162 total properties
Did you mean the neighborhood Osprey?
View 2309 JESSIE HARBOR DRIVE 2402 Osprey, FL MLS# A4698434
  • Recently Listed with Virtual Tour
1 of 98
$497,000
3

Beds

2.1

Baths

2,006

Sq.Ft.

2309 JESSIE HARBOR DRIVE 2402

Osprey, FL

View 2251 JESSIE HARBOR DRIVE 2101 Osprey, FL MLS# A4698891
  • Recently Listed with Virtual Tour
1 of 68
OPEN HOUSE: Sunday 7/5 12:00 PM - 3:00 PM
$359,000
2

Beds

2.0

Baths

1,400

Sq.Ft.

2251 JESSIE HARBOR DRIVE 2101

Osprey, FL

View 480 BLACKBURN POINT ROAD 5 Osprey, FL MLS# A4698854
$249,000
Studio

Beds

0.0

Baths

480 BLACKBURN POINT ROAD 5

Osprey, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 3820 PARROT BAY COURT Osprey, FL MLS# A4698462
  • Recently Listed with Virtual Tour
1 of 12
$825,000
Studio

Beds

0.0

Baths

3820 PARROT BAY COURT

Osprey, FL

View 4213 EXPEDITION WAY 107 Osprey, FL MLS# A4698337
  • Recently Listed
1 of 39
$320,000
3

Beds

2.0

Baths

1,430

Sq.Ft.

4213 EXPEDITION WAY 107

Osprey, FL

View SARABAY ROAD Osprey, FL MLS# A4698213
  • Recently Listed
1 of 10
$269,000
Studio

Beds

0.0

Baths

SARABAY ROAD

Osprey, FL

View 321 LOOKOUT POINT DRIVE Osprey, FL MLS# A4697345
$3,100,000
3

Beds

3.1

Baths

3,122

Sq.Ft.

321 LOOKOUT POINT DRIVE

Osprey, FL

View 919 TRANQUILITY CIRCLE Osprey, FL MLS# N6144801
  • Recently Listed with Virtual Tour
1 of 62
$774,900
4

Beds

3.1

Baths

2,854

Sq.Ft.

919 TRANQUILITY CIRCLE

Osprey, FL

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
View 1495 LANDVIEW LANE Osprey, FL MLS# A4697993
  • Recently Listed with Virtual Tour
1 of 75
$799,900
3

Beds

2.0

Baths

2,474

Sq.Ft.

1495 LANDVIEW LANE

Osprey, FL

View 570 BLACKBURN POINT ROAD 23 Osprey, FL MLS# A4697977
$98,000
Studio

Beds

0.0

Baths

570 BLACKBURN POINT ROAD 23

Osprey, FL

View 730 FORDINGBRIDGE WAY Osprey, FL MLS# A4697358
  • Recently Listed with Virtual Tour
1 of 60
$710,000
3

Beds

2.0

Baths

2,182

Sq.Ft.

730 FORDINGBRIDGE WAY

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 7204 JESSIE HARBOR DRIVE 7204 Osprey, FL MLS# A4697473
  • Recently Listed with Virtual Tour
1 of 43
$395,000
2

Beds

2.0

Baths

1,255

Sq.Ft.

7204 JESSIE HARBOR DRIVE 7204

Osprey, FL

View 429 PATTERSON AVENUE Osprey, FL MLS# A4697505
  • Recently Listed with Virtual Tour
1 of 46
$449,000
3

Beds

1.0

Baths

1,173

Sq.Ft.

429 PATTERSON AVENUE

Osprey, FL

View 811 SARABAY ROAD Osprey, FL MLS# A4697921
  • Recently Listed with Virtual Tour
1 of 36
$449,000
2

Beds

1.0

Baths

1,211

Sq.Ft.

811 SARABAY ROAD

Osprey, FL

View 173 NAVIGATION CIRCLE 107 Osprey, FL MLS# N6144704
  • Recently Listed with Virtual Tour
1 of 71
$328,000
3

Beds

2.0

Baths

1,528

Sq.Ft.

173 NAVIGATION CIRCLE 107

Osprey, FL

View 418 S TAMIAMI TRAIL E3 Osprey, FL MLS# A4697456
  • Recently Listed
1 of 24
$430,000
1,272

Sq.Ft.

418 S TAMIAMI TRAIL E3

Osprey, FL

View 557 CRANE PRAIRIE WAY Osprey, FL MLS# A4696823
  • Virtual Tour
1 of 52
$599,000
3

Beds

2.0

Baths

2,172

Sq.Ft.

557 CRANE PRAIRIE WAY

Osprey, FL

View 110 WOODLAND PLACE 110 Osprey, FL MLS# A4696738
$215,000
2

Beds

2.0

Baths

1,325

Sq.Ft.

110 WOODLAND PLACE 110

Osprey, FL

Courtesy of COLDWELL BANKER 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

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

PriceCount
$0 - 100K7
$100K - 200K6
$200K - 300K16
$300K - 400K6
$400K - 500K14
$500K - 600K17
$600K - 700K21
$700K - 800K14
$800K - 900K8
$900K - 1M6
$1M - Max51

Homes for Sale by Type in Osprey, FL

Property TypeCount
Single Family84
Townhouse6
Condo57
Commercial5
Rental34
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home2
Farms0

(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.