35 total properties
Did you mean the neighborhood Osprey?
View 758 PINE RUN DRIVE 758 Osprey, FL MLS# A4673924
  • Virtual Tour
1 of 14
$1,950
2

Beds

2.0

Baths

1,184

Sq.Ft.

758 PINE RUN DRIVE 758

Osprey, FL

Courtesy of GULF COAST REALTY & MANAGEMENT
View 1817 HIGHLAND ROAD Osprey, FL MLS# O6342686
  • Virtual Tour
1 of 9
$2,000
2

Beds

2.0

Baths

1,145

Sq.Ft.

1817 HIGHLAND ROAD

Osprey, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 4256 EXPEDITION WAY 107 Osprey, FL MLS# A4664995
  • Virtual Tour
1 of 45
$2,250
3

Beds

2.0

Baths

1,430

Sq.Ft.

4256 EXPEDITION WAY 107

Osprey, FL

Courtesy of BRIGHT REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 163 PENNSYLVANIA AVENUE Osprey, FL MLS# A4668434
  • Virtual Tour
1 of 43
$2,400
3

Beds

2.0

Baths

1,346

Sq.Ft.

163 PENNSYLVANIA AVENUE

Osprey, FL

Courtesy of COMPASS FLORIDA LLC
View 51 MAC EWEN DRIVE 1 Osprey, FL MLS# A4589608
  • Virtual Tour
1 of 10
$2,500
1

Beds

1.0

Baths

623

Sq.Ft.

51 MAC EWEN DRIVE 1

Osprey, FL

Courtesy of AUDREY RAIN RENTALS, INC
View 305 BAY VISTA AVENUE Osprey, FL MLS# A4665305
  • Virtual Tour
1 of 36
$2,500
2

Beds

2.0

Baths

1,069

Sq.Ft.

305 BAY VISTA AVENUE

Osprey, FL

Courtesy of STOCKTON REALTY ADVISORS LLC
View 554 PINE RANCH EAST ROAD Osprey, FL MLS# A4668291
  • Virtual Tour
1 of 25
$2,600
4

Beds

2.1

Baths

2,064

Sq.Ft.

554 PINE RANCH EAST ROAD

Osprey, FL

Courtesy of STOCKTON REALTY ADVISORS LLC
View 4417 Conchfish Ln Osprey, FL MLS# F10535426
  • Virtual Tour
1 of 37
$2,850
4

Beds

2.0

Baths

4417 Conchfish Ln

Osprey, FL

View 4429 Conchfish Ln Osprey, FL MLS# F10535428
  • Virtual Tour
1 of 39
$2,950
3

Beds

2.0

Baths

4429 Conchfish Ln

Osprey, FL

View 60 BISHOPS COURT ROAD 114 Osprey, FL MLS# A4648193
  • Virtual Tour
1 of 33
$2,995
2

Beds

3.1

Baths

1,890

Sq.Ft.

60 BISHOPS COURT ROAD 114

Osprey, FL

Courtesy of STRINGER MANAGEMENT INC
View 1363 NEW FOREST LANE Osprey, FL MLS# A4663790
  • Virtual Tour
1 of 15
$3,000
2

Beds

2.0

Baths

1,738

Sq.Ft.

1363 NEW FOREST LANE

Osprey, FL

Courtesy of RE/MAX PALM
View 5100 JESSIE HARBOR DRIVE 602 Osprey, FL MLS# N6139624
$3,500
2

Beds

2.0

Baths

2,143

Sq.Ft.

5100 JESSIE HARBOR DRIVE 602

Osprey, FL

Courtesy of COMPASS PROPERTY MANAGEMENT LLC
View 2068 PREYMORE STREET Osprey, FL MLS# A4673066
  • Virtual Tour
1 of 15
$3,500
3

Beds

2.0

Baths

1,648

Sq.Ft.

2068 PREYMORE STREET

Osprey, FL

Courtesy of PREFERRED SHORE LLC
View 603 PINE RANCH EAST ROAD Osprey, FL MLS# A4667570
  • Virtual Tour
1 of 37
$3,550
3

Beds

2.0

Baths

2,225

Sq.Ft.

603 PINE RANCH EAST ROAD

Osprey, FL

Courtesy of ALL SEASONS REALTY LLC
View Address not provided Osprey, FL MLS# A4659999
  • New Construction with Virtual Tour
1 of 39
$4,000
3

Beds

2.1

Baths

2,166

Sq.Ft.

Address not provided

Osprey, FL

Courtesy of BERKSHIRE HATHAWAY HOMESERVICE
View 4243 EXPEDITION WAY 4243 Osprey, FL MLS# N6141845
  • Virtual Tour
1 of 48
$4,000
2

Beds

2.0

Baths

1,335

Sq.Ft.

4243 EXPEDITION WAY 4243

Osprey, FL

Courtesy of BRIGHT REALTY
View 280 HIDDEN BAY DRIVE 202 Osprey, FL MLS# A4664183
  • New Construction with Virtual Tour
1 of 30
$4,200
3

Beds

2.0

Baths

1,937

Sq.Ft.

280 HIDDEN BAY DRIVE 202

Osprey, FL

Courtesy of KELLER WILLIAMS ISLAND LIFE REAL ESTATE
View 152 NAVIGATION CIRCLE 107 Osprey, FL MLS# A4517611
  • Virtual Tour
1 of 25
$4,500
3

Beds

2.0

Baths

1,528

Sq.Ft.

152 NAVIGATION CIRCLE 107

Osprey, FL

Courtesy of RENT SARASOTA
View 1308 THORNAPPLE DRIVE Osprey, FL MLS# A4671839
  • Virtual Tour
1 of 44
$4,500
3

Beds

2.0

Baths

2,188

Sq.Ft.

1308 THORNAPPLE DRIVE

Osprey, FL

Courtesy of RE/MAX ALLIANCE GROUP

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

$797,500
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

Price Count
$0 - 100K 2
$100K - 200K 11
$200K - 300K 8
$300K - 400K 9
$400K - 500K 8
$500K - 600K 10
$600K - 700K 23
$700K - 800K 14
$800K - 900K 10
$900K - 1M 12
$1M - Max 59

Homes for Sale by Type in Osprey, FL

Property Type Count
Single Family 97
Townhouse 3
Condo 47
Commercial 6
Rental 35
Lots and Land 7
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 6
Farms 0

(Data as of 1/6/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate on this web site comes in part from the Internet Data Exchange (IDX) program of The Fort Lauderdale Board of Realtors. Real estate listings held by firms other than Weichert Realtors, include the Listing Broker’s Firm Name.

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.

Data is updated as of 1/7/2026.

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 1/7/2026.