323 total properties
Did you mean the neighborhood Winter Park?
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 1113 VIA DEL MAR Winter Park, FL MLS# O6416144
  • Recently Listed with Virtual Tour
1 of 9
$1,595,000
Studio

Beds

0.0

Baths

1113 VIA DEL MAR

Winter Park, FL

Courtesy of BAY HILL REALTY LLC
View 1660 WALNUT AVENUE Winter Park, FL MLS# O6395277
  • New Construction with Virtual Tour
1 of 43
$1,569,000
4

Beds

3.1

Baths

2,249

Sq.Ft.

1660 WALNUT AVENUE

Winter Park, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 1421 CHAPMAN CIRCLE Winter Park, FL MLS# O6415941
  • Recently Listed with Virtual Tour
1 of 49
$1,550,000
4

Beds

3.1

Baths

3,578

Sq.Ft.

1421 CHAPMAN CIRCLE

Winter Park, FL

Courtesy of KELLY PRICE & COMPANY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1516 MILLER AVENUE Winter Park, FL MLS# O6412745
  • New Construction with Virtual Tour
1 of 9
$1,549,900
4

Beds

3.1

Baths

3,144

Sq.Ft.

1516 MILLER AVENUE

Winter Park, FL

Courtesy of RE/MAX EXCLUSIVE COLLECTION
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 905 ENCLAVE PLACE Winter Park, FL MLS# O6383679
  • New Construction
1 of 2
$1,495,000
3

Beds

3.1

Baths

2,756

Sq.Ft.

905 ENCLAVE PLACE

Winter Park, FL

View 901 ENCLAVE PLACE Winter Park, FL MLS# O6383602
  • New Construction
1 of 2
$1,495,000
4

Beds

3.1

Baths

2,738

Sq.Ft.

901 ENCLAVE PLACE

Winter Park, FL

View 2408 LAFAYETTE AVENUE Winter Park, FL MLS# O6397694
$1,495,000
4

Beds

3.1

Baths

2,838

Sq.Ft.

2408 LAFAYETTE AVENUE

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 1565 FOREST AVENUE Winter Park, FL MLS# O6398694
  • Virtual Tour
1 of 37
OPEN HOUSE: Saturday 6/27 2:00 PM - 4:00 PM
$1,495,000
4

Beds

2.0

Baths

2,163

Sq.Ft.

1565 FOREST AVENUE

Winter Park, FL

View 1581 MAGNOLIA AVE Winter Park, FL MLS# O6396118
  • Virtual Tour
1 of 75
$1,495,000
4

Beds

4.0

Baths

2,756

Sq.Ft.

1581 MAGNOLIA AVE

Winter Park, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1807 YORKSHIRE DRIVE Winter Park, FL MLS# TB8451098
  • New Construction
1 of 18
$1,450,000
4

Beds

4.1

Baths

3,565

Sq.Ft.

1807 YORKSHIRE DRIVE

Winter Park, FL

Courtesy of WEEKLEY HOMES REALTY COMPANY
View 120 BROADVIEW AVENUE Winter Park, FL MLS# O6409860
$1,450,000
3

Beds

2.0

Baths

1,747

Sq.Ft.

120 BROADVIEW AVENUE

Winter Park, FL

View 120 BROADVIEW AVENUE Winter Park, FL MLS# O6410178
$1,450,000
Studio

Beds

0.0

Baths

120 BROADVIEW AVENUE

Winter Park, FL

View 607 ELLEN DRIVE Winter Park, FL MLS# O6354269
  • New Construction with Virtual Tour
1 of 34
OPEN HOUSE: Thursday 6/25 11:00 AM - 1:00 PM
$1,449,900
4

Beds

3.2

Baths

2,812

Sq.Ft.

607 ELLEN DRIVE

Winter Park, FL

View 1473 BERKSHIRE AVENUE Winter Park, FL MLS# O6415098
  • Recently Listed with Virtual Tour
1 of 38
$1,429,000
5

Beds

4.0

Baths

2,351

Sq.Ft.

1473 BERKSHIRE AVENUE

Winter Park, FL

Courtesy of KARDOSH REALTY
View 1751 GOODRICH AVENUE Winter Park, FL MLS# O6377936
$1,425,000
4

Beds

3.1

Baths

2,170

Sq.Ft.

1751 GOODRICH AVENUE

Winter Park, FL

Courtesy of EXP REALTY LLC
View 1540 MILLER AVENUE Winter Park, FL MLS# O6398421
  • New Construction with Virtual Tour
1 of 55
$1,399,900
4

Beds

3.1

Baths

2,984

Sq.Ft.

1540 MILLER AVENUE

Winter Park, FL

Courtesy of RE/MAX EXCLUSIVE COLLECTION
View 2454 BROOKSHIRE AVENUE Winter Park, FL MLS# O6384924
  • New Construction with Virtual Tour
1 of 34
$1,399,000
4

Beds

3.1

Baths

2,509

Sq.Ft.

2454 BROOKSHIRE AVENUE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 102 BELL PLACE Winter Park, FL MLS# O6398118
  • New Construction with Virtual Tour
1 of 46
OPEN HOUSE: Saturday 6/27 1:00 PM - 4:00 PM
$1,399,000
4

Beds

3.1

Baths

2,459

Sq.Ft.

102 BELL PLACE

Winter Park, FL

View 512 W SWOOPE AVENUE Winter Park, FL MLS# O6417375
  • Recently Listed with Virtual Tour
1 of 46
OPEN HOUSE: Sunday 6/28 12:00 PM - 3:00 PM
$1,399,000
3

Beds

2.1

Baths

2,585

Sq.Ft.

512 W SWOOPE AVENUE

Winter Park, FL

Courtesy of COLDWELL BANKER 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

398

Estimated median home price

$787,000
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 41
$200K - 300K 25
$300K - 400K 23
$400K - 500K 30
$500K - 600K 31
$600K - 700K 30
$700K - 800K 20
$800K - 900K 15
$900K - 1M 10
$1M - Max 171

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 261
Townhouse 16
Condo 85
Commercial 7
Rental 72
Lots and Land 23
Condo/Town/CoOp 0
CoOp 0
Multi Family 4
Mobile Home 0
Farms 0

(Data as of 6/24/2026)

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 6/25/2026.

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 6/25/2026.

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 6/25/2026.