32792 Homes for Sale

89 total properties
View 618 BLAIRSHIRE CIRCLE Winter Park, FL MLS# O6439298
  • Virtual Tour
1 of 64
OPEN HOUSE: Thursday 11/12 11:00 AM - 2:00 PM
$875,000
4

Beds

3.0

Baths

1,876

Sq.Ft.

618 BLAIRSHIRE CIRCLE

Winter Park, FL

Courtesy of REAL BROKER, LLC
View 2572 FIFESHIRE DRIVE Winter Park, FL MLS# O6442325
  • Virtual Tour
1 of 47
$875,000
4

Beds

2.1

Baths

2,578

Sq.Ft.

2572 FIFESHIRE DRIVE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1507 GOLFSIDE DRIVE Winter Park, FL MLS# S5160711
  • Recently Listed
1 of 34
$849,000
3

Beds

2.0

Baths

2,003

Sq.Ft.

1507 GOLFSIDE DRIVE

Winter Park, FL

Courtesy of LPT REALTY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 2345 BROOKSHIRE AVENUE Winter Park, FL MLS# O6439369
$795,000
3

Beds

3.0

Baths

2,488

Sq.Ft.

2345 BROOKSHIRE AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 722 S RANGER BOULEVARD Winter Park, FL MLS# O6421873
$775,000
4

Beds

3.0

Baths

2,164

Sq.Ft.

722 S RANGER BOULEVARD

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 2410 SHERBROOKE ROAD Winter Park, FL MLS# O6439553
  • Virtual Tour
1 of 73
$769,000
4

Beds

2.1

Baths

2,141

Sq.Ft.

2410 SHERBROOKE ROAD

Winter Park, FL

Courtesy of AMERICA REAL ESTATE COMPANY LLC
View 724 MONMOUTH WAY Winter Park, FL MLS# O6424409
  • Virtual Tour
1 of 29
$759,675
5

Beds

3.1

Baths

2,832

Sq.Ft.

724 MONMOUTH WAY

Winter Park, FL

Courtesy of CENTRAL TOWER PROPERTIES
View 1003 GOLFSIDE DRIVE Winter Park, FL MLS# O6444366
  • Virtual Tour
1 of 28
$749,900
3

Beds

3.0

Baths

2,145

Sq.Ft.

1003 GOLFSIDE DRIVE

Winter Park, FL

Courtesy of QP HOMES REALTY LLC
View 4039 COOL WATER COURT Winter Park, FL MLS# O6437904
$739,777
4

Beds

2.0

Baths

2,267

Sq.Ft.

4039 COOL WATER COURT

Winter Park, FL

Courtesy of RE/MAX CENTRAL REALTY
View 3377 N FORSYTH ROAD Winter Park, FL MLS# O6173998
  • Virtual Tour
1 of 15
$725,000
4,104

Sq.Ft.

3377 N FORSYTH ROAD

Winter Park, FL

Courtesy of RE/MAX 200 REALTY
View 266 N RANGER BOULEVARD Winter Park, FL MLS# O6444727
$724,900
4

Beds

3.0

Baths

1,692

Sq.Ft.

266 N RANGER BOULEVARD

Winter Park, FL

Courtesy of ELITE PROPERTY REAL ESTATE LLC
View 715 S RANGER BOULEVARD Winter Park, FL MLS# O6410899
$695,000
4

Beds

3.0

Baths

2,312

Sq.Ft.

715 S RANGER BOULEVARD

Winter Park, FL

Courtesy of DAHLIA REALTY GROUP
View 2260 COLDSTREAM DRIVE Winter Park, FL MLS# O6437438
$675,000
4

Beds

2.0

Baths

1,509

Sq.Ft.

2260 COLDSTREAM DRIVE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 433 GILBERT ROAD Winter Park, FL MLS# O6428430
  • Virtual Tour
1 of 36
$669,900
3

Beds

2.0

Baths

1,800

Sq.Ft.

433 GILBERT ROAD

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 943 FAIRWAY DRIVE Winter Park, FL MLS# O6426672
  • Virtual Tour
1 of 57
$650,000
4

Beds

3.0

Baths

2,067

Sq.Ft.

943 FAIRWAY DRIVE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 2322 WOODCREST DRIVE Winter Park, FL MLS# O6445796
  • Virtual Tour
1 of 28
OPEN HOUSE: Saturday 11/14 11:00 AM - 1:00 PM
$650,000
4

Beds

2.0

Baths

1,650

Sq.Ft.

2322 WOODCREST DRIVE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 518 GILBERT ROAD Winter Park, FL MLS# O6442915
  • Virtual Tour
1 of 48
$639,000
3

Beds

2.0

Baths

1,573

Sq.Ft.

518 GILBERT ROAD

Winter Park, FL

Courtesy of PALMANO GROUP RE BROKERAGE LLC
View 2215 WOODCREST DRIVE Winter Park, FL MLS# O6442348
  • Virtual Tour
1 of 41
OPEN HOUSE: Saturday 11/14 12:00 PM - 2:00 PM
$637,500
4

Beds

2.0

Baths

1,688

Sq.Ft.

2215 WOODCREST DRIVE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 624 DUNRAVEN DRIVE Winter Park, FL MLS# O6443159
  • Virtual Tour
1 of 24
$620,000
3

Beds

2.0

Baths

1,762

Sq.Ft.

624 DUNRAVEN DRIVE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 2758 BANCHORY ROAD Winter Park, FL MLS# O6329628
  • Virtual Tour
1 of 38
$619,500
3

Beds

2.1

Baths

1,539

Sq.Ft.

2758 BANCHORY ROAD

Winter Park, FL

Courtesy of MR VARGAS PROPERTY MANAGEMENT LLC

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 11/12/2026.