193 total properties
Did you mean the neighborhood Osprey?
View 141 N CASEY KEY ROAD Osprey, FL MLS# A4669513
$2,850,000
Studio

Beds

0.0

Baths

141 N CASEY KEY ROAD

Osprey, FL

Courtesy of WHITE SANDS REALTY GROUP FL
View 1811 HIGHLAND ROAD Osprey, FL MLS# TB8443161
  • Virtual Tour
1 of 19
$427,999
2

Beds

2.0

Baths

1,725

Sq.Ft.

1811 HIGHLAND ROAD

Osprey, FL

Courtesy of REALTY OF RIVERVIEW LLC
View 6100 JESSIE HARBOR DRIVE 202 Osprey, FL MLS# A4670353
  • Virtual Tour
1 of 98
OPEN HOUSE: Sunday 3/15 2:00 PM - 4:00 PM
$949,000
3

Beds

3.1

Baths

3,771

Sq.Ft.

6100 JESSIE HARBOR DRIVE 202

Osprey, FL

Courtesy of GULF SANDS REALTY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 691 EAGLE WATCH LANE Osprey, FL MLS# A4668477
  • Virtual Tour
1 of 100
$3,995,000
4

Beds

5.2

Baths

6,705

Sq.Ft.

691 EAGLE WATCH LANE

Osprey, FL

Courtesy of SARASOTA TRUST REALTY COMPANY
View 903 TRANQUILITY CIRCLE Osprey, FL MLS# A4669102
  • Virtual Tour
1 of 39
$879,000
3

Beds

3.0

Baths

2,622

Sq.Ft.

903 TRANQUILITY CIRCLE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 137 OSPREY POINT DRIVE Osprey, FL MLS# A4669444
1 of 99
OPEN HOUSE: Sunday 3/15 1:00 PM - 3:00 PM
$1,345,000
4

Beds

3.0

Baths

3,303

Sq.Ft.

137 OSPREY POINT DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 600 EAGLE WATCH LANE Osprey, FL MLS# A4668497
$2,195,000
3

Beds

3.0

Baths

3,681

Sq.Ft.

600 EAGLE WATCH LANE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 854 MACEWEN DRIVE Osprey, FL MLS# A4668918
$3,890,000
4

Beds

4.2

Baths

9,081

Sq.Ft.

854 MACEWEN DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 18 N CASEY KEY ROAD Osprey, FL MLS# A4669083
$2,350,000
3

Beds

2.0

Baths

1,977

Sq.Ft.

18 N CASEY KEY ROAD

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 510 LATITUDE LANE Osprey, FL MLS# A4667607
$599,900
3

Beds

2.0

Baths

2,298

Sq.Ft.

510 LATITUDE LANE

Osprey, FL

Courtesy of BRIGHT REALTY
View 479 SOUTH CREEK DRIVE Osprey, FL MLS# N6141722
  • Virtual Tour
1 of 73
$2,495,000
5

Beds

5.1

Baths

4,261

Sq.Ft.

479 SOUTH CREEK DRIVE

Osprey, FL

Courtesy of KELLER WILLIAMS ISLAND LIFE REAL ESTATE
View 1036 OAK MEADOW LN Osprey, FL MLS# A4669695
  • Virtual Tour
1 of 71
$539,000
4

Beds

2.0

Baths

2,186

Sq.Ft.

1036 OAK MEADOW LN

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 570 BLACKBURN POINT ROAD 35 Osprey, FL MLS# A4668687
$89,000
Studio

Beds

0.0

Baths

570 BLACKBURN POINT ROAD 35

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 393 N POINT ROAD 1002 Osprey, FL MLS# A4667964
  • Virtual Tour
1 of 100
$2,350,000
3

Beds

2.1

Baths

3,738

Sq.Ft.

393 N POINT ROAD 1002

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 32 BAY AVENUE Osprey, FL MLS# N6140978
  • Virtual Tour
1 of 51
$415,000
2

Beds

2.0

Baths

2,148

Sq.Ft.

32 BAY AVENUE

Osprey, FL

Courtesy of LOKATION
View 348 TROPIC DRIVE Osprey, FL MLS# A4668240
  • Adult Community with Virtual Tour
1 of 25
OPEN HOUSE: Sunday 3/15 11:00 AM - 2:00 PM
$119,000
2

Beds

2.0

Baths

864

Sq.Ft.

348 TROPIC DRIVE

Osprey, FL

Courtesy of FINE PROPERTIES
View 85 SUGAR MILL DRIVE Osprey, FL MLS# A4667740
  • Virtual Tour
1 of 76
$2,050,000
3

Beds

3.0

Baths

4,191

Sq.Ft.

85 SUGAR MILL DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 121 N CASEY KEY ROAD Osprey, FL MLS# A4667263
  • Virtual Tour
1 of 65
$6,475,000
4

Beds

5.1

Baths

4,096

Sq.Ft.

121 N CASEY KEY ROAD

Osprey, FL

Courtesy of DOUGLAS ELLIMAN
View 242 HIDDEN BAY DRIVE 401 Osprey, FL MLS# D6143964
  • Virtual Tour
1 of 62
$875,000
3

Beds

3.0

Baths

2,100

Sq.Ft.

242 HIDDEN BAY DRIVE 401

Osprey, FL

Courtesy of LASBURY-TRACY REALTY INC.

About Osprey

The most northern of the Venice communities is Osprey, harmonizing older neighborhoods with an elegant golf-course development.  The recreational attractions of Oscar Scherer State Park and Historic Spanish Point enable this area to preserve its natural beauty.  Whether you like shopping in the unique stores of the downtown Venice Main Street district or prefer golfing, boating, fishing, or just laying on the beach; the five community area of Osprey, Laurel, Nokomis, Venice and South Venice offers a little bit of everything.

Listings in Osprey, FL

193

Estimated median home price

$700,000
Osprey FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Osprey, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Osprey, FL.

Homes for Sale by Price in Osprey, FL

Price Count
$0 - 100K 5
$100K - 200K 11
$200K - 300K 5
$300K - 400K 14
$400K - 500K 11
$500K - 600K 22
$600K - 700K 29
$700K - 800K 13
$800K - 900K 14
$900K - 1M 8
$1M - Max 61

Homes for Sale by Type in Osprey, FL

Property Type Count
Single Family 109
Townhouse 5
Condo 58
Commercial 7
Rental 36
Lots and Land 10
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 4
Farms 0

(Data as of 3/15/2026)

Information deemed reliable but not guaranteed.

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 3/15/2026.