View 4 Putters Way Middletown, NY MLS# 905387
$479,000
2

Beds

2.1

Baths

2,000

Sq.Ft.

4 Putters Way

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 4 Kless Court Middletown, NY MLS# 936597
$475,000
3

Beds

2.1

Baths

2,097

Sq.Ft.

4 Kless Court

Middletown, NY

Courtesy of YOURHOMESOLD GUARANTEED REALTY
View 23 Macintosh Drive Middletown, NY MLS# 918105
  • Virtual Tour
1 of 42
$469,000
3

Beds

2.1

Baths

1,940

Sq.Ft.

23 Macintosh Drive

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
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 23 Avoncroft Lane Middletown, NY MLS# 920431
$460,000
3

Beds

2.1

Baths

2,567

Sq.Ft.

23 Avoncroft Lane

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
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 3 Bonnie Brae Drive Middletown, NY MLS# 901822
$450,000
3

Beds

1.1

Baths

1,584

Sq.Ft.

3 Bonnie Brae Drive

Middletown, NY

Courtesy of HUDSON VALLEY HOME CONNECTION
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 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 917 Scotchtown Collabar Road Middletown, NY MLS# 947187
$449,000
3

Beds

2.0

Baths

1,300

Sq.Ft.

917 Scotchtown Collabar Road

Middletown, NY

Courtesy of BHHS HUDSON VALLEY PROPERTIES
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 145 Academy Avenue Middletown, NY MLS# 922972
  • Recently Listed
1 of 38
$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 6 Knapp Avenue Middletown, NY MLS# 917460
$435,000
Studio

Beds

0.0

Baths

5,500

Sq.Ft.

6 Knapp Avenue

Middletown, NY

Courtesy of PREFERRED PROPERTIES REAL ESTA
View 23 Maureen Drive Middletown, NY MLS# 926966
$430,000
3

Beds

1.1

Baths

1,584

Sq.Ft.

23 Maureen Drive

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
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 74 Pocatello Road Middletown, NY MLS# 934784
    1 of 21
    OPEN HOUSE: Saturday 1/17 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 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
    • Recently Listed
    1 of 50
    $425,000
    3

    Beds

    2.1

    Baths

    1,184

    Sq.Ft.

    1065 Dolsontown Road

    Middletown, NY

    Courtesy of JOHN J LEASE REALTORS INC

    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

    245

    Estimated median home price

    $415,000
    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 - 100K6
    $100K - 200K18
    $200K - 300K40
    $300K - 400K53
    $400K - 500K45
    $500K - 600K23
    $600K - 700K13
    $700K - 800K11
    $800K - 900K5
    $900K - 1M4
    $1M - Max27

    Homes for Sale by Type in Middletown, NY

    Property TypeCount
    Single Family148
    Townhouse0
    Condo26
    Commercial34
    Rental114
    Lots and Land28
    Condo/Town/CoOp0
    CoOp0
    Multi Family6
    Mobile Home3
    Farms0

    (Data as of 1/15/2026)

    Information deemed reliable but not guaranteed.

    The data relating to real estate for sale on this web site comes in part from The Internet Data Exchange Program of ©2026 Global Multiple Listing Service, Inc. The data relating to real estate on this website comes in part from the Internet Data Exchange program of the GMLS. All information is deemed reliable but not guaranteed and should be independently verified. All properties subject to prior sale, change, or withdrawal. Neither listing broker(s), GMLS shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless from any damages arising from reliance upon these data. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties they may be interested in purchasing.

    Data is updated as of 1/16/2026.

    All information provided is deemed reliable but is not guaranteed and should be independently verified.

    Copyright 2026 by the Multiple Listing service of Ulster County, Inc. All Rights Reserved.

    The data relating to real estate on this web site comes in part from the IDX of the Multiple Listing service of Ulster County, Inc. Real estate listings held by brokerage firms other that Weichert Realtors are marked with IDX logo and the detailed information about them includes the name of the listing broker.

    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.