View 5 Decker Drive Middletown, NY MLS# 999526
  • Virtual Tour
1 of 33
$649,000
3

Beds

2.1

Baths

2,481

Sq.Ft.

5 Decker 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 317 E Main Street 309 Middletown, NY MLS# 997729
$630,000
10

Beds

4.0

Baths

27,555

Sq.Ft.

317 E Main Street 309

Middletown, NY

Courtesy of Q HOME SALES
The time to sell is now! THE TIME TO SELL IS NOW!
View 32 Hidden Valley Drive Middletown, NY MLS# 1000657
$159,900
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 114 Last Road Middletown, NY MLS# 990617
  • Virtual Tour
1 of 50
$899,000
3

Beds

3.0

Baths

1,894

Sq.Ft.

114 Last Road

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
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
View 55 Eisenhower Drive Middletown, NY MLS# 999918
$539,900
4

Beds

3.0

Baths

2,560

Sq.Ft.

55 Eisenhower Drive

Middletown, NY

Courtesy of EREALTY ADVISORS, INC
View 126 Rolling Meadows Road Middletown, NY MLS# 998294
$447,000
4

Beds

2.1

Baths

2,155

Sq.Ft.

126 Rolling Meadows Road

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 8 Roberts Street Middletown, NY MLS# 998312
    1 of 9
    OPEN HOUSE: Sunday 6/7 2:00 PM - 4:00 PM
    $460,000
    5

    Beds

    2.0

    Baths

    2,132

    Sq.Ft.

    8 Roberts Street

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 44 Commonwealth Avenue Middletown, NY MLS# 998424
    $298,900
    3

    Beds

    1.0

    Baths

    1,180

    Sq.Ft.

    44 Commonwealth Avenue

    Middletown, NY

    Courtesy of FRANK TANGREDI REALTY COMPANY
    View 80 Sarah Lane Middletown, NY MLS# 998293
    • Virtual Tour
    1 of 35
    $294,901
    3

    Beds

    1.1

    Baths

    1,440

    Sq.Ft.

    80 Sarah Lane

    Middletown, NY

    Courtesy of Weichert Realtors - Monroe
    View 5-7 Blanchard Street Middletown, NY MLS# 997547
    $980,000
    6

    Beds

    6.0

    Baths

    4,480

    Sq.Ft.

    5-7 Blanchard Street

    Middletown, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 47 Wickham Avenue 45 Middletown, NY MLS# 997491
    $450,000
    3

    Beds

    1.0

    Baths

    1,478

    Sq.Ft.

    47 Wickham Avenue 45

    Middletown, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 13 Benton Avenue Middletown, NY MLS# 998257
    $450,000
    1,450

    Sq.Ft.

    13 Benton Avenue

    Middletown, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 16 Woodland Road Middletown, NY MLS# 997655
    $249,000
    3

    Beds

    1.0

    Baths

    1,250

    Sq.Ft.

    16 Woodland Road

    Middletown, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 543 Dosen Road Middletown, NY MLS# 997791
    $325,000
    3

    Beds

    1.0

    Baths

    1,061

    Sq.Ft.

    543 Dosen Road

    Middletown, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 54 Whitman Court Middletown, NY MLS# 989180
    $299,999
    3

    Beds

    1.1

    Baths

    1,428

    Sq.Ft.

    54 Whitman Court

    Middletown, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 12 Weather Vane Way Middletown, NY MLS# 992510
    $449,999
    3

    Beds

    2.1

    Baths

    2,055

    Sq.Ft.

    12 Weather Vane Way

    Middletown, NY

    Courtesy of KELLER WILLIAMS 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

    274

    Estimated median home price

    $450,000
    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 - 100K9
    $100K - 200K25
    $200K - 300K26
    $300K - 400K50
    $400K - 500K66
    $500K - 600K38
    $600K - 700K16
    $700K - 800K7
    $800K - 900K9
    $900K - 1M6
    $1M - Max22

    Homes for Sale by Type in Middletown, NY

    Property TypeCount
    Single Family167
    Townhouse0
    Condo20
    Commercial36
    Rental96
    Lots and Land28
    Condo/Town/CoOp0
    CoOp0
    Multi Family15
    Mobile Home8
    Farms0

    (Data as of 6/6/2026)

    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 6/8/2026.

    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.