165 total properties
Did you mean the neighborhood Osprey?
View 761 PINE RUN DRIVE #761 Osprey, FL MLS# A4673659
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1 of 48
OPEN HOUSE: Saturday 12/6 12:00 PM - 3:00 PM
$279,000
2

Beds

2.0

Baths

1,379

Sq.Ft.

761 PINE RUN DRIVE #761

Osprey, FL

Courtesy of COLDWELL BANKER SARASOTA CENT.
View 479 S CREEK DRIVE Osprey, FL MLS# N6141722
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Save 479 S CREEK DRIVE Osprey, FL MLS# N6141722
1 of 73
$3,200,000
5

Beds

5.1

Baths

4,261

Sq.Ft.

479 S CREEK DRIVE

Osprey, FL

Courtesy of KELLER WILLIAMS ISLAND LIFE REAL ESTATE
View 1363 NEW FOREST LANE Osprey, FL MLS# A4648690
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1 of 24
$499,000
2

Beds

2.0

Baths

1,738

Sq.Ft.

1363 NEW FOREST LANE

Osprey, FL

Courtesy of RE/MAX PALM
The time to sell is now! THE TIME TO SELL IS NOW!
View 300 TROPIC DRIVE Osprey, FL MLS# N6141713
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Save 300 TROPIC DRIVE Osprey, FL MLS# N6141713
1 of 32
$159,900
2

Beds

2.0

Baths

1,031

Sq.Ft.

300 TROPIC DRIVE

Osprey, FL

Courtesy of WHITE SANDS REALTY GROUP FL
View 216 GLENWOOD AVENUE Osprey, FL MLS# A4673441
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Save 216 GLENWOOD AVENUE Osprey, FL MLS# A4673441
1 of 41
$250,000
2

Beds

1.0

Baths

732

Sq.Ft.

216 GLENWOOD AVENUE

Osprey, FL

Courtesy of COMPASS FLORIDA LLC
View 26 SIESTA CIRCLE W Osprey, FL MLS# A4673353
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Save 26 SIESTA CIRCLE W Osprey, FL MLS# A4673353
1 of 19
$129,500
2

Beds

1.0

Baths

600

Sq.Ft.

26 SIESTA CIRCLE W

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 76 OSPREY POINT DRIVE Osprey, FL MLS# A4672843
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Save 76 OSPREY POINT DRIVE Osprey, FL MLS# A4672843
1 of 100
$1,750,000
3

Beds

4.1

Baths

4,364

Sq.Ft.

76 OSPREY POINT DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 156 BISHOPSCOURT ROAD Osprey, FL MLS# A4673114
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Save 156 BISHOPSCOURT ROAD Osprey, FL MLS# A4673114
1 of 100
$1,299,000
3

Beds

3.1

Baths

3,112

Sq.Ft.

156 BISHOPSCOURT ROAD

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 119 VILLA DRIVE Osprey, FL MLS# N6141356
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1 of 54
$525,000
2

Beds

2.0

Baths

1,394

Sq.Ft.

119 VILLA DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 640 CRANE PRAIRIE WAY Osprey, FL MLS# A4672274
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Save 640 CRANE PRAIRIE WAY Osprey, FL MLS# A4672274
1 of 61
OPEN HOUSE: Sunday 12/7 12:00 PM - 3:00 PM
$765,000
3

Beds

2.1

Baths

2,534

Sq.Ft.

640 CRANE PRAIRIE WAY

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 238 LOOKOUT POINT DRIVE Osprey, FL MLS# A4671468
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1 of 66
$895,000
3

Beds

2.1

Baths

2,676

Sq.Ft.

238 LOOKOUT POINT DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
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 102 WINDWARD DRIVE Osprey, FL MLS# A4671793
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1 of 78
OPEN HOUSE: Sunday 12/7 1:00 PM - 3:00 PM
$800,000
3

Beds

2.1

Baths

2,134

Sq.Ft.

102 WINDWARD DRIVE

Osprey, FL

Courtesy of WILLIAM RAVEIS REAL ESTATE
View 362 PINE RUN DRIVE Osprey, FL MLS# A4672574
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1 of 69
$235,000
2

Beds

2.0

Baths

1,224

Sq.Ft.

362 PINE RUN DRIVE

Osprey, FL

Courtesy of COMPASS FLORIDA LLC
View 730 SARABAY ROAD Osprey, FL MLS# A4672618
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1 of 95
$5,495,000
4

Beds

5.1

Baths

6,308

Sq.Ft.

730 SARABAY ROAD

Osprey, FL

Courtesy of ROBERT SLACK LLC
View 75 OSPREY POINT DRIVE Osprey, FL MLS# A4672439
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Save 75 OSPREY POINT DRIVE Osprey, FL MLS# A4672439
1 of 92
$1,975,000
4

Beds

4.0

Baths

4,001

Sq.Ft.

75 OSPREY POINT DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 216 PALM AIR DRIVE Osprey, FL MLS# A4672438
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1 of 33
OPEN HOUSE: Friday 12/5 1:00 PM - 3:00 PM
$164,000
2

Beds

2.0

Baths

1,055

Sq.Ft.

216 PALM AIR DRIVE

Osprey, FL

Courtesy of KELLER WILLIAMS ON THE WATER S
View 385 N POINT ROAD #503 Osprey, FL MLS# A4672342
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Save 385 N POINT ROAD #503 Osprey, FL MLS# A4672342
1 of 97
$690,000
3

Beds

3.0

Baths

2,203

Sq.Ft.

385 N POINT ROAD #503

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 403 LONGBOW TRAIL Osprey, FL MLS# A4672081
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1 of 99
OPEN HOUSE: Sunday 12/7 12:30 PM - 2:00 PM
$1,197,000
4

Beds

3.0

Baths

2,770

Sq.Ft.

403 LONGBOW TRAIL

Osprey, FL

Courtesy of DALTON WADE INC
View 137 OSPREY POINT DRIVE Osprey, FL MLS# A4669444
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1 of 100
$1,425,000
4

Beds

3.0

Baths

3,303

Sq.Ft.

137 OSPREY POINT DRIVE

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

152

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 - 200K11
$200K - 300K8
$300K - 400K6
$400K - 500K9
$500K - 600K12
$600K - 700K17
$700K - 800K12
$800K - 900K6
$900K - 1M12
$1M - Max56

Homes for Sale by Type in Osprey, FL

Property TypeCount
Single Family87
Townhouse3
Condo39
Commercial4
Rental36
Lots and Land8
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home5
Farms0

(Data as of 11/11/2025)

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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 12/5/2025.