162 total properties
Did you mean the neighborhood Osprey?
View 101 OSPREY POINT DRIVE Osprey, FL MLS# A4694716
  • Virtual Tour
1 of 65
$4,790,000
4

Beds

5.1

Baths

5,087

Sq.Ft.

101 OSPREY POINT DRIVE

Osprey, FL

Courtesy of DOUGLAS ELLIMAN
View 324 BAYSHORE DRIVE Osprey, FL MLS# A4683138
  • Virtual Tour
1 of 40
$3,995,000
4

Beds

4.1

Baths

4,389

Sq.Ft.

324 BAYSHORE DRIVE

Osprey, FL

View 854 MACEWEN DRIVE Osprey, FL MLS# A4668918
$3,640,000
4

Beds

4.2

Baths

9,081

Sq.Ft.

854 MACEWEN DRIVE

Osprey, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 135 TINA ISLAND DRIVE Osprey, FL MLS# A4692366
  • Virtual Tour
1 of 47
$3,295,000
3

Beds

4.1

Baths

2,572

Sq.Ft.

135 TINA ISLAND DRIVE

Osprey, FL

View 321 LOOKOUT POINT DRIVE Osprey, FL MLS# A4697345
  • Virtual Tour
1 of 77
$3,100,000
3

Beds

3.1

Baths

3,122

Sq.Ft.

321 LOOKOUT POINT DRIVE

Osprey, FL

View 14401 MASTHEAD DRIVE Osprey, FL MLS# A4684834
$2,995,000
3

Beds

3.1

Baths

2,665

Sq.Ft.

14401 MASTHEAD DRIVE

Osprey, FL

View 141 N CASEY KEY ROAD Osprey, FL MLS# A4669513
  • Virtual Tour
1 of 9
$2,850,000
Studio

Beds

0.0

Baths

141 N CASEY KEY ROAD

Osprey, FL

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

View 449 WEBBS COVE Osprey, FL MLS# A4688291
  • Virtual Tour
1 of 97
$2,650,000
4

Beds

3.1

Baths

5,287

Sq.Ft.

449 WEBBS COVE

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 49 OSPREY POINT DRIVE Osprey, FL MLS# A4671762
$2,399,000
4

Beds

3.1

Baths

3,953

Sq.Ft.

49 OSPREY POINT DRIVE

Osprey, FL

View 852 MACEWEN DRIVE Osprey, FL MLS# A4659276
  • Virtual Tour
1 of 73
$2,395,000
3

Beds

3.1

Baths

4,519

Sq.Ft.

852 MACEWEN DRIVE

Osprey, FL

View 362 MACEWEN DRIVE Osprey, FL MLS# A4676567
  • Virtual Tour
1 of 58
$2,249,000
4

Beds

3.1

Baths

4,117

Sq.Ft.

362 MACEWEN DRIVE

Osprey, FL

View 180 LOOKOUT POINT DRIVE Osprey, FL MLS# A4672222
  • Virtual Tour
1 of 70
$2,199,900
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
$2,189,000
4

Beds

3.1

Baths

4,012

Sq.Ft.

433 E MACEWEN DRIVE

Osprey, FL

View 448 E MACEWEN DRIVE Osprey, FL MLS# A4687195
  • Virtual Tour
1 of 52
$2,100,000
4

Beds

3.1

Baths

3,768

Sq.Ft.

448 E MACEWEN DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
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
View 206 Four Knot LN Osprey, FL MLS# 226021461
  • Recently Listed with Virtual Tour
1 of 50
OPEN HOUSE: Sunday 7/5 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
$1,850,000
3

Beds

2.0

Baths

2,411

Sq.Ft.

206 FOUR KNOT LANE

Osprey, FL

Courtesy of REALTY ONE GROUP MVP

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

$699,000
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 16
$300K - 400K 6
$400K - 500K 14
$500K - 600K 17
$600K - 700K 21
$700K - 800K 14
$800K - 900K 8
$900K - 1M 6
$1M - Max 51

Homes for Sale by Type in Osprey, FL

Property Type Count
Single Family 84
Townhouse 6
Condo 57
Commercial 5
Rental 34
Lots and Land 12
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 2
Farms 0

(Data as of 7/3/2026)

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 7/3/2026.