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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.

88 out of 109 properties for sale in Middletown, NY

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Property photo
Active
OneKey

$415,000

4 bds | 2 ba | 1,848 sqft | built 1975
21 Maple Dr, Middletown, NY 10940
$-635
Cash flow
-8.0%
Cash-on-Cash Return

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

$585,000

3 bds | 2 ba | 4,240 sqft | built 1986
83 Dosen Rd, Middletown, NY 10940
$-1,309
Cash flow
-11.7%
Cash-on-Cash Return

3.4%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
OneKey

$450,000

4 bds | 2 ba | 2,531 sqft | built 1949
484 Route 211 W, Middletown, NY 10940
$-499
Cash flow
-5.8%
Cash-on-Cash Return

4.7%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
OneKey

$465,000

4 bds | 3 ba | 2,100 sqft | built 2008
450 Mt Orange Rd, Middletown, NY 10940
$-747
Cash flow
-8.4%
Cash-on-Cash Return

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

$479,000

3 bds | 4 ba | 1,899 sqft | built 2008
38 Woodside Knolls Dr, Middletown, NY 10940
$-1,131
Cash flow
-12.3%
Cash-on-Cash Return

3.2%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
OneKey

$899,000

4 bds | 3 ba | 2,828 sqft | built 1863
482 Scotchtown Ave, Middletown, NY 10941
$-3,051
Cash flow
-17.7%
Cash-on-Cash Return

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

$479,000

3 bds | 3 ba | 1,540 sqft | built 1985
16 Beth Dr, Middletown, NY 10941
$-1,066
Cash flow
-11.6%
Cash-on-Cash Return

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

$410,000

3 bds | 2 ba | 0 sqft | built 1920
39 Harrison St, Middletown, NY 10940
$-863
Cash flow
-11.0%
Cash-on-Cash Return

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

$350,000

2 bds | 1 ba | 1,016 sqft | built 1960
3 Chappell Pkwy, Middletown, NY 10940
$-813
Cash flow
-12.1%
Cash-on-Cash Return

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

$510,000

4 bds | 3 ba | 2,160 sqft | built 1988
612 Shoddy Hollow Rd, Middletown, NY 10940
$-1,874
Cash flow
-19.2%
Cash-on-Cash Return

1.7%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
OneKey

$299,900

3 bds | 2 ba | 1,188 sqft | built 1978
4 Red Barn Ln, Middletown, NY 10940
$-288
Cash flow
-5.0%
Cash-on-Cash Return

4.9%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
OneKey

$449,999

6 bds | 2 ba | 1,878 sqft | built 1920
19 Wawayanda Ave, Middletown, NY 10940
$-245
Cash flow
-2.8%
Cash-on-Cash Return

5.4%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
OneKey

$390,000

3 bds | 1 ba | 1,144 sqft | built 1920
53 Richmond Pl, Middletown, NY 10940
$-698
Cash flow
-9.3%
Cash-on-Cash Return

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

$169,900

1 bds | 1 ba | 735 sqft | built 1989
340 Concord Ln, Middletown, NY 10940
$-399
Cash flow
-12.3%
Cash-on-Cash Return

3.2%
Cap rate
1.1%
Rent to Value Ratio
Property photo
Active
OneKey

$369,900

3 bds | 1 ba | 1,150 sqft | built 1957
12 Eisenhower Dr, Middletown, NY 10940
$-597
Cash flow
-8.4%
Cash-on-Cash Return

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

$629,900

4 bds | 3 ba | 1,825 sqft | built 1986
708 Kirbytown Rd, Middletown, NY 10940
$-1,534
Cash flow
-12.7%
Cash-on-Cash Return

3.1%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
OneKey

$159,900

1 bds | 1 ba | 735 sqft | built 1989
268 Concord Ln, Middletown, NY 10940
$-346
Cash flow
-11.3%
Cash-on-Cash Return

3.5%
Cap rate
1.1%
Rent to Value Ratio
Property photo
Active
OneKey

$975,000

6 bds | 2 ba | 0 sqft | built 1920
30 Royce Ave, Middletown, NY 10940
$-3,893
Cash flow
-20.8%
Cash-on-Cash Return

1.3%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
OneKey

$355,000

4 bds | 2 ba | 1,486 sqft | built 1920
184 Highland Ave, Middletown, NY 10940
$-181
Cash flow
-2.7%
Cash-on-Cash Return

5.5%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
OneKey

$235,000

2 bds | 1 ba | 974 sqft | built 1988
38 Brittany Dr, Middletown, NY 10940
$-559
Cash flow
-12.4%
Cash-on-Cash Return

