View 5 Wawayanda Place Middletown, NY MLS# 20255950
$625,000
12

Beds

10.0

Baths

5,004

Sq.Ft.

5 Wawayanda Place

Middletown, NY

UlsterCountyNY
Courtesy of FIND ADVISORS
View 14 Lincoln Terrace Middletown, NY MLS# 939706
$674,999
5

Beds

4.1

Baths

3,642

Sq.Ft.

14 Lincoln Terrace

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 235 Maples Road Middletown, NY MLS# 935644
    1 of 34
    OPEN HOUSE: Sunday 1/11 12:00 PM - 2:00 PM
    $640,000
    4

    Beds

    2.1

    Baths

    2,424

    Sq.Ft.

    235 Maples Road

    Middletown, NY

    Courtesy of VYLLA HOME
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 78 Commonwealth Avenue Middletown, NY MLS# 932713
    $558,000
    3

    Beds

    2.1

    Baths

    2,108

    Sq.Ft.

    78 Commonwealth Avenue

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 179 Reservoir Road Middletown, NY MLS# 933548
    $620,000
    3

    Beds

    2.0

    Baths

    3,080

    Sq.Ft.

    179 Reservoir Road

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 17 Charlotte Lane Middletown, NY MLS# 927537
    $579,900
    3

    Beds

    2.1

    Baths

    2,096

    Sq.Ft.

    17 Charlotte Lane

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 126 W Main Street Middletown, NY MLS# 922957
    $575,000
    6

    Beds

    4.0

    Baths

    2,074

    Sq.Ft.

    126 W Main Street

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 326 Ingrassia Road Middletown, NY MLS# 925007
    $714,900
    4

    Beds

    3.1

    Baths

    2,987

    Sq.Ft.

    326 Ingrassia Road

    Middletown, NY

    Courtesy of EICHNER REALTY GROUP INC.
    View 458 County Route 50 Middletown, NY MLS# 919789
    $599,900
    4

    Beds

    2.1

    Baths

    2,200

    Sq.Ft.

    458 County Route 50

    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 5 Wawayanda Place Middletown, NY MLS# 202526980
    $625,000
    12

    Beds

    10.0

    Baths

    5,004

    Sq.Ft.

    5 Wawayanda Place

    Middletown, NY

    Courtesy of FIND ADVISORS
    View 30 Eagles Way Middletown, NY MLS# 912304
    • Virtual Tour
    1 of 41
    $649,900
    3

    Beds

    2.1

    Baths

    2,430

    Sq.Ft.

    30 Eagles Way

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 225 Van Duzer Road Middletown, NY MLS# 913112
    $749,900
    4

    Beds

    3.0

    Baths

    3,900

    Sq.Ft.

    225 Van Duzer Road

    Middletown, NY

    Courtesy of HOMESMART HOMES & ESTATES
    View 195 Mulford Road Middletown, NY MLS# 908827
    $729,900
    4

    Beds

    2.1

    Baths

    2,561

    Sq.Ft.

    195 Mulford Road

    Middletown, NY

    Courtesy of REALTY PROMOTIONS INC
    View 24 3rd Street Middletown, NY MLS# 894923
    $589,000
    4

    Beds

    3.0

    Baths

    2,732

    Sq.Ft.

    24 3rd Street

    Middletown, NY

    Courtesy of REALTY PROMOTIONS INC
    View 34 Feiertag Road Middletown, NY MLS# 896163
    $598,000
    3

    Beds

    3.0

    Baths

    3,021

    Sq.Ft.

    34 Feiertag Road

    Middletown, NY

    Courtesy of 1ST INDEPENDENT REALTY GRP
    View 339 Kirbytown Road Middletown, NY MLS# 895179
    $697,000
    5

    Beds

    3.1

    Baths

    3,358

    Sq.Ft.

    339 Kirbytown Road

    Middletown, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 93 Elise Drive Middletown, NY MLS# 889912
    • Virtual Tour
    1 of 42
    $720,098
    5

    Beds

    3.0

    Baths

    3,731

    Sq.Ft.

    93 Elise Drive

    Middletown, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 744 Mt Hope Road Middletown, NY MLS# 890021
    $649,900
    4

    Beds

    3.0

    Baths

    2,444

    Sq.Ft.

    744 Mt Hope Road

    Middletown, NY

    Courtesy of HOMESMART HOMES & ESTATES
    View 125 Whipple Road Middletown, NY MLS# 886181
    • Virtual Tour
    1 of 21
    $599,000
    4

    Beds

    3.0

    Baths

    2,552

    Sq.Ft.

    125 Whipple Road

    Middletown, NY

    Courtesy of JULIA B FEE SOTHEBYS INT. RLTY

    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

    233

    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 - 200K18
    $200K - 300K38
    $300K - 400K50
    $400K - 500K42
    $500K - 600K21
    $600K - 700K11
    $700K - 800K13
    $800K - 900K4
    $900K - 1M3
    $1M - Max27

    Homes for Sale by Type in Middletown, NY

    Property TypeCount
    Single Family137
    Townhouse0
    Condo24
    Commercial33
    Rental113
    Lots and Land29
    Condo/Town/CoOp0
    CoOp0
    Multi Family7
    Mobile Home3
    Farms0

    (Data as of 1/4/2026)

    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 1/5/2026.

    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.