30 total properties
Did you mean the neighborhood Winter Springs?
View 4951 COURTLAND LOOP Winter Springs, FL MLS# O6374007
$719,000
4

Beds

3.0

Baths

2,562

Sq.Ft.

4951 COURTLAND LOOP

Winter Springs, FL

Courtesy of MOMENTUM REALTY
View 4245 LORI LOOP Winter Springs, FL MLS# O6373966
  • Recently Listed with Virtual Tour
1 of 39
$639,900
4

Beds

2.0

Baths

2,678

Sq.Ft.

4245 LORI LOOP

Winter Springs, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 125 E TRADE WINDS ROAD Winter Springs, FL MLS# O6373594
  • Recently Listed with Virtual Tour
1 of 40
$675,000
4

Beds

3.1

Baths

2,486

Sq.Ft.

125 E TRADE WINDS ROAD

Winter Springs, FL

Courtesy of REALTY ONE GROUP MVP
The time to sell is now! THE TIME TO SELL IS NOW!
View 1165 CITRUS OAKS RUN Winter Springs, FL MLS# O6372800
  • Recently Listed with Virtual Tour
1 of 39
$699,900
4

Beds

2.1

Baths

2,508

Sq.Ft.

1165 CITRUS OAKS RUN

Winter Springs, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 1503 GRACEFUL DOE LOOP Winter Springs, FL MLS# S5141335
  • Recently Listed with Virtual Tour
1 of 54
$719,000
5

Beds

3.0

Baths

3,287

Sq.Ft.

1503 GRACEFUL DOE LOOP

Winter Springs, FL

Courtesy of FLORIDA SPIRIT HOMES
View 1816 SENECA BOULEVARD Winter Springs, FL MLS# O6370158
  • Recently Listed with Virtual Tour
1 of 59
OPEN HOUSE: Sunday 1/18 1:00 PM - 3:00 PM
$819,000
5

Beds

4.0

Baths

3,130

Sq.Ft.

1816 SENECA BOULEVARD

Winter Springs, FL

Courtesy of MAINFRAME REAL ESTATE
View 1435 RUSHING RAPIDS WAY Winter Springs, FL MLS# O6366732
$765,000
4

Beds

2.0

Baths

1,916

Sq.Ft.

1435 RUSHING RAPIDS WAY

Winter Springs, FL

Courtesy of KELLER WILLIAMS HERITAGE REALTY
View 716 CONESUS LANE Winter Springs, FL MLS# O6365463
$760,000
4

Beds

3.1

Baths

2,940

Sq.Ft.

716 CONESUS LANE

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 1225 STONE HARBOUR ROAD Winter Springs, FL MLS# O6365357
$780,000
5

Beds

4.1

Baths

3,512

Sq.Ft.

1225 STONE HARBOUR ROAD

Winter Springs, FL

Courtesy of ROBERT SLACK LLC
View 1471 WESCOTT LOOP Winter Springs, FL MLS# O6362058
$789,000
5

Beds

3.0

Baths

3,385

Sq.Ft.

1471 WESCOTT LOOP

Winter Springs, FL

Courtesy of PALMANO GROUP RE BROKERAGE LLC
View 613 BONITA ROAD Winter Springs, FL MLS# O6362247
$749,000
4

Beds

3.1

Baths

3,281

Sq.Ft.

613 BONITA ROAD

Winter Springs, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 254 WOODED VINE LANE Winter Springs, FL MLS# O6360136
  • New Construction with Virtual Tour
1 of 28
$624,900
4

Beds

3.0

Baths

2,531

Sq.Ft.

254 WOODED VINE LANE

Winter Springs, FL

Courtesy of CAPITAL REALTY GROUP FLORIDA
View 1421 HAPPY BIRD LANE Winter Springs, FL MLS# O6359884
$617,990
4

Beds

3.1

Baths

2,502

Sq.Ft.

1421 HAPPY BIRD LANE

Winter Springs, FL

Courtesy of RE/MAX ASSURED
View 312 BALFOUR DRIVE Winter Springs, FL MLS# G5103949
  • Virtual Tour
1 of 36
OPEN HOUSE: Sunday 1/18 11:00 AM - 1:00 PM
$675,000
5

Beds

3.1

Baths

3,317

Sq.Ft.

312 BALFOUR DRIVE

Winter Springs, FL

Courtesy of RE/MAX TITANIUM GROUP
View 126 SEVILLE CHASE DRIVE Winter Springs, FL MLS# O6356747
  • Virtual Tour
1 of 32
OPEN HOUSE: Saturday 1/17 12:00 PM - 3:00 PM
$744,000
5

Beds

4.0

Baths

3,205

Sq.Ft.

126 SEVILLE CHASE DRIVE

Winter Springs, FL

Courtesy of WEMERT GROUP REALTY LLC
View 1149 EAGLES WATCH TRAIL Winter Springs, FL MLS# O6358015
$729,900
4

Beds

4.0

Baths

3,186

Sq.Ft.

1149 EAGLES WATCH TRAIL

Winter Springs, FL

Courtesy of OPTIMA REAL ESTATE
View 1553 CRANSTON STREET Winter Springs, FL MLS# O6355188
$758,500
5

Beds

3.0

Baths

3,385

Sq.Ft.

1553 CRANSTON STREET

Winter Springs, FL

Courtesy of LEGACY REALTY & BROKERS LLC
View 805 LEOPARD TRAIL Winter Springs, FL MLS# O6354441
$650,000
4

Beds

2.0

Baths

2,608

Sq.Ft.

805 LEOPARD TRAIL

Winter Springs, FL

Courtesy of COLDWELL BANKER REALTY
View 1542 WESCOTT LOOP Winter Springs, FL MLS# O6352614
  • Adult Community with Virtual Tour
1 of 62
OPEN HOUSE: Saturday 1/17 11:00 AM - 3:00 PM
$769,900
4

Beds

3.0

Baths

3,242

Sq.Ft.

1542 WESCOTT LOOP

Winter Springs, FL

Courtesy of LIBERTY HOME SALES INC
View 46 N FAIRFAX AVENUE Winter Springs, FL MLS# O6348836
$779,000
8

Beds

8.0

Baths

3,636

Sq.Ft.

46 N FAIRFAX AVENUE

Winter Springs, FL

Courtesy of SLOANE 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

171

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

PriceCount
$0 - 100K1
$100K - 200K5
$200K - 300K19
$300K - 400K47
$400K - 500K44
$500K - 600K13
$600K - 700K14
$700K - 800K14
$800K - 900K2
$900K - 1M6
$1M - Max6

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family116
Townhouse37
Condo8
Commercial1
Rental50
Lots and Land6
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home1
Farms0

(Data as of 1/15/2026)

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 1/15/2026.