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Winter Garden Real Estate Search

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Winter Garden is a city of approximately 45,000 people in Orange County, Florida. Located along the southern shore of Lake Apopka it is 14 miles west of downtown Orlando. First settled in the 1850s by farmers growing citrus and vegetables it was incorporated in 1908 and today is both a thriving business center and a desirable residential community. 

The pride of Winter Garden is its restored downtown, which is listed on the National Registry of Historic Places. With brick-lined streets and beautiful old buildings, downtown is the commercial heart of Winter Garden housing shops, restaurants, art galleries, museums, professional services, and government offices. Downtown is also home to the Garden Theater, a restored movie theater built in the 1930s that now hosts concerts, plays, and movies. Special events put on by the city for residents include the quarterly Cruz N Car Show, live music at Fridays on the Plaza, Winter Garden Farmer’s Market on Saturdays, and Independence Day fireworks on Lake Apopka. With its proximity to lakes and parks, world-famous theme parks, a multitude of golf courses, and the city of Orlando residents are never at a loss for things to see and do. 

Winter Garden real estate consists of townhouses, condominiums, and single-family houses for sale. Properties from 1,200 – 4,000 square feet of living space and featuring from two to four bedrooms form the mainstay of the market while a plethora of estate-style homes is available offering up to seven bedrooms and over 8,000 square feet. Lakefront properties, homes in gated, golf course communities, townhouses near the historic downtown, and houses in established neighborhoods within walking distance of excellent schools are all obtainable. Winter Garden is a city with the style and charm of a small town, with appealing homes set in lovely neighborhoods. If you are interested in any of the homes for sale in Winter Garden, please call us today.

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. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood!

Contact us today to find out how we can be of assistance to you!

Newest Winter Garden Homes and Condos for Sale

7160 Enchanted Lake Drive, Winter Garden image
7160 Enchanted Lake Drive, Winter Garden $395,900

Fabulous 4 bedroom, 2.5 bathroom, two-story home located in the community of Lakeview Point at Horizon West in Winter Garden. This home features an open concept with a co...

  • 4 Beds
  • 2 Baths
  • Lakeview Pointe/Horizon West P SubDv.
  • 34787 Zip Code
17597 Deer Isle Circle, Winter Garden image
17597 Deer Isle Circle, Winter Garden $1,550,000

Enter the exclusive, gated enclave of Deer Isle and drive through to your long driveway where you are pleasantly greeted by your very own custom-built 5,484 square feet, ...

  • 4 Beds
  • 4 Baths
  • Deer Island SubDv.
  • 34787 Zip Code
12002 Windstone Street, Winter Garden image
12002 Windstone Street, Winter Garden $479,000

Prepare to be impressed ! This former model home by Taylor Morrison will impress you from the minute that you enter the home! Located on a beautiful corner lot within wa...

  • 3 Beds
  • 3 Baths
  • Westfield Lakes SubDv.
  • 34787 Zip Code
13989 Magnolia Ridge Loop, Winter Garden image
13989 Magnolia Ridge Loop, Winter Garden $385,000

ABSOLUTELY STUNNING two-story home in the highly desirable Orchard Hills Community. Like new 4 bedroom, 3 full bath home. You will fall in love with this home from the mo...

  • 4 Beds
  • 3 Baths
  • Orchard Hills SubDv.
  • 34787 Zip Code
14457 Cedar Hill Drive, Winter Garden image
14457 Cedar Hill Drive, Winter Garden $575,000

**INCREDIBLE CONSERVATION LOT -- NO REAR NEIGHBORS -- NEARLY 1/4 ACRE** **EXTENDED SCREENED PATIO LANAI** **STUNNING WOOD LOOK TILE FLOORING** **FIVE BEDROOMS PLUS LOF...

  • 5 Beds
  • 3 Baths
  • Orchard Hills SubDv.
  • 34787 Zip Code
15135 Driftwood Bend Street, Winter Garden image
15135 Driftwood Bend Street, Winter Garden $599,000

Magnificent home in the desirable Signature Lakes community presents itself as the perfect move-in ready home. Home is meticulously kept with recent upgrades including e...

