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Winter Garden › Winter Garden Pool Homes

Winter Garden Pool Homes for Sale

Florida's nearly year round warm weather makes a pool a must have feature for many Florida home buyers. Winter Garden offers many homes that feature a private swimming pool and/or spa.

Below is a list of all currently available pool homes in Winter Garden.

Winter Garden Pool Homes for Sale

13377 Lake Butler Boulevard, Winter Garden image
13377 Lake Butler Boulevard, Winter Garden $5,997,000

Pre-Construction. To be built. Pre-Construction. To be built. Magnificient, private, island-like lakefront estate available to build-to-suit or tweak the attached gorgeou...

  • 5 Beds
  • 4.5 Baths
  • 34787 Zip Code
14401 Isleview Drive, Winter Garden image
14401 Isleview Drive, Winter Garden $5,300,000

Welcome to Villa Venecia, a privately gated lakefront estate set amidst two lakes within the exclusive gated community of the Isles of Lake Hancock. With 6 bedrooms, 6 f...

  • 6 Beds
  • 6.5 Baths
  • Isles Of Lake Hancock SubDv.
  • 34787 Zip Code
1253 E Fullers Cross Road, Winter Garden image
1253 E Fullers Cross Road, Winter Garden $3,600,000

ONE OF A KIND! Remarkable BRICK home on 12 ACRES in highly desirable WINTER GARDEN with 6 ACRES zoned AGRICULTURAL *ACCESS TO WEST ORANGE TRAIL* If you love horseback ri...

  • 4 Beds
  • 4.5 Baths
  • N/A SubDv.
  • 34787 Zip Code
7233 Wild Blackberry Trail, Winter Garden image
7233 Wild Blackberry Trail, Winter Garden $2,999,000

One or more photo(s) has been virtually staged. Under Construction. Under appraised value on this new "under construction" custom home! When you walk through the front do...

  • 5 Beds
  • 6 Baths
  • Signature Lks-Pcl 01d Ph 02 SubDv.
  • 34787 Zip Code
8518 Bayview Crossing Drive, Winter Garden image
8518 Bayview Crossing Drive, Winter Garden $2,475,000

Welcome to Waterleigh. This Florence plan is located on a premium lakefront lot with amazing views of Lake Hickory Nut. As you walk through your very own courtyard and en...

  • 5 Beds
  • 6 Baths
  • Waterleigh Ph 1a SubDv.
  • 34787 Zip Code
15699 Panther Lake Drive, Winter Garden image
15699 Panther Lake Drive, Winter Garden $2,450,000 ▼

Stunning house by Panther Lake, at the amazing Lakeshore Preserve Community! Entering this gorgeous home you are welcomed to an elegant open concept floorplan. The comfor...

  • 5 Beds
  • 5.5 Baths
  • Lakeshore Preserve Ph 2 SubDv.
  • 34787 Zip Code
6723 Point Hancock Drive, Winter Garden image
6723 Point Hancock Drive, Winter Garden $2,399,000 ▼

GORGEOUS LUXURIOUS LAKEFRONT GIANT/POOL-SPA in Hamlin! The most desirable area to live close to Disney! This is the ONLY lot around the lake that has water and huge conse...

  • 6 Beds
  • 4.5 Baths
  • Signature Lakes Ph 02 A B H I J SubDv.
  • 34787 Zip Code
15620 Panther Lake Drive, Winter Garden image
15620 Panther Lake Drive, Winter Garden $2,350,000

Then most luxurious house at the LAKESHORE States! With over $800k in upgrades. A Spectacular House that shows like a model home with all of the builder upgrades and extr...

  • 5 Beds
  • 4.5 Baths
  • Lakeshore Preserve Ph 2 SubDv.
  • 34787 Zip Code
7128 Ticklegrass Street, Winter Garden image
7128 Ticklegrass Street, Winter Garden $2,255,000 ▼

Beautiful lakefront home on the shores of spring-fed Lake Hancock, a 480-acre private lake. Built in 2014, this home features 3-car garage, 6 bedrooms, 5.5 bathrooms, a d...

  • 6 Beds
  • 5.5 Baths
  • Signature Lks-Pcl 01d Ph 02 SubDv.
  • 34787 Zip Code
17509 Deer Isle Circle, Winter Garden image
17509 Deer Isle Circle, Winter Garden $1,925,000 ▼

Luxury GATED LAKEFRONT community of Deer Island offers 1+ acre estate homes, panoramic views of Johns Lake and unrivaled privacy. This 1.06-acre single level home is an E...

