29 total properties
Did you mean the neighborhood Winter Springs?
View 4004 GARDEN OAK COURT Winter Springs, FL MLS# O6351613
$265,000
2

Beds

2.1

Baths

1,306

Sq.Ft.

4004 GARDEN OAK COURT

Winter Springs, FL

Courtesy of RE/MAX INNOVATION
View 314 SAN GABRIEL STREET Winter Springs, FL MLS# O6350799
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$281,500
3

Beds

2.0

Baths

1,091

Sq.Ft.

314 SAN GABRIEL STREET

Winter Springs, FL

Courtesy of Lake Mary - WEICHERT, REALTORS® - Hallmark Properties
View 1340 DELANEY DRIVE Winter Springs, FL MLS# O6346776
$265,000
3

Beds

2.0

Baths

1,422

Sq.Ft.

1340 DELANEY DRIVE

Winter Springs, FL

Courtesy of EXP REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 515 SEASONS COURT Winter Springs, FL MLS# O6343009
$305,900
3

Beds

2.0

Baths

1,101

Sq.Ft.

515 SEASONS COURT

Winter Springs, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 554 PINEBRANCH CIRCLE Winter Springs, FL MLS# O6342227
$318,900
2

Beds

2.1

Baths

1,558

Sq.Ft.

554 PINEBRANCH CIRCLE

Winter Springs, FL

Courtesy of LA ROSA REALTY CW PROPERTIES L
View 718 LAKESIDE DRIVE Winter Springs, FL MLS# O6329734
$289,000
2

Beds

2.0

Baths

1,166

Sq.Ft.

718 LAKESIDE DRIVE

Winter Springs, FL

Courtesy of PREMIUM PROPERTIES R.E SERVICE
View 498 CLUB DRIVE Winter Springs, FL MLS# O6332792
$235,000
2

Beds

2.0

Baths

1,224

Sq.Ft.

498 CLUB DRIVE

Winter Springs, FL

Courtesy of PAINE-ANDERSON PROPERTIES, INC
View 421 TRADITION LANE Winter Springs, FL MLS# S5132445
$292,900
2

Beds

2.1

Baths

1,275

Sq.Ft.

421 TRADITION LANE

Winter Springs, FL

Courtesy of REALTY COLLECTION
View 600 NORTHERN WAY 502 Winter Springs, FL MLS# O6286935
$284,900
3

Beds

2.0

Baths

1,425

Sq.Ft.

600 NORTHERN WAY 502

Winter Springs, FL

Courtesy of EXP REALTY LLC

About Winter Springs

Distinguished as one of the county's newer communities, Winter Springs is also the largest in terms of land area.  The community once called the Village of North Orlando has seen phenomenal growth over recent decades, experiencing an 800 percent increase in population from 1970 to 2000.  The influx of new businesses, commercial activity, and industrial development is heralding another milestone in the evolution of Winter Springs. The area is quickly transforming from a bedroom community into a highly integrated and well-balanced city.  Winter Springs serves as the host municipality for the country club community of Tuscawilla, recognized as one of the most expansive residential villages northeast of Orlando.  With approximately 12,000 residents, Tuscawilla represents nearly one-third of the total population of Winter Springs.  The community had its genesis in the early 1970s, steadily adding one subdivision after another.  More than 20 of these subdivisions now provide an attractive selection of housing in every price range and architectural style, each one managed by its own homeowners' association.

Listings in Winter Springs, FL

188

Estimated median home price

$431,995
Winter Springs FL Homes for Sale & Properties

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

Homes for Sale by Price in Winter Springs, FL

PriceCount
$0 - 100K2
$100K - 200K5
$200K - 300K24
$300K - 400K49
$400K - 500K44
$500K - 600K16
$600K - 700K14
$700K - 800K19
$800K - 900K3
$900K - 1M6
$1M - Max6

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family122
Townhouse45
Condo10
Commercial2
Rental44
Lots and Land5
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home2
Farms0

(Data as of 1/31/2026)

Information deemed reliable but not guaranteed.

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 2/1/2026.