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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.

45 out of 53 properties for sale in Middletown, NY

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Property photo
Active
OneKey

$325,000

3 bds | 3 ba | 1,800 sqft | built 2006
1 Lexington Way, Middletown, NY 10940
$-408
Cash flow
-6.5%
Cash-on-Cash Return

4.6%
Cap rate
0.9%
Rent to Value Ratio
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

$305,000

2 bds | 2 ba | 1,150 sqft | built 1950
111 Apple Lane Dr, Middletown, NY 10940
$-133
Cash flow
-2.3%
Cash-on-Cash Return

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

$414,999

3 bds | 3 ba | 1,795 sqft | built 1912
11 Dolson Ave, Middletown, NY 10940
$-388
Cash flow
-4.9%
Cash-on-Cash Return

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

$499,000

3 bds | 3 ba | 2,032 sqft | built 1962
29 Keasel Rd, Middletown, NY 10940
$-824
Cash flow
-8.6%
Cash-on-Cash Return

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

$299,000

2 bds | 2 ba | 792 sqft | built 1920
25 Lafayette Ave, Middletown, NY 10940
$-333
Cash flow
-5.8%
Cash-on-Cash Return

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

$550,000

4 bds | 3 ba | 2,933 sqft | built 1987
116 Lewis Landing Rd, Middletown, NY 10940
$-1,120
Cash flow
-10.6%
Cash-on-Cash Return

3.6%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
OneKey

$489,000

3 bds | 3 ba | 2,763 sqft | built 2019
38 Highrose Ridge Way, Middletown, NY 10940
$-1,438
Cash flow
-15.3%
Cash-on-Cash Return

2.5%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
OneKey

$375,000

3 bds | 2 ba | 1,706 sqft | built 1967
715 Stony Ford Rd, Middletown, NY 10941
$-380
Cash flow
-5.3%
Cash-on-Cash Return

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

$449,000

4 bds | 2 ba | 1,634 sqft | built 1900
100 Academy Ave, Middletown, NY 10940
$-633
Cash flow
-7.4%
Cash-on-Cash Return

4.4%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
OneKey

$334,900

4 bds | 2 ba | 1,408 sqft | built 1979
12 Columbine Ct, Middletown, NY 10940
$-508
Cash flow
-7.9%
Cash-on-Cash Return

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

$418,999

3 bds | 3 ba | 1,245 sqft | built 1990
77 Prince St, Middletown, NY 10940
$-863
Cash flow
-10.7%
Cash-on-Cash Return

3.6%
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

$374,999

3 bds | 2 ba | 1,160 sqft | built 1883
5 Mills Ave, Middletown, NY 10940
$-436
Cash flow
-6.1%
Cash-on-Cash Return

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

$430,000

5 bds | 2 ba | 0 sqft | built 1973
2 Highview Ave, Middletown, NY 10940
$-1,341
Cash flow
-16.3%
Cash-on-Cash Return

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

$489,999

3 bds | 3 ba | 2,567 sqft | built 2009
7 Avoncroft Ln, Middletown, NY 10940
$-940
Cash flow
-10.0%
Cash-on-Cash Return

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

$295,000

3 bds | 2 ba | 1,400 sqft | built 1967
105 Sheffield Dr, Middletown, NY 10940
$-298
Cash flow
-5.3%
Cash-on-Cash Return

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

$589,000

4 bds | 3 ba | 2,732 sqft | built 2006
24 3rd St, Middletown, NY 10940
$-1,044
Cash flow
-9.2%
Cash-on-Cash Return

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

$697,000

5 bds | 4 ba | 3,358 sqft | built 1984
339 Kirbytown Rd, Middletown, NY 10940
$-2,984
Cash flow
-22.3%
Cash-on-Cash Return

0.9%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
OneKey

$470,000

3 bds | 2 ba | 1,222 sqft | built 1980
295 Lybolt Rd, Middletown, NY 10941
$-641
Cash flow
-7.1%
Cash-on-Cash Return

4.4%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
OneKey

$575,000

4 bds | 3 ba | 2,144 sqft | built 1983
10 Frederick St, Middletown, NY 10941
$-1,494
Cash flow
-13.6%
Cash-on-Cash Return

3.0%
Cap rate
0.5%
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

$339,900

3 bds | 3 ba | 1,919 sqft | built 1991
110 Deer Ct Dr, Middletown, NY 10940
$-673
Cash flow
-10.3%
Cash-on-Cash Return

3.7%
Cap rate
0.9%
Rent to Value Ratio
Property photo
Active
OneKey

$280,000

4 bds | 3 ba | 1,374 sqft | built 1890
22 Bonnell St, Middletown, NY 10940
$-31
Cash flow
-0.6%
Cash-on-Cash Return

5.9%
Cap rate
1.0%
Rent to Value Ratio
Property photo
Active
OneKey

$778,888

5 bds | 3 ba | 3,731 sqft | built 2003
93 Elise Dr, Middletown, NY 10941
$-1,546
Cash flow
-10.4%
Cash-on-Cash Return

3.7%
Cap rate
0.6%
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

$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

$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

$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

$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

$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

$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

$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

$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