundant natural light. The kitchen features generous cabinetry, ample counter space, an island, breakfast-bar seating, recessed lighting, and French doors leading outdoors. A separate dining area and additional flex space provide options for entertaining, working from home, hobbies, or everyday relaxation. The screened porch extends the living space and overlooks a free-form pool with a new pool motor, surrounding patio, fenced yard, and established landscaping. Additional highlights include an interior laundry room, a 2017 roof, and a 2021 air-conditioning system. Enjoy a comfortable layout, indoor-outdoor flow, and a desirable location within the established Sweetwater Oaks community.

209 Royal Oaks Circle, Longwood

$1,490,000

4 Beds ⋅ 4 Baths ⋅ Sweetwater Club Unit 7 SubDv. ⋅ 32779 Zip Code

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

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