Longwood Homes with Private Pool type

Longwood Homes with Private Pool type

Welcome to Longwood, Florida—a charming city nestled in Seminole County, known for its picturesque landscapes and vibrant community spirit. Just a stone’s throw from the bustling city of Orlando, Longwood offers the perfect blend of suburban tranquility and urban convenience. With its lush parks, top-rated schools, and a variety of dining and shopping options, Longwood is an ideal place for families, professionals, and retirees alike.

One of the standout features of Longwood is its stunning homes with private pools. Imagine stepping into your backyard oasis, where you can unwind and soak up the Florida sun in your own serene retreat. These homes are designed for both relaxation and entertaining, providing ample space for family gatherings, summer barbecues, or simply enjoying a quiet evening under the stars. The private pool not only enhances your lifestyle but also adds significant value to your property.

Longwood's real estate market offers a diverse array of options, from charming single-family homes to modern estates, all with the allure of having a private pool. Many of these properties are situated in friendly neighborhoods, where community events and social interactions flourish. The lush landscaping and scenic surroundings further enhance the appeal of living in this beautiful city.

Whether you are looking to dive into the refreshing waters of your own pool or explore the nearby attractions, Longwood is a wonderful place to call home. Experience the joy of Florida living in a community that truly has it all!

Newest Longwood Homes with Private Pool type

2 Beds ⋅ 2 Baths ⋅ Shadowbay SubDv. ⋅ 32779 Zip Code

Welcome to this beautifully renovated and exceptionally well-maintained townhome nestled within the desirable lake community of Shadowbay. Thoughtfully updated from top to bottom, this residence offers the rare combination of stylish finishes, modern systems, abundant storage, and low-maintenance living, allowing you to move in and simply enjoy. The heart of the home is the completely remodeled kitchen, featuring new cabinetry, quartz countertops, stylish backsplash, sink, lighting, and brand-new appliances. The open living spaces are complemented by new flooring, baseboards, knockdown ceilings, fresh interior and exterior paint, new light fixtures, ceiling fans, door hardware, hinges, and raised-height toilets throughout. Major improvements provide exceptional peace of mind, including a complete re-plumbing of the unit, brand-new roof in 2025, new skylights in 2025, brand-new HVAC system, and brand-new water heater. The primary suite has been enhanced with a custom built-in closet, while additional storage is provided by a built-in pantry and a large indoor storage room with floor-to-ceiling storage. Both bathrooms have been beautifully updated, creating fresh and inviting spaces throughout the home. Step outside and enjoy the sparkling pool and Florida lifestyle from the screen-enclosed outdoor area, with a new fence and concrete slab adding function and privacy. The home also features a spacious courtyard, perfect for outdoor entertaining, relaxing, or enjoying your morning coffee. The front driveway and courtyard have been upgraded with attractive pavers, while low-maintenance landscaping makes exterior upkeep a breeze. Shadowbay residents enjoy beach and lake access to beautiful Lake Brantley, as well as a community pool, providing plenty of opportunities for swimming, relaxing, boating, and enjoying the outdoors. The home is also conveniently located near Sabal Point Elementary School, along with Central Florida’s many dining, shopping, entertainment, and recreational destinations. Additional improvements include a new shiplap accent wall, new pool sweep, and numerous updated fixtures and finishes throughout the home. With its extensive list of recent improvements, beautiful setting, spacious courtyard, exceptional storage, and thoughtful attention to detail, this Shadowbay townhome is truly turnkey and ready to enjoy. A wonderful opportunity to own a beautifully updated home in a peaceful lake community with outstanding amenities and convenient access to everything Central Florida has to offer.

2754 Cattail Court, Longwood

4 Beds ⋅ 4 Baths ⋅ Knollwood 2nd Add SubDv. ⋅ 32750 Zip Code

This magnificent home rests on 3/4 of an acre in the much desired community of Knollwood in Longwood. Close to shopping, dining, I-4 access and yet maintains a quiet and peaceful atmosphere. Large and spacious is definitely the key to this house. It boasts 4 bedrooms, 2 full baths and 2 half baths. The kitchen is a cooks delight. Cabinets and storage for everything! The gas fireplace adds true warmth to the family room, a place for family & friends to gather. Step out into your large patio, perfect for entertaining and then out to your oversized pool. A dream home to make memories that will last forever.

