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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$710,000

815 SANTEE TERRE LANE
WINTER GARDEN, Florida

5Bedroom(s)
3Bathroom(s)
11Picture(s)
2,891Sqft
pro pics coming soon. FIRST TIME FOR SALE BY THE ORIGINAL OWNER. 5 bed with BONUS ROOM, screened POOL, 3 car garage , NEW ROOF in 2021 and new water heater. Over 2800 sq ft in a timeless floor plan with primarily one story living and BONUS room above the 3-car garage. Open kitchen to family room, high ceilings, large formal living and dining room area and spacious owners suite.

$1,480,000

15234 SHONAN GOLD DRIVE
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
71Picture(s)
4,369Sqft
This home is beautiful and has upgrades all over. It is a very open and inviting floor plan, has dual master suites, jack and Jill bedrooms, full guest bedroom, loft and more. Kitchen is open and spacious and backyard is priceless. The Overlook neighborhood is a master-planned community with clubhouse, resort-style pool, fitness center and private boat ramp to Lake Hancock.

$950,000

8887 SONOMA COAST DRIVE
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
30Picture(s)
3,227Sqft
This Magnificent Home is for Sale, located in the desirable Waterleigh community in Winter Garden, home was built in 2021, it is in excellent condition, like new! it has 5 bedrooms and 4.5 bathrooms, huge Family room upstairs, custom design closets, it has a large gourmet kitchen equipped with stainless steel appliances and granite countertops, an area spacious dining room and a cozy living room.

$850,000

17417 MARSH ROAD
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
23Picture(s)
2,829Sqft
WINTER GARDEN IS LOCATION, LOCATION, LOCATION IN CENTRAL FLORIDA. THIS VERY SPACIOUS POOL HOME SITS ON JUST UNDER SIX ACRES. THE HOME FEATURES TWO FIREPLACES, WIDE OPEN LIVING AREAS, A FRONT PORCH, POOL AND DECK, STORAGE, ACRES AND ACRES ZONED A-1. GREAT FOR PLANT NURSERIES, RAISING LIVESTOCK, STORAGE FOR BUSINESS, WHATEVER YOU DESIRE FOR HOME, AND LAND USE.

$578,990

14410 SHAMAN WAY
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
38Picture(s)
2,107Sqft
Under Construction. Under Construction! Stunning Robinson floor plan located in the highly sought after community of Lake Apopka Sound. All homesites are oversized at 85' x 135'. 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.

$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.

$390,000

1628 SCARLET OAK LOOP
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
12Picture(s)
1,699Sqft
Top six things you need to know: 1. Updated kitchen; New sealed granite countertop and stainless farm sink. 2. Updated master bath; Large shower with enclosure recently installed. 3. New AC installed in 2019. 4. Plantation shutters throughout. 5. Close to Plant Street area of Winter Garden. 6. Water/Pond view right outside your living room door.

$698,000

13688 KILLEBREW WAY
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
47Picture(s)
2,852Sqft
Welcome home to sought after Cypress Reserve! This beautiful like new 4/3 single story home. This home has an Open floor plan that centers around the Gathering/Family Room, offers plenty of space for family, friends, work space and perfect for entertaining.

$449,000

8108 WOOD SAGE DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
39Picture(s)
1,842Sqft
Welcome home this this beautiful 3-bedroom, 2.5-bathroom townhome located in the Summerlake community in Horizon West, Winter Garden. This townhome was built by Beazer homes in 2016 with energy efficient features. Without neighbors across the street, it has unobstructed views of the soon to be built park and recreation area.

$465,000

13890 TITLE WAY
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
58Picture(s)
1,717Sqft
Welcome to your dream townhome at Storey Grove in picturesque Winter Garden! This stunning 3-bedroom, 2.5-bathroom residence offers the perfect blend of modern elegance and convenience.rnrnAs you enter, you'll be greeted by an open and inviting living space adorned with sleek, wood-like flooring throughout the entire first floor.

$625,000

16960 TRADEWIND POINT
WINTER GARDEN, Florida

3Bedroom(s)
3Bathroom(s)
37Picture(s)
2,503Sqft
Nestled in the heart of Winter Garden, FL, at 16960 Tradewind Point, you'll discover a splendid single-family residence that offers the perfect blend of style, comfort, and community amenities. With two floors of well-designed living space, this home promises a lifestyle of convenience and relaxation.

$626,740

11072 SOUND SHORE DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
38Picture(s)
2,489Sqft
Under Construction. In the Waterleigh Community, The Clearden is a 4 bedroom/3.5 bath home with the master bedroom, 2 guest bedrooms, and a loft area upstairs. There is also a guest suite downstairs. The upstairs master bathroom features double sink with granite tops and a large walk-in closet.

