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Recently Sold Homes in Middletown, NY

424 homes

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SOLD
NOV 24, 2025
$385,000
3 Beds
1.5 Baths
1,570 sqft
5 Perrins Mews,
Middletown, NY 10940
Cronin & Company Real Estate
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SOLD
NOV 21, 2025
$440,000
3 Beds
1.5 Baths
1,560 sqft
6 Randall Terrace,
Middletown, NY 10940
Realty Promotions Inc
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SOLD
NOV 21, 2025
$366,000
3 Beds
2.5 Baths
1,800 sqft
1 Lexington Way,
Middletown, NY 10940
HomeSmart Homes & Estates
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SOLD
NOV 21, 2025
$493,000
3 Beds
2.5 Baths
1,858 sqft
38 Cobblestone Lane,
Middletown, NY 10940
Keller Williams Realty
SOLD
NOV 19, 2025
$265,000
2 Beds
2 Baths
1,080 sqft
242 W Main St,
Middletown, NY 10940
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SOLD
NOV 19, 2025
$625,000
9 Beds
3 Baths
11 East Avenue,
Middletown, NY 10940
John J Lease REALTORS Inc
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SOLD
NOV 19, 2025
$541,000
3 Beds
2 Baths
2,130 sqft
63 Brimstone Hill Road,
Middletown, NY 10941
Howard Hanna Rand Realty
SOLD
NOV 19, 2025
$99,000
40 Adams Avenue,
Middletown, NY 10940
Metrex Realty INC
SOLD
NOV 19, 2025
$445,000
5 Beds
2 Baths
2,447 sqft
2 Mountain Avenue,
Middletown, NY 10940
RE/MAX Benchmark Realty Group
SOLD
NOV 18, 2025
$220,000
1 Bed
1 Bath
830 sqft
65 Sycamore Drive,
Middletown, NY 10940
Howard Hanna Rand Realty
SOLD
NOV 17, 2025
$370,000
2 Beds
2 Baths
1,336 sqft
31 Academy Avenue,
Middletown, NY 10940
John J Lease REALTORS Inc
SOLD
NOV 17, 2025
$385,000
3 Beds
1 Bath
1,144 sqft
5 Peace Drive,
Middletown, NY 10941
River Realty Services, Inc.
SOLD
NOV 17, 2025
$274,000
2 Beds
2 Baths
1,012 sqft
100 Hillside Drive #C15,
Middletown, NY 10941
Howard Hanna Rand Realty
SOLD
NOV 14, 2025
$480,000
4 Beds
2.5 Baths
2,055 sqft
93 Rolling Meadows Road,
Middletown, NY 10940
Century 21 E & M Williams Rlty
SOLD
NOV 13, 2025
$247,000
2 Beds
2 Baths
880 sqft
215 Ruth Court,
Middletown, NY 10940
Keller Williams Realty
SOLD
NOV 13, 2025
$515,000
4 Beds
3 Baths
2,200 sqft
56 Acorn Avenue,
Middletown, NY 10941
HomeSmart Homes & Estates
SOLD
NOV 12, 2025
$210,000
2 Beds
1 Bath
1,006 sqft
49 Ruth Court,
Middletown, NY 10940
Keller Williams Realty
SOLD
NOV 12, 2025
$478,500
3 Beds
2 Baths
2,542 sqft
138 Reinhardt Road,
Middletown, NY 10940
Keller Williams Hudson Valley
SOLD
NOV 12, 2025
$565,000
4 Beds
3 Baths
2,800 sqft
2213 Mount Hope Road,
Middletown, NY 10940
Keller Williams Realty
SOLD
NOV 12, 2025
$350,000
3 Beds
1.5 Baths
1,506 sqft
1308 Route 302,
Bullville, NY 10915
Realmart Realty LLC
SOLD
NOV 11, 2025
$436,000
3 Beds
2 Baths
1,266 sqft
257 Tally Ho Road,
Middletown, NY 10940
Eichner Realty Group Inc.
SOLD
NOV 7, 2025
$360,000
3 Beds
2 Baths
1,537 sqft
55 Prince Street,
Middletown, NY 10940
BHHS Hudson Valley Properties
SOLD
NOV 7, 2025
$550,000
4 Beds
2.5 Baths
2,933 sqft
116 Lewis Landing Road,
Middletown, NY 10940
Cronin & Company Real Estate
SOLD
NOV 7, 2025
$325,000
3 Beds
2.5 Baths
1,452 sqft
15 Silo Lane,
Middletown, NY 10940
Curasi Realty, Inc.
SOLD
NOV 5, 2025
$318,250
3 Beds
2 Baths
1,604 sqft
4 Langton Mews,
Middletown, NY 10940
1st Class Realty
SOLD
NOV 4, 2025
$270,000
5 Beds
2 Baths
1,941 sqft
30 East Avenue,
Middletown, NY 10940
Keller Williams Realty
SOLD
NOV 3, 2025
$465,000
6 Beds
2 Baths
1,400 sqft
17 Sterling Street,
Middletown, NY 10940
eXp Realty
SOLD
NOV 3, 2025
$442,500
3 Beds
3 Baths
2,496 sqft
411 Fair Oaks Road,
Middletown, NY 10940
Keller Williams Hudson Valley
SOLD
NOV 3, 2025
$320,000
3 Beds
1.5 Baths
1,248 sqft
3 Allan Park Mews,
Middletown, NY 10940
Curasi Realty, Inc.
SOLD
NOV 3, 2025
$88,000
29-31 Orange Terrace,
Middletown, NY 10940
Preferred Properties Real Esta
SOLD
NOV 1, 2025
$585,000
4 Beds
3 Baths
2,434 sqft
94 Fair Oaks Road,
Middletown, NY 10940
HomeSmart Homes & Estates
SOLD
OCT 31, 2025
$412,000
3 Beds
2 Baths
1,430 sqft
10 Willow Place,
Middletown, NY 10940
HomeSmart Homes & Estates
SOLD
OCT 31, 2025
$475,000
4 Beds
2 Baths
2,036 sqft
51 Pine Court,
Middletown, NY 10941
Howard Hanna Rand Realty
SOLD
OCT 31, 2025
$354,000
3 Beds
2.5 Baths
1,608 sqft
6 Perrins Mews,
Middletown, NY 10940
Cronin & Company Real Estate
SOLD
OCT 30, 2025
$330,000
2 Beds
1 Bath
1,016 sqft
3 Chappell Parkway,
Middletown, NY 10940
Harbor Gray Real Estate LLC
SOLD
OCT 30, 2025
$318,000
2 Beds
1 Bath
792 sqft
25 Lafayette Avenue,
Middletown, NY 10940
Exit Realty Connections
SOLD
OCT 30, 2025
$489,000
3 Beds
2 Baths
1,823 sqft
30 Wilson Street,
Middletown, NY 10940
Cronin & Company Real Estate
SOLD
OCT 30, 2025
$600,000
3 Beds
2.5 Baths
2,340 sqft
322 Union School Road,
Middletown, NY 10941
Howard Hanna Rand Realty
SOLD
OCT 30, 2025
$435,000
4 Beds
3 Baths
2,040 sqft
167 Rockwell Avenue,
Middletown, NY 10940
eXp Realty
SOLD
OCT 30, 2025
$515,000
5 Beds
1.5 Baths
2,526 sqft
8 Badami Drive,
Middletown, NY 10941
Howard Hanna Rand Realty

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