View 15 Scotchtown Place Middletown, NY MLS# 965998
  • Recently Listed
1 of 19
$369,900
4

Beds

1.1

Baths

1,602

Sq.Ft.

15 Scotchtown Place

Middletown, NY

Courtesy of DIMATTEO REALTY LLC
View 19 Red Barn Lane Middletown, NY MLS# 967228
  • Recently Listed
1 of 24
$369,000
4

Beds

3.1

Baths

1,692

Sq.Ft.

19 Red Barn Lane

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 20 Dubois Street 18 1/2 Middletown, NY MLS# 962004
$394,900
4

Beds

2.0

Baths

1,417

Sq.Ft.

20 Dubois Street 18 1/2

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
The time to sell is now! THE TIME TO SELL IS NOW!
View 2 Thomas Jefferson Place Middletown, NY MLS# 966132
$399,900
3

Beds

2.1

Baths

1,724

Sq.Ft.

2 Thomas Jefferson Place

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 80 Prospect Avenue Middletown, NY MLS# 966756
  • Recently Listed
1 of 19
$559,999
6

Beds

2.0

Baths

2,424

Sq.Ft.

80 Prospect Avenue

Middletown, NY

Courtesy of LOCQUBE NEW YORK, INC.
View 864 Route 17M Middletown, NY MLS# 966098
  • Recently Listed with Virtual Tour
1 of 42
$669,000
3

Beds

2.1

Baths

2,400

Sq.Ft.

864 Route 17M

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 521 E Main Street Middletown, NY MLS# 964168
  • Recently Listed
1 of 19
$499,900
4

Beds

2.0

Baths

7,600

Sq.Ft.

521 E Main Street

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View Van Burenville Road Middletown, NY MLS# 965294
  • Recently Listed
1 of 5
$125,000
Studio

Beds

0.0

Baths

278,784

Sq.Ft.

Van Burenville Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 57 Boorman Road Middletown, NY MLS# 955621
  • Recently Listed
1 of 44
$475,000
3

Beds

3.0

Baths

1,674

Sq.Ft.

57 Boorman Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View Lot 2 South Centerville Road Middletown, NY MLS# 965712
$140,000
Studio

Beds

0.0

Baths

126,324

Sq.Ft.

Lot 2 South Centerville Road

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 21 Philcox Road Middletown, NY MLS# 964656
  • Recently Listed
1 of 3
$379,000
3

Beds

2.0

Baths

1,314

Sq.Ft.

21 Philcox Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 11 Philcox Road Middletown, NY MLS# 964665
  • Recently Listed
1 of 12
$269,000
2

Beds

1.0

Baths

802

Sq.Ft.

11 Philcox Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 8 Atwood Drive Middletown, NY MLS# 963043
  • Virtual Tour
1 of 30
$479,000
3

Beds

3.1

Baths

1,723

Sq.Ft.

8 Atwood Drive

Middletown, NY

Courtesy of REDFIN REAL ESTATE
View 24 E Main Street Middletown, NY MLS# 963920
  • Recently Listed
1 of 7
$180,000
5,653

Sq.Ft.

24 E Main Street

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 599 Guymard Turnpike Middletown, NY MLS# 927166
  • Recently Listed
1 of 29
$499,000
3

Beds

2.0

Baths

1,852

Sq.Ft.

599 Guymard Turnpike

Middletown, NY

Courtesy of EXP REALTY
View 109 Watkins Avenue Middletown, NY MLS# 962056
    1 of 8
    OPEN HOUSE: Sunday 3/15 12:00 PM - 2:00 PM
    $299,000
    2

    Beds

    1.0

    Baths

    800

    Sq.Ft.

    109 Watkins Avenue

    Middletown, NY

    Courtesy of R2M REALTY INC.
    View 41 Monhagen Avenue 39 Middletown, NY MLS# 960537
    $410,000
    5

    Beds

    4.0

    Baths

    15,707

    Sq.Ft.

    41 Monhagen Avenue 39

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 54 Ogden Street Middletown, NY MLS# 962828
    $399,900
    5

    Beds

    3.0

    Baths

    3,103

    Sq.Ft.

    54 Ogden Street

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 138-1/2 Linden Avenue Middletown, NY MLS# 961697
    $27,000
    Studio

    Beds

    0.0

    Baths

    1,392

    Sq.Ft.

    138-1/2 Linden Avenue

    Middletown, NY

    Courtesy of DONNA RUFFINO REALTY CORP
    View 55 Hulse Avenue Middletown, NY MLS# 961603
    $335,000
    3

    Beds

    1.0

    Baths

    914

    Sq.Ft.

    55 Hulse Avenue

    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

    222

    Estimated median home price

    $417,500
    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 - 200K19
    $200K - 300K35
    $300K - 400K43
    $400K - 500K43
    $500K - 600K18
    $600K - 700K15
    $700K - 800K7
    $800K - 900K5
    $900K - 1M4
    $1M - Max25

    Homes for Sale by Type in Middletown, NY

    Property TypeCount
    Single Family125
    Townhouse0
    Condo18
    Commercial34
    Rental111
    Lots and Land31
    Condo/Town/CoOp0
    CoOp0
    Multi Family9
    Mobile Home5
    Farms0

    (Data as of 3/12/2026)

    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 3/12/2026.

    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.

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