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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$2,999,000

7233 WILD BLACKBERRY TRAIL
WINTER GARDEN, Florida

5Bedroom(s)
6Bathroom(s)
37Picture(s)
5,098Sqft
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 door you will be impressed with the stunning lake views of Lake Hancock. This private ski lake hosted the world record master craft ski jumping contest in Isle of Lake Hancock.

$539,000

15210 BOOK CLUB ROAD
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
19Picture(s)
2,089Sqft
Property is located in Storey Grove community. This cozy home offers open floor plan and filled with natural light. Walking into the home, there is a flexible room on your right, it can your home office or theater, etc. The kitchen has a large island that is made of white quartz countertops, light gray cabinets add model twist to it.

$430,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
3Bathroom(s)
56Picture(s)
1,544Sqft
Beautiful fully furnished unit at the magnificent The Grove Resort and Water Park! This third floor spacious condo features 3 bedrooms, 3 full bathrooms, a comfortable living space, pleasant balcony, equipped kitchen and in-unit laundry.

$360,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
60Picture(s)
1,375Sqft
This is your chance to own a piece of paradise at The Grove Resort and Waterpark just minutes from Disneyworld and all that Orlando has to offer. This Condo offers stunning 3rd floor WATERPARK VIEWS over the fountain from all windows and from your private screened-in lanai.

$599,000

644 LOST GROVE CIRCLE
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
33Picture(s)
2,523Sqft
New Price! A sought-out community GROVE PARK in the heart of Winter Garden! "A" rated school district. This beautiful spacious 4 Bedroom is must-see. Interior/ Exterior repainted in 2020! The A/C handler was replaced in 2020, and the outside unit was replaced in 2019. The dining room and living areas have new floors.

$535,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
3Bathroom(s)
26Picture(s)
1,544Sqft
This luxury 3br 3bth condo is now available at The Grove Resort & Waterpark! Located in Building 1 (perfectly located in terms of convenience for your guests), this unit features an open floorplan with contemporary up to date furnishings, all necessary housewares, and amazing resort amenities for yourself and guests to enjoy! This is the largest floorplan available at the resort, providing mo

$699,000

14844 BLACK CHERRY TRAIL
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
40Picture(s)
2,698Sqft
Location Location Location .. Take a look at this Beautiful Lakefront Corner lot Multi -Gen Carriage Home , ideal for your primary residence or investment property. This home is perfectly packaged in the highly sought after community of Signature Lakes in Winter Gardens, West Orange County's Commercial and Cultural Capital .

$720,000

1463 JUNIPER HAMMOCK STREET
WINTER GARDEN, Florida

6Bedroom(s)
4Bathroom(s)
64Picture(s)
4,194Sqft
Come view this beautiful new Meritage home in McAllister Landing. Perfect opportunity for you to own and enjoy a beautiful energy-efficient home all year long. This home is a SIX -bedroom, four-bath, three-car garage p with lots of natural lighting.

$584,990

14418 BAYUK WAY
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
2Picture(s)
2,725Sqft
Under Construction. The beautiful McKenna floor plan located in the highly sought-after community of Lake Apopka Sound. Featuring a rare multi-Generational suite on the first floor with a separate living room, kitchenette, full bedroom and bath! This home includes a spacious kitchen that opens to a large great room area and is perfect for entertaining.

$1,000,000

13428 LAKE BOULEVARD
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
55Picture(s)
2,925Sqft
Direct lakefront on John's Lake is this four-bedroom pool home with panoramic views from most rooms! Imagine cooking in your updated kitchen, sitting in the dining room or breakfast nook or catching the game on TV from the family room and seeing the sparkling lake out your back sliding glass doors and windows! Wake up and watch the sun rise over the water, then go over to your sitting room and rea

$325,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
31Picture(s)
1,375Sqft
LOWEST PRICED OF THIS FLOOR PLAN, PLUS IT IS ON THE PREMIUM TOP FLOOR! GREAT RENTAL INCOME! You will love this condo! This is a great opportunity to own one of the most sought-after condominiums at the beautiful Grove Resort. The Grove Resort and Waterpark is a top Orlando destination famous for its exceptional amenities, first-rate management and wonderful location.

$585,000

13764 FOX GLOVE STREET
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
43Picture(s)
2,311Sqft
NEW PRICE IMPROVEMENT! LOCATION & LIFESTYLE!! Inside this wonderful community, we are proud to showcase this spacious 4-bedroom, 2-bath home that exudes peace and serenity. The original owners have taken great pride in maintaining this home with many upgrades throughout.

$790,000

16404 ORANGE SEED LANE
WINTER GARDEN, Florida

5Bedroom(s)
3Bathroom(s)
26Picture(s)
3,123Sqft
AMAZING LOCATION, CORNER LOT, MULTIPLE OFFER RECEIVErnrnSCHOOLS WILL BE HAMLIN ELEMENTARY AND HAMLIN MIDDLE SCHOOL AND SCHOOL BUS IS AVAILABLErnrn5 BEDROOMS, 3 FULL BATHROOMS, 2 HALF BATHROOMS AND MULTIPLE UPGRADES ARE WAITING FOR YOU. rnBEAUTIFUL AND MODERN KITCHEN WITH A BIG ISLAND WITH QUARZ COUNTERTOPS, MASTER BEDROOM WITH 2 WALKING CLOSETS. CEILING SPEAKERS IN THE LIVING ROOM.

