36 total properties
Did you mean the neighborhood Osprey?
View 186 WINDWARD DRIVE Osprey, FL MLS# N6142087
  • Recently Listed with Virtual Tour
1 of 93
$749,900
3

Beds

2.0

Baths

2,505

Sq.Ft.

186 WINDWARD DRIVE

Osprey, FL

Courtesy of KELLER WILLIAMS ON THE WATER S
View 1019 SCHERER WAY Osprey, FL MLS# N6142144
  • Recently Listed with Virtual Tour
1 of 56
OPEN HOUSE: Sunday 1/11 1:00 PM - 4:00 PM
$735,000
4

Beds

3.0

Baths

2,498

Sq.Ft.

1019 SCHERER WAY

Osprey, FL

Courtesy of CENTURY 21 SCHMIDT REAL ESTATE
View 5100 JESSIE HARBOR DRIVE 403 Osprey, FL MLS# A4676382
  • Recently Listed
1 of 44
$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
The time to sell is now! THE TIME TO SELL IS NOW!
View 3813 PARROT BAY COURT Osprey, FL MLS# A4675945
  • Recently Listed with Virtual Tour
1 of 8
$700,000
Studio

Beds

0.0

Baths

3813 PARROT BAY COURT

Osprey, FL

Courtesy of COMPASS FLORIDA LLC
View 1303 THORNAPPLE DRIVE Osprey, FL MLS# A4675439
  • Virtual Tour
1 of 66
$699,000
3

Beds

2.0

Baths

1,929

Sq.Ft.

1303 THORNAPPLE DRIVE

Osprey, FL

Courtesy of KELLER WILLIAMS ON THE WATER S
View 3983 DESTINATION DRIVE 202 Osprey, FL MLS# TB8455654
$700,000
1,741

Sq.Ft.

3983 DESTINATION DRIVE 202

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 597 OAK RIVER COURT Osprey, FL MLS# A4673797
  • Virtual Tour
1 of 48
$749,000
4

Beds

2.0

Baths

2,111

Sq.Ft.

597 OAK RIVER COURT

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 104 PARK TRACE BOULEVARD Osprey, FL MLS# A4674221
  • Virtual Tour
1 of 47
$650,000
4

Beds

3.0

Baths

2,557

Sq.Ft.

104 PARK TRACE BOULEVARD

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 640 CRANE PRAIRIE WAY Osprey, FL MLS# A4672274
  • Virtual Tour
1 of 61
$765,000
3

Beds

2.1

Baths

2,534

Sq.Ft.

640 CRANE PRAIRIE WAY

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 178 WILLOW BEND WAY Osprey, FL MLS# A4672408
  • Virtual Tour
1 of 38
$640,000
3

Beds

2.0

Baths

1,889

Sq.Ft.

178 WILLOW BEND WAY

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 102 WINDWARD DRIVE Osprey, FL MLS# A4671793
  • Virtual Tour
1 of 78
OPEN HOUSE: Sunday 1/11 1:00 PM - 4:00 PM
$800,000
3

Beds

2.1

Baths

2,134

Sq.Ft.

102 WINDWARD DRIVE

Osprey, FL

Courtesy of WILLIAM RAVEIS REAL ESTATE
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 401 N POINT ROAD 603 Osprey, FL MLS# A4671958
$699,000
3

Beds

3.0

Baths

2,203

Sq.Ft.

401 N POINT ROAD 603

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 804 SHADOW BAY WAY Osprey, FL MLS# A4671595
  • Virtual Tour
1 of 39
$660,000
3

Beds

2.0

Baths

2,279

Sq.Ft.

804 SHADOW BAY WAY

Osprey, FL

Courtesy of PREFERRED SHORE LLC
View 120 CANDYCE DRIVE Osprey, FL MLS# A4667108
  • Virtual Tour
1 of 23
$749,000
3

Beds

2.0

Baths

2,103

Sq.Ft.

120 CANDYCE DRIVE

Osprey, FL

Courtesy of COMPASS FLORIDA LLC
View 33 BISHOPS COURT ROAD 118 Osprey, FL MLS# A4669237
$695,000
2

Beds

2.1

Baths

1,890

Sq.Ft.

33 BISHOPS COURT ROAD 118

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 510 LATITUDE LANE Osprey, FL MLS# A4667607
$630,000
3

Beds

2.0

Baths

2,298

Sq.Ft.

510 LATITUDE LANE

Osprey, FL

Courtesy of BRIGHT REALTY
View 147 OSPREY POINT DRIVE Osprey, FL MLS# A4667023
  • Virtual Tour
1 of 8
$750,000
Studio

Beds

0.0

Baths

147 OSPREY POINT DRIVE

Osprey, FL

Courtesy of BRIGHT REALTY
View 571 PINE RANCH EAST ROAD Osprey, FL MLS# A4665938
  • Virtual Tour
1 of 87
$685,000
5

Beds

2.1

Baths

2,746

Sq.Ft.

571 PINE RANCH EAST ROAD

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 471 PARK TRACE BOULEVARD Osprey, FL MLS# A4658368
  • Virtual Tour
1 of 69
$699,000
4

Beds

3.0

Baths

2,267

Sq.Ft.

471 PARK TRACE BOULEVARD

Osprey, FL

Courtesy of FLORIDA HOME TEAM LLC

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

163

Estimated median home price

$795,000
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 2
$100K - 200K 11
$200K - 300K 8
$300K - 400K 9
$400K - 500K 8
$500K - 600K 11
$600K - 700K 22
$700K - 800K 13
$800K - 900K 11
$900K - 1M 12
$1M - Max 56

Homes for Sale by Type in Osprey, FL

Property Type Count
Single Family 96
Townhouse 3
Condo 45
Commercial 6
Rental 35
Lots and Land 7
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 6
Farms 0

(Data as of 1/8/2026)

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 1/9/2026.