3.2%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
OneKey

$565,000

3 bds | 2 ba | 2,321 sqft | built 1972
3 Parkview Dr, Middletown, NY 10940
$-1,354
Cash flow
-12.5%
Cash-on-Cash Return

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

$634,900

3 bds | 4 ba | 3,013 sqft | built 2005
1 Country Club Dr, Middletown, NY 10940
$-1,968
Cash flow
-16.2%
Cash-on-Cash Return

2.3%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
OneKey

$1,125,000

5 bds | 5 ba | 4,200 sqft | built 1821
255 Howells Rd, Middletown, NY 10940
$-2,851
Cash flow
-13.2%
Cash-on-Cash Return

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

$499,000

7 bds | 4 ba | 2,652 sqft | built 1900
8 Chestnut St, Middletown, NY 10940
$-976
Cash flow
-10.2%
Cash-on-Cash Return

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

$325,000

4 bds | 1 ba | 1,124 sqft | built 1950
317 Wawayanda Ave, Middletown, NY 10940
$-296
Cash flow
-4.8%
Cash-on-Cash Return

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

$620,000

4 bds | 4 ba | 2,188 sqft | built 2020
26 Kyleigh Way, Middletown, NY 10940
$-1,476
Cash flow
-12.4%
Cash-on-Cash Return

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

$339,900

3 bds | 1 ba | 1,278 sqft | built 1908
39 Lake Ave, Middletown, NY 10940
$-445
Cash flow
-6.8%
Cash-on-Cash Return

4.5%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
OneKey

$479,000

3 bds | 2 ba | 1,338 sqft | built 2002
11 Dogwood Dr, Middletown, NY 10940
$-1,412
Cash flow
-15.4%
Cash-on-Cash Return

2.5%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
OneKey

$699,900

8 bds | 5 ba | 5,533 sqft | built 1930
203 Highland Ave, Middletown, NY 10940
$-1,632
Cash flow
-12.2%
Cash-on-Cash Return

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

$325,000

2 bds | 1 ba | 825 sqft | built 1959
2411 Goshen Tpke, Middletown, NY 10941
$-504
Cash flow
-8.1%
Cash-on-Cash Return

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

$435,000

3 bds | 4 ba | 1,781 sqft | built 2017
1 Lindentree Ln, Middletown, NY 10940
$-874
Cash flow
-10.5%
Cash-on-Cash Return

3.7%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
OneKey

$899,000

4 bds | 3 ba | 3,437 sqft | built 2005
3 Kings Dr, Middletown, NY 10941
$-2,642
Cash flow
-15.3%
Cash-on-Cash Return

2.5%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
OneKey

$399,000

3 bds | 1 ba | 1,044 sqft | built 1951
14 Mercer St, Middletown, NY 10940
$-732
Cash flow
-9.6%
Cash-on-Cash Return

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

$430,000

3 bds | 2 ba | 1,794 sqft | built 1991
118 White Bridge Rd, Middletown, NY 10940
$-409
Cash flow
-5.0%
Cash-on-Cash Return

4.9%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
OneKey

$199,000

2 bds | 1 ba | 1,006 sqft | built 1990
49 Ruth Ct, Middletown, NY 10940
$-193
Cash flow
-5.1%
Cash-on-Cash Return

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

$324,500

3 bds | 2 ba | 1,248 sqft | built 1985
3 Allan Park Mews, Middletown, NY 10940
$-291
Cash flow
-4.7%
Cash-on-Cash Return

5.0%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
OneKey

$1,100,000

3 bds | 3 ba | 3,315 sqft | built 2022
535 County Route 22, Middletown, NY 10940
$-4,851
Cash flow
-23.0%
Cash-on-Cash Return

0.8%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
OneKey

$574,900

4 bds | 3 ba | 2,916 sqft | built 1988
8 Red Oak Ct, Middletown, NY 10941
$-1,017
Cash flow
-9.2%
Cash-on-Cash Return

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

$409,900

3 bds | 2 ba | 1,900 sqft | built 1986
11 Keats Rd, Middletown, NY 10941
$-455
Cash flow
-5.8%
Cash-on-Cash Return

4.7%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
OneKey

$599,999

4 bds | 5 ba | 2,888 sqft | built 2016
594 County Route 22, Middletown, NY 10940
$-1,094
Cash flow
-9.5%
Cash-on-Cash Return

3.9%
Cap rate
0.7%
Rent to Value Ratio