Longwood Homes with Private Pool type

Longwood Homes with Private Pool type

Welcome to Longwood, Florida—a charming gem nestled in Seminole County, where suburban tranquility meets vibrant community spirit. Known for its lush landscapes and friendly neighborhoods, Longwood offers residents an ideal blend of natural beauty and modern convenience. With an array of parks, top-notch schools, and a rich history, this city is perfect for families, professionals, and retirees alike.

One of the standout features of Longwood is its stunning homes, particularly those boasting private pools. Imagine coming home to your own oasis, where you can unwind in the refreshing waters of your pool after a long day or host unforgettable summer gatherings with friends and family. Homes with private pools in Longwood are designed for both relaxation and entertainment, featuring spacious backyards, beautifully landscaped gardens, and outdoor living areas that enhance the Florida lifestyle.

Whether you’re looking for a contemporary single-family home or a charming ranch-style property, Longwood has a diverse selection of residences that cater to every taste and budget. The community's commitment to maintaining a high quality of life is evident in its well-kept neighborhoods and friendly atmosphere.

Living in Longwood means enjoying the best of Florida living, where outdoor activities abound, and the warm sunshine beckons you to explore. With easy access to major highways, shopping centers, and dining options, you’ll find everything you need just a stone's throw away. Experience the magic of Longwood, where your dream home with a private pool awaits!

Newest Longwood Homes with Private Pool type

$518,700
4 Beds ⋅ 2 Baths ⋅ Grove Estates SubDv. ⋅ 32779 Zip Code
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
$759,000
5 Beds ⋅ 3 Baths ⋅ Sabal View SubDv. ⋅ 32779 Zip Code
Welcome to this beautifully updated, move-in-ready pool home in the highly sought-after Sabal Point community! Surrounded by mature landscaping and featuring elegant stone pavers, double-door entry, and a hardwood foyer, this open-concept split-bedroom floor plan is designed for both comfort and entertaining. The upgraded kitchen showcases Travertine tile flooring, soft-close cherry cabinetry, stainless steel appliances, and Silestone countertops, while the inviting family room features a stunning floor-to-ceiling stone wood-burning fireplace. Triple sliding glass doors open to a peaceful screened paver lanai and sparkling pool, creating the perfect indoor-outdoor living experience. The spacious owner's suite offers a relaxing retreat with a luxurious jetted garden tub. Additional premium features include a propane-powered whole-home generator for peace of mind, an EV charging station (2023), new roof (2022), new exterior paint (2022), new water heater (2023), and new HVAC system (2025). Sabal Point residents enjoy over 85 acres of parks, scenic walking, biking, and jogging trails, abundant wildlife, and close proximity to the Wekiva River Preserve. Conveniently located near major highways, shopping, dining, entertainment, and top-rated schools, this exceptional home truly offers a vacation lifestyle every day. Schedule your private showing today!

455 Longmeadow Lane, Longwood
$410,000
4 Beds ⋅ 2 Baths ⋅ Wekiva Hills Sec 02 SubDv. ⋅ 32779 Zip Code
Back on the Market. New Improved Price!! Your new pool home in the desirable Wekiva Hills community is waiting for you. This 4 bedroom, 2 bathroom home sits on a spacious corner lot with a fenced backyard. The Kitchen recently updated with granite countertops, stainless steel appliances, ample cabinetry, and a breakfast. Inviting Family room with cozy fireplace, vaulted ceilings, and expansive windows fill the space with natural light. Primary Suite is generously sized with walk-in customized closet. This property requires repairs and is being sold As Is. Location is perfect just minutes from everything including shopping, entertainment, schools, major streets and expressways. This property may qualify for Seller Financing (Vendee). Call today for your private showing.

210 Banbury Court, Longwood
$579,000
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 ⋅ 4 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
$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
$511,900
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, 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
$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
$535,000
3 Beds ⋅ 2 Baths ⋅ Woodlands SubDv. ⋅ 32750 Zip Code
Welcome to this well-maintained 3-bedroom, 2-bath home featuring a desirable split-bedroom floor plan and a versatile layout with both formal living and comfortable gathering spaces. The kitchen and living areas flow seamlessly toward the screened lanai, creating an ideal setting for entertaining or relaxing by the sparkling saltwater pool. The fenced yard provides added privacy and outdoor enjoyment. Notable updates and features include a 2023 roof, newer windows, and a 2021 HVAC system with new ductwork. The home is equipped with leased solar panels and two Tesla backup batteries for added energy efficiency and peace of mind. Additional highlights include natural gas heating, a whole-home water purifier and softener, custom closets, and no irrigation system. Enjoy the Florida lifestyle with a private screened outdoor retreat and inviting in-ground saltwater pool.

127 Rose Briar Drive, Longwood
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