Search All Winter Garden Real Estate

The cozy community of Winter Garden, Florida, is an excellent place to buy a home, just fifteen miles from Orlando. Roughly forty thousand people reside in the city and enjoy its long list of advantageous features, services, and amenities. Though near Orlando and all of its hustle and bustle, Winter Garden has a relaxed, laid-back vibe, and the abundance of natural beauty contributes to its tranquility. Other appealing qualities include a charming historic downtown that is listed on the National Register of Historic Places. Moreover, Downtown Winter Garden encompasses a theatre, several museums, small shops, restaurants, and cafes.

Winter Garden residents also enjoy quick and convenient access to significant transportation routes, including the Western Beltway, County Road 545, and County Road 535. The area also offers recreation and leisure opportunities in multiple lovely parks, including Oakland Nature Preserve, Chapin Station, and one of the region's largest farmer's markets. These and other destination opportunities include scenic hiking and biking trails, wide-open green spaces, sports courts, playgrounds, and similar features. All of these spectacular options for recreation, entertainment, shopping, and dining contribute to the enduring appeal of Winter Garden real estate.

Real estate in Winter Garden includes residences of varying floor plans, including attached and detached homes. While these homes exist on a spectrum, the average Winter Garden home offers around three thousand five hundred square feet of living space. Homes for sale in Winter Garden are of varying architectural styles, including Modern, Traditional, and Mediterranean. Winter Garden properties are also of varying ages so you can just as easily find a historic home as new construction. We will happily answer all of your questions, so if you would like to learn more about currently listed properties in Winter Garden, Florida, please contact us as soon as it is convenient.

Our website features the best Winter Garden real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes.

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Newest Winter Garden Homes & Condos for Sale

14439 Cedar Hill Dr, Winter Garden image

14439 Cedar Hill Dr, Winter Garden $469,000

Welcome home. This immaculate 4 bedroom/ 3 full Bath, 2,256 htd sq/ft model-worthy home is located in the much sought-after Orchard Hills Community in the Horizons West/W...

4 Beds
3 Baths
Orchard Hills Ph 1 SubDv.
34787 Zip Code

1444 Kenny Ct, Winter Garden $301,900

LOCATION, LOCATION, LOCATION. Just a five minute commute will provide you with a stroll through historic downtown Winter Garden, entry to the West Orange bike trail, or q...

3 Beds
2 Baths
Kenny Court SubDv.
34787 Zip Code

15320 Heron Hideaway Circle, Winter Garden image

15320 Heron Hideaway Circle, Winter Garden $689,000

Beautiful 5BR/5BATH home in the desirable community of Johns Lake Pointe, Winter Garden. The home has an open two story floor plan with two master bedrooms, and has a hug...

5 Beds
5 Baths
Johns Lake Pointe SubDv.
34787 Zip Code

3524 Turningwind Lane, Winter Garden image

3524 Turningwind Lane, Winter Garden $579,800

This spacious 5 bedroom, 4 bath home in the small, friendly community of Windward Cay is a must see! The home features an open floor plan, volume ceilings, granite counte...

5 Beds
4 Baths
Windward Cay 48 125 SubDv.
34787 Zip Code

15389 Sugar Citrus Drive, Winter Garden image

15389 Sugar Citrus Drive, Winter Garden $535,000

Feast your eyes on this stunning 4 bedroom, 3 bathroom house, with a bonus den that is perfect for a home office or recreational room. Open floor plan. Move in ready. The...

4 Beds
3 Baths
Hamlin Reserve SubDv.
34787 Zip Code

15245 Night Heron Drive, Winter Garden image

15245 Night Heron Drive, Winter Garden $990,000

Welcome to Summerlake, one of Winter Garden’s most desirable neighborhoods! This Beautiful Home built in 2017 is on an EXTRA LARGE LOT, offering one of the most incredibl...

5 Beds
3.5 Baths
Summerlake Pd Ph 3c SubDv.
34787 Zip Code

165 S Lakeview Avenue, Winter Garden image

165 S Lakeview Avenue, Winter Garden $560,000

LOCATION, LOCATION, LOCATION! This property is conveniently located in the Heart of the City’s Historic Downtown Walkable District and nicely placed across from a public ...

Fries Winter Garden SubDv.
34787 Zip Code

1009 Home Grove Drive, Winter Garden image

1009 Home Grove Drive, Winter Garden $735,000

Welcome Home!!! This is the one you've been waiting for! Not only do you have a perfect location, being just minutes from Winter Garden Village and less than 30 minutes f...

5 Beds
4 Baths
Foxcrest A-N & P SubDv.
34787 Zip Code

15518 Campden Street, Winter Garden image

15518 Campden Street, Winter Garden — 15518 $319,900

This Spacious townhome is conveniently located in Westbrook at Stoneybrook West! Close to great schools, local shopping and dining plus within minutes to Winter Garden V...

3 Beds
2.5 Baths
Stoneybrook West I SubDv.
34787 Zip Code

103 Windtree Lane Unit 103, Winter Garden image

103 Windtree Lane Unit 103, Winter Garden — M $155,000

Wonderful ground floor corner unit in Winter Garden ready for a first time home buyer or investor. Come make this your own. Community is a hidden gem in the heart of Wi...

