Dutchess County Investment Properties for Sale
Browse homes for sale and investment properties in Dutchess County. Refine your search by price, property type, or more.
Best cash flowing properties in Dutchess County

Active

$200,000
2
bds
|
2
ba
|
1,176
sqft
|
built
1890
52 N Center St, Millerton, NY 12546
$230
Cash flow
6.0%
Cash-on-Cash Return
7.4%
Cap rate
1.2%
Rent to Value Ratio

Active

$280,000
3
bds
|
2
ba
|
1,800
sqft
|
built
1900
7 Elm St, Pawling, NY 12564
$86
Cash flow
1.6%
Cash-on-Cash Return
6.4%
Cap rate
1.0%
Rent to Value Ratio
386 out of 507 properties for sale in Dutchess County
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Active

$649,000
3
bds
|
3
ba
|
3,013
sqft
|
built
2013
18 Pritchard Ct, Fishkill, NY 12524
$-2,283
Cash flow
-18.4%
Cash-on-Cash Return
1.8%
Cap rate
0.6%
Rent to Value Ratio

Active

$364,900
3
bds
|
1
ba
|
1,470
sqft
|
built
1940
45 Marple Rd, Poughkeepsie, NY 12603
$-913
Cash flow
-13.1%
Cash-on-Cash Return
3.1%
Cap rate
0.7%
Rent to Value Ratio

Active

$349,000
3
bds
|
1
ba
|
984
sqft
|
built
1960
37 Simmons St, Millerton, NY 12546
$-376
Cash flow
-5.6%
Cash-on-Cash Return
4.8%
Cap rate
0.7%
Rent to Value Ratio

Active

$439,000
3
bds
|
2
ba
|
2,277
sqft
|
built
1978
51 Depot Hill Rd, Amenia, NY 12501
$-412
Cash flow
-4.9%
Cash-on-Cash Return
4.9%
Cap rate
0.7%
Rent to Value Ratio

Active

$550,000
3
bds
|
2
ba
|
1,141
sqft
|
built
1985
2 Redmond Way, Stanfordville, NY 12581
$-1,112
Cash flow
-10.5%
Cash-on-Cash Return
3.6%
Cap rate
0.5%
Rent to Value Ratio

Active

$499,900
3
bds
|
2
ba
|
1,824
sqft
|
built
1940
2123 New Hackensack Rd, Poughkeepsie, NY 12603
$-1,539
Cash flow
-16.1%
Cash-on-Cash Return
2.4%
Cap rate
0.6%
Rent to Value Ratio

Active

$449,000
3
bds
|
2
ba
|
1,480
sqft
|
built
1890
23 Union St, Pawling, NY 12564
$-751
Cash flow
-8.7%
Cash-on-Cash Return
4.1%
Cap rate
0.7%
Rent to Value Ratio

Active

$629,000
3
bds
|
3
ba
|
2,120
sqft
|
built
1987
35 Rowe Rd, Red Hook, NY 12571
$-1,257
Cash flow
-10.4%
Cash-on-Cash Return
3.7%
Cap rate
0.6%
Rent to Value Ratio

Active

$399,925
3
bds
|
2
ba
|
1,152
sqft
|
built
1987
10 Aspinwall Rd, Red Hook, NY 12571
$-456
Cash flow
-5.9%
Cash-on-Cash Return
4.7%
Cap rate
0.8%
Rent to Value Ratio

Active

$550,000
5
bds
|
5
ba
|
3,225
sqft
|
built
1963
8 Rock Garden Way, Poughkeepsie, NY 12603
$-1,655
Cash flow
-15.7%
Cash-on-Cash Return
2.5%
Cap rate
0.6%
Rent to Value Ratio

Active

$655,000
4
bds
|
3
ba
|
2,080
sqft
|
built
1986
193 Judith Dr, Stormville, NY 12582
$-1,285
Cash flow
-10.2%
Cash-on-Cash Return
3.7%
Cap rate
0.6%
Rent to Value Ratio