1550 Warwick Place, Longwood

5 Beds ⋅ 6 Baths ⋅ Sweetwater Club Unit 2 SubDv. ⋅ 32779 Zip Code

Welcome to this impressive estate in the exclusive, guard-gated Sweetwater Club community. Situated on approximately 1.4 acres, this 7,231-square-foot residence offers grand-scale living, beautifully updated interiors, generous outdoor spaces, and remarkable privacy. A dramatic two-story foyer sets the tone with soaring ceilings, floating dual staircases, abundant natural light, and elegant architectural details. Throughout the home, you’ll find substantial crown molding, custom baseboards, solid wood doors, beautifully renovated baths, custom cabinetry, designer lighting, and thoughtfully selected finishes. The chef-inspired gourmet kitchen is truly the heart of the home, featuring rich custom cabinetry, expansive granite countertops, premium stainless-steel appliances, a custom wood vent enclosure, exposed ceiling beams, and an impressive oversized center island complemented by a second island with generous bar seating. The open layout flows effortlessly into adjoining living and dining areas, creating a wonderful setting for both everyday living and larger gatherings. The spacious primary suite is a private retreat featuring its own sitting room, fireplace, and outdoor balcony—a peaceful space to relax and unwind. Adding tremendous versatility is a large game room that can also serve as an in-law or guest suite, complete with a bedroom and full bathroom, providing an ideal arrangement for extended family or overnight guests. One of the home’s most distinctive features is the private whiskey cellar, offering a unique space for displaying a collection and gathering with family and friends. Outdoors, mature landscaping and expansive grounds create a private, resort-like atmosphere. Enjoy the pool, spacious patio areas, fire-pit gathering space, and lush backyard, with plenty of room to take advantage of Florida’s indoor-outdoor lifestyle. A rare four-car garage provides ample room for vehicles, storage, or a car collection. Beyond the property, Sweetwater Club offers pickleball courts and a beautiful park-like setting with inviting areas for community gatherings, adding to the neighborhood’s distinctive lifestyle and sense of community. With its impressive scale, flexible living spaces, distinctive amenities, privacy, and highly desirable Sweetwater Club location, this beautifully appointed estate presents a rare opportunity to enjoy luxury living with space to gather, relax, and entertain.

1303 Sweetwater Club Boulevard, Longwood

4 Beds ⋅ 4 Baths ⋅ Longwood Club SubDv. ⋅ 32750 Zip Code

Tucked inside the gated Longwood Club community, this single-story 4-bedroom, 3.5-bath pool home delivers the kind of Florida living that makes staying home feel like the better plan. Step inside to soaring ceilings, an open, easy-flowing layout and generous living spaces designed to move effortlessly from quiet mornings to a house full of people. At the center of it all, the kitchen opens to the main living areas with stone countertops, abundant cabinetry and plenty of room to gather, snack, pour a drink and linger. Multiple living and dining spaces give you flexibility to create the home around the way you live, movie nights, dinner parties, a work-from-home setup or all of the above. A split-bedroom floor plan adds privacy, while high ceilings, crown molding and oversized windows keep the home feeling bright and airy. Sliding doors pull the indoors out to a large screened lanai and sparkling in-ground pool, creating a private gathering spot made for sunny afternoons, evening swims and weekends that require absolutely nowhere else to be. The fenced backyard adds another layer of privacy, while the screen enclosure means you can enjoy the outdoor space practically year-round. Set on a cul-de-sac street inside an intimate gated community with a park and playground, this home gives you a little separation from the outside world without sacrificing convenience.

