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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$465,000

16217 PRAIRIE SCHOOL DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
32Picture(s)
1,792Sqft
A unique opportunity to own a house located in the new Horizon West area in Winter Garden. This home (a Barrington Model) features 3 bedrooms, 2.5 bath, 2 car garage and a private courtyard with a flex space downstairs that can be used as sitting space, office or whatever you like. The kitchen is bright, open, airy with natural light coming from the private Courtyard.

$1,093,221

17850 HITHER HILLS CIRCLE
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
20Picture(s)
3,416Sqft
Under Construction. Lake Front home under construction! Stunning Kallan floor plan located in the highly sought after community of Lake Apopka Sound. This beautiful home features a gourmet kitchen, spacious family room with a full bedroom and bath on the first floor. The second story includes 4 large bedrooms including the Owners Suite.rnAll homesites are oversized averaging 108' x 240'.

$1,049,111

17830 HITHER HILLS CIRCLE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
40Picture(s)
2,920Sqft
Under Construction. Lake Front home under construction! Stunning Selden floor plan located in the highly sought after community of Lake Apopka Sound. All homesites are oversized averaging 108' x 240'. Located directly on beautiful Lake Apopka this community is a hidden gem! Just a short drive to beautiful downtown Winter Garden, and located near the West Orange Trail.

$1,314,636

17846 HITHER HILLS CIRCLE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
2Picture(s)
4,328Sqft
Under Construction. Lake Apopka Sound presents the Westbrook, available to build in Winter Garden, Florida. 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.

$1,230,941

17834 HITHER HILLS CIRCLE
WINTER GARDEN, Florida

5Bedroom(s)
3Bathroom(s)
36Picture(s)
3,920Sqft
Under Construction. Lake Apopka Sound presents the North Haven, available to build in Winter Garden, Florida. This two-story Emerald Home contains elevated designs, elegant exteriors and high-end features. The spacious all concrete block construction home features 5 bedrooms, 3.5 baths, flex space and a game room.

$310,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
20Picture(s)
1,375Sqft
Own a beautiful Vacation home in Orlando!!! The condo 2231 is FULLY FURNISHED, DECORATED and equipped with everything you need and is located in NEWEST STERLING TOWER-II.

$334,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
10Picture(s)
1,434Sqft
***Wow!*** This floorplan is the largest 2-bedroom model at The Grove, and the Virtual Tour 1 link will take you to a walk-thru Matterport of the Cypress model. Virtual Tour 2 is the video of the Cypress model.

$330,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
43Picture(s)
1,375Sqft
Fully furnished Vacation / investment Condo in the spectacular Grove Resort and Waterpark, just minutes from Disneyworld and all that Orlando has to offer. This 2 bedroom Condo offers 3rd floor fountain VIEWS from all windows and from your private screened-in lanai.

$945,000

8252 TOPSAIL PLACE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
46Picture(s)
2,830Sqft
LOCATION, LOCATION, LOCATION! This extraordinary LIKE-NEW home (built in 2021) is in the highly desirable Lakeshore Community! This 4-bedroom, 3.5-bathroom home loaded with upgrades will not disappoint you. The house comes with a tank-less water heater and in-wall pest control keeping the bugs out. From the moment you walk in, you notice the numerous upgrades this home was built with.

$1,395,000

15609 PANTHER LAKE DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
44Picture(s)
3,069Sqft
Spectacular LAKE VIEWS throughout in this stunning 4BR, 3.5BA home in Lakeshore Preserve. rnIn addition to all the standard high end Toll Brothers features, there are over 200k in additional upgrades. Among them are: California closets in the primary suite, bedroom 3 and panty which includes a coffee bar. The single stall garage has been converted to a GYM with single split AC and rubber flooring.

$600,000

14923 PORTER ROAD
WINTER GARDEN, Florida

5Bedroom(s)
3Bathroom(s)
49Picture(s)
2,688Sqft
PRICE JUST REDUCED !! Beautiful 5 bed, 3 bath located in Winter Garden (Summerlake) one of the best areas to live in Orlando. Excellent schools, beautiful club house with resort pool, 2 tennis courts, playground, og park, gym, walking trail and much.

$746,990

17936 ADRIFT ROAD
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
30Picture(s)
2,113Sqft
Under Construction. Located in our Waterleigh Community, This charming Bellmore Floorplan, 1 story 4-bedroom 3 bath home features a beautiful kitchen that opens to a spacious family room. You will love cooking in the well-appointed kitchen with great prep space, stainless steel appliances, walk in pantry and a large island that is great for easy entertaining.

