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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$575,000

14209 LAKEVIEW PARK ROAD
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
40Picture(s)
2,110Sqft
MODEL PERFECT & MOVE IN READY HOME in Winter Garden’s desirable Lakeview Pointe at Horizon West! This Pulte built “Clearview” floor plan features 4 beds/3 baths, an open floor plan, spacious kitchen open to the dining room and family room and a great, outdoor living space! You will love the ceramic tile floors throughout the downstairs with wood floors on the stairs and upsta

$360,000

14421 VASHONS WAY
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
26Picture(s)
1,088Sqft
Experience the charm of this fully equipped townhome nestled in the serene Independence-Signature Lakes area. Boasting a fresh HVAC system, this two-bedroom layout offers updated features including a modern kitchen with quartz countertops, stainless steel appliances, and a stylish backsplash. Enjoy the spacious courtyard for entertaining, leading to a convenient 2-car garage.

$975,000

16406 OLIVE HILL DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
45Picture(s)
2,470Sqft
Welcome to your dream home! This stunning 4-bedroom, 3-full bath home is located on a spacious corner lot in the desirable Winter Garden area. This home has an EXTREME number of upgrades that will leave you stunned.

$522,500

309 LAKE AMBERLEIGH DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
27Picture(s)
2,178Sqft
Seller now offering Seller Financing at only 25% down! Welcome to this stunning home in the sought-after Amberleigh community in Winter Garden, FL. This 4 bedroom/2 bathroom home is sure to impress. Upon entering, you'll be captivated by the updated and well-maintained interior, featuring an open concept split floor plan and no carpeting throughout.

$925,000

13090 SUNNY RETREAT LANE
WINTER GARDEN, Florida

3Bedroom(s)
3Bathroom(s)
51Picture(s)
2,965Sqft
One or more photo(s) has been virtually staged. Nestled within the gated 55+ community of Del Webb Oasis, this stunning 3-bedroom, 3-bathroom home embodies luxury, comfort, and convenience of brand new modern living combined with the tranquility of a resort-style community and features a brand new home warranty.

$525,000

904 WALKERS GROVE LANE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
29Picture(s)
1,866Sqft
Welcome to your opportunity to own a rare gem: a three bedroom, two and one half bathroom townhouse nestled in the charming town of Winter Garden's golf cart district. Walkers Grove invites you to indulge in low-maintenance living while relishing all the perks of residing in the heart of historic downtown Winter Garden.

$449,999

15066 CHAPTER WAY
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
61Picture(s)
1,717Sqft
Welcome to Storey Grove! This elegant corner unit (Lancaster floor plan) covers two stories and includes three bedrooms, two and one-half bathrooms, and a two-car rear-load garage. Experience open concept at its best with a combination of living and dining room. A fully equipped kitchen with 42” cabinets, upgraded appliances, and quartz countertops.

$1,749,900

812 JOHNS POINT DRIVE
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
55Picture(s)
4,373Sqft
Presenting an exclusive opportunity to acquire a distinguished residence nestled within the gates of Johns Cove. This exquisite lakefront property on the shores of Johns Lake epitomizes the epitome of luxurious living, meticulously designed for both indoor and outdoor entertainment.

$949,999

16706 RUSTY ANCHOR ROAD
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
46Picture(s)
2,934Sqft
Welcome to your dream home nestled in the exclusive and highly sought-after community, Waterside on John's Lake. Here, every detail is meticulously crafted to ensure a living experience like no other, beginning with a unique and inviting floor plan designed to welcome you home.

$845,000

14498 SUNBRIDGE CIRCLE
WINTER GARDEN, Florida

5Bedroom(s)
5Bathroom(s)
57Picture(s)
3,366Sqft
In the beautiful gated community of Bradford Creek, you are greeted with the neighborhood park as you enter the neighborhood, setting the tone for this 5 bed, 5 bath retreat. Designed for life, created with elegance, and crafted for comfort - your haven awaits.

$420,000

7005 PASTURELANDS PLACE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
27Picture(s)
1,512Sqft
FURNISHED 3 Bedroom 2.

$659,820

9529 EMERALD BERRY DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
1Picture(s)
2,060Sqft
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! The Adair II is a luxurious, single story, open floorplan that will exceed your expectations! With 3 bedrooms, 2.

