35 total properties
Did you mean the neighborhood Winter Springs?
View 416 DIAMOND DOVE COVE Winter Springs, FL MLS# O6406667
  • Recently Listed with Virtual Tour
1 of 23
$2,300
3

Beds

2.1

Baths

1,784

Sq.Ft.

416 DIAMOND DOVE COVE

Winter Springs, FL

Courtesy of WILSON MANAGEMENT GROUP
View 4258 E WEEPING WILLOW CIRCLE Winter Springs, FL MLS# O6407250
  • Recently Listed with Virtual Tour
1 of 18
$2,300
3

Beds

2.1

Baths

1,346

Sq.Ft.

4258 E WEEPING WILLOW CIRCLE

Winter Springs, FL

Courtesy of REMI EMERSON RESIDENTIAL
View Address not provided Winter Springs, FL MLS# TB8507479
  • Recently Listed with Virtual Tour
1 of 19
$2,219
3

Beds

2.0

Baths

1,037

Sq.Ft.

Address not provided

Winter Springs, FL

Courtesy of TAH FLORIDA LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 4951 COURTLAND LOOP Winter Springs, FL MLS# O6407022
  • Recently Listed with Virtual Tour
1 of 37
$4,000
4

Beds

3.0

Baths

2,562

Sq.Ft.

4951 COURTLAND LOOP

Winter Springs, FL

Courtesy of MOMENTUM REALTY
View 1120 SPOTTED SANDPIPER LOOP Winter Springs, FL MLS# O6406154
  • Recently Listed with Virtual Tour
1 of 32
$3,245
4

Beds

3.1

Baths

2,359

Sq.Ft.

1120 SPOTTED SANDPIPER LOOP

Winter Springs, FL

Courtesy of LEGENDS REALTY
View 103 CORY LANE Winter Springs, FL MLS# O6404568
  • Recently Listed with Virtual Tour
1 of 25
$1,399
2

Beds

2.0

Baths

938

Sq.Ft.

103 CORY LANE

Winter Springs, FL

Courtesy of FLORIDA ONE REAL ESTATE LLC
View 540 PINEBRANCH CIRCLE Winter Springs, FL MLS# O6405030
  • Recently Listed with Virtual Tour
1 of 27
$2,150
3

Beds

2.1

Baths

1,602

Sq.Ft.

540 PINEBRANCH CIRCLE

Winter Springs, FL

Courtesy of EXP REALTY LLC
View 1305 PARK VILLA PLACE Winter Springs, FL MLS# O6405567
$1,600
2

Beds

2.1

Baths

1,156

Sq.Ft.

1305 PARK VILLA PLACE

Winter Springs, FL

Courtesy of WATSON REALTY CORP
View 620 LOCUST COURT Winter Springs, FL MLS# O6405207
$2,400
3

Beds

2.0

Baths

1,666

Sq.Ft.

620 LOCUST COURT

Winter Springs, FL

Courtesy of SPRING REALTY ORLANDO
View 603 CASA PARK COURT O Winter Springs, FL MLS# O6403849
  • Recently Listed with Virtual Tour
1 of 19
$1,795
2

Beds

2.1

Baths

1,156

Sq.Ft.

603 CASA PARK COURT O

Winter Springs, FL

Courtesy of WILSON MANAGEMENT GROUP
View 103 GOLDEN CREST COURT Winter Springs, FL MLS# O6401848
$2,495
3

Beds

2.0

Baths

1,934

Sq.Ft.

103 GOLDEN CREST COURT

Winter Springs, FL

Courtesy of CLASSIC 1 REALTY INC
View 1372 MILL STREAM LANE Winter Springs, FL MLS# O6400631
$2,800
3

Beds

3.1

Baths

2,288

Sq.Ft.

1372 MILL STREAM LANE

Winter Springs, FL

Courtesy of CHASTAIN REAL ESTATE COMPANY LLC
View 1262 SPOTTED SANDPIPER LOOP Winter Springs, FL MLS# O6401507
$2,849
4

Beds

3.1

Baths

2,353

Sq.Ft.

1262 SPOTTED SANDPIPER LOOP

Winter Springs, FL

Courtesy of ROI AVE LLC
View 465 GEE HAMMOCK LANE Winter Springs, FL MLS# TB8497075
$2,500
4

Beds

2.1

Baths

1,666

Sq.Ft.

465 GEE HAMMOCK LANE

Winter Springs, FL

Courtesy of EXCLUSIVE HOMES REALTY, INC.
View 661 MURPHY ROAD Winter Springs, FL MLS# O6399600
$2,200
3

Beds

2.0

Baths

1,320

Sq.Ft.

661 MURPHY ROAD

Winter Springs, FL

Courtesy of LPT REALTY, LLC
View 30 MOREE LOOP 37 Winter Springs, FL MLS# O6397047
$1,850
3

Beds

2.1

Baths

1,400

Sq.Ft.

30 MOREE LOOP 37

Winter Springs, FL

Courtesy of PAINE-ANDERSON PROPERTIES, INC
View 429 SHEOAH BOULEVARD 9 Winter Springs, FL MLS# O6396362
$1,900
3

Beds

2.0

Baths

1,187

Sq.Ft.

429 SHEOAH BOULEVARD 9

Winter Springs, FL

Courtesy of PAINE-ANDERSON PROPERTIES, INC
View 1350 TARFLOWER DRIVE Winter Springs, FL MLS# O6395636
  • New Construction with Virtual Tour
1 of 28
$2,695
3

Beds

2.1

Baths

1,476

Sq.Ft.

1350 TARFLOWER DRIVE

Winter Springs, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 407 SHEOAH BOULEVARD 9 Winter Springs, FL MLS# O6394745
$1,800
3

Beds

2.1

Baths

1,400

Sq.Ft.

407 SHEOAH BOULEVARD 9

Winter Springs, FL

Courtesy of BENSON MARSHALL LLC
View 775 MAPLE LEAF LOOP Winter Springs, FL MLS# O6393563
$3,700
4

Beds

4.1

Baths

3,107

Sq.Ft.

775 MAPLE LEAF LOOP

Winter Springs, FL

Courtesy of ADVANCE REALTY & MANAGEMENT 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

223

Estimated median home price

$444,500
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 - 200K10
$200K - 300K34
$300K - 400K52
$400K - 500K50
$500K - 600K22
$600K - 700K15
$700K - 800K16
$800K - 900K9
$900K - 1M4
$1M - Max11

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family148
Townhouse52
Condo16
Commercial3
Rental37
Lots and Land2
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home0
Farms0

(Data as of 5/15/2026)

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 5/16/2026.