32792 Homes for Sale

100 total properties
View 1507 GOLFSIDE DRIVE Winter Park, FL MLS# O6395355
  • Virtual Tour
1 of 44
OPEN HOUSE: Sunday 5/17 1:00 PM - 4:00 PM
$899,000
3

Beds

2.0

Baths

2,003

Sq.Ft.

1507 GOLFSIDE DRIVE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 739 ROUGHBEARD ROAD Winter Park, FL MLS# O6404545
  • Recently Listed with Virtual Tour
1 of 42
OPEN HOUSE: Saturday 5/16 3:00 PM - 5:00 PM
$800,000
5

Beds

3.0

Baths

2,194

Sq.Ft.

739 ROUGHBEARD ROAD

Winter Park, FL

Courtesy of SERHANT
View 2919 BOWER ROAD Winter Park, FL MLS# O6391025
  • Virtual Tour
1 of 38
$779,000
3

Beds

2.0

Baths

2,325

Sq.Ft.

2919 BOWER ROAD

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
The time to sell is now! THE TIME TO SELL IS NOW!
View 350 CORNWALL RD Winter Park, FL MLS# O6394524
  • Virtual Tour
1 of 36
$775,000
4

Beds

3.0

Baths

2,038

Sq.Ft.

350 CORNWALL RD

Winter Park, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 2681 FITZHUGH ROAD Winter Park, FL MLS# O6383699
  • Virtual Tour
1 of 55
$750,000
4

Beds

2.1

Baths

2,375

Sq.Ft.

2681 FITZHUGH ROAD

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 418 GILBERT ROAD Winter Park, FL MLS# O6385950
$729,000
3

Beds

3.0

Baths

1,680

Sq.Ft.

418 GILBERT ROAD

Winter Park, FL

Courtesy of SOTERA LIVING
View 3377 FORSYTH ROAD Winter Park, FL MLS# O6173998
  • Virtual Tour
1 of 15
$725,000
4,104

Sq.Ft.

3377 FORSYTH ROAD

Winter Park, FL

Courtesy of RE/MAX 200 REALTY
View 688 BRECHIN DRIVE Winter Park, FL MLS# O6403080
  • Virtual Tour
1 of 31
$724,900
4

Beds

2.0

Baths

1,599

Sq.Ft.

688 BRECHIN DRIVE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1108 FAIRWAY DRIVE Winter Park, FL MLS# O6386266
  • Virtual Tour
1 of 46
OPEN HOUSE: Saturday 5/16 2:00 PM - 4:00 PM
$714,900
3

Beds

2.0

Baths

1,677

Sq.Ft.

1108 FAIRWAY DRIVE

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 676 DUNBLANE DRIVE Winter Park, FL MLS# O6365557
  • Virtual Tour
1 of 35
OPEN HOUSE: Saturday 5/16 12:00 PM - 2:00 PM
$699,000
3

Beds

2.0

Baths

1,827

Sq.Ft.

676 DUNBLANE DRIVE

Winter Park, FL

Courtesy of BALDWIN PARK REALTY LLC
View 1977 DUNDEE DRIVE Winter Park, FL MLS# O6341378
$695,500
1,656

Sq.Ft.

1977 DUNDEE DRIVE

Winter Park, FL

Courtesy of HOMEVEST REALTY
View 744 CORNWALL ROAD Winter Park, FL MLS# O6332168
  • Virtual Tour
1 of 59
$695,000
4

Beds

2.0

Baths

1,968

Sq.Ft.

744 CORNWALL ROAD

Winter Park, FL

Courtesy of VERSALIS REALTY POWERED BY SELLSTATE
View 927 FAIRWAY DRIVE Winter Park, FL MLS# TB8498515
  • Virtual Tour
1 of 29
$680,000
4

Beds

3.0

Baths

1,918

Sq.Ft.

927 FAIRWAY DRIVE

Winter Park, FL

Courtesy of FLAT FEE MLS REALTY
View 630 SAINT DUNSTAN WAY Winter Park, FL MLS# O6376860
$675,000
5

Beds

2.0

Baths

2,240

Sq.Ft.

630 SAINT DUNSTAN WAY

Winter Park, FL

Courtesy of EXP REALTY LLC
View 661 SELKIRK DRIVE Winter Park, FL MLS# O6354700
  • Virtual Tour
1 of 23
$650,000
3

Beds

2.1

Baths

2,150

Sq.Ft.

661 SELKIRK DRIVE

Winter Park, FL

Courtesy of KELLER WILLIAMS HERITAGE REALTY
View 2330 COLDSTREAM DRIVE Winter Park, FL MLS# O6384436
$650,000
4

Beds

2.0

Baths

1,750

Sq.Ft.

2330 COLDSTREAM DRIVE

Winter Park, FL

Courtesy of DTB FLORIDA REALTY, INC.
View 1926 NATALEN ROAD Winter Park, FL MLS# O6388308
  • Virtual Tour
1 of 44
$639,900
3

Beds

2.0

Baths

1,469

Sq.Ft.

1926 NATALEN ROAD

Winter Park, FL

Courtesy of JAMIESON PROPERTIES, INC.
View 638 BLAIRSHIRE CIRCLE Winter Park, FL MLS# C7524884
$639,000
3

Beds

2.0

Baths

1,701

Sq.Ft.

638 BLAIRSHIRE CIRCLE

Winter Park, FL

Courtesy of REALTY ONE GROUP MVP
View 2756 SHERIFF WAY Winter Park, FL MLS# O6402570
  • Recently Listed with Virtual Tour
1 of 49
OPEN HOUSE: Saturday 5/16 12:00 PM - 3:00 PM
$625,000
3

Beds

2.0

Baths

1,812

Sq.Ft.

2756 SHERIFF WAY

Winter Park, FL

Courtesy of PALM CIRCLE REALTY
View 2708 LION HEART ROAD Winter Park, FL MLS# O6387685
  • Virtual Tour
1 of 47
$624,500
3

Beds

2.0

Baths

1,785

Sq.Ft.

2708 LION HEART ROAD

Winter Park, FL

Courtesy of EQUITYPRO LLC

Information deemed reliable but not guaranteed.

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 5/14/2026.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

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 5/14/2026.