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Beds/Baths

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Property Type (6)

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Southold, NY Investment Properties for Sale

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

39 out of 44 properties for sale in Southold, NY

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Property photo
Active
OneKey

$2,450,000

4 bds | 6 ba | 4,671 sqft | built 1984
20210 Soundview Ave, Southold, NY 11971
$-6,189
Cash flow
-13.2%
Cash-on-Cash Return

3.0%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
OneKey

$799,999

3 bds | 3 ba | 1,651 sqft | built 1966
50 Summit Dr, Southold, NY 11971
$-2,294
Cash flow
-15.0%
Cash-on-Cash Return

2.6%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
OneKey

$1,895,000

4 bds | 3 ba | 3,110 sqft | built 2004
1260 Water Ter, Southold, NY 11971
$-8,146
Cash flow
-22.4%
Cash-on-Cash Return

0.9%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
OneKey

$2,750,000

4 bds | 3 ba | 2,800 sqft | built 2002
2335 Minnehaha Blvd, Southold, NY 11971
$-8,200
Cash flow
-15.6%
Cash-on-Cash Return

2.5%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
OneKey

$895,000

2 bds | 2 ba | 0 sqft | built 1701
50605 Route 25, Southold, NY 11971
$-2,130
Cash flow
-12.4%
Cash-on-Cash Return

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

$890,000

3 bds | 2 ba | 1,425 sqft | built 1961
2955 Hyatt Rd, Southold, NY 11971
$-1,708
Cash flow
-10.0%
Cash-on-Cash Return

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

$2,295,000

3 bds | 3 ba | 2,500 sqft | built 1968
2300 Glenn Rd, Southold, NY 11971
$-10,201
Cash flow
-23.2%
Cash-on-Cash Return

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

$679,999

3 bds | 1 ba | 1,100 sqft | built 1967
900 Cedar Dr, Southold, NY 11971
$-1,710
Cash flow
-13.1%
Cash-on-Cash Return

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

$1,400,000

3 bds | 2 ba | 2,000 sqft | built 1996
8095 Soundview Ave, Southold, NY 11971
$-5,767
Cash flow
-21.5%
Cash-on-Cash Return

1.1%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
OneKey

$2,495,000

4 bds | 4 ba | 3,500 sqft | built 1915
315 Maple Ln, Southold, NY 11971
$-9,168
Cash flow
-19.2%
Cash-on-Cash Return

1.7%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
OneKey

$979,000

3 bds | 3 ba | 2,100 sqft | built 1783
57020 Route 25, Southold, NY 11971
$-2,124
Cash flow
-11.3%
Cash-on-Cash Return

3.5%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
OneKey

$875,000

3 bds | 2 ba | 1,800 sqft | built 1965
265 Custer Ave, Southold, NY 11971
$-2,830
Cash flow
-16.9%
Cash-on-Cash Return

2.2%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
OneKey

$919,000

3 bds | 2 ba | 1,750 sqft | built 1969
2575 Oaklawn Ave, Southold, NY 11971
$-2,676
Cash flow
-15.2%
Cash-on-Cash Return

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

$1,050,000

3 bds | 2 ba | 1,550 sqft | built 1988
515 Corey Creek Ln, Southold, NY 11971
$-3,754
Cash flow
-18.7%
Cash-on-Cash Return

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

$699,900

2 bds | 1 ba | 900 sqft | built 1959
560 Clark Rd, Southold, NY 11971
$-1,728
Cash flow
-12.9%
Cash-on-Cash Return

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

$1,175,000

3 bds | 2 ba | 2,713 sqft | built 1930
610 Richmond Rd, Southold, NY 11971
$-3,724
Cash flow
-16.5%
Cash-on-Cash Return

2.3%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Pending
OneKey

$789,000

4 bds | 2 ba | 1,629 sqft | built 1963
950 Main Bayview Rd, Southold, NY 11971
$-2,335
Cash flow
-15.4%
Cash-on-Cash Return

2.5%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
OneKey

$789,000

3 bds | 2 ba | 1,650 sqft | built 1989
6980 N Bayview Rd, Southold, NY 11971
$-2,061
Cash flow
-13.6%
Cash-on-Cash Return

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

$937,500

5 bds | 3 ba | 2,300 sqft | built 1970
4100 Youngs Ave, Southold, NY 11971
$-3,444
Cash flow
-19.2%
Cash-on-Cash Return

