147 total properties
Did you mean the neighborhood Winter Springs?
View 4490 BROOK HOLLOW CIRCLE Winter Springs, FL MLS# O6405179
$245,000
3

Beds

2.0

Baths

1,359

Sq.Ft.

4490 BROOK HOLLOW CIRCLE

Winter Springs, FL

Courtesy of EXP REALTY LLC
View 585 SHADOW GLENN PLACE Winter Springs, FL MLS# O6404267
$264,900
3

Beds

2.1

Baths

1,348

Sq.Ft.

585 SHADOW GLENN PLACE

Winter Springs, FL

Courtesy of LIFESTYLE INTERNATIONAL REALTY
View 1024 DINERO DRIVE Winter Springs, FL MLS# O6404240
$424,000
3

Beds

2.0

Baths

1,463

Sq.Ft.

1024 DINERO DRIVE

Winter Springs, FL

Courtesy of CALL IT CLOSED INTL REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 50 SHEOAH BOULEVARD 33 Winter Springs, FL MLS# O6404380
$179,500
2

Beds

2.0

Baths

972

Sq.Ft.

50 SHEOAH BOULEVARD 33

Winter Springs, FL

Courtesy of LIFESTYLE INTERNATIONAL REALTY
View 1200 ROYAL OAK DRIVE Winter Springs, FL MLS# O6401888
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$499,999
3

Beds

3.0

Baths

2,378

Sq.Ft.

1200 ROYAL OAK DRIVE

Winter Springs, FL

Courtesy of THE PALMS PROPERTY GROUP
View 439 OLD FARM LN Winter Springs, FL MLS# O6403125
$329,900
3

Beds

3.0

Baths

1,504

Sq.Ft.

439 OLD FARM LN

Winter Springs, FL

Courtesy of ORLANDO REALTY & PROPERTY MGNT
View 1384 MILL STREAM LANE Winter Springs, FL MLS# TB8504740
$399,900
3

Beds

3.1

Baths

1,932

Sq.Ft.

1384 MILL STREAM LANE

Winter Springs, FL

Courtesy of TAH FLORIDA LLC
View 578 PINEBRANCH CIRCLE Winter Springs, FL MLS# O6401830
$310,000
2

Beds

2.1

Baths

1,516

Sq.Ft.

578 PINEBRANCH CIRCLE

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 410 TRADITION LANE Winter Springs, FL MLS# O6404101
$310,000
2

Beds

2.1

Baths

1,275

Sq.Ft.

410 TRADITION LANE

Winter Springs, FL

Courtesy of Longwood - WEICHERT, REALTORS® - Hallmark Properties
View 736 SUMMERLAND DRIVE Winter Springs, FL MLS# O6402028
$298,900
3

Beds

2.0

Baths

1,298

Sq.Ft.

736 SUMMERLAND DRIVE

Winter Springs, FL

Courtesy of LA ROSA REALTY CW PROPERTIES L
View 607 CASA PARK COURT K Winter Springs, FL MLS# O6402801
$239,900
2

Beds

2.0

Baths

1,088

Sq.Ft.

607 CASA PARK COURT K

Winter Springs, FL

Courtesy of KGV REALTY GROUP
View 1029 E PEBBLE BEACH CIRCLE Winter Springs, FL MLS# O6404082
$395,000
3

Beds

2.0

Baths

1,314

Sq.Ft.

1029 E PEBBLE BEACH CIRCLE

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 477 GREEN SPRING CIRCLE Winter Springs, FL MLS# O6401530
$234,999
3

Beds

1.1

Baths

1,280

Sq.Ft.

477 GREEN SPRING CIRCLE

Winter Springs, FL

Courtesy of EXP REALTY LLC
View 600 NORTHERN WAY 205 Winter Springs, FL MLS# O6401833
$238,000
3

Beds

2.0

Baths

1,425

Sq.Ft.

600 NORTHERN WAY 205

Winter Springs, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 1328 ANDES DRIVE Winter Springs, FL MLS# O6398729
$385,000
4

Beds

2.0

Baths

1,582

Sq.Ft.

1328 ANDES DRIVE

Winter Springs, FL

Courtesy of AVENIR REAL ESTATE BROKERS LLC
View 807 BUCKIE DRIVE Winter Springs, FL MLS# O6386108
$375,000
3

Beds

2.0

Baths

1,574

Sq.Ft.

807 BUCKIE DRIVE

Winter Springs, FL

Courtesy of FLORIDA HOME TEAM REALTY LLC
View 1171 SADDLEHORN CIRCLE Winter Springs, FL MLS# O6401152
$410,000
4

Beds

2.0

Baths

1,611

Sq.Ft.

1171 SADDLEHORN CIRCLE

Winter Springs, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 299 WOODGREEN LANE Winter Springs, FL MLS# O6401276
$285,000
3

Beds

2.1

Baths

1,326

Sq.Ft.

299 WOODGREEN LANE

Winter Springs, FL

Courtesy of WEMERT GROUP REALTY LLC
View 276 SAN GABRIEL STREET Winter Springs, FL MLS# O6399623
$285,000
3

Beds

2.0

Baths

1,089

Sq.Ft.

276 SAN GABRIEL STREET

Winter Springs, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1327 AUGUSTA NATIONAL BOULEVARD Winter Springs, FL MLS# O6399111
$448,000
3

Beds

2.0

Baths

2,128

Sq.Ft.

1327 AUGUSTA NATIONAL BOULEVARD

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY

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

214

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

PriceCount
$0 - 100K0
$100K - 200K9
$200K - 300K37
$300K - 400K54
$400K - 500K42
$500K - 600K17
$600K - 700K14
$700K - 800K18
$800K - 900K9
$900K - 1M4
$1M - Max10

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family136
Townhouse53
Condo16
Commercial3
Rental34
Lots and Land3
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home0
Farms0

(Data as of 6/2/2026)

Information deemed reliable but not guaranteed.

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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 6/2/2026.

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 6/2/2026.