View 14 Spruce Peak Road Middletown, NY MLS# 923725
$325,000
3

Beds

1.1

Baths

1,496

Sq.Ft.

14 Spruce Peak Road

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 540 Bloomingburg Road Middletown, NY MLS# 925221
$125,000
2,478

Sq.Ft.

540 Bloomingburg Road

Middletown, NY

Courtesy of I REALTY LLC
View 18 Rondack Road Middletown, NY MLS# 922968
$420,000
3

Beds

2.0

Baths

1,528

Sq.Ft.

18 Rondack Road

Middletown, NY

Courtesy of COMPASS GREATER NY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 28 Genung Street Middletown, NY MLS# 923156
$99,900
Studio

Beds

0.0

Baths

12,074

Sq.Ft.

28 Genung Street

Middletown, NY

Courtesy of Weichert Realtors - Monroe
View 96-96.5 Beattie Avenue 2 Middletown, NY MLS# 923753
$489,000
6

Beds

2.0

Baths

2,584

Sq.Ft.

96-96.5 Beattie Avenue 2

Middletown, NY

Courtesy of JOHN J LEASE REALTORS INC
View 27 Maltese Drive Middletown, NY MLS# 924493
$1,850,000
6,148

Sq.Ft.

27 Maltese Drive

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 5 Raleigh Close Middletown, NY MLS# 918721
  • Adult Community
1 of 32
$375,000
3

Beds

1.1

Baths

1,608

Sq.Ft.

5 Raleigh Close

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 284 Ohaire Road Middletown, NY MLS# 917327
$435,000
4

Beds

2.0

Baths

1,392

Sq.Ft.

284 Ohaire Road

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 7 Manhattan Avenue Middletown, NY MLS# 923151
$369,999
3

Beds

1.0

Baths

1,550

Sq.Ft.

7 Manhattan Avenue

Middletown, NY

Courtesy of R NEW YORK
View 2888 State Route 17K Middletown, NY MLS# 923433
$398,893
4

Beds

2.0

Baths

1,536

Sq.Ft.

2888 State Route 17K

Middletown, NY

Courtesy of YOUR MOVE MATTERS LLC
View 255 Howells Road Middletown, NY MLS# 922246
$975,000
5

Beds

4.1

Baths

4,200

Sq.Ft.

255 Howells Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 15 Clark Street Middletown, NY MLS# 922590
  • Virtual Tour
1 of 41
$399,000
2

Beds

1.1

Baths

1,036

Sq.Ft.

15 Clark Street

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 458 County Route 50 Middletown, NY MLS# 919789
    1 of 35
    OPEN HOUSE: Saturday 12/27 11:00 AM - 1:00 PM
    $599,900
    4

    Beds

    2.1

    Baths

    2,200

    Sq.Ft.

    458 County Route 50

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 30 Daly Road Middletown, NY MLS# 921607
    $579,900
    3

    Beds

    2.1

    Baths

    2,205

    Sq.Ft.

    30 Daly Road

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 12-14 Union Street Middletown, NY MLS# 921611
    $300,000
    15,299

    Sq.Ft.

    12-14 Union Street

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 8 Franklin Street 4 Middletown, NY MLS# 921619
    $600,000
    10,763

    Sq.Ft.

    8 Franklin Street 4

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 19-21 Wilson Street Middletown, NY MLS# 916417
    $399,999
    3

    Beds

    3.0

    Baths

    2,236

    Sq.Ft.

    19-21 Wilson Street

    Middletown, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 242 Derby Road Middletown, NY MLS# 918541
    $419,900
    3

    Beds

    3.0

    Baths

    2,214

    Sq.Ft.

    242 Derby Road

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 23 Avoncroft Lane Middletown, NY MLS# 920431
    $460,000
    3

    Beds

    2.1

    Baths

    2,567

    Sq.Ft.

    23 Avoncroft Lane

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 5 Wawayanda Place Middletown, NY MLS# 202526980
    $650,000
    12

    Beds

    10.0

    Baths

    5,004

    Sq.Ft.

    5 Wawayanda Place

    Middletown, NY

    Courtesy of FIND ADVISORS

    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

    245

    Estimated median home price

    $414,999
    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 - 100K6
    $100K - 200K16
    $200K - 300K37
    $300K - 400K59
    $400K - 500K44
    $500K - 600K23
    $600K - 700K11
    $700K - 800K13
    $800K - 900K4
    $900K - 1M4
    $1M - Max28

    Homes for Sale by Type in Middletown, NY

    Property TypeCount
    Single Family147
    Townhouse0
    Condo23
    Commercial35
    Rental120
    Lots and Land29
    Condo/Town/CoOp0
    CoOp0
    Multi Family8
    Mobile Home3
    Farms0

    (Data as of 12/26/2025)

    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 ©2025 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 12/26/2025.

    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.

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