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Beds/Baths

Bedrooms

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Property Type (6)

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Middletown, NY Investment Properties for Sale

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

87 out of 108 properties for sale in Middletown, NY

Limited Results Shown

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Property photo
Active
OneKey

$359,990

4 bds | 3 ba | 1,505 sqft | built 1987
8 Ebury Mews, Middletown, NY 10940
$-525
Cash flow
-7.6%
Cash-on-Cash Return

4.5%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
OneKey

$249,000

2 bds | 2 ba | 1,636 sqft | built 1850
1603 Goshen Tpke, Middletown, NY 10941
$205
Cash flow
4.3%
Cash-on-Cash Return

7.3%
Cap rate
1.1%
Rent to Value Ratio
Property photo
Active
OneKey

$565,000

4 bds | 2 ba | 2,095 sqft | built 1971
61 Reinhardt Rd, Middletown, NY 10940
$-1,356
Cash flow
-12.5%
Cash-on-Cash Return

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

$399,900

3 bds | 2 ba | 1,056 sqft | built 1960
12 Brewster Dr, Middletown, NY 10940
$-840
Cash flow
-11.0%
Cash-on-Cash Return

3.8%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
OneKey

$369,900

3 bds | 2 ba | 1,644 sqft | built 1975
21 Creeden Dr, Middletown, NY 10940
$-364
Cash flow
-5.1%
Cash-on-Cash Return

5.1%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
OneKey

$1,600,000

4 bds | 3 ba | 4,000 sqft | built 1986
565 Prosperous Valley Rd, Middletown, NY 10940
$-5,289
Cash flow
-17.2%
Cash-on-Cash Return

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

$357,900

3 bds | 1 ba | 1,047 sqft | built 1957
2027 Route 6, Middletown, NY 10940
$-496
Cash flow
-7.2%
Cash-on-Cash Return

4.6%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
OneKey

$249,999

2 bds | 2 ba | 990 sqft | built 1955
21 Lake Claire Dr, Middletown, NY 10940
$-31
Cash flow
-0.6%
Cash-on-Cash Return

6.1%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
OneKey

$625,000

4 bds | 4 ba | 2,760 sqft | built 2022
214 Phillips St, Middletown, NY 10940
$-1,161
Cash flow
-9.7%
Cash-on-Cash Return

4.1%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
OneKey

$379,999

3 bds | 2 ba | 1,788 sqft | built 1935
14 W Prospect Ave, Middletown, NY 10940
$-532
Cash flow
-7.3%
Cash-on-Cash Return

4.6%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
OneKey

$354,000

2 bds | 1 ba | 1,254 sqft | built 1920
203 Watkins Ave, Middletown, NY 10940
$-188
Cash flow
-2.8%
Cash-on-Cash Return

5.6%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
OneKey

$379,900

3 bds | 1 ba | 1,440 sqft | built 1920
22 Maryland Ave, Middletown, NY 10940
$-671
Cash flow
-9.2%
Cash-on-Cash Return

4.2%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
OneKey

$355,000

3 bds | 3 ba | 1,608 sqft | built 2000
5 Fitzherbert Mews, Middletown, NY 10940
$-314
Cash flow
-4.6%
Cash-on-Cash Return

5.2%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
OneKey

$295,000

2 bds | 2 ba | 1,342 sqft | built 1977
87 Sycamore Dr, Middletown, NY 10940
$-547
Cash flow
-9.7%
Cash-on-Cash Return

4.1%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
OneKey

$319,900

2 bds | 2 ba | 920 sqft | built 1923
109 Lake Ave, Middletown, NY 10940
$-569
Cash flow
-9.3%
Cash-on-Cash Return

4.1%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
OneKey

$566,800

4 bds | 3 ba | 2,059 sqft | built 1970
11 Kennedy Ter, Middletown, NY 10940
$-1,435
Cash flow
-13.2%
Cash-on-Cash Return

3.2%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
OneKey

$469,999

3 bds | 2 ba | 1,268 sqft | built 1964
338 Route 211 W, Middletown, NY 10940
$-1,212
Cash flow
-13.5%
Cash-on-Cash Return

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

$205,000

2 bds | 2 ba | 924 sqft | built 1989
224 Concord Ln, Middletown, NY 10940
$-530
Cash flow
-13.5%
Cash-on-Cash Return

3.2%
Cap rate
1.0%
Rent to Value Ratio
Property photo
Active
OneKey

$1,149,000

4 bds | 4 ba | 4,295 sqft | built 1925
941 Mt Hope Rd, Middletown, NY 10940
$-4,685
Cash flow
-21.3%
Cash-on-Cash Return

