101 total properties
Did you mean the neighborhood Osprey?
View 33 BISHOPS COURT ROAD 118 Osprey, FL MLS# A4678425
$697,500
2

Beds

2.1

Baths

1,890

Sq.Ft.

33 BISHOPS COURT ROAD 118

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 385 N POINT ROAD 503 Osprey, FL MLS# A4672342
  • Virtual Tour
1 of 97
$690,000
3

Beds

3.0

Baths

2,203

Sq.Ft.

385 N POINT ROAD 503

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 102 WINDWARD DRIVE Osprey, FL MLS# A4671793
  • Virtual Tour
1 of 78
$690,000
3

Beds

2.1

Baths

2,134

Sq.Ft.

102 WINDWARD DRIVE

Osprey, FL

Courtesy of WILLIAM RAVEIS FLORIDA LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 5100 JESSIE HARBOR DRIVE 403 Osprey, FL MLS# A4676382
$679,900
2

Beds

2.0

Baths

2,143

Sq.Ft.

5100 JESSIE HARBOR DRIVE 403

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 1303 THORNAPPLE DRIVE Osprey, FL MLS# A4675439
  • Virtual Tour
1 of 66
$674,900
3

Beds

2.0

Baths

1,929

Sq.Ft.

1303 THORNAPPLE DRIVE

Osprey, FL

Courtesy of KELLER WILLIAMS ON THE WATER S
View 385 N POINT ROAD 402 Osprey, FL MLS# A4635708
  • Virtual Tour
1 of 62
$660,000
3

Beds

3.0

Baths

2,055

Sq.Ft.

385 N POINT ROAD 402

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 57 BISHOPS COURT ROAD 121 Osprey, FL MLS# A4680582
  • Virtual Tour
1 of 86
$655,000
2

Beds

2.1

Baths

1,890

Sq.Ft.

57 BISHOPS COURT ROAD 121

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 250 HIDDEN BAY DRIVE 302 Osprey, FL MLS# A4657042
  • Virtual Tour
1 of 65
$650,000
3

Beds

2.0

Baths

1,937

Sq.Ft.

250 HIDDEN BAY DRIVE 302

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 571 PINE RANCH EAST ROAD Osprey, FL MLS# A4665938
  • Virtual Tour
1 of 88
$650,000
5

Beds

2.1

Baths

2,746

Sq.Ft.

571 PINE RANCH EAST ROAD

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 120 CANDYCE DRIVE Osprey, FL MLS# A4667108
  • Virtual Tour
1 of 23
$650,000
3

Beds

2.0

Baths

2,103

Sq.Ft.

120 CANDYCE DRIVE

Osprey, FL

Courtesy of COMPASS FLORIDA LLC
View 745 FORDINGBRIDGE WAY Osprey, FL MLS# N6143319
  • Virtual Tour
1 of 53
$650,000
4

Beds

2.0

Baths

1,893

Sq.Ft.

745 FORDINGBRIDGE WAY

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 186 WINDWARD DRIVE Osprey, FL MLS# N6142087
  • Virtual Tour
1 of 93
$649,500
3

Beds

2.0

Baths

2,505

Sq.Ft.

186 WINDWARD DRIVE

Osprey, FL

Courtesy of KELLER WILLIAMS ON THE WATER S
View 659 RIVENDELL BOULEVARD Osprey, FL MLS# A4681935
$649,000
3

Beds

2.1

Baths

2,292

Sq.Ft.

659 RIVENDELL BOULEVARD

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 522 LUMINARY BOULEVARD Osprey, FL MLS# A4676528
  • Virtual Tour
1 of 53
$647,000
3

Beds

3.0

Baths

2,320

Sq.Ft.

522 LUMINARY BOULEVARD

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 3621 N POINT ROAD 301 Osprey, FL MLS# A4681290
  • Virtual Tour
1 of 95
$625,000
3

Beds

3.0

Baths

2,680

Sq.Ft.

3621 N POINT ROAD 301

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 393 N POINT ROAD 301 Osprey, FL MLS# A4682548
  • Virtual Tour
1 of 85
$625,000
3

Beds

3.0

Baths

2,594

Sq.Ft.

393 N POINT ROAD 301

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 408 PARK TRACE BOULEVARD Osprey, FL MLS# A4685004
  • Virtual Tour
1 of 34
$625,000
3

Beds

3.0

Baths

1,840

Sq.Ft.

408 PARK TRACE BOULEVARD

Osprey, FL

Courtesy of PREFERRED SHORE LLC
View 819 SHADOW BAY WAY Osprey, FL MLS# N6143162
  • Virtual Tour
1 of 43
$615,000
4

Beds

2.0

Baths

2,145

Sq.Ft.

819 SHADOW BAY WAY

Osprey, FL

Courtesy of PREMIER SOTHEBYS INTL REALTY
View 472 PARK TRACE BOULEVARD Osprey, FL MLS# A4680326
  • Virtual Tour
1 of 38
$609,000
4

Beds

2.0

Baths

2,217

Sq.Ft.

472 PARK TRACE BOULEVARD

Osprey, FL

Courtesy of SUNDANCE REAL ESTATE SERVICES

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

180

Estimated median home price

$709,000
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 7
$100K - 200K 13
$200K - 300K 7
$300K - 400K 9
$400K - 500K 9
$500K - 600K 16
$600K - 700K 29
$700K - 800K 11
$800K - 900K 13
$900K - 1M 6
$1M - Max 60

Homes for Sale by Type in Osprey, FL

Property Type Count
Single Family 97
Townhouse 4
Condo 59
Commercial 4
Rental 34
Lots and Land 9
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 7
Farms 0

(Data as of 4/14/2026)

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 4/14/2026.