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Recently Sold Homes in Middletown, NY

424 homes

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SOLD
DEC 19, 2025
$405,000
3 Beds
2 Baths
1,368 sqft
41 California Avenue,
Middletown, NY 10940
Howard Hanna Rand Realty
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SOLD
DEC 19, 2025
$372,000
3 Beds
2 Baths
1,512 sqft
29 Euclid Avenue,
Middletown, NY 10940
Keller Williams Realty
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SOLD
DEC 19, 2025
$450,000
3 Beds
2 Baths
2,070 sqft
6 Tice Lane,
Middletown, NY 10941
Keller Williams Realty
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SOLD
DEC 19, 2025
$340,000
4 Beds
1.5 Baths
1,496 sqft
8 Park Row,
Middletown, NY 10941
BHG Real Estate Green Team
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SOLD
DEC 18, 2025
$370,000
3 Beds
2.5 Baths
1,692 sqft
29 Red Barn Lane,
Middletown, NY 10940
Keller Williams Hudson Valley
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SOLD
DEC 17, 2025
$405,000
4 Beds
2.5 Baths
1,620 sqft
47 Prince Street,
Middletown, NY 10940
YourHomeSold Guaranteed Realty
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SOLD
DEC 17, 2025
$405,000
3 Beds
1.5 Baths
1,856 sqft
53 Fair Oaks Road,
Middletown, NY 10940
Coldwell Banker Realty
SOLD
DEC 17, 2025
$235,000
2 Beds
2 Baths
1,636 sqft
1603 Goshen Turnpike,
Middletown, NY 10941
Keller Williams Realty
SOLD
DEC 17, 2025
$485,000
2 Beds
2.5 Baths
2,084 sqft
80 Fairways Drive,
Middletown, NY 10940
Davis R Chant Real Estate Inc.
SOLD
DEC 16, 2025
$230,000
3 Beds
1 Bath
1,120 sqft
13 Smith Street,
Middletown, NY 10940
Keller Williams Hudson Valley
SOLD
DEC 16, 2025
$385,000
4 Beds
2 Baths
1,668 sqft
31 Beattie Avenue,
Middletown, NY 10940
Keller Williams Hudson Valley
SOLD
DEC 16, 2025
$400,000
3 Beds
2.5 Baths
1,692 sqft
33 Red Barn Lane,
Middletown, NY 10940
Keller Williams Hudson Valley
SOLD
DEC 16, 2025
$650,000
4 Beds
2.5 Baths
3,088 sqft
168 S Centerville Road,
Middletown, NY 10940
John J Lease REALTORS Inc
SOLD
DEC 12, 2025
$318,000
4 Beds
3 Baths
1,374 sqft
22 Bonnell Street,
Middletown, NY 10940
Keller Williams Rlty Integrity
SOLD
DEC 10, 2025
$462,134
3 Beds
2 Baths
1,545 sqft
187 Watkins Ave,
Middletown, NY 10940
SOLD
DEC 9, 2025
$450,000
3 Beds
2.5 Baths
1,561 sqft
17 Pine Court,
Middletown, NY 10941
Corcoran Baer & McIntosh
SOLD
DEC 9, 2025
$425,000
3 Beds
1.5 Baths
1,780 sqft
29 Cornfield Road,
Middletown, NY 10940
Cronin & Company Real Estate
SOLD
DEC 8, 2025
$445,000
3 Beds
2 Baths
1,532 sqft
25 Wayne Drive,
Middletown, NY 10940
Cronin & Company Real Estate
SOLD
DEC 8, 2025
$440,000
5 Beds
2 Baths
2,624 sqft
54 Washington St,
Middletown, NY 10940
SOLD
DEC 8, 2025
$800,000
5 Beds
3.5 Baths
3,700 sqft
104 Elise Drive,
Middletown, NY 10941
Keller Williams Realty
SOLD
DEC 6, 2025
$280,000
2 Beds
1 Bath
950 sqft
89 Sycamore Drive,
Middletown, NY 10940
Keller Williams Hudson Valley
SOLD
DEC 5, 2025
$157,200
3 Beds
2 Baths
1,200 sqft
10 Hoffman Street,
Middletown, NY 10940
REALHome Services & Solutions
SOLD
DEC 5, 2025
$340,500
3 Beds
2.5 Baths
1,919 sqft
110 Deer Ct Drive,
Middletown, NY 10940
RE/MAX Benchmark Realty Group
SOLD
DEC 5, 2025
$255,000
3 Beds
1 Bath
1,284 sqft
299 Highland Ave Extension,
Middletown, NY 10940
HomeSmart Homes & Estates
SOLD
DEC 5, 2025
$480,000
4 Beds
2.5 Baths
2,055 sqft
95 Rolling Meadows Road,
Middletown, NY 10940
Keller Williams Hudson Valley
SOLD
DEC 4, 2025
$343,000
3 Beds
1.5 Baths
1,564 sqft
38 Wilson Street,
Middletown, NY 10940
Keller Williams Hudson Valley
SOLD
DEC 4, 2025
$475,000
3 Beds
2.5 Baths
2,763 sqft
38 Highrose Ridge Way,
Middletown, NY 10940
Keller Williams Hudson Valley
SOLD
DEC 3, 2025
$750,000
4 Beds
4 Baths
3,800 sqft
730 Mt Hope Road,
Middletown, NY 10940
HomeSmart Homes & Estates
SOLD
DEC 2, 2025
$419,000
3 Beds
1 Bath
1,482 sqft
1 Polly Kay Drive,
Middletown, NY 10940
eXp Realty
SOLD
DEC 2, 2025
$140,000
1 Bed
1 Bath
740 sqft
228 Concord Lane,
Middletown, NY 10940
BHG Real Estate Green Team
SOLD
DEC 1, 2025
$499
3 Beds
1.5 Baths
2,000 sqft
19 Pleasant Avenue,
Middletown, NY 10940
Halo Realty Properties LLC
SOLD
NOV 28, 2025
$270,000
3 Beds
1.5 Baths
1,310 sqft
8 New St,
Middletown, NY 10940
SOLD
NOV 26, 2025
$319,000
3 Beds
1 Bath
1,124 sqft
82 Houston Avenue,
Middletown, NY 10940
Krumpfer Realty Group, LLC
SOLD
NOV 26, 2025
$335,000
2 Beds
1.5 Baths
1,340 sqft
26 Sycamore Drive,
Middletown, NY 10940
Keller Williams Hudson Valley
SOLD
NOV 26, 2025
$338,500
4 Beds
1.5 Baths
1,408 sqft
12 Columbine Court,
Middletown, NY 10940
HomeSmart Homes & Estates
SOLD
NOV 26, 2025
$485,000
6 Beds
4 Baths
2,932 sqft
20 Blanchard Street,
Middletown, NY 10940
Christie's Int. Real Estate
SOLD
NOV 26, 2025
$280,000
3 Beds
1 Bath
1,136 sqft
127 Watkins Avenue,
Middletown, NY 10940
RE/MAX Benchmark Realty Group
SOLD
NOV 25, 2025
$460,000
5 Beds
2.5 Baths
2,856 sqft
7 Orchard Street,
Middletown, NY 10940
BHG Real Estate Green Team
SOLD
NOV 24, 2025
$285,000
4 Beds
2.5 Baths
2,088 sqft
19 Randall Terrace,
Middletown, NY 10940
Keller Williams Hudson Valley
SOLD
NOV 24, 2025
$279,900
3 Beds
1.5 Baths
1,188 sqft
4 Red Barn Lane,
Middletown, NY 10940
ARC Realty 1 in Sales

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