143 total properties
Did you mean the neighborhood Osprey?
View 403 LONGBOW TRAIL Osprey, FL MLS# A4672081
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Save 403 LONGBOW TRAIL Osprey, FL MLS# A4672081
1 of 99
$1,197,000
4

Beds

3.0

Baths

2,770

Sq.Ft.

403 LONGBOW TRAIL

Osprey, FL

Courtesy of DALTON WADE INC
View 219 KEEL WAY Osprey, FL MLS# A4666970
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1 of 49
$1,175,000
3

Beds

2.1

Baths

2,735

Sq.Ft.

219 KEEL WAY

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 1235 YACHT HARBOR DRIVE Osprey, FL MLS# A4673945
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1 of 83
$1,175,000
3

Beds

3.0

Baths

2,698

Sq.Ft.

1235 YACHT HARBOR DRIVE

Osprey, FL

Courtesy of PAT WILLIAMS REALTY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1218 YACHT HARBOR DRIVE Osprey, FL MLS# A4663579
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1 of 98
$1,150,000
3

Beds

3.0

Baths

3,297

Sq.Ft.

1218 YACHT HARBOR DRIVE

Osprey, FL

Courtesy of KELLER WILLIAMS ON THE WATER S
View 14041 BELLAGIO WAY 218 Osprey, FL MLS# A4672639
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1 of 28
$1,150,000
3

Beds

2.0

Baths

2,374

Sq.Ft.

14041 BELLAGIO WAY 218

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 401 N POINT ROAD 504 Osprey, FL MLS# A4653470
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1 of 96
$1,100,000
3

Beds

3.0

Baths

2,778

Sq.Ft.

401 N POINT ROAD 504

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 820 PLACID LAKE DRIVE Osprey, FL MLS# A4640947
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1 of 78
$1,095,000
5

Beds

4.0

Baths

3,938

Sq.Ft.

820 PLACID LAKE DRIVE

Osprey, FL

Courtesy of LOYD ROBBINS & CO. LLC
View 3936 WAYPOINT AVENUE Osprey, FL MLS# A4670043
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Save 3936 WAYPOINT AVENUE Osprey, FL MLS# A4670043
1 of 76
$1,089,000
3

Beds

3.0

Baths

2,323

Sq.Ft.

3936 WAYPOINT AVENUE

Osprey, FL

Courtesy of CORCORAN DWELLINGS REALTY
View 3983 DESTINATION DRIVE 102 Osprey, FL MLS# TB8455523
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1 of 22
$1,050,000
2,030

Sq.Ft.

3983 DESTINATION DRIVE 102

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 3976 DESTINATION DRIVE A411 Osprey, FL MLS# A4643099
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1 of 30
$1,045,000
2,314

Sq.Ft.

3976 DESTINATION DRIVE A411

Osprey, FL

Courtesy of PREMIER PROPERTIES OF SRQ LLC
View 701 EAGLENOOK WAY Osprey, FL MLS# A4663832
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Save 701 EAGLENOOK WAY Osprey, FL MLS# A4663832
1 of 65
$1,025,000
4

Beds

4.1

Baths

3,533

Sq.Ft.

701 EAGLENOOK WAY

Osprey, FL

Courtesy of COLDWELL BANKER SARASOTA CENT.
View 1602 SOUTHBAY DRIVE Osprey, FL MLS# A4665288
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1 of 56
$999,995
4

Beds

3.1

Baths

2,980

Sq.Ft.

1602 SOUTHBAY DRIVE

Osprey, FL

Courtesy of COMPASS FLORIDA LLC
View 919 TRANQUILITY CIRCLE Osprey, FL MLS# A4674201
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1 of 67
$999,000
4

Beds

3.1

Baths

2,854

Sq.Ft.

919 TRANQUILITY CIRCLE

Osprey, FL

Courtesy of TIDELINE REAL ESTATE BROKERS
View 1486 LANDVIEW LANE Osprey, FL MLS# D6144630
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1 of 78
$995,000
3

Beds

2.0

Baths

1,869

Sq.Ft.

1486 LANDVIEW LANE

Osprey, FL

Courtesy of EXP REALTY LLC
View 6100 JESSIE HARBOR DRIVE 202 Osprey, FL MLS# A4670353
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Save 6100 JESSIE HARBOR DRIVE 202 Osprey, FL MLS# A4670353
1 of 87
$970,000
3

Beds

3.1

Baths

3,771

Sq.Ft.

6100 JESSIE HARBOR DRIVE 202

Osprey, FL

Courtesy of GULF SANDS REALTY, LLC
View 616 CRANE PRAIRIE WAY Osprey, FL MLS# N6142165
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Save 616 CRANE PRAIRIE WAY Osprey, FL MLS# N6142165
1 of 56
$960,000
3

Beds

4.0

Baths

3,561

Sq.Ft.

616 CRANE PRAIRIE WAY

Osprey, FL

Courtesy of KELLER WILLIAMS ISLAND LIFE REAL ESTATE
View 599 PINE RANCH EAST ROAD Osprey, FL MLS# A4660895
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Save 599 PINE RANCH EAST ROAD Osprey, FL MLS# A4660895
1 of 43
$949,000
3

Beds

2.0

Baths

2,188

Sq.Ft.

599 PINE RANCH EAST ROAD

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 678 FAITH AVENUE Osprey, FL MLS# A4674865
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1 of 51
$949,000
3

Beds

3.0

Baths

2,583

Sq.Ft.

678 FAITH AVENUE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 392 PARK TRACE BOULEVARD Osprey, FL MLS# A4668610
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1 of 38
$939,000
4

Beds

3.0

Baths

2,802

Sq.Ft.

392 PARK TRACE BOULEVARD

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 172 SEA ANCHOR DRIVE Osprey, FL MLS# A4671745
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1 of 48
OPEN HOUSE: Sunday 1/25 1:00 PM - 3:00 PM
$936,000
3

Beds

3.0

Baths

2,283

Sq.Ft.

172 SEA ANCHOR DRIVE

Osprey, FL

Courtesy of GOLF & BAY PROPERTIES LLC

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

169

Estimated median home price

$795,000
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 - 100K3
$100K - 200K10
$200K - 300K9
$300K - 400K9
$400K - 500K8
$500K - 600K15
$600K - 700K19
$700K - 800K15
$800K - 900K12
$900K - 1M11
$1M - Max58

Homes for Sale by Type in Osprey, FL

Property TypeCount
Single Family101
Townhouse2
Condo48
Commercial6
Rental34
Lots and Land7
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home5
Farms0

(Data as of 1/16/2026)

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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 1/19/2026.