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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$949,000

15668 COLONIAL DRIVE
WINTER GARDEN, Florida

6Bedroom(s)
5Bathroom(s)
50Picture(s)
6,022Sqft
Indulge in the epitome of luxury living with this extraordinary Winter Garden Florida estate, a hidden gem sprawling over 1.5 acres. This distinguished property features not just one, but two homes, offering unparalleled privacy and grandeur. The main home is a masterpiece of design and functionality, boasting an oversized pool, perfect for refreshing swims under the sun.

$485,000

15381 AVENUE OF THE ARBORS
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
39Picture(s)
1,999Sqft
This modern and stylish townhouse offers 4 bedrooms and 2.5 bathrooms. With equipped kitchen. The suite is conveniently located on the first level, while a spacious brick patio and two-car garage add practicality. On the second floor, three spacious bedrooms share a full bathroom.

$385,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
51Picture(s)
1,434Sqft
Welcome to luxury living at The Grove Resort in Orlando! This stunning condo offers comfort and convenience with its spacious two-bed, two-bath layout. Retreat to the master suite, where tranquility awaits. This private oasis features a generously sized bedroom, walk-in closet, and an ensuite bathroom complete with dual vanities and a luxurious soaking tub.

$2,375,000

16150 JOHNS LAKE OVERLOOK DRIVE
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
80Picture(s)
4,477Sqft
ENJOY LAKEFRONT ELEGANCE IN THIS IMMACULATE, LUXURY HOME IN POPULAR GATED COMMUNITY. Imagine enjoying nightly sunsets on the shores of pristine Johns Lake in the privacy of your own outdoor, landscaped oasis. Amazing sunset views are just one of the many features that make this home truly special.

$294,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
41Picture(s)
1,265Sqft
Motivated Seller! FIRST FLOOR 2 BEDROOM PLAN !! SOARING CEILINGS AND GREAT LOCATION. This condo is on the FIRST floor just steps away from the amenities and waterpark. The Grove Resort Orlando has become a world-famous destination for vacationers. The luxury amenities and family fun for all visitors make it a destination in itself or a fantastic break from the Orlando theme parks.

$296,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
41Picture(s)
1,265Sqft
***WOW - TOP FLOOR*** This two-bedroom, two-bathroom unit is on the seventh floor of The Grove Resort, looking out over the fountain and to the west to get the beautiful sunsets from the balcony! This condo has a king bedroom, a queen bedroom, and a sleeper sofa in the living room. Full kitchen, with washer and dryer in separate room.

$340,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
1Picture(s)
1,375Sqft
Motivated Seller! Fifth floor GARDEN VIEW! This sought-after Birch plan has 2 master bedrooms and plenty of space. The second bedroom features direct access to the oversized balcony. This is part of the last phase and has the most updates and a very modern look. Everyone loves The Grove. There is absolutely nothing like it in the Disney area.

$950,000

14716 SCOTT KEY DRIVE
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
44Picture(s)
3,925Sqft
We present a stunning residence located in Watermark Community. It's strategically situated near by the shopping center, Panther Lake Elementary School and Horizon High School. With 5 bedrooms, 4 full bathrooms, every detail has been carefully planned. The kitchen is gorgeous, with an island that accommodates the entire family.

$348,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
3Bathroom(s)
31Picture(s)
1,544Sqft
**Spacious 3-bedroom/3-bathroom condo*** This beautiful condo is situated on the fourth floor at The Grove Resort and Water Park, and looks over the central fountain area, where the front desk lobby is situated. Near to the bus stop for the free daily Disney shuttle for guests. This condo is fully-furnished with a sleeper sofa in the living room, and three bedrooms, two with ensuite bathrooms.

$1,300,000

9869 BEACH PORT DRIVE
WINTER GARDEN, Florida

5Bedroom(s)
3Bathroom(s)
25Picture(s)
3,911Sqft
Experience lakeside living in this stunning luxury pool home. This exquisite property offers breathtaking views, of sunrises and sunsets while you indulge in the relaxation of your sparkling pool. Spacious outdoor living area with modern amenities throughout. Opening the doors of this home you are welcomed with a floor to ceiling entry way and an office or formal dining room.

$950,000

15726 SHOREBIRD LANE
WINTER GARDEN, Florida

4Bedroom(s)
4Bathroom(s)
41Picture(s)
2,712Sqft
PRICED TO SELL!!! This is the LUXURY HOME you have been looking for! Immaculate 4-bedroom, 4-bath on premium corner lot and beautifully landscaped for privacy. Sellers spared no expense in these upgrades including a summer kitchen, remote screened enclosures on expanded patio and balcony, electric fireplace, wood stairs, fixtures, and so much more.