  • 5 Beds
  • 4 Baths
  • Deer Island SubDv.
  • 34787 Zip Code
15523 Shorebird Lane, Winter Garden image
15523 Shorebird Lane, Winter Garden $1,899,000 ▼

This RARE, SPECTACULAR LAKEFRONT POOL home offers up an EXQUISITE living experience second to none. A circular paver driveway and lushly landscaped front yard greet you u...

  • 5 Beds
  • 5.5 Baths
  • Lakeshore Preserve Ph 4 SubDv.
  • 34787 Zip Code
1091 Eaglecrest Drive, Winter Garden image
1091 Eaglecrest Drive, Winter Garden $1,850,000

Under Construction. Homeowner is offering this brand new Oakland Park custom home under construction for sale. This 4340 SF J&J Building home is a traditional front porch...

  • 5 Beds
  • 4.5 Baths
  • Oakland Park Unit 6b-2 SubDv.
  • 34787 Zip Code
9072 Bradleigh Dr, Winter Garden image
9072 Bradleigh Dr, Winter Garden $1,800,000 ▲

Experience true lakefront living with no expense spared! Whether you prefer a quiet read by the pool, a stroll on the water or fireworks at night, this majestic home nest...

  • 5 Beds
  • 4.5 Baths
  • Latham Park South SubDv.
  • 34787 Zip Code
502 Winter Garden Vineland Road, Winter Garden image
502 Winter Garden Vineland Road, Winter Garden $1,795,000 ▼

Pre-Construction. To be built. Outstanding opportunity to build your dream home on one of the last remaining half-acre lots in sought-after Winter Garden. No HOA and plen...

  • 5 Beds
  • 5.5 Baths
  • N/A SubDv.
  • 34787 Zip Code
15674 Marina Bay Drive, Winter Garden image
15674 Marina Bay Drive, Winter Garden $1,650,000

One or more photo(s) has been virtually staged. Welcome to your dream home on Hickorynut Lake! This magnificent 5-bedroom, 4 ½ -bath sanctuary offers a spacious 4,333 squ...

  • 5 Beds
  • 4.5 Baths
  • Waterleigh Ph 1b SubDv.
  • 34787 Zip Code
3387 Buoy Circle, Winter Garden image
3387 Buoy Circle, Winter Garden $1,549,000 ▼

PRICE REDUCED $150k off list, seller motivated. Come make this LAKEFRONT, POOL/SPA, SOLAR POWERED(OWNED) Rare Opportunity over 3900’ directly on Johns Lake. 2020 Built, ...

  • 5 Beds
  • 4 Baths
  • Lakeview Preserve SubDv.
  • 34787 Zip Code
2027 Black Lake Boulevard, Winter Garden image
2027 Black Lake Boulevard, Winter Garden $1,465,000 ▼

Priced To Sell! Bring your jet skis for this stunning lakefront property with gorgeous views of 233 acre, skiable, Black Lake located in the desirable 24 hour guard gate...

  • 4 Beds
  • 4 Baths
  • Stoneybrook West D SubDv.
  • 34787 Zip Code
10219 Atwater Bay Drive, Winter Garden image
10219 Atwater Bay Drive, Winter Garden $1,389,999 ▼

***BACK ON MARKET*** (CONTRACT FELL THROUGH) A beautiful and luxurious lake front pool home in Waterleigh that is sure to encapsulate what true Florida living brings. Wit...

  • 5 Beds
  • 3.5 Baths
  • Waterleigh Ph 2c-1 SubDv.
  • 34787 Zip Code
16328 Wind View Lane, Winter Garden image
16328 Wind View Lane, Winter Garden $1,299,999

WHY WAIT TO BUILD? MAKE THIS HOME YOURS! MUST SELL!!! Schedule an appointment TODAY to preview this gorgeous, well-maintained, 2-storey popular KALLAN floor plan in th...

  • 4 Beds
  • 4.5 Baths
  • Waterleigh Ph 1b SubDv.
  • 34787 Zip Code
9346 Lake Hickory Nut Drive, Winter Garden image
9346 Lake Hickory Nut Drive, Winter Garden $1,299,950 ▼

Welcome to this Beautiful CUSTOM Lakefront Home.(PRICE REDUCED)! Located on a quiet 640-acre skiing lake on a private peninsula and 5 mins from PGA golf course. FULLY UPD...

  • 4 Beds
  • 3.5 Baths
  • Hickory Lake Estates SubDv.
  • 34787 Zip Code
15143 Mayberry Drive, Winter Garden image
15143 Mayberry Drive, Winter Garden $1,250,000 ▼

Have you always dreamed of owning a beautifully designed and professionally decorated Model Home that's located in one of the most desirable communities of Winter Garden?...

