180 total properties
Did you mean the neighborhood Winter Springs?
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 142 BAYBERRY COURT Winter Springs, FL MLS# O6422888
$355,000
4

Beds

2.0

Baths

1,425

Sq.Ft.

142 BAYBERRY COURT

Winter Springs, FL

Courtesy of ROSE PROPERTY MANAGEMENT INC
View 1458 BLUMBERG BOULEVARD Winter Springs, FL MLS# O6421596
$514,990
3

Beds

2.1

Baths

1,704

Sq.Ft.

1458 BLUMBERG BOULEVARD

Winter Springs, FL

Courtesy of MATTAMY REAL ESTATE SERVICES
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 1329 AUGUSTA NATIONAL BOULEVARD Winter Springs, FL MLS# O6422133
$529,900
3

Beds

2.0

Baths

1,616

Sq.Ft.

1329 AUGUSTA NATIONAL BOULEVARD

Winter Springs, FL

Courtesy of COLDWELL BANKER REALTY
View 220 MOREE LOOP 2 Winter Springs, FL MLS# O6421558
$140,000
1

Beds

1.0

Baths

710

Sq.Ft.

220 MOREE LOOP 2

Winter Springs, FL

Courtesy of RE/MAX CENTRAL REALTY
View 925 W SR 434 Winter Springs, FL MLS# O6422120
  • Virtual Tour
1 of 27
$749,000
3,410

Sq.Ft.

925 W SR 434

Winter Springs, FL

Courtesy of OLDE TOWN BROKERS INC
View 221 SPINDLE PALM COVE Winter Springs, FL MLS# O6419339
$424,990
4

Beds

2.1

Baths

1,678

Sq.Ft.

221 SPINDLE PALM COVE

Winter Springs, FL

Courtesy of MATTAMY REAL ESTATE SERVICES
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 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 101 S FLAMINGO AVENUE Winter Springs, FL MLS# S5150918
$365,500
3

Beds

2.0

Baths

1,368

Sq.Ft.

101 S FLAMINGO AVENUE

Winter Springs, FL

Courtesy of HAMILTON REALTY
View 216 TAVESTOCK LOOP Winter Springs, FL MLS# O6419655
$605,000
5

Beds

2.0

Baths

2,355

Sq.Ft.

216 TAVESTOCK LOOP

Winter Springs, FL

Courtesy of CREEGAN GROUP
View 1389 PONCE DE LEON BOULEVARD Winter Springs, FL MLS# O6413725
$499,000
4

Beds

2.0

Baths

2,056

Sq.Ft.

1389 PONCE DE LEON BOULEVARD

Winter Springs, FL

Courtesy of LA ROSA REALTY PREMIER LLC
View 910 BELLE AVENUE 1140 Winter Springs, FL MLS# O6418675
$139,500
687

Sq.Ft.

910 BELLE AVENUE 1140

Winter Springs, FL

Courtesy of SLOANE REALTY, LLC
View 717 ADIDAS ROAD Winter Springs, FL MLS# V4949727
$399,900
2

Beds

2.0

Baths

1,812

Sq.Ft.

717 ADIDAS ROAD

Winter Springs, FL

Courtesy of COLDWELL BANKER REALTY
View 498 GREEN SPRING CIR Winter Springs, FL MLS# O6418425
$244,000
2

Beds

1.1

Baths

1,363

Sq.Ft.

498 GREEN SPRING CIR

Winter Springs, FL

Courtesy of SUNDIAL REAL ESTATE LLC
View 830 DUNBAR TERRACE Winter Springs, FL MLS# O6418603
$344,000
3

Beds

2.1

Baths

1,792

Sq.Ft.

830 DUNBAR TERRACE

Winter Springs, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 429 SHEOAH BOULEVARD 9 Winter Springs, FL MLS# TB8519810
$199,000
3

Beds

2.0

Baths

1,187

Sq.Ft.

429 SHEOAH BOULEVARD 9

Winter Springs, FL

Courtesy of LPT REALTY, LLC
View 1357 MILL STREAM LANE Winter Springs, FL MLS# O6417015
$384,000
3

Beds

2.1

Baths

1,606

Sq.Ft.

1357 MILL STREAM LANE

Winter Springs, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 811 MAPLE LEAF LOOP Winter Springs, FL MLS# O6413927
$525,000
5

Beds

3.0

Baths

2,852

Sq.Ft.

811 MAPLE LEAF LOOP

Winter Springs, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 1055 CHESTERFIELD CIRCLE Winter Springs, FL MLS# O6413841
  • Virtual Tour
1 of 41
OPEN HOUSE: Sunday 10/11 12:00 PM - 2:00 PM
$475,000
3

Beds

2.0

Baths

1,665

Sq.Ft.

1055 CHESTERFIELD CIRCLE

Winter Springs, FL

Courtesy of LPT REALTY, 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

180

Estimated median home price

$407,995
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 - 200K15
$200K - 300K28
$300K - 400K45
$400K - 500K42
$500K - 600K21
$600K - 700K10
$700K - 800K5
$800K - 900K4
$900K - 1M2
$1M - Max8

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family117
Townhouse41
Condo14
Commercial4
Rental39
Lots and Land3
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home0
Farms0

(Data as of 10/9/2026)

Information deemed reliable but not guaranteed.

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.

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 10/9/2026.

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 10/9/2026.