177 total properties
Did you mean the neighborhood Osprey?
View 401 N POINT ROAD 1001 Osprey, FL MLS# A4679998
  • Virtual Tour
1 of 60
$1,995,000
3

Beds

3.0

Baths

3,029

Sq.Ft.

401 N POINT ROAD 1001

Osprey, FL

Courtesy of GENEROUS PROPERTY
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
View 75 OSPREY POINT DRIVE Osprey, FL MLS# A4672439
  • Virtual Tour
1 of 92
$1,775,000
4

Beds

4.0

Baths

4,001

Sq.Ft.

75 OSPREY POINT DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 909 MACEWEN DRIVE Osprey, FL MLS# A4621683
  • Virtual Tour
1 of 62
$1,695,000
3

Beds

3.1

Baths

4,241

Sq.Ft.

909 MACEWEN DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 25 SUGAR MILL DRIVE Osprey, FL MLS# A4678423
  • Virtual Tour
1 of 74
$1,695,000
3

Beds

3.1

Baths

3,066

Sq.Ft.

25 SUGAR MILL DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 480 ORISKANY COURT Osprey, FL MLS# A4684136
  • Virtual Tour
1 of 100
$1,695,000
3

Beds

3.1

Baths

3,208

Sq.Ft.

480 ORISKANY COURT

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 140 SUGAR MILL DRIVE Osprey, FL MLS# A4684805
  • Virtual Tour
1 of 74
$1,695,000
4

Beds

4.0

Baths

3,286

Sq.Ft.

140 SUGAR MILL DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 228 SAINT JAMES PARK Osprey, FL MLS# A4686681
  • Recently Listed with Virtual Tour
1 of 100
$1,695,000
3

Beds

2.1

Baths

2,425

Sq.Ft.

228 SAINT JAMES PARK

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 422 BLUE GARDEN LANE Osprey, FL MLS# A4664436
  • Virtual Tour
1 of 100
$1,600,000
3

Beds

3.1

Baths

3,872

Sq.Ft.

422 BLUE GARDEN LANE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 76 OSPREY POINT DRIVE Osprey, FL MLS# A4672843
  • Virtual Tour
1 of 98
$1,590,000
3

Beds

4.1

Baths

4,364

Sq.Ft.

76 OSPREY POINT DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 20 BAYHEAD LANE Osprey, FL MLS# A4674649
  • Virtual Tour
1 of 73
$1,575,000
4

Beds

3.0

Baths

3,486

Sq.Ft.

20 BAYHEAD LANE

Osprey, FL

Courtesy of EXP REALTY LLC
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 554 DOVE POINTE Osprey, FL MLS# A4686383
  • Virtual Tour
1 of 50
$1,495,000
4

Beds

3.1

Baths

3,501

Sq.Ft.

554 DOVE POINTE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 3983 DESTINATION DRIVE 102-202 Osprey, FL MLS# TB8428492
$1,490,000
3,871

Sq.Ft.

3983 DESTINATION DRIVE 102-202

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 434 E MACEWEN DRIVE Osprey, FL MLS# A4687368
  • Recently Listed with Virtual Tour
1 of 55
$1,465,000
3

Beds

3.0

Baths

2,414

Sq.Ft.

434 E 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 385 NORTH POINT ROAD 701 Osprey, FL MLS# A4683454
  • Recently Listed with 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

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

190

Estimated median home price

$719,500
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

PriceCount
$0 - 100K6
$100K - 200K12
$200K - 300K6
$300K - 400K8
$400K - 500K11
$500K - 600K19
$600K - 700K31
$700K - 800K10
$800K - 900K15
$900K - 1M7
$1M - Max65

Homes for Sale by Type in Osprey, FL

Property TypeCount
Single Family107
Townhouse4
Condo57
Commercial7
Rental34
Lots and Land9
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home6
Farms0

(Data as of 3/31/2026)

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 4/1/2026.