95 total properties
Did you mean the neighborhood Winter Park?
View 3204 NETHERWOOD Winter Park, FL MLS# O6380637
  • Virtual Tour
1 of 35
$299,999
2

Beds

1.1

Baths

1,056

Sq.Ft.

3204 NETHERWOOD

Winter Park, FL

Courtesy of WATSON REALTY CORP.
View 311 E MORSE BOULEVARD 7-19 Winter Park, FL MLS# O6368912
  • Adult Community with Virtual Tour
1 of 34
$299,900
1

Beds

1.0

Baths

482

Sq.Ft.

311 E MORSE BOULEVARD 7-19

Winter Park, FL

Courtesy of TURN-KEY MOVES REALTY
View 3209 ROYAL STREET Winter Park, FL MLS# O6382371
$299,900
3

Beds

2.0

Baths

1,116

Sq.Ft.

3209 ROYAL STREET

Winter Park, FL

Courtesy of THE SHUGAN GROUP INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 151 N ORLANDO AVENUE #115 Winter Park, FL MLS# O6362403
  • Virtual Tour
1 of 22
OPEN HOUSE: Saturday 3/28 3:00 PM - 4:30 PM
$298,000
2

Beds

1.0

Baths

710

Sq.Ft.

151 N ORLANDO AVENUE #115

Winter Park, FL

Courtesy of CREEGAN GROUP
View 3220 NETHERWOOD DRIVE Winter Park, FL MLS# O6374172
$279,990
2

Beds

2.0

Baths

1,036

Sq.Ft.

3220 NETHERWOOD DRIVE

Winter Park, FL

Courtesy of THE FIRM RE
View 200 SAINT ANDREWS BOULEVARD 2504 Winter Park, FL MLS# O6382293
$275,000
3

Beds

2.0

Baths

1,322

Sq.Ft.

200 SAINT ANDREWS BOULEVARD 2504

Winter Park, FL

Courtesy of WINTER PARK REAL ESTATE CO LLC
View 1500 GAY ROAD 8D Winter Park, FL MLS# O6392693
  • Recently Listed
1 of 31
$267,000
2

Beds

2.0

Baths

1,026

Sq.Ft.

1500 GAY ROAD 8D

Winter Park, FL

Courtesy of SOLID OAK REAL ESTATE LLC
View 1500 GAY ROAD 24B Winter Park, FL MLS# O6348568
$264,000
2

Beds

2.0

Baths

1,026

Sq.Ft.

1500 GAY ROAD 24B

Winter Park, FL

Courtesy of REALCOM REAL ESTATE SERVICES INC
View 1500 GAY ROAD 20D Winter Park, FL MLS# O6385626
$262,000
2

Beds

2.0

Baths

1,026

Sq.Ft.

1500 GAY ROAD 20D

Winter Park, FL

Courtesy of REALCOM REAL ESTATE SERVICES INC
View 3580 WILDE AVENUE Winter Park, FL MLS# O6296776
$260,000
Studio

Beds

0.0

Baths

3580 WILDE AVENUE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View Address not provided Winter Park, FL MLS# O6393932
  • Recently Listed with Virtual Tour
1 of 30
$257,000
2

Beds

2.1

Baths

959

Sq.Ft.

Address not provided

Winter Park, FL

Courtesy of DERENTHAL REALTY
View 1500 GAY ROAD 18A Winter Park, FL MLS# O6376215
$255,000
2

Beds

2.0

Baths

1,026

Sq.Ft.

1500 GAY ROAD 18A

Winter Park, FL

Courtesy of REALCOM REAL ESTATE SERVICES INC
View 1996 INDIANA AVENUE Winter Park, FL MLS# O6372229
$249,900
2

Beds

1.0

Baths

818

Sq.Ft.

1996 INDIANA AVENUE

Winter Park, FL

Courtesy of RE/MAX 200 REALTY
View 7117 SWALLOW RUN G1 Winter Park, FL MLS# O6385942
$249,800
3

Beds

2.1

Baths

1,565

Sq.Ft.

7117 SWALLOW RUN G1

Winter Park, FL

Courtesy of COMPLETE FLORIDA REALTY LLC
View 2500 LEE ROAD 229 Winter Park, FL MLS# O6377616
  • Virtual Tour
1 of 41
OPEN HOUSE: Sunday 3/29 2:00 PM - 5:00 PM
$245,000
2

Beds

2.0

Baths

956

Sq.Ft.

2500 LEE ROAD 229

Winter Park, FL

Courtesy of REALCOM REAL ESTATE SERVICES INC
View 2500 LEE ROAD 202 Winter Park, FL MLS# O6277579
$234,999
2

Beds

2.0

Baths

956

Sq.Ft.

2500 LEE ROAD 202

Winter Park, FL

Courtesy of THE ANDERSON GROUP & CO PL
View 3371 RIVER VIEW WAY 46 Winter Park, FL MLS# O6381596
$225,000
3

Beds

2.1

Baths

1,151

Sq.Ft.

3371 RIVER VIEW WAY 46

Winter Park, FL

Courtesy of ROBERT SLACK LLC
View 200 Saint Andrews 3001 Winter Park, FL MLS# A11924851
$218,000
2

Beds

1.1

Baths

1,085

Sq.Ft.

200 Saint Andrews 3001

Winter Park, FL

Courtesy of KLEROS REALTY
View 4790 TANGERINE AVENUE 4790 Winter Park, FL MLS# O6380539
$214,995
2

Beds

2.0

Baths

1,058

Sq.Ft.

4790 TANGERINE AVENUE 4790

Winter Park, FL

Courtesy of SUNSHINE BROKERAGE, LLC
View 1695 LEE ROAD C202 Winter Park, FL MLS# O6285607
$210,000
3

Beds

2.0

Baths

1,149

Sq.Ft.

1695 LEE ROAD C202

Winter Park, FL

Courtesy of PRIMESTATE REALTY, INC.

About Winter Park

Long considered one of the most desirable addresses in Central Florida, Winter Park has been experiencing a wave of new construction along with revitalization of historic areas.  In some instances, developers are choosing to raze older buildings and replace them with luxurious new homes, some that surpass the $1 million price range.  Handsome new residential villages can include exceptional amenities like lakefront parks, pools, and nature preserves.  Winter Park offers a number of amenities that are unusual for a smaller town, including the Rollins College.  This highly respected, private, liberal arts college with its lush campus enriches the entire community educationally, culturally, and economically.  However, the college is not the town's only point of pride.  One of the world's most comprehensive collections of the works of Louis Comfort Tiffany is permanently housed in the Charles Hosmer Morse Museum of American Art.  Aficionados of shopping are drawn to Park Avenue, a quaint district where an oak-shaded park and bandstand are surrounded by art galleries, museums, clothing stores, retail outlets, and wonderful boutiques.  

Listings in Winter Park, FL

331

Estimated median home price

$750,000
Winter Park FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winter Park, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winter Park, FL.

Homes for Sale by Price in Winter Park, FL

PriceCount
$0 - 100K4
$100K - 200K46
$200K - 300K23
$300K - 400K14
$400K - 500K30
$500K - 600K15
$600K - 700K23
$700K - 800K16
$800K - 900K9
$900K - 1M9
$1M - Max142

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family197
Townhouse17
Condo85
Commercial3
Rental81
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home0
Farms0

(Data as of 3/27/2026)

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 3/28/2026.

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 3/28/2026.