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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$455,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
20Picture(s)
1,396Sqft
THE GROVE RESORT is ORLANDO'S MOST POPULAR LUXURY VACATION HOME RESORT. Be Part of the Magic located only 6 miles away from WALT DISNEY WORLD THEME PARKS. THE GROVE RESORT is close to all Central Florida’s attractions.

$453,000

15943 MARINA BAY DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
31Picture(s)
1,767Sqft
Welcome to Hawksmoor community in Winter Garden! This charming townhouse boasts 3 bedrooms and 2.5 bathrooms, offering a perfect blend of comfort and elegance. Upon entering, you're greeted by a versatile space, ideal for a formal dining area or a home office, setting the tone for convenience and functionality.

$850,816

14211 LANYARD WAY
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
19Picture(s)
3,038Sqft
Under Construction. Images shown are for illustrative purposes only and will differ from the actual home. Biscayne on Lot 64offers 4 Bedrooms, 3 baths and a 2 Car Garage. Ready Winter 2024 Design Center Pricing included. Discover the allure of the Horizon West area and the vibrant pulse of Downtown Orlando, where Dream Finders Homes proudly presents Serenade at Ovation.

$849,394

13266 PEACEFUL MELODY DRIVE
WINTER GARDEN, Florida

5Bedroom(s)
3Bathroom(s)
27Picture(s)
3,076Sqft
Under Construction. Images shown are for illustrative purposes only and will differ from the actual home. Anna Maria Bonus on Lot 119 offers 5 Bedrooms. 3 baths and a 2 Car Garage. Ready Winter 2024 Design Center Pricing included. Discover the allure of the Horizon West area and the vibrant pulse of Downtown Orlando, where Dream Finders Homes proudly presents Serenade at Ovation.

$828,118

14199 LANYARD WAY
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
29Picture(s)
3,065Sqft
One or more photo(s) has been virtually staged. Under Construction. Images shown are for illustrative purposes only and will differ from the actual home. Captiva on Lot 66 offers 5 Bedrooms, 4 baths and a 2 Car Garage. Ready Winter 2024 Design Center Pricing included.

$752,442

13272 PEACEFUL MELODY DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
3Bathroom(s)
15Picture(s)
2,334Sqft
Under Construction. Images shown are for illustrative purposes only and will differ from the actual home. Lexington Bonus on Lot 120 offers 3 Bedrooms, 3.5 baths and a 3 Car Tandem Garage. Ready Winter 2024 Design Center Pricing included. Discover the allure of the Horizon West area and the vibrant pulse of Downtown Orlando, where Dream Finders Homes proudly presents Serenade at Ovation.

$1,050,000

919 ALPHERETTA ALLEY
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
69Picture(s)
2,750Sqft
Indulge in the epitome of luxury living with this extraordinary PARK-front residence, nestled in the esteemed Oakland Park community, a Parade of Homes award-winner. This corner lot home offers a serene, island-like ambiance with an expansive park at the front and lush green space behind the garage. This highly coveted Seaside floorplan boasts 4 bedrooms (including a first-floor primary suite), 3.

$900,000

1117 VINSETTA CIRCLE
WINTER GARDEN, Florida

5Bedroom(s)
3Bathroom(s)
45Picture(s)
3,273Sqft
This stunning 5-bedroom, 3-bathroom pool home boasts 3,273 square feet of luxury living space in Winter Garden! With its 3-car garage, expansive driveway, and impeccably groomed front lawn, this residence offers a grand entrance, complete with a charming covered front porch so guests already feel welcomed upon arrival.

$1,300,000

5074 BREEZY ACRES STREET
WINTER GARDEN, Florida

7Bedroom(s)
4Bathroom(s)
66Picture(s)
4,720Sqft
Welcome to your dream home in the sought-after community of Wincey Groves in the heart of Hamlin, located within a top-tier school district and designed to exceed every expectation. The "Sweetwater" floor plan combines spacious elegance with functional design, making it perfect for both lively gatherings and quiet family moments. This stunning residence boasts 7 bedrooms, 4.

$599,000

7178 MALEBERRY RUN
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
54Picture(s)
2,094Sqft
A MESMERIZING POND and a street filled with MAGNIFICENT TREES welcome you to this beautiful ONE-STORY HOUSE! Nestled in the desired community of Independence, this gem has lots to offer! With a relaxing view of the pond and nature, the cozy front porch invites you to this spacious floorplan, covered in beautiful Luxury Vinyl flooring through all common areas (and the primary bedroom/bathroom).

$450,000

15214 MURCOTT BLOSSOM BOULEVARD
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
25Picture(s)
1,868Sqft
Have you ever dreamt about having an enchanting view of the DISNEY FIREWORKS every night? I am here to make your dreams come true! Your stunning future home is nestled in the highly sought after Highlands of Summerlake in the beautiful Horizon West.

$685,000

13773 JOMATT LOOP
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
59Picture(s)
2,671Sqft
Book your one way ticket HOME to Cypress Reserve and experience the “Tahiti” floor plan by Taylor Morrison! Built in 2019, this thoughtful one story design is centered around a massive great room where the formal living room, kitchen, dinette (playroom) and covered lanai have a cohesive flow.

