Homes for Sale in Winter Garden

Whether you’re looking to move-up or downsize, Winter Garden has the perfect living space for you. Winter Garden’s active downtown, with an award-winning farmer’s market, bike trail, and brewery, has been a favorite of locals for years. Buyer’s can choose homes located next to the 22-mile West Orange trail, countless restaurants in the historic downtown or in new communities of the surrounding suburbs.

As Winter Garden’s top Buyer’s Agent, the Erica Diaz Team has the experience to find what you’re looking for; find your Winter Garden Home using the filter below, or explore what else Winter Garden has to offer.

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$446,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
14Picture(s)
1,265Sqft
Fantastic 2 bedroom 2 bath Palm unit located at The Grove resort & Spa. This spacious unit comes fully furnished and equipped and is zoned for short term rental. Located in a prime destination for investment properties The unit is located on the sixth floor with gorgeous sunset views from the balcony.

$314,900

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
53Picture(s)
1,265Sqft
Welcome to The Grove. Why Continue to Pay for your Vacations when you can Own this Gorgeous FULLY FURNISHED Condo and Vacation for FREE! The Grove Resort & Water Park offers an amazing Hands-off Real Estate Investment, allowing you to own, earn, and enjoy one of the world's premier vacation destinations.

$340,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
32Picture(s)
1,265Sqft
Fully Furnished 2 beds / 2 baths unit with beautiful and modern decoration available in The Grove Resort & Water Park, Orlando’s newest luxury vacation and investment condo-hotel community.

$428,990

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
20Picture(s)
1,396Sqft
MOTIVATED SELLERS OFFERING SELLER FINANCING. GREAT NEW REDUCED PRICE: $428,990. WELCOME TO THE GROVE RESORT & WATERPARK, CONDO HOTEL, LOCATED MINUTES FROM WALT DISNEY WORLD, ORLANDO FLORIDA. THIS LUXURY JASMINE DESIGN THREE BEDROOM /TWO BATH UPGRADED FULLY FURNISHED CONDO IS IN A BEAUTIFUL LOCATION WITH GREAT WATER VIEWS.

$364,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
24Picture(s)
1,434Sqft
MOTIVATED SELLERS OFFERING SELLER FINANCING. GREAT NEW REDUCED PRICE: $364,000. WELCOME TO THE GROVE RESORT & WATERPARK, CONDO HOTEL, LOCATED MINUTES FROM WALT DISNEY WORLD, ORLANDO FLORIDA. THIS LUXURY JASMINE DESIGN THREE BEDROOM /TWO BATH UPGRADED FULLY FURNISHED CONDO IS IN A BEAUTIFUL LOCATION WITH GREAT WATER VIEWS.

$415,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
5Picture(s)
1,396Sqft
Great commissions and easy to show!! Come One, Come All! This is perfect for a family or anyone looking to use as an investment home. This beautiful home comes FULLY FURNISHED with really thought-out details to make you feel right at home.

$703,251

18338 OLIVER TWIST WAY
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
30Picture(s)
2,113Sqft
Under Construction. Under Construction. Waterleigh presents the Bellmore, this all concrete block constructed, one-story layout features 4 bedrooms and 3 bathrooms. A beautiful patio welcomes you to a home that optimizes living space with an open concept kitchen overlooking the living area, dining room, and outdoor lanai.

$379,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
39Picture(s)
1,265Sqft
BEST RESORT IN ORLANDO! High Occupancy Rate!1-YEAR HOME WARRANTY provided to the Buyer! The Grove Resort & Water Park Orlando is an amazing luxury complex just 8 mins to Disney World! Fully Furnished 2 beds / 2 baths unit with beautiful and modern decoration! beautiful view to Nature! The Amenities in Grove Resort includes 20 Acre Activity lake, Surfari Water Park (FlowRider Surf Machine, Due

$315,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
46Picture(s)
1,396Sqft
MOTIVATED SELLER! !This luxury 3 bedroom, 2 bath vacation condo is an ideal retreat for those looking to experience the Magic of Disney World and enjoy a range of amenities. Its proximity to Disney (just 6 miles away) and the shuttle service provided make it a convenient choice for guests.

$990,000

6200 WINTER GARDEN VINELAND RD
WINDERMERE, Florida

4Bedroom(s)
3Bathroom(s)
23Picture(s)
2,336Sqft
LOCATION LOCATION LOCATION!! This custom-built home features 2336 sq ft with 4 bedrooms, 3.5 baths, and was renovated recently with new wood flooring, new tile, new interior doors/trim, new exterior french doors, and all new interior paint and hardware.

$1,372,000

17814 HITHER HILLS CIRCLE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
6Picture(s)
4,328Sqft
Under Construction. Lake Apopka Sound presents the Westbrook. This two-story Emerald Home contains elevated designs, elegant exteriors and high-end features. The spacious all concrete block construction home features 4 bedrooms, 4 baths, a study, a game room, and a media room. A beautiful entry way welcomes you, as you enter the foyer, you’ll find a formal dining room.

$679,000

13313 SUNNY RETREAT LANE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
39Picture(s)
2,080Sqft
WELCOME HOME to this OUTSTANDING Like New PALMARY model located in the highly regarded GATED 55+ Community of Del Webb Oasis in Winter Garden. The single-story PALMARY floorplan features a spacious open concept with 3 Bedrooms, 2 Bathrooms, and boasts over $77k STRUCTURAL and DESIGN UPGRADES.

