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 917 Scotchtown Collabar Road Middletown, NY MLS# 947187
$430,000
3

Beds

2.0

Baths

1,300

Sq.Ft.

917 Scotchtown Collabar Road

Middletown, NY

Courtesy of BHHS HUDSON VALLEY PROPERTIES
View 25 Fairways Drive 12 Middletown, NY MLS# 944683
  • Recently Listed
1 of 34
$410,000
2

Beds

2.1

Baths

1,345

Sq.Ft.

25 Fairways Drive 12

Middletown, NY

Courtesy of MAGIC OF GREAT NECK REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 14 Kensington Way Middletown, NY MLS# 944383
  • Recently Listed
1 of 23
$359,000
2

Beds

1.1

Baths

1,115

Sq.Ft.

14 Kensington Way

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 91 Mountain Avenue Middletown, NY MLS# 941164
$350,000
3

Beds

1.0

Baths

892

Sq.Ft.

91 Mountain Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 13 Forest Avenue Middletown, NY MLS# 941047
  • Virtual Tour
1 of 33
$429,999
3

Beds

2.0

Baths

1,748

Sq.Ft.

13 Forest Avenue

Middletown, NY

Courtesy of HUDSON VALLEY HOME CONNECTION
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
View 21 California Drive Middletown, NY MLS# 938267
$399,900
3

Beds

1.1

Baths

1,652

Sq.Ft.

21 California Drive

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 43 Pinto Road E 43 Middletown, NY MLS# 933788
  • Virtual Tour
1 of 49
$447,000
2

Beds

3.1

Baths

2,351

Sq.Ft.

43 Pinto Road E 43

Middletown, NY

Courtesy of RE/MAX TOWN & COUNTRY
View 57 Overhill Road Middletown, NY MLS# 935730
$350,000
5

Beds

2.1

Baths

3,581

Sq.Ft.

57 Overhill Road

Middletown, NY

Courtesy of EXP REALTY
View 71 Commonwealth Avenue Middletown, NY MLS# 936595
$360,000
3

Beds

1.0

Baths

1,344

Sq.Ft.

71 Commonwealth Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 270 Crystal Run Road Middletown, NY MLS# 933272
$399,900
3

Beds

2.0

Baths

1,450

Sq.Ft.

270 Crystal Run Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 27-29 W Conkling Avenue Middletown, NY MLS# 933968
$409,999
3

Beds

1.1

Baths

1,560

Sq.Ft.

27-29 W Conkling Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 65 Monhagen Avenue Middletown, NY MLS# 933768
$350,000
3

Beds

2.1

Baths

930

Sq.Ft.

65 Monhagen Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 21 N Aspen Road Middletown, NY MLS# 935832
$341,999
3

Beds

1.1

Baths

1,528

Sq.Ft.

21 N Aspen Road

Middletown, NY

Courtesy of GREENE REALTY GROUP
View 74 Pocatello Road Middletown, NY MLS# 934784
    1 of 21
    OPEN HOUSE: Saturday 1/3 1:00 PM - 3:00 PM
    $429,900
    3

    Beds

    1.1

    Baths

    1,736

    Sq.Ft.

    74 Pocatello Road

    Middletown, NY

    Courtesy of EICHNER REALTY GROUP INC.
    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 98 Watkins Avenue Middletown, NY MLS# 931056
    $335,000
    3

    Beds

    1.0

    Baths

    1,300

    Sq.Ft.

    98 Watkins Avenue

    Middletown, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 5 Cobblestone Lane 4301 Middletown, NY MLS# 929874
    $450,000
    3

    Beds

    2.1

    Baths

    1,858

    Sq.Ft.

    5 Cobblestone Lane 4301

    Middletown, NY

    Courtesy of EXP REALTY
    View 28 Lake Ridge Drive Middletown, NY MLS# 931152
    $365,000
    3

    Beds

    2.1

    Baths

    1,460

    Sq.Ft.

    28 Lake Ridge Drive

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY

    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

    229

    Estimated median home price

    $414,999
    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 - 100K6
    $100K - 200K17
    $200K - 300K38
    $300K - 400K50
    $400K - 500K40
    $500K - 600K22
    $600K - 700K11
    $700K - 800K13
    $800K - 900K4
    $900K - 1M3
    $1M - Max25

    Homes for Sale by Type in Middletown, NY

    Property TypeCount
    Single Family138
    Townhouse0
    Condo23
    Commercial31
    Rental112
    Lots and Land29
    Condo/Town/CoOp0
    CoOp0
    Multi Family6
    Mobile Home2
    Farms0

    (Data as of 1/2/2026)

    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.