29 total properties
Did you mean the neighborhood Winter Springs?
View 446 CLUB DRIVE Winter Springs, FL MLS# O6380694
$269,000
3

Beds

2.0

Baths

1,460

Sq.Ft.

446 CLUB DRIVE

Winter Springs, FL

Courtesy of COLDWELL BANKER REALTY
View 600 NORTHERN WAY 201 Winter Springs, FL MLS# O6381688
$279,900
3

Beds

2.0

Baths

1,425

Sq.Ft.

600 NORTHERN WAY 201

Winter Springs, FL

Courtesy of EXP REALTY LLC
View 116 PHILADELPHIA WAY Winter Springs, FL MLS# O6379053
$304,900
3

Beds

2.1

Baths

1,468

Sq.Ft.

116 PHILADELPHIA WAY

Winter Springs, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 4431 BROOK HOLLOW CIRCLE Winter Springs, FL MLS# O6374194
$220,000
3

Beds

2.0

Baths

1,367

Sq.Ft.

4431 BROOK HOLLOW CIRCLE

Winter Springs, FL

View 270 SAN GABRIEL STREET Winter Springs, FL MLS# O6359666
$249,900
3

Beds

2.0

Baths

1,089

Sq.Ft.

270 SAN GABRIEL STREET

Winter Springs, FL

View 314 SAN GABRIEL STREET Winter Springs, FL MLS# O6350799
$279,990
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 411 GREEN SPRING CIRCLE Winter Springs, FL MLS# O6339004
$224,900
3

Beds

1.1

Baths

1,130

Sq.Ft.

411 GREEN SPRING CIRCLE

Winter Springs, FL

Courtesy of WATSON REALTY CORP
View 498 CLUB DRIVE Winter Springs, FL MLS# O6332792
$225,000
2

Beds

2.0

Baths

1,224

Sq.Ft.

498 CLUB DRIVE

Winter Springs, FL

Courtesy of PAINE-ANDERSON PROPERTIES, INC
View 600 NORTHERN WAY 502 Winter Springs, FL MLS# O6286935
$249,900
3

Beds

2.0

Baths

1,425

Sq.Ft.

600 NORTHERN WAY 502

Winter Springs, FL

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

173

Estimated median home price

$425,000
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 - 100K0
$100K - 200K7
$200K - 300K31
$300K - 400K37
$400K - 500K48
$500K - 600K13
$600K - 700K8
$700K - 800K13
$800K - 900K5
$900K - 1M2
$1M - Max9

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family115
Townhouse40
Condo12
Commercial3
Rental39
Lots and Land2
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home0
Farms0

(Data as of 7/20/2026)

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 7/21/2026.