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.

Sort Option
  • Listing ID
  • Built up Area
  • Price
  • Pictures
  • Add date
  • Featured
Grid
List
Map

$230,000

14200 AVALON ROAD
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
40Picture(s)
1,203Sqft
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. Boasting 2 bedrooms and 2 bathrooms, the residence offers remarkable features like a split bedroom floorplan and tile flooring in the kitchen and bathrooms, along with an expansive dining/living area.

$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.

$465,990

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.

$564,200

3241 SAILING PIER AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
44Picture(s)
2,070Sqft
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 bedroom) found on a charming corner lot with potential for a pool and with over $50

$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

$485,990

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.

$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.

$319,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
39Picture(s)
1,265Sqft
PRICE IMPROVED!! BRING OFFERS! 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 JUST 4 MILES FROM DISNEY! This condo-hotel makes you money when you're not using it. A second bed in the second bedroom is rare and makes this condo a standout. The features include updated modern decor and quartz countertops.

$774,500

10759 PETRILLO WAY
WINTER GARDEN, Florida

5Bedroom(s)
3Bathroom(s)
43Picture(s)
3,224Sqft
BETTER THAN NEW HOME ON PREMIUM CONSERVATION LOT with plenty of space for a POOL! 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 Cabinet

$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.

$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)
24Picture(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.

$819,900

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.

$779,900

13055 SUNRISE HARVEST DRIVE
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
62Picture(s)
2,855Sqft
Pre-Construction. To be built. Luxury new home by RockWell Homes with 5 bedrooms, 4 bathrooms, 2 car garage, home office space, covered front porch and covered back yard patio.

$699,000

15094 SUMMER HARVEST DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
33Picture(s)
2,382Sqft
Pre-Construction. To be built. Luxurious new home by RockWell Homes with 4 bedrooms, 3 bathrooms, 2 car garage, covered front porch, covered back yard patio, first floor primary suite and elegant exterior design. Open concept living-kitchen-dining area provides ample space for entertaining and family gatherings.

$694,999

13653 KILLEBREW WAY
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
40Picture(s)
2,844Sqft
Welcome to the beautiful community of Cypress Reserve located near historic downtown Winter Garden. This 4 bedroom 3 bath home offers an open floor plan, office, spacious entry and foyer.

$549,900

8812 BISMARCK PALM DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
30Picture(s)
1,831Sqft
Welcome to your dream home in the Lakeshore community, a meticulously crafted townhome by Toll Brothers that embodies contemporary living at its finest. This exceptional property has been upgraded to offer the utmost in elegance, style, and comfort, now perfectly poised for spring. Upon entering, you'll be greeted by a seamless blend of neutral paint and tiles, creating a tranquil ambiance.

$359,899

1532 SCARLET OAK LOOP
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
24Picture(s)
1,544Sqft
BUYERS INCENTIVE!!! $5k seller concession incentive flex cash for buyers closing cost, rate point reductions, or price reduction with a full price offer. Price Reduced! Lowest priced home in the community! Welcome to your new home! This stunning 3-bedroom, 2.5-bathroom condo offers the perfect blend of comfort, style, and convenience.
494 Results returned.Per Page
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.