169 total properties
Did you mean the neighborhood Winter Park?
View 1317 MEDINAH COURT Winter Park, FL MLS# O6372177
$778,000
4

Beds

2.0

Baths

2,015

Sq.Ft.

1317 MEDINAH COURT

Winter Park, FL

Courtesy of SAND DOLLAR REALTY GROUP INC
View 676 DUNBLANE DRIVE Winter Park, FL MLS# O6365557
$750,000
3

Beds

2.0

Baths

1,827

Sq.Ft.

676 DUNBLANE DRIVE

Winter Park, FL

Courtesy of BALDWIN PARK REALTY LLC
View 432 W SWOOPE AVENUE Winter Park, FL MLS# O6375719
$750,000
4

Beds

3.1

Baths

2,317

Sq.Ft.

432 W SWOOPE AVENUE

Winter Park, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
The time to sell is now! THE TIME TO SELL IS NOW!
View 643 DUNBLANE DRIVE Winter Park, FL MLS# O6386136
  • Recently Listed with Virtual Tour
1 of 100
$743,800
3

Beds

2.0

Baths

1,575

Sq.Ft.

643 DUNBLANE DRIVE

Winter Park, FL

Courtesy of ZEN LIVING HOMES LLC
View 841 W SWOOPE AVENUE Winter Park, FL MLS# O6373287
$740,000
2

Beds

1.0

Baths

1,396

Sq.Ft.

841 W SWOOPE AVENUE

Winter Park, FL

Courtesy of EXP REALTY LLC
View 1213 LINDENWOOD LANE Winter Park, FL MLS# O6362048
$739,900
4

Beds

2.0

Baths

2,505

Sq.Ft.

1213 LINDENWOOD LANE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 620 DARCEY DRIVE Winter Park, FL MLS# O6378148
$739,000
4

Beds

2.0

Baths

2,075

Sq.Ft.

620 DARCEY DRIVE

Winter Park, FL

Courtesy of LPT REALTY, LLC
View 744 CORNWALL ROAD Winter Park, FL MLS# O6332168
$730,000
4

Beds

2.0

Baths

1,968

Sq.Ft.

744 CORNWALL ROAD

Winter Park, FL

Courtesy of VERSALIS REALTY POWERED BY SELLSTATE
View 3377 FORSYTH ROAD Winter Park, FL MLS# O6173998
$725,000
4,104

Sq.Ft.

3377 FORSYTH ROAD

Winter Park, FL

Courtesy of RE/MAX 200 REALTY
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 636 DUNBLANE DRIVE Winter Park, FL MLS# O6370332
$725,000
3

Beds

2.0

Baths

1,803

Sq.Ft.

636 DUNBLANE DRIVE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 1108 FAIRWAY DRIVE Winter Park, FL MLS# O6386266
  • Recently Listed with Virtual Tour
1 of 46
OPEN HOUSE: Saturday 3/7 2:00 PM - 4:00 PM
$725,000
3

Beds

2.0

Baths

1,677

Sq.Ft.

1108 FAIRWAY DRIVE

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 2625 SUMMERFIELD ROAD Winter Park, FL MLS# O6384757
$724,900
5

Beds

3.0

Baths

2,199

Sq.Ft.

2625 SUMMERFIELD ROAD

Winter Park, FL

Courtesy of EXP REALTY LLC
View 7839 UNIVERSITY GARDEN DRIVE Winter Park, FL MLS# O6301948
$702,000
Studio

Beds

0.0

Baths

7839 UNIVERSITY GARDEN DRIVE

Winter Park, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 3018 NORTHWOOD BOULEVARD Winter Park, FL MLS# G5103499
$699,800
3

Beds

2.0

Baths

1,761

Sq.Ft.

3018 NORTHWOOD BOULEVARD

Winter Park, FL

Courtesy of ROCK SPRINGS REALTY, LLC
View 763 Overspin Drive Winter Park, FL MLS# 256173
$699,000
Studio

Beds

0.0

Baths

763 Overspin Drive

Winter Park, FL

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 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 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

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

306

Estimated median home price

$725,000
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 - 100K5
$100K - 200K38
$200K - 300K30
$300K - 400K19
$400K - 500K23
$500K - 600K16
$600K - 700K17
$700K - 800K21
$800K - 900K6
$900K - 1M8
$1M - Max123

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family174
Townhouse14
Condo83
Commercial4
Rental77
Lots and Land22
Condo/Town/CoOp0
CoOp0
Multi Family5
Mobile Home0
Farms0

(Data as of 3/5/2026)

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 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 3/6/2026.

The data relating to real estate on this web site comes in part from the Internet Data Exchange (IDX) program of The Fort Lauderdale Board of Realtors. Real estate listings held by firms other than Weichert Realtors, include the Listing Broker’s Firm Name.

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 3/6/2026.

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 3/6/2026.

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 3/6/2026.