259 total properties
View 702 VIA BELLA Winter Park, FL MLS# O6437125
  • Virtual Tour
1 of 41
$4,400,000
4

Beds

5.1

Baths

3,720

Sq.Ft.

702 VIA BELLA

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 471 HOLT AVENUE Winter Park, FL MLS# O6437590
  • Virtual Tour
1 of 27
$950,000
4

Beds

3.0

Baths

2,528

Sq.Ft.

471 HOLT AVENUE

Winter Park, FL

Courtesy of FLORIDA HOME TEAM REALTY LLC
View 2430 CHANTILLY AVENUE Winter Park, FL MLS# O6436367
  • New Construction with Virtual Tour
1 of 64
OPEN HOUSE: Sunday 10/11 2:00 PM - 4:00 PM
$1,598,000
4

Beds

4.0

Baths

2,916

Sq.Ft.

2430 CHANTILLY AVENUE

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 151 N ORLANDO AVENUE 242 Winter Park, FL MLS# O6437574
$269,000
2

Beds

1.0

Baths

710

Sq.Ft.

151 N ORLANDO AVENUE 242

Winter Park, FL

Courtesy of COLONIALTOWN REALTY
View 1259 INDIANA AVENUE Winter Park, FL MLS# O6434701
  • Virtual Tour
1 of 67
$575,000
2

Beds

2.1

Baths

1,648

Sq.Ft.

1259 INDIANA AVENUE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 500 N PENNSYLVANIA AVENUE G Winter Park, FL MLS# G5117377
$349,500
2

Beds

1.0

Baths

709

Sq.Ft.

500 N PENNSYLVANIA AVENUE G

Winter Park, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 1220 HOWELL BRANCH ROAD Winter Park, FL MLS# O6437591
$999,500
3

Beds

2.0

Baths

1,487

Sq.Ft.

1220 HOWELL BRANCH ROAD

Winter Park, FL

Courtesy of PARK PLACE REAL ESTATE
View 1550 PALM AVENUE Winter Park, FL MLS# O6436458
  • New Construction
1 of 10
$1,829,000
4

Beds

3.1

Baths

2,706

Sq.Ft.

1550 PALM AVENUE

Winter Park, FL

Courtesy of RE/MAX 200 REALTY
View 2403 EUSTON ROAD Winter Park, FL MLS# O6434678
  • Virtual Tour
1 of 11
$4,299,000
0.0

Baths

2403 EUSTON ROAD

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 276 DETMAR DRIVE Winter Park, FL MLS# O6434825
  • Virtual Tour
1 of 81
$3,600,000
4

Beds

5.0

Baths

4,202

Sq.Ft.

276 DETMAR DRIVE

Winter Park, FL

Courtesy of CALL IT CLOSED INTL REALTY
View 751 PANSY AVENUE Winter Park, FL MLS# O6432554
  • Virtual Tour
1 of 44
$1,950,000
3

Beds

3.1

Baths

2,703

Sq.Ft.

751 PANSY AVENUE

Winter Park, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 150 E READING WAY Winter Park, FL MLS# O6435809
  • Virtual Tour
1 of 21
$1,449,000
3

Beds

2.1

Baths

2,080

Sq.Ft.

150 E READING WAY

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 1016 ARAGON AVENUE Winter Park, FL MLS# O6435228
  • Virtual Tour
1 of 31
$660,000
4

Beds

4.0

Baths

1,840

Sq.Ft.

1016 ARAGON AVENUE

Winter Park, FL

Courtesy of PALMANO GROUP RE BROKERAGE LLC
View 1016 ARAGON AVENUE Winter Park, FL MLS# O6433576
  • Virtual Tour
1 of 31
$660,000
4

Beds

2.2

Baths

1,840

Sq.Ft.

1016 ARAGON AVENUE

Winter Park, FL

Courtesy of PALMANO GROUP RE BROKERAGE LLC
View 2126 ALBERT LEE PARKWAY Winter Park, FL MLS# O6435973
$415,000
3

Beds

2.0

Baths

1,187

Sq.Ft.

2126 ALBERT LEE PARKWAY

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 900 CARVER STREET Winter Park, FL MLS# O6435435
  • Virtual Tour
1 of 31
OPEN HOUSE: Sunday 10/11 12:00 PM - 4:00 PM
$664,000
3

Beds

3.0

Baths

1,794

Sq.Ft.

900 CARVER STREET

Winter Park, FL

Courtesy of EXP REALTY LLC
View 1941 OGLESBY AVENUE Winter Park, FL MLS# N6145448
  • Virtual Tour
1 of 30
$340,000
2

Beds

1.0

Baths

780

Sq.Ft.

1941 OGLESBY AVENUE

Winter Park, FL

Courtesy of LPT REALTY, LLC
View 1416 BORDER DRIVE Winter Park, FL MLS# O6434966
  • Virtual Tour
1 of 27
$620,000
3

Beds

1.0

Baths

1,243

Sq.Ft.

1416 BORDER DRIVE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1416 BORDER DRIVE Winter Park, FL MLS# O6434973
  • Virtual Tour
1 of 26
$620,000
0.0

Baths

1416 BORDER DRIVE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1761 LEGION DRIVE Winter Park, FL MLS# O6435967
  • Virtual Tour
1 of 66
OPEN HOUSE: Sunday 10/11 12:30 PM - 3:00 PM
$3,265,000
5

Beds

5.1

Baths

4,949

Sq.Ft.

1761 LEGION DRIVE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of Georgia MLS. Real estate listings held by brokerage firms other than Weichert's are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers.

© 2026 Georgia MLS. All rights reserved

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 10/10/2026.

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.

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 10/10/2026.