  • 5 Beds
  • 4.5 Baths
  • Winding Bay Phase 1b SubDv.
  • 34787 Zip Code
14205 Country Estate Drive, Winter Garden image
14205 Country Estate Drive, Winter Garden $1,200,000

Discover the epitome of timeless elegance in this prestigious lakefront residence, nestled within the charming and mature neighborhood of Country Estates. With its lush l...

  • 4 Beds
  • 3 Baths
  • Country Lakes SubDv.
  • 34787 Zip Code
2057 Black Lake Boulevard, Winter Garden image
2057 Black Lake Boulevard, Winter Garden $1,200,000 ▼

BREAKING NEWS! LIST PRICE REDUCED ON THIS WATERFRONT POOL HOME! Strong comps - a similar lakefront pool home on the same street just sold for $1,600,000 on Monday, Februa...

  • 4 Beds
  • 4 Baths
  • Stoneybrook West SubDv.
  • 34787 Zip Code
9948 Summerlake Groves Street, Winter Garden image
9948 Summerlake Groves Street, Winter Garden $1,195,000 ▼

Come and see this stunning two-story home in Horizon West. This home has one of the neighborhood's best views, a corner lot with No Rear and no Neighbors left. Located...

  • 5 Beds
  • 4.5 Baths
  • Watermark Ph 3 SubDv.
  • 34787 Zip Code
13572 Sunset Lakes Circle, Winter Garden image
13572 Sunset Lakes Circle, Winter Garden $1,189,900 ▼

Ideal Florida lakefront living exemplified, with approximately 153’ on Lake Roper, Windermere’s finest ski lake, in beautiful Sunset Lakes. 4 bedroom, three bath pool ho...

  • 4 Beds
  • 3 Baths
  • Sunset Lakes SubDv.
  • 34787 Zip Code
16771 Oakboro Street, Winter Garden image
16771 Oakboro Street, Winter Garden $1,150,000

One or more photo(s) has been virtually staged. Welcome to YOUR LUXURY CUSTOM Home! UPGRADE GALORE! This STUNNING 5 bedroom home boasts a unique combination of luxury and...

  • 5 Beds
  • 4 Baths
  • Waterleigh Ph 3b 3c & 3d SubDv.
  • 34787 Zip Code
14843 Winter Stay Drive, Winter Garden image
14843 Winter Stay Drive, Winter Garden $1,099,000

Check out this spectacular pool home in the wonderful Panther View community located just 4 miles from Disney World in Central Florida’s highest-demand area, Horizon West...

  • 4 Beds
  • 3.5 Baths
  • Panther View SubDv.
  • 34787 Zip Code
14312 Sunbridge Circle, Winter Garden image
14312 Sunbridge Circle, Winter Garden $1,055,000

Welcome to the epitome of luxury living in the beautiful gated community of Bradford Creek in Winter Garden. This magnificent estate boasts over 4000 square feet of opule...

  • 5 Beds
  • 4 Baths
  • Bradford Crk-Ph Ii SubDv.
  • 34787 Zip Code
15530 Lake Burnett Shore Court, Winter Garden image
15530 Lake Burnett Shore Court, Winter Garden $1,000,000

WATERFRONT POOL HOME in Winter Garden's sought after Gated Community HICKORY HAMMOCK! This stunning 4 bedroom / 3.5 bath home offers indoor and outdoor living on Lake Bu...

  • 4 Beds
  • 3.5 Baths
  • Hickory Hammock Ph 2a SubDv.
  • 34787 Zip Code
14716 Scott Key Drive, Winter Garden image
14716 Scott Key Drive, Winter Garden $999,000 ▼

Welcome to this enchanting property located in the highly sought-after Watermark community. With five bedrooms and four and a half baths, this home offers a spacious open...

  • 5 Beds
  • 4.5 Baths
  • Watermark Ph 2b SubDv.
  • 34787 Zip Code
15113 Mayberry Drive, Winter Garden image
15113 Mayberry Drive, Winter Garden $995,000 ▼

Expect to be impressed with this immaculate waterfront pool home in the desirable community of Winding Bay! No need to wait for new construction - This 2021 built home is...

  • 5 Beds
  • 3 Baths
  • Winding Bay Ph 1b SubDv.
  • 34787 Zip Code
15859 Shorebird Lane, Winter Garden image
15859 Shorebird Lane, Winter Garden $987,000 ▼

Welcome to Bavaro model by Toll Brothers professionally decorated has 2812 sqft, 4 bedrooms 3 and a half bathrooms, nice open floorplan for entertaining. The dramatic 2-s...