1.4%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
OneKey

$338,000

5 bds | 2 ba | 0 sqft | built 1910
156 Greenville Tpke, Middletown, NY 10940
$-622
Cash flow
-9.6%
Cash-on-Cash Return

4.1%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
OneKey

$325,000

4 bds | 1 ba | 1,545 sqft | built 1920
503 Bloomingburg Rd, Middletown, NY 10940
$-135
Cash flow
-2.2%
Cash-on-Cash Return

5.8%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
OneKey

$499,000

4 bds | 2 ba | 2,722 sqft | built 1800
391 Scotchtown Collabar Rd, Middletown, NY 10941
$-755
Cash flow
-7.9%
Cash-on-Cash Return

4.5%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
OneKey

$579,900

3 bds | 3 ba | 2,205 sqft | built 2025
30 Daly Rd, Middletown, NY 10940
$-1,386
Cash flow
-12.5%
Cash-on-Cash Return

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

$379,000

3 bds | 1 ba | 1,436 sqft | built 1965
36 Karen Dr, Middletown, NY 10940
$-382
Cash flow
-5.3%
Cash-on-Cash Return

5.1%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
OneKey

$615,000

4 bds | 3 ba | 2,316 sqft | built 2004
360 New Vernon Rd, Middletown, NY 10940
$-1,536
Cash flow
-13.0%
Cash-on-Cash Return

3.3%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
OneKey

$330,000

2 bds | 1 ba | 830 sqft | built 1930
648 Lybolt Rd, Middletown, NY 10941
$-754
Cash flow
-11.9%
Cash-on-Cash Return

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

$335,000

3 bds | 1 ba | 1,066 sqft | built 1956
23 Willow Pl, Middletown, NY 10940
$-500
Cash flow
-7.8%
Cash-on-Cash Return

4.5%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Pending
OneKey

$349,900

3 bds | 2 ba | 1,460 sqft | built 1952
50 Bedford Ave, Middletown, NY 10940
$-481
Cash flow
-7.2%
Cash-on-Cash Return

4.6%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
OneKey

$565,000

1 bds | 1 ba | 1,088 sqft | built 1928
727 Route 17 M, Middletown, NY 10940
$-1,630
Cash flow
-15.1%
Cash-on-Cash Return

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

$529,000

4 bds | 3 ba | 0 sqft | built 1900
15 Roberts St, Middletown, NY 10940
$-1,555
Cash flow
-15.3%
Cash-on-Cash Return

2.8%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Pending
OneKey

$420,000

3 bds | 2 ba | 1,196 sqft | built 1970
561 Tally Ho Rd, Middletown, NY 10940
$-796
Cash flow
-9.9%
Cash-on-Cash Return

4.0%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
OneKey

$250,000

3 bds | 1 ba | 1,120 sqft | built 1900
13 Smith St, Middletown, NY 10940
$129
Cash flow
2.7%
Cash-on-Cash Return

6.9%
Cap rate
1.0%
Rent to Value Ratio
Property photo
Active
OneKey

$425,000

6 bds | 2 ba | 2,748 sqft | built 1910
225 Highland Ave, Middletown, NY 10940
$-1,147
Cash flow
-14.1%
Cash-on-Cash Return

3.0%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
OneKey

$399,900

2 bds | 2 ba | 1,296 sqft | built 2005
25 Fairways Dr, Middletown, NY 10940
$-1,108
Cash flow
-14.5%
Cash-on-Cash Return

3.0%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
OneKey

$319,000

2 bds | 1 ba | 1,225 sqft | built 1920
553 Route 17 M, Middletown, NY 10940
$-45
Cash flow
-0.7%
Cash-on-Cash Return

6.1%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
OneKey

$395,000

3 bds | 2 ba | 1,406 sqft | built 1926
21 Wilkin Ave, Middletown, NY 10940
$-317
Cash flow
-4.2%
Cash-on-Cash Return

5.3%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
OneKey

$234,900

2 bds | 2 ba | 880 sqft | built 2008
143 Ruth Ct, Middletown, NY 10940
$-282
Cash flow
-6.3%
Cash-on-Cash Return

4.8%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
OneKey

$325,000

3 bds | 1 ba | 1,196 sqft | built 1900
24 Crescent Pl, Middletown, NY 10940
$-398
Cash flow
-6.4%
Cash-on-Cash Return

4.8%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
OneKey

$250,000

2 bds | 3 ba | 1,348 sqft | built 2003
11 Jordan Ln, Middletown, NY 10940
$-279
Cash flow
-5.8%
Cash-on-Cash Return

4.9%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
OneKey

$410,000

4 bds | 2 ba | 0 sqft | built 1888
31 Beattie Ave, Middletown, NY 10940
$-982
Cash flow
-12.5%
Cash-on-Cash Return

3.4%
Cap rate
0.6%
Rent to Value Ratio