Longwood Homes with Private Pool type

Longwood Homes with Private Pool type

Welcome to Longwood, Florida – a charming city nestled in the heart of Seminole County, where suburban tranquility meets vibrant community living. Just a stone’s throw away from the bustling city of Orlando, Longwood offers residents a unique blend of serene landscapes and easy access to urban amenities. With its lush parks, scenic lakes, and friendly neighborhoods, Longwood is a haven for families, retirees, and anyone looking to enjoy the quintessential Florida lifestyle.

One of the standout features of homes in Longwood is the availability of properties with private pools. Imagine stepping into your own backyard oasis, where you can soak up the Florida sun, host lively barbecues, or unwind with a refreshing dip after a long day. These homes cater to those who cherish outdoor living, providing the perfect setting for relaxation and entertainment. Whether you’re looking for a cozy single-family home or a spacious estate, Longwood boasts a variety of options to suit your needs.

In addition to its beautiful homes, Longwood is known for its excellent schools, vibrant local culture, and a plethora of recreational opportunities. Explore the picturesque trails of the nearby Wekiva Springs State Park or enjoy a leisurely afternoon at the Longwood Historic District, where charming boutiques and delightful eateries await.

If you’re in search of a community that combines the best of suburban living with the luxury of a private pool, Longwood, FL, is the perfect place to call home. Dive into your dream lifestyle today!

Newest Longwood Homes with Private Pool type

$695,000
5 Beds ⋅ 4 Baths ⋅ Sabal Point Sabal View At SubDv. ⋅ 32779 Zip Code
Picture a Saturday in the sought-after Sabal View community of Sabal Point that starts with coffee on the covered lanai, looking out over the water with no rear neighbors, just the view. By mid-morning a kickball game is underway on the quiet cul-de-sac out front, and by afternoon everyone has moved to the backyard, where the pool, spa, and large deck are waiting and the summer kitchen is ready for burgers. Inside, the three-way split floor plan and spacious bedrooms give everyone their own corner of quiet and room to spread out, while the updated kitchen, with granite countertops, custom cabinetry, and warm wood floors, becomes the natural gathering spot. Just off the kitchen, the family room opens up under soaring vaulted ceilings, and on those few crisp Florida evenings each winter, the wood-burning fireplace becomes the most popular seat in the house, with the crackle of a real fire, a warm blanket, and a good book. The bathrooms have been refreshed with granite, custom cabinets, and custom tile, and the primary suite offers a closet with room for every wardrobe and shoe collection. And with a newer roof, AC system, and water heater already in place, your weekends can go to the pool and the cul-de-sac instead of repair projects. Surrounded by beautiful landscaping, and overlooking the water, this home offers a rare sense of privacy and tranquility. Here, weekends like this aren’t something you have to plan, they are simply part of the lifestyle. Don’t hesitate because this lovely home won’t last long!

