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

1512 Wild Sweetgrass Way, Oakland $545,000

Nature and recreation literally - at your front door! This 3 bedroom, 2 bathroom home faces the West Orange Trail offering 22 miles of fitness or leisure with the 150-acr...

3 Beds
2 Baths
Longleaf/Oakland SubDv.
34787 Zip Code

14501 Grove Resort Avenue Unit 3512, Winter Garden image

14501 Grove Resort Avenue Unit 3512, Winter Garden — 3 $385,000

OWN, EARN, ENJOY this 5TH FLOOR, fully furnished and equipped, comfortable and spacious 3 bedroom, 2 bathroom, 1,396 sq ft of living space, JASMINE model condo, with scre...

3 Beds
2 Baths
Grove Resort And Spa Hotel Condominium 1 SubDv.
34787 Zip Code

14501 Grove Resort Avenue Unit 3712, Winter Garden image

14501 Grove Resort Avenue Unit 3712, Winter Garden — 3 $399,000

OWN, EARN, ENJOY this RARELY AVAILABLE TOP 7TH FLOOR, fully furnished and equipped, comfortable and spacious 3 bedroom, 2 bathroom, 1,396 sq ft of living space, JASMINE m...

3 Beds
2 Baths
Grove Resort And Spa Hotel Condominium 1 SubDv.
34787 Zip Code

16662 Point Rock Drive, Winter Garden image

16662 Point Rock Drive, Winter Garden $571,740

Under Construction. The CORDALE, in the Waterleigh community, is great for entertaining with the cafe just off the kitchen for casual dining. The master bedroom convenien...

3 Beds
2.5 Baths
Waterleigh SubDv.
34787 Zip Code

15534 Lake Burnett Shore Court, Winter Garden image

15534 Lake Burnett Shore Court, Winter Garden $1,150,000

For Sale By Owner - Open House 5/28/22 12pm - 3:30pm - Welcome home! The tone is set with the high ceilings, crown moulding natural sunlight cascading throughout the main...

5 Beds
5 Baths
Hickory Hammock Ph 2a SubDv.
34787 Zip Code

15213 Lake Lamonia Street, Winter Garden image

15213 Lake Lamonia Street, Winter Garden $785,160

Pre-Construction. To be built. Welcome Home to the Arlington with Bonus! This spectacular floor plan is available in Lakeside at Hamlin! Outstanding features include Cr...

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

1708 Portcastle Circle, Winter Garden image

1708 Portcastle Circle, Winter Garden $415,000

ATTN INVESTORS: Fantastic income property opportunity! 4 bedroom, 2.5 bath, 2 car garage two story single family home in the sought after school zone and tree lined stree...

4 Beds
2.5 Baths
Stone Crk A-1 & A-2 SubDv.
34787 Zip Code

215 Pennsylvania Avenue, Winter Garden image

215 Pennsylvania Avenue, Winter Garden $250,000

Cute, quaint, and turnkey bungalow ready for its new owners. Located in the heart of Winter Garden it lacks nothing. From the welcoming front porch to the engineered ha...

2 Beds
1 Baths
Shadow Lawn SubDv.
34787 Zip Code

464 Sand Lime Road, Winter Garden — 464 $225,000

**PROFESSIONAL PHOTOS COMING SOON** Amazing opportunity to own this 2 bedroom, 1 bath, end unit, one story townhome in Winter Garden. This home features granite counter ...

2 Beds
1 Baths
Village Grove Ph 01 SubDv.
34787 Zip Code

14216 Creekbed Circle, Winter Garden image

14216 Creekbed Circle, Winter Garden $800,000

Gorgeous Pool Home in the Gated Community of Bradford Creek Now Available! Built in 2015, this home has all the amenities you are looking for, including: Gourmet Kitchen...

4 Beds
4.5 Baths
Bradford Crk Ph I SubDv.
34787 Zip Code

16571 Point Rock Drive, Winter Garden image

16571 Point Rock Drive, Winter Garden $553,740

Under Construction. The BELLAKE is a beautiful 3 bedroom 2.5 bath home and 2 car garage home. With a sense of entry with a Flex room just off the wide foyer area and a bu...

3 Beds
2.5 Baths
Waterleigh SubDv.
34787 Zip Code

430 Southern Pecan Circle Unit 102, Winter Garden image

430 Southern Pecan Circle Unit 102, Winter Garden — 1 $190,000

ATTENTION INVESTORS! Where can you have immediate cash flow and for under $200,000? This RARE one bedroom condo in the desirable GATED community of SOUTHERN PINES with a ...

