View 109 Watkins Avenue Middletown, NY MLS# 962056
  • Recently Listed
1 of 8
$310,000
2

Beds

1.0

Baths

800

Sq.Ft.

109 Watkins Avenue

Middletown, NY

Courtesy of R2M REALTY INC.
View 138-1/2 Linden Avenue Middletown, NY MLS# 961697
$27,000
Studio

Beds

0.0

Baths

1,392

Sq.Ft.

138-1/2 Linden Avenue

Middletown, NY

Courtesy of DONNA RUFFINO REALTY CORP
View 55 Hulse Avenue Middletown, NY MLS# 961603
  • Recently Listed
1 of 26
OPEN HOUSE: Saturday 2/21 12:00 PM - 2:00 PM
$335,000
3

Beds

1.0

Baths

914

Sq.Ft.

55 Hulse Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
The time to sell is now! THE TIME TO SELL IS NOW!
View 79 Stern Scenic Drive Middletown, NY MLS# 959521
  • Recently Listed
1 of 26
$150,000
3

Beds

2.0

Baths

1,500

Sq.Ft.

79 Stern Scenic Drive

Middletown, NY

Courtesy of EXIT REALTY CONNECTIONS
View 230 Derby Road Middletown, NY MLS# 959460
  • Recently Listed
1 of 2
$150,000
Studio

Beds

0.0

Baths

16,300

Sq.Ft.

230 Derby Road

Middletown, NY

Courtesy of PREFERRED PROPERTIES REAL ESTA
View 231 Concord Lane Middletown, NY MLS# 954460
  • Recently Listed with Virtual Tour
1 of 25
$225,000
2

Beds

1.1

Baths

924

Sq.Ft.

231 Concord Lane

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 34 Hampton Court Middletown, NY MLS# 955434
  • Recently Listed
1 of 27
$349,000
3

Beds

1.1

Baths

1,508

Sq.Ft.

34 Hampton Court

Middletown, NY

Courtesy of CURASI REALTY, INC.
View 46 Silo Lane Middletown, NY MLS# 955432
$325,000
3

Beds

1.1

Baths

1,452

Sq.Ft.

46 Silo Lane

Middletown, NY

Courtesy of EXP REALTY
View 212 Cottage Street Middletown, NY MLS# 955084
$250,000
3

Beds

1.0

Baths

1,464

Sq.Ft.

212 Cottage Street

Middletown, NY

Courtesy of JOHN J LEASE REALTORS INC
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
View 47 Brick Pond Road Middletown, NY MLS# 952238
$318,000
2

Beds

1.1

Baths

1,460

Sq.Ft.

47 Brick Pond Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 22 East Main Street Middletown, NY MLS# 954848
$58,000

22 East Main Street

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 1 South Shore Drive Middletown, NY MLS# 954745
$65,000
Studio

Beds

0.0

Baths

10,454

Sq.Ft.

1 South Shore Drive

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 39 Orange Terrace Middletown, NY MLS# 954732
    1 of 13
    OPEN HOUSE: Saturday 2/21 1:00 PM - 3:00 PM
    $329,900
    3

    Beds

    1.0

    Baths

    976

    Sq.Ft.

    39 Orange Terrace

    Middletown, NY

    Courtesy of EICHNER REALTY GROUP INC.
    View 86 Linden Avenue Middletown, NY MLS# 954319
    $299,999
    4

    Beds

    1.0

    Baths

    1,316

    Sq.Ft.

    86 Linden Avenue

    Middletown, NY

    Courtesy of EXP REALTY
    View Ingrassia Road Middletown, NY MLS# 953770
    $315,000
    Studio

    Beds

    0.0

    Baths

    1,768,536

    Sq.Ft.

    Ingrassia Road

    Middletown, NY

    Courtesy of BLU WAVE VENTURES
    View 509 5th Avenue Middletown, NY MLS# 953848
    $172,000
    2

    Beds

    2.0

    Baths

    924

    Sq.Ft.

    509 5th Avenue

    Middletown, NY

    Courtesy of CENTURY 21 FULL SERVICE REALTY
    View 65 Monhagen Avenue Middletown, NY MLS# 953178
    $350,000
    3

    Beds

    2.1

    Baths

    930

    Sq.Ft.

    65 Monhagen Avenue

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 50 Brola Road Middletown, NY MLS# 952493
    $299,000
    3

    Beds

    1.0

    Baths

    1,196

    Sq.Ft.

    50 Brola Road

    Middletown, NY

    Courtesy of HOMESMART HOMES & ESTATES
    View 121 Sprague Avenue Middletown, NY MLS# 948794
    $274,900
    2

    Beds

    1.1

    Baths

    1,200

    Sq.Ft.

    121 Sprague Avenue

    Middletown, NY

    Courtesy of DIMATTEO REALTY LLC

    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

    222

    Estimated median home price

    $420,000
    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 - 100K7
    $100K - 200K20
    $200K - 300K35
    $300K - 400K43
    $400K - 500K39
    $500K - 600K22
    $600K - 700K13
    $700K - 800K8
    $800K - 900K5
    $900K - 1M3
    $1M - Max27

    Homes for Sale by Type in Middletown, NY

    Property TypeCount
    Single Family127
    Townhouse0
    Condo19
    Commercial35
    Rental107
    Lots and Land29
    Condo/Town/CoOp0
    CoOp0
    Multi Family7
    Mobile Home5
    Farms0

    (Data as of 2/21/2026)

    Information deemed reliable but not guaranteed.

    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.