966 Longwood Club Place, Longwood

3 Beds ⋅ 3 Baths ⋅ Knollwood 2nd Add SubDv. ⋅ 32750 Zip Code

Welcome to 1678 Kingston Road, Longwood, a spacious 3-bedroom, 2.5-bath pool home situated on an impressive 1-acre homesite, offering room to spread out both inside and out. From the moment you arrive, the home makes a statement with its expansive single-story design, stone-accented exterior, double entry doors, mature landscaping, and inviting front approach. Inside, warm wood flooring, crown molding, architectural archways, and abundant natural light create a welcoming atmosphere. The versatile floor plan offers multiple living and entertaining spaces, including a spacious family room with direct access to the pool area, a separate dining space highlighted by a wood accent wall and distinctive lighting, and an additional living area featuring vaulted ceilings, exposed wood beams, rich wood-paneled walls, and a dramatic floor-to-ceiling stone fireplace. The kitchen serves as the heart of the home with extensive cabinetry, generous counter space, under-cabinet lighting, a large butcher-block-style breakfast bar, pendant lighting, and views toward the outdoor living area. Multiple sets of French doors provide an easy connection between the interior and the covered lanai. The bedrooms offer comfortable proportions and flexibility for family, guests, or home-office space. The bathrooms include updated touches, with one showcasing a modern wood vanity, vessel sink, quartz-style countertop, matte-fixtures, contemporary mirror, and striking blue tile accent wall. Step outside and enjoy the Florida lifestyle with an expansive covered lanai and screened swimming pool, providing plenty of space for entertaining, relaxing, outdoor dining, or watching the game. Beyond the pool enclosure, the 1-acre property delivers a rare amount of outdoor space and privacy. With its combination of character, multiple living spaces, fireplace, wood flooring, screened pool, oversized outdoor living area, and exceptional homesite, 1678 Kingston Road offers the space and flexibility to create something truly special in Longwood.

1678 Kingston Road, Longwood

5 Beds ⋅ 5 Baths ⋅ Lake Brantley Club Ph 1 SubDv. ⋅ 32779 Zip Code

LAKE BRANTLEY WATERFRONT | PRIVATE DOCK & BOAT LIFT | POOL | 4,467 SQ FT | 5 BEDROOMS | 4.5 BATHS - Welcome to exceptional Lake Brantley waterfront living in this expansive custom estate, ideally positioned on a wide canal just two homes from the open waters of Lake Brantley. With direct lake access, beautiful water views, a private dock and boat lift, saltwater pool, generous entertaining spaces and 4,467 square feet of living area, this five-bedroom, four-and-a-half-bath residence offers the space, privacy and lifestyle that define North Orlando waterfront living. Soaring ceilings, beautiful flooring and a fireplace create an inviting living room, while the formal dining room and private office provide elegant spaces for entertaining and working from home. The custom kitchen features Brazilian mahogany cabinetry, exposed brick detailing, granite countertops, Sub-Zero refrigeration, dual Miele ovens, Thermador cooktop, custom range hood and pot filler. A casual dining area overlooks the pool and canal, keeping the water views connected to the heart of the home. The flexible three-way bedroom split provides exceptional privacy. The first-floor primary suite features dual walk-in closets, plantation shutters and a versatile adjoining flex room overlooking the pool, canal and lake beyond—ideal as a gym, reading room, office or den. The luxurious primary bath offers dual vanities, soaking tub and walk-in shower, plus a dedicated tankless propane water heater. Two additional bedrooms are upstairs, providing excellent separation for family and guests. Designed for entertaining, the spacious bonus/game room with wet bar flows into a comfortable SNUG/movie area and opens toward the pool and waterfront. The covered lanai features a wet bar and retractable screens. The saltwater pool, expansive pool deck, outdoor firepit and multiple seating areas overlook the canal and lake beyond. Virtually every major living and entertaining space enjoys a water view. The waterfront is exceptional. A brand-new $89,000 dock installed by the current owners, complete with new boat lift, puts the Lake Brantley lifestyle at your doorstep. Board the boat and head directly into the open lake for skiing, fishing, paddle-boarding, cruising or sunset rides. The protected canal offers a peaceful setting with quick access to the main body of Lake Brantley, while no immediate rear neighbor provides uncommon privacy. Recent improvements include a 2021 roof; new main HVAC (2024) and secondary HVAC (2026); new living room flooring; new dock and boat lift; new saltwater pool system and pump; tankless propane water heater for the primary bath; updated faucets and toilets; plantation shutters; retractable lanai screens; upgraded irrigation and waterline; extensive garage storage; keyless entry and more. The front yard was freshly landscaped in July 2026, and the home has been professionally cleaned and pressure washed. Enjoy highly regarded local schools, including Lake Brantley High School nearby, plus easy access to I-4, restaurants, shopping, Wekiwa Springs State Park and Wekiva Island. The community also offers a boat ramp, and HOA is approximately $1,000 annually. This is more than a spacious custom home—it is a true Lake Brantley lifestyle property, combining exceptional privacy, resort-style outdoor living, a private dock and boat lift with immediate access to one of Central Florida’s most sought-after lakes. Come experience Florida waterfront living at it's finest.

