Winter Garden Homes for Sale - Buy Winter Garden Real Estate - Erica Diaz Team

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

$519,000

15746 CITRUS GROVE LOOP
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
34Picture(s)
3,505Sqft
Copy link for video walk-through https://vimeo.com/468995787/bc3fb175ae Absolutely beautiful Cal-Atlantic built home in the sought out gated community of Hickory Hammock. This stunning corner lot home has 4 bedrooms, 3.5 baths, Den/Office and a Media/Theater room. This home is filled with UPGRADES!!.

$520,860

7687 BOWERY DRIVE
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
1Picture(s)
3,164Sqft
Under Construction. Final opportunity to purchase a Dorchester in Ravenna. The covered front porch leads to a stunning entry of double 8' doors. This amazing single story home features 5 bedrooms and 4 bathrooms in 3,164 Sq. Ft. The kitchen features a double wall oven and drop in cook-top. The kitchen island stretches 11 feet and can comfortably seat 5.

$379,990

16748 OAKBORO STREET
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
62Picture(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.

$332,990

5730 SUPRISE LILY DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
56Picture(s)
1,880Sqft
Pre-Construction. To be built. Ryan Homes at Hamilton Gardens is the perfect blend of location and lifestyle, surrounded by nature while close to everything. Experience this one-of-a-kind community where restaurants, retail, entertainment, and wellness are within strolling distance at Hamlin Town Center.

$350,000

14513 GOLDEN HARBOR LANE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
21Picture(s)
1,904Sqft
Beautiful, like new open concept 3 bedroom 2.5 bath home located in the desirable Watermark community. This spacious home features gourmet kitchen, upgraded cabinets, tile and carpet throughout. The community amenities include pool, playground and walking paths. Close to theme parks, restaurants and zoned for great schools.

$499,500

14037 PECAN ORCHARD DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
166Picture(s)
3,793Sqft
Don’t miss our on this highly desirable community of Orchard Park in Winter Garden. A gorgeous brick paver walk along a winding driveway welcomes you inside the home with a soaring foyer entryway. Plenty of naturel light. The home features high ceilings, tile and carpet floors, plantation shutters, surround sound wire in family rooms, block fill foam and upgraded attic insulation.

$419,900

544 LAKEVIEW AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
3Bathroom(s)
38Picture(s)
1,768Sqft
**DOWNTOWN WINTER GARDEN GEM** **HISTORIC HOME -- CIRCA 1940** **THREE BEDROOMS + THREE FULL BATHROOMS + ADDITIONAL DEN/OFFICE SPACE** **BRAND NEW KITCHEN IN 2020** **LARGE CORNER LOT - OVER 1/4 ACRE** **UPDATED PLUMBING & ELECTRICAL** **NEW ROOF IN 2019** Circa 1940, this traditional craftsman bungalow is for lovers of all things historic & beautiful…& all things Downtow

$410,990

16012 MICELLI DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
21Picture(s)
2,419Sqft
Under Construction. Listing shown with model photography. BRAND NEW home located in one of Winter Garden’s newest - most desirable community. Zoned for top rated schools and located just 15 minutes south of the Hamlin area’s shopping, dining and movie theater.

$480,000

1243 UNION CLUB DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
3Bathroom(s)
26Picture(s)
2,246Sqft
**LOOKING FOR OLD FLORIDA CHARM?**Located right next door to downtown Winter Garden on the West Orange Trail, OAKLAND PARK is Florida the way it should be – a blending of water, majestic trees and a classic, small-town feel. It’s hard to imagine that a place so quaint is just minutes from Winter Garden and the excitement of Orlando.

$486,990

644 OXFORD CHASE DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
24Picture(s)
3,114Sqft
Living is easy in this impressive, generously spacious residence just minutes from downtown shops, restaurants, and nearby parks perfect for enjoying the Florida sun. Four bedrooms, three and a half bathrooms, generous living space and stylish finishes invite relaxation, encourage entertaining, and embody the essence of true indoor-outdoor living.

$363,450

16093 TOLLINGTON ALLEY
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
4Picture(s)
1,803Sqft
Under Construction. Fall in love with this beautiful, 2-story, 1,602-square-foot bungalow with 3 beds, 2-1/2 baths, and an alley loaded garage. Inside, enjoy the openness with the flow of the family room, kitchen, and dining area and the open-to-above foyer.

$209,900

14843 ASTROLYN STREET
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
30Picture(s)
1,260Sqft
Welcome to this move-in-ready 3 bedroom, 2 bathroom, single-family home in Winter Garden. This home features shared spaces and hallways leading to more private areas, such as the bedrooms and bathrooms. Near the front of the home are 2 bedrooms and a full bathroom perfectly located for optimal privacy within the home.

