Longwood Homes with Private Pool type

Longwood Homes with Private Pool type

Welcome to Longwood, Florida—a hidden gem nestled in the heart of Seminole County. Known for its lush landscapes, friendly community, and vibrant atmosphere, Longwood offers a delightful blend of suburban charm and urban convenience. With its rich history and a commitment to preserving green spaces, this picturesque city is perfect for families, retirees, and everyone in between.

One of the standout features of Longwood is its diverse range of homes, particularly those with private pools. Imagine stepping into your backyard oasis after a long day, where you can unwind in your own sparkling pool, surrounded by tropical foliage and the soothing sounds of nature. Homes with private pools in Longwood provide not just a luxurious lifestyle but also a perfect setting for entertaining friends and family, hosting summer barbecues, or simply enjoying a tranquil afternoon under the Florida sun.

Longwood is also conveniently located near major highways, making it easy to access nearby attractions, shopping centers, and dining options. The city boasts excellent schools, beautiful parks, and community events that bring residents together, fostering a strong sense of belonging.

Whether you’re looking to buy your first home or seeking a serene retreat, Longwood's homes with private pools offer an unparalleled opportunity to embrace the Florida lifestyle. Dive into comfort and luxury in a community that feels like home. Come and explore Longwood—where your dream home awaits!

Newest Longwood Homes with Private Pool type

4 Beds ⋅ 2 Baths ⋅ Wekiva Hills Sec 07 SubDv. ⋅ 32779 Zip Code

MULTIPLE OFFERS. SELLER HAS REQUESTED HIGHEST & BEST OFFERS BY 3:00P 9/15/2026. THANK YOU. AMAZING OPPORTUNITY TO CREATE YOUR DREAM HOME! Bring your vision to life in this spacious 4-bedroom, 2-bath, one-story split-plan home, ideally situated on a quiet cul-de-sac. With a fantastic layout and an incredible outdoor setting, this home is ready for your personal touches and style. Step inside to discover a thoughtfully designed floor plan featuring formal living and dining rooms, a spacious family room with built-ins and a wood-burning fireplace, and a kitchen complete with updated cabinets, granite countertops, and a charming breakfast nook. The outdoor living space is truly the star of the show! Enjoy a huge 32' x 13' screened-in porch overlooking the sparkling saltwater pool and fully fenced backyard—perfect for relaxing, entertaining, and enjoying the Florida lifestyle. Major updates provide peace of mind, including an updated electrical panel, updated windows, HVAC and water heater replaced in 2019, and a NEW ROOF to be installed prior to closing. Additional features include indoor laundry and a two-car garage. Located in the highly sought-after Wekiva area, Wekiva Elementary, Teague Middle and Lake Brantley High School. You'll also be conveniently close to Wekiwa Springs State Park, the Wekiva Trail, Wekiva Golf Club, and area parks offering tennis, pickleball, soccer, baseball, and more. With its spacious floor plan, fantastic pool and outdoor living space, and an unbeatable opportunity to make it your own, this diamond in the rough is ready to become your dream home! WELCOME HOME!

210 Jonesbury Court, 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. A 3.5% ASSUMABLE LOAN may offer qualified buyers a valuable financing opportunity. 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. Loan assumption subject to lender approval, buyer qualification, existing loan terms and applicable requirements.

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

3 Beds ⋅ 2 Baths ⋅ Meadows West The SubDv. ⋅ 32750 Zip Code

INVESTOR SPECIAL IN LONGWOOD! Here’s an opportunity with serious potential at a great price. Tucked away on a quiet cul-de-sac, this pool home sits on an oversized 13,835 sq. ft. lot and offers plenty of room to make it your own. An additional room not included in the listed square footage provides even more usable space and possibilities. Even better, the seller will install a new roof prior to closing, and the buyer can choose the shingle color. AC is 2015 Hot Water Heater 2018. With a private pool, generous lot size, extra space, and a brand-new roof on the way, this property has the ingredients for a fantastic renovation, investment, or future home. Bring your vision and take advantage of this Longwood opportunity before someone else does! Top Rated "A" School Zone!!! ***LOCATION, LOCATION*** Close to Everything: Mall, 6 min; Hospital, your choice of 2 or 3 mile distance. Restaurants, Entertainment, Sanlando Park bike trail, Public Transit, 3 minutes from l-4, 15 min. from Orlando and 40 minutes to DISNEY!..

108 Brier Patch 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

4 Beds ⋅ 3 Baths ⋅ Wekiva Club Estates Sec 04 SubDv. ⋅ 32779 Zip Code

LIVE WHERE LIFE FEELS A LITTLE BETTER! Welcome to 1111 W Wekiva Trail, nestled in the desirable Wekiva Hunt Club, where space, comfort, and the easygoing Florida lifestyle come together. Step through the welcoming foyer and into a bright, light-filled home featuring four sliding glass doors that bring the outdoors in. This well-loved home is ready for its next chapter! And the possibilities are exciting! The thoughtful split-bedroom floor plan offers privacy, with a spacious primary suite featuring a large accessible shower, while three additional bedrooms are located on the opposite side of the home. Enjoy a separate dining room, separate living room, and inviting family room with a fireplace, perfect for cozy evenings or gathering with friends. The kitchen features a charming sit-in dinette, ideal for morning coffee and casual meals. Step outside to the enclosed screened patio and oversized lot, offering plenty of room to create your dream outdoor retreat. The existing pool is ready for restoration, and the seller is willing to provide a credit toward pool restoration, giving the next owner the opportunity to bring this outdoor space back to life. And then there’s the Wekiva Hunt Club lifestyle! With a low HOA of approximately $20/month, residents enjoy an abundance of community amenities, including multiple neighborhood parks, lighted tennis and pickleball courts, basketball courts, soccer fields, playgrounds, walking and biking trails, lake areas, picnic spaces, a community center, and community events. Enjoy the tranquility of an established, tree-lined community while staying conveniently close to shopping, dining, nature, and everything Central Florida has to offer. Don’t just dream about the Florida lifestyle, come experience it! Schedule your private showing today, explore the possibilities, and see why 1111 W Wekiva Trail could be the perfect place for your next chapter. Your Wekiva adventure starts here!

1111 W Wekiva Trail, Longwood

Start Your Search