View 53 Daly Road Middletown, NY MLS# 962022
    1 of 26
    OPEN HOUSE: Sunday 3/15 12:00 PM - 3:00 PM
    $574,999
    4

    Beds

    2.1

    Baths

    2,255

    Sq.Ft.

    53 Daly Road

    Middletown, NY

    Courtesy of CURASI REALTY, INC.
    View 37-37 Wisner Avenue Middletown, NY MLS# 969422
    $590,000
    3

    Beds

    2.1

    Baths

    2,504

    Sq.Ft.

    37-37 Wisner Avenue

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 5 Loch Invar Lane Middletown, NY MLS# 969140
    • Recently Listed
    1 of 47
    OPEN HOUSE: Saturday 3/14 11:00 AM - 1:00 PM
    $369,000
    3

    Beds

    2.0

    Baths

    1,646

    Sq.Ft.

    5 Loch Invar Lane

    Middletown, NY

    Courtesy of KELLER WILLIAMS REALTY
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 108 Sproat Street Middletown, NY MLS# 968831
    • Virtual Tour
    1 of 33
    $278,000
    2

    Beds

    1.0

    Baths

    1,142

    Sq.Ft.

    108 Sproat Street

    Middletown, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 131 Meadow View Drive Middletown, NY MLS# 967141
    • Recently Listed
    1 of 49
    OPEN HOUSE: Saturday 3/14 12:00 PM - 3:00 PM
    $489,999
    3

    Beds

    2.1

    Baths

    1,781

    Sq.Ft.

    131 Meadow View Drive

    Middletown, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 16 Mountain Avenue Middletown, NY MLS# 968044
    • Recently Listed
    1 of 23
    $344,900
    4

    Beds

    1.1

    Baths

    1,598

    Sq.Ft.

    16 Mountain Avenue

    Middletown, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 331 Highland Ave Extension Middletown, NY MLS# 967269
    • Recently Listed
    1 of 26
    OPEN HOUSE: Sunday 3/15 11:00 AM - 1:00 PM
    $259,000
    1

    Beds

    1.1

    Baths

    960

    Sq.Ft.

    331 Highland Ave Extension

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 17 Last Road Middletown, NY MLS# 969654
    • Recently Listed
    1 of 22
    OPEN HOUSE: Sunday 3/15 1:00 PM - 3:00 PM
    $429,999
    2

    Beds

    2.0

    Baths

    1,663

    Sq.Ft.

    17 Last Road

    Middletown, NY

    Courtesy of YOURHOMESOLD GUARANTEED REALTY
    View 320 Highland Ave Ext. Extension Middletown, NY MLS# 966914
    $674,900
    4

    Beds

    2.1

    Baths

    2,360

    Sq.Ft.

    320 Highland Ave Ext. Extension

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 43 Putters Way Middletown, NY MLS# 965678
    • Recently Listed
    1 of 49
    $625,000
    3

    Beds

    3.1

    Baths

    3,013

    Sq.Ft.

    43 Putters Way

    Middletown, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 566 County Route 49 Middletown, NY MLS# 967174
    • Recently Listed
    1 of 24
    OPEN HOUSE: Wednesday 3/11 4:00 AM - 6:00 PM
    $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
    • Recently Listed
    1 of 19
    $369,900
    4

    Beds

    1.1

    Baths

    1,602

    Sq.Ft.

    15 Scotchtown Place

    Middletown, NY

    Courtesy of DIMATTEO REALTY LLC
    View 19 Red Barn Lane Middletown, NY MLS# 967228
    • Recently Listed
    1 of 24
    $369,000
    4

    Beds

    3.1

    Baths

    1,692

    Sq.Ft.

    19 Red Barn Lane

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 20 Dubois Street 18 1/2 Middletown, NY MLS# 962004
    • Recently Listed
    1 of 37
    $394,900
    4

    Beds

    2.0

    Baths

    1,417

    Sq.Ft.

    20 Dubois Street 18 1/2

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 2 Thomas Jefferson Place Middletown, NY MLS# 966132
    $399,900
    3

    Beds

    2.1

    Baths

    1,724

    Sq.Ft.

    2 Thomas Jefferson Place

    Middletown, NY

    Courtesy of RE/MAX BENCHMARK REALTY GROUP
    View 80 Prospect Avenue Middletown, NY MLS# 966756
    • Recently Listed
    1 of 19
    $559,999
    6

    Beds

    2.0

    Baths

    2,424

    Sq.Ft.

    80 Prospect Avenue

    Middletown, NY

    Courtesy of LOCQUBE NEW YORK, INC.
    View 864 Route 17M Middletown, NY MLS# 966098
    • Recently Listed with Virtual Tour
    1 of 42
    $669,000
    3

    Beds

    2.1

    Baths

    2,400

    Sq.Ft.

    864 Route 17M

    Middletown, NY

    Courtesy of HOMESMART HOMES & ESTATES
    View 521 E Main Street Middletown, NY MLS# 964168
    • Recently Listed
    1 of 19
    $499,900
    4

    Beds

    2.0

    Baths

    7,600

    Sq.Ft.

    521 E Main Street

    Middletown, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View Van Burenville Road Middletown, NY MLS# 965294
    • Recently Listed
    1 of 5
    $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
    • Recently Listed
    1 of 44
    $475,000
    3

    Beds

    3.0

    Baths

    1,674

    Sq.Ft.

    57 Boorman Road

    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

    216

    Estimated median home price

    $417,500
    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 - 200K18
    $200K - 300K36
    $300K - 400K40
    $400K - 500K43
    $500K - 600K16
    $600K - 700K14
    $700K - 800K7
    $800K - 900K5
    $900K - 1M4
    $1M - Max25

    Homes for Sale by Type in Middletown, NY

    Property TypeCount
    Single Family119
    Townhouse0
    Condo19
    Commercial34
    Rental113
    Lots and Land30
    Condo/Town/CoOp0
    CoOp0
    Multi Family9
    Mobile Home5
    Farms0

    (Data as of 3/11/2026)

    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 3/11/2026.

    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.