39 total properties
Did you mean the neighborhood Osprey?
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 173 NAVIGATION CIRCLE 107 Osprey, FL MLS# N6144704
  • Recently Listed with Virtual Tour
1 of 79
$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

The time to sell is now! THE TIME TO SELL IS NOW!
View 110 WOODLAND PLACE 110 Osprey, FL MLS# A4696738
  • Recently Listed with Virtual Tour
1 of 50
$225,000
2

Beds

2.0

Baths

1,325

Sq.Ft.

110 WOODLAND PLACE 110

Osprey, FL

View 116 WOODLAND PLACE 116 Osprey, FL MLS# A4696616
  • Recently Listed with Virtual Tour
1 of 45
$269,900
2

Beds

2.0

Baths

1,325

Sq.Ft.

116 WOODLAND PLACE 116

Osprey, FL

View 4296 EXPEDITION WAY 104 Osprey, FL MLS# A4694926
$299,990
2

Beds

2.0

Baths

1,135

Sq.Ft.

4296 EXPEDITION WAY 104

Osprey, FL

Courtesy of EXP REALTY LLC
View 89 NAVIGATION CIRCLE Osprey, FL MLS# A4694435
  • Virtual Tour
1 of 61
$345,000
2

Beds

2.0

Baths

1,449

Sq.Ft.

89 NAVIGATION CIRCLE

Osprey, FL

View 320 TROPIC DRIVE Osprey, FL MLS# A4692490
  • Adult Community with Virtual Tour
1 of 37
$195,000
2

Beds

2.0

Baths

1,199

Sq.Ft.

320 TROPIC DRIVE

Osprey, FL

Courtesy of RE/MAX PALM
View 754 PINE RUN DRIVE 754 Osprey, FL MLS# A4693150
  • Virtual Tour
1 of 45
OPEN HOUSE: Saturday 6/27 12:00 PM - 3:00 PM
$259,000
2

Beds

2.0

Baths

1,379

Sq.Ft.

754 PINE RUN DRIVE 754

Osprey, FL

View 51 MACEWEN DRIVE 12 Osprey, FL MLS# A4690540
  • Virtual Tour
1 of 71
$275,000
1

Beds

1.0

Baths

623

Sq.Ft.

51 MACEWEN DRIVE 12

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 212 WASHINGTON AVENUE Osprey, FL MLS# O6404307
  • Virtual Tour
1 of 34
$427,000
3

Beds

2.0

Baths

1,478

Sq.Ft.

212 WASHINGTON AVENUE

Osprey, FL

Courtesy of MARK SPAIN REAL ESTATE
View 184 EXPLORER DRIVE Osprey, FL MLS# A4692249
  • Virtual Tour
1 of 30
$294,900
2

Beds

2.0

Baths

1,244

Sq.Ft.

184 EXPLORER DRIVE

Osprey, FL

Courtesy of DALTON WADE INC
View GLENWOOD AVENUE Osprey, FL MLS# N6144086
$75,000
Studio

Beds

0.0

Baths

GLENWOOD AVENUE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View GLENWOOD AVENUE Osprey, FL MLS# N6144088
$75,000
Studio

Beds

0.0

Baths

GLENWOOD AVENUE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 51 MAC EWEN DRIVE 14 Osprey, FL MLS# A4690371
$285,000
1

Beds

1.0

Baths

595

Sq.Ft.

51 MAC EWEN DRIVE 14

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 51 MACEWEN DRIVE 5 Osprey, FL MLS# A4689838
  • Virtual Tour
1 of 44
$235,000
1

Beds

1.0

Baths

595

Sq.Ft.

51 MACEWEN DRIVE 5

Osprey, FL

Courtesy of 342 REAL ESTATE
View 4271 EXPEDITION WAY 103 Osprey, FL MLS# A4689541
$270,000
2

Beds

2.0

Baths

1,135

Sq.Ft.

4271 EXPEDITION WAY 103

Osprey, FL

View 4226 FRONTIER LANE 103 Osprey, FL MLS# A4687965
$299,000
2

Beds

2.0

Baths

1,135

Sq.Ft.

4226 FRONTIER LANE 103

Osprey, FL

View 4304 EXPEDITION WAY WAY 105 Osprey, FL MLS# N6143250
$328,000
3

Beds

2.0

Baths

1,528

Sq.Ft.

4304 EXPEDITION WAY WAY 105

Osprey, FL

View 107 SORRENTO DRIVE Osprey, FL MLS# N6143210
  • Virtual Tour
1 of 51
$425,000
2

Beds

2.0

Baths

1,284

Sq.Ft.

107 SORRENTO DRIVE

Osprey, FL

Courtesy of PREMIER SOTHEBYS INTL 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

158

Estimated median home price

$699,500
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 - 200K6
$200K - 300K14
$300K - 400K5
$400K - 500K11
$500K - 600K17
$600K - 700K23
$700K - 800K13
$800K - 900K7
$900K - 1M6
$1M - Max50

Homes for Sale by Type in Osprey, FL

Property TypeCount
Single Family81
Townhouse6
Condo54
Commercial5
Rental33
Lots and Land10
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home2
Farms0

(Data as of 6/22/2026)

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 6/22/2026.