View 17 Last Road Middletown, NY MLS# 969654
$429,000
3

Beds

2.0

Baths

1,663

Sq.Ft.

17 Last Road

Middletown, NY

Courtesy of YOURHOMESOLD GUARANTEED REALTY
View 566 County Route 49 Middletown, NY MLS# 967174
$439,900
3

Beds

2.1

Baths

1,905

Sq.Ft.

566 County Route 49

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 15 Scotchtown Place Middletown, NY MLS# 965998
$369,900
4

Beds

1.1

Baths

1,602

Sq.Ft.

15 Scotchtown Place

Middletown, NY

Courtesy of DIMATTEO REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 80 Prospect Avenue Middletown, NY MLS# 966756
$479,999
6

Beds

2.0

Baths

2,424

Sq.Ft.

80 Prospect Avenue

Middletown, NY

Courtesy of LOCQUBE NEW YORK, INC.
View Van Burenville Road Middletown, NY MLS# 965294
$125,000
Studio

Beds

0.0

Baths

278,784

Sq.Ft.

Van Burenville Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 57 Boorman Road Middletown, NY MLS# 955621
$435,000
3

Beds

3.0

Baths

2,074

Sq.Ft.

57 Boorman Road

Middletown, NY

Courtesy of KW HUDSON VALLEY UNTIED
View 18 Jordan Lane Middletown, NY MLS# 961715
$359,000
3

Beds

2.1

Baths

1,345

Sq.Ft.

18 Jordan Lane

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 21 Philcox Road Middletown, NY MLS# 964656
$379,000
3

Beds

2.0

Baths

1,314

Sq.Ft.

21 Philcox Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 11 Philcox Road Middletown, NY MLS# 964665
$260,000
2

Beds

1.0

Baths

802

Sq.Ft.

11 Philcox Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 14 Bonnell Street Middletown, NY MLS# 964041
$439,990
5

Beds

2.0

Baths

2,586

Sq.Ft.

14 Bonnell Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 24 E Main Street Middletown, NY MLS# 963920
$170,000
5,653

Sq.Ft.

24 E Main Street

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 109 Watkins Avenue Middletown, NY MLS# 962056
$294,000
2

Beds

1.0

Baths

800

Sq.Ft.

109 Watkins Avenue

Middletown, NY

Courtesy of R2M REALTY INC.
View 41 Monhagen Avenue 39 Middletown, NY MLS# 960537
$410,000
5

Beds

4.0

Baths

15,707

Sq.Ft.

41 Monhagen Avenue 39

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 32 Woodstock Lane Middletown, NY MLS# 962240
$479,000
3

Beds

2.1

Baths

2,198

Sq.Ft.

32 Woodstock Lane

Middletown, NY

Courtesy of HUDSON VALLEY HOME CONNECTION
View 138-1/2 Linden Avenue Middletown, NY MLS# 961697
$25,000
Studio

Beds

0.0

Baths

1,392

Sq.Ft.

138-1/2 Linden Avenue

Middletown, NY

Courtesy of DONNA RUFFINO REALTY CORP
View 4 Kless Court Middletown, NY MLS# 960173
    1 of 17
    OPEN HOUSE: Saturday 6/20 1:00 PM - 3:00 PM
    $429,000
    3

    Beds

    2.1

    Baths

    2,097

    Sq.Ft.

    4 Kless Court

    Middletown, NY

    Courtesy of YOURHOMESOLD GUARANTEED REALTY
    View 79 Stern Scenic Drive Middletown, NY MLS# 959521
    $134,999
    3

    Beds

    2.0

    Baths

    1,500

    Sq.Ft.

    79 Stern Scenic Drive

    Middletown, NY

    Courtesy of EXIT REALTY CONNECTIONS
    View 121 Monhagen Avenue Middletown, NY MLS# 959666
    $499,000
    Studio

    Beds

    0.0

    Baths

    9,660

    Sq.Ft.

    121 Monhagen Avenue

    Middletown, NY

    Courtesy of PREFERRED PROPERTIES REAL ESTA
    View 230 Derby Road Middletown, NY MLS# 959460
    $150,000
    Studio

    Beds

    0.0

    Baths

    16,300

    Sq.Ft.

    230 Derby Road

    Middletown, NY

    Courtesy of PREFERRED PROPERTIES REAL ESTA
    View 538 E Main Street Middletown, NY MLS# 955848
    $65,000
    Studio

    Beds

    0.0

    Baths

    7,875

    Sq.Ft.

    538 E Main Street

    Middletown, NY

    Courtesy of HUDSON VALLEY HOME CONNECTION

    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

    300

    Estimated median home price

    $449,500
    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 - 100K8
    $100K - 200K25
    $200K - 300K33
    $300K - 400K58
    $400K - 500K71
    $500K - 600K43
    $600K - 700K15
    $700K - 800K12
    $800K - 900K8
    $900K - 1M5
    $1M - Max22

    Homes for Sale by Type in Middletown, NY

    Property TypeCount
    Single Family181
    Townhouse0
    Condo32
    Commercial36
    Rental101
    Lots and Land29
    Condo/Town/CoOp0
    CoOp0
    Multi Family15
    Mobile Home7
    Farms0

    (Data as of 6/20/2026)

    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 6/20/2026.

    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.

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