Pool Homes For Sale In Winter Garden, FL

Located in the desirable charming golf cart community of Oak Park within a couple blocks of walking distance (or golf cart) to historical Winter Garden vibrant downtown w...

Welcome to this inviting 3-bedroom, 2-bath home in the desirable Winter Garden Golf Cart District. NEW ROOF to be completed by the end of October. Situated on a 0.40 acre...

Nestled in the heart of the desirable Winter Garden, this beautifully updated 3-bedroom, 2-bathroom SALTWATER POOL HOME offers 1,920 square feet of thoughtfully designed ...

Welcome to this beautifully maintained home in a desirable golf cart community, just 2 miles from historic Downtown Winter Garden! This home offers LVP and tile flooring,...

Most evenings, unforgettable sunsets stretch across the pool and lake, casting a breathtaking glow over this premier cul-de-sac homesite. Set on an oversized lot with an ...

WHAT IF YOUR FLORIDA HOME FELT A LITTLE LIKE VACATION EVERY DAY? At 16137 Hampton Crossing Drive, it just might. Tucked into WATERLEIGH in HORIZON WEST and only 5.8 MILES...

Welcome home to Hull Island, where thoughtful upgrades, a private preserve setting, and resort-style amenities come together. Extended driveway upgraded with builder. Thi...

Located in the heart of Winter Garden’s desirable Hawksmoor community, this beautifully appointed one-story Derby floor plan offers 3 bedrooms, 2.5 baths, and a 2-car gar...

LAKEFRONT • 1.16 ACRES • NO HOA • A-1 ZONING • HORIZON WEST / WINTER GARDEN • CUSTOM HOME OPPORTUNITY! Rare lakefront property with over 1 acre in the highly desirable H...

Enjoy the best of Winter Garden living in this inviting pool home, ideally situated in the desirable gated community. Located in a premier area close to shopping, dinin...

**Seller is Motivated ** Beautifully upgraded *POOL* home in the highly desirable Winding Bay community! 3-bedroom, 2.5-bath + office/flex room one-story single-family ho...

Welcome to 726 Regina Circle in Oakland, Florida! This spacious two-story home offers five bedrooms, four bathrooms, and an inviting layout designed to accommodate a vari...

Welcome to this beautifully maintained 4-bedroom, 3-bathroom home in the highly desirable Reserve at Carriage Pointe community! This spacious two-story home features an o...

Amazing Floorplan!! Three way split floorpan with 4 bedrooms and an office located on the first floor. Formal dining and living rooms. Corian kitchen counters with wood c...

Virtually Staged. Welcome home to this one-story pool home situated on an oversized lot that overlooks a pond! ***NEW WINDOWS, NEW COMMODES, 2022 ROOF, 2020 SMART POOL***...

Welcome to 6158 Meriwether Crescent in Winter Garden! This spacious 4-bedroom home offers a flexible floor plan with plenty of room to spread out, plus a private screened...

Set in gated Wintermere Harbor, 2102 Green Ash Ct offers space to gather, room to spread out and a layout suited to multigenerational living. This 5-bedroom, 3-bath pool ...

Space, privacy, and thoughtful design define this beautifully maintained 5-bedroom, 3-bath residence in the gated community of Wintermere Harbor. With 3,249 square feet o...

LUXURIOUS, RENOVATED & RESORT-STYLE LIVING IN WINTER GARDEN! Welcome home to 1809 Delafield Dr., an impressive 4-bedroom, 2.5-bath home offering approximately 3,605 squar...

PRIVATE HEATED POOL & SPA with panoramic screen enclosure on premium pond front lot. Welcome home to 15526 Mango Isle Street, a stunning single-story home nestled in the...

Reduced: Nestled in the sought-after golf cart district just minutes from Historic Downtown Winter Garden, this spacious 5-bedroom, 3-bath smart home in Winter Oaks offer...

PRICE REDUCED! Make this 6-bedroom, 4-bath home in gated Johns Cove your own in time for the holidays. Set on a private cul-de-sac with no rear neighbors, it offers room ...

If you’ve been searching for a spacious Winter Garden home with a private pool, peaceful conservation views and room for everyone, this former model may be exactly what y...

Beautifully decorated pool home in a prime Winter Garden location, zoned for highly rated A schools. This spacious 4-bedroom, 3.5-bath residence offers a private heated p...

