57 total properties
Did you mean the neighborhood Winter Park?
View 2215 WOODCREST DRIVE Winter Park, FL MLS# O6407540
1 of 39
OPEN HOUSE: Saturday 6/6 12:00 PM - 3:00 PM
$719,000
4

Beds

2.0

Baths

1,688

Sq.Ft.

2215 WOODCREST DRIVE

Winter Park, FL

Courtesy of ADAIR REALTY INC
View 1108 FAIRWAY DRIVE Winter Park, FL MLS# O6386266
  • Virtual Tour
1 of 46
$714,900
3

Beds

2.0

Baths

1,677

Sq.Ft.

1108 FAIRWAY DRIVE

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 418 GILBERT ROAD Winter Park, FL MLS# O6385950
$710,000
3

Beds

3.0

Baths

1,680

Sq.Ft.

418 GILBERT ROAD

Winter Park, FL

Courtesy of SOTERA LIVING
The time to sell is now! THE TIME TO SELL IS NOW!
View 1701 GOODRICH AVENUE Winter Park, FL MLS# O6400278
1 of 44
OPEN HOUSE: Sunday 6/7 2:00 PM - 4:00 PM
$709,000
3

Beds

2.0

Baths

1,528

Sq.Ft.

1701 GOODRICH AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1881 W FAIRBANKS AVENUE Winter Park, FL MLS# O6401500
$700,000
1,264

Sq.Ft.

1881 W FAIRBANKS AVENUE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 763 Overspin Drive Winter Park, FL MLS# 256173
$699,000
Studio

Beds

0.0

Baths

763 Overspin Drive

Winter Park, FL

View 676 DUNBLANE DRIVE Winter Park, FL MLS# O6365557
  • Virtual Tour
1 of 35
$699,000
3

Beds

2.0

Baths

1,827

Sq.Ft.

676 DUNBLANE DRIVE

Winter Park, FL

Courtesy of BALDWIN PARK REALTY LLC
View 1034 TURNER ROAD Winter Park, FL MLS# O6390132
$699,000
Studio

Beds

0.0

Baths

1034 TURNER ROAD

Winter Park, FL

Courtesy of OLDE TOWN BROKERS INC
View 2333 WESTMINSTER COURT Winter Park, FL MLS# O6407054
  • Recently Listed with Virtual Tour
1 of 48
$699,000
4

Beds

2.0

Baths

1,877

Sq.Ft.

2333 WESTMINSTER COURT

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 1009 LAKE BELL DRIVE Winter Park, FL MLS# O6409849
  • Recently Listed with Virtual Tour
1 of 41
OPEN HOUSE: Saturday 6/6 12:00 PM - 2:00 PM
$699,000
3

Beds

2.0

Baths

1,467

Sq.Ft.

1009 LAKE BELL DRIVE

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 1009 LAKE BELL DRIVE Winter Park, FL MLS# O6410167
  • Recently Listed
1 of 16
OPEN HOUSE: Saturday 6/6 12:00 PM - 2:00 PM
$699,000
Studio

Beds

0.0

Baths

1009 LAKE BELL DRIVE

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
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 744 CORNWALL ROAD Winter Park, FL MLS# O6332168
  • Virtual Tour
1 of 59
$695,000
4

Beds

2.0

Baths

1,968

Sq.Ft.

744 CORNWALL ROAD

Winter Park, FL

Courtesy of VERSALIS REALTY POWERED BY SELLSTATE
View 432 W SWOOPE AVENUE Winter Park, FL MLS# O6375719
  • Virtual Tour
1 of 20
$695,000
4

Beds

3.1

Baths

2,317

Sq.Ft.

432 W SWOOPE AVENUE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 715 S RANGER BOULEVARD Winter Park, FL MLS# O6410899
  • Recently Listed with Virtual Tour
1 of 48
$695,000
4

Beds

3.0

Baths

2,312

Sq.Ft.

715 S RANGER BOULEVARD

Winter Park, FL

Courtesy of DAHLIA REALTY GROUP
View 2157 LAKE DRIVE Winter Park, FL MLS# O6412258
  • Recently Listed with Virtual Tour
1 of 45
$689,000
3

Beds

3.0

Baths

2,124

Sq.Ft.

2157 LAKE DRIVE

Winter Park, FL

Courtesy of SHORES REAL ESTATE
View 1707 HARMON AVENUE Winter Park, FL MLS# O6409180
  • Recently Listed with Virtual Tour
1 of 37
$687,000
3

Beds

2.0

Baths

1,669

Sq.Ft.

1707 HARMON AVENUE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 927 FAIRWAY DRIVE Winter Park, FL MLS# TB8498515
  • Virtual Tour
1 of 29
$680,000
4

Beds

3.0

Baths

1,918

Sq.Ft.

927 FAIRWAY DRIVE

Winter Park, FL

Courtesy of FLAT FEE MLS 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 1618 INDIANA AVENUE Winter Park, FL MLS# O6398673
  • Virtual Tour
1 of 31
$675,000
4

Beds

2.0

Baths

1,604

Sq.Ft.

1618 INDIANA AVENUE

Winter Park, FL

Courtesy of NATIONAL REAL ESTATE

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

397

Estimated median home price

$795,000
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

Price Count
$0 - 100K 3
$100K - 200K 41
$200K - 300K 25
$300K - 400K 24
$400K - 500K 28
$500K - 600K 27
$600K - 700K 31
$700K - 800K 21
$800K - 900K 15
$900K - 1M 9
$1M - Max 173

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 261
Townhouse 15
Condo 84
Commercial 7
Rental 68
Lots and Land 24
Condo/Town/CoOp 0
CoOp 0
Multi Family 4
Mobile Home 0
Farms 0

(Data as of 6/6/2026)

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 6/6/2026.

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 6/6/2026.