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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.

74 out of 95 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

$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

$319,000

3 bds | 2 ba | 1,430 sqft | built 2016
116 Navigation Cir, Osprey, FL 34229
$-453
Cash flow
-7.4%
Cash-on-Cash Return

4.4%
Cap rate
0.8%
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

$5,700,000

6 bds | 5 ba | 4,893 sqft | built 2022
622 Bayshore Dr, Osprey, FL 34229
$-27,041
Cash flow
-24.8%
Cash-on-Cash Return

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

$685,000

4 bds | 0 ba | 1,887 sqft | built 1997
6 Bay Acres Ave, Osprey, FL 34229
$-2,008
Cash flow
-15.3%
Cash-on-Cash Return

2.6%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
StellarMLS

$499,900

2 bds | 2 ba | 1,574 sqft | built 1981
780 Sarabay Rd, Osprey, FL 34229
$-2,493
Cash flow
-26.0%
Cash-on-Cash Return

0.2%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
StellarMLS

$1,250,000

4 bds | 4 ba | 3,479 sqft | built 1987
1484 Seafarer Dr, Osprey, FL 34229
$-2,910
Cash flow
-12.1%
Cash-on-Cash Return

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

$372,500

2 bds | 2 ba | 1,165 sqft | built 1999
1801 Highland Rd, Osprey, FL 34229
$-635
Cash flow
-8.9%
Cash-on-Cash Return

4.1%
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

$599,000

4 bds | 2 ba | 1,861 sqft | built 2018
4428 Conchfish Ln, Osprey, FL 34229
$-1,295
Cash flow
-11.3%
Cash-on-Cash Return

3.6%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$1,970,000

4 bds | 4 ba | 3,286 sqft | built 1989
140 Sugar Mill Dr, Osprey, FL 34229
$-6,178
Cash flow
-16.4%
Cash-on-Cash Return

2.4%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
StellarMLS

$2,299,900

5 bds | 4 ba | 3,236 sqft | built 1986
180 Lookout Point Dr, Osprey, FL 34229
$-9,126
Cash flow
-20.7%
Cash-on-Cash Return

1.4%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
StellarMLS

$684,500

4 bds | 2 ba | 2,434 sqft | built 2001
866 Oak Briar Ln, Osprey, FL 34229
$-1,593
Cash flow
-12.1%
Cash-on-Cash Return

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

$998,000

4 bds | 3 ba | 3,438 sqft | built 1998
766 Shadow Bay Way, Osprey, FL 34229
$-2,236
Cash flow
-11.7%
Cash-on-Cash Return

3.5%
Cap rate
0.5%
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

$3,750,000

4 bds | 5 ba | 4,781 sqft | built 1995
1042 N Casey Key Rd, Osprey, FL 34229
$-15,605
Cash flow
-21.7%
Cash-on-Cash Return

1.2%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
StellarMLS

$647,000

4 bds | 3 ba | 2,557 sqft | built 2002
104 Park Trace Blvd, Osprey, FL 34229
$-1,011
Cash flow
-8.2%
Cash-on-Cash Return

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

$820,000

3 bds | 3 ba | 2,168 sqft | built 2019
260 Hidden Bay Dr, Osprey, FL 34229
$-1,737
Cash flow
-11.1%
Cash-on-Cash Return

3.6%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$950,000

3 bds | 3 ba | 2,283 sqft | built 1977
172 Sea Anchor Dr, Osprey, FL 34229
$-2,359
Cash flow
-13.0%
Cash-on-Cash Return

3.2%
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

$970,000

4 bds | 3 ba | 3,011 sqft | built 2001
1085 Mallard Marsh Dr, Osprey, FL 34229
$-1,933
Cash flow
-10.4%
Cash-on-Cash Return

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

$495,000

3 bds | 2 ba | 1,885 sqft | built 1987
519 Bayview Ave, Osprey, FL 34229
$-588
Cash flow
-6.2%
Cash-on-Cash Return

4.7%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
StellarMLS

$1,990,000

3 bds | 3 ba | 3,681 sqft | built 1992
600 Eagle Watch Ln, Osprey, FL 34229
$-5,215
Cash flow
-13.7%
Cash-on-Cash Return

3.0%
Cap rate
0.5%
Rent to Value Ratio