333 Brantley Club Place, Longwood

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

Welcome to 105 E Wyndham Ct, Longwood, FL 32779, a 3-bedroom, 2-bath pool home in Wekiva offering comfortable living, flexible space, and outstanding access to some of the community’s best amenities. A standout feature is the Premium PAC-CLAD Standing Seam Aluminum Metal Roof, replaced in 2021 and built for durability and Florida weather. This premium roofing system features reinforced perimeter and corner fastening with double-lock pressure clips for added strength in critical roof areas. Aluminum also offers excellent corrosion resistance, low maintenance, and long-term durability. Inside, the versatile floor plan offers multiple living and gathering spaces filled with natural light. The kitchen features abundant wood cabinetry, generous counter space, stainless steel appliances, tile backsplash, and easy access to the surrounding dining and living areas. Additional flex space creates options for a home office, den, hobby room, or secondary sitting area. Step outside and enjoy the Florida lifestyle with an expansive outdoor entertaining area overlooking the screen-enclosed swimming pool. Multiple covered spaces provide room for dining, relaxing, and entertaining, while the patio is also set up with a large projection screen and projector—perfect for movie nights, sports, and outdoor gatherings. Beyond the pool enclosure, the fully fenced backyard offers additional green space and a dedicated firepit area. The location is just as appealing. Enjoy direct access to approximately 26 miles of walking trails throughout Wekiva, including trails surrounding the Wekiva Golf Course. The community also offers two parks and a community center, plus outstanding proximity to Wekiva Golf Club, Wekiva Island, and Wekiwa Springs State Park. Publix, local parks, dining, shopping, and major roadways are also conveniently nearby. With its 2021 PAC-CLAD aluminum standing seam roof, private screened pool, outdoor theater setup, spacious covered patio, fenced backyard, flexible interior layout, and incredible Wekiva location, this home brings together the features Florida buyers are looking for.

105 E Wyndham Court, Longwood

5 Beds ⋅ 5 Baths ⋅ Alaqua Lakes Ph 7 SubDv. ⋅ 32779 Zip Code

GOLF COURSE LUXURY HOME IN GUARD-GATED ALAQUA LAKES. Set on a half-acre golf course homesite in one of Seminole County's most sought-after communities, this five-bedroom, five-bath, 4,648 square foot custom residence pairs a 2005 floor plan with a long list of current updates. Tile roof, stone and stucco elevation, mature professional landscaping, and a circular paver driveway to a covered portico with double glass entry doors. Inside, columns and arches frame the formal living and dining rooms, a linear fireplace anchors the living room, and volume and tray ceilings carry light through the plan. The remodeled kitchen is built for real cooking and real crowds: a large stone-topped center island with seating for four, extensive raised-panel cabinetry, a professional gas cooktop under a stainless hood, stone slab backsplash, a stacked pair of built-in wall ovens, and a butler's pantry running through to the dining room. It opens the other way to a breakfast nook and a family room with floor-to-ceiling built-ins and sliders to the lanai. The primary suite is on the main floor with a private sitting area, two walk-in closets, and a fully remodeled spa bath featuring a freestanding soaking tub, oversized slab walk-in shower, and dual vanities with backlit mirrors. A second bedroom with its own bath is also on the main level, with three more bedrooms, two more remodeled baths, and a second living area upstairs. Also inside: a dedicated office with built-in workstations, a sitting and TV room with full bar cabinetry, and a three-car attached garage with finished floor and room for the golf cart. Outside, a columned covered lanai spans the rear of the home with space for dining, lounging, and a fire table. The screened in-ground pool and spa feature a rock waterfall grotto and expansive paver deck, backed by a private lawn, mature trees, and the golf course beyond. Recent HVAC replacement across three systems. Alaqua Lakes residents enjoy a 24-hour manned gate, a seven-acre park with resort-style pool and open-air pavilion, Har-Tru clay tennis, basketball, sand volleyball, playground, and multipurpose field, all set around a championship golf course. Minutes to I-4, SR 417, SR 429, the Heathrow business district, and Orlando Sanford International. Schedule your private showing.

