60 total properties
Did you mean the neighborhood Winter Springs?
View 1320 ALFONZO CIRCLE Winter Springs, FL MLS# S5151348
$450,000
4

Beds

3.0

Baths

1,597

Sq.Ft.

1320 ALFONZO CIRCLE

Winter Springs, FL

Courtesy of ESG INVESTMENT ENTERPRISE INC
View 358 BRUSHWOOD LANE Winter Springs, FL MLS# O6412915
$468,000
4

Beds

2.0

Baths

1,922

Sq.Ft.

358 BRUSHWOOD LANE

Winter Springs, FL

View 811 MAPLE LEAF LOOP Winter Springs, FL MLS# O6413927
$545,000
5

Beds

3.0

Baths

2,852

Sq.Ft.

811 MAPLE LEAF LOOP

Winter Springs, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 1055 CHESTERFIELD CIRCLE Winter Springs, FL MLS# O6413841
$499,900
3

Beds

2.0

Baths

1,665

Sq.Ft.

1055 CHESTERFIELD CIRCLE

Winter Springs, FL

View 877 BENCHWOOD DRIVE Winter Springs, FL MLS# O6410431
$450,000
3

Beds

2.0

Baths

1,612

Sq.Ft.

877 BENCHWOOD DRIVE

Winter Springs, FL

Courtesy of COMPASS FLORIDA LLC
View 1360 VIA VILLA NOVA WAY Winter Springs, FL MLS# S5150838
$539,999
4

Beds

2.0

Baths

2,064

Sq.Ft.

1360 VIA VILLA NOVA WAY

Winter Springs, FL

Courtesy of LOKATION
View 1020 TAPROOT DRIVE Winter Springs, FL MLS# O6409011
$509,900
3

Beds

3.0

Baths

1,905

Sq.Ft.

1020 TAPROOT DRIVE

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 1406 BLUMBERG BOULEVARD Winter Springs, FL MLS# O6408695
$420,000
3

Beds

2.1

Baths

1,476

Sq.Ft.

1406 BLUMBERG BOULEVARD

Winter Springs, FL

View 268 TAVESTOCK LOOP Winter Springs, FL MLS# O6407307
$557,900
4

Beds

2.1

Baths

2,415

Sq.Ft.

268 TAVESTOCK LOOP

Winter Springs, FL

Courtesy of FUSILIER REALTY GROUP
View 143 HAYES ROAD Winter Springs, FL MLS# O6407546
  • Virtual Tour
1 of 41
$479,000
3

Beds

2.0

Baths

1,649

Sq.Ft.

143 HAYES ROAD

Winter Springs, FL

Courtesy of EMPIRE NETWORK REALTY
View 629 RYAN COURT Winter Springs, FL MLS# O6396980
  • Virtual Tour
1 of 33
$475,000
3

Beds

2.0

Baths

1,857

Sq.Ft.

629 RYAN COURT

Winter Springs, FL

View 424 FLATWOOD DRIVE Winter Springs, FL MLS# S5149589
$525,000
4

Beds

3.1

Baths

2,164

Sq.Ft.

424 FLATWOOD DRIVE

Winter Springs, FL

View 1304 ORTEGA STREET Winter Springs, FL MLS# TB8504998
$488,000
4

Beds

2.1

Baths

2,152

Sq.Ft.

1304 ORTEGA STREET

Winter Springs, FL

View 1200 ROYAL OAK DRIVE Winter Springs, FL MLS# O6401888
$499,999
3

Beds

3.0

Baths

2,378

Sq.Ft.

1200 ROYAL OAK DRIVE

Winter Springs, FL

View 1702 DAVENPORT COURT Winter Springs, FL MLS# O6398359
$569,900
3

Beds

2.0

Baths

2,101

Sq.Ft.

1702 DAVENPORT COURT

Winter Springs, FL

View 560 PLEASANT GROVE DRIVE Winter Springs, FL MLS# O6401016
$425,000
3

Beds

2.0

Baths

1,654

Sq.Ft.

560 PLEASANT GROVE DRIVE

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
View 363 TWELVE OAKS DRIVE Winter Springs, FL MLS# O6394390
$537,000
5

Beds

3.0

Baths

3,408

Sq.Ft.

363 TWELVE OAKS DRIVE

Winter Springs, FL

Courtesy of KELLER WILLIAMS HERITAGE REALTY
View 107 GOLDEN CREST COURT Winter Springs, FL MLS# O6393850
$504,000
3

Beds

2.0

Baths

1,978

Sq.Ft.

107 GOLDEN CREST COURT

Winter Springs, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 1128 SPOTTED SANDPIPER LOOP Winter Springs, FL MLS# O6395600
$469,000
4

Beds

3.1

Baths

2,344

Sq.Ft.

1128 SPOTTED SANDPIPER LOOP

Winter Springs, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1254 SPOTTED SANDPIPER LOOP Winter Springs, FL MLS# O6390820
$485,000
4

Beds

3.1

Baths

2,359

Sq.Ft.

1254 SPOTTED SANDPIPER LOOP

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

230

Estimated median home price

$430,000
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 42
$300K - 400K 44
$400K - 500K 54
$500K - 600K 22
$600K - 700K 16
$700K - 800K 19
$800K - 900K 10
$900K - 1M 3
$1M - Max 10

Homes for Sale by Type in Winter Springs, FL

Property Type Count
Single Family 152
Townhouse 53
Condo 17
Commercial 4
Rental 41
Lots and Land 2
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 7/3/2026)

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 7/3/2026.