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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$560,000

10287 MEMOIR AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
25Picture(s)
2,089Sqft
Here is your opportunity to own this single-story home in Storey Grove. The exterior features a neatly landscaped yard, inviting front porch and a substantial fenced in backyard with a covered lanai. The beautiful interior of this home boasts 2,089 heated square feet. You'll appreciate the open island kitchen with quartz countertops, espresso cabinets, stainless steel appliances.

$798,800

1826 JEAN MARIE DRIVE
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
53Picture(s)
3,435Sqft
Custom video http://www.1826jeanmarie.site/mls This one checks EVERY BOX on your wish list at a price so good you will find yourself checking it 2 or 3 times to make sure you saw it right. Perfectly laid out / timeless Ravenwood floor plan by Taylor Morisson on premium lot behind the gates of Carriage Pointe with NEW ROOF !!! .

$485,000

9255 GRAND ISLAND WAY
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
25Picture(s)
1,838Sqft
Welcome to 9255 Grand Island Way. This home offers three bedrooms, two and half baths and a two car garage. We are located in the great community of Watermark in Winter Garden, in one of that fastest growing communities in the country - HAMLIN. Here you can enjoy living in a community with top-rated schools and many fantastic shops, restaurants, amenities, as well as being a few miles from Disney.

$425,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
45Picture(s)
1,396Sqft
Rare find in financeable building. Strong rental record with great view of pond and larger lake. Fireword viewing depending on the Disney fireworks park and show. Property is part of the on-site rental program and must remain in program. Owners can stay in unit up to 170 days per year, it will need to be rented the other days.

$975,000

15137 SHONAN GOLD DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
37Picture(s)
3,978Sqft
Welcome home to this amazing luxury 4 bedroom, 4 bath, close to 4,000 sq ft home located in the highly sought after community of Overlook II at Hamlin in Winter Garden. You will not be disappointed! Upon entering the home you will find a large open office with French doors, custom wood built in cabinetry and tons of light.

$484,999

15157 SUNRISE GROVE COURT
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
24Picture(s)
2,360Sqft
Huge 2360 SF townhome built by M/I Homes in private gated community, Hickory Hammock, with a 2-car garage, vacant and ready to go!! MAINTENANCE FREE townhouse living includes exterior maintenance and repairs , landscaping, resort style pool, tennis courts, fully stocked gym, and miles of sidewalk for exercising and a nature trail for hiking.

$863,620

1254 CIVITAS WAY
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
15Picture(s)
2,763Sqft
Under Construction. Contemporary design and classic appeal blend to create the brilliant Seaside dream home plan. Your open floor plan provides a sensational expanse of enhanced livability and decorative possibilities. Spend quality time together in the shade of your covered porch and extended lanai.

$595,000

9338 TYRELLA PINE TRAIL
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
39Picture(s)
1,868Sqft
You will love this beautiful 4 bedrooms, 2.5 bathrooms, 2 car garage home located in the desirable Watermark community in Winter Garden. Home is perfectly located near the clubhouse (5min walk distance), all tile on the first floor and tray ceiling in the master suite.

$580,000

608 HEARTHGLEN BOULEVARD
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
28Picture(s)
2,337Sqft
Welcome to the community of Oakglen Estates situated within Winter Garden city limits and just a few minutes away from thernhistoric Winter Garden shops and restaurants.

$2,990,000

7803 SKIING WAY
WINTER GARDEN, Florida

6Bedroom(s)
7Bathroom(s)
62Picture(s)
5,657Sqft
Capture and enjoy Florida Life in this custom lakefront home in the quaint waterski development of “Isles of Lake Hancock” rnThis 6-bedroom, 7-bath custom built home has deeded 110’ lake access with a private, covered boat dock and was built in 2015 and at the end of a cul-de-sac giving less traffic and a peaceful feel.

$795,000

15510 BELLE MEADE DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
4Bathroom(s)
88Picture(s)
3,183Sqft
It used to be a model home, beautifully kept by one owner, still showing like a model home with lots of upgrades. 4 bedrooms and 4 full bathrooms and a huge bonus room upstairs with a full bathroom and a walk-in closet, perfect for the home office, game room, movie room or a guest quarter, Plus office by the entrance with high ceiling.

$1,500,000

15160 CANOE PLACE
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
39Picture(s)
4,089Sqft
Welcome to the beautiful Toll Brothers home. Don't miss the opportunity to own this stunning 5 Bedroom Pool Home in Lakeshore. As you open the large custom door to this breath taking home you will be amazed with all of the details, charming character and open floor plan. The home is a 5 bedroom 4 full bathrooms and one half bathroom.

$430,000

16039 JUNIPER INLET ALLEY
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
73Picture(s)
1,568Sqft
Welcome home to Waterleigh in Horizon West. Immaculate MOVE IN READY 3 bedroom/ 2.5 bathroom townhome in the quiet Waterleigh community. Home has been perfectly maintained. Open floor plan features kitchen overlooking the living and dining rooms. Kitchen amenities include granite countertops, white cabinetry and tons of cabinet space.