3413 Fernlake Place, Longwood

4 Beds ⋅ 3 Baths ⋅ Meadows Unit 1 SubDv. ⋅ 32750 Zip Code

POOL HOME ON NEARLY HALF AN ACRE WITH TWO PRIMARY SUITES. Set at the end of a cul de sac, this distinctive Longwood home pairs flexible living with exceptional outdoor space. A COURTYARD ENTRY leads into multiple living areas, while the kitchen overlooks the pool. The main primary suite features a PRIVATE SCREENED LANAI and DUAL SIDED FIREPLACE shared with the living room, while a SECOND PRIMARY SUITE adds flexibility. Outside, TWO CONNECTED BACKYARD AREAS include a fenced pool area opening through a gate to a LARGE CLEARED YARD with AVOCADO TREES. Improvements include LVP FLOORING approx. 1 year old, WHOLE HOME GENERATOR and poolside fencing approx. 3 years old, one HVAC system approx. 4 years old, and ROOF and GAS WATER HEATER approx. 7 years old. OUTDOOR SHOWER added in 2024. Furniture may be negotiated with the sale.

126 Heather Hl, Longwood

5 Beds ⋅ 4 Baths ⋅ Wingfield Reserve Ph 3 SubDv. ⋅ 32779 Zip Code

Welcome to 2216 Smoketree Court, an exceptional luxury residence with beautifully updated interiors, extensive improvements and an incredible Central Florida location. This impressive home combines elegant living, modern comfort and outstanding indoor-outdoor entertaining in a setting designed for the very best of Florida living. From the moment you arrive, the home makes a statement with impressive curb appeal, upgraded pavers and an extended driveway, refreshed exterior paint, beautiful landscaping with new sod, plants and trees, elegant column lighting and dusk-to-dawn carriage lights. LeafFilter gutters, motion-sensor lighting and a whole-house generator add convenience, functionality and peace of mind. Inside, thoughtful updates create an inviting blend of comfort and sophistication. LVP flooring flows throughout the main living areas, complemented by carpeting in four bedrooms, plantation shutters, upgraded baseboards and LED ceiling lighting. Spacious living areas provide plenty of room for everyday living and entertaining. The family room is anchored by a stunning remodeled fireplace, transformed from brick into an elegant stone focal point. The updated kitchen is designed for functionality and entertaining, featuring remodeled cabinetry, an induction stovetop, upgraded oven/microwave, updated sink and faucet with soap dispenser, garbage disposal, under-cabinet LED lighting, additional dining-area lighting and motion-sensor pantry lighting. The bathrooms have received extensive attention with upgraded cabinetry, granite countertops, updated sinks, faucets, lighting, mirrors, fixtures and hardware. The guest bathroom features a remodeled shower, while the spacious primary suite includes upgraded closets with built-in drawers and shelving for exceptional organization. Step outside and discover your private Florida retreat! The expansive covered lanai is perfect for relaxing, dining and entertaining, complete with upgraded fans, curtains and additional cabinetry. The inviting pool area has been enhanced with a pool heater, pool pump, LED lighting and cordless robotic cleaner, creating a resort-style environment for enjoying the Florida sunshine year-round. Additional highlights include an upgraded garage with floor coating, cabinetry, sink and faucet, plus an improved laundry room featuring cabinetry, sink, butcher-block countertop, closet shelving and under-counter LED lighting. Important improvements include a 2024 ROOF, 5-ton and 2-ton air-conditioning systems, septic system pumped in August 2026, whole-house generator and propane hookup for an outdoor BBQ grill. Modern connectivity options include WOW Fiber availability and a 5G Wi-Fi extender. Enjoy convenient access to major highways for easy travel throughout Central Florida and beyond. Orlando’s world-famous theme parks, entertainment, dining and shopping destinations are within easy reach, while Florida’s beautiful beaches are perfect for a day of sun, sand and oceanfront relaxation. With extensive improvements, beautifully updated living spaces, exceptional outdoor amenities and a highly desirable location, 2216 Smoketree Court presents a rare opportunity to enjoy luxury living at its finest. Whether relaxing beside the pool, entertaining under the covered lanai, gathering around the stunning stone fireplace or exploring Central Florida, this meticulously enhanced residence is ready to impress its next owner!

