View 46 Ben Lomond Drive Middletown, NY MLS# 999983
  • Virtual Tour
1 of 50
$597,000
4

Beds

2.0

Baths

2,044

Sq.Ft.

46 Ben Lomond Drive

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 60 Peach Place Middletown, NY MLS# 1004718
$449,000
3

Beds

3.1

Baths

2,041

Sq.Ft.

60 Peach Place

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 1 Lake Ridge Drive Middletown, NY MLS# 995077
    1 of 44
    OPEN HOUSE: Saturday 6/20 12:00 PM - 2:00 PM
    $385,000
    2

    Beds

    1.1

    Baths

    1,584

    Sq.Ft.

    1 Lake Ridge Drive

    Middletown, NY

    Courtesy of RE/MAX BENCHMARK REALTY GROUP
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 29 Beth Drive Middletown, NY MLS# 1002343
    $525,000
    4

    Beds

    2.0

    Baths

    1,716

    Sq.Ft.

    29 Beth Drive

    Middletown, NY

    Courtesy of GREENE REALTY GROUP
    View 15 Anthony Street Middletown, NY MLS# 1003933
    • Virtual Tour
    1 of 18
    $315,000
    2

    Beds

    1.0

    Baths

    689

    Sq.Ft.

    15 Anthony Street

    Middletown, NY

    Courtesy of PREFERRED PROPERTIES REAL ESTA
    View 20 John Street Middletown, NY MLS# 1003208
    $575,000
    3

    Beds

    3.0

    Baths

    5,157

    Sq.Ft.

    20 John Street

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 153 Ridge Drive Middletown, NY MLS# 996792
    $575,000
    3

    Beds

    3.0

    Baths

    2,133

    Sq.Ft.

    153 Ridge Drive

    Middletown, NY

    Courtesy of EXP REALTY
    View 180 Mt Orange Road Middletown, NY MLS# 998755
    • Virtual Tour
    1 of 46
    $574,900
    5

    Beds

    2.0

    Baths

    2,432

    Sq.Ft.

    180 Mt Orange Road

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 120 Prospect Avenue Middletown, NY MLS# 999664
    • Virtual Tour
    1 of 40
    $385,000
    3

    Beds

    1.1

    Baths

    1,382

    Sq.Ft.

    120 Prospect Avenue

    Middletown, NY

    Courtesy of HOMESMART HOMES & ESTATES
    View 7 Harcourt Mews Middletown, NY MLS# 1001545
    $275,000
    3

    Beds

    1.1

    Baths

    1,604

    Sq.Ft.

    7 Harcourt Mews

    Middletown, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 568 County Route 49 2C Middletown, NY MLS# 1001539
    $399,900
    3

    Beds

    2.1

    Baths

    1,593

    Sq.Ft.

    568 County Route 49 2C

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 215 Linden Avenue Middletown, NY MLS# 1001604
    $599,900
    6

    Beds

    2.0

    Baths

    3,190

    Sq.Ft.

    215 Linden Avenue

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 25 Mill Street Middletown, NY MLS# 1001186
    $399,900
    4

    Beds

    2.0

    Baths

    1,472

    Sq.Ft.

    25 Mill Street

    Middletown, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 5 Dubois Street Middletown, NY MLS# 993300
    $399,900
    3

    Beds

    2.0

    Baths

    1,278

    Sq.Ft.

    5 Dubois Street

    Middletown, NY

    Courtesy of EXP REALTY
    View 28 Cyprus Drive Middletown, NY MLS# 998266
    • Adult Community
    1 of 36
    $499,900
    2

    Beds

    2.0

    Baths

    1,473

    Sq.Ft.

    28 Cyprus Drive

    Middletown, NY

    Courtesy of RE/MAX BENCHMARK REALTY GROUP
    View 20 Park Circle Drive Middletown, NY MLS# 998648
    $539,000
    4

    Beds

    2.1

    Baths

    2,644

    Sq.Ft.

    20 Park Circle Drive

    Middletown, NY

    Courtesy of EREALTY ADVISORS, INC
    View 32 Hidden Valley Drive Middletown, NY MLS# 1000657
    $149,900
    2

    Beds

    2.0

    Baths

    1,296

    Sq.Ft.

    32 Hidden Valley Drive

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 153 Ridgewood Avenue Middletown, NY MLS# 992982
    $475,000
    3

    Beds

    2.0

    Baths

    1,577

    Sq.Ft.

    153 Ridgewood Avenue

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 205 Linden Avenue Middletown, NY MLS# 996009
    $310,000
    3

    Beds

    2.0

    Baths

    1,061

    Sq.Ft.

    205 Linden Avenue

    Middletown, NY

    Courtesy of EPIQUE REALTY
    View 217-219 Highland Avenue Middletown, NY MLS# 977631
    $479,000
    3

    Beds

    2.1

    Baths

    2,228

    Sq.Ft.

    217-219 Highland 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

    297

    Estimated median home price

    $449,999
    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 - 100K9
    $100K - 200K24
    $200K - 300K32
    $300K - 400K56
    $400K - 500K72
    $500K - 600K42
    $600K - 700K15
    $700K - 800K10
    $800K - 900K9
    $900K - 1M5
    $1M - Max23

    Homes for Sale by Type in Middletown, NY

    Property TypeCount
    Single Family179
    Townhouse0
    Condo29
    Commercial36
    Rental101
    Lots and Land29
    Condo/Town/CoOp0
    CoOp0
    Multi Family16
    Mobile Home8
    Farms0

    (Data as of 6/17/2026)

    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 6/18/2026.

    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.