Skip to content
×
Pro Members Get
Full Access!
Get off the sidelines and take action in real estate investing with BiggerPockets Pro. Our comprehensive suite of tools and resources minimize mistakes, support informed decisions, and propel you to success.
Advanced networking features
Market and Deal Finder tools
Property analysis calculators
Landlord Command Center
ANNUAL Save 16%
$32.50 /mo
$390 billed annualy
MONTHLY
$39 /mo
billed monthly
7 day free trial. Cancel anytime

Filters

Price

Price Range

$
  • $0
  • $50,000
  • $100,000
  • $150,000
  • $200,000
  • $250,000
  • $300,000
  • $350,000
  • $400,000
  • $450,000
  • $500,000
  • $550,000
  • $600,000
  • $650,000
  • $700,000
  • $750,000
  • $800,000
  • $850,000
  • $900,000
  • $950,000
  • $1M
  • $1.25M
  • $1.5M
  • $1.75M
  • $2M
  • $2.25M
  • $2.5M
  • $2.75M
  • $3M
  • $4M
  • $5M+
$
  • $0
  • $50,000
  • $100,000
  • $150,000
  • $200,000
  • $250,000
  • $300,000
  • $350,000
  • $400,000
  • $450,000
  • $500,000
  • $550,000
  • $600,000
  • $650,000
  • $700,000
  • $750,000
  • $800,000
  • $850,000
  • $900,000
  • $950,000
  • $1M
  • $1.25M
  • $1.5M
  • $1.75M
  • $2M
  • $2.25M
  • $2.5M
  • $2.75M
  • $3M
  • $4M
  • $5M+
Beds/Baths

Bedrooms

Bathrooms

For Sale

Status

Property Type (6)

Property Type

More

Square Feet

Lot Size

Year Built

Projected Rent

Cash on Cash Return

Monthly Cash Flow

Cap Rate

Copied

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.

74 out of 119 properties for sale in Middletown, NY

Limited Results Shown

Create a free account, or log in to reveal all property listings and enjoy the complete experience.

Property photo
Active
OneKey

$415,000

4 bds | 2 ba | 1,848 sqft | built 1975
21 Maple Dr, Middletown, NY 10940
$-704
Cash flow
-8.9%
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
$-1,405
Cash flow
-12.5%
Cash-on-Cash Return

3.4%
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
$-824
Cash flow
-9.2%
Cash-on-Cash Return

4.1%
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
$-573
Cash flow
-6.6%
Cash-on-Cash Return

4.7%
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
$-1,210
Cash flow
-13.2%
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
$-3,198
Cash flow
-18.6%
Cash-on-Cash Return

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

$410,000

3 bds | 2 ba | 0 sqft | built 1920
39 Harrison St, Middletown, NY 10940
$-931
Cash flow
-11.8%
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
$-870
Cash flow
-13.0%
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
$-1,958
Cash flow
-20.0%
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
$-338
Cash flow
-5.9%
Cash-on-Cash Return

4.9%
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
$-762
Cash flow
-10.2%
Cash-on-Cash Return

3.9%
Cap rate
0.6%
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
$-215
Cash flow
-2.6%
Cash-on-Cash Return

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

$169,900

1 bds | 1 ba | 735 sqft | built 1989
340 Concord Ln, Middletown, NY 10940
$-427
Cash flow
-13.1%
Cash-on-Cash Return

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

$155,000

1 bds | 1 ba | 735 sqft | built 1989
268 Concord Ln, Middletown, NY 10940
$-346
Cash flow
-11.6%
Cash-on-Cash Return

3.6%
Cap rate
1.2%
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
$-1,638
Cash flow
-13.6%
Cash-on-Cash Return

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

$975,000

6 bds | 2 ba | 0 sqft | built 1920
30 Royce Ave, Middletown, NY 10940
$-4,053
Cash flow
-21.7%
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
$-239
Cash flow
-3.5%
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
$-598
Cash flow
-13.3%
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
$-1,447
Cash flow
-13.4%
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
$-2,073
Cash flow
-17.0%
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
$-3,035
Cash flow
-14.1%
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
$-1,058
Cash flow
-11.1%
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
$-350
Cash flow
-5.6%
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
$-1,578
Cash flow
-13.3%
Cash-on-Cash Return

3.2%
Cap rate
0.6%
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
$-1,491
Cash flow
-16.2%
Cash-on-Cash Return

2.5%
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
$-501
Cash flow
-7.7%
Cash-on-Cash Return

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

$325,000

2 bds | 1 ba | 825 sqft | built 1959
2411 Goshen Tpke, Middletown, NY 10941
$-558
Cash flow
-9.0%
Cash-on-Cash Return

4.2%
Cap rate
0.7%
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
$-1,747
Cash flow
-13.0%
Cash-on-Cash Return

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

$310,000

3 bds | 1 ba | 1,176 sqft | built 1930
193 Bert Crawford Rd, Middletown, NY 10940
$-20
Cash flow
-0.3%
Cash-on-Cash Return

6.2%
Cap rate
0.9%
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
$-945
Cash flow
-11.3%
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
$-2,789
Cash flow
-16.2%
Cash-on-Cash Return

2.5%
Cap rate
0.5%
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
$-480
Cash flow
-5.8%
Cash-on-Cash Return

4.9%
Cap rate
0.8%
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
$-797
Cash flow
-10.4%
Cash-on-Cash Return

3.9%
Cap rate
0.7%
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
$-226
Cash flow
-5.9%
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
$-344
Cash flow
-5.5%
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
$-5,032
Cash flow
-23.9%
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
$-1,111
Cash flow
-10.1%
Cash-on-Cash Return

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

$599,999

4 bds | 5 ba | 3,283 sqft | built 2016
594 County Route 22, Middletown, NY 10940
$-1,286
Cash flow
-11.2%
Cash-on-Cash Return

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

$239,000

2 bds | 1 ba | 893 sqft | built 1989
25 Jimal Dr, Middletown, NY 10940
$-323
Cash flow
-7.1%
Cash-on-Cash Return

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

$359,990

4 bds | 3 ba | 1,505 sqft | built 1987
8 Ebury Mews, Middletown, NY 10940
$-519
Cash flow
-7.5%
Cash-on-Cash Return

4.5%
Cap rate
0.8%
Rent to Value Ratio