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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$764,900

1061 SADLER OAKS WAY
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
9Picture(s)
2,254Sqft
Under Construction. Pre Construction. This Florida Vernacular style Design Ready home, The Jackson, includes a trendy metal roof over the front porch, 8' interior doors , and 10' ceilings on the first floor. A gourmet kitchen is centrally located for easy family dining and casual entertaining.

$770,000

10289 SPRING SHORES DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
53Picture(s)
2,866Sqft
CRESSWELL floor plan, owners used it as their own vacation home and only has used it for a couple of months, HOME IS LIKE NEW... Why wait for your house to be built if you can have a new home NOW.... home located inside the Waterleigh community just few steps from the community pool, only 0.1miles.

$650,000

14219 PLEACH STREET
WINTER GARDEN, Florida

6Bedroom(s)
3Bathroom(s)
44Picture(s)
2,714Sqft
Superb Florida living in the sought-after community of Signature Lakes is at your fingertips. Located at Independence in Winter Garden, this 2-story home is truly a jewel. Built to be the best of its kind, it was showcased by Lennar as its prime Model Home. This house has been extensively and tastefully designed inside and out. As you walk in, you are immediately mesmerized by all its beauty.

$660,000

699 CATERPILLAR RUN
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
68Picture(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.

$789,000

6367 FLAT LEMON DRIVE
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
23Picture(s)
3,651Sqft
Beautiful two-story home build in 2018 with upgrades, stainless steel appliances, located in Winter Garden Hamlin Reserve. Great location with A rated schools, shopping, restaurants, supermarkets, and much more. Beautiful Club House, pool table, playground, and resort style pool.

$595,000

14309 WABASSO LOOP
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
22Picture(s)
1,860Sqft
NEW CONSTRUCTION WITHOUT THE WAIT! The owners of this beautiful home in Tilden Place have to relocate back up north for work after just three short months in their new home. This gated boutique community offers well-appointed amenities in a location that can’t be beat.

$450,000

5785 CYPRESS HILL ROAD
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
27Picture(s)
1,800Sqft
This 3/2/1 bath townhome is sought after Orchard Hills in Winter Garden. This immaculate End unit has a lot of natural light throughout and there's NO carpet!! Laminated wood floor has been installed in the family room/dining room and waterproof vinyl floor in the stairways and the whole second floor except the wet area.

$520,000

14561 CRESTED PLUME DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
40Picture(s)
2,060Sqft
Exquisite masterpiece built in 2017 by Meritage Home, located in the community of WATERMARK in WINTER GARDEN. This stunning residence features over 2,060 square feet of living space and over 2,883 square feet of lot space is perfectly positioned next to the clubhouse and tennis court.

$416,740

12035 HOLYSTONE STREET
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
25Picture(s)
1,567Sqft
Under Construction. The Ibis at Waterleigh is a spacious town home with 3 bedrooms, 2.5 baths with stainless steel appliances. This home invites you from the time you enter. This lifestyle Community includes over the top amenities with 2 beautiful clubhouses with 2 resort style pools, 2 fitness centers, putt-putt golf, beach volleyball, tennis, lake view BBQ/picnic area, dog-park and so much more.

$419,740

12075 HOLYSTONE STREET
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
25Picture(s)
1,567Sqft
Under Construction. The Ibis at Waterleigh is a spacious town home with 3 bedrooms, 2.5 baths with stainless steel appliances. This home invites you from the time you enter. This lifestyle Community includes over the top amenities with 2 beautiful clubhouses with 2 resort style pools, 2 fitness centers, putt-putt golf, beach volleyball, tennis, lake view BBQ/picnic area, dog-park and so much more.

$415,990

13299 PONTOON ROAD
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
25Picture(s)
1,567Sqft
Under Construction. The Ibis at Waterleigh is a spacious town home with 3 bedrooms, 2.5 baths with stainless steel appliances. This home invites you from the time you enter. This lifestyle Community includes over the top amenities with 2 beautiful clubhouses with 2 resort style pools, 2 fitness centers, putt-putt golf, beach volleyball, tennis, lake view BBQ/picnic area, dog-park and so much more.

$769,000

8837 SONOMA COAST DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
25Picture(s)
2,181Sqft
Move-in Ready! New 4 bedroom, 3 bath, in Waterleigh Community! This is a lovely designed 1-story floor plan, beautiful upgrades and color choices through out the home. Rear lanai overlooks pond. The Arbor floor plan has an additional bedroom or office. You will love this expansive kitchen with plenty of counter spacer for entertaining and, a walk-in pantry for additional storage.