$926,340

14183 LARKSPUR LAKE DRIVE
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
2Picture(s)
4,164Sqft
Under Construction. The Winston Plan features 5 bedrooms, 4- and one-half baths and over 4,000 Sq. Ft. of living space. Double front doors enter into a towering Foyer with second story windows all around. The front of the home features a guest suite plus another half bath. The main living area features kitchen, dining and great room space plus a small office or study.

$379,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
53Picture(s)
1,396Sqft
Own/Earn/Play! Don't settle. World Class Vacation condo-hotel! Use it yourself or have the on-site hotel operator manage it and earn money! The Grove Resort Orlando has become a world-famous destination for vacationers. The luxury amenities and family fun for all visitors make it a destination in itself or a fantastic break from the Orlando theme parks.

$450,840

7375 MEZZANO LANE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
2Picture(s)
1,843Sqft
Pre-Construction. To be built. Mezzano is Park Square Homes new community in the desirable Horizons West area in Winter Garden. The Mezzano Community features a recreation field, community pool and cabana overlooking Sawgrass Lake. Shopping, restaurants, hospital, theme parks and other recreational activities are just a few minutes away. Easy access to major highways makes this an ideal location.

$900,000

13725 WERRINGTON DRIVE
WINTER GARDEN, Florida

5Bedroom(s)
5Bathroom(s)
44Picture(s)
3,815Sqft
This brand new, the home is located in the beautiful town of Winter Garden. Disney is only 12 minutes away! Fall in love with this 5-bedroom, 5-bath, 4,864 sq ft home with a two-car garage.

$350,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
10Picture(s)
1,265Sqft
Rare find at The Grove Resort!! This condo is located in the most desirable building in the complex featuring amazing lake and firework views. The Grove is a 4-star resort featuring the amazing Surfari Waterpark and short distance to Disney Parks. The owners can use the hotel rental program to generate immediate income.

$788,290

3166 SAILING PIER AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
3Bathroom(s)
42Picture(s)
2,808Sqft
Pre-Construction. To be built. Bordering Winter Garden and Clermont, Estates at Lakeview Preserve forwards you the lifestyle amenities of both areas within minutes. Estates at Lakeview Preserve provides the small community of 75 homes exclusivity, as it is a gated enclave within the already established community of Lakeview Preserve.

$495,930

61 FRASIER STREET
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
1Picture(s)
1,678Sqft
Pre-Construction. To be built. Brand NEW energy-efficient home ready March 2023! Unsegregated parcel id 28-24-27-0000-00-024 An open, spacious kitchen overlooks the great room and dining area making it perfect for entertaining friends and family. The second floor loft can be configured as a home office or a play area.

$544,730

4970 CITRUS LEAF BOULEVARD
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
1Picture(s)
1,985Sqft
Pre-Construction. To be built. Brand NEW energy-efficient home ready December 2023! Unsegregated parcel id 19-23-27-5836-15-011 This plan offers a large, covered front porch and spacious, open first floor. Upstairs boasts a game room for entertaining friends and family, versatile loft that can be configured as a home office or play area and a private primary suite.

$550,000

15102 STUTTGART ALLEY
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
33Picture(s)
2,204Sqft
WELCOME TO WATERMARK HORIZON WEST IN WINTER GARDEN. Location is everything and this community has it all, top rated school district, fantastic amenities and close to major highways for easy travel. The home features a covered front porch leading into an open floor plan with living/dining/kitchen stunning flooring and lots of light with the 4 front windows.

$355,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
31Picture(s)
1,434Sqft
NEW PRICE $355,000.00. OWNERS VERY MOTIVED TO SELL. BRING OFFERS OWNER FINANCING AVAILABLE. LOW INTEREST RATE. WELCOME TO THE GROVE RESORT AND WATERPARK, A CONDO HOTEL, LOCATED MINUTES FROM WALT DISNEY WORLD ORLANDO FLORIDA. THE CYPRESS MODEL IS THE LARGEST (1434 SQFT) FULLY FURNISHED 2 BEDROOM /2 BATHROOM DESIGN CONDO THAT ALSO HAS A LARGE PRIMARY BEDROOM WITH A SOLARIUM SITTING ROOM.

$259,990

85 MASSEY AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
15Picture(s)
976Sqft
Beautiful House fully remodeled , house has been stripped to bones , all new wood , and insulation , new windows ,Hardie board siding , rewired , repiped ,new duct system and ac , new roof , everything has been brought to current code . Tall wood cabinets with stainless steel appliances and granite countertops . No HOA in heart of winter garden , with A rated schools . Call/text owner.
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Who’s Your Winter Garden Buyer’s Agent?

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