230 total properties
Did you mean the neighborhood Winter Springs?
View 116 PHILADELPHIA WAY Winter Springs, FL MLS# O6379053
$325,000
3

Beds

2.1

Baths

1,468

Sq.Ft.

116 PHILADELPHIA WAY

Winter Springs, FL

Courtesy of SUNNY 365 REALTY GROUP
View 439 OLD FARM LN Winter Springs, FL MLS# O6403125
  • Virtual Tour
1 of 68
$329,900
3

Beds

3.0

Baths

1,504

Sq.Ft.

439 OLD FARM LN

Winter Springs, FL

Courtesy of ORLANDO REALTY & PROPERTY MGNT
View 335 KIRKCALDY DRIVE Winter Springs, FL MLS# O6400818
$329,900
3

Beds

2.0

Baths

1,178

Sq.Ft.

335 KIRKCALDY DRIVE

Winter Springs, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 471 HARBOR WINDS COURT Winter Springs, FL MLS# O6387316
$330,000
3

Beds

2.1

Baths

1,680

Sq.Ft.

471 HARBOR WINDS COURT

Winter Springs, FL

View 572 PINEBRANCH CIRCLE Winter Springs, FL MLS# O6397068
$330,000
3

Beds

2.1

Baths

1,564

Sq.Ft.

572 PINEBRANCH CIRCLE

Winter Springs, FL

View 335 LANSBROOK LANE Winter Springs, FL MLS# O6407329
$335,000
2

Beds

2.0

Baths

1,129

Sq.Ft.

335 LANSBROOK LANE

Winter Springs, FL

View 717 WILSON ROAD Winter Springs, FL MLS# O6372938
  • Virtual Tour
1 of 59
$340,000
3

Beds

2.0

Baths

1,368

Sq.Ft.

717 WILSON ROAD

Winter Springs, FL

Courtesy of FLORIDA USA REALTY
View 239 PANORAMA DRIVE Winter Springs, FL MLS# O6397776
$340,000
3

Beds

2.0

Baths

1,349

Sq.Ft.

239 PANORAMA DRIVE

Winter Springs, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 576 PINEBRANCH CIRCLE Winter Springs, FL MLS# O6401477
$340,000
3

Beds

2.1

Baths

1,602

Sq.Ft.

576 PINEBRANCH CIRCLE

Winter Springs, FL

Courtesy of COMPASS FLORIDA LLC
View 108 SUNDANCE COURT Winter Springs, FL MLS# O6409784
$349,900
3

Beds

2.0

Baths

1,161

Sq.Ft.

108 SUNDANCE COURT

Winter Springs, FL

Courtesy of JEMINI REALTY CORP
View 448 MACGREGOR ROAD Winter Springs, FL MLS# O6397231
$350,000
2

Beds

2.0

Baths

1,477

Sq.Ft.

448 MACGREGOR ROAD

Winter Springs, FL

View 451 HARBOR WINDS COURT Winter Springs, FL MLS# O6406257
$357,500
3

Beds

2.1

Baths

1,914

Sq.Ft.

451 HARBOR WINDS COURT

Winter Springs, FL

Courtesy of KELLER WILLIAMS HERITAGE REALTY
View 221 SHERRY AVE Winter Springs, FL MLS# O6404854
  • Virtual Tour
1 of 18
$359,900
4

Beds

2.0

Baths

1,700

Sq.Ft.

221 SHERRY AVE

Winter Springs, FL

Courtesy of LA ROSA REALTY ORLANDO LLC
View 721 GALLOWAY COURT Winter Springs, FL MLS# G5112246
$359,900
3

Beds

2.1

Baths

1,840

Sq.Ft.

721 GALLOWAY COURT

Winter Springs, FL

View 339 INGLENOOK CIRCLE Winter Springs, FL MLS# O6411718
$359,900
3

Beds

2.0

Baths

1,437

Sq.Ft.

339 INGLENOOK CIRCLE

Winter Springs, FL

View 830 DUNBAR TERRACE Winter Springs, FL MLS# O6418603
  • Recently Listed with Virtual Tour
1 of 26
$361,000
3

Beds

2.1

Baths

1,792

Sq.Ft.

830 DUNBAR TERRACE

Winter Springs, FL

View 113 LIDO ROAD Winter Springs, FL MLS# O6326611
  • Virtual Tour
1 of 18
$365,000
4

Beds

2.0

Baths

1,312

Sq.Ft.

113 LIDO ROAD

Winter Springs, FL

Courtesy of HD REALTY LLC
View 710 BRIARWOOD DRIVE Winter Springs, FL MLS# O6396343
$365,000
4

Beds

2.0

Baths

1,769

Sq.Ft.

710 BRIARWOOD DRIVE

Winter Springs, FL

View 1018 WEATHERED WOOD CIRCLE Winter Springs, FL MLS# O6408847
$369,000
3

Beds

2.0

Baths

1,718

Sq.Ft.

1018 WEATHERED WOOD CIRCLE

Winter Springs, FL

Courtesy of HOME WISE REALTY GROUP, INC.
View 415 Tradition LANE Winter Springs, FL MLS# O6191329
$369,900
3

Beds

2.1

Baths

1,888

Sq.Ft.

415 Tradition LANE

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY

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

229

Estimated median home price

$435,000
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

Price Count
$0 - 100K 1
$100K - 200K 10
$200K - 300K 40
$300K - 400K 48
$400K - 500K 50
$500K - 600K 23
$600K - 700K 16
$700K - 800K 18
$800K - 900K 9
$900K - 1M 4
$1M - Max 10

Homes for Sale by Type in Winter Springs, FL

Property Type Count
Single Family 152
Townhouse 52
Condo 16
Commercial 4
Rental 40
Lots and Land 3
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 6/24/2026)

Information deemed reliable but not guaranteed.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

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.

Copyright 2026 BeachesMLS, Inc. All rights reserved.

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed.

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 6/25/2026.

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 6/25/2026.