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.
$770,750
9523 EMERALD BERRY DRIVE
WINTER GARDEN, Florida
4Bedroom(s)
3Bathroom(s)
17Picture(s)
2,923Sqft
Under Construction. Summerlake Reserve is an intimate community of 41 homesites, nestled in a tranquil setting, with the convenience of being close to everything Horizon West has to offer; A rated schools, shopping, dining, & entertainment! This Baldwin home offers 4 bedrooms, 3.5 bathrooms all beautifully accented with a home office with barn doors and included loft.
$799,365
9522 EMERALD BERRY DRIVE
WINTER GARDEN, Florida
4Bedroom(s)
3Bathroom(s)
4Picture(s)
3,211Sqft
Pre-Construction. To be built.
$620,000
17391 BAL HARBOUR DRIVE
WINTER GARDEN, Florida
4Bedroom(s)
2Bathroom(s)
52Picture(s)
2,782Sqft
This home has so much to offer! No Rear Neighbors! Built in 2019 and filled with upgrades! As you walk into the home you are greeted with high ceilings and beautiful wood-look ceramic tile. The open floorplan gives you plenty of room for entertaining, along with your gourmet kitchen decked out with stainless steel appliances, a gas stove, and beautiful quartz countertops.
$580,000
14755 MASTHEAD LANDING CIRCLE
WINTER GARDEN, Florida
4Bedroom(s)
2Bathroom(s)
39Picture(s)
2,258Sqft
Situated in the sought-after Stoneybrook West community, this stunning 4-bedroom, 2-bathroom home offers the perfect blend of comfort, style, and convenience. With a new roof installed in 2019, this meticulously maintained residence boasts a prime location and a host of desirable features.
$678,800
8091 BOWERY DRIVE
WINTER GARDEN, Florida
4Bedroom(s)
3Bathroom(s)
52Picture(s)
2,127Sqft
Presenting an exquisite corner-lot home for sale in the very desirable Horizon West, boasting a spacious open floor plan and split bedrooms for added privacy and convenience. With 3 bedrooms and 3 bathrooms plus a den, this elegant residence offers a harmonious blend of functionality and style.
$1,100,000
20 DIVISION STREET
WINTER GARDEN, Florida
4Bedroom(s)
2Bathroom(s)
50Picture(s)
2,729Sqft
Location, Location, location! Welcome to your dream home located in the heart of Winter Garden. Just 1 block to the West Orange trail, 3 blocks to Lake Apopka and 2 minutes away from downtown Plant street. This stunning 4-bed, 2 bath boasts 2700 sq ft of meticulously remodeled living space. 2018 roof, 2018 HVAC, 2022 plumbing, 2022 electrical and all new windows in 2018.
$627,000
148 BLUE STONE CIRCLE
WINTER GARDEN, Florida
3Bedroom(s)
3Bathroom(s)
36Picture(s)
2,323Sqft
One or more photo(s) has been virtually staged. Welcome to your new oasis! This property boasts a natural color palette throughout, highlighting the beauty of every room. The kitchen features a center island, nice backsplash, and partial flooring replacement in some areas. The master bedroom includes a walk-in closet for ample storage.
$525,000
15010 SAWGRASS BLUFF DRIVE
WINTER GARDEN, Florida
3Bedroom(s)
2Bathroom(s)
28Picture(s)
1,673Sqft
**Video Tour Available** Welcome to this FULLY FURNISHED home in John’s Lake Pointe! This community is connected to great schools, has great amenities and is close to all of the fun of the quintessential Central Florida Lifestyle. When you turn onto Sawgrass Bluff Dr., you’ll find the charming curb appeal with the large shade tree and paver driveway.
$1,250,446
10453 ATWATER BAY DRIVE
WINTER GARDEN, Florida
4Bedroom(s)
3Bathroom(s)
25Picture(s)
3,416Sqft
Under Construction. Waterleigh presents the Kallan. This beautifully designed Emerald Home contains elegant exteriors and high-end features. The all concrete block construction two story home features 4 bedrooms and 3.5 baths. Create your dream home with optional upgrades and customizations available.
$1,262,881
10459 ATWATER BAY DRIVE
WINTER GARDEN, Florida
5Bedroom(s)
3Bathroom(s)
40Picture(s)
3,911Sqft
Under Construction. North Haven presents the North Haven. This two-story Emerald Home contains elevated designs, elegant exteriors and high-end features. The spacious all concrete block construction home features 5 bedrooms, 3.5 baths, flex space and a game room. A beautiful porch welcomes you, as you enter the foyer, you’ll find a flex room perfect for work or play and a powder room.
$1,235,756
10465 ATWATER BAY DRIVE
WINTER GARDEN, Florida
4Bedroom(s)
3Bathroom(s)
25Picture(s)
3,416Sqft
Under Construction. Waterleigh presents the Kallan. This beautifully designed Emerald Home contains elegant exteriors and high-end features. The all concrete block construction two story home features 4 bedrooms and 3.5 baths. Create your dream home with optional upgrades and customizations available.
$485,000
9597 AMBER CHESTNUT WAY
WINTER GARDEN, Florida
4Bedroom(s)
2Bathroom(s)
38Picture(s)
1,948Sqft
Discover your dream home in Winter Garden's serene Watermark community! This stunning 4-bedroom, 2.5-bathroom townhouse merges luxury with comfort, perfect for families or anyone looking for a delightful sanctuary close to Orlando's attractions. Inside, a welcoming entryway leads into an open-concept living room, kitchen, and dining area, designed for memorable gatherings.