2 Beds
2 Baths
Windtree Gardens Condo Ph 03 SubDv.
34787 Zip Code

Avalon Road, Winter Garden $599,000

ARE YOU LOOKING FOR LAND TO BUILD A HOME ON??? THEN LOOK NO FUTHER!!! 4.59 ACRES WITH BEAUTIFUL STATELY TREES LOCATED IN WINTER GARDEN!!! CONVENIENT LOCATION TO CLERMONT,...

Lake Avalon Groves Rep SubDv.
34787 Zip Code

213 4th Street, Winter Garden $249,900

Winter Garden Hidden Gem. Located on a very quiet street within distance to the charming downtown Winter Garden historical district. This adorable 2 bedroom /1 bath home ...

2 Beds
1 Baths
Twin City Dev Co Sub SubDv.
34787 Zip Code

5337 Lake Virginia Street, Winter Garden image

5337 Lake Virginia Street, Winter Garden $507,835

Under Construction. The Berkley Model offered by Dream Finders Homes on Lot 91. Lakeside at Hamlin is our newest community in the prestigious Winter Garden area. With jus...

4 Beds
3 Baths
Lakeside At Hamlin SubDv.
34787 Zip Code

8127 Pacific Loon St, Winter Garden image

8127 Pacific Loon St, Winter Garden $500,000

Beautiful and spacious two story, 3 bedroom 2 and half baths with den and loft. The first floor features tile throughout, an upgraded kitchen with recessed lighting, 42 i...

3 Beds
2.5 Baths
Summerlake Pd Ph 1b SubDv.
34787 Zip Code

1370 Portmoor Way, Winter Garden $535,000

Welcome home to the highly desired 24 hour guard gated community at Stoneybrook West! Sitting peacefully on a lot with both water and pond views is this lovely five bedro...

5 Beds
4 Baths
Stoneybrook West 44/134 SubDv.
34787 Zip Code

1058 Island Pointe Drive, Winter Garden image

1058 Island Pointe Drive, Winter Garden $474,900

This very well-maintained and updated home in a beautiful neighborhood near Historic Downtown Winter Garden offers nearly every modern high-efficiency upgrade and conveni...

4 Beds
2 Baths
Island Pointe SubDv.
34787 Zip Code

16919 Reseda Alley, Winter Garden — Dr Horton Inc $360,000

Beutiful Townhome with 3 bedrooms, 2.5 baths. Located in the Amazing Waterleigh Community with an open space connect the living-dining and kitchen area that will allow yo...

3 Beds
2.5 Baths
Waterleigh Ph 3a SubDv.
34787 Zip Code

5600 New Independence Parkway, Winter Garden image

5600 New Independence Parkway, Winter Garden $419,900

VACANT! 3 bedrooms 2 bathrooms 2 car garage with nice open floor plan! Kitchen is open to dining room and living room combo. You will find LVP floors throughout living ro...

3 Beds
2 Baths
Signature Lakes Ph 02 A B H I J SubDv.
34787 Zip Code

14855 Evergreen Oak Loop, Winter Garden image

14855 Evergreen Oak Loop, Winter Garden — N/A $399,900

*Waterview in the front door*! Location, Location, Location...Winter Garden! well keep and move-in ready corner unit townhouse at the beautiful signature lake at winter ...

4 Beds
2.5 Baths
Signature Lakes Ph 3b-6 SubDv.
34787 Zip Code

14879 Evergreen Oak Loop, Winter Garden image

14879 Evergreen Oak Loop, Winter Garden — - $415,000

Rare - BLOCK CONSTRUCTION BOTH LEVELS - INCOME PROPERTY Features big court yard between the garage to enjoy Florida outdoor living on the big courtyard. Signature l...

3 Beds
2.5 Baths
Signature Lakes Ph 3b-6 SubDv.
34787 Zip Code

15062 Lebeau Loop, Winter Garden $514,900

Pre-Construction. To be built. This gorgeous, 4 bedroom, 3 bathroom, Cottage with front facing balcony is now available for you to call home! It is an estimated delivery ...

4 Beds
3 Baths
Winding Bay SubDv.
34787 Zip Code

2743 Bobcat Chase Boulevard, Oakland image

2743 Bobcat Chase Boulevard, Oakland $449,999

Longleaf at Oakland! MODEL-LIKE HOME LESS THAN 2 YEARS OLD! You cannot build this home at this price right now in OAKLAND! This home is full of UPGRADES! First floor feat...

3 Beds
2.5 Baths
Longleaf/Oakland Rep SubDv.
34787 Zip Code

14501 Grove Resort Avenue Unit 3202, Winter Garden image

14501 Grove Resort Avenue Unit 3202, Winter Garden $336,000

Beautiful 3-bedroom, 2-bathroom fully-furnished popular Jasmine model on second floor overlooking central fountain and lobby area. This floorplan is very spacious, with ...

3 Beds
2 Baths
Grove Res & Spa Hotel Condo 3 SubDv.
34787 Zip Code

15561 Kinnow Mandarin Lane, Winter Garden image

15561 Kinnow Mandarin Lane, Winter Garden $580,000

Enjoy this 2 story stunner in the heart of the Winter Garden expansion. Light, bright, fresh and airy is the theme to this beauty. Gorgeous Quartz island kitchen with upg...

4 Beds
3 Baths
Highlands/Summerlake Grvs Ph 1 SubDv.
34787 Zip Code

16550 Broadwater Avenue, Winter Garden image

16550 Broadwater Avenue, Winter Garden $675,000

This beautiful 4 bedroom, 3 bath home is located in the highly sought-after Winter Garden community of Twinwaters. When having this home built in 2017, the owners chose m...