$832,265

17924 ADRIFT ROAD
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
41Picture(s)
2,866Sqft
Under Construction. Amazing Floor plan and great location inside our Waterleigh community! This Brand new Cresswell home will be completed soon. Open bright design perfect for entertaining and everyday enjoyment.

$425,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
3Bathroom(s)
36Picture(s)
1,544Sqft
Welcome to paradise at The Grove Resort in beautiful Winter Garden, Florida! This spacious 3-bedroom, 3-bathroom unit, boasting an impressive 1544 square feet of living space, offers the epitome of resort-style living. With a prime location, incredible amenities, and proximity to Disney World, this property is a dream come true.

$599,000

13162 MORO COURT
WINTER GARDEN, Florida

5Bedroom(s)
3Bathroom(s)
45Picture(s)
2,521Sqft
One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Large 2 story home in Grove Park Community in the heart of Winter Garden just minutes from Winter Garden Village, downtown Winter Garden and Plant Street. 5 bedrooms and 3 full bathrooms. Formal living and dining rooms, eat in kitchen opens to family room. Indoor laundry room.

$820,990

17996 ADRIFT ROAD
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
36Picture(s)
2,924Sqft
Under Construction. Located in our Waterleigh community, the Kenton is a spacious two-story open floor plan with 4 bedrooms, 3 baths, 2 car garage. This home invites you in from the time you enter! Great for entertaining with the café just off the kitchen for casual dining and includes stainless steel appliances and granite counter tops.

$460,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
33Picture(s)
1,265Sqft
Great commissions and easy to show! Great Palm Unit fully furnished and equipped two bedrooms, two bathrooms at The Grove Resort and Spa. This spacious unit is located in the Disney Vacation Homes area. The Grove Resort is an oasis of tranquility surrounded by nature in the beautiful Lake Austin conservation.

$998,000

15112 CANOE PL
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
92Picture(s)
4,089Sqft
PRICE JUST REDUCED! COME SEE THE LOWEST PRICED PER SQURE FOOT BY FAR SINGLE FAMILY HOME AVAILABLE IN ALL OF LAKESHORE! YOU WILL DEFINITELY WANT TO COME SEE THIS HOME FOR THIS PRICE! This STUNNING, 5 Bedroom, 4.5 Bath, 4,089 htd sqft, TOLL BROTHERS-built, Gardenia Model, is located in one of Horizon West’s Newest and MOST SOUGHT-After Communities AND is Available for IMMEDIATE OCCUPANCY.

$1,581,000

14968 PORTER ROAD
WINTER GARDEN, Florida

6Bedroom(s)
6Bathroom(s)
76Picture(s)
5,084Sqft
One or more photo(s) has been virtually staged. Prepare to be captivated by this exceptional property at 14968 Porter Road, Winter Garden! Recently reduced in price and available for a swift close, this residence showcases a plethora of luxury features that will undoubtedly impress the most discerning buyer.

$379,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
3Bathroom(s)
48Picture(s)
1,544Sqft
Pond View, Sable floor plan, within the Guard-Gated community of The Grove Resort Short-term rental vacation home community. The Sable floor plan is the largest at The Grove Resort, offering 1,544 square feet of living space with 3 bedrooms, 3 bathrooms, and screened-in balcony with premium views overlooking the Event Courtyard and Fountain Pond.

$710,000

10348 LOVE STORY STREET
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
26Picture(s)
2,803Sqft
YARD MAINTENANCE INCLUDED IN HOA. Welcome to your dream home in the heart of Winter Garden. This stunning two-story home boasts contemporary elegance and modern amenities designed to elevate your lifestyle. 4 spacious bedrooms provide comfort and versatility for your family. 2.5 baths offer convenience and relaxation.

$2,300,000

260 DEER ISLE DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
4Bathroom(s)
54Picture(s)
4,714Sqft
Ask me about pool options! This BRAND NEW CONSTRUCTION home directly on John's Lake is one of a kind with over 2 acres behind, high and dry, over 500 feet of direct lake frontage, plus 4700 sqft of living space, 4 spacious bedrooms, 4 full bathrooms, one half bath and a true open concept design.

$369,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
20Picture(s)
1,396Sqft
Don't miss out on the opportunity to own this beautiful first floor condo, in the newest building of The Grove Resort and Water Park. Very quiet setting as it looks out over the pond with fountain, yet still walkable distance to the three Springs Pools, Restaurant, and Surfari Water Park. This first floor condo has 14-foot ceilings, giving a feeling of spaciousness and elegance.

$1,435,000

3387 BUOY CIRCLE
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
90Picture(s)
3,974Sqft
PRICE REDUCED under appraisal of $1.5m, buyer financing fell through, seller motivated. Come make this LAKEFRONT, POOL/SPA, SOLAR POWERED(OWNED) home yours. Rare Opportunity over 3900’ directly on Johns Lake.
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Erica Diaz - Winter Garden Realtor

Who’s Your Winter Garden Buyer’s Agent?

Every home shopper should have a Buyer’s Agent – it’s free to the buyer. Agents at the Erica Diaz Team know Winter Garden best! They know how to help you negotiate a better deal, and close faster than the average Winter Garden Realtor. Ask us about the local neighborhoods, we’ll know where to find the best homes for your goals in each price range.