35 total properties
Did you mean the neighborhood Winter Springs?
View 268 TAVESTOCK LOOP Winter Springs, FL MLS# O6407307
$557,900
4

Beds

2.1

Baths

2,415

Sq.Ft.

268 TAVESTOCK LOOP

Winter Springs, FL

Courtesy of FUSILIER REALTY GROUP
View 101 PARTRIDGE CIRCLE Winter Springs, FL MLS# O6407799
$625,000
3

Beds

2.0

Baths

2,181

Sq.Ft.

101 PARTRIDGE CIRCLE

Winter Springs, FL

View 998 EL LAGO TERRACE Winter Springs, FL MLS# O6408037
$649,900
4

Beds

2.0

Baths

2,126

Sq.Ft.

998 EL LAGO TERRACE

Winter Springs, FL

Courtesy of WEMERT GROUP REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 214 PERTH COURT A Winter Springs, FL MLS# O6407330
$589,900
6

Beds

4.0

Baths

2,247

Sq.Ft.

214 PERTH COURT A

Winter Springs, FL

View 214 PERTH COURT Winter Springs, FL MLS# O6407533
$589,900
6

Beds

4.0

Baths

2,247

Sq.Ft.

214 PERTH COURT

Winter Springs, FL

View 4209 LORI LOOP Winter Springs, FL MLS# O6406486
$625,000
4

Beds

3.0

Baths

2,428

Sq.Ft.

4209 LORI LOOP

Winter Springs, FL

View 424 FLATWOOD DRIVE Winter Springs, FL MLS# S5149589
$525,000
4

Beds

3.1

Baths

2,164

Sq.Ft.

424 FLATWOOD DRIVE

Winter Springs, FL

View 156 SEVILLE CHASE DRIVE Winter Springs, FL MLS# O6394958
$665,000
4

Beds

3.0

Baths

2,509

Sq.Ft.

156 SEVILLE CHASE DRIVE

Winter Springs, FL

View 1702 DAVENPORT COURT Winter Springs, FL MLS# O6398359
$569,900
3

Beds

2.0

Baths

2,101

Sq.Ft.

1702 DAVENPORT COURT

Winter Springs, FL

View 363 TWELVE OAKS DRIVE Winter Springs, FL MLS# O6394390
$537,000
5

Beds

3.0

Baths

3,408

Sq.Ft.

363 TWELVE OAKS DRIVE

Winter Springs, FL

Courtesy of KELLER WILLIAMS HERITAGE REALTY
View 214 CHESTNUT RIDGE STREET Winter Springs, FL MLS# O6372400
$590,000
4

Beds

3.0

Baths

2,474

Sq.Ft.

214 CHESTNUT RIDGE STREET

Winter Springs, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 30 SABLE COURT Winter Springs, FL MLS# O6382648
$569,000
4

Beds

2.1

Baths

2,674

Sq.Ft.

30 SABLE COURT

Winter Springs, FL

Courtesy of HOME SOLD NETWORK LLC
View 440 BUCKSKIN COURT Winter Springs, FL MLS# O6394274
$525,000
4

Beds

2.1

Baths

1,922

Sq.Ft.

440 BUCKSKIN COURT

Winter Springs, FL

View 4951 COURTLAND LOOP Winter Springs, FL MLS# O6374007
$690,000
4

Beds

3.0

Baths

2,562

Sq.Ft.

4951 COURTLAND LOOP

Winter Springs, FL

Courtesy of MOMENTUM REALTY
View 1421 HAPPY BIRD LANE Winter Springs, FL MLS# O6359884
$563,408
4

Beds

3.1

Baths

2,502

Sq.Ft.

1421 HAPPY BIRD LANE

Winter Springs, FL

Courtesy of RE/MAX ASSURED

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

226

Estimated median home price

$432,500
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 - 300K42
$300K - 400K44
$400K - 500K52
$500K - 600K23
$600K - 700K16
$700K - 800K17
$800K - 900K10
$900K - 1M3
$1M - Max10

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family151
Townhouse53
Condo15
Commercial3
Rental41
Lots and Land2
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home0
Farms0

(Data as of 7/2/2026)

Information deemed reliable but not guaranteed.

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 7/3/2026.