160 total properties
Did you mean the neighborhood Winter Springs?
View 140 N. FAIRFAX Winter Springs, FL MLS# O6364352
  • Virtual Tour
1 of 42
$325,000
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
  • Virtual Tour
1 of 33
$232,000
2

Beds

2.0

Baths

1,002

Sq.Ft.

506 CLUB DRIVE

Winter Springs, FL

Courtesy of CALL IT CLOSED INTL REALTY
View 114 SUNDANCE COURT Winter Springs, FL MLS# O6359275
$305,500
4

Beds

2.0

Baths

1,356

Sq.Ft.

114 SUNDANCE COURT

Winter Springs, FL

Courtesy of Orlando/Downtown - WEICHERT, REALTORS® - Hallmark Properties
The time to sell is now! THE TIME TO SELL IS NOW!
View 1421 HAPPY BIRD LANE Winter Springs, FL MLS# O6359884
$563,408
4

Beds

3.1

Baths

2,502

Sq.Ft.

1421 HAPPY BIRD LANE

Winter Springs, FL

Courtesy of RE/MAX ASSURED
View 270 SAN GABRIEL STREET Winter Springs, FL MLS# O6359666
$259,000
3

Beds

2.0

Baths

1,089

Sq.Ft.

270 SAN GABRIEL STREET

Winter Springs, FL

Courtesy of MAINFRAME REAL ESTATE
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

2.1

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
$485,000
3

Beds

2.1

Baths

2,147

Sq.Ft.

122 STONE GABLE CIR

Winter Springs, FL

Courtesy of HOME WISE REALTY GROUP, INC.
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 30 MOREE LOOP 39 Winter Springs, FL MLS# O6333905
  • Virtual Tour
1 of 25
$210,000
3

Beds

2.1

Baths

1,400

Sq.Ft.

30 MOREE LOOP 39

Winter Springs, FL

Courtesy of PARK VIEW REALTY INC
View 498 CLUB DRIVE Winter Springs, FL MLS# O6332792
  • Virtual Tour
1 of 27
$235,000
2

Beds

2.0

Baths

1,224

Sq.Ft.

498 CLUB DRIVE

Winter Springs, FL

Courtesy of PAINE-ANDERSON PROPERTIES, INC
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 1053 W PEBBLE BEACH CIRCLE Winter Springs, FL MLS# O6314126
$309,777
3

Beds

2.0

Baths

1,574

Sq.Ft.

1053 W PEBBLE BEACH CIRCLE

Winter Springs, FL

Courtesy of INT'L PROFESSIONAL REALTY INC
View 1422 SPALDING ROAD Winter Springs, FL MLS# O6313691
$425,000
3

Beds

2.0

Baths

1,456

Sq.Ft.

1422 SPALDING ROAD

Winter Springs, FL

Courtesy of DIAMOND 2000 REALTY, INC
View 724 BARRINGTON CIRCLE Winter Springs, FL MLS# O6312092
$399,900
3

Beds

2.0

Baths

1,450

Sq.Ft.

724 BARRINGTON CIRCLE

Winter Springs, FL

Courtesy of DIAMOND 2000 REALTY, INC
View 1266 SPOTTED SANDPIPER LOOP Winter Springs, FL MLS# O6308584
$489,500
4

Beds

3.1

Baths

2,348

Sq.Ft.

1266 SPOTTED SANDPIPER LOOP

Winter Springs, FL

Courtesy of COLDWELL BANKER REALTY
View 600 NORTHERN WAY 502 Winter Springs, FL MLS# O6286935
$265,000
3

Beds

2.0

Baths

1,425

Sq.Ft.

600 NORTHERN WAY 502

Winter Springs, FL

Courtesy of EXP REALTY LLC
View 421 Ringwood CIRCLE Winter Springs, FL MLS# O6197227
$500,000
4

Beds

2.0

Baths

2,029

Sq.Ft.

421 Ringwood CIRCLE

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
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
View 301 Freedoms Ring DRIVE Winter Springs, FL MLS# O6186554
$384,900
3

Beds

2.1

Baths

1,888

Sq.Ft.

301 Freedoms Ring DRIVE

Winter Springs, FL

Courtesy of KELLER WILLIAMS WINTER PARK

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

212

Estimated median home price

$422,000
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 0
$100K - 200K 9
$200K - 300K 41
$300K - 400K 48
$400K - 500K 43
$500K - 600K 20
$600K - 700K 14
$700K - 800K 16
$800K - 900K 8
$900K - 1M 3
$1M - Max 10

Homes for Sale by Type in Winter Springs, FL

Property Type Count
Single Family 138
Townhouse 50
Condo 16
Commercial 3
Rental 37
Lots and Land 3
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 6/14/2026)

Information deemed reliable but not guaranteed.

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 6/15/2026.

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 6/15/2026.