348 total properties
Did you mean the neighborhood Winter Park?
View 1540 MILLER AVENUE Winter Park, FL MLS# O6398421
  • Recently Listed
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 1210 FAIRWAY DR Winter Park, FL MLS# O6398533
  • Recently Listed
1 of 38
$549,000
3

Beds

2.0

Baths

1,737

Sq.Ft.

1210 FAIRWAY DR

Winter Park, FL

Courtesy of CENTRAL FLORIDA PRIME REAL ESTATE LLC
View 3054 BLUEBROOK DRIVE Winter Park, FL MLS# O6398450
  • Recently Listed with Virtual Tour
1 of 27
$427,500
3

Beds

2.0

Baths

1,939

Sq.Ft.

3054 BLUEBROOK DRIVE

Winter Park, FL

Courtesy of WEATHERSPOON REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 3021 AARON BURR AVENUE 3 Winter Park, FL MLS# S5147382
  • Recently Listed with Virtual Tour
1 of 21
$140,000
2

Beds

2.1

Baths

1,090

Sq.Ft.

3021 AARON BURR AVENUE 3

Winter Park, FL

Courtesy of NAIM REAL ESTATE LLC
View 2823 WRIGHT AVENUE Winter Park, FL MLS# O6398302
  • Recently Listed with Virtual Tour
1 of 5
$929,900
Studio

Beds

0.0

Baths

2823 WRIGHT AVENUE

Winter Park, FL

Courtesy of TAL BUSIDAN PA
View 2702 PARKLAND DRIVE Winter Park, FL MLS# O6397997
  • Recently Listed with Virtual Tour
1 of 48
$1,175,000
5

Beds

3.0

Baths

2,656

Sq.Ft.

2702 PARKLAND DRIVE

Winter Park, FL

Courtesy of NORDQUIST & COMPANY INC
View 2713 EASTERN PARKWAY Winter Park, FL MLS# O6398076
  • Recently Listed with Virtual Tour
1 of 44
$670,000
3

Beds

2.0

Baths

1,304

Sq.Ft.

2713 EASTERN PARKWAY

Winter Park, FL

Courtesy of RE/MAX SELECT GROUP
View 950 HANOVER AVENUE Winter Park, FL MLS# O6398273
  • Recently Listed
1 of 28
$470,000
3

Beds

2.0

Baths

1,606

Sq.Ft.

950 HANOVER AVENUE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 7301 CEDAR CREEK COURT 66 Winter Park, FL MLS# O6397477
  • Recently Listed
1 of 51
$187,500
2

Beds

2.1

Baths

1,031

Sq.Ft.

7301 CEDAR CREEK COURT 66

Winter Park, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 620 PINETREE ROAD Winter Park, FL MLS# O6397264
  • Recently Listed
1 of 16
$2,790,000
Studio

Beds

0.0

Baths

620 PINETREE ROAD

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
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 2408 LAFAYETTE AVENUE Winter Park, FL MLS# O6397694
  • Recently Listed with Virtual Tour
1 of 31
$1,495,000
4

Beds

3.1

Baths

2,838

Sq.Ft.

2408 LAFAYETTE AVENUE

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 800 JUANITA RAEL Winter Park, FL MLS# O6396611
  • Recently Listed with 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 736 WARRENTON ROAD Winter Park, FL MLS# O6397291
  • Recently Listed
1 of 29
$300,000
2

Beds

2.0

Baths

1,320

Sq.Ft.

736 WARRENTON ROAD

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 1695 LEE ROAD D211 Winter Park, FL MLS# O6396190
  • Recently Listed with Virtual Tour
1 of 28
$115,000
2

Beds

1.0

Baths

881

Sq.Ft.

1695 LEE ROAD D211

Winter Park, FL

Courtesy of LOKATION
View 2600 EUSTON ROAD Winter Park, FL MLS# O6397890
  • Recently Listed with Virtual Tour
1 of 55
$630,000
6

Beds

3.0

Baths

3,145

Sq.Ft.

2600 EUSTON ROAD

Winter Park, FL

Courtesy of AROD PARTNERS REALTY
View 1881 LAKE SPIER DRIVE Winter Park, FL MLS# O6396791
  • Recently Listed with Virtual Tour
1 of 24
$1,350,000
Studio

Beds

0.0

Baths

1881 LAKE SPIER DRIVE

Winter Park, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 2430 CHANTILLY AVENUE Winter Park, FL MLS# O6395313
  • Recently Listed with Virtual Tour
1 of 14
$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 2007 EDWIN BOULEVARD Winter Park, FL MLS# O6396498
  • Recently Listed with Virtual Tour
1 of 6
$375,000
3

Beds

1.1

Baths

1,296

Sq.Ft.

2007 EDWIN BOULEVARD

Winter Park, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 119 OAK GROVE ROAD Winter Park, FL MLS# O6397460
  • Virtual Tour
1 of 13
$285,000
3

Beds

2.0

Baths

1,134

Sq.Ft.

119 OAK GROVE ROAD

Winter Park, FL

Courtesy of INT'L PROFESSIONAL REALTY INC

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

347

Estimated median home price

$795,000
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 4
$100K - 200K 50
$200K - 300K 21
$300K - 400K 17
$400K - 500K 28
$500K - 600K 17
$600K - 700K 22
$700K - 800K 16
$800K - 900K 11
$900K - 1M 10
$1M - Max 151

Homes for Sale by Type in Winter Park, FL

Property Type Count
Single Family 211
Townhouse 13
Condo 89
Commercial 3
Rental 90
Lots and Land 25
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 4/13/2026)

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 4/13/2026.

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 4/13/2026.

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 4/13/2026.

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 4/13/2026.