$369,900

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
9Picture(s)
1,396Sqft
Amazing JASMINE model. 3 beds / 2 bth, most open floor place The Grove has to offer.

$450,000

12633 WESTFIELD LAKES CIRCLE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
97Picture(s)
2,777Sqft
AMAZING ONE-STORY HOME IN A HIGHLY DESIRABLE WINTER GARDEN COMMUNITY! This Westfield Lakes home is conveniently located to Fowler’s Grove shopping, the popular downtown Winter Garden area and within walking/biking distance of TOP LOCAL SCHOOLS.

$379,900

14421 BREDA CENTER LOOP
WINTER GARDEN, Florida

5Bedroom(s)
3Bathroom(s)
47Picture(s)
2,673Sqft
Nearly new end-lot home in small, private neighborhood just north of Disney (so close that aerial photos are not allowed). The home was built with many upgrades, including a double sized screened patio, an extra window in the family room that faces the beautiful green space across the street, rounded corners, a decorative display rack in the kitchen, ceiling fans throughout and many more.

$1,549,900

967 DENSDALE LANE
WINTER GARDEN, Florida

4Bedroom(s)
4Bathroom(s)
60Picture(s)
4,205Sqft
One or more photo(s) has been virtually staged.

$577,000

9256 GRAND ISLAND WAY
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
51Picture(s)
2,507Sqft
Welcome home to this beautiful Energy-Star certified home in the Watermark community. Enjoy morning coffee on the lanai of this functional two story Ashberry home overlooking your very own private oasis. As you enter this home the private study is ideal for home and office work.

$1,120,000

15210 OAKLAND AVENUE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
9Picture(s)
3,640Sqft
Under Construction. Fall head-over-heels for this modern farmhouse custom masterpiece situated within Winter Garden’s premier luxury new home community, Oakland Hills. Unlike anything else in Central Florida, this enclave of only 17 over-sized home sites is nestled among grand oak trees reminiscent of old Florida rural estates.

$1,240,000

685 LARGE OAK LANE
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
9Picture(s)
4,170Sqft
Under Construction. Fall in love with this modern farmhouse masterpiece that is in the early stages of construction within Winter Garden’s premier luxury new home community, Oakland Hills. Unlike anything else in Central Florida, this enclave of only 17 over-sized home sites is nestled among grand oak trees reminiscent of old Florida rural estates.

$299,000

6632 PASTURELANDS PLACE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
41Picture(s)
2,067Sqft
SIGNATURE LAKES! Priced to sell quickly! Amazing pond and conservation views from the front porch. So close to Disney you see the fireworks nightly. Walk up to beautiful etched front door. Tile entrance, living room is carpeted with plantation shutters on windows. Kitchen has tile floor with granite counter-tops, 42” cabinets, corner pantry, & sliding patio doors to screened lanai.

$315,990

6022 ASHLEAF MAPLE WAY
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
64Picture(s)
1,772Sqft
Pre-Construction. To be built. Ryan Homes at Hamilton Gardens is the perfect blend of location and lifestyle, surrounded by nature while close to everything. Experience this one-of-a-kind community where restaurants, retail, entertainment, and wellness are within strolling distance at Hamlin Town Center.

$389,000

3113 WINESAP WAY
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
29Picture(s)
2,115Sqft
Beautiful move-in ready 3 Bedrooms, 2 bathrooms home with a bonus room that can be used for a home office! Enjoy this spacious open floor concept home with an incredible kitchen having granite countertops, upgraded cabinets, stainless steel appliances and a massive kitchen island. The master bedroom is 18'x20' with dual vanities, a bathtub, and plenty of room in the walk-in closet.

$369,000

1533 MISTFLOWER LANE
WINTER GARDEN, Florida

5Bedroom(s)
3Bathroom(s)
29Picture(s)
2,511Sqft
*Update* Formal living room freshly repainted to neutral color (see comments under picture).

$369,900

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
7Picture(s)
1,375Sqft
PENTHOUSE!! Waterpark / Lake View. Located in desirable Phase 1 putting you directly above the Valencia, the resorts restaurants and Spa.
257 Results returned.Per Page

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.

Erica Diaz, Winter Garden's Top Producing Realtor

Buy or sell your home with the Erica Diaz Team and

We'll Pay $500 towards your Closing Costs 

simply subscribe to our newsletter and mention this ad.

Winter Garden's Top Realtor