View 212 Cottage Street Middletown, NY MLS# 955084
  • Recently Listed
1 of 13
$250,000
3

Beds

1.0

Baths

1,464

Sq.Ft.

212 Cottage Street

Middletown, NY

Courtesy of JOHN J LEASE REALTORS INC
View 47 Brick Pond Road Middletown, NY MLS# 952238
  • Recently Listed
1 of 27
$318,000
2

Beds

1.1

Baths

1,460

Sq.Ft.

47 Brick Pond Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 100 Hillside Drive F6 Middletown, NY MLS# 939921
  • Recently Listed
1 of 15
$318,000
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
  • Recently Listed
1 of 31
$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
  • Recently Listed
1 of 24
$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
  • Recently Listed
1 of 32
$310,000
4

Beds

2.0

Baths

1,998

Sq.Ft.

21 Ridge Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 927 Tower Ridge Circle Middletown, NY MLS# 948020
$314,900
2

Beds

2.0

Baths

1,216

Sq.Ft.

927 Tower Ridge Circle

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 6 Eaton Court Middletown, NY MLS# 938529
    1 of 27
    OPEN HOUSE: Saturday 1/31 11:00 AM - 1:00 PM
    $299,999
    3

    Beds

    1.1

    Baths

    1,248

    Sq.Ft.

    6 Eaton Court

    Middletown, NY

    Courtesy of KELLER WILLIAMS 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 78 Deer Ct Drive 78 Middletown, NY MLS# 939410
    $279,000
    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 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 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
    View 36 Bert Crawford Road Middletown, NY MLS# 932531
    $309,900
    2

    Beds

    1.0

    Baths

    836

    Sq.Ft.

    36 Bert Crawford Road

    Middletown, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 356 Sands Road Middletown, NY MLS# 936090
    $279,999
    3

    Beds

    1.0

    Baths

    1,340

    Sq.Ft.

    356 Sands Road

    Middletown, NY

    Courtesy of EXIT REALTY CONNECTIONS
    View 146 Deer Ct Drive Middletown, NY MLS# 936284
    $310,000
    2

    Beds

    2.1

    Baths

    1,473

    Sq.Ft.

    146 Deer Ct Drive

    Middletown, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 11 Jordan Lane Middletown, NY MLS# 934865
    $264,999
    2

    Beds

    2.1

    Baths

    1,348

    Sq.Ft.

    11 Jordan Lane

    Middletown, NY

    Courtesy of KERALA REALTY, LLC
    View 401 East Main Street Middletown, NY MLS# 932809
    $299,000
    976

    Sq.Ft.

    401 East Main Street

    Middletown, NY

    Courtesy of R J KATZ REALTY
    View 37 Hanford Street Middletown, NY MLS# 930710
    $279,900
    3

    Beds

    1.0

    Baths

    1,144

    Sq.Ft.

    37 Hanford Street

    Middletown, NY

    Courtesy of CRONIN & COMPANY REAL ESTATE

    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

    244

    Estimated median home price

    $410,000
    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 - 100K7
    $100K - 200K18
    $200K - 300K40
    $300K - 400K55
    $400K - 500K41
    $500K - 600K23
    $600K - 700K14
    $700K - 800K10
    $800K - 900K5
    $900K - 1M4
    $1M - Max27

    Homes for Sale by Type in Middletown, NY

    Property TypeCount
    Single Family138
    Townhouse0
    Condo29
    Commercial36
    Rental108
    Lots and Land29
    Condo/Town/CoOp0
    CoOp0
    Multi Family8
    Mobile Home4
    Farms0

    (Data as of 1/29/2026)

    Information deemed reliable but not guaranteed.

    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.