178 total properties
Did you mean the neighborhood Osprey?
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 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 1042 N CASEY KEY ROAD Osprey, FL MLS# A4674771
  • Virtual Tour
1 of 83
$3,750,000
4

Beds

4.1

Baths

4,781

Sq.Ft.

1042 N CASEY KEY ROAD

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 14401 MASTHEAD DRIVE Osprey, FL MLS# A4684834
$3,250,000
3

Beds

3.1

Baths

2,665

Sq.Ft.

14401 MASTHEAD DRIVE

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
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 662 FERNWALK LANE Osprey, FL MLS# A4679996
  • Virtual Tour
1 of 73
$2,850,000
4

Beds

4.0

Baths

4,359

Sq.Ft.

662 FERNWALK LANE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 236 SAINT JAMES PARK Osprey, FL MLS# A4644125
  • Virtual Tour
1 of 88
$2,700,000
6

Beds

6.1

Baths

6,246

Sq.Ft.

236 SAINT JAMES PARK

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 49 OSPREY POINT DRIVE Osprey, FL MLS# A4671762
$2,500,000
4

Beds

3.1

Baths

3,953

Sq.Ft.

49 OSPREY POINT DRIVE

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 852 MACEWEN DRIVE Osprey, FL MLS# A4659276
  • Virtual Tour
1 of 73
$2,495,000
3

Beds

3.1

Baths

4,519

Sq.Ft.

852 MACEWEN DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
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 230 OSPREY POINT DRIVE Osprey, FL MLS# A4683382
  • Recently Listed
1 of 100
$2,495,000
3

Beds

3.1

Baths

3,586

Sq.Ft.

230 OSPREY POINT DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 896 MACEWEN DRIVE Osprey, FL MLS# A4679288
  • Virtual Tour
1 of 46
$2,450,000
4

Beds

5.1

Baths

4,858

Sq.Ft.

896 MACEWEN DRIVE

Osprey, FL

Courtesy of BRIGHT REALTY
View 530 N MAC EWEN DRIVE Osprey, FL MLS# A4683029
  • Virtual Tour
1 of 83
$2,400,000
4

Beds

5.1

Baths

4,346

Sq.Ft.

530 N MAC EWEN DRIVE

Osprey, FL

Courtesy of LPT REALTY, LLC
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 180 LOOKOUT POINT DRIVE Osprey, FL MLS# A4672222
  • Virtual Tour
1 of 70
$2,274,900
5

Beds

3.1

Baths

3,236

Sq.Ft.

180 LOOKOUT POINT DRIVE

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 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
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 642 TRENTON WAY Osprey, FL MLS# A4686927
  • Recently Listed with Virtual Tour
1 of 86
$2,150,000
4

Beds

4.1

Baths

3,939

Sq.Ft.

642 TRENTON WAY

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 538 DOVE POINTE DRIVE Osprey, FL MLS# A4669491
  • Virtual Tour
1 of 75
$2,100,000
4

Beds

5.1

Baths

4,346

Sq.Ft.

538 DOVE POINTE DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY

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

188

Estimated median home price

$707,000
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 13
$400K - 500K 11
$500K - 600K 21
$600K - 700K 28
$700K - 800K 12
$800K - 900K 15
$900K - 1M 6
$1M - Max 61

Homes for Sale by Type in Osprey, FL

Property Type Count
Single Family 108
Townhouse 5
Condo 56
Commercial 4
Rental 35
Lots and Land 10
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 5
Farms 0

(Data as of 3/24/2026)

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 3/27/2026.