172 total properties
Did you mean the neighborhood Osprey?
View 538 DOVE POINTE DRIVE Osprey, FL MLS# A4669491
  • Virtual Tour
1 of 75
$1,950,000
4

Beds

5.1

Baths

4,346

Sq.Ft.

538 DOVE POINTE DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 97 SUGAR MILL DRIVE Osprey, FL MLS# A4691789
  • Recently Listed with Virtual Tour
1 of 61
$1,950,000
5

Beds

5.1

Baths

4,885

Sq.Ft.

97 SUGAR MILL DRIVE

Osprey, FL

Courtesy of PALM PARADISE REALTY GROUP
View 401 WALLS WAY Osprey, FL MLS# A4680312
  • Virtual Tour
1 of 51
$1,800,000
4

Beds

3.1

Baths

4,387

Sq.Ft.

401 WALLS WAY

Osprey, FL

Courtesy of ENGEL + VOELKERS SARASOTA
The time to sell is now! THE TIME TO SELL IS NOW!
View 18 N CASEY KEY ROAD Osprey, FL MLS# A4669083
$1,750,000
3

Beds

2.0

Baths

1,977

Sq.Ft.

18 N CASEY KEY ROAD

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 402 MACEWEN DRIVE Osprey, FL MLS# A4690018
  • Virtual Tour
1 of 78
$1,699,000
3

Beds

3.1

Baths

3,565

Sq.Ft.

402 MACEWEN DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 909 MACEWEN DRIVE Osprey, FL MLS# A4621683
  • Virtual Tour
1 of 62
$1,595,000
3

Beds

3.1

Baths

4,241

Sq.Ft.

909 MACEWEN DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 422 BLUE GARDEN LANE Osprey, FL MLS# A4664436
  • Virtual Tour
1 of 100
$1,550,000
3

Beds

3.1

Baths

3,872

Sq.Ft.

422 BLUE GARDEN LANE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 25 SUGAR MILL DRIVE Osprey, FL MLS# A4678423
  • Virtual Tour
1 of 74
$1,550,000
3

Beds

3.1

Baths

3,066

Sq.Ft.

25 SUGAR MILL DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
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 480 ORISKANY COURT Osprey, FL MLS# A4684136
  • Virtual Tour
1 of 100
$1,535,000
3

Beds

3.1

Baths

3,208

Sq.Ft.

480 ORISKANY COURT

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 385 N POINT ROAD 704 Osprey, FL MLS# A4671431
  • Virtual Tour
1 of 96
$1,500,000
3

Beds

3.0

Baths

2,778

Sq.Ft.

385 N POINT ROAD 704

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 360 N POINT ROAD Osprey, FL MLS# A4617671
  • New Construction with Virtual Tour
1 of 57
$1,499,000
3

Beds

3.1

Baths

2,913

Sq.Ft.

360 N POINT ROAD

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 1471 SHOAL WAY Osprey, FL MLS# A4683702
  • Virtual Tour
1 of 37
$1,499,000
4

Beds

3.0

Baths

2,798

Sq.Ft.

1471 SHOAL WAY

Osprey, FL

Courtesy of DALTON WADE INC
View 434 MACEWEN DRIVE Osprey, FL MLS# A4687368
  • Virtual Tour
1 of 55
$1,465,000
3

Beds

3.0

Baths

2,414

Sq.Ft.

434 MACEWEN DRIVE

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 2099 S TAMIAMI TRAIL N Osprey, FL MLS# A4677866
$1,400,000
1

Sq.Ft.

2099 S TAMIAMI TRAIL N

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 140 SUGAR MILL DRIVE Osprey, FL MLS# A4684805
  • Virtual Tour
1 of 74
$1,399,000
4

Beds

4.0

Baths

3,286

Sq.Ft.

140 SUGAR MILL DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 385 NORTH POINT ROAD 701 Osprey, FL MLS# A4683454
  • Virtual Tour
1 of 97
$1,399,000
3

Beds

3.0

Baths

2,594

Sq.Ft.

385 NORTH POINT ROAD 701

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 3603 N POINT ROAD 702 Osprey, FL MLS# A4642397
  • Virtual Tour
1 of 61
$1,395,000
3

Beds

3.0

Baths

2,545

Sq.Ft.

3603 N POINT ROAD 702

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 408 YACHT HARBOR DRIVE Osprey, FL MLS# A4691576
$1,375,000
4

Beds

4.0

Baths

2,624

Sq.Ft.

408 YACHT HARBOR 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

177

Estimated median home price

$700,000
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 9
$200K - 300K 15
$300K - 400K 6
$400K - 500K 12
$500K - 600K 16
$600K - 700K 26
$700K - 800K 14
$800K - 900K 10
$900K - 1M 6
$1M - Max 58

Homes for Sale by Type in Osprey, FL

Property Type Count
Single Family 95
Townhouse 5
Condo 60
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 5/21/2026)

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 5/22/2026.