1 Beds
1 Baths
Southern Pines Condo SubDv.
34787 Zip Code

Live Oak, Winter Garden $250,000

DON’T MISS THIS RARE OPPORTUNITY! Winter Garden Residential corner Lot in Highly Desirable John Lake Homesites. Build your dream home with a beautiful view of Johns Lake...

Johns Lake Homesites Add 01 SubDv.
34787 Zip Code

1403 Marble Crest Way, Winter Garden image

1403 Marble Crest Way, Winter Garden $733,000

Location! Location! Location! STONEYBROOK WEST From the moment you drive though the 24-hour staffed guard-gate, you know you are home in the sought after ideally located ...

6 Beds
4 Baths
Stoneybrook West Unit 1 SubDv.
34787 Zip Code

640 Orange Belt Loop, Winter Garden image

640 Orange Belt Loop, Winter Garden — Na $525,000

WINTER GARDEN GOLF CART DISTRICT! This 3 Bedroom 2.5 Bathroom Townhouse is two blocks from Historic Downtown Winter Garden. Enjoy the restaurants, shops and brewery whil...

3 Beds
2.5 Baths
Heritage/Plant Street SubDv.
34787 Zip Code

818 Shadowmoss Drive, Winter Garden image

818 Shadowmoss Drive, Winter Garden $698,800

Full custom video of home.... www.818shadowmoss.site/mls 5 bed 3 bath 3 car garage home in sought after Westfield Lakes at an amazing price. New roof in 2017 is a hug...

5 Beds
3 Baths
Westfield Lakes SubDv.
34787 Zip Code

16011 Gilden Way, Winter Garden $965,830 ▲

Under Construction. The Newport is as is as versatile as it is beautiful, featuring a covered porch and 3 car garage. This 5 bedroom, 4 bathroom, 3 car garage home featur...

5 Beds
4 Baths
Encore At Ovation SubDv.
34787 Zip Code

12791 Brodlove Lane, Winter Garden image

12791 Brodlove Lane, Winter Garden $587,805 ▲

Under Construction. Fall in love with this 3-bedroom, 2.5-bath, 2,341 square foot home with 2-car ally-load garage. This versatile plan will wow you the minute you enter,...

3 Beds
2.5 Baths
Encore At Ovation SubDv.
34787 Zip Code

12779 Brodlove Lane, Winter Garden image

12779 Brodlove Lane, Winter Garden $523,240 ▲

Under Construction. Fall in love with this 3-bedroom, 2.5-bath, 1,832 square foot home with 2-car ally-load garage. This versatile plan will wow you the minute you enter,...

3 Beds
2.5 Baths
Encore At Ovation SubDv.
34787 Zip Code

518 Marsh Reed Drive, Winter Garden image

518 Marsh Reed Drive, Winter Garden $519,000

This is your OPPORTUNITY for an IMPECABLE home, with OUSTANDING maintenance that makes it LOOK BRAND NEW! Welcome to this fantastic home located on a cul-de-sac, extended...

3 Beds
2.5 Baths
Johns Lake Pointe A & S SubDv.
34787 Zip Code

229 N Highland Avenue, Winter Garden image

229 N Highland Avenue, Winter Garden $449,900

This Unique 1925 3BD/2BA Craftsman's Home is located in Historic Downtown Winter Garden on a corner lot. The home requires significant renovations and cannot be occupie...

3 Beds
2 Baths
Cooper & Sewell Add SubDv.
34787 Zip Code

7040 Pasturelands Place, Winter Garden image

7040 Pasturelands Place, Winter Garden $614,500

This lovely 5 bedroom home offers nearly 2,700 square feet of comfort and convenience. It is located in one of the most eventful communities around. The Independence Comm...

5 Beds
4 Baths
Signature Lakes Prcl 01c SubDv.
34787 Zip Code

641 Glenview Drive, Winter Garden $460,000

This Winter Garden one-story home offers a patio, and a two-car garage.

3 Beds
2.5 Baths
Glenview Estates SubDv.
34787 Zip Code

9313 Mira Valle Lane, Winter Garden image

9313 Mira Valle Lane, Winter Garden $549,900

Don’t miss out on this gem located in Watermark, one of the most sought-after communities in Winter Garden! This spacious and energy efficient home is a 3 bedroom/2.5 b...

3 Beds
2.5 Baths
Watermark SubDv.
34787 Zip Code

14501 Grove Resort Avenue Unit 1718, Winter Garden image

14501 Grove Resort Avenue Unit 1718, Winter Garden $360,000

Luxury vacation unit in beautiful The Grove Resort and Spa! Sitting high on the 7th floor in Tower 1, you face the resorts pool, Lake Austin and Disney fireworks - the pe...