2216 Smoketree Court, Longwood

4 Beds ⋅ 2 Baths ⋅ Longwood North SubDv. ⋅ 32750 Zip Code

Welcome to 428 Longwood Circle, a beautifully updated 4-bedroom pool home situated on an oversized 0.36-acre lot in desirable Seminole County. This home offers the perfect combination of comfortable indoor living and a private backyard designed for entertaining, relaxing, and gardening. Inside, you’ll find a renovated kitchen featuring white cabinetry, quartz countertops, stainless steel appliances, and added dining room storage cabinetry. The refrigerator was replaced in 2025, with the remaining kitchen appliances updated in 2022 and new washer and dryer 2022. The bathrooms have also been renovated, along with updated light fixtures and ceiling fans throughout the interior and exterior. Step outside to your own private retreat featuring a sparkling pool, renovated covered lanai, freshly stained pool deck and pergola, and a spacious fully fenced backyard. Mature, low-maintenance landscaping provides plenty of privacy and includes mango and loquat trees, plus a separately fenced pet area. There is ample space for entertaining, gardening, or simply enjoying Florida living year-round. Additional features include a detached 400-square-foot garage, a 10x18 storage shed, interior laundry, updated electrical and A/C in 2019, and a replaced water heater. Conveniently located near shopping, dining, schools, and major roadways, this move-in-ready Longwood home offers privacy, space, and an incredible backyard lifestyle all offered at $415,000.

428 Longwood Circle, Longwood

3 Beds ⋅ 2 Baths ⋅ Sanlando Spgs SubDv. ⋅ 32750 Zip Code

Beautifully Updated Pool Home with Modern Style & an Open, Airy Floor Plan Must see! This beautifully updated 3-bedroom, 2-bath home has been transformed from its original 1970s style into a bright, inviting home with modern flair and an effortless indoor-outdoor lifestyle. From the moment you step inside, you’ll appreciate the open and spacious floor plan, abundant natural light, and fresh modern finishes throughout. The living room, dining area, and kitchen flow seamlessly together, creating an ideal space for entertaining, relaxing, and everyday living. The recently updated kitchen features beautiful marble countertops and opens naturally to the main living areas, making it the heart of the home and an inviting gathering space for family and friends. The spacious primary suite offers a comfortable private retreat, with a newly remodeled bathroom and walk in closet. The additional bedrooms and bath have been updated as well, providing plenty of flexibility for family, guests, a home office, or hobbies. The cozy Family room is anchored by a beautiful wood-burning fireplace surrounded by custom built-ins, creating a warm and welcoming focal point. Step outside and discover a very private backyard and swimming pool, offering a peaceful retreat where you can relax, entertain, enjoy a morning coffee, or cool off on a warm Florida afternoon. Recent major improvements provide added peace of mind, including a new roof installed in 2024 and a new A/C system installed in 2023. Conveniently located with easy access to I-4, shopping, restaurants, parks, 2 hospitals, walking and biking trails, this home offers a wonderful combination of modern style, comfort, privacy, and convenience. This isn’t an outdated 1970s home—it has been thoughtfully refreshed throughout and transformed into a bright, airy, welcoming home with modern flair. Come see the transformation for yourself!

1321 Carlton Street, Longwood

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