$455,000

1093 SADIE LANE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
37Picture(s)
1,708Sqft
Welcome to the beautiful neighborhood of ISLAND POINT Subdivision - near The Historic Downtown Winter Garden!! This home is one-of-a-kind. LOW, LOW HOA!. Home is in move-in condition or perfect for customizing to your liking!  Features New Roof (2019), Stainless Steel appliances, Large corner lot with great curb appeal and manicured landscaping.

$309,900

13734 DANIELS LANDING CIRCLE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
15Picture(s)
1,234Sqft
DESIRABLE DANIELS LANDING - make this your HOME or it offers wonderful rental income for an INVESTOR. This immaculately maintained community offers gated entry access, community pool, playground and clubhouse with fitness center. Low HOA dues include all ground maintenance, exterior painting and roof maintenance and replacement (replaced 10/21). BONUS...

$795,936

18102 ADRIFT ROAD
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
37Picture(s)
2,924Sqft
Under Construction. Located in our Waterleigh community, the Kenton is a spacious two story open floor plan with 4 bedrooms , 3 baths, 2 car garage. This home invites you in from the time you enter! Great for entertaining with the café just off the kitchen for casual dining and includes stainless steel appliances and granite counter tops.

$556,740

18043 ADRIFT ROAD
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.

$556,740

11081 BOSTWICK 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.

$574,990

12573 ENCORE AT OVATION WAY
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
45Picture(s)
2,341Sqft
One or more photo(s) has been virtually staged. MAJOR PRICE IMPROVEMENT!! BEST DEAL IN THE NEIGHBORHOOD. NEW CONSTRUCTION WITH NO WAIT IN WINTER GARDEN. Welcome home to maintenance-free living in one of Orange County’s most desirable communities. This never lived in M/I stunner is generously upgraded and features top-of-the-line accents at every turn.

$3,500,000

7233 WILD BLACKBERRY TRAIL
WINTER GARDEN, Florida

6Bedroom(s)
6Bathroom(s)
7Picture(s)
5,500Sqft
Under Construction. Under Construction. WATERFRONT MASTERPIECE!!! You will fall in love as soon as you open the front door, showcasing grand scale living spaces, unprecedented finishes and upgrades professionally designed. This home feautures over 5,000 square feet of exquisite interior living space on over one acre of land with the most impactating panoramic views to the lake.

$820,000

9561 BOLERO ROAD
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
40Picture(s)
2,921Sqft
WELCOME HOME to this beautiful lake-front home tucked in the back of the highly sought after community of Waterleigh in Horizon West! WHY WAIT for new construction when this BARELY LIVED IN home is ready NOW? Step inside and be wowed by the inviting ambiance created by the stylish finishes and open floorplan.

$489,212

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
5Picture(s)
1,396Sqft
The Grove Resort & Water Park is a spectacular vacation home destination just 6 miles from Walt Disney World® Theme Parks and close to all Central Florida’s attractions.

$639,000

7608 SUMMERLAKE GROVES ST
WINTER GARDEN, Florida

5Bedroom(s)
3Bathroom(s)
19Picture(s)
2,461Sqft
Prepare to be impressed with this beautiful 5 bedroom, 3 bathroom with an attached rear load 2 car garage. This former model home features on open concept floor plan with tile flooring through the living areas. The kitchen is open and airy and boasts 42" dark wood cabinets, stone countertops, stainless steel appliances and an island sink with a breakfast bar.

$473,000

8012 JEREMY JOSEPH ALLEY
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
17Picture(s)
1,644Sqft
One or more photo(s) has been virtually staged. 3 Bedroom, 2.5 Bathroom, 2 Car Garage 2 Story Townhouse is loacted in the desirable Summerlake Groves Community. The 1st floor consists of the Living/Dining Room combo, Kitchen, Laundry, 1/2 Bathroom and the enclosed Pavered Patio that leads to the detached Garage.

$790,000

16647 TOCCOA ROW
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
61Picture(s)
3,134Sqft
*** New Price*** This beautiful 5 bed 4 bath Meritage home located in the heart of Winter Garden. Close to shopping, "A" rated schools, 15 minutes from Disney, and just 30 minutes from the airport! As you enter through the enormous wood double doors, you'll be captivated by the stunning 24-foot-high ceilings in the foyer that will set the tone for the rest of the home.
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Who’s Your Winter Garden Buyer’s Agent?

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