$775,000
5536 MYRTLE PINE LANE
WINTER GARDEN, Florida
5Bedroom(s)
3Bathroom(s)
65Picture(s)
3,948Sqft
Welcome to your dream home at Orchard Hills, where luxury meets functionality in this meticulously crafted jewel. Situated with no rear neighbors, this exquisite residence boasts unparalleled privacy and tranquility, backing onto conservation land. This stunning property offers 5 bedrooms, 3.5 baths, plus a loft, providing ample space for comfortable living and entertaining.
$420,000
14797 PEEKSKILL DRIVE
WINTER GARDEN, Florida
3Bedroom(s)
2Bathroom(s)
59Picture(s)
1,644Sqft
Beautiful and nicely maintained 3/2.5 Townhouse located in the sought after Independence community close to Disney World, shopping areas and lots of restaurants. Community amenities include two swimming pools, two Clubhouses, two Fitness centers, arcade, billiards, basketball court, tennis courts, playgrounds, parks, hiking and biking trails, and boat ramps.
$2,999,000
7233 WILD BLACKBERRY TRAIL
WINTER GARDEN, Florida
5Bedroom(s)
6Bathroom(s)
54Picture(s)
5,500Sqft
Court ordered sale!! Recently completed, new construction lakefront home. When you walk through the front door you will be impressed with the stunning lake views of beautiful Lake Hancock. Located on a private ski lake that hosted the world record master craft ski jumping contest in Isle of Lake Hancock.
$894,900
7942 SUMMERLAKE POINTE BOULEVARD
WINTER GARDEN, Florida
4Bedroom(s)
2Bathroom(s)
40Picture(s)
3,536Sqft
HUGE PRICE REDUCTION!!!!! In the early 1990's a group of property owners in West Orange County worked in partnership with Orange County to create a master plan that included six self-sustaining villages, a visionary mixed-use community with strict development standards. Each village includes a variety of housing, shopping and services, parks and recreation, and neighborhood schools.
$317,000
1203 EDGEWAY DRIVE
WINTER GARDEN, Florida
3Bedroom(s)
1Bathroom(s)
12Picture(s)
1,269Sqft
Recently renovated in 2021, this ranch has been updated with neutral grays, white shaker cabinets and granite countertops. The open floor plan boasts a kitchen peninsula and built-in storage in the living room. In 2021, a new roof and HVAC system was installed. The entire house was replumbed and rewired in 2021. This house is being sold "As Is.
$366,000
14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida
3Bedroom(s)
2Bathroom(s)
24Picture(s)
1,396Sqft
Be part of the magic, owning this unique property at the recognized top vacation destination: The Grove Resort & Water Park. The Surfari Water Park has been continuously awarded as the top resort Water Park in central Florida: lazy river, water slides, big pool, splash zone, and and the surf simulator next to the Longboard Bar.
$569,900
5545 BOWMAN DRIVE
WINTER GARDEN, Florida
2Bedroom(s)
2Bathroom(s)
79Picture(s)
1,998Sqft
This is where YOUR Story Begins...Whether you are First Time Home Buyers and starting a new Family - or whether you're downsizing and looking for a cozier nest, let this Home Sweet Home embrace you with Warmth and Open Arms. This home is in the sought after community of HAMLIN in Winter Garden.
$695,000
15533 TANGELO TWIST ALLEY
WINTER GARDEN, Florida
4Bedroom(s)
3Bathroom(s)
24Picture(s)
2,476Sqft
This two-story house in Winter Garden, Florida, offers comfort and modern style in a charming setting. With 4 bedrooms, 3 full bathrooms, and one-half bathroom, it's perfect for families. The ground floor features a living room, formal dining room, and family room. PROPERTY WITH PREMIUM CORNER LOT AND BEAUTIFUL GURMET KITCHEN.
$269,000
14200 AVALON ROAD
WINTER GARDEN, Florida
2Bedroom(s)
2Bathroom(s)
52Picture(s)
1,203Sqft
For sale is a spacious and fully renovated two-bedroom, two-full-bath condo. Luxury vinyl flooring graces every corner of this unit. The kitchen boasts upgraded features such as solid surface countertops and stainless steel appliances. The master bedroom is a haven, complete with a private covered patio, a walk-in closet, a stand-up shower, and a separate bathtub.
$399,900
1579 PRIORY CIRCLE
WINTER GARDEN, Florida
3Bedroom(s)
2Bathroom(s)
14Picture(s)
1,780Sqft
Welcome home to this amazing townhome in the desirable community of Westbrook at Stoneybrook West! This home is one-of-a-kind since it is one of the largest floorplans in the community. Upon entering the townhome, you are warmly welcomed by an open entry that flows to the living room, private patio with storage closet, and kitchen with bar counter and dining area.
$759,000
10289 SPRING SHORES DRIVE
WINTER GARDEN, Florida
4Bedroom(s)
3Bathroom(s)
48Picture(s)
2,840Sqft
LOCATION!!LOCATION!!! FULLY FURNISHED!! Welcome to the Winter Garden community of Waterleigh.
This home has a 4-bedrooms + 1 OFFICE/FLEX ROOM, 3.5-bathrooms
The gourmet kitchen has a WALK IN PANTRY, the OPEN CONCEPT integrating with the living/ dinning area.
You have a very large backyard, with a COVERED and oversized SCREENED LANAI perfect for entertaining.
$524,000
644 GLENVIEW DRIVE
WINTER GARDEN, Florida
3Bedroom(s)
2Bathroom(s)
25Picture(s)
1,618Sqft
Introducing a charming three-bedroom, two-bathroom home nestled on an oversized lot within the prestigious golf cart district and NO HOA. This recently renovated gem boasts a brand-new roof, new hardy board hurricane rated siding, AC unit, along with a meticulously crafted landscaping.
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.