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Recently Sold 2 Bedroom Homes in Middletown, NY

406 homes

SOLD
JUN 12, 2026
$400,000
4 Beds
2 Baths
1,792 sqft
806 Highland Lake Rd,
Middletown, NY 10940
SOLD
JUN 11, 2026
$825,000
4 Beds
3 Baths
3,080 sqft
6 Wilson Rd,
Middletown, NY 10941
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SOLD
JUN 9, 2026
$530,000
4 Beds
2 Baths
2,064 sqft
31 Wickham Avenue,
Middletown, NY 10940
MS Realty Group USA, Inc
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SOLD
JUN 8, 2026
$510,000
4 Beds
2.5 Baths
2,132 sqft
22 Sharon Drive,
Middletown, NY 10941
eXp Realty
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SOLD
JUN 5, 2026
$270,000
4 Beds
1 Bath
1,316 sqft
86 Linden Avenue,
Middletown, NY 10940
eXp Realty
SOLD
JUN 5, 2026
$360,000
4 Beds
2 Baths
2,880 sqft
9 Sunnyside Ave,
Middletown, NY 10940
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SOLD
JUN 5, 2026
$435,000
4 Beds
1.5 Baths
1,417 sqft
20 Dubois Street #18 1/2,
Middletown, NY 10940
Keller Williams Hudson Valley
SOLD
JUN 2, 2026
$380,000
4 Beds
1.5 Baths
1,598 sqft
16 Mountain Avenue,
Mount Hope, NY 10940
Keller Williams Realty
SOLD
JUN 1, 2026
$680,000
4 Beds
2.5 Baths
2,360 sqft
320 Highland Ave Ext. Extension,
Middletown, NY 10940
Keller Williams Hudson Valley
SOLD
MAY 28, 2026
$542,500
4 Beds
2.5 Baths
2,388 sqft
7 Gene Road,
Middletown, NY 10941
Compass Greater NY, LLC
SOLD
MAY 27, 2026
$385,000
4 Beds
2 Baths
2,144 sqft
14 Albert Street,
Middletown, NY 10940
Howard Hanna Rand Realty
SOLD
MAY 27, 2026
$537,000
4 Beds
3 Baths
2,052 sqft
127 Sproat Street,
Middletown, NY 10940
Keller Williams Hudson Valley
SOLD
MAY 18, 2026
$379,659
4 Beds
2 Baths
1,804 sqft
21 Crescent Pl,
Middletown, NY 10940
SOLD
MAY 18, 2026
$829,900
4 Beds
3.5 Baths
3,407 sqft
29 Hubbard Road,
Middletown, NY 10940
Realty Promotions Inc
SOLD
MAY 13, 2026
$539,900
4 Beds
2.5 Baths
2,144 sqft
10 Frederick,
Middletown, NY 10941
Keller Williams Realty
SOLD
MAY 5, 2026
$315,000
4 Beds
2 Baths
1,796 sqft
24 Edinburgh Road,
Middletown, NY 10941
River Realty Services, Inc.
SOLD
MAY 1, 2026
$615,000
4 Beds
2.5 Baths
2,128 sqft
2066 Route 6,
Middletown, NY 10940
Compass Greater NY, LLC
SOLD
APR 20, 2026
$347,475
4 Beds
2 Baths
1,696 sqft
28 Spring Street,
Middletown, NY 10940
Howard Hanna Rand Realty
SOLD
APR 20, 2026
$800,000
4 Beds
4 Baths
5,816 sqft
30 Heather Court,
Middletown, NY 10941
BHHS Hudson Valley Properties
SOLD
APR 17, 2026
$295,000
4 Beds
2 Baths
1,848 sqft
12 Westminister Drive,
Middletown, NY 10940
Keller Williams Valley Realty
SOLD
APR 17, 2026
$730,000
4 Beds
2.5 Baths
2,561 sqft
195 Mulford Road,
Middletown, NY 10940
Realty Promotions Inc
SOLD
APR 14, 2026
$550,530
4 Beds
3 Baths
2,887 sqft
907 Scotchtown Collabar Rd,
Middletown, NY 10941
SOLD
APR 13, 2026
$515,000
4 Beds
3 Baths
2,160 sqft
913 Silver Lake Sctn Road,
Middletown, NY 10941
eXp Realty
SOLD
APR 12, 2026
$455,000
4 Beds
2 Baths
2,545 sqft
145 Academy Avenue,
Middletown, NY 10940
Keller Williams Hudson Valley
SOLD
APR 9, 2026
$225,000
4 Beds
1 Bath
1,858 sqft
29 Wickham Ave,
Middletown, NY 10940
SOLD
APR 6, 2026
$425,000
4 Beds
3 Baths
1,728 sqft
42 Genung Street,
Middletown, NY 10940
Keller Williams Hudson Valley
SOLD
MAR 31, 2026
$538,900
4 Beds
2.5 Baths
2,404 sqft
4 Wayne Court,
Middletown, NY 10941
HomeSmart Homes & Estates
SOLD
MAR 31, 2026
$315,000
4 Beds
2 Baths
1,998 sqft
21 Ridge Street,
Middletown, NY 10940
Keller Williams Hudson Valley
SOLD
MAR 27, 2026
$450,000
4 Beds
1.5 Baths
2,132 sqft
9 Michele Court,
Middletown, NY 10941
Keller Williams Hudson Valley
SOLD
MAR 27, 2026
$320,000
4 Beds
3 Baths
2,246 sqft
20 Mabel Rd,
Middletown, NY 10941
SOLD
MAR 27, 2026
$510,000
4 Beds
2 Baths
1,901 sqft
15 Phillips Street,
Middletown, NY 10940
Compass Greater NY, LLC
SOLD
MAR 16, 2026
$707,500
4 Beds
3.5 Baths
2,987 sqft
326 Ingrassia Road,
Middletown, NY 10940
Eichner Realty Group Inc.
SOLD
MAR 13, 2026
$345,000
4 Beds
2.5 Baths
1,986 sqft
55 Brewster Dr,
Middletown, NY 10940
SOLD
MAR 13, 2026
$469,000
4 Beds
2.5 Baths
2,139 sqft
10 Scott Drive,
Middletown, NY 10941
Keller Williams Realty NYC Grp
SOLD
MAR 11, 2026
$753,000
4 Beds
3.5 Baths
2,823 sqft
264 Lybolt Road,
Middletown, NY 10941
Realty Promotions Inc
SOLD
MAR 10, 2026
$490,000
4 Beds
2.5 Baths
1,955 sqft
1 Weather Vane Way,
Middletown, NY 10940
Keller Williams Hudson Valley
SOLD
MAR 10, 2026
$600,000
4 Beds
3 Baths
2,445 sqft
718 Mount Hope Road,
Middletown, NY 10940
HomeSmart Homes & Estates
SOLD
MAR 6, 2026
$550,000
4 Beds
2.5 Baths
2,292 sqft
708 Kirbytown Road,
Middletown, NY 10940
SHAHAR Management LLC
SOLD
FEB 26, 2026
$605,000
4 Beds
3.5 Baths
2,760 sqft
214 Phillips Street,
Middletown, NY 10940
Redfin Real Estate
SOLD
FEB 23, 2026
$565,000
4 Beds
3 Baths
2,964 sqft
20 Seaman Road,
Circleville, NY 10919
eXp Realty

Based on information submitted to the MLS GRID as of 2026-09-21 01:13:25 PDT All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Click here for more information