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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$315,000

224 DEEPCOVE ROAD
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
10Picture(s)
1,293Sqft
CALLING ALL INVESTORS...EXCELLENT OPPORTUNITY IN A DESIRABLE GATED COMMUNITY- This is LARGEST DANIELS LANDING 2-bedroom end-unit townhome and it offers wonderful rental income for an INVESTOR who wants immediate return. This community offers gated entry access, community pool, playground and clubhouse with fitness center.

$324,900

1269 SCARLET OAK LOOP
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
13Picture(s)
1,467Sqft
REDUCED PRICE FOR QUICK SALE. BACK ON THE MARKET DUE TO FINANCING!!!!.....A GREAT LOCATION to own an Outstanding 3 bedroom, 2.5 bath, 2 car garage townhome in the desirable gated community of Tucker Oaks Villas. This beautifully designed home offers a split floor plan. The kitchen features plenty of cabinets and counter space, pantry closet, dining room- family room combo.

$829,900

15421 LEBEAU LOOP
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
4Picture(s)
3,462Sqft
Under Construction.

$395,000

1306 PRIORY CIRCLE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
28Picture(s)
1,957Sqft
OPEN HOUSE SUNDAY, MAY 22 FROM 1:00-4:00! Your family will love coming home to this bright and spacious, 3 bedroom, two and a half bath Townhome. This beautifully maintained two-story home is located in Westbrook in the Stoneybrook West Community in Winter Garden.

$815,000

941 KERSHAW DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
53Picture(s)
2,260Sqft
Wrap your arms around this charming southern styled CORNER lot home with partial WATER views in the highly sought after community of Oakland Park! Luscious landscaping surrounds the home, providing picture perfect views from inside the home. This beauty is fully FENCED and features 3 bedrooms + an optional 4th bedroom/OFFICE with french doors, 2.

$320,000

14501 GROVE RESORT AVE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
4Picture(s)
1,375Sqft
WELCOME TO THE GROVE RESORT & WATERPARK LOCATED MINUTES FROM DISNEY AND ORLANDO THEME PARKS. THIS BIRCH DESIGN CONDO HAS COURTYARD VIEWS. YOU CAN OWN A VACATION RENTAL PROPERTY IN ONE OF THE WORLDS PREMIER VACATION DESTINATION.

$1,225,000

9145 MORGANA COURT
WINTER GARDEN, Florida

5Bedroom(s)
3Bathroom(s)
65Picture(s)
2,867Sqft
Beautiful, move-in ready 5 bedroom, 3 bath NEVER LIVED IN, new construction estate home. Home is located on the cul de sac of exclusive Avalon Cove neighborhood in Horizon West. The 4 bedroom, 2 bathroom main home features an open floor plan with view to the custom pool by Dixie Pools. Inside the home you will notice large open spaces with upgraded tiling in bathrooms.

$670,000

3233 SAILING PIER AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
64Picture(s)
2,224Sqft
Prepare to fall in love with this impeccable and beautiful single-story home recently built in 2020. This incredible home is located in one of the most sought-after communities in Winter Garden, Lakeview Preserve.

$435,990

14501 GROVE RESORT AVE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
32Picture(s)
1,396Sqft
WELCOME TO THE GROVE RESORT & WATERPARK. THIS BEAUTIFUL CONDO-HOTEL IS LOCATED MINUTES FROM DISNEY AND THE ORLANDO THEME PARKS. THIS LUXURY JASMINE DESIGN 3 BEDROOM /2 BATH FULLY FURNISHED CONDO IS IN A BEAUTIFUL LOCATION WITH GREAT WATER VIEWS. YOU CAN OWN A VACATION PROPERTY IN ONE OF THE WORLDS PREMIER VACATION DESTINATION.

$649,900

16349 ADMIRALS COVE LANE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
24Picture(s)
2,472Sqft
Beautiful DR Horton home, ready for new owners. Home has screened in porch and yard is fenced in.

$970,000

16044 CITRUS KNOLL DRIVE
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
53Picture(s)
3,561Sqft
***Multiple offer situation.

$685,000

470 REGAL DOWNS CIRCLE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
2Picture(s)
2,316Sqft
**PROFESSIONAL PHOTOS COMING SOON** Excellent Location! Great opportunity to own this 4 Bedroom, 3 Bath, 2 Car Garage, 2316sqft Home in the desirable Regal Pointe Community in Winter Garden. This open airy floor plan has a ton to offer. The kitchen features Granite counter tops, Stainless steel appliances, Huge center island and walk-in pantry. Archways, plant shelves and rounded corners.

$499,000

722 CLIMBING OAKS COURT
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
40Picture(s)
2,178Sqft
Location! Location! Location! With 3 bedrooms plus a Loft, this home is in the highly desirable Winter Oaks community. This Golf Cart Friendly Neighborhood has a ton to do: take a ride to the Farmers Market or enjoy the shops and restaurants in Historic Winter Garden. You can go for coffee every morning! There is nothing like this unique walk-around-town feeling.