Active

$335,800
3
bds
|
1
ba
|
1,384
sqft
|
built
1930
1680 Main St, Pleasant Valley, NY 12569
$-330
Cash flow
-5.1%
Cash-on-Cash Return
4.9%
Cap rate
0.8%
Rent to Value Ratio

Active

$630,000
4
bds
|
3
ba
|
2,800
sqft
|
built
1999
1462 Clove Valley Rd, Lagrangeville, NY 12540
$-1,628
Cash flow
-13.5%
Cash-on-Cash Return
3.0%
Cap rate
0.6%
Rent to Value Ratio

Active

$599,000
3
bds
|
2
ba
|
1,872
sqft
|
built
1972
44 Woods Rd, Tivoli, NY 12583
$-1,408
Cash flow
-12.3%
Cash-on-Cash Return
3.2%
Cap rate
0.6%
Rent to Value Ratio

Active

$745,000
3
bds
|
2
ba
|
2,348
sqft
|
built
1970
49 Old Farm Rd, Rhinebeck, NY 12572
$-1,703
Cash flow
-11.9%
Cash-on-Cash Return
3.3%
Cap rate
0.6%
Rent to Value Ratio

Active

$515,000
4
bds
|
3
ba
|
2,004
sqft
|
built
1988
49 Raker Rd, Poughkeepsie, NY 12603
$-1,265
Cash flow
-12.8%
Cash-on-Cash Return
3.1%
Cap rate
0.7%
Rent to Value Ratio

Active

$379,900
3
bds
|
2
ba
|
1,520
sqft
|
built
1964
10 Raymond Ave, Dover Plains, NY 12522
$-322
Cash flow
-4.4%
Cash-on-Cash Return
5.1%
Cap rate
0.7%
Rent to Value Ratio

Active

$599,000
5
bds
|
4
ba
|
3,634
sqft
|
built
1985
24 Wild Turkey Run, Wappingers Falls, NY 12590
$-800
Cash flow
-7.0%
Cash-on-Cash Return
4.5%
Cap rate
0.7%
Rent to Value Ratio

Active

$179,000
1
bds
|
1
ba
|
850
sqft
|
built
1950
4 Smith Ct, Hyde Park, NY 12538
$36
Cash flow
1.0%
Cash-on-Cash Return
6.3%
Cap rate
1.1%
Rent to Value Ratio

Active

$750,000
5
bds
|
3
ba
|
4,124
sqft
|
built
1985
49 Flower Rd, Hopewell Junction, NY 12533
$-1,969
Cash flow
-13.7%
Cash-on-Cash Return
2.9%
Cap rate
0.6%
Rent to Value Ratio

Active

$575,000
3
bds
|
3
ba
|
2,318
sqft
|
built
1997
7 Glen Ct, Pawling, NY 12564
$-1,051
Cash flow
-9.5%
Cash-on-Cash Return
3.9%
Cap rate
0.7%
Rent to Value Ratio

Active

$549,000
3
bds
|
2
ba
|
2,300
sqft
|
built
1983
844 Salt Point Tpke, Poughkeepsie, NY 12601
$-1,550
Cash flow
-14.7%
Cash-on-Cash Return
2.7%
Cap rate
0.6%
Rent to Value Ratio

Active

$975,000
4
bds
|
3
ba
|
2,646
sqft
|
built
1958
66 River Rd, Hyde Park, NY 12538
$-3,073
Cash flow
-16.4%
Cash-on-Cash Return
2.3%
Cap rate
0.5%
Rent to Value Ratio

Active

$399,999
3
bds
|
2
ba
|
2,884
sqft
|
built
1956
5 Norah Ln, Hyde Park, NY 12538
$-246
Cash flow
-3.2%
Cash-on-Cash Return
5.3%
Cap rate
0.9%
Rent to Value Ratio

Active

$499,000
4
bds
|
5
ba
|
3,354
sqft
|
built
1880
13 Garfield Pl, Poughkeepsie, NY 12601
$-722
Cash flow
-7.5%
Cash-on-Cash Return
4.3%
Cap rate
0.8%
Rent to Value Ratio

