125 total properties
Did you mean the neighborhood Winter Springs?
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 223 TAVESTOCK LOOP Winter Springs, FL MLS# O6355864
$515,000
4

Beds

2.1

Baths

2,345

Sq.Ft.

223 TAVESTOCK LOOP

Winter Springs, FL

Courtesy of MEP REALTY INVESTMENTS LLC
View 1425 HAPPY BIRD LANE Winter Springs, FL MLS# O6369417
  • Recently Listed with Virtual Tour
1 of 34
$515,000
4

Beds

3.0

Baths

2,030

Sq.Ft.

1425 HAPPY BIRD LANE

Winter Springs, FL

Courtesy of YORK MILLS REALTY LLC
View 421 Ringwood CIRCLE Winter Springs, FL MLS# O6197227
$500,000
4

Beds

2.0

Baths

2,029

Sq.Ft.

421 Ringwood CIRCLE

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 705 BOYSENBERRY COURT Winter Springs, FL MLS# O6368618
$499,995
3

Beds

2.0

Baths

1,908

Sq.Ft.

705 BOYSENBERRY COURT

Winter Springs, FL

Courtesy of VENCORP REAL ESTATE
View 909 DEVON CREEK ROAD Winter Springs, FL MLS# O6323961
$499,900
4

Beds

3.0

Baths

2,256

Sq.Ft.

909 DEVON CREEK ROAD

Winter Springs, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 640 TUSKAWILLA POINT LANE Winter Springs, FL MLS# O6357392
$499,900
3

Beds

2.0

Baths

1,794

Sq.Ft.

640 TUSKAWILLA POINT LANE

Winter Springs, FL

Courtesy of SAND DOLLAR REALTY GROUP INC
View 122 STONE GABLE CIR Winter Springs, FL MLS# O6340870
$499,000
3

Beds

2.1

Baths

2,147

Sq.Ft.

122 STONE GABLE CIR

Winter Springs, FL

Courtesy of HOME WISE REALTY GROUP, INC.
View 427 DIAMOND DOVE COVE Winter Springs, FL MLS# O6354316
$496,000
4

Beds

3.1

Baths

2,344

Sq.Ft.

427 DIAMOND DOVE COVE

Winter Springs, FL

Courtesy of LPT REALTY, LLC
View 189 BEAR SPRINGS DRIVE Winter Springs, FL MLS# O6372546
  • Recently Listed
1 of 33
OPEN HOUSE: Saturday 1/24 10:00 AM - 5:00 PM
$491,990
3

Beds

2.1

Baths

1,704

Sq.Ft.

189 BEAR SPRINGS DRIVE

Winter Springs, FL

Courtesy of MATTAMY REAL ESTATE SERVICES
View 1716 FOX GLEN COURT Winter Springs, FL MLS# O6362670
$491,000
3

Beds

2.0

Baths

1,889

Sq.Ft.

1716 FOX GLEN COURT

Winter Springs, FL

Courtesy of RED CARPET REALTY FLORIDA
View 1266 SPOTTED SANDPIPER LOOP Winter Springs, FL MLS# O6308584
$489,500
4

Beds

3.1

Baths

2,348

Sq.Ft.

1266 SPOTTED SANDPIPER LOOP

Winter Springs, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 811 GATEHOUSE DRIVE Winter Springs, FL MLS# O6286220
$485,950
3

Beds

2.0

Baths

2,022

Sq.Ft.

811 GATEHOUSE DRIVE

Winter Springs, FL

Courtesy of LOVELAND PROPERTIES
View 1352 ORTEGA STREET Winter Springs, FL MLS# O6330424
$485,000
3

Beds

2.0

Baths

1,407

Sq.Ft.

1352 ORTEGA STREET

Winter Springs, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 1029 ANTELOPE TRAIL Winter Springs, FL MLS# O6355141
$485,000
4

Beds

2.0

Baths

1,939

Sq.Ft.

1029 ANTELOPE TRAIL

Winter Springs, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 697 N ENDEAVOUR DRIVE Winter Springs, FL MLS# O6354763
$480,000
4

Beds

2.0

Baths

2,066

Sq.Ft.

697 N ENDEAVOUR DRIVE

Winter Springs, FL

Courtesy of PREMIUM PROPERTIES R.E SERVICE
View 623 ALTON ROAD Winter Springs, FL MLS# O6369691
$480,000
4

Beds

3.0

Baths

1,809

Sq.Ft.

623 ALTON ROAD

Winter Springs, FL

Courtesy of FOWLKES REALTY CO
View 562 PLEASANT GROVE DRIVE Winter Springs, FL MLS# O6348719
$470,000
3

Beds

2.0

Baths

1,579

Sq.Ft.

562 PLEASANT GROVE DRIVE

Winter Springs, FL

Courtesy of REGENCY REAL ESTATE LLC
View 380 MICHAEL BLAKE BOULEVARD Winter Springs, FL MLS# O6368930
$470,000
4

Beds

2.1

Baths

1,868

Sq.Ft.

380 MICHAEL BLAKE BOULEVARD

Winter Springs, FL

Courtesy of WATSON REALTY CORP
View 1328 CONGRESSIONAL COURT Winter Springs, FL MLS# O6375334
  • Recently Listed with Virtual Tour
1 of 40
$469,000
2

Beds

2.1

Baths

1,854

Sq.Ft.

1328 CONGRESSIONAL COURT

Winter Springs, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 431 S HAWTHORN CIRCLE Winter Springs, FL MLS# O6330022
$465,000
5

Beds

2.1

Baths

2,092

Sq.Ft.

431 S HAWTHORN CIRCLE

Winter Springs, FL

Courtesy of THE SHUGAN GROUP INC

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

181

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

PriceCount
$0 - 100K1
$100K - 200K6
$200K - 300K23
$300K - 400K48
$400K - 500K44
$500K - 600K14
$600K - 700K15
$700K - 800K15
$800K - 900K3
$900K - 1M6
$1M - Max6

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family120
Townhouse42
Condo9
Commercial1
Rental43
Lots and Land6
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home1
Farms0

(Data as of 1/22/2026)

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.

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 1/24/2026.