50 total properties
Did you mean the neighborhood Winter Springs?
View 1380 MILL STREAM LANE Winter Springs, FL MLS# O6424117
$405,000
3

Beds

3.1

Baths

2,068

Sq.Ft.

1380 MILL STREAM LANE

Winter Springs, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 1403 TARFLOWER DRIVE Winter Springs, FL MLS# O6419352
$401,990
3

Beds

2.1

Baths

1,678

Sq.Ft.

1403 TARFLOWER DRIVE

Winter Springs, FL

Courtesy of MATTAMY REAL ESTATE SERVICES
View 1298 MADELENA AVENUE Winter Springs, FL MLS# O6431215
$399,999
3

Beds

2.0

Baths

2,116

Sq.Ft.

1298 MADELENA AVENUE

Winter Springs, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 813 Leopard Trail Winter Springs, FL MLS# 1231073
$399,900
3

Beds

2.0

Baths

1,550

Sq.Ft.

813 Leopard Trail

Winter Springs, FL

View 1050 NURSERY ROAD Winter Springs, FL MLS# O6376787
$399,000
13,000

Sq.Ft.

1050 NURSERY ROAD

Winter Springs, FL

Courtesy of REALTY HUB
View 1406 BLUMBERG BOULEVARD Winter Springs, FL MLS# O6435732
$399,000
3

Beds

2.1

Baths

1,476

Sq.Ft.

1406 BLUMBERG BOULEVARD

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 1436 WINTER WHARF LANE Winter Springs, FL MLS# O6446719
$399,000
3

Beds

3.1

Baths

1,932

Sq.Ft.

1436 WINTER WHARF LANE

Winter Springs, FL

Courtesy of COLDWELL BANKER REALTY
View 1012 FOREST CIRCLE Winter Springs, FL MLS# O6387051
$389,900
3

Beds

2.0

Baths

1,609

Sq.Ft.

1012 FOREST CIRCLE

Winter Springs, FL

Courtesy of NONA LEGACY POWERED BY LA ROSA
View 709 SAILFISH ROAD Winter Springs, FL MLS# O6364715
$387,500
3

Beds

2.0

Baths

1,737

Sq.Ft.

709 SAILFISH ROAD

Winter Springs, FL

Courtesy of ELEGANT REALTY LLC
View 227 MCLEODS WAY Winter Springs, FL MLS# O6428194
$387,500
3

Beds

3.1

Baths

1,872

Sq.Ft.

227 MCLEODS WAY

Winter Springs, FL

Courtesy of COMPASS FLORIDA LLC
View 1407 TARFLOWER DRIVE Winter Springs, FL MLS# O6419389
  • New Construction with Virtual Tour
1 of 27
$386,990
3

Beds

2.1

Baths

1,476

Sq.Ft.

1407 TARFLOWER DRIVE

Winter Springs, FL

Courtesy of MATTAMY REAL ESTATE SERVICES
View 233 SPINDLE PALM COVE Winter Springs, FL MLS# O6424943
  • New Construction with Virtual Tour
1 of 28
$386,990
3

Beds

2.1

Baths

1,476

Sq.Ft.

233 SPINDLE PALM COVE

Winter Springs, FL

Courtesy of MATTAMY REAL ESTATE SERVICES
View 724 BARRINGTON CIRCLE Winter Springs, FL MLS# O6312092
$385,000
3

Beds

2.0

Baths

1,450

Sq.Ft.

724 BARRINGTON CIRCLE

Winter Springs, FL

Courtesy of DIAMOND 2000 REALTY, INC
View 846 BENCHWOOD COURT Winter Springs, FL MLS# O6453509
  • Recently Listed with Virtual Tour
1 of 46
$385,000
3

Beds

2.0

Baths

1,812

Sq.Ft.

846 BENCHWOOD COURT

Winter Springs, FL

Courtesy of SERHANT
View 417 HOLLY COURT Winter Springs, FL MLS# O6449688
$380,000
3

Beds

2.0

Baths

1,168

Sq.Ft.

417 HOLLY COURT

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 1224 ANDES DR Winter Springs, FL MLS# TB8534279
$379,900
3

Beds

2.0

Baths

1,695

Sq.Ft.

1224 ANDES DR

Winter Springs, FL

Courtesy of OFFERPAD BROKERAGE FL, LLC
View 758 N GRETNA COURT Winter Springs, FL MLS# O6422840
$379,000
4

Beds

3.0

Baths

2,150

Sq.Ft.

758 N GRETNA COURT

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 629 ALTON ROAD Winter Springs, FL MLS# O6427862
$374,900
3

Beds

2.0

Baths

1,210

Sq.Ft.

629 ALTON ROAD

Winter Springs, FL

Courtesy of ENTERA REALTY LLC
View 662 NIGHTHAWK CIRCLE Winter Springs, FL MLS# O6432123
$374,400
3

Beds

3.0

Baths

1,583

Sq.Ft.

662 NIGHTHAWK CIRCLE

Winter Springs, FL

Courtesy of MODERN WORLD REALTY LLC
View 412 BLUE BAYOU LANE Winter Springs, FL MLS# O6433821
$369,500
3

Beds

3.1

Baths

1,854

Sq.Ft.

412 BLUE BAYOU LANE

Winter Springs, FL

Courtesy of ICONNECT REAL ESTATE

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

177

Estimated median home price

$399,000
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 - 100K1
$100K - 200K12
$200K - 300K35
$300K - 400K45
$400K - 500K41
$500K - 600K18
$600K - 700K13
$700K - 800K3
$800K - 900K1
$900K - 1M2
$1M - Max6

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family112
Townhouse46
Condo11
Commercial4
Rental48
Lots and Land3
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 11/8/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

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 11/8/2026.

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 11/8/2026.