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

213 W Tilden Street, Winter Garden image

213 W Tilden Street, Winter Garden $599,000

LOCATION!! Located in the highly desirable heart of downtown Winter Garden golf cart district, there is no home that compares to this one. Everything about this 4 bedroom...

4 Beds
2 Baths
Westlake Manor 1st Add SubDv.
34787 Zip Code

14512 Whittridge Drive, Winter Garden image

14512 Whittridge Drive, Winter Garden — 14512 $315,000

Don't miss your opportunity to live an amazing life style in the heart of Winter Garden's best community: Independence. This spacious and welcoming town home offers an ac...

3 Beds
2 Baths
Signature Lks-Pcl 01b SubDv.
34787 Zip Code

Winter Garden $339,000

THIS 3 BED 3 BATH MAGNIFICENT 14ft. HIGH CELING IS PRICED TO SELL FAST. Fully furnished unit at The Grove Resort & Water Park, Orlando’s newest luxury vacation home commu...

3 Beds
3 Baths
34787 Zip Code

702 Johns Landing Way, Oakland $625,000

Meticulously renovated and curated this home is straight out of a pottery barn catalog. Situated on an oversized corner lot, enjoy lake views of Johns Lake from the upsta...

5 Beds
3 Baths
Johns Landing Ph 01 44/47 SubDv.
34787 Zip Code

1629 Spring Ridge Circle, Winter Garden image

1629 Spring Ridge Circle, Winter Garden $350,000

This 3 bed, 2 bath gem is located near Downtown Winter Garden and the West Orange Trail. This house has a double sided wood burning fireplace in both the living and famil...

3 Beds
2 Baths
Crown Point Spgs SubDv.
34787 Zip Code

14541 Black Lake Preserve Street, Winter Garden image

14541 Black Lake Preserve Street, Winter Garden $439,000

Rare find beautiful single story house at the gate community black lake Preserve . when you enter the house you will find a formal living room on the right dining room on...

4 Beds
3 Baths
Black Lake Preserve SubDv.
34787 Zip Code

15579 Blackbead Street, Winter Garden image

15579 Blackbead Street, Winter Garden — Na $397,300

Beautiful 4 bedroom, 3.5 bathroom, end unit townhouse located in the community of Summerlake in Winter Garden. This townhouse features an open concept floorplan with a co...

4 Beds
3 Baths
Summerlake SubDv.
34787 Zip Code

995 Sadie Lane, Winter Garden $385,000

*** 1/3 ACRE IN WINTER GARDEN **** I will say that again....1/3 ACRE in Winter Garden!!! Let's be honest, I could stop there! But wait there's SO MUCH MORE!!! Please note...

4 Beds
2 Baths
Island Pointe Sub SubDv.
34787 Zip Code

8239 Lakeview Crossing Drive, Winter Garden image

8239 Lakeview Crossing Drive, Winter Garden $415,000

A rare find in the desired Waterleigh - Marina Bay Neighborhood within Winter Garden’s Horizon West Master Planned Community. The exterior of this Belllake model features...

3 Beds
2 Baths
Waterleigh Ph 1b SubDv.
34787 Zip Code

14501 Grove Resort Avenue Unit 1725, Winter Garden image

14501 Grove Resort Avenue Unit 1725, Winter Garden $390,000

The Grove Resort Orlando has become a world-famous destination for vacationers. This unique condo has extraordinary top-floor views of the WDW fireworks and beautiful Lak...

2 Beds
2 Baths
The Grove Resort SubDv.
34787 Zip Code

4022 Green Orchard Avenue, Winter Garden image

4022 Green Orchard Avenue, Winter Garden $639,000

Welcome to this former KB Homes Model 3737. Located in the Southwest Corner of Winter Garden. Upon entering this bright home you notice the beautiful engineered hardwood ...

5 Beds
4 Baths
Orchard Park At Stillwater Crossing SubDv.
34787 Zip Code

6232 Manuscript Street, Winter Garden image

6232 Manuscript Street, Winter Garden $374,900

Independence ** Beautiful one story home in good condition with newer wood floor in the master bedroom, dining and living rooms ** Many upgrades including exterior painte...

