390 total properties
Did you mean the neighborhood Winter Park?
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 1960 WINTER PARK ROAD Winter Park, FL MLS# O6406091
$899,000
3

Beds

3.0

Baths

1,864

Sq.Ft.

1960 WINTER PARK ROAD

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 2500 LEE ROAD 232 Winter Park, FL MLS# O6404916
  • Recently Listed with Virtual Tour
1 of 26
$164,900
1

Beds

1.0

Baths

645

Sq.Ft.

2500 LEE ROAD 232

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 670 WILLIAMS DRIVE Winter Park, FL MLS# O6405256
  • Virtual Tour
1 of 58
$2,895,000
5

Beds

4.1

Baths

4,091

Sq.Ft.

670 WILLIAMS DRIVE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
The time to sell is now! THE TIME TO SELL IS NOW!
View 1298 BEACHVIEW AVENUE Winter Park, FL MLS# O6405064
  • Recently Listed with Virtual Tour
1 of 48
$4,200,000
Studio

Beds

0.0

Baths

1298 BEACHVIEW AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 721 DUNBAR STREET Winter Park, FL MLS# O6405338
  • Virtual Tour
1 of 36
$399,999
2

Beds

2.0

Baths

1,018

Sq.Ft.

721 DUNBAR STREET

Winter Park, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 433 CAROLINA AVENUE Winter Park, FL MLS# O6406911
$1,395,000
5

Beds

3.1

Baths

2,771

Sq.Ft.

433 CAROLINA AVENUE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 1723 CHESTNUT AVENUE Winter Park, FL MLS# O6402563
  • Virtual Tour
1 of 40
$1,125,000
3

Beds

2.1

Baths

2,608

Sq.Ft.

1723 CHESTNUT AVENUE

Winter Park, FL

Courtesy of ANNE ROGERS REALTY GROUP INC
View 1600 S PENNSYLVANIA AVENUE Winter Park, FL MLS# NS1088189
  • Recently Listed with Virtual Tour
1 of 49
$1,200,000
3

Beds

2.0

Baths

2,158

Sq.Ft.

1600 S PENNSYLVANIA AVENUE

Winter Park, FL

View 1600 S PENNSYLVANIA AVENUE Winter Park, FL MLS# NS1088189
  • Recently Listed with Virtual Tour
1 of 49
$1,200,000
3

Beds

2.0

Baths

2,158

Sq.Ft.

1600 S PENNSYLVANIA AVENUE

Winter Park, FL

Courtesy of EXIT REAL ESTATE PROPERTY SOL
View 1910 GLENCOE ROAD Winter Park, FL MLS# O6403246
  • New Construction with Virtual Tour
1 of 49
$3,290,000
4

Beds

5.1

Baths

3,788

Sq.Ft.

1910 GLENCOE ROAD

Winter Park, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 1695 LEE ROAD E116 Winter Park, FL MLS# O6399346
  • Virtual Tour
1 of 29
$125,000
3

Beds

2.0

Baths

1,149

Sq.Ft.

1695 LEE ROAD E116

Winter Park, FL

Courtesy of ALL REAL ESTATE & INVESTMENTS
View 2232 BANCHORY ROAD Winter Park, FL MLS# O6404702
  • Virtual Tour
1 of 44
$1,115,000
4

Beds

3.0

Baths

2,597

Sq.Ft.

2232 BANCHORY ROAD

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 739 ROUGHBEARD ROAD Winter Park, FL MLS# O6404545
  • Virtual Tour
1 of 42
$800,000
5

Beds

3.0

Baths

2,194

Sq.Ft.

739 ROUGHBEARD ROAD

Winter Park, FL

Courtesy of SERHANT
View 4772 TANGERINE AVENUE 4772 Winter Park, FL MLS# O6405042
  • Recently Listed with Virtual Tour
1 of 27
$199,000
2

Beds

2.0

Baths

1,058

Sq.Ft.

4772 TANGERINE AVENUE 4772

Winter Park, FL

Courtesy of THE WILKINS WAY LLC
View 1813 HARLAND PARK DRIVE Winter Park, FL MLS# O6403483
$1,995,000
4

Beds

3.1

Baths

3,551

Sq.Ft.

1813 HARLAND PARK DRIVE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 3371 RIVER VIEW WAY 46 Winter Park, FL MLS# O6403947
$205,000
3

Beds

2.1

Baths

1,151

Sq.Ft.

3371 RIVER VIEW WAY 46

Winter Park, FL

Courtesy of REALTY ONE GROUP EVOLVE
View 450 LAKEWOOD DRIVE Winter Park, FL MLS# O6403490
  • Virtual Tour
1 of 78
$2,500,000
5

Beds

4.2

Baths

4,572

Sq.Ft.

450 LAKEWOOD DRIVE

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 1864 GRINNELL TERRACE Winter Park, FL MLS# O6403822
$1,599,000
5

Beds

3.1

Baths

3,028

Sq.Ft.

1864 GRINNELL TERRACE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 2237 WOODCREST DRIVE Winter Park, FL MLS# O6404115
$490,000
3

Beds

2.0

Baths

1,492

Sq.Ft.

2237 WOODCREST DRIVE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 1351 MAGNOLIA AVENUE Winter Park, FL MLS# O6404105
$3,100,000
5

Beds

4.1

Baths

3,460

Sq.Ft.

1351 MAGNOLIA AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK

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

391

Estimated median home price

$785,000
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 2
$100K - 200K 48
$200K - 300K 24
$300K - 400K 24
$400K - 500K 28
$500K - 600K 23
$600K - 700K 29
$700K - 800K 21
$800K - 900K 15
$900K - 1M 10
$1M - Max 167

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 247
Townhouse 15
Condo 87
Commercial 7
Rental 75
Lots and Land 28
Condo/Town/CoOp 0
CoOp 0
Multi Family 4
Mobile Home 0
Farms 0

(Data as of 5/26/2026)

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 5/26/2026.

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 5/26/2026.

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 5/26/2026.

The data relating to real estate for sale/lease on this web site come in part from the New Smyrna Beach Board of REALTORS® Multiple Listing Service (MLS) in which this real estate firm (Broker) participates. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with the Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with the MLS IDX logo. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein or for their use or interpretation by the user. Federal law prohibits discrimination on the basis of race, color, sex, religion, handicap, familial status or national origin in the sale, rental or financing of housing.

This data updated periodically, at an interval not to exceed 7 days.

IDX information 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.

Some properties which appear for sale on this website may subsequently have sold and may no longer be available.

© Copyright 2026 New Smyrna Beach Board of REALTORS, Inc. All rights Reserved.

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 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 5/26/2026.