66 total properties
Did you mean the neighborhood Winter Springs?
View 321 KIRKCALDY DRIVE Winter Springs, FL MLS# O6427178
$350,000
2

Beds

2.0

Baths

1,502

Sq.Ft.

321 KIRKCALDY DRIVE

Winter Springs, FL

View 472 HARBOR WINDS COURT Winter Springs, FL MLS# O6428353
  • Recently Listed with Virtual Tour
1 of 16
$329,000
3

Beds

2.1

Baths

1,680

Sq.Ft.

472 HARBOR WINDS COURT

Winter Springs, FL

View 3880 WHITE BIRCH RUN Winter Springs, FL MLS# O6427882
$263,000
3

Beds

2.1

Baths

1,306

Sq.Ft.

3880 WHITE BIRCH RUN

Winter Springs, FL

Courtesy of Winter Park - WEICHERT, REALTORS® - Hallmark Properties
The time to sell is now! THE TIME TO SELL IS NOW!
View 600 NORTHERN WAY 906 Winter Springs, FL MLS# O6427379
$288,000
3

Beds

3.0

Baths

1,609

Sq.Ft.

600 NORTHERN WAY 906

Winter Springs, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 1393 SAN DIEGO COURT Winter Springs, FL MLS# O6425967
  • Recently Listed with Virtual Tour
1 of 17
$296,000
2

Beds

2.0

Baths

987

Sq.Ft.

1393 SAN DIEGO COURT

Winter Springs, FL

View 405 N HAWTHORN CIRCLE Winter Springs, FL MLS# O6421495
$318,000
3

Beds

2.0

Baths

1,656

Sq.Ft.

405 N HAWTHORN CIRCLE

Winter Springs, FL

View 162 CONSTITUTION WAY Winter Springs, FL MLS# O6424530
  • Recently Listed with Virtual Tour
1 of 75
$299,900
3

Beds

2.1

Baths

1,468

Sq.Ft.

162 CONSTITUTION WAY

Winter Springs, FL

View 118 DEER SONG DRIVE Winter Springs, FL MLS# O6425874
  • Recently Listed with Virtual Tour
1 of 15
$230,000
3

Beds

2.0

Baths

1,105

Sq.Ft.

118 DEER SONG DRIVE

Winter Springs, FL

Courtesy of CENTURY 21 ALTON CLARK
View 1193 LAKE LUCERNE CIRCLE Winter Springs, FL MLS# O6422887
$349,900
3

Beds

2.0

Baths

1,219

Sq.Ft.

1193 LAKE LUCERNE CIRCLE

Winter Springs, FL

View 1453 CASA PARK CIRCLE Winter Springs, FL MLS# S5153753
  • Recently Listed with Virtual Tour
1 of 33
$244,999
2

Beds

1.1

Baths

1,156

Sq.Ft.

1453 CASA PARK CIRCLE

Winter Springs, FL

Courtesy of KELLER WILLIAMS LEGACY REALTY
View 220 MOREE LOOP 2 Winter Springs, FL MLS# O6421558
$140,000
1

Beds

1.0

Baths

710

Sq.Ft.

220 MOREE LOOP 2

Winter Springs, FL

Courtesy of RE/MAX CENTRAL REALTY
View 600 NORTHERN WAY 907 Winter Springs, FL MLS# O6421583
$300,000
3

Beds

3.0

Baths

1,447

Sq.Ft.

600 NORTHERN WAY 907

Winter Springs, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 725 LAKESIDE DRIVE Winter Springs, FL MLS# O6419715
$255,000
2

Beds

2.0

Baths

1,168

Sq.Ft.

725 LAKESIDE DRIVE

Winter Springs, FL

View 910 BELLE AVENUE 1140 Winter Springs, FL MLS# O6418675
$149,500
687

Sq.Ft.

910 BELLE AVENUE 1140

Winter Springs, FL

View 498 GREEN SPRING CIR Winter Springs, FL MLS# O6418425
$249,000
2

Beds

1.1

Baths

1,363

Sq.Ft.

498 GREEN SPRING CIR

Winter Springs, FL

View 429 SHEOAH BOULEVARD 9 Winter Springs, FL MLS# TB8519810
$199,000
3

Beds

2.0

Baths

1,187

Sq.Ft.

429 SHEOAH BOULEVARD 9

Winter Springs, FL

View 71 BOMBAY AVENUE Winter Springs, FL MLS# O6414087
$205,900
2

Beds

2.0

Baths

1,134

Sq.Ft.

71 BOMBAY AVENUE

Winter Springs, FL

View 504 GREEN SPRING CIRCLE Winter Springs, FL MLS# O6413016
$235,000
2

Beds

2.1

Baths

1,363

Sq.Ft.

504 GREEN SPRING CIRCLE

Winter Springs, FL

View 207 BIRCH TERRACE Winter Springs, FL MLS# O6411799
$297,000
3

Beds

2.0

Baths

1,318

Sq.Ft.

207 BIRCH TERRACE

Winter Springs, FL

View 603 CASA PARK COURT G Winter Springs, FL MLS# O6411934
$244,900
2

Beds

2.1

Baths

1,156

Sq.Ft.

603 CASA PARK COURT G

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

220

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 - 400K48
$400K - 500K50
$500K - 600K23
$600K - 700K17
$700K - 800K12
$800K - 900K11
$900K - 1M3
$1M - Max10

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family148
Townhouse50
Condo14
Commercial4
Rental33
Lots and Land2
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home0
Farms0

(Data as of 7/28/2026)

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 7/28/2026.