524 S Longview Place, Longwood

$925,000
5 Beds ⋅ 4 Baths ⋅ Springs Landing The Estates At SubDv. ⋅ 32779 Zip Code
Virtually Staged. Set on just over an acre in the sought-after Markham Woods corridor, this distinctive corner-lot home offers exceptional privacy, mature landscaping, generous living spaces, and a screened pool and spa surrounded by a peaceful, park-like setting. Double wood entry doors with etched glass open to a gracious foyer and a home designed for both everyday living and entertaining. The dramatic family room features soaring 21-foot ceilings, architectural columns, a wood-burning fireplace, and expansive sliding glass doors overlooking the screened lanai and recently resurfaced pool and spa. The adjoining kitchen shares the impressive ceiling height and offers an oversized island, granite countertops, extensive cabinetry, wet bar, built-in oven, additional island oven, and a casual dining area overlooking the lanai. With its generous footprint, the space provides tremendous potential for a future owner to create a truly exceptional kitchen while enjoying it today. The home features four traditional bedrooms plus an approximately 210-square-foot flex room that can serve as an additional bedroom, office, game room, fitness space, or den, along with a separate dedicated office. The completely remodeled primary suite is a standout, featuring tile flooring, a freestanding soaking tub, quartz countertops, solid-wood cabinetry, a tiled walk-in shower with glass enclosure, updated lighting and fixtures, smart toilet and bidet, and an expansive walk-in closet with a floor safe. The secondary bedrooms are located in a separate wing, providing added privacy. Three connect to a spacious Jack-and-Jill bath with double vanity, tub/shower combination, linen storage, and a new toilet. Another bedroom includes its own private bath, walk-in closet, and direct lanai access, making it especially well suited for guests or multigenerational living. Additional living spaces include a formal dining room, a formal living room with built-in shelving, recessed lighting and an oversized picture window, an interior laundry room with sink and cabinetry, and a conveniently located half bath. New luxury vinyl flooring has replaced carpeting throughout the home, creating a clean, cohesive and low-maintenance finish. Significant recent improvements provide an important head start for the next owner, including a new roof (2026), reconstructed chimney (2026), interior and exterior paint (2026), refreshed landscaping (2026), resurfaced pool and spa, luxury vinyl flooring, and HVAC systems updated in 2025, 2017 and 2016. The water heater was replaced in 2020. With more than an acre of land, mature trees, substantial indoor and outdoor living spaces, a three-car garage, and a private screened pool and spa, this Markham Woods property offers something increasingly difficult to find: space, privacy, character, and the opportunity to make an already impressive home your own.

2005 Springs Landing Boulevard, Longwood

$1,050,000
4 Beds ⋅ 3 Baths ⋅ Springs The Deerwood Estates SubDv. ⋅ 32779 Zip Code
Welcome to a home where iconic 1970s character, thoughtful modernization, and an extraordinary resort-style setting come together behind the guarded gates of The Springs. This distinctive 4-bedroom, 3-bathroom residence has been beautifully preserved while evolving for modern living. Soaring ceilings, walls of natural light, polished concrete slab floors, and an open-concept floor plan create an atmosphere that feels sophisticated, organic, and unmistakably unique. Even better, fully paid-off solar panels add energy efficiency without sacrificing style, and the garage features a Tesla auto charger and solar wall. The home unfolds with dramatic architectural character and effortless indoor-outdoor living. Upstairs, the private primary suite feels like its own retreat, complete with an ensuite bath featuring double vanities and a private balcony overlooking the spectacular backyard. Throughout the home, original design influences remain celebrated rather than erased, creating a rare combination of warmth, personality, and modern functionality. Outside is where this property becomes truly unforgettable. Designed for enjoying the Florida lifestyle year-round, the backyard is its own private resort featuring a large saltwater swimming pool, raised hot tub, putting green, fire pit, and outdoor sauna. The impressive outdoor kitchen is equipped with a wood-fire pizza oven, grill, bar seating, keg setup, and TVs. Tucked away from the main entertaining areas is an entirely separate private garden & koi pond, creating a quiet escape surrounded by lush greenery. With the smart irrigation and well system included, keeping up with the lawncare is a breeze. Whether hosting a crowd, watching the game from the outdoor bar, or enjoying an evening around the fire pit, this outdoor environment is exceptional. The lifestyle continues beyond the property in The Springs, one of Longwood's most distinctive 24-hour guard-gated communities. Surrounded by natural Florida beauty, residents enjoy exclusive access to historic Sanlando Springs, with its crystal-clear natural spring and sandy beach, along with tennis and pickleball courts, recreation facilities, clubhouse, trails, and private horse stables and equestrian facilities. Few Central Florida communities combine privacy, recreation, and nature quite like this. Ideally positioned in the sought-after Longwood/Wekiva Springs corridor, the home offers convenient access to SR-434 and I-4, connecting you quickly to the dining, shopping, and lifestyle destinations of Longwood, Altamonte Springs, and the Markham Woods corridor. This is not simply a beautifully updated home. It is a property with character, architecture, privacy, and an incredible sense of fun, set within a community unlike anything else in Central Florida. Welcome to 104 Wild Fern Drive and a lifestyle that feels like a getaway every day.

