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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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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.

36 out of 99 properties for sale in Middletown, NY

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Property photo
Active
OneKey

$950,000

3 bds | 3 ba | 2,000 sqft | built 2000
190 Crans Rd, Middletown, NY 10941
$-3,570
Cash flow
-19.6%
Cash-on-Cash Return

1.6%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
OneKey

$330,000

2 bds | 1 ba | 1,016 sqft | built 1960
3 Chappell Pkwy, Middletown, NY 10940
$-712
Cash flow
-11.3%
Cash-on-Cash Return

3.5%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
OneKey

$319,000

3 bds | 3 ba | 1,452 sqft | built 1974
15 Silo Ln, Middletown, NY 10940
$-428
Cash flow
-7.0%
Cash-on-Cash Return

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

$405,000

3 bds | 1 ba | 1,344 sqft | built 1947
71 Commonwealth Ave, Middletown, NY 10940
$-548
Cash flow
-7.1%
Cash-on-Cash Return

4.4%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
OneKey

$315,000

3 bds | 2 ba | 1,220 sqft | built 1974
38 Sheffield Dr, Middletown, NY 10940
$-64
Cash flow
-1.1%
Cash-on-Cash Return

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

$169,000

1 bds | 1 ba | 735 sqft | built 1989
324 Concord Ln, Middletown, NY 10940
$-462
Cash flow
-14.3%
Cash-on-Cash Return

2.8%
Cap rate
1.0%
Rent to Value Ratio
Property photo
Active
OneKey

$380,000

5 bds | 2 ba | 0 sqft | built 1910
44 Houston Ave, Middletown, NY 10940
$-757
Cash flow
-10.4%
Cash-on-Cash Return

3.7%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
OneKey

$549,000

3 bds | 3 ba | 2,929 sqft | built 1971
1 Parkview Dr, Middletown, NY 10940
$-919
Cash flow
-8.7%
Cash-on-Cash Return

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

$525,000

5 bds | 4 ba | 3,140 sqft | built 1965
7 Highland View Pl, Middletown, NY 10940
$-808
Cash flow
-8.0%
Cash-on-Cash Return

4.2%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
OneKey

$269,900

2 bds | 3 ba | 880 sqft | built 2008
147 Ruth Ct, Middletown, NY 10940
$-449
Cash flow
-8.7%
Cash-on-Cash Return

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

$829,000

4 bds | 3 ba | 2,828 sqft | built 1863
482 Scotchtown Ave, Middletown, NY 10941
$-2,697
Cash flow
-17.0%
Cash-on-Cash Return

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

$499,999

4 bds | 3 ba | 2,160 sqft | built 1988
612 Shoddy Hollow Rd, Middletown, NY 10940
$-1,823
Cash flow
-19.0%
Cash-on-Cash Return

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

$284,900

3 bds | 2 ba | 1,188 sqft | built 1978
4 Red Barn Ln, Middletown, NY 10940
$-213
Cash flow
-3.9%
Cash-on-Cash Return

5.2%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
OneKey

$429,999

6 bds | 2 ba | 1,878 sqft | built 1920
19 Wawayanda Ave, Middletown, NY 10940
$-144
Cash flow
-1.7%
Cash-on-Cash Return

5.7%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
OneKey

$599,000

4 bds | 3 ba | 1,825 sqft | built 1986
708 Kirbytown Rd, Middletown, NY 10940
$-1,378
Cash flow
-12.0%
Cash-on-Cash Return

3.3%
Cap rate
0.6%
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

$624,900

3 bds | 4 ba | 3,013 sqft | built 2005
1 Country Club Dr, Middletown, NY 10940
$-1,918
Cash flow
-16.0%
Cash-on-Cash Return

2.4%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
OneKey

$999,900

5 bds | 5 ba | 4,200 sqft | built 1821
255 Howells Rd, Middletown, NY 10940
$-2,218
Cash flow
-11.6%
Cash-on-Cash Return

3.4%
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

$599,999

4 bds | 4 ba | 2,188 sqft | built 2020
26 Kyleigh Way, Middletown, NY 10940
$-1,375
Cash flow
-12.0%
Cash-on-Cash Return

3.3%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
OneKey

$879,000

4 bds | 3 ba | 3,437 sqft | built 2005
3 Kings Dr, Middletown, NY 10941
$-2,541
Cash flow
-15.1%
Cash-on-Cash Return

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

$207,000

2 bds | 1 ba | 1,006 sqft | built 1990
49 Ruth Ct, Middletown, NY 10940
$-234
Cash flow
-5.9%
Cash-on-Cash Return

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

$950,000

3 bds | 3 ba | 3,315 sqft | built 2022
535 County Route 22, Middletown, NY 10940
$-4,093
Cash flow
-22.5%
Cash-on-Cash Return

0.9%
Cap rate
0.3%
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
$250
Cash flow
5.2%
Cash-on-Cash Return

7.3%
Cap rate
1.1%
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
$-5,000
Cash flow
-16.3%
Cash-on-Cash Return

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

$209,999

2 bds | 2 ba | 990 sqft | built 1955
21 Lake Claire Dr, Middletown, NY 10940
$216
Cash flow
5.4%
Cash-on-Cash Return

7.3%
Cap rate
1.1%
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
$-1,048
Cash flow
-8.7%
Cash-on-Cash Return

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

$579,000

3 bds | 3 ba | 2,205 sqft | built 2025
30 Daly Rd, Middletown, NY 10940
$-1,277
Cash flow
-11.5%
Cash-on-Cash Return

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

$535,000

1 bds | 1 ba | 1,088 sqft | built 1928
727 Route 17 M, Middletown, NY 10940
$-1,376
Cash flow
-13.4%
Cash-on-Cash Return

3.0%
Cap rate
0.5%
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
$174
Cash flow
3.6%
Cash-on-Cash Return

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

$480,000

4 bds | 3 ba | 2,848 sqft | built 1987
4 Thistle Ln, Middletown, NY 10940
$-711
Cash flow
-7.7%
Cash-on-Cash Return

4.3%
Cap rate
0.8%
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
$-339
Cash flow
-5.4%
Cash-on-Cash Return

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

$399,000

4 bds | 3 ba | 1,620 sqft | built 1880
47 Prince St, Middletown, NY 10940
$79
Cash flow
1.0%
Cash-on-Cash Return

6.3%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
OneKey

$699,000

4 bds | 4 ba | 3,432 sqft | built 1870
200 Mt Orange Rd, Middletown, NY 10940
$-1,542
Cash flow
-11.5%
Cash-on-Cash Return

3.4%
Cap rate
0.6%
Rent to Value Ratio