223 total properties
View 770 W WEBSTER AVENUE Winter Park, FL MLS# O6323574
$725,000
4

Beds

2.0

Baths

1,008

Sq.Ft.

770 W WEBSTER AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 770 W WEBSTER AVENUE REAR LOT Winter Park, FL MLS# O6323647
$725,000
Studio

Beds

0.0

Baths

770 W WEBSTER AVENUE REAR LOT

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 3018 NORTHWOOD BOULEVARD Winter Park, FL MLS# G5103499
$716,000
3

Beds

2.0

Baths

1,761

Sq.Ft.

3018 NORTHWOOD BOULEVARD

Winter Park, FL

Courtesy of ROCK SPRINGS REALTY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 763 Overspin Drive Winter Park, FL MLS# 256173
$699,000
Studio

Beds

0.0

Baths

763 Overspin Drive

Winter Park, FL

View 1275 MICHIGAN AVENUE Winter Park, FL MLS# O6342391
$679,000
3

Beds

2.1

Baths

1,866

Sq.Ft.

1275 MICHIGAN AVENUE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 2612 ROXBURY ROAD Winter Park, FL MLS# S5137596
$675,000
5

Beds

3.0

Baths

2,472

Sq.Ft.

2612 ROXBURY ROAD

Winter Park, FL

Courtesy of EXP REALTY LLC
View 2612 ROXBURY ROAD Winter Park, FL MLS# S5139410
$675,000
5

Beds

3.0

Baths

2,472

Sq.Ft.

2612 ROXBURY ROAD

Winter Park, FL

Courtesy of EXP REALTY LLC
View 681 OVERSPIN DRIVE Winter Park, FL MLS# O6376464
$669,000
4

Beds

2.1

Baths

2,220

Sq.Ft.

681 OVERSPIN DRIVE

Winter Park, FL

Courtesy of RE/MAX SELECT GROUP
View 2805 NORTHWOOD BOULEVARD Winter Park, FL MLS# O6371212
$659,000
3

Beds

2.0

Baths

1,252

Sq.Ft.

2805 NORTHWOOD BOULEVARD

Winter Park, FL

Courtesy of LIVE OAK EQUITIES
View 1399 ALOMA AVENUE Winter Park, FL MLS# O6304495
$650,000
3

Beds

2.0

Baths

1,804

Sq.Ft.

1399 ALOMA AVENUE

Winter Park, FL

Courtesy of FLORIDA HOMES REALTY & MORTGAGE
View 352 CAMBRIDGE BOULEVARD Winter Park, FL MLS# O6375545
$650,000
5

Beds

3.0

Baths

1,917

Sq.Ft.

352 CAMBRIDGE BOULEVARD

Winter Park, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 352 CAMBRIDGE BOULEVARD Winter Park, FL MLS# O6377540
$650,000
5

Beds

3.0

Baths

1,917

Sq.Ft.

352 CAMBRIDGE BOULEVARD

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
View 1809 HAMMERLIN AVENUE Winter Park, FL MLS# O6373616
$649,900
3

Beds

2.1

Baths

1,818

Sq.Ft.

1809 HAMMERLIN AVENUE

Winter Park, FL

Courtesy of NICOLE-HUDSON REALTY CORP
View 1134 WASHINGTON AVENUE 13 Winter Park, FL MLS# O6362206
$645,000
3

Beds

3.1

Baths

2,083

Sq.Ft.

1134 WASHINGTON AVENUE 13

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
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 101 S INTERLACHEN AVENUE 104 Winter Park, FL MLS# O6290188
$635,000
2

Beds

2.0

Baths

949

Sq.Ft.

101 S INTERLACHEN AVENUE 104

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 1860 STAUNTON AVENUE Winter Park, FL MLS# O6378461
$630,000
Studio

Beds

0.0

Baths

1860 STAUNTON AVENUE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 2811 EASTERN PARKWAY Winter Park, FL MLS# O6365983
$625,000
3

Beds

2.0

Baths

1,433

Sq.Ft.

2811 EASTERN PARKWAY

Winter Park, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 1500 BERKSHIRE AVENUE Winter Park, FL MLS# O6374856
$625,000
3

Beds

1.1

Baths

1,485

Sq.Ft.

1500 BERKSHIRE AVENUE

Winter Park, FL

Courtesy of SOTERA LIVING

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 2/24/2026.

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 2/24/2026.