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Recently Sold 2 Bedroom Homes in Middletown, NY

406 homes

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
$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 2, 2026
$550,000
3 Beds
2.5 Baths
1,680 sqft
6 Wayne Drive,
Middletown, NY 10940
Weichert Realtors
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SOLD
MAR 30, 2026
$420,000
3 Beds
2 Baths
1,309 sqft
52 Scotchtown Drive,
Middletown, NY 10941
Century 21 Full Service Realty
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SOLD
MAR 27, 2026
$345,000
3 Beds
1.5 Baths
1,470 sqft
10 Royce Ave,
Middletown, NY 10940
eXp Realty
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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
$495,000
3 Beds
3.5 Baths
1,723 sqft
8 Atwood Drive,
Middletown, NY 10940
Redfin Real Estate
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 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
$415,000
3 Beds
1.5 Baths
1,560 sqft
27-29 W Conkling Avenue,
Middletown, NY 10940
Keller Williams Realty
SOLD
MAR 13, 2026
$195,000
3 Beds
1 Bath
1,040 sqft
34 - 36 Mountain Avenue #34,
Middletown, NY 10940
Skyler Realty LLC
SOLD
MAR 12, 2026
$147,000
3 Beds
1 Bath
1,092 sqft
1630 Goshen Tpke,
Middletown, NY 10941
SOLD
MAR 12, 2026
$490,000
3 Beds
2 Baths
1,868 sqft
9 Randall Heights,
Middletown, NY 10940
Q Home Sales
SOLD
MAR 6, 2026
$479,900
3 Beds
2.5 Baths
2,427 sqft
4 Avoncroft Lane,
Middletown, NY 10940
Keller Williams Hudson Valley
SOLD
MAR 5, 2026
$340,000
3 Beds
1.5 Baths
1,350 sqft
1 Sycamore Dr,
Middletown, NY 10940
SOLD
MAR 5, 2026
$475,000
3 Beds
1.5 Baths
1,402 sqft
21 Scotchtown Drive,
Middletown, NY 10941
Hudson Valley Griffith
SOLD
MAR 5, 2026
$550,000
3 Beds
3.5 Baths
3,013 sqft
9 Country Club Drive,
Middletown, NY 10940
eXp Realty
SOLD
MAR 4, 2026
$495,000
3 Beds
2.5 Baths
2,996 sqft
22 Rosecrest Court,
Middletown, NY 10940
Hudson Valley Home Connection
SOLD
MAR 3, 2026
$340,000
3 Beds
2 Baths
1,433 sqft
7 Fairlawn Ave,
Middletown, NY 10940
SOLD
MAR 3, 2026
$485,000
3 Beds
2.5 Baths
2,032 sqft
29 Keasel Road,
Middletown, NY 10940
eXp Realty
SOLD
MAR 2, 2026
$330,000
3 Beds
1.5 Baths
1,496 sqft
14 Spruce Peak Road,
Middletown, NY 10940
Cronin & Company Real Estate
SOLD
MAR 2, 2026
$420,000
3 Beds
4 Baths
1,858 sqft
5 Cobblestone Ln,
Middletown, NY 10940
SOLD
MAR 1, 2026
$555,000
3 Beds
2.5 Baths
2,108 sqft
78 Commonwealth Avenue,
Middletown, NY 10940
Keller Williams Hudson Valley
SOLD
FEB 27, 2026
$330,000
3 Beds
1 Bath
1,058 sqft
14 Pennsylvania Avenue,
Middletown, NY 10940
RE/MAX Benchmark Realty Group
SOLD
FEB 24, 2026
$470,000
3 Beds
3.5 Baths
2,784 sqft
40 Cornwall Lane,
Middletown, NY 10940
Royalty Realty NY LLC
SOLD
FEB 24, 2026
$300,000
3 Beds
1 Bath
1,344 sqft
136 & 140 Gillen Road,
Middletown, NY 10940
Cronin & Company Real Estate
SOLD
FEB 23, 2026
$440,000
3 Beds
3 Baths
1,902 sqft
25 Clinton Street,
Middletown, NY 10940
Keller Williams Hudson Valley
SOLD
FEB 23, 2026
$440,000
3 Beds
2.5 Baths
1,795 sqft
11 Dolson,
Middletown, NY 10940
Coldwell Banker Realty
SOLD
FEB 23, 2026
$285,000
3 Beds
1 Bath
1,340 sqft
356 Sands Road,
Middletown, NY 10941
Exit Realty Connections
SOLD
FEB 20, 2026
$399,000
3 Beds
2 Baths
1,450 sqft
270 Crystal Run Road,
Middletown, NY 10941
Keller Williams Hudson Valley
SOLD
FEB 20, 2026
$655,000
3 Beds
2.5 Baths
2,430 sqft
30 Eagles Way,
Middletown, NY 10940
Keller Williams Hudson Valley
SOLD
FEB 19, 2026
$490,000
3 Beds
2.5 Baths
2,484 sqft
119 Meadow View Drive,
Middletown, NY 10940
Keller Williams Hudson Valley
SOLD
FEB 19, 2026
$420,000
3 Beds
2.5 Baths
1,858 sqft
5 Cobblestone Lane #4301,
Middletown, NY 10940
eXp Realty

Based on information submitted to the MLS GRID as of 2026-09-20 23:13:27 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