View 55 Eisenhower Drive Middletown, NY MLS# 975115
$599,900
4

Beds

3.0

Baths

2,560

Sq.Ft.

55 Eisenhower Drive

Middletown, NY

Courtesy of EREALTY ADVISORS, INC
View 572 Greenville Turnpike Middletown, NY MLS# 973311
$570,000
4

Beds

3.1

Baths

2,072

Sq.Ft.

572 Greenville Turnpike

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 127 Sproat Street Middletown, NY MLS# 973409
  • Virtual Tour
1 of 40
$509,900
4

Beds

3.0

Baths

2,052

Sq.Ft.

127 Sproat Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
The time to sell is now! THE TIME TO SELL IS NOW!
View 109 Concord Lane Middletown, NY MLS# 948587
$90,000
Studio

Beds

1.0

Baths

480

Sq.Ft.

109 Concord Lane

Middletown, NY

Courtesy of Weichert Realtors - Monroe
View 36 Vincent Drive Middletown, NY MLS# 972516
  • Virtual Tour
1 of 25
$389,000
2

Beds

1.1

Baths

1,346

Sq.Ft.

36 Vincent Drive

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 19 Magnolia Park Road Middletown, NY MLS# 974551
$490,000
3

Beds

2.1

Baths

2,191

Sq.Ft.

19 Magnolia Park Road

Middletown, NY

Courtesy of AMO REALTY
View 50 Brola Road Middletown, NY MLS# 974449
$325,000
3

Beds

1.0

Baths

1,196

Sq.Ft.

50 Brola Road

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 56 Mulberry Street 54 Middletown, NY MLS# 973649
$399,900
4

Beds

2.0

Baths

2,200

Sq.Ft.

56 Mulberry Street 54

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 935 Tower Ridge Circle Middletown, NY MLS# 973754
$219,000
1

Beds

1.0

Baths

888

Sq.Ft.

935 Tower Ridge Circle

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 164 Brookline Avenue Middletown, NY MLS# 202613576
$340,000
2

Beds

1.0

Baths

1,050

Sq.Ft.

164 Brookline Avenue

Middletown, NY

Courtesy of REMAX SOLUTIONS
View 59 Woodside Knolls Drive Middletown, NY MLS# 955278
    1 of 46
    OPEN HOUSE: Saturday 5/2 1:00 PM - 3:00 PM
    $489,000
    3

    Beds

    2.1

    Baths

    2,427

    Sq.Ft.

    59 Woodside Knolls Drive

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 10 Wisner Avenue Middletown, NY MLS# 972215
    • Virtual Tour
    1 of 31
    $399,998
    4

    Beds

    1.0

    Baths

    1,296

    Sq.Ft.

    10 Wisner Avenue

    Middletown, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 24 Rockwell Avenue Middletown, NY MLS# 973580
    • Virtual Tour
    1 of 40
    $425,000
    3

    Beds

    1.1

    Baths

    1,363

    Sq.Ft.

    24 Rockwell Avenue

    Middletown, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 51 Deer Ct Drive Middletown, NY MLS# 973106
    $335,000
    2

    Beds

    2.1

    Baths

    1,473

    Sq.Ft.

    51 Deer Ct Drive

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 17 Woodrose Court Middletown, NY MLS# 974251
    $505,000
    3

    Beds

    2.1

    Baths

    2,763

    Sq.Ft.

    17 Woodrose Court

    Middletown, NY

    Courtesy of EXP REALTY
    View 34 Poplar Lane Middletown, NY MLS# 973597
    $250,000
    2

    Beds

    1.1

    Baths

    1,240

    Sq.Ft.

    34 Poplar Lane

    Middletown, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 548 Dosen Road Middletown, NY MLS# 972779
    • Virtual Tour
    1 of 41
    $349,999
    3

    Beds

    1.0

    Baths

    1,200

    Sq.Ft.

    548 Dosen Road

    Middletown, NY

    Courtesy of REAL ESTATE CIRCUIT INC
    View 100 Hillside Drive B10 Middletown, NY MLS# 972000
    $175,000
    2

    Beds

    1.0

    Baths

    917

    Sq.Ft.

    100 Hillside Drive B10

    Middletown, NY

    Courtesy of KELLER WILLIAMS VALLEY REALTY
    View 53 Daly Road Middletown, NY MLS# 962022
    $564,999
    4

    Beds

    2.1

    Baths

    2,255

    Sq.Ft.

    53 Daly Road

    Middletown, NY

    Courtesy of CURASI REALTY, INC.
    View 28 Magnolia Park Middletown, NY MLS# 970865
    $490,000
    3

    Beds

    2.1

    Baths

    2,211

    Sq.Ft.

    28 Magnolia Park

    Middletown, NY

    Courtesy of WORLD HOMES REALTY

    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

    239

    Estimated median home price

    $429,000
    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 - 100K11
    $100K - 200K20
    $200K - 300K32
    $300K - 400K48
    $400K - 500K50
    $500K - 600K21
    $600K - 700K19
    $700K - 800K6
    $800K - 900K7
    $900K - 1M5
    $1M - Max20

    Homes for Sale by Type in Middletown, NY

    Property TypeCount
    Single Family130
    Townhouse0
    Condo23
    Commercial39
    Rental119
    Lots and Land30
    Condo/Town/CoOp0
    CoOp0
    Multi Family11
    Mobile Home6
    Farms0

    (Data as of 4/28/2026)

    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 4/29/2026.

    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.