  • 4 Beds
  • 3.5 Baths
  • Lakeshore Preserve Ph 5 SubDv.
  • 34787 Zip Code
7528 Bishop Square Drive, Winter Garden image
7528 Bishop Square Drive, Winter Garden $985,000

Look no Further as Luxury meets TRUE TURN KEY Located in Hamlin at the Overlook Estates, the number 1 most desirable community to live in. This resort style marvelous sma...

  • 4 Beds
  • 2.5 Baths
  • West Lake Hancock Estates SubDv.
  • 34787 Zip Code
6136 Hamlin Reserve Boulevard, Winter Garden image
6136 Hamlin Reserve Boulevard, Winter Garden $915,000 ▼

One or more photo(s) has been virtually staged. Enjoy the Heart and Soul of Winter Garden's Hamlin Reserve, one of Horizon West's most desirable communities. Absolutely o...

  • 4 Beds
  • 3.5 Baths
  • Hamlin Reserve SubDv.
  • 34787 Zip Code
15271 Lebeau Loop, Winter Garden image
15271 Lebeau Loop, Winter Garden $895,000 ▼

Welcome to this exquisite model-like home with 4 beds, 3.5 baths, and a stunning pool offering picturesque water views, backing to Disney conservation area. Impeccable cr...

  • 4 Beds
  • 3.5 Baths
  • Winding Bay Ph 3 SubDv.
  • 34787 Zip Code
15321 Heron Hideaway Circle, Winter Garden image
15321 Heron Hideaway Circle, Winter Garden $885,000 ▼

***Back on the market! Buyer didn't perform!***Enjoy the best Winter Garden lifestyle in this beautiful home at the highly desired family oriented Johns Lake Pointe commu...

  • 7 Beds
  • 4 Baths
  • Johns Lake Pointe A & S SubDv.
  • 34787 Zip Code
450 Valley View Drive, Winter Garden image
450 Valley View Drive, Winter Garden $879,990 ▼

Simply Breathtaking! Fall in love with this 4-bedroom, bonus room, 2.5-bathroom, POOL home on .35 of an acre. Fantastic curb appeal with lush, manicured lawn and paver ...

  • 4 Beds
  • 2.5 Baths
  • Courtlea Oaks Ph 02b SubDv.
  • 34787 Zip Code
15326 Heron Hideaway Circle, Winter Garden image
15326 Heron Hideaway Circle, Winter Garden $875,000 ▲

AMAZING POOL HOME WITH ALL THE UPGRADES IN A POPULAR WINTER GARDEN COMMUNITY! After passing a manicured exterior, pavered driveway and spacious front porch, you are greet...

  • 5 Beds
  • 4 Baths
  • Johns Lake Pointe SubDv.
  • 34787 Zip Code
15050 Lake Bessie Loop, Winter Garden image
15050 Lake Bessie Loop, Winter Garden $865,000 ▼

This amazing two-story house full of upgrades built in 2022 has 4 bedrooms and 2.5 bathrooms in the first floor and a huge loft on the second floor with walk-in closet an...

  • 4 Beds
  • 3.5 Baths
  • Lakeside/Hamlin SubDv.
  • 34787 Zip Code
415 Macchi Avenue, Winter Garden image
415 Macchi Avenue, Winter Garden $799,900

Move in Ready and a Fresh Look... New exterior paint, interior wall, trim and door paint, new front, back and side yard tropical landscape and sod. Nestled amongst the m...

  • 4 Beds
  • 3.5 Baths
  • Winters Landing SubDv.
  • 34787 Zip Code
12441 Scarlett Sage Court, Winter Garden image
12441 Scarlett Sage Court, Winter Garden $785,000

Professional pictures and video coming soon - Sapcious 6 Bedrooms - 4 bathrooms - Screened Pool - Fenced Yard - Primary Suite, Guest Suite, Office, Formal Dining Room, Op...

  • 6 Beds
  • 4 Baths
  • Cambridge Crossing Ph 01a 45/21 SubDv.
  • 34787 Zip Code
2013 Bay Clover Drive, Winter Garden image
2013 Bay Clover Drive, Winter Garden $775,000

Welcome to this stunning 4-bedroom, 4-bathroom pool home located in the desirable Gated community of Carriage Pointe. This meticulously maintained property offers an arra...

  • 4 Beds
  • 4 Baths
  • Carriage Pointe A-I & L SubDv.
  • 34787 Zip Code
727 Marsh Reed Drive, Winter Garden image
727 Marsh Reed Drive, Winter Garden $750,000

One or more photo(s) has been virtually staged. Looking for a home with lots of space? Then this is the one! This 5 bedroom and 4 bath 2 story POOL HOME WITH SOLAR PANELS...

