226 total properties
View 184 SANDLEWOOD TRAIL #2 Winter Park, FL MLS# O6380753
  • Recently Listed with Virtual Tour
1 of 30
$329,000
2

Beds

2.1

Baths

1,133

Sq.Ft.

184 SANDLEWOOD TRAIL #2

Winter Park, FL

Courtesy of NOELKE REALTY
View 1836 GRINNELL TERRACE Winter Park, FL MLS# O6380457
  • Recently Listed
1 of 24
OPEN HOUSE: Sunday 2/22 2:00 PM - 4:00 PM
$1,249,000
3

Beds

2.0

Baths

1,907

Sq.Ft.

1836 GRINNELL TERRACE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 106 S INTERLACHEN AVENUE 118 Winter Park, FL MLS# O6380506
$1,495,000
3

Beds

2.0

Baths

1,834

Sq.Ft.

106 S INTERLACHEN AVENUE 118

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 764 W COMSTOCK AVENUE Winter Park, FL MLS# O6379596
  • Recently Listed with Virtual Tour
1 of 39
$474,000
2

Beds

1.0

Baths

925

Sq.Ft.

764 W COMSTOCK AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 600 W WEBSTER AVENUE Winter Park, FL MLS# O6378330
$295,000
2

Beds

1.0

Baths

754

Sq.Ft.

600 W WEBSTER AVENUE

Winter Park, FL

Courtesy of REALTY ONE GROUP MVP
View 675 OVERSPIN DRIVE Winter Park, FL MLS# O6378975
  • Recently Listed with Virtual Tour
1 of 32
$800,000
4

Beds

3.1

Baths

3,062

Sq.Ft.

675 OVERSPIN DRIVE

Winter Park, FL

Courtesy of WEMERT GROUP REALTY LLC
View 1500 GAY ROAD 5 Winter Park, FL MLS# S5143213
  • Recently Listed with Virtual Tour
1 of 17
$195,000
1

Beds

1.0

Baths

732

Sq.Ft.

1500 GAY ROAD 5

Winter Park, FL

Courtesy of TRANSCEND REALTY
View 1137 OAKS BOULEVARD Winter Park, FL MLS# O6379388
  • Recently Listed
1 of 29
$644,900
2

Beds

1.1

Baths

1,149

Sq.Ft.

1137 OAKS BOULEVARD

Winter Park, FL

Courtesy of RE/MAX 200 REALTY
View 151 OAKWOOD WAY Winter Park, FL MLS# O6380037
  • Recently Listed
1 of 75
$3,180,000
4

Beds

4.1

Baths

4,129

Sq.Ft.

151 OAKWOOD WAY

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 234 DETMAR DRIVE Winter Park, FL MLS# O6379927
  • Recently Listed with Virtual Tour
1 of 45
$1,695,000
5

Beds

5.1

Baths

3,609

Sq.Ft.

234 DETMAR DRIVE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 2412 CHANTILLY AVENUE Winter Park, FL MLS# O6381552
  • Recently Listed
1 of 4
OPEN HOUSE: Saturday 2/21 1:00 PM - 3:00 PM
$2,395,000
5

Beds

6.1

Baths

4,506

Sq.Ft.

2412 CHANTILLY AVENUE

Winter Park, FL

Courtesy of REAL BROKER, LLC
View 2501 LAFAYETTE AVENUE Winter Park, FL MLS# O6381988
  • Recently Listed
1 of 3
$1,950,000
4

Beds

4.0

Baths

2,810

Sq.Ft.

2501 LAFAYETTE AVENUE

Winter Park, FL

Courtesy of REAL BROKER, LLC
View 1113 VIA DEL MAR Winter Park, FL MLS# O6379697
  • Recently Listed with Virtual Tour
1 of 9
$1,595,000
3

Beds

2.0

Baths

2,012

Sq.Ft.

1113 VIA DEL MAR

Winter Park, FL

Courtesy of BAY HILL REALTY LLC
View 831/833 HUNTINGTON COURT Winter Park, FL MLS# O6378801
$1,100,000
6

Beds

4.0

Baths

2,915

Sq.Ft.

831/833 HUNTINGTON COURT

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 1742 TEMPLE DRIVE Winter Park, FL MLS# O6378905
  • Recently Listed with Virtual Tour
1 of 73
$3,549,995
4

Beds

5.0

Baths

3,658

Sq.Ft.

1742 TEMPLE DRIVE

Winter Park, FL

Courtesy of ROI AVE LLC
View 2015 N PARK AVENUE Winter Park, FL MLS# O6372603
  • Recently Listed with Virtual Tour
1 of 62
$2,495,000
5

Beds

4.1

Baths

3,963

Sq.Ft.

2015 N PARK AVENUE

Winter Park, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 1860 STAUNTON AVENUE Winter Park, FL MLS# O6378554
  • Recently Listed with Virtual Tour
1 of 10
$1,195,000
4

Beds

3.1

Baths

2,525

Sq.Ft.

1860 STAUNTON AVENUE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 1564 CAVENDISH ROAD Winter Park, FL MLS# O6380505
$470,000
2

Beds

1.0

Baths

1,140

Sq.Ft.

1564 CAVENDISH ROAD

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 100 S INTERLACHEN AVENUE 404 Winter Park, FL MLS# O6375851
$1,165,000
2

Beds

2.0

Baths

1,634

Sq.Ft.

100 S INTERLACHEN AVENUE 404

Winter Park, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 2600 EUSTON ROAD Winter Park, FL MLS# O6380534
$650,000
6

Beds

3.0

Baths

3,145

Sq.Ft.

2600 EUSTON ROAD

Winter Park, FL

Courtesy of YOUNG REAL ESTATE

Information deemed reliable but not guaranteed.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

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.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Multiple Listing Service of the St. Augustine Board of REALTORS®. Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors includes 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 2/21/2026.

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 2/21/2026.