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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$3,575,000

900 PLANT STREET
WINTER GARDEN, Florida

7Bedroom(s)
6Bathroom(s)
74Picture(s)
7,704Sqft
Welcome to 900 W Plant St! A once in a lifetime, privately gated, 1.6 acre paradise that is truly a rare find! Custom built, offering the ultimate multi-generational living, or endless opportunites for work, live and play - the lifestlye offered here is second to none.

$399,900

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.

$1,945,000

7128 TICKLEGRASS STREET
WINTER GARDEN, Florida

6Bedroom(s)
5Bathroom(s)
39Picture(s)
4,878Sqft
Priced to sell! LAKEFRONT (Ski Lake) 3 car garage home in Independence (Hamlin area). Live two exits from Disney. Lake Hancock is a spring-fed lake that boasts over 480 acres. *Private lake for residents only * Oversized lot with breathtaking views from the moment you walk through the door.

$240,000

14200 AVALON ROAD
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
39Picture(s)
1,203Sqft
Interior Pictures Coming Soon!!! This marvelous condominium is in search of its new owner! Situated within the picturesque Palisades Resort Community, this spacious condo unit is ideal for short-term or long-term rental market.

$369,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
3Bathroom(s)
35Picture(s)
1,544Sqft
Welcome to paradise at The Grove Resort in the beautiful Winter Garden, Florida. This spacious 3-bedroom, 3-bathroom corner unit on the 1st floor, boasting an impressive 1544 square feet of living space, offers the epitome of resort-style living. This property is a dream come true with a prime location, incredible amenities, and proximity to Disney World.

$787,101

18410 OLIVER TWIST WAY
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
30Picture(s)
2,113Sqft
Under Construction. Waterleigh presents the Bellmore. This all concrete block constructed, one-story layout features 4 bedrooms and 3 bathrooms. A beautiful patio welcomes you to a home that optimizes living space with an open concept kitchen overlooking the living area, dining room, and outdoor lanai.

$585,000

16721 ALPACA ALLEY
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
25Picture(s)
2,014Sqft
Welcome to Waterleigh, an esteemed residential enclave within the sought-after Horizon West community. Presenting the Cordale model, strategically positioned on a prime parcel within Waterleigh, this residence exemplifies refined living with its 3 bedrooms and 2.5 baths.

$464,990

15224 TRIBUTE AT OVATION WAY
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
11Picture(s)
1,691Sqft
Under Construction. The Rutland townhome is 1691 sq ft and offers 3 bedrooms, 2.5 bathrooms, and an open concept floor plan. Detached 2 car garage with paver courtyard area and privacy fencing. Concrete block construction with CoreFill insulation up to second floor in between townhomes allows for ultimate privacy, sound proofing, and energy efficiency.

$577,000

3241 SAILING PIER AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
44Picture(s)
2,070Sqft
*SELLER IS OFFERING $8000 TO GO TOWARD BUYER'S CLOSING COSTS OR RATE BUY DOWN* Discover your dream home located away from the hustle and bustle of Horizons West in a tucked away but convenient area on the serene Orange/Lake County line in the gated community of Lakeview Preserve! Presenting an AMAZING OPPORTUNITY to own an immaculate 3 bedroom 2 bath home (with a flex room that could be a 4th bedr

$547,740

11150 SOUND SHORE DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
27Picture(s)
1,689Sqft
Under Construction. The LAUREL, in the Waterleigh community, is great for entertaining with the dining room 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.

$2,400,000

7701 SUMMERLAKE POINTE BOULEVARD
WINTER GARDEN, Florida

5Bedroom(s)
5Bathroom(s)
63Picture(s)
4,072Sqft
Experience of luxury living in this 2021 custom-built contemporary masterpiece by Davila Homes with acess to Lake Hancock-a highly sought after ski lake. Boasting five bedrooms, a dedicated office and a loft, this residence seamlessly blends modern design with the tranquility of lakeside living.

$350,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
25Picture(s)
1,396Sqft
This luxury 3br 2bth condo is now available at The Grove Resort & Waterpark! Located in Building 1 (perfectly located in terms of convenience for your guests), this unit features an open floorplan with contemporary up to date furnishings, all necessary housewares, and amazing resort amenities for yourself and guests to enjoy! The Master Bedroom features a king bed, while the guest bedrooms eac

$484,990

15230 TRIBUTE AT OVATION WAY
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
10Picture(s)
1,833Sqft
Under Construction. The Windham townhome is 1833 sq ft and offers 3 bedrooms, a flex, 2.5 bathrooms, and an open concept floor plan. Detached 2 car garage with paver courtyard area and privacy fencing. Concrete block construction with CoreFill insulation up to second floor in between townhomes allows for ultimate privacy, sound proofing, and energy efficiency.

