View 17059 HARBOR OAK PARKWAY Winter Garden, FL MLS# O6403063
$630,000
4

Beds

3.0

Baths

2,692

Sq.Ft.

17059 HARBOR OAK PARKWAY

Winter Garden, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 15239 LAKE LAMONIA STREET Winter Garden, FL MLS# O6402421
$795,000
4

Beds

3.1

Baths

3,020

Sq.Ft.

15239 LAKE LAMONIA STREET

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 849 SHADOWMOSS DRIVE Winter Garden, FL MLS# O6402463
$745,000
5

Beds

3.0

Baths

2,620

Sq.Ft.

849 SHADOWMOSS DRIVE

Winter Garden, FL

Courtesy of XCELLENCE
The time to sell is now! THE TIME TO SELL IS NOW!
View 17412 HONEYBELL TANGELO COURT Winter Garden, FL MLS# O6402876
  • New Construction with Virtual Tour
1 of 42
OPEN HOUSE: Thursday 5/28 10:00 AM - 6:00 PM
$725,000
4

Beds

3.0

Baths

2,120

Sq.Ft.

17412 HONEYBELL TANGELO COURT

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6165 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5111538
$745,130
4

Beds

3.0

Baths

3,038

Sq.Ft.

6165 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6177 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5111566
$729,385
4

Beds

3.1

Baths

2,688

Sq.Ft.

6177 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15518 SUNQUAT DRIVE Winter Garden, FL MLS# O6402110
$620,000
4

Beds

3.1

Baths

2,502

Sq.Ft.

15518 SUNQUAT DRIVE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 2640 GROVE VIEW DRIVE Winter Garden, FL MLS# O6401215
$789,900
5

Beds

3.0

Baths

3,738

Sq.Ft.

2640 GROVE VIEW DRIVE

Winter Garden, FL

Courtesy of GECKO REALTY, INC
View 7580 SPRING VALLEY STREET Winter Garden, FL MLS# G5111519
$693,230
4

Beds

3.1

Baths

2,515

Sq.Ft.

7580 SPRING VALLEY STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 17434 SUNSET PRAIRIE DRIVE Winter Garden, FL MLS# G5111523
$749,360
6

Beds

4.1

Baths

3,412

Sq.Ft.

17434 SUNSET PRAIRIE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 16294 HONEY HARVEST STREET Winter Garden, FL MLS# O6403794
$685,000
5

Beds

4.1

Baths

2,812

Sq.Ft.

16294 HONEY HARVEST STREET

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 7212 DESERT MANDARIN STREET Winter Garden, FL MLS# O6401040
$650,000
4

Beds

2.1

Baths

2,605

Sq.Ft.

7212 DESERT MANDARIN STREET

Winter Garden, FL

Courtesy of HOMESMART
View 7526 SPRING VALLEY STREET Winter Garden, FL MLS# G5111448
$676,245
5

Beds

4.0

Baths

2,680

Sq.Ft.

7526 SPRING VALLEY STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 9433 EMERALD BERRY DRIVE Winter Garden, FL MLS# O6401775
$729,800
4

Beds

2.1

Baths

2,063

Sq.Ft.

9433 EMERALD BERRY DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 8114 SAYINGS DRIVE Winter Garden, FL MLS# O6401941
$739,000
5

Beds

3.0

Baths

3,284

Sq.Ft.

8114 SAYINGS DRIVE

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 5138 CITRUS LEAF BOULEVARD Winter Garden, FL MLS# O6401856
$745,000
4

Beds

3.0

Baths

2,468

Sq.Ft.

5138 CITRUS LEAF BOULEVARD

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 16760 HARPER COVE DRIVE Winter Garden, FL MLS# O6403109
$700,000
4

Beds

3.0

Baths

2,909

Sq.Ft.

16760 HARPER COVE DRIVE

Winter Garden, FL

Courtesy of WEMERT GROUP REALTY LLC
View 16834 HOBE SOUND COURT Winter Garden, FL MLS# O6401373
  • New Construction with Virtual Tour
1 of 18
$634,990
4

Beds

3.1

Baths

2,494

Sq.Ft.

16834 HOBE SOUND COURT

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 17005 ARROWHEAD BOULEVARD Winter Garden, FL MLS# O6401039
$615,000
3

Beds

2.0

Baths

1,655

Sq.Ft.

17005 ARROWHEAD BOULEVARD

Winter Garden, FL

Courtesy of Orlando - WEICHERT, REALTORS® - Hallmark Properties
View 14014 LANYARD WAY Winter Garden, FL MLS# G5111358
  • New Construction
1 of 3
$778,206
5

Beds

3.1

Baths

3,076

Sq.Ft.

14014 LANYARD WAY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC

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

1,045

Estimated median home price

$609,000
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

PriceCount
$0 - 100K2
$100K - 200K23
$200K - 300K97
$300K - 400K83
$400K - 500K143
$500K - 600K171
$600K - 700K124
$700K - 800K118
$800K - 900K86
$900K - 1M73
$1M - Max125

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family717
Townhouse142
Condo144
Commercial10
Rental216
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home2
Farms0

(Data as of 5/27/2026)

Information deemed reliable but not guaranteed.

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 5/28/2026.

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 5/28/2026.