Active

$11,750,000
5
bds
|
6
ba
|
9,684
sqft
|
built
2004
147 Moadock Rd, Millerton, NY 12546
$-61,282
Cash flow
-27.2%
Cash-on-Cash Return
-0.2%
Cap rate
0.0%
Rent to Value Ratio

Active

$485,000
3
bds
|
1
ba
|
1,480
sqft
|
built
1949
12 Russell Rd, Wappingers Falls, NY 12590
$-810
Cash flow
-8.7%
Cash-on-Cash Return
4.1%
Cap rate
0.7%
Rent to Value Ratio

Active

$725,000
4
bds
|
3
ba
|
3,350
sqft
|
built
1988
12 Berghoff Dr, Fishkill, NY 12524
$-1,820
Cash flow
-13.1%
Cash-on-Cash Return
3.1%
Cap rate
0.6%
Rent to Value Ratio

Active

$599,999
4
bds
|
3
ba
|
1,992
sqft
|
built
1967
7641 N Broadway, Red Hook, NY 12571
$-1,349
Cash flow
-11.7%
Cash-on-Cash Return
3.4%
Cap rate
0.6%
Rent to Value Ratio

Active

$699,000
4
bds
|
3
ba
|
2,559
sqft
|
built
1920
7432 S Broadway, Red Hook, NY 12571
$-1,521
Cash flow
-11.4%
Cash-on-Cash Return
3.5%
Cap rate
0.6%
Rent to Value Ratio

Active

$774,999
3
bds
|
4
ba
|
4,400
sqft
|
built
1952
2117 Route 82, Lagrangeville, NY 12540
$-2,379
Cash flow
-16.0%
Cash-on-Cash Return
2.4%
Cap rate
0.4%
Rent to Value Ratio

Active

$575,000
2
bds
|
3
ba
|
1,820
sqft
|
built
1950
36 Byrds Hill Rd, Pawling, NY 12564
$-1,191
Cash flow
-10.8%
Cash-on-Cash Return
3.6%
Cap rate
0.6%
Rent to Value Ratio

Active

$1,599,999
4
bds
|
6
ba
|
5,310
sqft
|
built
2007
28 Viola Ct, Wappingers Falls, NY 12590
$-6,428
Cash flow
-21.0%
Cash-on-Cash Return
1.2%
Cap rate
0.3%
Rent to Value Ratio

Active

$375,000
7
bds
|
2
ba
|
0
sqft
|
built
1890
117 Talmadge St, Poughkeepsie, NY 12601
$-979
Cash flow
-13.6%
Cash-on-Cash Return
2.9%
Cap rate
0.6%
Rent to Value Ratio

Active

$299,000
2
bds
|
2
ba
|
1,000
sqft
|
built
1951
95 Van Vlack Rd, Hopewell Junction, NY 12533
$-328
Cash flow
-5.7%
Cash-on-Cash Return
4.8%
Cap rate
0.9%
Rent to Value Ratio

Active

$999,000
4
bds
|
4
ba
|
4,024
sqft
|
built
1985
12 Wolf Ln, Pleasant Valley, NY 12569
$-2,814
Cash flow
-14.7%
Cash-on-Cash Return
2.7%
Cap rate
0.5%
Rent to Value Ratio

Active

$789,000
4
bds
|
4
ba
|
3,000
sqft
|
built
2001
8 Hamlet Way, East Fishkill, NY 12533
$-2,101
Cash flow
-13.9%
Cash-on-Cash Return
2.9%
Cap rate
0.6%
Rent to Value Ratio

Active

$629,000
3
bds
|
2
ba
|
1,436
sqft
|
built
1930
22 Tompkins Ave, Beacon, NY 12508
$-1,334
Cash flow
-11.1%
Cash-on-Cash Return
3.5%
Cap rate
0.6%
Rent to Value Ratio