View 411 Lybolt Middletown, NY MLS# 944129
$215,000
Studio

Beds

0.0

Baths

411 Lybolt

Middletown, NY

Courtesy of EICHNER REALTY GROUP INC.
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
The time to sell is now! THE TIME TO SELL IS NOW!
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 59 Sycamore Drive Middletown, NY MLS# 939548
  • Recently Listed
1 of 23
$185,000
1

Beds

1.0

Baths

830

Sq.Ft.

59 Sycamore Drive

Middletown, NY

Courtesy of REAL BROKER NY LLC
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
$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
  • Recently Listed
1 of 11
$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
  • Recently Listed with 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
  • Recently Listed
1 of 13
$275,000
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
  • Recently Listed
1 of 33
$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
  • Recently Listed
1 of 27
$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
  • Recently Listed with 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
  • Recently Listed
1 of 20
$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
    1 of 12
    OPEN HOUSE: Saturday 12/20 11:00 AM - 1:00 PM
    $258,000
    2

    Beds

    1.1

    Baths

    1,144

    Sq.Ft.

    17 N Aspen Road

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 10 Royce Ave Middletown, NY MLS# 937950
    • Virtual Tour
    1 of 32
    $330,000
    3

    Beds

    1.1

    Baths

    1,470

    Sq.Ft.

    10 Royce Ave

    Middletown, NY

    Courtesy of EXP REALTY
    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

    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

    261

    Estimated median home price

    $415,000
    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 - 200K17
    $200K - 300K39
    $300K - 400K63
    $400K - 500K46
    $500K - 600K25
    $600K - 700K14
    $700K - 800K13
    $800K - 900K5
    $900K - 1M4
    $1M - Max28

    Homes for Sale by Type in Middletown, NY

    Property TypeCount
    Single Family163
    Townhouse1
    Condo21
    Commercial36
    Rental123
    Lots and Land27
    Condo/Town/CoOp0
    CoOp0
    Multi Family10
    Mobile Home3
    Farms0

    (Data as of 12/15/2025)

    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.