43 total properties
Did you mean the neighborhood Winter Springs?
View 1392 SAN DIEGO COURT Winter Springs, FL MLS# O6377700
  • Recently Listed with Virtual Tour
1 of 39
$2,100
3

Beds

2.0

Baths

1,407

Sq.Ft.

1392 SAN DIEGO COURT

Winter Springs, FL

Courtesy of P & C PROPERTIES
View 1525 CASA PARK CIRCLE Winter Springs, FL MLS# O6376971
  • Recently Listed
1 of 23
$1,600
2

Beds

1.1

Baths

1,088

Sq.Ft.

1525 CASA PARK CIRCLE

Winter Springs, FL

Courtesy of LUMINA PROPERTY MANAGEMENT LLC
View 4419 BROOK HOLLOW CIRCLE Winter Springs, FL MLS# O6376278
$1,785
2

Beds

1.1

Baths

1,116

Sq.Ft.

4419 BROOK HOLLOW CIRCLE

Winter Springs, FL

Courtesy of EXIT REAL ESTATE RESULTS
The time to sell is now! THE TIME TO SELL IS NOW!
View 1108 SPOTTED SANDPIPER LOOP Winter Springs, FL MLS# O6375859
  • Recently Listed with Virtual Tour
1 of 45
$3,050
4

Beds

3.1

Baths

2,353

Sq.Ft.

1108 SPOTTED SANDPIPER LOOP

Winter Springs, FL

Courtesy of ROBERT SLACK LLC
View 52 N FAIRFAX AVENUE Winter Springs, FL MLS# O6374679
  • Recently Listed with Virtual Tour
1 of 17
$1,450
2

Beds

1.1

Baths

920

Sq.Ft.

52 N FAIRFAX AVENUE

Winter Springs, FL

Courtesy of ORLANDO ADVANTAGE REALTY INC
View 208 HEATHERWOOD COURT Winter Springs, FL MLS# O6374398
  • Recently Listed with Virtual Tour
1 of 27
$3,445
4

Beds

3.0

Baths

2,901

Sq.Ft.

208 HEATHERWOOD COURT

Winter Springs, FL

Courtesy of RE/MAX 200 REALTY
View 207 S MOSS ROAD Winter Springs, FL MLS# O6374591
  • Recently Listed with Virtual Tour
1 of 11
$1,495
2

Beds

1.1

Baths

870

Sq.Ft.

207 S MOSS ROAD

Winter Springs, FL

Courtesy of SLOANE REALTY, LLC
View 600 NORTHERN WAY 906 Winter Springs, FL MLS# O6375921
  • Recently Listed with Virtual Tour
1 of 24
$1,950
3

Beds

3.0

Baths

1,609

Sq.Ft.

600 NORTHERN WAY 906

Winter Springs, FL

Courtesy of JR REALTY GROUP LLC
View Address not provided Winter Springs, FL MLS# TB8463959
  • Recently Listed with Virtual Tour
1 of 19
$2,589
3

Beds

2.1

Baths

2,404

Sq.Ft.

Address not provided

Winter Springs, FL

Courtesy of TAH FLORIDA LLC
View 429 SHEOAH BOULEVARD 11 Winter Springs, FL MLS# O6371738
$1,650
3

Beds

2.0

Baths

1,400

Sq.Ft.

429 SHEOAH BOULEVARD 11

Winter Springs, FL

Courtesy of INVESTOR'S REAL ESTATE LLC
View 600 NORTHERN WAY 506 Winter Springs, FL MLS# S5141310
$1,925
2

Beds

2.0

Baths

1,132

Sq.Ft.

600 NORTHERN WAY 506

Winter Springs, FL

Courtesy of PR REAL ESTATE SERVICES
View 670 E STATE ROAD 434 Winter Springs, FL MLS# O6372310
$42,000
1,580

Sq.Ft.

670 E STATE ROAD 434

Winter Springs, FL

Courtesy of KRISSY LLORCA REALTY LLC
View 629 PINEBRANCH CIRCLE Winter Springs, FL MLS# O6371337
$1,980
3

Beds

2.1

Baths

1,602

Sq.Ft.

629 PINEBRANCH CIRCLE

Winter Springs, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 213 HEATHERWOOD COURT Winter Springs, FL MLS# O6371040
  • Recently Listed with Virtual Tour
1 of 34
$4,889
4

Beds

4.1

Baths

3,499

Sq.Ft.

213 HEATHERWOOD COURT

Winter Springs, FL

Courtesy of COLDWELL BANKER REALTY
View 603 ALTON ROAD Winter Springs, FL MLS# O6370953
  • Recently Listed with Virtual Tour
1 of 8
$2,200
3

Beds

2.0

Baths

1,280

Sq.Ft.

603 ALTON ROAD

Winter Springs, FL

Courtesy of LOKATION
View 1409 MADRID WAY B Winter Springs, FL MLS# O6369770
$1,200
1

Beds

1.0

Baths

500

Sq.Ft.

1409 MADRID WAY B

Winter Springs, FL

Courtesy of LEMUEL PROPERTY MANAGEMENT LLC
View 154 TUSKAWILLA RD 224 Winter Springs, FL MLS# O6368801
$1,950
2

Beds

2.0

Baths

1,068

Sq.Ft.

154 TUSKAWILLA RD 224

Winter Springs, FL

Courtesy of OPTIMA REAL ESTATE
View 154 TUSKAWILLA RD 204 Winter Springs, FL MLS# O6368809
$1,950
2

Beds

2.0

Baths

1,068

Sq.Ft.

154 TUSKAWILLA RD 204

Winter Springs, FL

Courtesy of OPTIMA REAL ESTATE
View 1401 BLUMBERG BLVD 412 Winter Springs, FL MLS# O6368810
$1,950
2

Beds

2.0

Baths

1,068

Sq.Ft.

1401 BLUMBERG BLVD 412

Winter Springs, FL

Courtesy of OPTIMA REAL ESTATE
View 624 Huntly Lane Winter Springs, FL MLS# 2025024130
$1,680
2

Beds

2.0

Baths

1,156

Sq.Ft.

624 Huntly Lane

Winter Springs, FL

Courtesy of HOOK & LADDER REALTY OF CENTRAL FLORIDA 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

192

Estimated median home price

$434,495
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 2
$100K - 200K 6
$200K - 300K 24
$300K - 400K 49
$400K - 500K 45
$500K - 600K 16
$600K - 700K 15
$700K - 800K 19
$800K - 900K 3
$900K - 1M 6
$1M - Max 7

Homes for Sale by Type in Winter Springs, FL

Property Type Count
Single Family 125
Townhouse 45
Condo 10
Commercial 2
Rental 44
Lots and Land 6
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 2
Farms 0

(Data as of 1/30/2026)

Information deemed reliable but not guaranteed.

Data is updated as of 1/30/2026.

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.

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 1/30/2026.