332 total properties
Did you mean the neighborhood Winter Park?
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 1840 BRYAN AVENUE Winter Park, FL MLS# O6391922
  • Virtual Tour
1 of 46
$1,799,000
4

Beds

3.1

Baths

3,727

Sq.Ft.

1840 BRYAN AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 621 HUNTINGTON AVENUE Winter Park, FL MLS# O6394464
$1,795,000
3

Beds

3.1

Baths

2,399

Sq.Ft.

621 HUNTINGTON AVENUE

Winter Park, FL

Courtesy of OLDE TOWN BROKERS INC
View 1840 ANZLE AVENUE Winter Park, FL MLS# O6374102
  • New Construction with Virtual Tour
1 of 12
$1,750,000
4

Beds

2.1

Baths

2,350

Sq.Ft.

1840 ANZLE AVENUE

Winter Park, FL

Courtesy of B LIVE COMMERCIAL AND RESIDENT
The time to sell is now! THE TIME TO SELL IS NOW!
View 1110 ALABAMA Winter Park, FL MLS# A12007407
  • Virtual Tour
1 of 25
$1,750,000
3

Beds

3.0

Baths

2,488

Sq.Ft.

1110 ALABAMA

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 1110 ALABAMA DRIVE Winter Park, FL MLS# O6395692
  • Virtual Tour
1 of 53
$1,699,000
3

Beds

3.0

Baths

2,488

Sq.Ft.

1110 ALABAMA DRIVE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 1903 N PARK AVENUE Winter Park, FL MLS# O6375766
  • Virtual Tour
1 of 42
$1,695,000
4

Beds

4.0

Baths

2,807

Sq.Ft.

1903 N PARK AVENUE

Winter Park, FL

Courtesy of CREEGAN GROUP
View 446 MELROSE AVENUE Winter Park, FL MLS# O6402113
  • Virtual Tour
1 of 39
$1,695,000
4

Beds

2.0

Baths

2,640

Sq.Ft.

446 MELROSE AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 2430 CHANTILLY AVENUE Winter Park, FL MLS# O6401352
  • Recently Listed with Virtual Tour
1 of 49
$1,665,000
4

Beds

4.0

Baths

2,916

Sq.Ft.

2430 CHANTILLY AVENUE

Winter Park, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 1705 ELIZABETHS WALK Winter Park, FL MLS# O6389723
$1,650,000
5

Beds

5.0

Baths

3,820

Sq.Ft.

1705 ELIZABETHS WALK

Winter Park, FL

Courtesy of HOMEVEST REALTY
View 1565 FOREST AVENUE Winter Park, FL MLS# O6398694
  • Virtual Tour
1 of 37
$1,650,000
4

Beds

2.0

Baths

2,163

Sq.Ft.

1565 FOREST AVENUE

Winter Park, FL

Courtesy of NORDQUIST & COMPANY INC
View 1660 WALNUT AVENUE Winter Park, FL MLS# O6395277
  • New Construction with Virtual Tour
1 of 43
$1,650,000
4

Beds

3.1

Baths

2,249

Sq.Ft.

1660 WALNUT AVENUE

Winter Park, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 2501 WINTER PARK ROAD Winter Park, FL MLS# O6384756
$1,649,000
5

Beds

3.1

Baths

3,304

Sq.Ft.

2501 WINTER PARK ROAD

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1570 PALMER AVENUE Winter Park, FL MLS# O6383529
  • Virtual Tour
1 of 39
$1,640,000
4

Beds

3.1

Baths

3,048

Sq.Ft.

1570 PALMER AVENUE

Winter Park, FL

Courtesy of PARK TOWN REAL ESTATE LLC
View 1510 MILLER AVENUE Winter Park, FL MLS# O6350503
  • New Construction with Virtual Tour
1 of 70
OPEN HOUSE: Friday 5/22 2:00 PM - 6:00 PM
$1,599,900
5

Beds

4.1

Baths

3,252

Sq.Ft.

1510 MILLER AVENUE

Winter Park, FL

Courtesy of RE/MAX EXCLUSIVE COLLECTION
View 234 DETMAR DRIVE Winter Park, FL MLS# O6379927
  • Virtual Tour
1 of 49
$1,599,000
4

Beds

5.1

Baths

3,609

Sq.Ft.

234 DETMAR DRIVE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 1340 PLACE PICARDY Winter Park, FL MLS# O6382113
  • Virtual Tour
1 of 34
$1,599,000
3

Beds

3.1

Baths

3,459

Sq.Ft.

1340 PLACE PICARDY

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
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 1113 VIA DEL MAR Winter Park, FL MLS# O6379697
  • Virtual Tour
1 of 9
$1,595,000
3

Beds

2.0

Baths

2,012

Sq.Ft.

1113 VIA DEL MAR

Winter Park, FL

Courtesy of BAY HILL REALTY LLC
View 1523 MILLER AVENUE Winter Park, FL MLS# O6371649
  • New Construction
1 of 65
$1,499,999
5

Beds

4.0

Baths

3,164

Sq.Ft.

1523 MILLER AVENUE

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 607 ELLEN DRIVE Winter Park, FL MLS# O6354269
  • New Construction with Virtual Tour
1 of 34
OPEN HOUSE: Saturday 5/23 2:00 PM - 4:00 PM
$1,499,900
4

Beds

3.2

Baths

2,812

Sq.Ft.

607 ELLEN DRIVE

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY 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

386

Estimated median home price

$762,500
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 50
$200K - 300K 23
$300K - 400K 23
$400K - 500K 30
$500K - 600K 22
$600K - 700K 28
$700K - 800K 20
$800K - 900K 16
$900K - 1M 10
$1M - Max 161

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 243
Townhouse 16
Condo 87
Commercial 7
Rental 75
Lots and Land 25
Condo/Town/CoOp 0
CoOp 0
Multi Family 4
Mobile Home 0
Farms 0

(Data as of 5/22/2026)

Information deemed reliable but not guaranteed.

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.

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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 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 5/22/2026.

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 5/22/2026.

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 5/22/2026.

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

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.

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 5/22/2026.