WOW!!! OVER $90,000 RECENT PRICE REDUCTION!! BRAND NEW AC SYSTEM INSTALLED 7/2/2026 Experience refined Florida living in this beautifully enhanced home located within a ...

**Model Home for Sale** Step inside the Jensen model home and experience a thoughtfully designed space that blends modern style with everyday livability. This two-story h...

Virtually Staged. Beautiful five-bedroom, three-bath pool home located in the highly sought-after Golf Cart District of Downtown Winter Garden. Situated on a spacious, fu...

Virtually Staged. Beautifully renovated 5-bedroom, 3-bath pool home located in gated Windward Cay! This move-in-ready 3,007 sq. ft. home has been thoughtfully updated wi...

Welcome to a home where thoughtful design, custom details, and relaxed Florida living come together. Located in a gated Winter Garden community, this 5-bedroom, 3.5-bath ...

STOP YOUR SCROLL!!! It's not everyday a GORGEOUS home inside the beautiful gated community of Bronson's Landing is available but this Pool Home offers SO MUCH! This 4 bed...

$20K PRICE ADJUSTMENT | CHARMING WINTER GARDEN POOL HOME| Located in the highly desirable Windward Cay gated community, 3413 Turningwind Lane provides everyday living fee...

Dropped price for quick sale. Visit this magnificent property or revisit, now is the time. Probate is completed and seller is motivated. Located in the highly desi...

We got a POOL !!!! You'll love the view of the golf course from this beautiful 4 bedroom 3 bathroom home in Panther View...the open concept floor plan offers great natura...

Welcome to this beautifully 2021-built home offering 4 bedrooms, 3.5 bathrooms, and versatile living spaces designed for modern Florida living! The first floor features t...

Welcome to your Dream home with a private Pool, located in Orchard Hills Community! This stunning residence perfectly blends elegance, comfort, and functionality in Winte...

Why wait for new construction when you can have the Florida lifestyle you want—already completed, upgraded, and ready to enjoy? Recent appraisal completed in 10/2026 valu...

Back on the Market!! Buyer's contingency ran out. Prepare to be impressed by this exceptional pool home in the highly sought-after Harvest at Ovation! Offering 4 bedroom...

One or more photo(s) has been virtually staged. NEW PRICE – NOW $845,900! Exceptional Pool Home Value in Lakeshore Preserve! Experience refined Florida living in this ele...

Luxury Single-Story Pool Home in Lakeshore Preserve | 4BR/3BA | Disney Fireworks Views Enjoy luxury living in this heavily upgraded Toll Brothers home in Lakeshore Prese...

Welcome to this exceptional model home in the highly sought-after Hamlin Reserve, one of Winter Garden’s premier communities. Perfectly positioned on a desirable corner h...

Welcome to 1362 Union Club Drive in Oakland Park, where a charming park-front setting and inviting outdoor spaces create a wonderful place to call home. A large front por...

Welcome to 5416 Golden Apple Dr, an exceptional 5-bedroom, 3.5-bath home in WINCEY GROVES, just moments from the heart of Hamlin. The experience begins at the UPGRADED DE...

LUXURY LIVING IN THE HEART OF WINTER GARDEN! Welcome to an impressive residence offering approximately 3,619 square feet of beautifully designed living space with 5 bedro...

5 bedrooms. 3 full baths. Nearly 3,740 SF. 3-car garage. Private screened pool. Gated community. Newer roof and A/C. Minutes from Winter Garden Village, AdventHealth, SR-...

Elegant pool residence in Winter Garden’s Verde Park, minutes from the Turnpike. This impeccably maintained 7-bedroom, 4-bath home offers 4,704 square feet of refined liv...

Stunning Emerald serie house, Selden model built in 2018 well maintained, featuring 4 bedrooms, 3.5 bathrooms, and approximately 2,920 sq ft of living space. Situated on...

Virtually Staged. Your Own Florida Paradise - Private, Elegant and Rare. Arrive in Winter Garden and escape into a private garden paradise unlike anything around it. More...

Welcome to one of Winter Garden's most remarkable custom transformations. This wasn't a flip—it was the owner's forever dream home. Originally built in 1959 and completel...

