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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$639,995

12899 WESTHAVEN OAK DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
3Picture(s)
1,908Sqft
Under Construction. Toll Brothers New Construction at Winter Garden Horizonwest. Estimate completion Summer 2024. This home is conducive for entertaining with its open floor plan. This home features a covered entry that leads to an open and expansive living space, kitchen, and dining. The home features covered lanai and a spacious courtyard with access to the detached 2 cars garage.

$1,123,083

15018 BRODIE LANE
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
3Picture(s)
3,800Sqft
Under Construction. 5 bedroom 4.5 bath Delray Coastal home with over 3800 square feet of living space. Oversize Primary Suite upstairs with balcony view of the Wetlands.

$561,740

16212 CARRAWAY BAY ALLEY
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
35Picture(s)
2,216Sqft
Under Construction. The Bellake is a beautiful a 2 story, 3 bedroom 2.5 bath with den/flex space. The kitchen features stainless steel appliances, stone counter tops and upgraded wood cabinets. A large family room opens up to the covered lanai and landscaped back yard. Master bedroom is upstairs with a walk-in closet, owner's bath that features a walk in shower and his and hers vanities.

$325,000

112 SOUTHERN PECAN CIRCLE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
54Picture(s)
1,499Sqft
One or more photo(s) has been virtually staged. 3 Bedroom 2-bathroom unit! Investors! Great Opportunity! Leased! Gated Resort community. Brand new 2nd floored unit, large bedrooms with walk-in closets. Split floor plan, 9' ceilings, granite kitchen. Fabulous amenities such as basketball court, Pool, Tennis, Fitness, Playground, computer room, billiard room.

$2,100,000

76 PARK AVENUE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
52Picture(s)
3,782Sqft
One or more photo(s) has been virtually staged. The PARK AVE address says it all!! A RARE OPPORTUNITY to own 1 of only 9 EXCLUSIVE townhomes located in the heart of downtown Winter Garden's bustling shopping district. Unit 76 in the esteemed 30 N Park townhome community offers an exceptional living experience. This CORNER unit boasts almost 3,800 square feet of living space.

$1,290,000

255 DEER ISLE DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
46Picture(s)
3,041Sqft
Rare opportunity!!! Welcome to this stunning residence nestled directly on the serene shores of Johns Lake. Situated on a sprawling 1.06-acre lot, this exceptional property of prime lake frontage and is impeccably designed with a spacious 3041sqft floor plan.

$599,990

15198 CHAPTER WAY
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
33Picture(s)
2,502Sqft
Welcome home to the epitome of luxury living in this meticulously designed masterpiece! Nestled in a sought-after master plan community, this residence boasts four bedrooms, a versatile loft, and an inviting office flex room. Experience the convenience of dual master bedrooms, with one conveniently located on each floor, offering unparalleled flexibility and lifestyle options.

$779,000

14256 MAGNOLIA RIDGE LOOP
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
27Picture(s)
3,585Sqft
Welcome to this exquisite two-story residence nestled within the highly sought-after Orchard Hills Community. Boasting meticulous maintenance and stunning design, this home offers a lifestyle of unparalleled elegance and comfort. Property Features: Open-concept layout complemented by beautiful wood plank ceramic tile floors, creating an inviting ambiance throughout.

$1,650,000

17732 DEER ISLE CIRCLE
WINTER GARDEN, Florida

5Bedroom(s)
3Bathroom(s)
97Picture(s)
4,907Sqft
One or more photo(s) has been virtually staged. Welcome to this magnificent fully renovated Victorian home sitting proudly in the extremely desirable and exclusive community of Deer isle. As you pull into the circular driveway the true size of this home is reveled. The gable roof, countless windows, and sprawling layout make this a brilliant view to come home to.

$395,900

1430 BROKEN OAK DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
48Picture(s)
1,699Sqft
Welcome to this charming and well-maintained end unit townhouse located in the Tucker Oaks community. Boasting a prime location with the added advantage of being an end unit, this residence offers enhanced privacy and an abundance of natural light.

$628,000

699 CATERPILLAR RUN
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
56Picture(s)
3,449Sqft
energy-efficient home ready NOW! beautiful upscale 2-story home on an interior lot with 4 bedrooms, 2.5 bathrooms, 3-car garage and a huge game room! This gourmet kitchen is a chef’s dream featuring cabinets and quartz countertops. Additional features include tray ceilings in the spacious master suite and an extended lanai perfect for entertaining guests.

$2,999,777

15522 SHOREBIRD LANE
WINTER GARDEN, Florida

7Bedroom(s)
6Bathroom(s)
43Picture(s)
6,400Sqft
Discover your dream of luxury living in this unparalleled 6,400-square-foot lakefront masterpiece, boasting dual opulent master suites for unrivaled comfort and elegance. This residence is not just a home; it's a lifestyle retreat in the heart of convenience.