104 Wild Fern Drive, Longwood

$999,999
4 Beds ⋅ 4 Baths ⋅ Wingfield Reserve SubDv. ⋅ 32779 Zip Code
Welcome to this stunning One-Acre Estate Home with custom upgrades and a resort-style backyard. This 4 bedroom, 3.5-bath home is thoughtfully designed with numerous custom upgrades, elegant architectural details, and exceptional spaces for both everyday living and entertaining. Step through the covered front porch into an impressive foyer featuring soaring ceilings, a formal sitting area, and a formal dining room. The gourmet kitchen is a true centerpiece, offering granite countertops, handcrafted cabinetry, abundant counter space and storage, a closet pantry, and a dedicated wine bar with built-in wine racks. The adjacent eat-in area overlooks the pool and backyard, while abundant natural light fills the space. The spacious gathering room features dramatic wood ceilings, a brick wood-burning fireplace, and beautiful travertine flooring, creating a warm and inviting atmosphere. Multiple French doors provide seamless access to the spectacular outdoor living spaces. The expansive primary suite offers a private sitting area and a separate retreat room that can be used as a relaxation space, exercise area, or home office. Two oversized walk-in closets provide exceptional storage, while French doors offer direct access to the covered patio. The luxurious primary bathroom features soaring ceilings, a large garden tub, separate walk-in shower, dual vanities with generous counter space, and a private niche. An exterior French door leads to a secluded private courtyard. A convenient powder room serves the main living areas. On the opposite side of the home are two additional spacious bedrooms and a pool-planned bathroom designed with outdoor living in mind. A beautiful spiral staircase leads upstairs to the fourth bedroom, complete with a unique built-in bed that can easily be tucked away into the wall when not in use. The bedroom features its own private bathroom and connects to a versatile bonus room—perfect for a home office, den, media room, or additional living space. The bonus room overlooks the gallery area below, adding to the home's impressive architectural character. The interior laundry room offers extensive cabinetry and storage. A side-entry three-car garage provides ample parking and storage, complemented by an oversized driveway with abundant additional parking. Outside, prepare to be impressed by the private backyard oasis. Multiple French doors open to a beautiful covered patio featuring five separate sitting areas, all overlooking the sparkling pool. The pool and patio area are enclosed by an attractive iron fence, while the private one-acre property continues beyond the fenced enclosure, providing plenty of additional yard space and privacy. Beautifully landscaped and designed for entertaining, this remarkable estate combines spacious indoor living, custom craftsmanship, and resort-style outdoor living—all set on a picturesque one-acre lot. A truly distinctive home offering space, privacy, custom details, and an exceptional setting for enjoying the Florida lifestyle. Convenient location to restaurants, shopping and major highways.

