71 total properties
Did you mean the neighborhood Osprey?
View 586 OAK BAY DRIVE Osprey, FL MLS# A4703807
  • Virtual Tour
1 of 32
$649,000
3

Beds

2.0

Baths

2,084

Sq.Ft.

586 OAK BAY DRIVE

Osprey, FL

Courtesy of WHITE SANDS REALTY GROUP FL
View Address not provided Osprey, FL MLS# A4700371
$562,900
1,204

Sq.Ft.

Address not provided

Osprey, FL

Courtesy of CENTURY 21 ROSEBAY
View 264 WOODS POINT ROAD 264 Osprey, FL MLS# A4703025
$695,000
3

Beds

3.0

Baths

2,837

Sq.Ft.

264 WOODS POINT ROAD 264

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
The time to sell is now! THE TIME TO SELL IS NOW!
View 5100 JESSIE HARBOR DRIVE 404 Osprey, FL MLS# A4703484
$599,000
2

Beds

2.0

Baths

2,143

Sq.Ft.

5100 JESSIE HARBOR DRIVE 404

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 649 CRANE PRAIRIE WAY Osprey, FL MLS# A4702490
  • Recently Listed with Virtual Tour
1 of 70
$639,000
3

Beds

3.0

Baths

2,222

Sq.Ft.

649 CRANE PRAIRIE WAY

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 299 TURQUOISE LANE Osprey, FL MLS# A4701662
  • Virtual Tour
1 of 79
$699,000
3

Beds

2.0

Baths

2,328

Sq.Ft.

299 TURQUOISE LANE

Osprey, FL

Courtesy of BRIGHT REALTY
View 1036 OAK MEADOW LANE Osprey, FL MLS# A4701532
  • Virtual Tour
1 of 54
$630,000
4

Beds

2.0

Baths

2,186

Sq.Ft.

1036 OAK MEADOW LANE

Osprey, FL

Courtesy of BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE
View 570 BLACKBURN POINT ROAD 36 Osprey, FL MLS# A4700865
$99,500
0.0

Baths

570 BLACKBURN POINT ROAD 36

Osprey, FL

Courtesy of BRIGHT REALTY
View 547 MEADOW SWEET CIRCLE Osprey, FL MLS# A4701316
  • Virtual Tour
1 of 38
$550,000
3

Beds

2.0

Baths

1,731

Sq.Ft.

547 MEADOW SWEET CIRCLE

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 701 PINE RUN DRIVE 701 Osprey, FL MLS# A4700416
  • Virtual Tour
1 of 38
$151,000
1

Beds

1.0

Baths

586

Sq.Ft.

701 PINE RUN DRIVE 701

Osprey, FL

Courtesy of PAT WILLIAMS REALTY, LLC
View 780 SARABAY ROAD 16 Osprey, FL MLS# TB8528486
  • Virtual Tour
1 of 54
$425,000
2

Beds

2.0

Baths

1,574

Sq.Ft.

780 SARABAY ROAD 16

Osprey, FL

Courtesy of RMS ELITE PROPERTIES
View 458 N SHORE DRIVE Osprey, FL MLS# N6144855
  • Virtual Tour
1 of 25
$600,000
0.0

Baths

458 N SHORE DRIVE

Osprey, FL

Courtesy of PREMIER SOTHEBYS INTL REALTY
View 2309 JESSIE HARBOR DRIVE 2402 Osprey, FL MLS# A4698434
$480,000
3

Beds

2.1

Baths

2,006

Sq.Ft.

2309 JESSIE HARBOR DRIVE 2402

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 570 BLACKBURN POINT ROAD 23 Osprey, FL MLS# A4697977
$89,000
0.0

Baths

570 BLACKBURN POINT ROAD 23

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 7204 JESSIE HARBOR DRIVE 7204 Osprey, FL MLS# A4697473
$395,000
2

Beds

2.0

Baths

1,255

Sq.Ft.

7204 JESSIE HARBOR DRIVE 7204

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 418 S TAMIAMI TRAIL E3 Osprey, FL MLS# A4697456
$415,000
1,272

Sq.Ft.

418 S TAMIAMI TRAIL E3

Osprey, FL

Courtesy of KELLER WILLIAMS ISLAND LIFE REAL ESTATE
View 110 WOODLAND PLACE 110 Osprey, FL MLS# A4696738
  • Virtual Tour
1 of 50
$215,000
2

Beds

2.0

Baths

1,325

Sq.Ft.

110 WOODLAND PLACE 110

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 143 OSPREY POINT DRIVE Osprey, FL MLS# A4694133
$575,000
0.0

Baths

143 OSPREY POINT DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 116 WOODLAND PLACE 116 Osprey, FL MLS# A4696616
  • Virtual Tour
1 of 45
$249,900
2

Beds

2.0

Baths

1,325

Sq.Ft.

116 WOODLAND PLACE 116

Osprey, FL

Courtesy of PAT WILLIAMS REALTY, LLC
View 216 OSPREY POINT DRIVE Osprey, FL MLS# A4696023
$695,000
0.0

Baths

216 OSPREY POINT DRIVE

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

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

145

Estimated median home price

$719,000
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 4
$100K - 200K 9
$200K - 300K 10
$300K - 400K 4
$400K - 500K 12
$500K - 600K 13
$600K - 700K 20
$700K - 800K 10
$800K - 900K 6
$900K - 1M 4
$1M - Max 53

Homes for Sale by Type in Osprey, FL

Property Type Count
Single Family 72
Townhouse 5
Condo 51
Commercial 5
Rental 25
Lots and Land 8
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 4
Farms 0

(Data as of 10/12/2026)

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 10/13/2026.