View 128 W Main Street Middletown, NY MLS# 939478
$625,000
8

Beds

6.0

Baths

3,240

Sq.Ft.

128 W Main Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 5 Wawayanda Place Middletown, NY MLS# 20255950
$625,000
12

Beds

10.0

Baths

5,004

Sq.Ft.

5 Wawayanda Place

Middletown, NY

UlsterCountyNY
Courtesy of FIND ADVISORS
View 24 Juniper Circle Middletown, NY MLS# 948272
  • Adult Community
1 of 42
$625,000
2

Beds

3.0

Baths

2,975

Sq.Ft.

24 Juniper Circle

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 2066 Route 6 Middletown, NY MLS# 956652
$625,000
4

Beds

2.1

Baths

2,128

Sq.Ft.

2066 Route 6

Middletown, NY

Courtesy of COMPASS GREATER NY, LLC
View 179 Reservoir Road Middletown, NY MLS# 933548
$620,000
3

Beds

2.0

Baths

3,080

Sq.Ft.

179 Reservoir Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 9 Crane Road Middletown, NY MLS# 904795
  • Virtual Tour
1 of 36
$615,000
4

Beds

3.0

Baths

3,350

Sq.Ft.

9 Crane Road

Middletown, NY

Courtesy of REAL BROKER NY LLC
View 125 White Bridge Road Middletown, NY MLS# 916229
    1 of 44
    OPEN HOUSE: Saturday 2/28 12:00 PM - 2:00 PM
    $605,000
    4

    Beds

    3.0

    Baths

    2,132

    Sq.Ft.

    125 White Bridge Road

    Middletown, NY

    Courtesy of RE/MAX BENCHMARK REALTY GROUP
    View 8 Franklin Street 4 Middletown, NY MLS# 921619
    $600,000
    10,763

    Sq.Ft.

    8 Franklin Street 4

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 2078 Route 6 Middletown, NY MLS# 952401
    $599,990
    3

    Beds

    3.0

    Baths

    1,332

    Sq.Ft.

    2078 Route 6

    Middletown, NY

    Courtesy of EREALTY ADVISORS, INC
    View 718 Mount Hope Road Middletown, NY MLS# 855749
    $599,900
    4

    Beds

    3.0

    Baths

    2,445

    Sq.Ft.

    718 Mount Hope Road

    Middletown, NY

    Courtesy of HOMESMART HOMES & ESTATES
    View 34 Feiertag Road Middletown, NY MLS# 896163
    $598,000
    3

    Beds

    3.0

    Baths

    3,021

    Sq.Ft.

    34 Feiertag Road

    Middletown, NY

    Courtesy of 1ST INDEPENDENT REALTY GRP
    View 24 3rd Street Middletown, NY MLS# 894923
    $589,000
    4

    Beds

    3.0

    Baths

    2,732

    Sq.Ft.

    24 3rd Street

    Middletown, NY

    Courtesy of REALTY PROMOTIONS INC
    View 83 Dosen Road Middletown, NY MLS# 873908
    • Virtual Tour
    1 of 38
    $585,000
    3

    Beds

    2.0

    Baths

    4,240

    Sq.Ft.

    83 Dosen Road

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 30 Daly Road Middletown, NY MLS# 947940
    $579,990
    3

    Beds

    2.1

    Baths

    2,205

    Sq.Ft.

    30 Daly Road

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 708 Kirbytown Road Middletown, NY MLS# 863721
    • Virtual Tour
    1 of 36
    $575,000
    4

    Beds

    2.1

    Baths

    2,292

    Sq.Ft.

    708 Kirbytown Road

    Middletown, NY

    Courtesy of SHAHAR MANAGEMENT LLC
    View 126 W Main Street Middletown, NY MLS# 922957
    $575,000
    6

    Beds

    4.0

    Baths

    2,074

    Sq.Ft.

    126 W Main Street

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 78 Commonwealth Avenue Middletown, NY MLS# 932713
    $558,000
    3

    Beds

    2.1

    Baths

    2,108

    Sq.Ft.

    78 Commonwealth Avenue

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 2885 State Route 17K Middletown, NY MLS# 935936
    $550,000
    2,656

    Sq.Ft.

    2885 State Route 17K

    Middletown, NY

    Courtesy of CRONIN & COMPANY REAL ESTATE
    View 21 Cyprus Drive Middletown, NY MLS# 938656
    • Adult Community
    1 of 43
    $549,900
    2

    Beds

    2.0

    Baths

    1,868

    Sq.Ft.

    21 Cyprus Drive

    Middletown, NY

    Courtesy of RE/MAX BENCHMARK REALTY GROUP
    View 4 Wayne Court Middletown, NY MLS# 927940
    $539,900
    4

    Beds

    2.1

    Baths

    2,404

    Sq.Ft.

    4 Wayne Court

    Middletown, NY

    Courtesy of HOMESMART HOMES & ESTATES

    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 - 500K38
    $500K - 600K22
    $600K - 700K13
    $700K - 800K8
    $800K - 900K5
    $900K - 1M4
    $1M - Max26

    Homes for Sale by Type in Middletown, NY

    Property TypeCount
    Single Family123
    Townhouse0
    Condo18
    Commercial35
    Rental109
    Lots and Land31
    Condo/Town/CoOp0
    CoOp0
    Multi Family9
    Mobile Home5
    Farms0

    (Data as of 2/26/2026)

    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 2/27/2026.

    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 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.

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