View 8 Atwood Drive Middletown, NY MLS# 963043
  • Virtual Tour
1 of 30
$479,000
3

Beds

3.1

Baths

1,723

Sq.Ft.

8 Atwood Drive

Middletown, NY

Courtesy of REDFIN REAL ESTATE
View 23 Macintosh Drive Middletown, NY MLS# 918105
  • Virtual Tour
1 of 42
$477,000
3

Beds

2.1

Baths

1,940

Sq.Ft.

23 Macintosh Drive

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 57 Boorman Road Middletown, NY MLS# 955621
  • Recently Listed
1 of 44
$475,000
3

Beds

3.0

Baths

2,074

Sq.Ft.

57 Boorman Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
The time to sell is now! THE TIME TO SELL IS NOW!
View 171 High Barney Road Middletown, NY MLS# 943071
$469,000
3

Beds

2.0

Baths

2,056

Sq.Ft.

171 High Barney Road

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 11 Cobblestone Lane Middletown, NY MLS# 910643
$465,000
3

Beds

2.1

Baths

1,899

Sq.Ft.

11 Cobblestone Lane

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View Airport Road Middletown, NY MLS# H6195533
$450,000
Studio

Beds

0.0

Baths

126,324

Sq.Ft.

Airport Road

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 10 Scott Drive Middletown, NY MLS# 934888
$450,000
4

Beds

2.1

Baths

2,139

Sq.Ft.

10 Scott Drive

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY NYC GRP
View 47 Wickham Avenue 45 Middletown, NY MLS# 937384
$450,000
1,478

Sq.Ft.

47 Wickham Avenue 45

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 145 Academy Avenue Middletown, NY MLS# 922972
$445,000
4

Beds

2.0

Baths

2,545

Sq.Ft.

145 Academy Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 4 Thistle Lane Middletown, NY MLS# 832175
$440,000
4

Beds

2.1

Baths

2,848

Sq.Ft.

4 Thistle Lane

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 566 County Route 49 Middletown, NY MLS# 967174
  • Recently Listed
1 of 24
$439,900
3

Beds

2.1

Baths

1,905

Sq.Ft.

566 County Route 49

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 35 East Avenue Middletown, NY MLS# 901698
$435,000
3

Beds

2.0

Baths

1,939

Sq.Ft.

35 East Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 37 Pinto Road E Middletown, NY MLS# 953168
$430,000
2

Beds

2.1

Baths

1,728

Sq.Ft.

37 Pinto Road E

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 74 Pocatello Road Middletown, NY MLS# 934784
$429,900
3

Beds

1.1

Baths

1,736

Sq.Ft.

74 Pocatello Road

Middletown, NY

Courtesy of EICHNER REALTY GROUP INC.
View 4 Kless Court Middletown, NY MLS# 960173
$429,000
3

Beds

2.1

Baths

2,097

Sq.Ft.

4 Kless Court

Middletown, NY

Courtesy of YOURHOMESOLD GUARANTEED REALTY
View 17 Last Road Middletown, NY MLS# 969654
  • Recently Listed
1 of 22
$429,000
3

Beds

2.0

Baths

1,663

Sq.Ft.

17 Last Road

Middletown, NY

Courtesy of YOURHOMESOLD GUARANTEED REALTY
View 42 Genung Street Middletown, NY MLS# 917120
$425,000
4

Beds

3.0

Baths

1,728

Sq.Ft.

42 Genung Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 1065 Dolsontown Road Middletown, NY MLS# 947122
$425,000
3

Beds

2.1

Baths

1,184

Sq.Ft.

1065 Dolsontown Road

Middletown, NY

Courtesy of JOHN J LEASE REALTORS INC
View 405 County Route 22 Middletown, NY MLS# 971562
  • Recently Listed
1 of 45
$425,000
3

Beds

4.0

Baths

1,360

Sq.Ft.

405 County Route 22

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 52 Scotchtown Drive Middletown, NY MLS# 939525
$410,000
3

Beds

2.0

Baths

1,309

Sq.Ft.

52 Scotchtown Drive

Middletown, NY

Courtesy of CENTURY 21 FULL SERVICE REALTY

About Middletown

Surrounded by such communities as Goshen and Wallkill, Middletown offers the expanded educational opportunities of Orange County Community College to the regional amenities.  Tranquil and yet convenient, Middletown is home to retail and commercial activity.  For expansive shopping, regional malls are just minutes from home.  Although the city is home to a number of businesses and light industry, it is primarily a residential community with a pleasing variety of single-family homes.  Both newer construction and fine older homes combine with multi-family options.  Commuters can travel to New York City via Metro-North rail or catch buses into the Port Authority.  An abundance of county and local parks ensure outdoor enjoyment.  Attractions include picnic areas and miles of hiking and biking trails as well as tennis courts and golf courses.

Listings in Middletown, NY

225

Estimated median home price

$410,000
Middletown NY Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Middletown, New York real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Middletown, NY.

Homes for Sale by Price in Middletown, NY

PriceCount
$0 - 100K9
$100K - 200K17
$200K - 300K35
$300K - 400K46
$400K - 500K43
$500K - 600K19
$600K - 700K15
$700K - 800K7
$800K - 900K5
$900K - 1M4
$1M - Max25

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family128
Townhouse0
Condo16
Commercial35
Rental107
Lots and Land32
Condo/Town/CoOp0
CoOp0
Multi Family9
Mobile Home5
Farms0

(Data as of 3/16/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey® MLS.

The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use.

Information Copyright 2021, OneKey® MLS. All Rights Reserved.