3 Beds
2 Baths
Independence, Signature Lakes SubDv.
34787 Zip Code

8019 Key West Dove Street, Winter Garden image

8019 Key West Dove Street, Winter Garden $550,000

This former model home located on a magnificently landscaped corner lot offers 5 bedrooms and 4 bathrooms over a 3,542 sq ft. Stepping into the foyer from the covered por...

5 Beds
4 Baths
Summerlake Pd Ph 01a SubDv.
34787 Zip Code

7513 Green Mountain Way, Winter Garden image

7513 Green Mountain Way, Winter Garden $1,025,000

This dreamy residence is your infinite vacation, just waiting for you at home! Every meticulous detail sings of the luxurious and effortless living in this GORGEOUS commu...

6 Beds
5 Baths
Overlook At Hamlin SubDv.
34787 Zip Code

7917 Iceland Gull Street, Winter Garden image

7917 Iceland Gull Street, Winter Garden $339,900

Make your appointment today to view this meticulously maintained single story home in the desirable community of Summerlake Groves. This home features over 1700 square ft...

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

5755 New Independence Parkway, Winter Garden image

5755 New Independence Parkway, Winter Garden — 5755 $325,000

***Independence!***Immaculate home as owner barely lived in it*** FURNISHED with new, high grade furniture included in the sale *** Granite countertops in kitchen and ma...

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

801 Marsh Reed Drive, Winter Garden image

801 Marsh Reed Drive, Winter Garden $429,000

Your search for the perfect home in Winter Garden has ended! Welcome to John's Lake Pointe located in close proximity to historic downtown, Winter Garden Village, within ...

4 Beds
2 Baths
Johns Lake Pointe SubDv.
34787 Zip Code

675 Caterpillar Run, Winter Garden image

675 Caterpillar Run, Winter Garden $559,000

You found it 6 bedroom 4 full bath house at the high demand and sold out community at the Mcallister Landing community .WELCOME TO McAllister Landing Winter Garden 6 bedr...

6 Beds
4 Baths
Mcallister Lndg SubDv.
34787 Zip Code

15511 Porter Rd, Winter Garden $450,000

Beautiful 6 bedroom 3ba home on a prime corner lot in popular Summerlake. The open floor plan features a stunning kitchen with large island bar area, granite countertops...

6 Beds
3 Baths
Summerlake Pd Ph 2c 2d 2e SubDv.
34787 Zip Code

227 Traditions Drive, Winter Garden image

227 Traditions Drive, Winter Garden $310,000

***MULTIPLE OFFER SITUATION- PLEASE SUBMIT HIGHEST AND BEST BY SATURDAY, APRIL 17 BY 10 PM*** UNBEATABLE location with this beautiful ready-to-move-in 3 bed/2 bath/2 car...

3 Beds
2 Baths
Traditions Sub SubDv.
34787 Zip Code

10084 Beach Port Drive, Winter Garden image

10084 Beach Port Drive, Winter Garden $749,000

Beautiful 5Bd/3.5Ba WATERFRONT home in the highly desirable community of Waterleigh in Horizon West. This elegant NORTH HAVEN model is part of the Emerald series featurin...

5 Beds
3 Baths
Waterleigh Ph 2b SubDv.
34787 Zip Code

1957 White Feather Loop, Oakland $390,000

One or more photo(s) has been virtually staged. Built in 2018, this Oakland two-story home offers granite countertops, and a two-car garage. This home has been virtually ...

3 Beds
2 Baths
Oakland Trails Ph 2 SubDv.
34787 Zip Code

16536 Brook Springs Aly, Winter Garden image

16536 Brook Springs Aly, Winter Garden $329,990

Beautiful Waterleigh townhouse, Sandhill model. Three bedroom with loft, 2.5 bath, one car garage, fenced yard, end unit, upgraded kitchen with granite counter tops and s...

3 Beds
2 Baths
Waterleigh Ph 2b SubDv.
34787 Zip Code

Winter Garden $415,000

This brand-new CORNER townhouse, completed in 2021, has just hit the market and is waiting for its very first occupants! Located in the coveted community of Hawksmoor in...

3 Beds
2 Baths
34787 Zip Code

201 1st Street, Winter Garden $299,000

Location!Location!Location!Near to Main street and downtown Winter Garden. This newest totally renovated Nice House has 4 bedroom, 2 full baths, granite counter top on ki...