  • 5 Beds
  • 3 Baths
  • Signature Lakes Ph 3b-4 3b-5 & 3 SubDv.
  • 34787 Zip Code
1424 Eagle Lane, Winter Garden image
1424 Eagle Lane, Winter Garden — 1424 $154,990

Cozy 3 brm 2 bath townhome in Winter Garden off Hwy 50. Super low HOA fee of less than $50/month. Convenient location with easy access to FL turnpike, 408 and 429 and w...

  • 3 Beds
  • 2 Baths
  • Westside Twnhms Ph 04 SubDv.
  • 34787 Zip Code
701 Lake Cove Pointe Circle, Winter Garden image
701 Lake Cove Pointe Circle, Winter Garden $659,988

Here’s your chance to live in the highly desirable, gated community of Lake Cove Pointe. Located next to Lake Apopka, and right down the street from the popular historic ...

  • 5 Beds
  • 4 Baths
  • Lake Cove Pointe Ph 02 SubDv.
  • 34787 Zip Code
14873 Ellingsworth Lane, Winter Garden image
14873 Ellingsworth Lane, Winter Garden $459,000

IMMACULATE 4-BEDROOM, 3 BATH HOME LOCATED IN DESIRED GATED COMMUNITY OF OXFORD CHASE. WHY BUILD NEW WHEN YOU CAN HAVE THIS INCREDIBLE, OPEN FLOOR HOME WITH OVER $20,000 I...

  • 4 Beds
  • 3 Baths
  • Oxford Chase SubDv.
  • 34787 Zip Code
556 Maxey Avenue, Winter Garden image
556 Maxey Avenue, Winter Garden $37,000

Vacant lot in an established community. Build your brand new house or great location for an investor or builder & Great opportunity NO HOA!!! Centrally located in Winter ...

  • Joe Louis Park SubDv.
  • 34787 Zip Code
791 Canopy Estates Drive, Winter Garden image
791 Canopy Estates Drive, Winter Garden $949,000

Welcome to this Parade of Homes Grand Award Winning Italian inspired Sanibel located in the beautiful gated community of Canopy Oaks Estates just 3 minutes from the shops...

  • 5 Beds
  • 5 Baths
  • Canopy Oaks Ph 1 SubDv.
  • 34787 Zip Code
14582 Old Thicket Trace, Winter Garden image
14582 Old Thicket Trace, Winter Garden $619,000

One or more photo(s) has been virtually staged. INDEPENDENCE POOL home with Carriage House / In law suite above garage (1 bedroom, 1 bath and kitchen area ) is what you...

  • 5 Beds
  • 4 Baths
  • Independence , Signature Lakes SubDv.
  • 34787 Zip Code
15532 Avenue Of The Arbors, Winter Garden image
15532 Avenue Of The Arbors, Winter Garden $1,470,000

Enjoy afternoon sunsets on your private covered dock on Lake Hancock or soak in the salt-water spa after a long day at work in this 2016 home. Entertain friends and fami...

  • 5 Beds
  • 4 Baths
  • Signature Lakes Ph 02 A B H I J SubDv.
  • 34787 Zip Code
15277 Shonan Gold Drive, Winter Garden image
15277 Shonan Gold Drive, Winter Garden $490,000

It's time to call this lovely property in the heart of Winter Garden's Horizon West your new home! As you walk into the home you will be stunned by the high ceilings and ...

  • 5 Beds
  • 3 Baths
  • Overlook 2/Hamlin Ph 2 & 5 SubDv.
  • 34787 Zip Code
734 Klondike Street, Winter Garden image
734 Klondike Street, Winter Garden $224,900

Come take a look at this refurbished slice of history in the downtown Winter Garden area. This 2/1 bungalow is a great representation of old meets new. The inside has tot...

  • 2 Beds
  • 1 Baths
  • Loveless J S Add 01 SubDv.
  • 34787 Zip Code
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