1,094 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 557 W PLANT STREET Winter Garden, FL MLS# O6356390
  • Virtual Tour
1 of 38
$1,269,990
2,564

Sq.Ft.

557 W PLANT STREET

Winter Garden, FL

Courtesy of VALSTAR REALTY LLC
View 16746 TURTLE HATCH DRIVE Winter Garden, FL MLS# O6406556
$1,265,000
6

Beds

4.1

Baths

4,451

Sq.Ft.

16746 TURTLE HATCH DRIVE

Winter Garden, FL

Courtesy of CLOCK TOWER REALTY
View 14240 COLONIAL POINTE DRIVE Winter Garden, FL MLS# O6412255
$1,250,000
6

Beds

5.1

Baths

4,816

Sq.Ft.

14240 COLONIAL POINTE DRIVE

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 1156 CIVITAS WAY Winter Garden, FL MLS# O6385496
  • Virtual Tour
1 of 76
$1,249,000
4

Beds

2.1

Baths

2,710

Sq.Ft.

1156 CIVITAS WAY

Winter Garden, FL

View 706 CANOPY ESTATES DRIVE Winter Garden, FL MLS# O6394059
$1,225,000
5

Beds

5.2

Baths

4,019

Sq.Ft.

706 CANOPY ESTATES DRIVE

Winter Garden, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 15686 PANTHER LAKE DRIVE Winter Garden, FL MLS# O6390015
$1,220,000
4

Beds

3.2

Baths

3,094

Sq.Ft.

15686 PANTHER LAKE DRIVE

Winter Garden, FL

Courtesy of JOHN SILVA REALTY & ASSOCIATES
View 15594 SHOREBIRD LANE Winter Garden, FL MLS# S5147208
$1,219,000
4

Beds

3.1

Baths

3,022

Sq.Ft.

15594 SHOREBIRD LANE

Winter Garden, FL

Courtesy of PREMIUM PROPERTIES R.E SERVICE
View 205 SURPRISE DRIVE Winter Garden, FL MLS# O6365188
  • Virtual Tour
1 of 32
$1,200,000
4

Beds

2.1

Baths

2,171

Sq.Ft.

205 SURPRISE DRIVE

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 14255 HAMPSHIRE BAY CIRCLE Winter Garden, FL MLS# O6395612
$1,200,000
4

Beds

4.1

Baths

4,625

Sq.Ft.

14255 HAMPSHIRE BAY CIRCLE

Winter Garden, FL

View 15161 CANOE PLACE Winter Garden, FL MLS# O6398949
  • Virtual Tour
1 of 63
$1,200,000
5

Beds

4.1

Baths

3,816

Sq.Ft.

15161 CANOE PLACE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 16217 LAKE JOHNS CIRCLE Winter Garden, FL MLS# O6409098
$1,200,000
5

Beds

5.0

Baths

4,659

Sq.Ft.

16217 LAKE JOHNS CIRCLE

Winter Garden, FL

View 440 TIERRA VERDE LANE Winter Garden, FL MLS# O6412260
$1,200,000
4

Beds

3.0

Baths

3,512

Sq.Ft.

440 TIERRA VERDE LANE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 1812 LAKE ROBERTS LANDING DRIVE Winter Garden, FL MLS# O6415935
  • Recently Listed with Virtual Tour
1 of 69
$1,200,000
6

Beds

4.0

Baths

4,247

Sq.Ft.

1812 LAKE ROBERTS LANDING DRIVE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 14312 SUNBRIDGE CIRCLE Winter Garden, FL MLS# O6414430
  • Recently Listed with Virtual Tour
1 of 51
$1,200,000
5

Beds

4.0

Baths

4,225

Sq.Ft.

14312 SUNBRIDGE CIRCLE

Winter Garden, FL

View 17425 LAKE INGRAM ROAD Winter Garden, FL MLS# O6397109
$1,199,999
4

Beds

1.1

Baths

2,246

Sq.Ft.

17425 LAKE INGRAM ROAD

Winter Garden, FL

Courtesy of THE PROPERTY PROS REAL ESTATE, INC
View 16783 TURTLE HATCH DRIVE Winter Garden, FL MLS# O6404708
$1,199,999
5

Beds

5.1

Baths

3,513

Sq.Ft.

16783 TURTLE HATCH DRIVE

Winter Garden, FL

Courtesy of SIERRA REALTY GROUP LLC
View 12241 ENCORE AT OVATION WAY Winter Garden, FL MLS# O6403198
$1,190,000
5

Beds

4.0

Baths

3,693

Sq.Ft.

12241 ENCORE AT OVATION WAY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 17588 LAKE STAR ROAD Winter Garden, FL MLS# O6387269
$1,185,000
5

Beds

4.0

Baths

4,026

Sq.Ft.

17588 LAKE STAR ROAD

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 15741 SWEET LEMON WAY Winter Garden, FL MLS# O6417058
  • Recently Listed with Virtual Tour
1 of 42
$1,180,000
5

Beds

4.1

Baths

3,624

Sq.Ft.

15741 SWEET LEMON WAY

Winter Garden, FL

View 14001 COUNTRY ESTATE DRIVE Winter Garden, FL MLS# O6403044
$1,175,000
4

Beds

4.0

Baths

3,698

Sq.Ft.

14001 COUNTRY ESTATE DRIVE

Winter Garden, FL

About Winter Garden

The balance between reverence for yesterday and vibrant growth is reflected in the Winter Garden slogan, "A City with a Future…Preserving Its Past."  Walking down historic Plant Street or catching a glimpse of landmark buildings like Tanner Hall immediately creates an image of small-town life at its finest in the heart of this quaint Main Street community. At the same time, redevelopment and growth are evident at every turn.  Antique stores, ice cream shops, and charming cafés combine with dynamic new businesses and residential development.  Covering approximately 17 square miles, Winter Garden offers access to the West Orange Trail for biking or jogging in a naturally beautiful setting.  Other amenities include large parks, a public boat ramp on Lake Apopka, and recreational complexes for tennis, swimming, and sports play.  This vast area once covered by citrus groves is rapidly transforming into a suburban environment that preserves the friendly, intimate spirit of yesterday.  Residents enjoy easy access to Highway 50, the East West Expressway, and the Florida Turnpike.

Listings in Winter Garden, FL

1,090

Estimated median home price

$615,000
Winter Garden FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winter Garden, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winter Garden, FL.

Homes for Sale by Price in Winter Garden, FL

Price Count
$0 - 100K 1
$100K - 200K 24
$200K - 300K 90
$300K - 400K 77
$400K - 500K 147
$500K - 600K 192
$600K - 700K 131
$700K - 800K 117
$800K - 900K 101
$900K - 1M 74
$1M - Max 136

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 771
Townhouse 141
Condo 139
Commercial 11
Rental 204
Lots and Land 24
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 1
Farms 0

(Data as of 6/22/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale/lease on this web site come in part from the New Smyrna Beach Board of REALTORS® Multiple Listing Service (MLS) in which this real estate firm (Broker) participates. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with the Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with the MLS IDX logo. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein or for their use or interpretation by the user. Federal law prohibits discrimination on the basis of race, color, sex, religion, handicap, familial status or national origin in the sale, rental or financing of housing.

This data updated periodically, at an interval not to exceed 7 days.

IDX information provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Some properties which appear for sale on this website may subsequently have sold and may no longer be available.

© Copyright 2026 New Smyrna Beach Board of REALTORS, Inc. All rights Reserved.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 6/22/2026.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 BeachesMLS, Inc. All rights reserved.

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 6/22/2026.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 6/22/2026.