$1,234,000

8222 TOPSAIL PLACE
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
51Picture(s)
4,199Sqft
Welcome home to this like-new luxury home in Lakeshore Preserve, the highly desirable community in Horizon West (West Orange County). Great location just off the 429 Western Beltway providing easy access to Orlando and Tampa, and less than 8 miles to Disney parks. You can even view the Disney fireworks nightly from this neighborhood.

$1,600,000

16882 SANCTUARY DRIVE
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
45Picture(s)
4,038Sqft
This beautiful well-maintained custom single-family home is a stunning masterpiece built in 2022 on half an acre of land. This luxurious home features 5 bedrooms and 4 and half bathrooms, offering ample space for a large family or guests. With a total of 4038 sq feet, this 2-story home boasts every upgrade imaginable, ensuring a high level of comfort and style.

$574,900

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
29Picture(s)
1,396Sqft
Welcome to your dream escape at the Grove Resort! Picture yourself in this 3-bedroom, 2-bathroom Condo Hotel Unit on the 5th floor, where you can soak in breathtaking views of the pool and amenities right from your balcony.

$534,900

9309 JAYWOOD ROAD
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
55Picture(s)
2,027Sqft
Prepare to be amazed by what this house has to offer. This stunning home appears as though it was just built in 2021, boasting a fresh and modern aesthetic. The interior has been upgraded throughout, with a standout feature being the recently added contemporary wood accent wall in the living room. Another notable enhancement is the newly painted garage floor, giving the space a polished look.

$999,000

4813 PALMETTO PARK DRIVE
WINTER GARDEN, Florida

5Bedroom(s)
3Bathroom(s)
47Picture(s)
3,893Sqft
Welcome to your meticulously maintained pool home located in the highly sought after Orchard Hills, known for its friendly neighborhood events and maintenance free living with the lawn care covered by the HOA.

$650,000

162 ZACHARY WADE STREET
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
60Picture(s)
2,842Sqft
Located in the gated community of Lakeview Reserve in the Winter Garden Golf Cart district sits this charming spacious POOL home. Lakeview Reserve borders the shores of Lake Apopka and has its own private community dock, and fishing pier. Also, just steps out the entry gate is the popular West Orange Trail that is approx.

$549,999

14055 LOCHEND WAY
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
12Picture(s)
1,936Sqft
Welcome to luxury living at its finest in this stunning 4-bedroom, 3-bathroom corner townhome! Nestled in the heart of Winter Garden/Horizon West, this exquisite residence offers unparalleled elegance and comfort.

$925,000

5060 PALMETTO PARK DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
84Picture(s)
3,866Sqft
Welcome to the pinnacle of luxury living in the beautiful Orchard Hills community, nestled within the charming town of Winter Garden. This magnificent 4-bedroom, 3.5-bathroom pool home offers a blend of elegance, comfort, and functionality, perfect for those seeking the ultimate in refined living.

$449,900

6301 GLORY BOWER DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
35Picture(s)
1,714Sqft
Spacious End-Unit Townhome in Desirable Horizon West! This beautiful 3-bedroom, 2.5-bathroom townhome, built in 2020, offers a bright and open floor plan with tons of natural light and modern finishes throughout. Perfect for those seeking a convenient location in the heart of Hamlin! This prime location puts you close to everything you need.

$795,000

12061 WINDERMERE CROSSING CIRCLE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
37Picture(s)
2,853Sqft
Introducing an exceptional opportunity to reside in Cambridge Crossing, Winter Garden's premier gated community. This meticulously maintained 4-bedroom residence is poised on an expansive corner lot, ensuring unparalleled privacy with the absence of neighboring homes to the left.

$485,000

645 MEADOW GLADE DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
30Picture(s)
1,532Sqft
**DOWNTOWN HISTORIC WINTER GARDEN**GOLF CART DISTRICT**PRIDE OF OWNERSHIP shows throughout this SINGLE-STORY, 3 BEDROOM/2 BATH/2-CAR GARAGE home! As you step inside, you’re greeted by gorgeous Hickory/Light Chestnut HARDWOOD FLOORS that span throughout most of the home, lending to a sense of warmth and elegance.

$725,000

10265 SPRING SHORES DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
27Picture(s)
2,909Sqft
Welcome to the Winter Garden community of Waterleigh and this feels like new 4-bedroom, 3-full bath home featuring a MAIN FLOOR BED/BATH, light and bright OPEN CONCEPT, main floor FLEX ROOM and a huge upstairs LOFT! Thoughtful landscaping, a paver driveway, covered front porch and stacked stone accents welcome you home and invite you to come inside.
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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.