189 total properties
Did you mean the neighborhood Winter Park?
View 7471 CANFORD COURT 19 Winter Park, FL MLS# G5103114
$205,000
2

Beds

1.1

Baths

1,393

Sq.Ft.

7471 CANFORD COURT 19

Winter Park, FL

Courtesy of IAD FLORIDA LLC
View 535 N INTERLACHEN AVENUE 203 Winter Park, FL MLS# O6345308
$550,000
2

Beds

2.0

Baths

986

Sq.Ft.

535 N INTERLACHEN AVENUE 203

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 770 CARVER STREET Winter Park, FL MLS# O6349509
$375,000
4

Beds

1.1

Baths

1,248

Sq.Ft.

770 CARVER STREET

Winter Park, FL

Courtesy of LEGENDS REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 1760 BRYAN AVENUE Winter Park, FL MLS# O6348488
  • Virtual Tour
1 of 8
$800,000
Studio

Beds

0.0

Baths

1760 BRYAN AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1500 GAY ROAD 24B Winter Park, FL MLS# O6348568
  • Virtual Tour
1 of 21
$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 1289 HARMON AVENUE Winter Park, FL MLS# O6346480
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1 of 30
$500,000
2

Beds

2.0

Baths

1,683

Sq.Ft.

1289 HARMON AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 151 N ORLANDO AVENUE 101 Winter Park, FL MLS# G5102278
$260,000
2

Beds

1.0

Baths

804

Sq.Ft.

151 N ORLANDO AVENUE 101

Winter Park, FL

Courtesy of THE FLORIDA PROPERTY SHOP SALE
View 346 S RANGER BOULEVARD Winter Park, FL MLS# S5134662
$495,000
3

Beds

2.0

Baths

1,592

Sq.Ft.

346 S RANGER BOULEVARD

Winter Park, FL

Courtesy of IMPERIAL REALTY OF FLORIDA INC
View 100 S INTERLACHEN AVENUE 503 Winter Park, FL MLS# O6343006
$879,000
2

Beds

2.0

Baths

1,143

Sq.Ft.

100 S INTERLACHEN AVENUE 503

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 560 OLOLU DRIVE Winter Park, FL MLS# O6344540
  • Virtual Tour
1 of 29
$949,000
2

Beds

2.0

Baths

1,086

Sq.Ft.

560 OLOLU DRIVE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 2948 ANTIQUE OAKS CIRCLE 94 Winter Park, FL MLS# O6342254
$150,000
1

Beds

1.0

Baths

749

Sq.Ft.

2948 ANTIQUE OAKS CIRCLE 94

Winter Park, FL

Courtesy of THE PAMPAS REAL ESTATE GROUP, LLC.
View 3642 PERIWINKLE DRIVE Winter Park, FL MLS# O6341725
$445,000
5

Beds

3.0

Baths

1,945

Sq.Ft.

3642 PERIWINKLE DRIVE

Winter Park, FL

Courtesy of HONEST REAL ESTATE COMPANY
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 311 E MORSE BOULEVARD 7-11 Winter Park, FL MLS# O6337061
$314,900
1

Beds

1.0

Baths

570

Sq.Ft.

311 E MORSE BOULEVARD 7-11

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 3019 ANTIQUE OAKS CIRCLE 124 Winter Park, FL MLS# O6337083
$154,000
1

Beds

1.0

Baths

749

Sq.Ft.

3019 ANTIQUE OAKS CIRCLE 124

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 240 ORANGE TERRACE DRIVE Winter Park, FL MLS# O6330690
$494,900
4

Beds

2.0

Baths

1,718

Sq.Ft.

240 ORANGE TERRACE DRIVE

Winter Park, FL

Courtesy of A+ REALTY PROFESSIONALS, INC
View 7444 WOODBURN COURT 29 Winter Park, FL MLS# S5131940
$177,000
2

Beds

2.1

Baths

1,031

Sq.Ft.

7444 WOODBURN COURT 29

Winter Park, FL

Courtesy of LPT REALTY, LLC
View 2500 LEE RD 219 Winter Park, FL MLS# O6332524
  • Virtual Tour
1 of 37
$164,000
2

Beds

1.0

Baths

851

Sq.Ft.

2500 LEE RD 219

Winter Park, FL

Courtesy of SUNDIAL REAL ESTATE LLC
View 744 CORNWALL ROAD Winter Park, FL MLS# O6332168
  • Virtual Tour
1 of 35
OPEN HOUSE: Saturday 3/14 1:00 PM - 3:00 PM
$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 2758 BANCHORY ROAD Winter Park, FL MLS# O6329628
  • Virtual Tour
1 of 37
$598,000
3

Beds

2.1

Baths

1,539

Sq.Ft.

2758 BANCHORY ROAD

Winter Park, FL

Courtesy of MR VARGAS PROPERTY MANAGEMENT LLC

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

315

Estimated median home price

$724,900
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 7
$100K - 200K 39
$200K - 300K 29
$300K - 400K 19
$400K - 500K 25
$500K - 600K 17
$600K - 700K 20
$700K - 800K 21
$800K - 900K 7
$900K - 1M 8
$1M - Max 123

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 178
Townhouse 17
Condo 85
Commercial 3
Rental 81
Lots and Land 23
Condo/Town/CoOp 0
CoOp 0
Multi Family 5
Mobile Home 0
Farms 0

(Data as of 3/11/2026)

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 3/11/2026.

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 3/11/2026.

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 3/11/2026.

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 3/11/2026.