186 total properties
Did you mean the neighborhood Osprey?
View 562 OAK BAY DRIVE Osprey, FL MLS# A4690387
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1 of 79
$560,000
3

Beds

2.1

Baths

2,414

Sq.Ft.

562 OAK BAY DRIVE

Osprey, FL

Courtesy of BERKSHIRE HATHAWAY HOMESERVICE
View 14021 BELLAGIO WAY 404 Osprey, FL MLS# N6144070
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1 of 77
$1,289,000
3

Beds

3.0

Baths

2,187

Sq.Ft.

14021 BELLAGIO WAY 404

Osprey, FL

Courtesy of PREMIER SOTHEBYS INTL REALTY
View GLENWOOD AVENUE Osprey, FL MLS# N6144086
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1 of 2
$110,000
Studio

Beds

0.0

Baths

GLENWOOD AVENUE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View GLENWOOD AVENUE Osprey, FL MLS# N6144088
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1 of 2
$110,000
Studio

Beds

0.0

Baths

GLENWOOD AVENUE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 620 SARABAY ROAD Osprey, FL MLS# A4691273
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1 of 49
$349,900
2

Beds

1.1

Baths

948

Sq.Ft.

620 SARABAY ROAD

Osprey, FL

Courtesy of STRINGER MANAGEMENT INC
View 113 BURNEY ROAD Osprey, FL MLS# A4690672
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Save 113 BURNEY ROAD Osprey, FL MLS# A4690672
1 of 44
$999,500
3

Beds

2.1

Baths

2,502

Sq.Ft.

113 BURNEY ROAD

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 5100 JESSIE HARBOR DRIVE 304 Osprey, FL MLS# A4690942
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Save 5100 JESSIE HARBOR DRIVE 304 Osprey, FL MLS# A4690942
1 of 71
$735,000
2

Beds

2.0

Baths

2,143

Sq.Ft.

5100 JESSIE HARBOR DRIVE 304

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 1361 NEW FOREST LANE Osprey, FL MLS# A4691036
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1 of 39
OPEN HOUSE: Saturday 5/2 11:00 AM - 1:00 PM
$550,000
3

Beds

2.0

Baths

2,074

Sq.Ft.

1361 NEW FOREST LANE

Osprey, FL

Courtesy of NEXTHOME EXCELLENCE
View 409 NORTH POINT ROAD 401 Osprey, FL MLS# A4690812
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1 of 90
$625,000
3

Beds

3.0

Baths

2,594

Sq.Ft.

409 NORTH POINT ROAD 401

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 51 MAC EWEN DRIVE 14 Osprey, FL MLS# A4690371
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1 of 19
$285,000
1

Beds

1.0

Baths

595

Sq.Ft.

51 MAC EWEN DRIVE 14

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 61 BAYHEAD LANE Osprey, FL MLS# A4685559
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Save 61 BAYHEAD LANE Osprey, FL MLS# A4685559
1 of 100
$1,185,000
3

Beds

3.0

Baths

3,180

Sq.Ft.

61 BAYHEAD LANE

Osprey, FL

Courtesy of RE/MAX ALLIANCE GROUP
View 238 PALM AIR DRIVE Osprey, FL MLS# A4689837
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Save 238 PALM AIR DRIVE Osprey, FL MLS# A4689837
1 of 49
$172,900
2

Beds

2.0

Baths

1,152

Sq.Ft.

238 PALM AIR DRIVE

Osprey, FL

Courtesy of RE/MAX PALM
View 759 FORDINGBRIDGE WAY Osprey, FL MLS# O6399774
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1 of 50
$727,000
4

Beds

3.1

Baths

2,950

Sq.Ft.

759 FORDINGBRIDGE WAY

Osprey, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 51 MACEWEN DRIVE 5 Osprey, FL MLS# A4689838
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1 of 44
$300,000
1

Beds

1.0

Baths

595

Sq.Ft.

51 MACEWEN DRIVE 5

Osprey, FL

Courtesy of 342 REAL ESTATE
View 402 MACEWEN DRIVE Osprey, FL MLS# A4690018
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1 of 78
$1,750,000
3

Beds

3.1

Baths

3,565

Sq.Ft.

402 MACEWEN DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 4271 EXPEDITION WAY 103 Osprey, FL MLS# A4689541
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Save 4271 EXPEDITION WAY 103 Osprey, FL MLS# A4689541
1 of 35
$290,000
2

Beds

2.0

Baths

1,135

Sq.Ft.

4271 EXPEDITION WAY 103

Osprey, FL

Courtesy of KW COASTAL LIVING III
View 4226 FRONTIER LANE 103 Osprey, FL MLS# A4687965
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1 of 36
$319,000
2

Beds

2.0

Baths

1,135

Sq.Ft.

4226 FRONTIER LANE 103

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 1527 BUOY LANE Osprey, FL MLS# A4688266
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Save 1527 BUOY LANE Osprey, FL MLS# A4688266
1 of 52
$1,199,000
3

Beds

2.1

Baths

2,830

Sq.Ft.

1527 BUOY LANE

Osprey, FL

Courtesy of BRIGHT REALTY
View 1202 JESSIE HARBOR DRIVE 1204 Osprey, FL MLS# C7524397
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1 of 49
$599,000
3

Beds

2.1

Baths

2,006

Sq.Ft.

1202 JESSIE HARBOR DRIVE 1204

Osprey, FL

Courtesy of DOWNING FRYE REALTY, INC.
View 313 LOOKOUT POINT DRIVE Osprey, FL MLS# A4688995
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Save 313 LOOKOUT POINT DRIVE Osprey, FL MLS# A4688995
1 of 100
$5,999,999
4

Beds

4.1

Baths

5,337

Sq.Ft.

313 LOOKOUT POINT DRIVE

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY

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

186

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 - 100K8
$100K - 200K12
$200K - 300K10
$300K - 400K10
$400K - 500K11
$500K - 600K16
$600K - 700K28
$700K - 800K13
$800K - 900K12
$900K - 1M6
$1M - Max60

Homes for Sale by Type in Osprey, FL

Property TypeCount
Single Family99
Townhouse4
Condo63
Commercial4
Rental32
Lots and Land10
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home6
Farms0

(Data as of 4/27/2026)

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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 4/28/2026.