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Recently Sold Homes in Middletown, NY

428 homes

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SOLD
APR 15, 2026
$319,000
3 Beds
1 Bath
924 sqft
8 Hill Road,
Middletown, NY 10941
Keller Williams Hudson Valley
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SOLD
APR 14, 2026
$375,000
3 Beds
1.5 Baths
1,509 sqft
23 Independence Avenue,
Middletown, NY 10940
Keller Williams Hudson Valley
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SOLD
APR 14, 2026
$309,000
3 Beds
2 Baths
1,056 sqft
9 Fairview Avenue,
Middletown, NY 10940
HomeSmart Homes & Estates
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SOLD
APR 14, 2026
$440,000
3 Beds
2 Baths
1,939 sqft
35 East Avenue,
Middletown, NY 10940
Keller Williams Hudson Valley
SOLD
APR 14, 2026
$550,530
4 Beds
3 Baths
2,887 sqft
907 Scotchtown Collabar Rd,
Middletown, NY 10941
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SOLD
APR 14, 2026
$360,000
2 Beds
1 Bath
1,142 sqft
390 Hufcut Road,
Middletown, NY 10941
RE/MAX Prime Properties
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SOLD
APR 14, 2026
$500,000
3 Beds
2.5 Baths
2,211 sqft
17 Magnolia Park Road,
Middletown, NY 10940
Howard Hanna Rand Realty
SOLD
APR 13, 2026
$487,000
3 Beds
3.5 Baths
2,521 sqft
49 Woodside Knolls Drive,
Middletown, NY 10940
Q Home Sales
SOLD
APR 13, 2026
$299,999
2 Beds
2 Baths
1,140 sqft
100 Hillside Drive #F6,
Middletown, NY 10941
Curasi Realty, Inc.
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
$305,000
3 Beds
1 Bath
1,264 sqft
143 N Beacon Street,
Middletown, NY 10940
Corcoran Country Living
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 10, 2026
$310,000
3 Beds
2 Baths
1,504 sqft
20 Benton Avenue,
Middletown, NY 10940
Keller Williams Realty
SOLD
APR 10, 2026
$500,000
3 Beds
2.5 Baths
1,940 sqft
23 Macintosh Drive,
Middletown, NY 10941
Howard Hanna Rand Realty
SOLD
APR 10, 2026
$383,000
2 Beds
1.5 Baths
1,036 sqft
15 Clark Street,
Middletown, NY 10940
Howard Hanna Rand Realty
SOLD
APR 10, 2026
$385,000
3 Beds
2 Baths
1,434 sqft
245 Schutt Rd,
Middletown, NY 10940
SOLD
APR 10, 2026
$525,000
5 Beds
2 Baths
2,515 sqft
3 Ben Lomond Drive,
Middletown, NY 10941
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 9, 2026
$385,000
3 Beds
3 Baths
1,588 sqft
42 Stapleton Ct,
Middletown, NY 10940
SOLD
APR 9, 2026
$425,000
3 Beds
2.5 Baths
1,184 sqft
1065 Dolsontown Road,
Middletown, NY 10940
John J Lease REALTORS Inc
SOLD
APR 8, 2026
$220,000
2 Beds
1 Bath
820 sqft
58 Wawayanda Avenue,
Middletown, NY 10940
Cronin & Company Real Estate
SOLD
APR 8, 2026
$415,000
3 Beds
2.5 Baths
1,540 sqft
23 Peach Place,
Middletown, NY 10940
Keller Williams Hudson Valley
SOLD
APR 7, 2026
$255,000
2 Beds
1.5 Baths
1,144 sqft
17 N Aspen Road,
Middletown, NY 10940
Keller Williams Hudson Valley
SOLD
APR 7, 2026
$130,000
2 Beds
1 Bath
1,200 sqft
55 Glen Avenue,
Middletown, NY 10940
YourHomeSold Guaranteed Realty
SOLD
APR 7, 2026
$277,000
2 Beds
2 Baths
1,291 sqft
78 Deer Ct Drive #78,
Middletown, NY 10940
eXp Realty
SOLD
APR 6, 2026
$425,000
4 Beds
3 Baths
1,728 sqft
42 Genung Street,
Middletown, NY 10940
Keller Williams Hudson Valley
SOLD
APR 3, 2026
$153,000
Lot 2 South Centerville Road,
Middletown, NY 10940
Howard Hanna Rand Realty
SOLD
APR 2, 2026
$75,000
1 Bed
1 Bath
480 sqft
115 Concord Ln,
Middletown, NY 10940
SOLD
APR 2, 2026
$550,000
3 Beds
2.5 Baths
1,680 sqft
6 Wayne Drive,
Middletown, NY 10940
Weichert Realtors
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 30, 2026
$420,000
3 Beds
2 Baths
1,309 sqft
52 Scotchtown Drive,
Middletown, NY 10941
Century 21 Full Service Realty
SOLD
MAR 28, 2026
$2,080,000
Studio
22 Railroad Ave #10,
Middletown, NY 10940
SOLD
MAR 27, 2026
$345,000
3 Beds
1.5 Baths
1,470 sqft
10 Royce Ave,
Middletown, NY 10940
eXp Realty
SOLD
MAR 27, 2026
$520,000
3 Beds
2.5 Baths
2,200 sqft
841 Howells Turnpike,
Middletown, NY 10940
Keller Williams Hudson Valley
SOLD
MAR 27, 2026
$139,999
3 Beds
2 Baths
1,080 sqft
5 Sayer Lane,
Middletown, NY 10940
Hudson Valley Home Connection
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
$629,000
2 Beds
2 Baths
1,998 sqft
108 Fairways Dr,
Middletown, NY 10940
SOLD
MAR 27, 2026
$495,000
3 Beds
3.5 Baths
1,723 sqft
8 Atwood Drive,
Middletown, NY 10940
Redfin Real Estate

Based on information submitted to the MLS GRID as of 2026-02-06 15:18:24 PST. 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