View 437 Union School Road Middletown, NY MLS# 945494
  • Recently Listed
1 of 23
$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
$215,000
Studio

Beds

0.0

Baths

Lybolt

Middletown, NY

Courtesy of EICHNER REALTY GROUP INC.
View 14 Kensington Way Middletown, NY MLS# 944383
  • Recently Listed
1 of 23
$359,000
2

Beds

1.1

Baths

1,115

Sq.Ft.

14 Kensington Way

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
The time to sell is now! THE TIME TO SELL IS NOW!
View 9 King Street Middletown, NY MLS# 942346
  • Recently Listed
1 of 39
$150,000
2,238

Sq.Ft.

9 King Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 488 Tally Ho Road Middletown, NY MLS# 942705
  • Recently Listed
1 of 16
$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
  • Recently Listed
1 of 22
$350,000
3

Beds

1.0

Baths

892

Sq.Ft.

91 Mountain Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 21 California Drive Middletown, NY MLS# 938267
$399,900
3

Beds

1.1

Baths

1,652

Sq.Ft.

21 California Drive

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View Cr-49 Middletown, NY MLS# 940980
  • Recently Listed
1 of 3
$110,000
Studio

Beds

0.0

Baths

283,140

Sq.Ft.

Cr-49

Middletown, NY

Courtesy of YOURHOMESOLD GUARANTEED REALTY
View 6 Eaton Court Middletown, NY MLS# 938529
    1 of 27
    OPEN HOUSE: Sunday 12/28 12:00 PM - 2:00 PM
    $324,999
    3

    Beds

    1.1

    Baths

    1,248

    Sq.Ft.

    6 Eaton Court

    Middletown, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 5 Sayer Lane Middletown, NY MLS# 937803
    $129,999
    3

    Beds

    2.0

    Baths

    1,080

    Sq.Ft.

    5 Sayer Lane

    Middletown, NY

    Courtesy of HUDSON VALLEY HOME CONNECTION
    View 16 Mountain Avenue Middletown, NY MLS# 937497
    • Virtual Tour
    1 of 35
    $349,900
    3

    Beds

    1.1

    Baths

    1,598

    Sq.Ft.

    16 Mountain Avenue

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 57 Overhill Road Middletown, NY MLS# 935730
    $350,000
    5

    Beds

    2.1

    Baths

    3,581

    Sq.Ft.

    57 Overhill Road

    Middletown, NY

    Courtesy of EXP REALTY
    View 16 Woodland Road Middletown, NY MLS# 939166
    $268,000
    3

    Beds

    1.0

    Baths

    1,250

    Sq.Ft.

    16 Woodland Road

    Middletown, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 4 Eaton Court Middletown, NY MLS# 939211
    $355,000
    3

    Beds

    1.1

    Baths

    1,470

    Sq.Ft.

    4 Eaton Court

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 78 Deer Ct Drive 78 Middletown, NY MLS# 939410
    $289,000
    2

    Beds

    2.0

    Baths

    1,291

    Sq.Ft.

    78 Deer Ct Drive 78

    Middletown, NY

    Courtesy of EXP REALTY
    View 193 Schutt Road Middletown, NY MLS# 938818
    • Virtual Tour
    1 of 20
    $249,900
    3

    Beds

    1.0

    Baths

    900

    Sq.Ft.

    193 Schutt Road

    Middletown, NY

    Courtesy of HOMESMART HOMES & ESTATES
    View 440 Mt Orange Road Middletown, NY MLS# 935459
    $131,250
    1

    Beds

    1.0

    Baths

    654

    Sq.Ft.

    440 Mt Orange Road

    Middletown, NY

    Courtesy of PRIME PARTNER REALTY
    View 100 Hillside Drive F5 Middletown, NY MLS# 937885
    $278,000
    2

    Beds

    2.0

    Baths

    1,012

    Sq.Ft.

    100 Hillside Drive F5

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 529 5th Ave Middletown, NY MLS# 938236
    $158,000
    3

    Beds

    2.0

    Baths

    1,152

    Sq.Ft.

    529 5th Ave

    Middletown, NY

    Courtesy of CENTURY 21 FULL SERVICE REALTY
    View 17 N Aspen Road Middletown, NY MLS# 938270
    $258,000
    2

    Beds

    1.1

    Baths

    1,144

    Sq.Ft.

    17 N Aspen 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

    247

    Estimated median home price

    $414,999
    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 - 100K7
    $100K - 200K16
    $200K - 300K37
    $300K - 400K59
    $400K - 500K44
    $500K - 600K24
    $600K - 700K11
    $700K - 800K13
    $800K - 900K4
    $900K - 1M4
    $1M - Max28

    Homes for Sale by Type in Middletown, NY

    Property TypeCount
    Single Family148
    Townhouse0
    Condo23
    Commercial35
    Rental120
    Lots and Land30
    Condo/Town/CoOp0
    CoOp0
    Multi Family8
    Mobile Home3
    Farms0

    (Data as of 12/24/2025)

    Information deemed reliable but not guaranteed.

    All information provided is deemed reliable but is not guaranteed and should be independently verified.

    Copyright 2025 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.