View 13014 SUNSET GARDEN LANE Winter Garden, FL MLS# O6398349
$584,000
4

Beds

3.0

Baths

2,143

Sq.Ft.

13014 SUNSET GARDEN LANE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 16283 HONEY HARVEST STREET Winter Garden, FL MLS# O6399528
$649,000
4

Beds

4.0

Baths

2,927

Sq.Ft.

16283 HONEY HARVEST STREET

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 12513 ENCORE AT OVATION WAY Winter Garden, FL MLS# O6397713
$668,000
4

Beds

3.1

Baths

2,807

Sq.Ft.

12513 ENCORE AT OVATION WAY

Winter Garden, FL

Courtesy of YORK MILLS REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1261 E FULLERS CROSS ROAD Winter Garden, FL MLS# O6397098
$675,000
3

Beds

2.0

Baths

1,832

Sq.Ft.

1261 E FULLERS CROSS ROAD

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 4863 LACEWING DRIVE Winter Garden, FL MLS# O6397857
$540,000
3

Beds

2.1

Baths

1,788

Sq.Ft.

4863 LACEWING DRIVE

Winter Garden, FL

Courtesy of SELECTA REALTY LLC
View 17458 SUNSET PRAIRIE DRIVE Winter Garden, FL MLS# G5110835
$625,580
4

Beds

2.1

Baths

2,235

Sq.Ft.

17458 SUNSET PRAIRIE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 8150 GRAY KINGBIRD DRIVE Winter Garden, FL MLS# O6396729
$649,999
4

Beds

3.0

Baths

2,706

Sq.Ft.

8150 GRAY KINGBIRD DRIVE

Winter Garden, FL

Courtesy of GREEN KEY REALTY LLC
View 8275 BAYVIEW CROSSING DR DRIVE Winter Garden, FL MLS# TB8496196
$565,000
3

Beds

3.0

Baths

2,019

Sq.Ft.

8275 BAYVIEW CROSSING DR DRIVE

Winter Garden, FL

Courtesy of DALTON WADE INC
View 723 SUNBURST COVE LANE Winter Garden, FL MLS# S5145002
$555,000
4

Beds

2.1

Baths

2,189

Sq.Ft.

723 SUNBURST COVE LANE

Winter Garden, FL

Courtesy of WATSON REALTY CORP
View 6408 FLAT LEMON DRIVE Winter Garden, FL MLS# O6396757
$550,000
3

Beds

2.0

Baths

1,979

Sq.Ft.

6408 FLAT LEMON DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
View 7266 DESERT MANDARIN STREET Winter Garden, FL MLS# O6395920
$595,000
4

Beds

3.0

Baths

2,365

Sq.Ft.

7266 DESERT MANDARIN STREET

Winter Garden, FL

Courtesy of SUNNY 365 REALTY GROUP
View 17061 HAGGERTY HOLLOW DRIVE Winter Garden, FL MLS# G5110436
$565,990
4

Beds

3.1

Baths

2,515

Sq.Ft.

17061 HAGGERTY HOLLOW DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 5778 LAUREL CHERRY AVENUE Winter Garden, FL MLS# O6395452
$540,000
4

Beds

3.1

Baths

2,524

Sq.Ft.

5778 LAUREL CHERRY AVENUE

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View Address not provided Winter Garden, FL MLS# G5110452
  • New Construction
1 of 2
$688,789
5

Beds

4.1

Baths

3,117

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6020 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5110387
$573,990
4

Beds

3.0

Baths

2,102

Sq.Ft.

6020 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15070 SUMMER HARVEST STREET Winter Garden, FL MLS# S5146881
$696,000
5

Beds

4.1

Baths

2,931

Sq.Ft.

15070 SUMMER HARVEST STREET

Winter Garden, FL

Courtesy of 365 REALTY, INC.
View 15527 SWEET ORANGE AVENUE Winter Garden, FL MLS# O6394429
$685,000
3

Beds

3.1

Baths

2,383

Sq.Ft.

15527 SWEET ORANGE AVENUE

Winter Garden, FL

Courtesy of BUYER REBATES REALTY
View 12438 CLEAR SAPPHIRE DRIVE 223 Winter Garden, FL MLS# O6393877
$684,990
4

Beds

4.0

Baths

3,460

Sq.Ft.

12438 CLEAR SAPPHIRE DRIVE 223

Winter Garden, FL

Courtesy of K HOVNANIAN FLORIDA REALTY
View 14790 TULLAMORE LOOP Winter Garden, FL MLS# O6395287
$689,999
4

Beds

2.1

Baths

3,410

Sq.Ft.

14790 TULLAMORE LOOP

Winter Garden, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 16933 OAKBORO STREET Winter Garden, FL MLS# R4910916
$560,000
3

Beds

2.1

Baths

2,027

Sq.Ft.

16933 OAKBORO STREET

Winter Garden, FL

Courtesy of KIMBRIDGE REALTY, LLC

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

1,047

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 88
$300K - 400K 80
$400K - 500K 145
$500K - 600K 170
$600K - 700K 129
$700K - 800K 117
$800K - 900K 92
$900K - 1M 72
$1M - Max 129

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 731
Townhouse 139
Condo 137
Commercial 11
Rental 197
Lots and Land 26
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 1
Farms 0

(Data as of 6/7/2026)

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 6/7/2026.

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 6/7/2026.