$975,000

370 RAILROAD AVENUE
WINTER GARDEN, Florida

5Bedroom(s)
2Bathroom(s)
50Picture(s)
2,629Sqft
Shows like a model! You’ll love everything about this custom built (2023) 5BR home in a well-established neighborhood in desirable Winter Garden. It starts with nice curb appeal – traditional façade with quaint front porch, attractive landscaping and paver driveway greet you upon arrival. Layout boasts common living space on the ground floor with bedrooms upstairs.

$679,000

207 JAMES DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
45Picture(s)
1,991Sqft
LOCATION~LOCATION~LOCATION!! Downtown Historic Winter Garden home within the golfcart district!! Do not miss this opportunity to purchase this charming almost 2000 square foot home located on a CORNER quarter acre lot in the heart of the most desirable area in Orlando! Golfcart to dinner, shopping, local bars, highly coveted Farmers Market or bike the 26 mile WEST ORANGE TRAIL!! This charming home

$539,485

12205 BRACCO STREET
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
1Picture(s)
2,114Sqft
Under Construction. Brand new, energy-efficient home available by Jun 2024! 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. Visit the Highland Ridge community and explore new bungalow homes for sale in Winter Garden, FL.

$2,100,000

1017 JOHNS POINT DRIVE
WINTER GARDEN, Florida

5Bedroom(s)
6Bathroom(s)
46Picture(s)
6,141Sqft
Lakefront Home! Incredible 5 bedroom, 6 bath Home on pristine John's Lake, residents can enjoy panoramic views and vibrant sunsets, along with various water activities such as boating and jet skiing. The home is situated on almost one acre of land in a private, gated community on a quiet cul-de-sac, this home offers serene surroundings and exclusive lakefront access.

$980,000

10091 AUSTRINA OAK LOOP
WINTER GARDEN, Florida

6Bedroom(s)
4Bathroom(s)
68Picture(s)
4,475Sqft
stunning move in ready Meritage Homes ' 56Bedroom/4 full Bath/1 half bath, w/Bonus Room & Loft, in the desirable ‘Watermark’ neighborhood in the heart of the sought after ‘Horizons West’ community. feels like a BRAND NEW home and includesf, energy efficient windows, You are welcomed to the front entry of the home to a large open porch area and welcomed in to the home .

$550,000

15106 MASTHEAD LANDING CIRCLE
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
41Picture(s)
2,154Sqft
Welcome to Stoneybrook West, a gated and guarded single-family home community in historic Winter Garden, Florida. Nestled amongst the lush, palm tree-lined fairways of a championship golf course, surrounded by dozens of ponds, and a 212-acre lake, Stoneybrook West offers an active, family-friendly lifestyle for its residents.

$325,000

146 DEEPCOVE ROAD
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
26Picture(s)
1,293Sqft
Welcome to this Winter Garden corner townhome in the gated community of Daniels Landing! This charming residence boasts a one-car garage and courtyard in addition to access to a community pool, clubhouse, and walking paths perfect for relaxation and social gatherings. The home offers a comfortable living space with two upstairs bedrooms, creating a cozy atmosphere for residents.

$809,370

16225 SILVER BROOK WAY
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
7Picture(s)
2,950Sqft
Under Construction. Brand new, energy-efficient home available by Oct 2024! Photos are of builder model home. The main floor features an open kitchen island work area overlooking the dining room and spacious family room. Enjoy outdoor living on the covered porch or back lanai. First floor den and hobby room offer great workspaces.

$680,000

11168 ROBERT FROST DRIVE
WINTER GARDEN, Florida

5Bedroom(s)
3Bathroom(s)
67Picture(s)
3,014Sqft
Step into your new home, perfectly situated minutes from the enchantment of Disney, yet quietly removed from the hustle and bustle. Here, tranquility is your closest neighbor, with a peaceful backdrop where no rear neighbors encroach upon your privacy. The heart of the home is an expansive loft that invites casual relaxation or vibrant gatherings, seamlessly blending comfort with versatility.

$701,900

17878 HITHER HILLS CIRCLE
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
34Picture(s)
3,314Sqft
Under Construction. Lake Apopka Sound presents the Summerlin. This all concrete block construction, two-story home optimizes living space with an open concept layout. As you enter the foyer you are greeted with a flex room and a half bathroom.

$680,000

16417 PARABLE WAY
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
23Picture(s)
2,494Sqft
One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. FENCE HAS BEEN INSTALLED IN THE BACKYARD* Brand new property in the desirable area of Winter Garden. This property features 4 bedrooms, 3 bathrooms and a specious backyard fully fenced in. The community offers great amenities such as pool, gym and a club house.

$550,000

11343 GREAT ROCK STREET
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
35Picture(s)
1,717Sqft
One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Property is rented for the full year, perfect for investors!! Enjoy living in this beautiful two-story home that includes an amazing pond view, four bedrooms, and three bathrooms. The kitchen and island overlook the large combination of family and dining room.
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Erica Diaz - Winter Garden Realtor

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.