76 total properties
Did you mean the neighborhood Winter Park?
View 540 W COMSTOCK AVENUE Winter Park, FL MLS# GC538622
$2,900
3

Beds

1.0

Baths

1,056

Sq.Ft.

540 W COMSTOCK AVENUE

Winter Park, FL

Courtesy of KELLER WILLIAMS GAINESVILLE REALTY PARTNERS
View 1404 CLAY STREET Winter Park, FL MLS# O6410414
  • Recently Listed with Virtual Tour
1 of 17
$2,800
3

Beds

2.0

Baths

1,440

Sq.Ft.

1404 CLAY STREET

Winter Park, FL

Courtesy of MEP REALTY INVESTMENTS LLC
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 2530 PASSAMONTE DRIVE 10E Winter Park, FL MLS# O6400096
$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
$2,599
3

Beds

2.0

Baths

1,422

Sq.Ft.

1947 SUMMERFIELD ROAD

Winter Park, FL

Courtesy of 407 PROPERTIES
View 110 KILLARNEY BAY COURT 1 Winter Park, FL MLS# O6392456
$2,550
2

Beds

2.0

Baths

1,140

Sq.Ft.

110 KILLARNEY BAY COURT 1

Winter Park, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 151 N ORLANDO AVENUE 118 Winter Park, FL MLS# O6386414
$2,500
3

Beds

1.0

Baths

1,500

Sq.Ft.

151 N ORLANDO AVENUE 118

Winter Park, FL

Courtesy of FLORIDA DREAMS REALTY GRP INC
View 7508 GLENMOOR LANE Winter Park, FL MLS# O6399253
$2,500
3

Beds

2.0

Baths

1,676

Sq.Ft.

7508 GLENMOOR LANE

Winter Park, FL

Courtesy of AMERICAN DREAM HOMES INC
View 770 BAFFIE AVENUE Winter Park, FL MLS# O6408042
$2,100
3

Beds

1.0

Baths

1,381

Sq.Ft.

770 BAFFIE AVENUE

Winter Park, FL

Courtesy of GATE PROPERTIES & MANAGEMENT INC
View 1803 PINEVIEW CIRCLE Winter Park, FL MLS# O6398583
$1,975
2

Beds

1.0

Baths

1,029

Sq.Ft.

1803 PINEVIEW CIRCLE

Winter Park, FL

Courtesy of PREMIER MANAGEMENT GROUP INC
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
View 200 SAINT ANDREWS BOULEVARD 3707 Winter Park, FL MLS# O6397644
$1,900
2

Beds

1.1

Baths

1,219

Sq.Ft.

200 SAINT ANDREWS BOULEVARD 3707

Winter Park, FL

Courtesy of OLDE TOWN BROKERS INC
View 685 Grenadine Ct. Winter Park, FL MLS# A12021682
  • Recently Listed with Virtual Tour
1 of 20
$1,850
3

Beds

2.0

Baths

1,350

Sq.Ft.

685 Grenadine Ct.

Winter Park, FL

Courtesy of SYNERGY INTERNATIONAL REALTY, INC.
View 1695 LEE ROAD D116 Winter Park, FL MLS# O6395336
$1,800
3

Beds

2.0

Baths

1,149

Sq.Ft.

1695 LEE ROAD D116

Winter Park, FL

Courtesy of ZEAL REALTY
View 7473 BELLE RIVER COURT Winter Park, FL MLS# O6404333
$1,800
3

Beds

2.1

Baths

1,151

Sq.Ft.

7473 BELLE RIVER COURT

Winter Park, FL

Courtesy of REMI EMERSON RESIDENTIAL
View 7426 WYNNEWOOD SQUARE 195 Winter Park, FL MLS# O6410726
  • Recently Listed with Virtual Tour
1 of 14
$1,800
3

Beds

2.0

Baths

1,117

Sq.Ft.

7426 WYNNEWOOD SQUARE 195

Winter Park, FL

Courtesy of SPRINGHILL PROPERTIES LLC
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 200 SAINT ANDREWS BOULEVARD 2302 Winter Park, FL MLS# O6386317
$1,750
2

Beds

2.0

Baths

987

Sq.Ft.

200 SAINT ANDREWS BOULEVARD 2302

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 614 SAINT JOHNS COURT 614 Winter Park, FL MLS# O6410529
  • Recently Listed with Virtual Tour
1 of 15
$1,750
2

Beds

2.0

Baths

1,037

Sq.Ft.

614 SAINT JOHNS COURT 614

Winter Park, FL

Courtesy of JEXOR LLC
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

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

391

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

PriceCount
$0 - 100K2
$100K - 200K48
$200K - 300K24
$300K - 400K24
$400K - 500K28
$500K - 600K23
$600K - 700K29
$700K - 800K21
$800K - 900K15
$900K - 1M10
$1M - Max167

Homes for Sale by Type in Winter Park, FL

Property TypeCount
Single Family247
Townhouse15
Condo87
Commercial7
Rental75
Lots and Land28
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 5/26/2026)

Information deemed reliable but not guaranteed.

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 5/26/2026.