$569,900

14501 GROVE RESORT AVE
WINTER GARDEN, Florida

3Bedroom(s)
3Bathroom(s)
52Picture(s)
1,544Sqft
SPECTACULAR, FULLY FURNISHED Vacation Condo Near Walt Disney World! Largest Sable Model, Corner Unit with 3 Bedrooms, 3 Bathrooms Featuring GORGEOUS PANORAMIC VIEWS OF LAKE, POOLS AND PIER FROM 6TH FLOOR! DISNEY FIREWORKS VIEW FROM PRIMARY BEDROOM SOLARIUM! Park in the Garage on the 6th Floor with Easy Access to Unit with no Need for an Elevator! Brand New Dining Table and Chairs, Couch and Ottoma

$394,700

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
13Picture(s)
1,396Sqft
*** Looking for a modern luxury vacation home as well as an amazing investment opportunity? The perfect combination of private residence and a comfort of a 5 stars hotel and much more than you possible can think of, you name it!!! This might just be the perfect place for you! This Beautiful 3 bedroom 2 bath condo is FULLY furnished and ready for you to enjoy OR rent! The Grove Resort and Spa offer

$3,600,000

1253 FULLERS CROSS ROAD
WINTER GARDEN, Florida

4Bedroom(s)
4Bathroom(s)
9Picture(s)
3,495Sqft
ONE OF A KIND! Remarkable BRICK home on 12 ACRES in highly desirable WINTER GARDEN with 6 ACRES zoned AGRICULTURALrn*ACCESS TO WEST ORANGE TRAIL* If you love horseback riding this property allows easy access to the trail by horse. Fenced with multiple pastures. NEW ROOF (2021) and GATED ENTRY. Foyer boasts 12 ft CEILINGS and 10ft throughout the remainder of the home.

$449,900

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
21Picture(s)
1,396Sqft
*** The perfect combination of private residence and a comfort of a 5 stars hotel and much more than you possible can think of, you name it!!! Restaurant, bar, room services, water park, spa, kayaking in the lake and even surf simulator.

$359,995

14501 GROVE RESORT AVE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
72Picture(s)
1,265Sqft
Amazing luxury vacation home at 7th floor in perfect graded resort - The Grove Resort & SPA Orlando! Just 5 mins to Disney World! Unit located at the highest floor and exactly facing the lake Austin, excellent unique view! Perfect as a 2nd home or to place it on a rental program when not enjoying it yourself. All the furnitures and appliances are included.

$399,900

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
20Picture(s)
1,265Sqft
Now is the best time to invest in Florida. Imagine a Paradise and make it real !!! Fully furnished 2 bedroom 2 baths condo inside the best condominium hotel just behind Disney World. You can wash the fireworks from your private balcony every night. Condo is located in the best location of the resort just steps from the lounge, Spa, restaurant and pool area.

$2,450,000

15699 PANTHER LAKE DRIVE
WINTER GARDEN, Florida

5Bedroom(s)
5Bathroom(s)
36Picture(s)
4,539Sqft
Stunning house by Panther Lake, at the amazing Lakeshore Preserve Community! Entering this gorgeous home you are welcomed to an elegant open concept floorplan.

$345,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
27Picture(s)
1,265Sqft
One of the last units delivered, in great condition! The Grove Resort & Water Park Orlando.

$410,000


WINTER GARDEN, Florida

3Bedroom(s)
3Bathroom(s)
16Picture(s)
1,544Sqft
AMAZING FURNISHED 3BED / 3 BATH CONDO! IN-UNIT LAUNDRY CONDO IS LOCATED NEAR THEMED PARKS AND IT IS PERFECT FOR INVESTORS OR A NICE PLACE TO VACATION WITH YOUR FAMILY AND GENERATE INCOME WHEN NOT IN USE.

$399,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
34Picture(s)
1,265Sqft
PRICE REDUCED . Own a beautiful 2 bedroom 2 bath luxury condo with exclusive lake view . Great rental return . This is an amazing opportunity for investors to purchase a vacation rental in this World Class Resort just a few steps from Walt Disney World . The property is fully furnished with modern decor and furniture. Located on tower 3 on the 4th.

$298,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
37Picture(s)
1,265Sqft
Immaculate 2-bedroom vacation condo located on 6th floor facing central fountain area! Comes completely furnished, with onsite management company in place, so totally turn key for any buyer! One king bedroom and one queen bedroom, with large attached bathrooms and additional access from living room, which also has a sleeper sofa.

$2,255,000

7128 TICKLEGRASS STREET
WINTER GARDEN, Florida

6Bedroom(s)
5Bathroom(s)
57Picture(s)
4,878Sqft
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 den, living room, dining room, downstairs master bedroom with dual walk-in closets, second room downstairs split plan from master. The bright open floor plan allows for stunning views of the lake.
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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.