332 total properties
Did you mean the neighborhood Winter Park?
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 311 E MORSE BOULEVARD 1-3 Winter Park, FL MLS# O6406368
  • Recently Listed with Virtual Tour
1 of 28
OPEN HOUSE: Saturday 5/23 1:00 PM - 3:00 PM
$2,075,000
2

Beds

2.0

Baths

2,304

Sq.Ft.

311 E MORSE BOULEVARD 1-3

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 930 ENCLAVE PLACE Winter Park, FL MLS# O6403032
  • Recently Listed
1 of 4
$2,050,000
5

Beds

4.1

Baths

3,813

Sq.Ft.

930 ENCLAVE PLACE

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 2036 VIA TUSCANY Winter Park, FL MLS# O6379888
$2,000,000
3

Beds

2.0

Baths

2,148

Sq.Ft.

2036 VIA TUSCANY

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 2036 VIA TUSCANY Winter Park, FL MLS# O6380892
$2,000,000
Studio

Beds

0.0

Baths

2036 VIA TUSCANY

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 1813 HARLAND PARK DRIVE Winter Park, FL MLS# O6403483
  • Recently Listed
1 of 59
$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 785 N PHELPS AVENUE Winter Park, FL MLS# O6393117
  • New Construction with Virtual Tour
1 of 41
$1,989,000
5

Beds

3.1

Baths

2,964

Sq.Ft.

785 N PHELPS AVENUE

Winter Park, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 106 S INTERLACHEN AVENUE 518 Winter Park, FL MLS# O6400228
$1,950,000
3

Beds

2.0

Baths

1,807

Sq.Ft.

106 S INTERLACHEN AVENUE 518

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 2501 LAFAYETTE AVENUE Winter Park, FL MLS# O6381988
  • New Construction
1 of 3
$1,949,999
4

Beds

4.0

Baths

2,810

Sq.Ft.

2501 LAFAYETTE AVENUE

Winter Park, FL

Courtesy of REAL BROKER, LLC
View 2614 PARKLAND DRIVE Winter Park, FL MLS# O6301489
  • Virtual Tour
1 of 54
$1,949,000
4

Beds

3.1

Baths

3,307

Sq.Ft.

2614 PARKLAND DRIVE

Winter Park, FL

Courtesy of JW GASTON LLC
View 721 PANSY AVENUE Winter Park, FL MLS# O6352857
  • Virtual Tour
1 of 29
$1,925,000
4

Beds

4.0

Baths

2,653

Sq.Ft.

721 PANSY AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 906 ENCLAVE PLACE Winter Park, FL MLS# O6383092
  • New Construction
1 of 5
$1,925,000
5

Beds

4.1

Baths

3,618

Sq.Ft.

906 ENCLAVE PLACE

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 910 ENCLAVE PLACE Winter Park, FL MLS# O6406803
$1,899,000
5

Beds

4.1

Baths

3,620

Sq.Ft.

910 ENCLAVE PLACE

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 914 ENCLAVE PLACE Winter Park, FL MLS# O6391825
  • New Construction
1 of 3
$1,895,000
5

Beds

4.1

Baths

3,617

Sq.Ft.

914 ENCLAVE PLACE

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 622 PENN PLACE Winter Park, FL MLS# TB8511228
  • Recently Listed with Virtual Tour
1 of 26
OPEN HOUSE: Saturday 5/23 1:00 PM - 3:00 PM
$1,895,000
3

Beds

3.1

Baths

2,767

Sq.Ft.

622 PENN PLACE

Winter Park, FL

Courtesy of COMMUNITY REALTY ASSOCIATES
View 640 ARJAY WAY Winter Park, FL MLS# O6372947
  • Virtual Tour
1 of 46
$1,890,000
5

Beds

3.2

Baths

3,953

Sq.Ft.

640 ARJAY WAY

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1750 CAROLLEE LANE Winter Park, FL MLS# O6391179
$1,890,000
4

Beds

3.1

Baths

3,249

Sq.Ft.

1750 CAROLLEE LANE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 543 E LAKE SUE AVENUE Winter Park, FL MLS# O6397480
$1,875,000
4

Beds

4.1

Baths

3,657

Sq.Ft.

543 E LAKE SUE AVENUE

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 2305 COLDSTREAM DRIVE Winter Park, FL MLS# O6393049
  • New Construction with Virtual Tour
1 of 23
$1,825,000
5

Beds

5.1

Baths

3,655

Sq.Ft.

2305 COLDSTREAM DRIVE

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 1177 KENWOOD AVENUE Winter Park, FL MLS# O6390592
  • Virtual Tour
1 of 57
$1,800,000
5

Beds

4.1

Baths

4,363

Sq.Ft.

1177 KENWOOD AVENUE

Winter Park, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 1181 VIA CAPRI Winter Park, FL MLS# O6391636
  • Virtual Tour
1 of 11
$1,800,000
Studio

Beds

0.0

Baths

1181 VIA CAPRI

Winter Park, FL

Courtesy of KARDOSH REALTY

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

383

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 3
$100K - 200K 49
$200K - 300K 22
$300K - 400K 22
$400K - 500K 29
$500K - 600K 23
$600K - 700K 27
$700K - 800K 20
$800K - 900K 16
$900K - 1M 9
$1M - Max 163

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 241
Townhouse 16
Condo 86
Commercial 7
Rental 76
Lots and Land 25
Condo/Town/CoOp 0
CoOp 0
Multi Family 4
Mobile Home 0
Farms 0

(Data as of 5/21/2026)

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.