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 2/28 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
    The time to sell is now! THE TIME TO SELL IS NOW!
    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
    View 26 Ridge Street Middletown, NY MLS# 927011
    $329,000
    3

    Beds

    1.0

    Baths

    1,400

    Sq.Ft.

    26 Ridge Street

    Middletown, NY

    Courtesy of BLOOMING REALTY
    View 6 Deer Ct Drive Middletown, NY MLS# 948848
    $325,000
    2

    Beds

    2.1

    Baths

    1,831

    Sq.Ft.

    6 Deer Ct Drive

    Middletown, NY

    Courtesy of REAL ESTATE CIRCUIT INC
    View 366 Concord Lane Middletown, NY MLS# 948367
    $225,000
    2

    Beds

    2.0

    Baths

    1,000

    Sq.Ft.

    366 Concord Lane

    Middletown, NY

    Courtesy of MORE AND MORE REAL ESTATE
    View 100 Hillside Drive F6 Middletown, NY MLS# 939921
    $299,999
    2

    Beds

    2.0

    Baths

    1,140

    Sq.Ft.

    100 Hillside Drive F6

    Middletown, NY

    Courtesy of CURASI REALTY, INC.
    View 22 Red Barn Lane Middletown, NY MLS# 950517
    $319,000
    3

    Beds

    2.1

    Baths

    1,408

    Sq.Ft.

    22 Red Barn Lane

    Middletown, NY

    Courtesy of CRONIN & COMPANY REAL ESTATE
    View Address not provided Middletown, NY MLS# 949982
    $269,000
    2

    Beds

    1.1

    Baths

    960

    Sq.Ft.

    Address not provided

    Middletown, NY

    Courtesy of Q HOME SALES
    View 21 Ridge Street Middletown, NY MLS# 949348
    $310,000
    4

    Beds

    2.0

    Baths

    1,998

    Sq.Ft.

    21 Ridge Street

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 437 Union School Road Middletown, NY MLS# 945494
    $135,000
    Studio

    Beds

    0.0

    Baths

    283,140

    Sq.Ft.

    437 Union School Road

    Middletown, NY

    Courtesy of CURASI REALTY, INC.
    View Lybolt Middletown, NY MLS# 944129
    $199,000
    Studio

    Beds

    0.0

    Baths

    Lybolt

    Middletown, NY

    Courtesy of EICHNER REALTY GROUP INC.
    View 14 Kensington Way Middletown, NY MLS# 944383
    $349,000
    2

    Beds

    1.1

    Baths

    1,115

    Sq.Ft.

    14 Kensington Way

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 488 Tally Ho Road Middletown, NY MLS# 942705
    $215,000
    1

    Beds

    1.0

    Baths

    748

    Sq.Ft.

    488 Tally Ho Road

    Middletown, NY

    Courtesy of EXP REALTY
    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

    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

    221

    Estimated median home price

    $425,000
    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 - 100K8
    $100K - 200K21
    $200K - 300K32
    $300K - 400K44
    $400K - 500K39
    $500K - 600K22
    $600K - 700K13
    $700K - 800K7
    $800K - 900K5
    $900K - 1M4
    $1M - Max26

    Homes for Sale by Type in Middletown, NY

    Property TypeCount
    Single Family123
    Townhouse0
    Condo19
    Commercial35
    Rental107
    Lots and Land31
    Condo/Town/CoOp0
    CoOp0
    Multi Family8
    Mobile Home5
    Farms0

    (Data as of 2/27/2026)

    Information deemed reliable but not guaranteed.

    The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of The Pike Wayne Association of Realtors. Real Estate listings held by brokerage firms other than Weichert Realtors are marked with the Broker Reciprocity logo (a little black house) and detailed information about them includes the name of the listing brokers. 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 consumers may be interested in purchasing.

    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.