1.7%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
OneKey

$799,000

3 bds | 1 ba | 1,200 sqft | built 1958
570 N Bayview Rd, Southold, NY 11971
$-2,100
Cash flow
-13.7%
Cash-on-Cash Return

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

$1,674,999

4 bds | 4 ba | 3,000 sqft | built 1986
3715 Hortons Ln, Southold, NY 11971
$-3,705
Cash flow
-11.5%
Cash-on-Cash Return

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

$1,999,000

4 bds | 3 ba | 3,800 sqft | built 2007
25 Lighthouse Rd, Southold, NY 11971
$-5,423
Cash flow
-14.2%
Cash-on-Cash Return

2.8%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
OneKey

$799,000

3 bds | 1 ba | 1,300 sqft | built 1960
860 N Bayview Rd, Southold, NY 11971
$-2,511
Cash flow
-16.4%
Cash-on-Cash Return

2.3%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
OneKey

$1,087,000

4 bds | 3 ba | 2,600 sqft | built 2016
380 Hickory Rd, Southold, NY 11971
$-2,441
Cash flow
-11.7%
Cash-on-Cash Return

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

$1,450,000

4 bds | 3 ba | 2,700 sqft | built 1997
1025 Long Creek Dr, Southold, NY 11971
$-4,004
Cash flow
-14.4%
Cash-on-Cash Return

2.8%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
OneKey

$850,000

3 bds | 2 ba | 2,306 sqft | built 1988
155 Shepard Dr, Southold, NY 11971
$-2,743
Cash flow
-16.8%
Cash-on-Cash Return

2.2%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
OneKey

$1,135,000

4 bds | 3 ba | 2,000 sqft | built 1838
9875 Main Bayview Rd, Southold, NY 11971
$-2,924
Cash flow
-13.4%
Cash-on-Cash Return

3.0%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
OneKey

$849,000

2 bds | 2 ba | 1,300 sqft | built 1870
150 Hobart Rd, Southold, NY 11971
$-1,861
Cash flow
-11.4%
Cash-on-Cash Return

3.4%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Pending
OneKey

$1,199,000

4 bds | 3 ba | 0 sqft | built 2001
70 Mockingbird Ln, Southold, NY 11971
$-2,356
Cash flow
-10.3%
Cash-on-Cash Return

3.7%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
OneKey

$1,099,000

5 bds | 2 ba | 1,500 sqft | built 1972
65 Lake Dr, Southold, NY 11971
$-2,816
Cash flow
-13.4%
Cash-on-Cash Return

3.0%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
OneKey

$710,000

bds | 3 ba | 1,860 sqft | built 1950
49725 Route 25, Southold, NY 11971
$-1,585
Cash flow
-11.6%
Cash-on-Cash Return

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

$2,399,000

6 bds | 6 ba | 3,630 sqft | built 1857
47100 Route 25, Southold, NY 11971
$-6,401
Cash flow
-13.9%
Cash-on-Cash Return

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

$1,499,000

3 bds | 2 ba | 2,000 sqft | built 1900
2055 Boisseau Ave, Southold, NY 11971
$-4,868
Cash flow
-16.9%
Cash-on-Cash Return

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

$799,000

3 bds | 3 ba | 1,572 sqft | built 1982
465 Tarpon Dr, Southold, NY 11971
$-1,744
Cash flow
-11.4%
Cash-on-Cash Return

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

$1,199,000

3 bds | 3 ba | 1,900 sqft | built 2001
1500 Hortons Ln, Southold, NY 11971
$-3,576
Cash flow
-15.6%
Cash-on-Cash Return

2.5%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
OneKey

$3,275,000

4 bds | 3 ba | 0 sqft | built 2000
10947 N Bayview Rd, Southold, NY 11971
$-12,753
Cash flow
-20.3%
Cash-on-Cash Return

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

$2,050,000

4 bds | 4 ba | 0 sqft | built 2018
700 Gin Ln, Southold, NY 11971
$-5,976
Cash flow
-15.2%
Cash-on-Cash Return

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

$1,100,000

6 bds | 3 ba | 3,200 sqft | built 1972
1755 Yennecott Dr, Southold, NY 11971
$-2,241
Cash flow
-10.6%
Cash-on-Cash Return

3.6%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
OneKey

$1,349,000

3 bds | 2 ba | 1,068 sqft | built 1920
633 Pine Neck Rd, Southold, NY 11971
$-5,008
Cash flow
-19.4%
Cash-on-Cash Return

1.6%
Cap rate
0.3%
Rent to Value Ratio