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Recently Sold Homes in Middletown, NY

465 homes

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
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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
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SOLD
APR 8, 2026
$220,000
2 Beds
1 Bath
820 sqft
58 Wawayanda Avenue,
Middletown, NY 10940
Cronin & Company Real Estate
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SOLD
APR 8, 2026
$415,000
3 Beds
2.5 Baths
1,540 sqft
23 Peach Place,
Middletown, NY 10940
Keller Williams Hudson Valley
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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
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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
SOLD
MAR 27, 2026
$185,000
Lybolt,
Middletown, NY 10941
Eichner Realty Group Inc.
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 26, 2026
$675,000
5 Beds
3.5 Baths
3,358 sqft
339 Kirbytown Road,
Middletown, NY 10940
Howard Hanna Rand Realty
SOLD
MAR 26, 2026
$430,000
2 Beds
2.5 Baths
1,728 sqft
37 Pinto Road E,
Middletown, NY 10941
RE/MAX Benchmark Realty Group
SOLD
MAR 23, 2026
$515,000
3 Beds
3 Baths
2,696 sqft
2 Danielle Court,
Middletown, NY 10940
YourHomeSold Guaranteed Realty
SOLD
MAR 22, 2026
$150,000
3 Beds
2 Baths
1,344 sqft
551 5th Avenue,
Middletown, NY 10941
Keller Williams Hudson Valley
SOLD
MAR 21, 2026
$450,000
3 Beds
2 Baths
1,300 sqft
917 Scotchtown Collabar Road,
Middletown, NY 10941
BHHS Hudson Valley Properties
SOLD
MAR 19, 2026
$395,000
3 Beds
1 Bath
1,200 sqft
40 Houston Ave,
Middletown, NY 10940
SOLD
MAR 19, 2026
$235,000
3 Beds
2 Baths
1,450 sqft
139 Derby Rd,
Middletown, NY 10940
SOLD
MAR 18, 2026
$460,000
3 Beds
2.5 Baths
1,899 sqft
11 Cobblestone Lane,
Middletown, NY 10940
HomeSmart Homes & Estates
SOLD
MAR 18, 2026
$75,000
Studio
1 Bath
480 sqft
115 Concord Lane #115,
Middletown, NY 10940
Weichert Realtors
SOLD
MAR 17, 2026
$325,000
3 Beds
2.5 Baths
1,408 sqft
22 Red Barn Lane,
Middletown, NY 10940
Cronin & Company Real Estate
SOLD
MAR 16, 2026
$460,000
6 Beds
2 Baths
2,584 sqft
96 Beattie Ave,
Middletown, NY 10940
SOLD
MAR 16, 2026
$415,000
3 Beds
1.5 Baths
1,560 sqft
27-29 W Conkling Avenue,
Middletown, NY 10940
Keller Williams Realty
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

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