$330,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
89Picture(s)
1,375Sqft
Gorgeous resort hotel in the heart of Orlando!!! The Grove Resort and Waterpark is Orlando`s one of the best vacation destinations. Resort is offering the finest amenities to create memories to last a lifetime. This beautiful Palm model features 2 bedroom and 2 full bath and fully furnished and already making money! You will love unit`s superior view.

$340,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
95Picture(s)
1,396Sqft
Gorgeous resort hotel in the heart of Orlando!!! The Grove Resort and Waterpark is Orlando`s one of the best vacation destinations. Resort is offering the finest amenities to create memories to last a lifetime. This beautiful Jasmine model features 3 bedroom and 2 full bath and fully furnished and already making money! You will love unit`s superior view.

$375,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
34Picture(s)
1,396Sqft
Don't miss this excellent opportunity to make your investment in one of the most beautiful resorts in Orlando, Florida. Unit with 3 bedrooms and 2 bathrooms, beautiful view of the garden and lake. Access to all amenities such as heated pools, surfing acuatic park, spa, massage room, walking paths, restaurants and much more.

$725,316

15069 SUMMER HARVEST STREET
WINTER GARDEN, Florida

4Bedroom(s)
4Bathroom(s)
14Picture(s)
2,960Sqft
Under Construction. This model home purchase includes our Model Leaseback Program. Model leaseback terms vary by model home. Please see a Community Sales Manager for additional details. Restrictions may apply.

$320,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
44Picture(s)
1,375Sqft
Explore this beautiful sixth floor 2 beds/ 2 baths fully furnished vacation condo at The Grove Resort and Water Park, nestled in Winter Garden, only 15 minutes from Disney. Your Gateway to Luxury Vacation Living! Unit has 1,375 Sq Ft, Master Bathroom has separate tub and shower, well equipped kitchen, and a full size washer & Dryer for convenience. Parking is in the same building.

$829,900

1167 WILDER OAKS WAY
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
45Picture(s)
2,254Sqft
Pre-Construction. To be built. Luxurious new home by RockWell Homes, Jackson design with 3 bedrooms, 2.5 bathrooms, 3 car garage, covered front porch, covered back yard patio and elegant exterior design.

$929,900

1100 RIDGE LAKE WAY
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
46Picture(s)
2,693Sqft
Pre-Construction. To be built. New home by RockWell Homes 4 bedrooms, 3 full bathrooms, 3 car garage, home office with covered front porch, covered back yard patio, balcony and beautiful colonial style exterior design. First floor features guest suite complete with full bathroom ceramic tile flooring, ceramic tile tub shower surround, Moen faucets and hardware package.

$320,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
47Picture(s)
1,434Sqft
This RARE Cypress First-floor unit features HIGH ceilings and No waiting for elevators!! The convenient location means that the many amenities are just steps away and you can completely bypass the lobby and get right to the fun. The ceilings in this condo are 14' high! The bedrooms are HUGE! This is the largest 2-bedroom plan. A HUGE Feature is the 2 beds in the second bedroom.

$225,000

980 STUCKI TERRACE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
30Picture(s)
984Sqft
Charming 3 Bedroom 2 Bathroom Winter Garden One Level Townhome. GREAT FOR INVESTMENT or a great place to call home. The main living area has vaulted ceilings. The owners' suite is located at the front of the home with a private bathroom. The additional bedrooms and bathroom are in the back of the home, where there is a sliding glass door leading to a screened porch.

$364,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
3Bathroom(s)
40Picture(s)
1,544Sqft
The AMAZING SABLE! LAKE AND POND VIEW! The largest and most flexible plan in the Grove. This huge 3-bed 3-bath condo includes 2 en-suites and a separate third bedroom and bath that provides space and privacy for everyone. The primary bedroom has a private get-away solarium. When you use this condo as the owner, it's no cost to you and you can relax as it is a hands-off investment.

$599,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
6Picture(s)
1,396Sqft
Great commissions and easy to show!! Come One, Come All! This is perfect for a family or anyone looking to use as an investment home. This beautiful home comes FULLY FURNISHED with really thought-out details to make you feel right at home.

$538,685

12260 BRACCO STREET
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
1Picture(s)
2,011Sqft
Under Construction. Brand new, energy-efficient home available by Apr 2024! Enjoy the functionality of the open designer curated kitchen, spacious great room and dining area. Flex space can be configured as a home office, hobby space, or play area. Visit the Highland Ridge community and explore new bungalow homes for sale in Winter Garden, FL.
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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.