Beautiful house, fully remodeled luxury residence in the exclusive gated community of John's Landing. Offering nearly 4,000 sq/ft, this impressive 5 bedrooms, 4 bath home...

Nestled in the heart of downtown Oakland, FL, this newly renovated two-story home features 4 bedrooms and 2.5 bathrooms. Situated on an oversized lot of nearly 1/2 acre, ...

Extensive custom upgrades, thoughtfully designed living spaces, and panoramic conservation views distinguish this 5-bedroom, 4-bath home in Encore at Ovation. Built by M/...

Welcome to luxury living in the highly desirable Bradford Creek community of Winter Garden. This stunning 5-bedroom, 4-bathroom residence offers 4,225 square feet of thou...

WELCOME TO A TRULY EXCEPTIONAL HOME in the highly sought-after community of Lakeshore Preserve in Winter Garden, where luxury, comfort, and lifestyle come together seamle...

Welcome to a life beautifully lived. Situated on a premier corner lot in Oakland Park, Winter Garden's golf cart community, this exceptional residence blends thoughtful ...

Welcome to 17336 Lake Star Road. Nearly new and completely move-in ready, the residence offers the opportunity to enjoy a finished private pool, fenced backyard and estab...

***PRICED TO SELL!*** WELCOME to this INCREDIBLE, AMAZING, and highly desirable two-story Xavier floor plan by K. Hovnanian HOME! ***VACANT - MOVE-IN READY!*** Perfectly ...

Welcome to an exceptional Winter Garden residence where modern luxury, thoughtful design, and resort-style living come together in one truly unique home. This extensiv...

Located in the highly sought-after Watermark community in Winter Garden, this stunning 4-bedroom, 3 full bath, and 1 half bath home offers the perfect blend of luxury, co...

Enchanting newly built home in Avalon Ridge with a private pool, located in one of the most desirable areas of Winter Garden. This beautiful residence has been thoughtful...

Rare gated, custom-built home on an oversized 1.28-acre lot within the Winter Garden golf cart district. This property is a dream for an investor or family planning for ...

Welcome to an exceptional residence where luxury, lifestyle, and location converge in one of Winter Garden’s most desirable communities. Situated on a hard to find oversi...

PREMIUM LAKE LOT WITH POOL! Enjoy serene LAKE VIEWS and captivating SUNSETS! Most POPULAR Floor Plan – North Haven – has 5 Bedrooms, 3.5 Baths, Gourmet Kitchen, First ...

Welcome to Winter Garden, which has been ranked by Money Magazine "Best Places To Live In America" and is a finalist for Hallmark Channel's 2026 "Merriest Christmas Towns...

Experience elevated living perfectly situated on a conservation homesite with no rear neighbors in the gated community of Lake Roberts Landing in Winter Garden. This full...

Welcome to 14807 Winter Stay Drive, a beautifully upgraded luxury residence located in the heart of Horizon West in Winter Garden. Spanning 3,856 square feet of refined l...

Virtually Staged. One or more photo(s) was virtually staged. Newly remodeled in 2026 and presented in like-new condition, this exceptional single-story lakefront home ble...

Virtually Staged. Welcome to this beautifully upgraded home in Winter Garden, where thoughtful design, exceptional upgrades, and resort-style outdoor living come together...

Your chance to own the FORMER MODEL for entire community. Set behind the GATED ENTRY of Lake Roberts Landing with community fishing pier to 116 acre Lake Roberts. THE IDE...

Beautiful 2022-built home in Hull Island featuring 5 bedrooms, 4 full bathrooms, approximately 3,781 heated square feet, a private pool, and a two-car garage. Open-concep...

Rare Gated Lakefront Retreat with Grandfathered Boat Access on Lake Luntz Discover resort-style living in this one-of-a-kind gated lakefront home in the heart of Winter G...

Few homes make an entrance like this one: renovated, lakefront and minutes from downtown! Welcome to this exquisitely updated 4-bedroom, 3.5-bath pool home with 90 feet o...

An unparalleled lakefront opportunity in Downtown Winter Garden **Seize the rare chance to own a premier waterfront estate where the true value lies in the spectacular lo...

TWO HOMES FOR THE PRICE OF ONE.... Explore this stunning 10-acre lakefront estate in southwest Winter Garden with everything you’ve been dreaming of within 20 minutes of ...

