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Beds/Baths

Bedrooms

Bathrooms

For Sale

Status

Property Type (6)

Property Type

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Square Feet

Lot Size

Year Built

Projected Rent

Cash on Cash Return

Monthly Cash Flow

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Osprey, FL Investment Properties for Sale

Browse homes for sale and investment properties in Osprey, FL. Refine your search by price, property type, or more.

48 out of 55 properties for sale in Osprey, FL

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Property photo
Active
StellarMLS

$559,000

2 bds | 2 ba | 1,229 sqft | built 1966
455 N Shore Dr, Osprey, FL 34229
$-1,115
Cash flow
-10.4%
Cash-on-Cash Return

3.8%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$995,000

3 bds | 2 ba | 2,606 sqft | built 2001
105 Turquoise Ln, Osprey, FL 34229
$-2,665
Cash flow
-14.0%
Cash-on-Cash Return

2.9%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$6,790,000

4 bds | 6 ba | 5,397 sqft | built 2003
144 N Casey Key Rd, Osprey, FL 34229
$-33,148
Cash flow
-25.5%
Cash-on-Cash Return

0.3%
Cap rate
0.1%
Rent to Value Ratio
Property photo
Active
StellarMLS

$995,000

3 bds | 2 ba | 2,188 sqft | built 1995
599 Pine Ranch East Rd, Osprey, FL 34229
$-2,719
Cash flow
-14.3%
Cash-on-Cash Return

2.9%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
StellarMLS

$620,000

3 bds | 2 ba | 2,298 sqft | built 2005
556 Crane Prairie Way, Osprey, FL 34229
$-1,403
Cash flow
-11.8%
Cash-on-Cash Return

3.4%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$574,700

2 bds | 2 ba | 1,875 sqft | built 2002
827 Placid Lake Dr, Osprey, FL 34229
$-1,021
Cash flow
-9.3%
Cash-on-Cash Return

4.0%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$900,000

3 bds | 3 ba | 2,778 sqft | built 2003
401 N Point Rd, Osprey, FL 34229
$-853
Cash flow
-4.9%
Cash-on-Cash Return

5.0%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
StellarMLS

$1,499,500

3 bds | 3 ba | 2,594 sqft | built 2000
385 N Point Rd, Osprey, FL 34229
$-4,968
Cash flow
-17.3%
Cash-on-Cash Return

2.2%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
StellarMLS

$2,550,000

3 bds | 4 ba | 4,519 sqft | built 1992
852 Macewen Dr, Osprey, FL 34229
$-9,298
Cash flow
-19.0%
Cash-on-Cash Return

1.8%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
StellarMLS

$649,995

3 bds | 3 ba | 2,298 sqft | built 1997
594 Pine Ranch East Rd, Osprey, FL 34229
$-1,350
Cash flow
-10.8%
Cash-on-Cash Return

3.7%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$725,000

3 bds | 3 ba | 2,484 sqft | built 2004
5100 Jessie Harbor Dr, Osprey, FL 34229
$-1,648
Cash flow
-11.9%
Cash-on-Cash Return

3.4%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$749,000

3 bds | 3 ba | 2,267 sqft | built 2001
471 Park Trace Blvd, Osprey, FL 34229
$-1,365
Cash flow
-9.5%
Cash-on-Cash Return

4.0%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$750,000

3 bds | 2 ba | 1,799 sqft | built 2006
14041 Bellagio Way, Osprey, FL 34229
$-1,709
Cash flow
-11.9%
Cash-on-Cash Return

3.4%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$689,000

4 bds | 2 ba | 2,145 sqft | built 2002
819 Shadow Bay Way, Osprey, FL 34229
$-1,543
Cash flow
-11.7%
Cash-on-Cash Return

3.5%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$560,000

4 bds | 2 ba | 1,981 sqft | built 1996
813 Oak Pond Dr, Osprey, FL 34229
$-887
Cash flow
-8.3%
Cash-on-Cash Return

4.2%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$1,279,000

3 bds | 3 ba | 2,830 sqft | built 1989
1527 Buoy Ln, Osprey, FL 34229
$-4,383
Cash flow
-17.9%
Cash-on-Cash Return

2.0%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
StellarMLS

$1,150,000

3 bds | 3 ba | 2,778 sqft | built 2003
401 N Point Rd, Osprey, FL 34229
$-2,685
Cash flow
-12.2%
Cash-on-Cash Return

3.3%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$1,450,000

5 bds | 4 ba | 3,481 sqft | built 1995
296 Pine Ranch Trl, Osprey, FL 34229
$-4,436
Cash flow
-16.0%
Cash-on-Cash Return

