147 total properties
Did you mean the neighborhood Winter Springs?
View 131 LISA LOOP Winter Springs, FL MLS# O6383791
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1 of 43
$489,000
4

Beds

2.1

Baths

2,309

Sq.Ft.

131 LISA LOOP

Winter Springs, FL

View 872 FALKIRK DRIVE Winter Springs, FL MLS# O6383538
$424,997
3

Beds

2.0

Baths

1,554

Sq.Ft.

872 FALKIRK DRIVE

Winter Springs, FL

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
The time to sell is now! THE TIME TO SELL IS NOW!
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 416 MACGREGOR ROAD Winter Springs, FL MLS# O6379428
$470,000
3

Beds

2.1

Baths

1,962

Sq.Ft.

416 MACGREGOR ROAD

Winter Springs, FL

Courtesy of COMPASS FLORIDA 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

View 1411 BORG LANE Winter Springs, FL MLS# O6378665
$385,000
3

Beds

2.0

Baths

1,368

Sq.Ft.

1411 BORG LANE

Winter Springs, FL

View 1050 NURSERY ROAD Winter Springs, FL MLS# O6376787
$449,900
13,000

Sq.Ft.

1050 NURSERY ROAD

Winter Springs, FL

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 1201 WOLVERINE TRAIL Winter Springs, FL MLS# O6374676
$500,000
4

Beds

2.0

Baths

1,979

Sq.Ft.

1201 WOLVERINE TRAIL

Winter Springs, FL

View 622 ANHINGA ROAD Winter Springs, FL MLS# O6369225
$374,900
3

Beds

2.1

Baths

1,721

Sq.Ft.

622 ANHINGA ROAD

Winter Springs, FL

View Address not provided Winter Springs, FL MLS# O6366217
$110,000
Studio

Beds

0.0

Baths

Address not provided

Winter Springs, FL

View 709 SAILFISH ROAD Winter Springs, FL MLS# O6364715
$402,500
3

Beds

2.0

Baths

1,737

Sq.Ft.

709 SAILFISH ROAD

Winter Springs, FL

View 140 N. FAIRFAX Winter Springs, FL MLS# O6364352
$315,000
3

Beds

1.0

Baths

1,188

Sq.Ft.

140 N. FAIRFAX

Winter Springs, FL

Courtesy of ERA GRIZZARD REAL ESTATE
View 506 CLUB DRIVE Winter Springs, FL MLS# O6362326
$215,000
2

Beds

2.0

Baths

1,002

Sq.Ft.

506 CLUB DRIVE

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 934 TORREY PINE DRIVE Winter Springs, FL MLS# O6349893
$499,000
3

Beds

2.0

Baths

1,678

Sq.Ft.

934 TORREY PINE DRIVE

Winter Springs, FL

Courtesy of CENTURY 21 ALTON CLARK
View 122 STONE GABLE CIR Winter Springs, FL MLS# O6340870
$469,900
3

Beds

2.1

Baths

2,147

Sq.Ft.

122 STONE GABLE CIR

Winter Springs, FL

View 411 GREEN SPRING CIRCLE Winter Springs, FL MLS# O6339004
$199,900
3

Beds

1.1

Baths

1,130

Sq.Ft.

411 GREEN SPRING CIRCLE

Winter Springs, FL

Courtesy of WATSON REALTY CORP

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

223

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 - 200K8
$200K - 300K38
$300K - 400K46
$400K - 500K54
$500K - 600K23
$600K - 700K18
$700K - 800K12
$800K - 900K11
$900K - 1M3
$1M - Max10

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family152
Townhouse49
Condo14
Commercial4
Rental34
Lots and Land2
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home0
Farms0

(Data as of 7/25/2026)

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 7/26/2026.

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 7/26/2026.