$985,000

17981 GOURD NECK LOOP
WINTER GARDEN, Florida

7Bedroom(s)
5Bathroom(s)
41Picture(s)
4,704Sqft
This gorgeous 7 bedroom, 5 bathroom home comes fully furnished and is move-in ready. Walking through the front door, you will be greeted by a formal living room and a dining room. You will then find an open floor plan with the kitchen which flows into an additional dining area and the great family room.

$340,000

449 CHARLOTTE STREET
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
19Picture(s)
1,202Sqft
One or more photo(s) has been virtually staged. This charming 3 bedroom, 2 bathroom, 1 car garage home is now on the market! You’ll enjoy preparing meals in the gorgeous kitchen with sleek counters, tiled backsplash, stainless appliances, and beautiful spacious cabinetry. Entertaining is a breeze with this great floor plan complete with beautiful laminate flooring.

$1,200,000

16068 BLACK HICKORY DRIVE
WINTER GARDEN, Florida

5Bedroom(s)
5Bathroom(s)
77Picture(s)
4,178Sqft
STUNNING EXECUTIVE HOME in highly sought-after gated Hickory Hammock at Johns Lake Community that is sure to impress! OVER $100K IN UPGRADES!!! Gorgeous and exceptionally maintained! Beautiful curb appeal on a nicely landscaped large corner lot (almost one-third acre).

$528,800

16713 HERONGATE DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
43Picture(s)
2,014Sqft
Check out the custom video www.16173herongate.digital/mls Unheard of price and value for this 2 year new Cordelle model in sought after community of Waterleigh. Boasting an open floor plan, DOWNSTAIRS Owners suite, all the right color selections and a BONUS ROOM ! Amazing kitchen with plenty of counter space, large prep island, white shaker cabinets and SS appliances.

$479,000

524 SPRING LEAP CIRCLE
WINTER GARDEN, Florida

5Bedroom(s)
3Bathroom(s)
1Picture(s)
2,910Sqft
Two-story single-family home with two family rooms, formal rooms, and lots of room for home office. Close proximity to shopping, major roadways, and lots of restaurants, just a short drive to the theme parks. This price reflects the need for new paint and carpet. Come see today.

$565,000

15223 SHONAN GOLD DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
3Bathroom(s)
43Picture(s)
2,124Sqft
Spectacular Key West style cottage home in the highly desirable community, Overlook at Hamlin! Boasting 3 beds, 3.5 baths, with gorgeous master bedroom/master bath suite. Two-story soaring high ceiling foyer is sure to impress you.

$1,299,950

14327 UNITED COLONIES DRIVE
WINTER GARDEN, Florida

6Bedroom(s)
5Bathroom(s)
34Picture(s)
5,096Sqft
Don't miss this rare opportunity to own one of the most desired floorplans in one of the most sought-after communities in Winter Garden! The "Bishop " located at The Overlook at Hamlin has it all. *Fresh Interior Paint throughout! * As you approach the home you are greeted by a brick paved driveway and a side entry 3 car garage, tile roof and covered front entry.

$700,000

15042 MARBLED GODWIT DR
WINTER GARDEN, Florida

3Bedroom(s)
3Bathroom(s)
70Picture(s)
2,098Sqft
Enjoy this stunning like-new home (built in 2019) in the lovely SUMMER LAKE Community.This home has 3 bedrooms, 3 full bathrooms, a paved patio, a LED studio for music or gaming in the garage, and garage storage cabinets. High ceilings, upgraded vinyl flooring on the first level and up the stairs. Modern kitchen with a large center island that overlooks the living room.

$439,900

7375 DUXBURY LANE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
32Picture(s)
1,912Sqft
Welcome to the desirable and well-sought after community of "Lakeview Pointe", tucked in the heart of Winter Garden and close to the heart of downtown Windermere and downtown Winter Garden. Conveniently located and minutes from Disney, Epcot, Disney Springs, Winter Garden Village, Orange County National Golf Course.

$564,695

12043 BRACCO STREET
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
1Picture(s)
2,114Sqft
Pre-Construction. To be built. Brand NEW energy-efficient home ready August 2022! Unsegregated Parcel ID 28-24-27-0000-00-024. Open first floor boasts a spacious great room and dining area that flow seamlessly together. Upstairs primary suite features an oversized walk-in closet, dual sinks, and a standing shower. Lovely Ellison Bungalow around the corner from the Amenity Center.

$925,000

14340 MAGNOLIA RIDGE LOOP
WINTER GARDEN, Florida

6Bedroom(s)
4Bathroom(s)
46Picture(s)
4,963Sqft
One or more photo(s) has been virtually staged. When a CONVENIENT LOCATION, a meticulous home with wide open spaces and a sought after RESORT STYLE COMMUNITY all come together, it creates an ideal place to call 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.