72 total properties
Did you mean the neighborhood Winter Park?
View 3232 ROYAL STREET Winter Park, FL MLS# O6407888
  • Recently Listed with Virtual Tour
1 of 11
$1,795
3

Beds

1.1

Baths

970

Sq.Ft.

3232 ROYAL STREET

Winter Park, FL

Courtesy of CLASSIC 1 REALTY INC
View 770 BAFFIE AVENUE Winter Park, FL MLS# O6408042
  • Recently Listed with Virtual Tour
1 of 19
$2,100
3

Beds

1.0

Baths

1,381

Sq.Ft.

770 BAFFIE AVENUE

Winter Park, FL

Courtesy of GATE PROPERTIES & MANAGEMENT INC
View 1941 LANIER COURT Winter Park, FL MLS# O6404537
  • Recently Listed with Virtual Tour
1 of 15
$1,745
2

Beds

1.0

Baths

865

Sq.Ft.

1941 LANIER COURT

Winter Park, FL

Courtesy of REAL PROPERTY MANAGEMENT AND REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 425 BALMORAL ROAD Winter Park, FL MLS# O6407808
  • Recently Listed with Virtual Tour
1 of 22
$3,950
3

Beds

2.0

Baths

1,929

Sq.Ft.

425 BALMORAL ROAD

Winter Park, FL

Courtesy of ZEN LIVING HOMES LLC
View 1760 LEGION DRIVE Winter Park, FL MLS# O6406982
  • Recently Listed
1 of 53
$9,700
4

Beds

5.1

Baths

4,392

Sq.Ft.

1760 LEGION DRIVE

Winter Park, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 7619 GEORGEANN STREET Winter Park, FL MLS# TB8507074
  • Recently Listed with Virtual Tour
1 of 29
$2,650
4

Beds

2.0

Baths

2,053

Sq.Ft.

7619 GEORGEANN STREET

Winter Park, FL

Courtesy of SOUTH EARTH REALTY LLC
View 625 TRINIDAD COURT 625 Winter Park, FL MLS# O6406224
  • Recently Listed with Virtual Tour
1 of 34
$1,650
2

Beds

2.0

Baths

1,037

Sq.Ft.

625 TRINIDAD COURT 625

Winter Park, FL

Courtesy of ZEN LIVING HOMES LLC
View 3283 OAK LAKE PLACE 127 Winter Park, FL MLS# O6405476
  • Recently Listed with Virtual Tour
1 of 25
$1,725
3

Beds

2.1

Baths

1,151

Sq.Ft.

3283 OAK LAKE PLACE 127

Winter Park, FL

Courtesy of EXIT REAL ESTATE RESULTS
View 7473 BELLE RIVER COURT Winter Park, FL MLS# O6404333
  • Recently Listed with Virtual Tour
1 of 25
$1,800
3

Beds

2.1

Baths

1,151

Sq.Ft.

7473 BELLE RIVER COURT

Winter Park, FL

Courtesy of REMI EMERSON RESIDENTIAL
View 7340 SWALLOW RUN 7340 Winter Park, FL MLS# O6402679
  • Recently Listed with Virtual Tour
1 of 16
$1,500
2

Beds

2.0

Baths

802

Sq.Ft.

7340 SWALLOW RUN 7340

Winter Park, FL

Courtesy of METRO CITY REALTY
View 2035 GLENWOOD DRIVE Winter Park, FL MLS# O6403420
  • Recently Listed with Virtual Tour
1 of 23
$47,400
3,718

Sq.Ft.

2035 GLENWOOD DRIVE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 653 SYMONDS AVENUE Winter Park, FL MLS# O6400011
$3,200
3

Beds

2.1

Baths

1,536

Sq.Ft.

653 SYMONDS AVENUE

Winter Park, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 7429 DANIEL WEBSTER DRIVE 14 (#C) Winter Park, FL MLS# O6403382
  • Recently Listed with Virtual Tour
1 of 15
$1,740
2

Beds

2.0

Baths

1,036

Sq.Ft.

7429 DANIEL WEBSTER DRIVE 14 (#C)

Winter Park, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 1830 STAUNTON AVENUE Winter Park, FL MLS# O6401708
  • Adult Community with Virtual Tour
1 of 14
$3,200
3

Beds

2.1

Baths

1,590

Sq.Ft.

1830 STAUNTON AVENUE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 2428 LOTAFUN AVENUE Winter Park, FL MLS# O6401871
  • Adult Community with Virtual Tour
1 of 7
$3,200
3

Beds

2.1

Baths

1,534

Sq.Ft.

2428 LOTAFUN AVENUE

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 1026 S LAKEMONT AVENUE Winter Park, FL MLS# O6400730
$4,300
3

Beds

2.0

Baths

1,470

Sq.Ft.

1026 S LAKEMONT AVENUE

Winter Park, FL

Courtesy of SOTERA LIVING
View 1041 TUSCANY PLACE Winter Park, FL MLS# O6401030
$12,000
4

Beds

3.1

Baths

3,064

Sq.Ft.

1041 TUSCANY PLACE

Winter Park, FL

Courtesy of COMPASS FLORIDA LLC
View 2530 PASSAMONTE DRIVE 10E Winter Park, FL MLS# O6400096
  • Virtual Tour
1 of 41
OPEN HOUSE: Sunday 5/17 4:00 PM - 5:00 PM
$2,600
3

Beds

2.1

Baths

1,837

Sq.Ft.

2530 PASSAMONTE DRIVE 10E

Winter Park, FL

Courtesy of EXP REALTY LLC
View 1947 SUMMERFIELD ROAD Winter Park, FL MLS# O6396107
$2,649
3

Beds

2.0

Baths

1,422

Sq.Ft.

1947 SUMMERFIELD ROAD

Winter Park, FL

Courtesy of 407 PROPERTIES
View 7454 WYNNEWOOD SQUARE 188 Winter Park, FL MLS# O6397874
$1,950
3

Beds

2.1

Baths

1,151

Sq.Ft.

7454 WYNNEWOOD SQUARE 188

Winter Park, FL

Courtesy of APPLE 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

385

Estimated median home price

$800,000
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

PriceCount
$0 - 100K3
$100K - 200K50
$200K - 300K21
$300K - 400K21
$400K - 500K30
$500K - 600K23
$600K - 700K27
$700K - 800K18
$800K - 900K16
$900K - 1M8
$1M - Max168

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family239
Townhouse16
Condo87
Commercial7
Rental72
Lots and Land27
Condo/Town/CoOp0
CoOp0
Multi Family5
Mobile Home0
Farms0

(Data as of 5/16/2026)

Information deemed reliable but not guaranteed.

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 5/17/2026.