375 total properties
Did you mean the neighborhood Winter Park?
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 2228 HOWARD DRIVE Winter Park, FL MLS# O6407733
  • Recently Listed with Virtual Tour
1 of 9
$2,460,000
4

Beds

3.1

Baths

3,294

Sq.Ft.

2228 HOWARD DRIVE

Winter Park, FL

Courtesy of COLEDEV REAL ESTATE LLC
View 2550 VENETIAN WAY Winter Park, FL MLS# O6388219
  • Virtual Tour
1 of 65
$2,399,000
4

Beds

3.2

Baths

5,051

Sq.Ft.

2550 VENETIAN WAY

Winter Park, FL

Courtesy of PALM PROPERTIES OF CF, INC.
View 2838 WRIGHT AVENUE Winter Park, FL MLS# O6399931
  • New Construction with Virtual Tour
1 of 10
$2,399,000
5

Beds

4.1

Baths

3,479

Sq.Ft.

2838 WRIGHT AVENUE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 2412 CHANTILLY AVENUE Winter Park, FL MLS# O6381552
  • New Construction
1 of 61
$2,394,500
5

Beds

6.1

Baths

4,506

Sq.Ft.

2412 CHANTILLY AVENUE

Winter Park, FL

Courtesy of REAL BROKER, LLC
View 1630 ELM AVENUE Winter Park, FL MLS# O6388606
  • New Construction with Virtual Tour
1 of 15
$2,385,000
5

Beds

4.1

Baths

3,408

Sq.Ft.

1630 ELM AVENUE

Winter Park, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 2361 MULBRY DRIVE Winter Park, FL MLS# O6396840
  • New Construction with Virtual Tour
1 of 82
OPEN HOUSE: Saturday 5/23 12:00 PM - 3:00 PM
$2,325,000
4

Beds

4.0

Baths

3,111

Sq.Ft.

2361 MULBRY DRIVE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 800 JUANITA RAEL Winter Park, FL MLS# O6396611
  • Virtual Tour
1 of 37
$2,300,000
5

Beds

4.0

Baths

4,021

Sq.Ft.

800 JUANITA RAEL

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 2015 N PARK AVENUE Winter Park, FL MLS# O6372603
  • Virtual Tour
1 of 64
$2,295,000
5

Beds

4.1

Baths

3,963

Sq.Ft.

2015 N PARK AVENUE

Winter Park, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 1760 LEGION DRIVE Winter Park, FL MLS# O6383603
  • Virtual Tour
1 of 66
$2,295,000
4

Beds

5.1

Baths

4,392

Sq.Ft.

1760 LEGION DRIVE

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 2722 EASTERN PARKWAY Winter Park, FL MLS# O6360734
  • New Construction with Virtual Tour
1 of 14
$2,289,000
5

Beds

4.1

Baths

3,334

Sq.Ft.

2722 EASTERN PARKWAY

Winter Park, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 240 N PHELPS AVENUE Winter Park, FL MLS# O6389035
  • Virtual Tour
1 of 68
$2,279,000
5

Beds

4.1

Baths

2,889

Sq.Ft.

240 N PHELPS AVENUE

Winter Park, FL

Courtesy of GOLDEN GROUP REALTY LLC
View 240 N Phelps Avenue Winter Park, FL MLS# 1071436
$2,279,000
5

Beds

4.1

Baths

2,889

Sq.Ft.

240 N Phelps Avenue

Winter Park, FL

Brevard
View 1885 TEMPLE DRIVE Winter Park, FL MLS# O6359471
  • Virtual Tour
1 of 53
$2,265,000
5

Beds

3.1

Baths

3,691

Sq.Ft.

1885 TEMPLE DRIVE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 1624 BARCELONA WAY Winter Park, FL MLS# O6362124
  • Virtual Tour
1 of 62
$2,250,000
3

Beds

3.0

Baths

3,818

Sq.Ft.

1624 BARCELONA WAY

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 926 ENCLAVE PLACE Winter Park, FL MLS# O6408030
  • Recently Listed
1 of 3
$2,235,000
5

Beds

4.1

Baths

4,150

Sq.Ft.

926 ENCLAVE PLACE

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 2299 VIA TUSCANY Winter Park, FL MLS# O6355858
  • Virtual Tour
1 of 60
$2,200,000
4

Beds

3.1

Baths

3,986

Sq.Ft.

2299 VIA TUSCANY

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 2423 VIA SIENNA Winter Park, FL MLS# O6386867
  • Virtual Tour
1 of 44
$2,200,000
4

Beds

3.1

Baths

3,472

Sq.Ft.

2423 VIA SIENNA

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 872 GRANVILLE DRIVE Winter Park, FL MLS# O6391464
  • Virtual Tour
1 of 40
$2,200,000
4

Beds

3.1

Baths

3,195

Sq.Ft.

872 GRANVILLE DRIVE

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 318 VITORIA AVENUE Winter Park, FL MLS# O6388489
  • Virtual Tour
1 of 65
$2,200,000
3

Beds

2.1

Baths

2,433

Sq.Ft.

318 VITORIA AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1760 ALABAMA DRIVE Winter Park, FL MLS# O6386409
  • Virtual Tour
1 of 45
$2,198,000
4

Beds

2.1

Baths

2,841

Sq.Ft.

1760 ALABAMA DRIVE

Winter Park, FL

Courtesy of DAILLAND 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

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 5/21/2026.

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 5/21/2026.

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 5/21/2026.

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 5/21/2026.