173 total properties
Did you mean the neighborhood Osprey?
View 786 SARABAY ROAD 19 Osprey, FL MLS# A4677900
  • Virtual Tour
1 of 60
$519,000
2

Beds

2.0

Baths

1,555

Sq.Ft.

786 SARABAY ROAD 19

Osprey, FL

Courtesy of PREMIER SOTHEBYS INTL REALTY
View 362 MACEWEN DRIVE Osprey, FL MLS# A4676567
  • Virtual Tour
1 of 55
$2,249,000
4

Beds

3.1

Baths

4,117

Sq.Ft.

362 MACEWEN DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 17 BAYHEAD LANE Osprey, FL MLS# A4676710
  • Virtual Tour
1 of 47
OPEN HOUSE: Sunday 5/17 1:00 PM - 3:00 PM
$1,295,000
3

Beds

2.0

Baths

2,850

Sq.Ft.

17 BAYHEAD LANE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 2099 S TAMIAMI TRAIL Osprey, FL MLS# A4677875
  • Virtual Tour
1 of 16
$1,400,000
Studio

Beds

0.0

Baths

2099 S TAMIAMI TRAIL

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 570 BLACKBURN POINT ROAD LNG42 Osprey, FL MLS# A4677438
$35,900
Studio

Beds

0.0

Baths

570 BLACKBURN POINT ROAD LNG42

Osprey, FL

Courtesy of RE/MAX ALLIANCE GROUP
View 6100 JESSIE HARBOR DRIVE 603 Osprey, FL MLS# A4676824
$849,000
3

Beds

3.0

Baths

2,630

Sq.Ft.

6100 JESSIE HARBOR DRIVE 603

Osprey, FL

Courtesy of ENGEL + VOELKERS SARASOTA
View 186 WINDWARD DRIVE Osprey, FL MLS# N6142087
  • Virtual Tour
1 of 93
$599,900
3

Beds

2.0

Baths

2,505

Sq.Ft.

186 WINDWARD DRIVE

Osprey, FL

Courtesy of KELLER WILLIAMS ON THE WATER S
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 433 E MACEWEN DRIVE Osprey, FL MLS# A4676505
  • Virtual Tour
1 of 72
$2,250,000
4

Beds

3.1

Baths

4,012

Sq.Ft.

433 E MACEWEN DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 524 SARABAY ROAD Osprey, FL MLS# A4676179
  • Virtual Tour
1 of 41
OPEN HOUSE: Sunday 5/17 11:00 AM - 3:00 PM
$419,000
3

Beds

2.0

Baths

1,760

Sq.Ft.

524 SARABAY ROAD

Osprey, FL

Courtesy of SUN N SAND REAL ESTATE LLC
View 365 S SHORE DRIVE Osprey, FL MLS# N6142101
  • Virtual Tour
1 of 95
$1,349,000
3

Beds

2.0

Baths

1,824

Sq.Ft.

365 S SHORE DRIVE

Osprey, FL

Courtesy of EXIT KING REALTY
View 678 FAITH AVENUE Osprey, FL MLS# A4674865
  • Virtual Tour
1 of 51
$749,000
3

Beds

3.0

Baths

2,583

Sq.Ft.

678 FAITH AVENUE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 570 BLACKBURN POINT ROAD 43 Osprey, FL MLS# A4672823
$115,000
Studio

Beds

0.0

Baths

570 BLACKBURN POINT ROAD 43

Osprey, FL

Courtesy of BRIGHT REALTY
View 570 BLACKBURN POINT ROAD 13 Osprey, FL MLS# A4674344
$109,000
Studio

Beds

0.0

Baths

570 BLACKBURN POINT ROAD 13

Osprey, FL

Courtesy of BRIGHT REALTY
View 104 PARK TRACE BOULEVARD Osprey, FL MLS# A4674221
  • Virtual Tour
1 of 47
$575,000
4

Beds

3.0

Baths

2,557

Sq.Ft.

104 PARK TRACE BOULEVARD

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 76 OSPREY POINT DRIVE Osprey, FL MLS# A4672843
  • Virtual Tour
1 of 66
$1,545,000
3

Beds

4.1

Baths

4,364

Sq.Ft.

76 OSPREY POINT DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 75 OSPREY POINT DRIVE Osprey, FL MLS# A4672439
  • Virtual Tour
1 of 92
OPEN HOUSE: Sunday 5/17 12:00 PM - 2:00 PM
$1,695,000
4

Beds

4.0

Baths

4,001

Sq.Ft.

75 OSPREY POINT DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 102 WINDWARD DRIVE Osprey, FL MLS# A4671793
  • Virtual Tour
1 of 78
$650,000
3

Beds

2.1

Baths

2,134

Sq.Ft.

102 WINDWARD DRIVE

Osprey, FL

Courtesy of WILLIAM RAVEIS FLORIDA LLC
View 14041 BELLAGIO WAY 218 Osprey, FL MLS# A4672639
  • Virtual Tour
1 of 39
$999,000
3

Beds

2.0

Baths

2,086

Sq.Ft.

14041 BELLAGIO WAY 218

Osprey, FL

Courtesy of COLDWELL BANKER 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

182

Estimated median home price

$699,500
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 6
$100K - 200K 9
$200K - 300K 15
$300K - 400K 7
$400K - 500K 13
$500K - 600K 16
$600K - 700K 27
$700K - 800K 14
$800K - 900K 10
$900K - 1M 6
$1M - Max 59

Homes for Sale by Type in Osprey, FL

Property Type Count
Single Family 98
Townhouse 5
Condo 62
Commercial 4
Rental 31
Lots and Land 8
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 5
Farms 0

(Data as of 5/17/2026)

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 5/17/2026.