$499,000

5440 NEW INDEPENDENCE PARKWAY
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
25Picture(s)
1,999Sqft
Independence, 4 bedroom with first floor master bedroom with en-suite master bath and walk in closet, Nice open floor plan with crown molding in the main rooms, ceramic tile in kitchen, baths and laundry room, Kitchen cabinets, granite counters and breakfast bar ** Ceiling fans in all the bedrooms and family room ** Full laundry room with washer and dryer included, Ring doorbell, Great covered pa

$435,000

5618 WATER ROSE ROAD
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
31Picture(s)
1,755Sqft
This two-story townhome consists of three bedrooms, two and a half bathrooms, and a two-car rear load garage. The kitchen, family room, combination living room and dining room, and a laundry room with washer and dryer are located on the first floor. The upstairs master suite has a private bathroom and a walk-in closet.

$546,740

10024 SWAY STREET
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
35Picture(s)
2,027Sqft
Under Construction. The CORDALE, in the Waterleigh community, is great for entertaining with the cafe just off the kitchen for casual dining. The master bedroom conveniently located on the first floor with a bathroom that features double sink with granite tops.

$670,000

3303 BUOY CIRCLE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
49Picture(s)
2,741Sqft
If you're looking for a 'like-new' 1-story home with an open floor plan in a desirable area, then you've come to the right place! This beautiful single-family home epitomizes refined living, featuring an expansive great room at the heart of the home, a split layout, and an array of sought-after features that will surpass your expectations.

$754,900

14891 WINTER STAY DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
49Picture(s)
2,662Sqft
Ready to discover this wonderful home in Winter Garden? This stunning single-family home offers a luxurious lifestyle with no neighbors behind, wonderful lot and a beautiful view of the Panther Lake Golf Course. With 4 bedrooms and 3 bathrooms, the spacious, modern home features a stunning kitchen with a large island, casual dining area, and an open-concept layout perfect for entertaining.

$829,000

634 BURCH AVENUE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
23Picture(s)
2,448Sqft
Under Construction. Welcome to the Ashland, crafted by OLO Builders, where the essence of open-concept living and spaciousness blend. As you step inside, the grand entryway, extending to the upper level, creates an inviting and impressive first impression for all who enter.

$929,000

129 PARK AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
3Bathroom(s)
35Picture(s)
2,030Sqft
Opportunity Knocks! Welcome into the heart of Downtown Winter Garden's Historic District, yours to view, a very Modern Townhome located at Park Place, Urbanists are Welcome! Are you ready for a well kept, hardly lived in, 3 bedroom, 3.

$561,740

10036 SWAY STREET
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.

$489,500

9456 KOMIKA LANE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
64Picture(s)
1,705Sqft
Situated in the sought-after Waterleigh community, one of the most popular communities in Horizon West/Winter Garden this stunning 3-bedroom, 2-bathroom home offers the perfect blend of comfort, style, and convenience. This home is perfect for those seeking a tranquil and inviting living environment.

$319,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
20Picture(s)
1,375Sqft
ATTENTION!!! your opportunity to INVEST in Florida with a vacation property. SELLER CONTRIBUTION AVAILABLE!! Welcome to THE GROVE & WATER PARK Luxury design with Two bedrooms, two bathroom and fully furnished. This unit is located in Winter Garden.

$719,900

8919 LAKESHORE POINTE DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
34Picture(s)
2,532Sqft
The Lakeshore community offering a variety of amenities including a club house with resort style pool, fitness center, yoga room, sand volleyball court, playgrounds and dog park. The community dock offers fishing, paddle boarding, canoes and kayaks for residents only to enjoy. HOA fees include lawn maintenance, internet, and basic cable.

$283,900

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
25Picture(s)
1,375Sqft
$6,000 PRICE REDUCTION . GREAT NEW PRICE: $283,900. WELCOME TO THE GROVE & WATERPARK, CONDO-HOTEL, LOCATED MINUTES FROM WALT DISNEY WORLD ORLANDO FLORIDA. THIS IS A LUXURY BIRCH DESIGN 2 BEDROOM 2 BATHROOM FULLY FURNISHED CONDO LOCATED ON THE 7TH FLOOR/TOP FLOOR WITH GREAT VIEWS OF THE COURTYARD AREA $ MUCH MORE.

$359,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
49Picture(s)
1,434Sqft
Beautiful 2-bedroom, 2-bathroom fully-furnished vacation condo at The Grove Resort and Water Park! This is the largest 2-bedroom floorplan, with a large master bedroom with sitting area with private door onto the screened in balcony. Large master bathroom has separate tub and shower.
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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.