77 total properties
Did you mean the neighborhood Winter Park?
View 517 LONDON ROAD Winter Park, FL MLS# O6410976
  • Recently Listed with Virtual Tour
1 of 13
$2,500
3

Beds

2.0

Baths

1,676

Sq.Ft.

517 LONDON ROAD

Winter Park, FL

Courtesy of ANNE ROGERS REALTY GROUP INC
View 2344 WOODCREST DRIVE Winter Park, FL MLS# O6410619
  • Recently Listed with Virtual Tour
1 of 15
$4,100
4

Beds

2.0

Baths

1,764

Sq.Ft.

2344 WOODCREST DRIVE

Winter Park, FL

Courtesy of EXPLORE FLORIDA REALTY SERVICES LLC
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
The time to sell is now! THE TIME TO SELL IS NOW!
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 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 2024 LAKE DRIVE Winter Park, FL MLS# O6409405
  • Recently Listed with Virtual Tour
1 of 40
$14,000
3

Beds

4.2

Baths

4,027

Sq.Ft.

2024 LAKE DRIVE

Winter Park, FL

Courtesy of CORCORAN PREMIER REALTY
View 1077 MINNESOTA AVENUE Winter Park, FL MLS# O6409477
  • Recently Listed with Virtual Tour
1 of 54
$7,500
4

Beds

4.0

Baths

3,046

Sq.Ft.

1077 MINNESOTA AVENUE

Winter Park, FL

Courtesy of SHAHRAM SONDI + CO.
View 7864 BROKEN ARROW TRAIL Winter Park, FL MLS# O6406209
$3,600
4

Beds

2.1

Baths

2,219

Sq.Ft.

7864 BROKEN ARROW TRAIL

Winter Park, FL

Courtesy of LOKATION
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 784 S PENNSYLVANIA AVENUE Winter Park, FL MLS# O6408937
  • Recently Listed with Virtual Tour
1 of 29
$5,500
3

Beds

2.1

Baths

1,940

Sq.Ft.

784 S PENNSYLVANIA AVENUE

Winter Park, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 1937 STRATHAVEN ROAD Winter Park, FL MLS# O6408613
  • Recently Listed
1 of 30
$3,395
3

Beds

2.0

Baths

1,570

Sq.Ft.

1937 STRATHAVEN ROAD

Winter Park, FL

Courtesy of VIA 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 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 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
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
$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
$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
$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
$1,500
2

Beds

2.0

Baths

802

Sq.Ft.

7340 SWALLOW RUN 7340

Winter Park, FL

Courtesy of METRO CITY 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 5/27/2026.