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Recently Sold Homes in Middletown, NY

428 homes

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SOLD
OCT 29, 2025
$270,000
2 Beds
1.5 Baths
896 sqft
63 Pierson Hill Road,
Middletown, NY 10940
Absolute Real Estate of NY Inc
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SOLD
OCT 29, 2025
$467,000
8 Beds
4 Baths
4,698 sqft
22 Mud Mills Road,
Middletown, NY 10940
HVG Realty, Inc.
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SOLD
OCT 29, 2025
$330,000
3 Beds
1.5 Baths
925 sqft
6 Madalaine Terrace,
Middletown, NY 10940
Howard Hanna Rand Realty
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SOLD
OCT 28, 2025
$265,000
3 Beds
1.5 Baths
1,080 sqft
242 1/2 W Main Street,
Middletown, NY 10940
Keller Williams Hudson Valley
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SOLD
OCT 27, 2025
$236,500
2 Beds
1 Bath
893 sqft
25 Jimal Drive,
Middletown, NY 10940
Real Estate Circuit Inc
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SOLD
OCT 27, 2025
$950,000
3 Beds
2.5 Baths
2,000 sqft
190 Crans Road,
Middletown, NY 10941
Exclusively Equine Prop LLC
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SOLD
OCT 27, 2025
$620,000
4 Beds
3 Baths
3,328 sqft
58 White Bridge Road,
Middletown, NY 10940
RE/MAX Benchmark Realty Group
SOLD
OCT 27, 2025
$199,000
1 Bed
1 Bath
830 sqft
27 Sycamore Drive Bldg 2 A,
Middletown, NY 10940
Stepping Stone Realty
SOLD
OCT 27, 2025
$442,900
3 Beds
2.5 Baths
1,987 sqft
7 Roosevelt Avenue,
Middletown, NY 10940
RE/MAX Benchmark Realty Group
SOLD
OCT 24, 2025
$475,000
5 Beds
2 Baths
16-18 Claremont Court,
Middletown, NY 10940
Keller Williams Realty
SOLD
OCT 24, 2025
$350,000
2 Beds
2 Baths
2,460 sqft
9 Albert Street,
Middletown, NY 10940
Howard Hanna Rand Realty
SOLD
OCT 23, 2025
$650,000
8 Beds
4 Baths
5,533 sqft
203 Highland Avenue,
Middletown, NY 10940
RE/MAX Benchmark Realty Group
SOLD
OCT 23, 2025
$350,000
4 Beds
3 Baths
3,810 sqft
5 My Valley Dr,
Middletown, NY 10940
SOLD
OCT 23, 2025
$485,000
3 Beds
3.5 Baths
1,899 sqft
38 Woodside Knolls Drive,
Middletown, NY 10940
Q Home Sales
SOLD
OCT 22, 2025
$6,000
4 Beds
3 Baths
2,590 sqft
32 Prospect St,
Middletown, NY 10940
SOLD
OCT 22, 2025
$280,000
3 Beds
2 Baths
39 Harrison Street,
Middletown, NY 10940
David L Russell Realty
SOLD
OCT 22, 2025
$335,000
3 Beds
1 Bath
850 sqft
16 Madelaine Terrace,
Middletown, NY 10940
eXp Realty
SOLD
OCT 22, 2025
$595,000
4 Beds
2.5 Baths
2,628 sqft
658 Ingrassia Road,
Middletown, NY 10940
Keller Williams Realty
SOLD
OCT 22, 2025
$565,000
4 Beds
2 Baths
2,488 sqft
260 Ohaire,
Middletown, NY 10941
Keller Williams Valley Realty
SOLD
OCT 22, 2025
$595,000
4 Beds
2.5 Baths
2,316 sqft
360 New Vernon Road,
Middletown, NY 10940
RE/MAX Benchmark Realty Group
SOLD
OCT 22, 2025
$160,000
362 Ohaire Road,
Middletown, NY 10941
Douglas Elliman Real Estate
SOLD
OCT 21, 2025
$200,000
3 Beds
2 Baths
1,268 sqft
204 Monhagen Ave,
Middletown, NY 10940
SOLD
OCT 21, 2025
$440,000
3 Beds
2 Baths
2,558 sqft
14 Briarwood Drive,
Middletown, NY 10940
Cronin & Company Real Estate
SOLD
OCT 20, 2025
$335,000
5 Beds
2,526 sqft
11 Watkins Ave,
Middletown, NY 10940
SOLD
OCT 17, 2025
$400,000
4 Beds
2 Baths
1,408 sqft
51 Howard Drive,
Middletown, NY 10941
Keller Williams Hudson Valley
SOLD
OCT 16, 2025
$410,000
3 Beds
2.5 Baths
2,223 sqft
104 Monhagen Avenue,
Middletown, NY 10940
Howard Hanna Rand Realty
SOLD
OCT 16, 2025
$129,000
1 Bed
1 Bath
752 sqft
318 Ruth Court,
Middletown, NY 10940
RE/MAX Benchmark Realty Group
SOLD
OCT 15, 2025
$125,000
Studio
2.5 Baths
TBD Kirbytown Road,
Middletown, NY 10940
Howard Hanna Rand Realty
SOLD
OCT 15, 2025
$160,000
4 Beds
3 Baths
2,183 sqft
181 Connors Rd,
Middletown, NY 10941
SOLD
OCT 14, 2025
$300,000
3 Beds
1 Bath
1,922 sqft
7-9 Wilbur Avenue,
Middletown, NY 10940
Nicoli Realty
SOLD
OCT 11, 2025
$310,000
2 Beds
2.5 Baths
1,348 sqft
71 Jordan Lane,
Middletown, NY 10940
Keller Williams Hudson Valley
SOLD
OCT 10, 2025
$363,740
2 Beds
1 Bath
1,324 sqft
9 Grandview Avenue,
Middletown, NY 10940
RE/MAX Benchmark Realty Group
SOLD
OCT 10, 2025
$110,000
1 Bed
1 Bath
585 sqft
55 Woodcrest Drive,
Middletown, NY 10940
Z Wisdom Realty Inc.
SOLD
OCT 10, 2025
$330,000
3 Beds
1.5 Baths
1,778 sqft
58 Chaucer Court,
Middletown, NY 10941
Coldwell Banker Realty
SOLD
OCT 9, 2025
$300,000
3 Beds
1 Bath
1,732 sqft
16 Myrtle Avenue,
Middletown, NY 10940
Cronin & Company Real Estate
SOLD
OCT 8, 2025
$310,000
3 Beds
1 Bath
1,176 sqft
193 Bert Crawford Road,
Middletown, NY 10940
Preferred Properties Real Esta
SOLD
OCT 7, 2025
$450,000
3 Beds
2 Baths
2,108 sqft
853 Winterton Road,
Bloomingburg, NY 12721
Keller Williams Hudson Valley
SOLD
OCT 6, 2025
$340,000
2 Beds
1 Bath
825 sqft
2411 Goshen Turnpike,
Middletown, NY 10941
Preferred Properties Real Esta
SOLD
OCT 6, 2025
$482,500
3 Beds
2.5 Baths
1,872 sqft
39 Brookline Avenue,
Middletown, NY 10940
Keller Williams Hudson Valley
SOLD
OCT 5, 2025
$453,000
3 Beds
2 Baths
2,006 sqft
8-10 Mercer Street,
Middletown, NY 10940
Keller Williams Hudson Valley

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