61 total properties
Did you mean the neighborhood Winter Springs?
Listings provided on behalf of Weichert Realtors - Hallmark Properties
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 1000 TROON TRACE Winter Springs, FL MLS# O6440283
  • Recently Listed with Virtual Tour
1 of 32
OPEN HOUSE: Saturday 10/31 10:00 AM - 11:30 AM
$412,000
3

Beds

2.1

Baths

1,703

Sq.Ft.

1000 TROON TRACE

Winter Springs, FL

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
View 878 BENCHWOOD DRIVE Winter Springs, FL MLS# TB8561140
  • Recently Listed with Virtual Tour
1 of 21
$449,900
3

Beds

2.0

Baths

1,710

Sq.Ft.

878 BENCHWOOD DRIVE

Winter Springs, FL

Courtesy of OFFERPAD BROKERAGE FL, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1354 TARFLOWER DRIVE Winter Springs, FL MLS# O6451380
  • Recently Listed
1 of 17
OPEN HOUSE: Saturday 10/31 1:00 PM - 4:00 PM
$445,000
4

Beds

2.1

Baths

1,643

Sq.Ft.

1354 TARFLOWER DRIVE

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
View 955 WEDGEWOOD DRIVE Winter Springs, FL MLS# O6452499
$440,000
2

Beds

2.0

Baths

1,640

Sq.Ft.

955 WEDGEWOOD DRIVE

Winter Springs, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 1056 CONDOR PLACE Winter Springs, FL MLS# O6450851
  • Recently Listed with Virtual Tour
1 of 31
$449,900
3

Beds

2.0

Baths

1,524

Sq.Ft.

1056 CONDOR PLACE

Winter Springs, FL

Courtesy of PROPERTY LOGIC RE
View 111 TARPON CIRCLE Winter Springs, FL MLS# O6448446
$449,000
3

Beds

2.0

Baths

1,586

Sq.Ft.

111 TARPON CIRCLE

Winter Springs, FL

Courtesy of SERHANT
View 733 LAKEVIEW DRIVE Winter Springs, FL MLS# O6450539
  • Recently Listed with Virtual Tour
1 of 24
$365,000
3

Beds

2.0

Baths

1,597

Sq.Ft.

733 LAKEVIEW DRIVE

Winter Springs, FL

Courtesy of OPENDOOR BROKERAGE LLC
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 1519 WOODSGLEN DRIVE Winter Springs, FL MLS# O6449065
$440,000
3

Beds

2.0

Baths

1,701

Sq.Ft.

1519 WOODSGLEN DRIVE

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 1361 SAN DIEGO COURT Winter Springs, FL MLS# TB8557602
  • Recently Listed with Virtual Tour
1 of 16
$349,900
3

Beds

2.0

Baths

1,153

Sq.Ft.

1361 SAN DIEGO COURT

Winter Springs, FL

Courtesy of OFFERPAD BROKERAGE FL, LLC
View 3600 BISCAYNE DRIVE Winter Springs, FL MLS# V4951714
$449,000
4

Beds

2.0

Baths

2,498

Sq.Ft.

3600 BISCAYNE DRIVE

Winter Springs, FL

Courtesy of LPT REALTY, LLC
View 627 CLEARN COURT Winter Springs, FL MLS# O6447316
$469,000
5

Beds

3.1

Baths

1,986

Sq.Ft.

627 CLEARN COURT

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 113 LIDO ROAD Winter Springs, FL MLS# O6447866
  • Virtual Tour
1 of 25
$350,000
4

Beds

2.0

Baths

1,312

Sq.Ft.

113 LIDO ROAD

Winter Springs, FL

Courtesy of REDFIN CORPORATION
View 140 BOMBAY AVENUE Winter Springs, FL MLS# O6448262
  • Virtual Tour
1 of 24
OPEN HOUSE: Saturday 10/31 11:00 AM - 2:00 PM
$345,000
3

Beds

2.0

Baths

1,373

Sq.Ft.

140 BOMBAY AVENUE

Winter Springs, FL

Courtesy of FLORIDA REALTY OF MIAMI CORP
View 408 LANCERS DRIVE Winter Springs, FL MLS# O6446680
$349,000
3

Beds

2.0

Baths

1,406

Sq.Ft.

408 LANCERS DRIVE

Winter Springs, FL

Courtesy of LA ROSA REALTY LLC
View 1436 WINTER WHARF LANE Winter Springs, FL MLS# O6446719
  • Virtual Tour
1 of 86
OPEN HOUSE: Saturday 10/31 11:00 AM - 1:00 PM
$399,000
3

Beds

3.1

Baths

1,932

Sq.Ft.

1436 WINTER WHARF LANE

Winter Springs, FL

Courtesy of COLDWELL BANKER REALTY
View 615 PEARL ROAD Winter Springs, FL MLS# O6445919
$350,000
3

Beds

2.0

Baths

1,784

Sq.Ft.

615 PEARL ROAD

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 1024 DINERO DRIVE Winter Springs, FL MLS# V4951517
$394,900
3

Beds

2.0

Baths

1,463

Sq.Ft.

1024 DINERO DRIVE

Winter Springs, FL

Courtesy of LPT REALTY LLC
View 1120 DAPPLED ELM LN LANE Winter Springs, FL MLS# O6445358
$419,900
3

Beds

2.0

Baths

1,510

Sq.Ft.

1120 DAPPLED ELM LN LANE

Winter Springs, FL

Courtesy of ABSOLUTE REALTY GROUP, 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

185

Estimated median home price

$399,999
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 - 200K13
$200K - 300K31
$300K - 400K48
$400K - 500K46
$500K - 600K19
$600K - 700K12
$700K - 800K3
$800K - 900K2
$900K - 1M3
$1M - Max7

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family119
Townhouse45
Condo11
Commercial4
Rental51
Lots and Land4
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home0
Farms0

(Data as of 10/31/2026)

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 10/31/2026.

The data relating to real estate for sale/lease on this web site come in part from the New Smyrna Beach Board of REALTORS® Multiple Listing Service (MLS) in which this real estate firm (Broker) participates. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with the Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with the MLS IDX logo. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein or for their use or interpretation by the user. Federal law prohibits discrimination on the basis of race, color, sex, religion, handicap, familial status or national origin in the sale, rental or financing of housing.

This data updated periodically, at an interval not to exceed 7 days.

IDX information 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.

Some properties which appear for sale on this website may subsequently have sold and may no longer be available.

© Copyright 2026 New Smyrna Beach Board of REALTORS, Inc. All rights Reserved.

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 10/31/2026.