$250,000

340 DOUGLAS WAY
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
19Picture(s)
930Sqft
Beautiful 2/2 Condo located in a quiet winter Garden neighborhood. Easy access to Hwy 429 and SR 408. Close to shops, restaurants and downtown Winter Garden.

$538,000

4958 CITRUS LEAF BLVD
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
12Picture(s)
1,788Sqft
LOCATION, LOCATION, LOCATION !!!rnrnWhy wait to build if you can have this brand new house available now!rnrnWelcome to your dream bungalow in the heart of Horizon West, Florida! This charming 3-bedroom, 2.5-bathroom home is the epitome of comfortable and convenient living.

$220,000

170 WINDTREE LANE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
14Picture(s)
918Sqft
Welcome to Winter Garden! Conveniently located close to shopping centers and major roads, this 2 bedrooms/ 2 baths condominium with an open layout and a walk-in closet, is ready for its new owner. Come and take a look at this place and make it yours.

$555,000

15926 MOONLIGHT BAY STREET
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
31Picture(s)
2,029Sqft
If you are looking for resort-style living, take a look at this stunning fairly new eco-friendly solar home in the highly desirable Waterleigh community Wintergarden, Horizon West within a few minutes from Disney World.

$559,900


WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
13Picture(s)
1,770Sqft
Brand-new home built with innovative, energy-efficient features designed to help you enjoy greater savings, better health, true comfort and peace of mind. Experience luxury and comfort in this 3-bedroom, 2.5-bathroom home located in the desirable Silverleaf bungalow community.rnUpon entering, you will be greeted by the absence of carpet replaced by flooring that exudes sophistication.

$560,000

5579 CYPRESS HILL ROAD
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
88Picture(s)
1,997Sqft
This 3 bed, 2.5 bath, two-story single-family home is bright and inviting. The interior has been meticulously maintained. From its elegant interior to the vibrant community amenities, this home has it all. Enjoy the tranquility of a pond view that also offers a front-row seat to Disney's enchanting fireworks displays.

$619,000

13162 MORO COURT
WINTER GARDEN, Florida

5Bedroom(s)
3Bathroom(s)
17Picture(s)
2,521Sqft
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. BRAND NEW CARPET THROUGHOUT. ALL BEDROOMS ARE LOCATED UPSTAIRS. RECENTLY PAINTED INSIDE AND OUTSIDE.

$1,998,800

16611 BROADWATER AVENUE
WINTER GARDEN, Florida

7Bedroom(s)
7Bathroom(s)
69Picture(s)
5,446Sqft
Highly sought after Granada floor plan offering a perfectly designed and hard to find 7 bedroom LAKE FRONT HOME. Set on the shore line of 2,580 ACRE Johns Lake, offering the lake life out your back yard. Johns Lake spans two counties and is famous for its trophy bass fishing. The Granada floor plan IS A TRUE BEHEMOTH boasting well over 5,000 htd sq ft, 2 master suites, one up and one down...

$525,000

502 HIGHLAND AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
1Bathroom(s)
23Picture(s)
2,102Sqft
Location, location, location*HISTORIC WINTER GARDEN***NO HOA*** Currently a 3br/1ba mid-century SOLID-BLOCK single family home. Short walk or golf-cart ride to Plant Street. Completly remodeled. New roof, plumbing, kitchen, flooring etc.

$225,000

46 WINDTREE LANE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
19Picture(s)
918Sqft
Step into this well updated and inviting 2-bedroom, 2-bathroom condominium, right in Winter Garden, FL. Located on the second floor, this home offers a delightful blend of comfort and style, with natural light flowing through the living space and bedrooms, creating an airy ambiance for relaxation and gatherings.

$839,900

14198 CREEKBED CIRCLE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
48Picture(s)
3,232Sqft
**Seller currently has a 3% interest loan on the house that they are willing to work out with buyers to assume if buyer meets criteria**rnrnBetter than new! Welcome to the only custom home in Bradford Creek. This custom floor plan is one of a kind and is the only one like it in Bradford Creek.

$325,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
79Picture(s)
1,396Sqft
HIGHLY MOTIVATED SELLER! BRING AN OFFER! Welcome to The Grove, a secluded condo-hotel set on the shores of Lake Austin, just west of the Walt Disney World® Resort. Turning into the community from Avalon Road, you will be pleasantly surprised driving to the community, with its palm tree lined streets and the water park, with the condo buildings towering overhead.
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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.