43 total properties
Did you mean the neighborhood Winter Springs?
View 721 S ENDEAVOUR DRIVE Winter Springs, FL MLS# O6409924
  • Recently Listed with Virtual Tour
1 of 31
$2,599
3

Beds

2.0

Baths

1,915

Sq.Ft.

721 S ENDEAVOUR DRIVE

Winter Springs, FL

Courtesy of 407 PROPERTIES
View 600 NORTHERN WAY 1206 Winter Springs, FL MLS# O6409628
  • Recently Listed with Virtual Tour
1 of 29
$2,200
3

Beds

2.0

Baths

1,409

Sq.Ft.

600 NORTHERN WAY 1206

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 216 BENNETT STREET Winter Springs, FL MLS# O6409670
  • Recently Listed with Virtual Tour
1 of 9
$1,800
3

Beds

1.0

Baths

1,120

Sq.Ft.

216 BENNETT STREET

Winter Springs, FL

Courtesy of JAT PROPERTY MANAGEMENT LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1311 ALFONZO CIRCLE Winter Springs, FL MLS# O6409568
  • Recently Listed with Virtual Tour
1 of 23
$2,275
4

Beds

2.0

Baths

1,571

Sq.Ft.

1311 ALFONZO CIRCLE

Winter Springs, FL

Courtesy of INVESTOR'S REAL ESTATE LLC
View 604 CASA PARK A COURT Winter Springs, FL MLS# O6409791
  • Recently Listed with Virtual Tour
1 of 33
$1,795
2

Beds

2.1

Baths

1,156

Sq.Ft.

604 CASA PARK A COURT

Winter Springs, FL

Courtesy of Lake Mary - WEICHERT, REALTORS® - Hallmark Properties
View 10 SHEOAH BOULEVARD 8 Winter Springs, FL MLS# O6409278
  • Recently Listed with Virtual Tour
1 of 24
$1,700
2

Beds

1.0

Baths

972

Sq.Ft.

10 SHEOAH BOULEVARD 8

Winter Springs, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 1322 CASA PARK CIRCLE Winter Springs, FL MLS# O6409227
  • Recently Listed with Virtual Tour
1 of 28
$1,700
2

Beds

2.1

Baths

1,156

Sq.Ft.

1322 CASA PARK CIRCLE

Winter Springs, FL

Courtesy of CLASSIC 1 REALTY INC
View Address not provided Winter Springs, FL MLS# TB8509953
  • Recently Listed with Virtual Tour
1 of 15
$2,159
3

Beds

2.0

Baths

1,255

Sq.Ft.

Address not provided

Winter Springs, FL

Courtesy of TAH FLORIDA LLC
View 1238 ROYAL OAK DRIVE Winter Springs, FL MLS# R4911292
  • Recently Listed with Virtual Tour
1 of 20
$2,775
4

Beds

3.1

Baths

2,314

Sq.Ft.

1238 ROYAL OAK DRIVE

Winter Springs, FL

Courtesy of KIMBRIDGE REALTY, LLC
View 1334 PALO ALTO COURT Winter Springs, FL MLS# O6408964
  • Recently Listed with Virtual Tour
1 of 20
$2,100
2

Beds

2.0

Baths

1,036

Sq.Ft.

1334 PALO ALTO COURT

Winter Springs, FL

Courtesy of ICON REALTY ASSOCIATES INC
View 416 DIAMOND DOVE COVE Winter Springs, FL MLS# O6406667
  • Recently Listed with Virtual Tour
1 of 23
$2,300
3

Beds

2.1

Baths

1,784

Sq.Ft.

416 DIAMOND DOVE COVE

Winter Springs, FL

Courtesy of WILSON MANAGEMENT GROUP
View 4258 E WEEPING WILLOW CIRCLE Winter Springs, FL MLS# O6407250
  • Recently Listed with Virtual Tour
1 of 18
$2,300
3

Beds

2.1

Baths

1,346

Sq.Ft.

4258 E WEEPING WILLOW CIRCLE

Winter Springs, FL

Courtesy of REMI EMERSON RESIDENTIAL
View 4951 COURTLAND LOOP Winter Springs, FL MLS# O6407022
  • Recently Listed with Virtual Tour
1 of 37
$4,000
4

Beds

3.0

Baths

2,562

Sq.Ft.

4951 COURTLAND LOOP

Winter Springs, FL

Courtesy of MOMENTUM REALTY
View 1120 SPOTTED SANDPIPER LOOP Winter Springs, FL MLS# O6406154
  • Recently Listed with Virtual Tour
1 of 32
$3,245
4

Beds

3.1

Baths

2,359

Sq.Ft.

1120 SPOTTED SANDPIPER LOOP

Winter Springs, FL

Courtesy of LEGENDS REALTY
View 103 CORY LANE Winter Springs, FL MLS# O6404568
  • Recently Listed with Virtual Tour
1 of 25
$1,399
2

Beds

2.0

Baths

938

Sq.Ft.

103 CORY LANE

Winter Springs, FL

Courtesy of FLORIDA ONE REAL ESTATE LLC
View 540 PINEBRANCH CIRCLE Winter Springs, FL MLS# O6405030
  • Recently Listed with Virtual Tour
1 of 27
$2,150
3

Beds

2.1

Baths

1,602

Sq.Ft.

540 PINEBRANCH CIRCLE

Winter Springs, FL

Courtesy of EXP REALTY LLC
View 1305 PARK VILLA PLACE Winter Springs, FL MLS# O6405567
$1,600
2

Beds

2.1

Baths

1,156

Sq.Ft.

1305 PARK VILLA PLACE

Winter Springs, FL

Courtesy of WATSON REALTY CORP
View 620 LOCUST COURT Winter Springs, FL MLS# O6405207
  • Virtual Tour
1 of 14
$2,400
3

Beds

2.0

Baths

1,666

Sq.Ft.

620 LOCUST COURT

Winter Springs, FL

Courtesy of SPRING REALTY ORLANDO
View 603 CASA PARK COURT O Winter Springs, FL MLS# O6403849
$1,795
2

Beds

2.1

Baths

1,156

Sq.Ft.

603 CASA PARK COURT O

Winter Springs, FL

Courtesy of WILSON MANAGEMENT GROUP
View 103 GOLDEN CREST COURT Winter Springs, FL MLS# O6401848
$2,495
3

Beds

2.0

Baths

1,934

Sq.Ft.

103 GOLDEN CREST COURT

Winter Springs, FL

Courtesy of CLASSIC 1 REALTY INC

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

222

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 0
$100K - 200K 10
$200K - 300K 34
$300K - 400K 53
$400K - 500K 51
$500K - 600K 20
$600K - 700K 16
$700K - 800K 17
$800K - 900K 8
$900K - 1M 4
$1M - Max 9

Homes for Sale by Type in Winter Springs, FL

Property Type Count
Single Family 144
Townhouse 54
Condo 17
Commercial 3
Rental 42
Lots and Land 2
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 5/22/2026)

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 5/23/2026.