$859,990

15683 CITRUS HEIGHTS DRIVE
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
41Picture(s)
3,698Sqft
PRICE ADJUSTMENT! Welcome to your dream home in the gated community of Hickory Hammock! This stunning 5-bedroom, 4-bath residence offers an unparalleled living experience with a perfect blend of luxury, comfort, and functionality. As you enter, you'll be captivated by the spacious kitchen featuring a generously sized island, 42-inch cabinets, and elegant granite countertops.

$352,500

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
14Picture(s)
1,375Sqft
WELCOME TO THE GROVE RESORT & WATER PARK. CONDO-HOTEL, LOCATED MINUTES FROM WALT DISNEY WORLD ORLANDO. THIS BEAUTIFUL LUXURY BIRCH DESIGN 2 BEDROOM /2 BATHROOM FULLY FURNISHED CONDO IS A GREAT INVESTMENT OPPORTUNITY AT THE GROVE RESORT & WATER PARK. YOU CAN OWN A VACATION RENTAL PROPERTY IN ONE OF THE WORLDS PREMIER VACATION DESTINATION.

$320,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
39Picture(s)
1,265Sqft
Motivated Seller! NEW THEME PARKS COMING TO ORLANDO! NOW IS THE TIME TO OWN THIS 2 BEDROOM 2 BATH FULLY FURNISHED CONDO-HOTEL WITH 2 BEDS IN THE SECOND BEDROOM! A second bed in the second bedroom is rare and makes this condo a standout. The features include updated modern decor and quartz countertops. The Grove Resort Orlando has become a world-famous destination for vacationers.

$789,500

10759 PETRILLO WAY
WINTER GARDEN, Florida

5Bedroom(s)
3Bathroom(s)
43Picture(s)
3,224Sqft
BETTER THAN NEW HOME ON PREMIUM CONSERVATION LOT! This OPEN Floor Plan with TREMENDOUS UPGRADES has 5 Bedrooms, FIRST FLOOR PRIMARY Suite, 3 ½ Baths PLUS HUGE LOFT with Oversized FENCED YARD backing to CONSERVATION! Entire Main Living Area features Tile WOOD PLANK Flooring! The ULTRA GOURMET STAGGERED KITCHEN features White 42” SHAKER Cabinetry with Crown Molding, Pull-Out

$355,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
3Bathroom(s)
60Picture(s)
1,544Sqft
Located Just 5 Minutes from Walt Disney World. 3 Bedrooms / 2 Bathrooms The Grove Resort & Water Park, Orlando’s newest luxury vacation home community offers owners privacy and convenience with a full suite of amenities including multiple bars and restaurants, full service spa, water park, breathtaking 20-acre activity lake, and much more.

$824,900

5349 LAKE VIRGINIA STREET
WINTER GARDEN, Florida

5Bedroom(s)
3Bathroom(s)
41Picture(s)
3,080Sqft
Stunning, Executive home in the exclusive Lakeside at Hamlin community with a CUSTOM BUILT POOL AND SPA and a direct view of the DISNEY FIREWORKS from your pool area! Built in 2023 with over $178,000 in upgrades, this home shows like a model and provides WOW factor at every turn.

$459,000

14010 SCARLET ASTER ALLEY
WINTER GARDEN, Florida

3Bedroom(s)
3Bathroom(s)
26Picture(s)
1,955Sqft
Pre-Construction. To be built. New luxury townhome by RockWell Homes, Edison Plan, 3 bedrooms, 3 bathrooms, 2 car garage, with covered balcony & front porch, covered back yard patio, and outdoor living area.

$459,000

14038 SCARLET ASTER ALLEY
WINTER GARDEN, Florida

3Bedroom(s)
3Bathroom(s)
26Picture(s)
1,785Sqft
Pre-Construction. To be built. Luxurious new townhome by RockWell Homes, Newton plan, features 3 bedrooms, 3 bathrooms, 2 car garage, covered front patio, covered backyard porch & balcony, 2 primary bedroom suites with full bathrooms, elegant exterior design.

$512,000

14046 SCARLET ASTER ALLEY
WINTER GARDEN, Florida

3Bedroom(s)
3Bathroom(s)
24Picture(s)
2,163Sqft
Pre-Construction. To be built. Luxury new home by RockWell Homes 3 bedrooms, 3 bathrooms, 2 car garage with covered patio, covered front porch, and balcony.

$399,000

14501 GROVE RESORT AVE AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
6Picture(s)
1,396Sqft
Great commissions and easy to show!! UNFURNISHED. NO MEMBERSHIP REQUIRED! Beautiful townhome in the Reunion Resort, Eagle Trace. Perfect for investors. Rented annually at $3600. Immediately walk into an open space to the kitchen, dining area, and living room. You will find all 3 bedrooms and 2 full baths on the second floor.

$809,900

13092 SUNRISE HARVEST DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
22Picture(s)
3,041Sqft
Pre-Construction. To be built. Luxurious new home by RockWell Homes, popular Eliot design features covered front porch, covered back yard patio, 4 bedrooms, 3.5 bathrooms, home office, large gameroom, pocket office and elegant exterior design. Extended entry with access to den or home office area.
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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.