$475,000

7706 BOWERY DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
32Picture(s)
1,920Sqft
Gorgeous Townhouse located in Winter Garden at great Ravenna Community. This 4 bedroom 3/1 bathroom home with stunning features and open floor plan that is fully upgraded floors and cabinets. Master Bathroom is in the first floor and contemporary floor plan. The kitchen features granite countertops, wood cabinets, an island and stainless steel appliances.

$625,000

16712 HARPER COVE DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
29Picture(s)
2,117Sqft
***MUST SEE IN WATERLEIGH*** Very popular BELLMORE MODEL w/ 4 bedrooms and 3 full bathrooms. This modern OPEN FLOOR-PLAN has been very lightly used and is in impeccable condition. The kitchen, with SS APPLIANCES, GRANITE COUNTERTOPS and LARGE ISLAND are a Chef's delight. The house has fabric blinds, custom closets though-out and is pre-wired for Ring Security and Smart Home technology.

$449,000

14379 BREDA CENTER LOOP
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
39Picture(s)
1,794Sqft
Impeccably maintained and newly built custom block home located in the Horizons West area just outside of Walt Disney World Resort, one of the fastest growing and most exciting areas around Orlando.

$1,500,000

17077 OLD COUNTRY LANE
WINTER GARDEN, Florida

5Bedroom(s)
2Bathroom(s)
59Picture(s)
2,760Sqft
Come home to country living in this 5 bedroom, 2.5 bath 2,760 sq ft home. Located on 5+/- acre direct on Avalon Road/Highway 545 in Winter Garden. You will have your own secret piece of heaven, while still close to Highway 429, Shopping Centers, Hospitals, Golf courses, schools, a multitude of lakes and outdoor activities. The property is fenced and cross fenced and has several animal pens, too.

$339,900

1303 BROKEN OAK DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
26Picture(s)
1,699Sqft
Buyer financing fell through! This is the property you’ve been waiting for! Immaculate, move in ready 3br/2.5 home in the highly sought after Tucker Oaks. Incredible location. Kitchen appliances are like new - only a few months old. Large closet pantry. Upgraded cabinets. Huge 1/2 bath on first floor with oversized closet. Open floor plan with lots of natural light. Large living area.

$450,000

15561 HONEYBELL DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
24Picture(s)
1,624Sqft
This home has everything you are looking for! It is JUST 10 MINUTES FROM DISNEY WORLD!!! close to entertainment, dining, shopping and FL429. The main floor is true open concept, with a beautifully appointed cooks kitchen featuring a 10' x 4" massive island with plenty of seating. All stainless appliance package, granite countertops and large pantry.

$500,000

8734 EDEN COVE DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
62Picture(s)
1,689Sqft
**View this home 24-hours a day with our 3D virtual tours** rnPremium corner yard with iron fencing, Solar Power (Yes, it's paid-in-full), Upgraded exterior elevation, move-in-ready interior with multiple upgrades, nearby proximity to Disney World, and a community offering waterfront amenities, a huge pool & endless fun for everyone! Welcome to Waterleigh.

$780,000

4807 PALMETTO PARK DRIVE
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
39Picture(s)
3,571Sqft
STUNNING 5 BEDROOM ESTATE HOME on corner lot with the latest in contemporary design and desirable features! Freshly painted exterior (2022)! Step inside to an open formal living/dining space. Experience the WOW factor walking towards the kitchen leading to a spacious two-story family/great room. Windows at the second story level help keep the space bright.

$650,000

15518 SUNQUAT DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
30Picture(s)
2,502Sqft
SPRING IS HERE!! This is your opportunity to live in the heart of HAMLIN in Horizon West, Winter Garden's most highly sought after community! Don't wait on new construction when you can move right into this STUNNING, just over 2 years new, 4 bedroom, 3.5 bathroom home! Flowing open concept is perfect for entertaining with plenty of space throughout.

$675,000

2149 REDMARK LANE
WINTER GARDEN, Florida

5Bedroom(s)
3Bathroom(s)
51Picture(s)
3,290Sqft
**WINTER GARDEN GATED COMMUNITY** **OVERSIZED PREMIUM LOT -- NEARLY 1/4 ACRE -- FULLY FENCED -- NO REAR NEIGHBORS** **HARDWOOD FLOORING** **HUGE 3-CAR GARAGE** **LOW HOA** Welcome to this beautiful home located in Winter Garden's GATED Carriage Pointe neighborhood! Starting with great curb appeal, this home features an upgraded stone front elevation, beautiful mature trees & landscaping

$780,000

781 ORANGE BELT LOOP
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
36Picture(s)
3,074Sqft
One or more photo(s) has been virtually staged. Your search is over! Located in the golf cart district of Winter Garden and just minutes from the Historic Downtown Winter Garden this home offers a rare opportunity. Heritage at Plant is a lovely community that has wonderful amenities such as a delightful pool with covered seating at the pool house in close proximity to the home.
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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.