  • 5 Beds
  • 4 Baths
  • John Lake Pointe SubDv.
  • 34787 Zip Code
599 S West Crown Point Road, Winter Garden image
599 S West Crown Point Road, Winter Garden $750,000 ▼

A 5,000 square foot house that needs attention to bring back to its formal glory.

  • 6 Beds
  • 3.5 Baths
  • Ficquette Thornal Sub 1 SubDv.
  • 34787 Zip Code
15150 Spinnaker Cove Lane, Winter Garden image
15150 Spinnaker Cove Lane, Winter Garden $750,000

One or more photo(s) has been virtually staged. The idyllic Florida lifestyle you've always dreamed of awaits in the GUARD GATED Stoneybrook West community with a SCREENE...

  • 5 Beds
  • 3 Baths
  • Stoneybrook West SubDv.
  • 34787 Zip Code
715 Marsh Reed Drive, Winter Garden image
715 Marsh Reed Drive, Winter Garden $749,000 ▼

Reduced Price!!!! This home comes fully loaded with luxury and comfort that beam throughout this two story single-family home. You'll find endless upgrades at almost ever...

  • 5 Beds
  • 3 Baths
  • John Lake Pointe SubDv.
  • 34787 Zip Code
15054 Purple Martin Street, Winter Garden image
15054 Purple Martin Street, Winter Garden $715,000

Welcome to this beautiful 4-Bedroom, 3-Bathroom stunning corner lot home in the Summerlake Community.And you can relax with yard work because the HOA includes lawn & yard...

  • 4 Beds
  • 2.5 Baths
  • Summerlake Pd Ph 3b SubDv.
  • 34787 Zip Code
11078 Robert Frost Dr, Winter Garden image
11078 Robert Frost Dr, Winter Garden $649,999

Come see this beautiful 2021 Newer Home located in the sought after Storey Grove Community in Winter Garden. This beauty is the 1st home in Phase 3 to have a Private Pool...

  • 3 Beds
  • 2 Baths
  • Storey Grove Ph 3 SubDv.
  • 34787 Zip Code
14150 Fox Glove Street, Winter Garden image
14150 Fox Glove Street, Winter Garden $600,000

GORGEOUS 4 BR/2 FULL BATH POOL HOME -- WITH NUMEROUS UPGRADES AND CUSTOM FEATURES -- IS BOUND TO IMPRESS FROM THE MOMENT YOU PULL UP TO THIS FRESHLY PAINTED HOME INSIDE A...

  • 4 Beds
  • 2 Baths
  • Stoneybrook West Ut 04 48 48 SubDv.
  • 34787 Zip Code
1072 Island Pointe Drive, Winter Garden image
1072 Island Pointe Drive, Winter Garden $575,000

One or more photo(s) has been virtually staged. Multiple offers received. Please submit highest and best offer by 6 PM, Saturday, June 10th. Welcome home to this stunni...

  • 4 Beds
  • 3 Baths
  • Island Pointe Sub SubDv.
  • 34787 Zip Code
812 Hayley Circle, Winter Garden image
812 Hayley Circle, Winter Garden $500,000

Look No Further!!! This beautiful spacious freshly painted home with a roof replaced in 2017 and new appliances purchased in 2022.Located on a gorgeous lot with pavers le...

  • 4 Beds
  • 2.5 Baths
  • Regal Pointe Ph 01 43/129 SubDv.
  • 34787 Zip Code
992 Glenview Circle, Winter Garden image
992 Glenview Circle, Winter Garden $478,000 ▼

One or more photo(s) has been virtually staged. Welcome home! This home has new HVAC, new roof, fresh interior paint, fresh exterior paint, partial flooring replacement a...

  • 3 Beds
  • 2.5 Baths
  • Glenview Estates 2nd Add SubDv.
  • 34787 Zip Code
14501 Grove Resort Avenue Unit 3410, Winter Garden image
14501 Grove Resort Avenue Unit 3410, Winter Garden — C $310,000

The Grove Resort & Water Park is a premier family friendly, fully furnished vacation home to relax. This Orlando's most popular luxury vacation home community offers owne...

  • 2 Beds
  • 2 Baths
  • Grove Resort And Spa SubDv.
  • 34787 Zip Code
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Realtor David MyersDavid Myers 407-801-3286
Your Winter Garden Real Estate Expert

Winter Garden Areas

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Winter Garden Village Area Neighborhoods

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Horizon West Area Neighborhoods

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Oakland Area Neighborhoods

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Ziro Realty, LLC
619 Celebration Ave
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