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
The time to sell is now! THE TIME TO SELL IS NOW!
View 70 Linden Avenue Middletown, NY MLS# 970815
$349,900
3

Beds

2.0

Baths

1,340

Sq.Ft.

70 Linden Avenue

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 29 Lafayette Avenue Middletown, NY MLS# 971493
$349,000
3

Beds

1.0

Baths

1,132

Sq.Ft.

29 Lafayette Avenue

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 5 Loch Invar Lane Middletown, NY MLS# 969140
$369,000
3

Beds

2.0

Baths

1,646

Sq.Ft.

5 Loch Invar Lane

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 108 Sproat Street Middletown, NY MLS# 968831
  • Virtual Tour
1 of 33
$278,000
2

Beds

1.0

Baths

1,142

Sq.Ft.

108 Sproat Street

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 1 Hulse Street Middletown, NY MLS# 928460
  • Virtual Tour
1 of 46
$564,900
4

Beds

2.1

Baths

2,344

Sq.Ft.

1 Hulse Street

Middletown, NY

Courtesy of MS REALTY GROUP USA, INC
View 131 Meadow View Drive Middletown, NY MLS# 967141
$489,998
3

Beds

2.1

Baths

1,781

Sq.Ft.

131 Meadow View Drive

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View TBD Kirbytown Road Middletown, NY MLS# 970130
$699,900
4

Beds

2.1

Baths

2,174

Sq.Ft.

TBD Kirbytown Road

Middletown, NY

Courtesy of REALTY PROMOTIONS INC
View 274 Wisner Avenue Middletown, NY MLS# 969505
$500,000
1,500

Sq.Ft.

274 Wisner Avenue

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 7 Starhaven Avenue Middletown, NY MLS# 970509
$575,000
3

Beds

2.1

Baths

2,809

Sq.Ft.

7 Starhaven Avenue

Middletown, NY

Courtesy of REAL ESTATE CIRCUIT INC
View 30 Daly Road Middletown, NY MLS# 970540
    1 of 24
    OPEN HOUSE: Sunday 4/26 11:00 AM - 1:00 PM
    $579,990
    3

    Beds

    2.1

    Baths

    2,205

    Sq.Ft.

    30 Daly Road

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 65 James P Kelly Way Middletown, NY MLS# 970556
    $350,000
    Studio

    Beds

    0.0

    Baths

    62,038

    Sq.Ft.

    65 James P Kelly Way

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 16 Mountain Avenue Middletown, NY MLS# 968044
    $344,900
    4

    Beds

    1.1

    Baths

    1,598

    Sq.Ft.

    16 Mountain Avenue

    Middletown, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 331 Highland Ave Extension Middletown, NY MLS# 967269
    $259,000
    1

    Beds

    1.1

    Baths

    960

    Sq.Ft.

    331 Highland Ave Extension

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 17 Last Road Middletown, NY MLS# 969654
    $429,000
    3

    Beds

    2.0

    Baths

    1,663

    Sq.Ft.

    17 Last Road

    Middletown, NY

    Courtesy of YOURHOMESOLD GUARANTEED REALTY
    View 320 Highland Ave Ext. Extension Middletown, NY MLS# 966914
    $674,900
    4

    Beds

    2.1

    Baths

    2,360

    Sq.Ft.

    320 Highland Ave Ext. Extension

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 43 Putters Way Middletown, NY MLS# 965678
    $625,000
    3

    Beds

    3.1

    Baths

    3,013

    Sq.Ft.

    43 Putters Way

    Middletown, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 566 County Route 49 Middletown, NY MLS# 967174
    $439,900
    3

    Beds

    2.1

    Baths

    1,905

    Sq.Ft.

    566 County Route 49

    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

    234

    Estimated median home price

    $432,500
    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 - 100K11
    $100K - 200K16
    $200K - 300K32
    $300K - 400K48
    $400K - 500K49
    $500K - 600K22
    $600K - 700K19
    $700K - 800K5
    $800K - 900K7
    $900K - 1M5
    $1M - Max20

    Homes for Sale by Type in Middletown, NY

    Property TypeCount
    Single Family126
    Townhouse0
    Condo22
    Commercial36
    Rental119
    Lots and Land31
    Condo/Town/CoOp0
    CoOp0
    Multi Family13
    Mobile Home6
    Farms0

    (Data as of 4/23/2026)

    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 4/23/2026.

    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.