1820 Wingfield Drive, Longwood

$1,495,000
4 Beds ⋅ 4 Baths ⋅ Lake Brantley Isles Amd SubDv. ⋅ 32779 Zip Code
Welcome to this luxurious 4 BR/3.5 BA Lake Brantley canal home complete with pool, hot tub, expansive paver patio w/firepit, screened in 2nd patio and private boat dock on the canal leading to Lake Brantley! A peaceful and serene vibe can be found in this lush and beautiful backyard; perfect setting for relaxing or entertaining. Bring your ski boat, kayaks, and paddleboards as well as fishing poles & enjoy this incredible waterfront living! This is a private spring fed lake with no public access. Inside the home offers four spacious bedrooms, including a distinctive primary suite that has a unique flare incorporated into the octagonal style architecture with high ceilings, lots of windows, French doors leading to the 2nd story balcony, & a separate seating area currently being used as a massage room! The primary closet has a generous amount of space with ample shelving. The primary ensuite bathroom includes a separate soaking tub, an oversized decorative walk-in shower, & a private water closet with bidet. Two additional bedrooms share a Jack n Jill bathroom, one with French doors leading to 2nd story balcony. (Relax with the ambiance of a cozy fireplace in that same bedroom which also has a vaulted high ceiling & additional high windows that bring in plenty of natural light.) Both bedrooms have a large amount of closet space. The fourth bedroom has a nice view of the beautiful old oak trees along with ensuite bath that is accessible through the upstairs hallway as well. This spacious kitchen is designed for both everyday living and holiday entertaining with a double oven, gas cooktop & sizeable island. More than just a walk-in pantry, an entire 11x5 pantry/storage room is conveniently located immediately upon entering home from the garage and features shelving with additional refrigerator. Just around the corner, you’ll find a dedicated office with built-in desk and shelving, a comfortable sitting room, a dining room with French doors and wet bar, plus a spacious family room showcasing a wood fireplace & French doors overlooking the backyard and pool. The wrap around 2nd floor balcony off the back of the home details an intricate wrought iron railing and spiral staircase that can access the rooftop as well. You will also enjoy amazing 4th of July fireworks views off the roof top balcony! Additional features and updates include: Private boat dock approximately 2 years old, roof approximately 8 years old, rwo AC units with compressors were replaced in 2018 and 2023, pool pump approximately 5 years old, home is on septic and well; well features a new pressure tank and new filtration-system mechanicals, balcony was recently remodeled with Trex Decking. With its beautiful waterfront/canal setting, spacious interior, and thoughtful features throughout, this Seminole County Lake Brantley canal home offers a truly one of a kind opportunity to enjoy a relaxed Florida lifestyle with plenty of space for entertaining, recreation, and everyday living.

2261 Poinsettia Drive, Longwood

$345,000
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, a stylish backsplash, a 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, a brand-new roof in 2025, new skylights in 2025, a brand-new HVAC system and a 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 baths have been beautifully updated, creating fresh and inviting spaces throughout the home. Go 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, a 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

$1,600,000
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

$450,000
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

$1,895,000
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

$1,199,000
4 Beds ⋅ 3 Baths ⋅ Alaqua Lakes Ph 4 SubDv. ⋅ 32779 Zip Code
Welcome to 3387 Regal Crest Drive-an elegant golf front residence ideally positioned along the 7th fairway of the Legacy Club within the prestigious guard-gated community of Alaqua Lakes. Offering 3,038 square feet of beautifully designed living space, this home features 3 bedrooms, 3 full baths and a dedicated over-sized office that can easily be converted to a 4th bedroom. A refined interior showcases timeless architectural details including crown molding and coffered ceilings throughout. The formal living room is anchored by a fireplace and enhanced by a wet bar with a wine refrigerator creating a sophisticated setting for entertaining. A separate formal dining room provides an elegant space for hosting family and guests. At the heart of the home, the kitchen opens naturally to the spacious family room creating an inviting and functional layout for everyday living. Custom built-ins add both character and style to the family room while providing a beautiful focal point and additional display and storage space. Designed to embrace the Florida lifestyle, the living areas flow effortlessly to the expansive lanai, outdoor summer kitchen, screened sparkling pool and spa offering a private oasis for relaxing and entertaining. With its desirable golf-course setting, gracious formal spaces, custom architectural details, versatile floor plan and resort-style outdoor living, this residence offers an exceptional opportunity to enjoy the privacy, elegance and lifestyle of Alaqua Lakes. This home is covered by a whole home warranty to also cover the pool/spa and is transferable to the new owner. Alaqua Lakes is set within a premier golf course community where residents enjoy world-class amenities including clay tennis courts, a resort-style pool, playground and sports field, a 24-hour guard-gated entrance and enhanced community security. Located near A-rated schools, Central Florida’s best attractions, upscale shopping and dining, major highways and international airports.

3387 Regal Crest Drive, Longwood

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