Virtually Staged. Welcome to an exceptional lakefront estate on the shores of Lake Hancock, one of Central Florida's premier ski lakes. Situated on an expansive 1.26-acre...

Virtually Staged. Back on the market due to buyer financing falling through. Welcome to this exceptional lakefront retreat on the shores of Lake Apopka, where breathtakin...

Beautifully crafted by J&J Building, this exceptional 4-bedroom, 4.5-bath custom home combines thoughtful design, elegant finishes, and effortless indoor-outdoor living. ...

Custom-built by Justice & Wood Builders, this 4-bedroom, 3-bathroom Modern Farmhouse sits on a rare 0.47-acre lot in Oakland Hills, an intimate community of just 17 homes...

Prepare to be awed by this stunning estate from the Toll Brothers executive collection in the renowned community of Lakeshore Preserve. This home presents an ultra modern...

Pre-Construction. To be built. Nestled within the exclusive Grove community, the Clementine Plan by Element Home Builders is a bespoke pre-construction offering that show...

Experience lakefront living on Hickorynut Lake with expansive water and sunset views, a private covered dock, resort-style pool and exceptional indoor-outdoor living. Thi...

Commanding stunning views of Johns Lake, 16038 Johns Lake Overlook Dr rests in the desirable Hickory Hammock community of Winter Garden a lakefront enclave where natural ...

Welcome to 9056 Morgana Ct, perfectly positioned on one of the most desirable lakefront homesites in the community, offering expansive water views and an exceptional sett...

Welcome to a rare 2020-built lakefront opportunity - the 'Estates Collection' Maranello model by Toll Brothers - in one of Winter Garden's premier communities, Lakeshore ...

Experience of luxury living in this 2021 custom-built contemporary masterpiece by Davila Homes with acess to Lake Hancock-a highly sought after ski lake. Boasting five be...

Welcome to The Birdhouse, one of Downtown Winter Garden's most iconic residences. Situated just blocks from Plant Street, the West Orange Trail, and the shores of Lake Ap...

Welcome to this beautiful lake-view home in the desirable, gated Isles of Lake Hancock community in Horizon West / Winter Garden! This spacious 7-bedroom, 6.5-bathroom ho...

Pre-Construction. To be built. Introducing the Hearth Stone Model by Davila Homes. Discover the perfect blend of modern luxury and everyday comfort in the Hearth Stone, a...

Virtually Staged. This statuesque Mediterranean home is perfectly placed along Hancock Lake for maximum lakefront enjoyment. Your private covered dock protects a 20’ +/- ...

Nestled beneath century-old heritage oaks in one of Oakland's most coveted addresses, this stunning 4,433 square foot Citrus floorplan by Element Home Builders delivers a...

Fantastic opportunity to purchase 12+ acres of private, quiet lake front property in Winter Garden/Windermere area on West Lake Butler Blvd. with 4+ acres high and dry an...

This extraordinary lake-view residence redefines luxury, comfort, and sophistication in the heart of Winter Garden. Located in the highly sought-after Lakeshore Preserve ...

Experience unparalleled lakefront living in this fully renovated Mediterranean-style estate located in the exclusive gated community of John’s Cove on Johns Lake. A grand...

Pre-Construction. To be built. Welcome home to The Wildflower, an exquisitely crafted new construction estate nestled within the exclusive community of The Grove in charm...

**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly paymen...

Under Construction. Introducing one of Central Florida's most distinguished new addresses — the Oakshade floor plan by award-winning Davila Homes, nestled within the excl...

Welcome to an extraordinary estate in Lakeshore Preserve, this exceptional lakefront estate represents a rare convergence of scale, sophistication, and resort-inspired l...

Under Construction. This exceptional luxury residence by Element Home Builders is located in the prestigious Briley Farm community and offers 5,144 square feet of thought...

A New Standard of Luxury...Welcome to 13542 Sunset Lakes Circle, the 5,450 square foot crown jewel of Sunset Lakes in highly sought after Winter Garden, set on 1.19 acres...

Welcome to an exceptional lakefront estate in the highly desirable Independence community of Winter Garden. Set on approximately 2.19 acres along the shores of Lake Hanco...

Pre-Construction. To be built. To be Built, Rendering provided by master custom home builder, David Konkol of Konkol Custom Homes. However, buyer can work with builder to...