2.5%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
StellarMLS

$444,000

3 bds | 2 ba | 1,300 sqft | built 2021
352 Glenwood Ave, Osprey, FL 34229
$-843
Cash flow
-9.9%
Cash-on-Cash Return

3.9%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$669,000

4 bds | 2 ba | 2,135 sqft | built 2000
750 Anna Hope Ln, Osprey, FL 34229
$-1,710
Cash flow
-13.3%
Cash-on-Cash Return

3.1%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$959,000

3 bds | 3 ba | 2,676 sqft | built 1981
238 Lookout Point Dr, Osprey, FL 34229
$-2,519
Cash flow
-13.7%
Cash-on-Cash Return

3.0%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$625,000

2 bds | 2 ba | 1,932 sqft | built 1999
242 Hidden Bay Dr, Osprey, FL 34229
$-1,106
Cash flow
-9.2%
Cash-on-Cash Return

4.0%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$525,000

2 bds | 2 ba | 1,738 sqft | built 2002
1363 New Forest Ln, Osprey, FL 34229
$-993
Cash flow
-9.9%
Cash-on-Cash Return

3.9%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$815,000

3 bds | 2 ba | 2,443 sqft | built 2002
901 Reflection Way, Osprey, FL 34229
$-1,561
Cash flow
-10.0%
Cash-on-Cash Return

3.8%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$1,350,000

3 bds | 3 ba | 2,680 sqft | built 2006
3621 N Point Rd, Osprey, FL 34229
$-3,227
Cash flow
-12.5%
Cash-on-Cash Return

3.3%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$705,000

3 bds | 2 ba | 2,058 sqft | built 1977
110 Pine Ave, Osprey, FL 34229
$-1,688
Cash flow
-12.5%
Cash-on-Cash Return

3.3%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$2,500,000

5 bds | 7 ba | 6,001 sqft | built 1998
340 Osprey Point Dr, Osprey, FL 34229
$-8,616
Cash flow
-18.0%
Cash-on-Cash Return

2.0%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
StellarMLS

$735,000

4 bds | 3 ba | 2,589 sqft | built 2003
826 Oak Briar Ln, Osprey, FL 34229
$-1,159
Cash flow
-8.2%
Cash-on-Cash Return

4.3%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$4,750,000

3 bds | 3 ba | 2,582 sqft | built 1990
1049 N Casey Key Rd, Osprey, FL 34229
$-22,461
Cash flow
-24.7%
Cash-on-Cash Return

0.5%
Cap rate
0.1%
Rent to Value Ratio
Property photo
Active
StellarMLS

$11,750,000

5 bds | 8 ba | 8,050 sqft | built 1999
1216 N Casey Key Rd, Osprey, FL 34229
$-62,732
Cash flow
-27.9%
Cash-on-Cash Return

-0.3%
Cap rate
0.1%
Rent to Value Ratio
Property photo
Active
StellarMLS

$1,200,000

4 bds | 3 ba | 3,379 sqft | built 1992
201 Eaglenook Way, Osprey, FL 34229
$-2,955
Cash flow
-12.8%
Cash-on-Cash Return

3.2%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$1,395,000

3 bds | 3 ba | 2,545 sqft | built 2007
3603 N Point Rd, Osprey, FL 34229
$-4,933
Cash flow
-18.4%
Cash-on-Cash Return

1.9%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
StellarMLS

$950,000

3 bds | 3 ba | 2,199 sqft | built 2006
14021 Bellagio Way, Osprey, FL 34229
$-3,281
Cash flow
-18.0%
Cash-on-Cash Return

2.0%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$2,995,000

4 bds | 4 ba | 4,359 sqft | built 1989
662 Fernwalk Ln, Osprey, FL 34229
$-9,790
Cash flow
-17.1%
Cash-on-Cash Return

2.2%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
StellarMLS

$625,000

3 bds | 2 ba | 1,736 sqft | built 2006
14041 Bellagio Way, Osprey, FL 34229
$-1,503
Cash flow
-12.5%
Cash-on-Cash Return

3.3%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
StellarMLS

$1,045,000

2 bds | 2 ba | 2,071 sqft | built 1986
227 Saint James Park, Osprey, FL 34229
$-1,991
Cash flow
-9.9%
Cash-on-Cash Return

3.9%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
StellarMLS

$910,000

3 bds | 2 ba | 2,271 sqft | built 2001
293 Turquoise Ln, Osprey, FL 34229
$-1,791
Cash flow
-10.3%
Cash-on-Cash Return

3.8%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$530,000

3 bds | 2 ba | 2,559 sqft | built 1997
566 Oak Bay Dr, Osprey, FL 34229
$-463
Cash flow
-4.6%
Cash-on-Cash Return

5.1%
Cap rate
0.7%
Rent to Value Ratio