147 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 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

View 97 SUGAR MILL DRIVE Osprey, FL MLS# A4691789
  • 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
The time to sell is now! THE TIME TO SELL IS NOW!
View 206 Four Knot LN Osprey, FL MLS# 226021461
  • Recently Listed with Virtual Tour
1 of 50
OPEN HOUSE: Sunday 6/28 1:00 PM - 4:00 PM
$1,850,000
3

Beds

2.0

Baths

2,411

Sq.Ft.

206 Four Knot LN

Osprey, FL

Naples_Area_Board_of_Realtors
View 206 FOUR KNOT LANE Osprey, FL MLS# A4695429
  • Recently Listed with Virtual Tour
1 of 99
OPEN HOUSE: Sunday 6/28 1:00 PM - 4:00 PM
$1,850,000
3

Beds

2.0

Baths

2,411

Sq.Ft.

206 FOUR KNOT LANE

Osprey, FL

Courtesy of REALTY ONE GROUP MVP
View 401 WALLS WAY Osprey, FL MLS# A4680312
  • Virtual Tour
1 of 51
$1,775,000
4

Beds

3.1

Baths

4,387

Sq.Ft.

401 WALLS WAY

Osprey, FL

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 75 OSPREY POINT DRIVE Osprey, FL MLS# A4695145
  • Recently Listed with Virtual Tour
1 of 70
$1,649,000
4

Beds

4.0

Baths

4,001

Sq.Ft.

75 OSPREY POINT 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

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 893 MACEWEN DRIVE Osprey, FL MLS# A4695375
  • Virtual Tour
1 of 26
$1,500,000
Studio

Beds

0.0

Baths

893 MACEWEN DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 422 BLUE GARDEN LANE Osprey, FL MLS# A4664436
  • Virtual Tour
1 of 96
$1,495,000
3

Beds

3.1

Baths

3,872

Sq.Ft.

422 BLUE GARDEN LANE

Osprey, FL

View 314 S SHORE DRIVE Osprey, FL MLS# TB8510971
  • Virtual Tour
1 of 99
$1,495,000
4

Beds

3.0

Baths

3,853

Sq.Ft.

314 S SHORE DRIVE

Osprey, FL

View 360 N POINT ROAD Osprey, FL MLS# A4695959
  • Recently Listed with Virtual Tour
1 of 49
$1,495,000
3

Beds

3.1

Baths

2,913

Sq.Ft.

360 N POINT ROAD

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 25 SUGAR MILL DRIVE Osprey, FL MLS# A4678423
  • Virtual Tour
1 of 74
$1,489,000
3

Beds

3.1

Baths

3,066

Sq.Ft.

25 SUGAR MILL DRIVE

Osprey, FL

View 1474 LANDVIEW LANE Osprey, FL MLS# A4696853
  • Recently Listed with Virtual Tour
1 of 74
$1,475,000
4

Beds

3.0

Baths

3,246

Sq.Ft.

1474 LANDVIEW LANE

Osprey, FL

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

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

166

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 7
$100K - 200K 6
$200K - 300K 15
$300K - 400K 5
$400K - 500K 14
$500K - 600K 17
$600K - 700K 21
$700K - 800K 15
$800K - 900K 8
$900K - 1M 6
$1M - Max 52

Homes for Sale by Type in Osprey, FL

Property Type Count
Single Family 87
Townhouse 6
Condo 55
Commercial 5
Rental 33
Lots and Land 11
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 2
Farms 0

(Data as of 6/27/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the BROKER RECIPROCITY Program of M.L.S. of Naples, Inc. Real estate listings held by brokerage firms other than Weichert Realtors are marked with the BROKER RECIPROCITY logo (little black house) and detailed information about them includes the name of the listing brokerage.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Any use of search facilities of data on the site other than by consumers looking to purchase real estate is prohibited.

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 6/27/2026.