View 125 White Bridge Road Middletown, NY MLS# 916229
$605,000
4

Beds

3.0

Baths

2,132

Sq.Ft.

125 White Bridge Road

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
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 55 Eisenhower Drive Middletown, NY MLS# 975115
$599,900
4

Beds

3.0

Baths

2,560

Sq.Ft.

55 Eisenhower Drive

Middletown, NY

Courtesy of EREALTY ADVISORS, INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 180 Ridge Drive Middletown, NY MLS# 984308
  • Recently Listed
1 of 43
OPEN HOUSE: Saturday 4/25 12:00 PM - 3:00 PM
$594,900
3

Beds

2.1

Baths

2,008

Sq.Ft.

180 Ridge Drive

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
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 16 Fawn Court Middletown, NY MLS# 985661
  • Recently Listed with Virtual Tour
1 of 50
OPEN HOUSE: Sunday 4/26 1:00 PM - 3:00 PM
$589,000
3

Beds

2.1

Baths

1,904

Sq.Ft.

16 Fawn Court

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 83 Dosen Road Middletown, NY MLS# 873908
  • Virtual Tour
1 of 38
$585,000
3

Beds

2.0

Baths

4,240

Sq.Ft.

83 Dosen Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
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 5 Wawayanda Place Middletown, NY MLS# 20255950
    $575,000
    12

    Beds

    10.0

    Baths

    5,004

    Sq.Ft.

    5 Wawayanda Place

    Middletown, NY

    UlsterCountyNY
    Courtesy of FIND ADVISORS
    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 48 Connors Road Middletown, NY MLS# 973784
    $575,000
    5

    Beds

    1.1

    Baths

    1,790

    Sq.Ft.

    48 Connors Road

    Middletown, NY

    Courtesy of EXP REALTY
    View 5 Wawayanda Place Middletown, NY MLS# 202614218
    $575,000
    12

    Beds

    10.0

    Baths

    5,004

    Sq.Ft.

    5 Wawayanda Place

    Middletown, NY

    Courtesy of FIND ADVISORS
    View 572 Greenville Turnpike Middletown, NY MLS# 973311
    $570,000
    4

    Beds

    3.1

    Baths

    2,072

    Sq.Ft.

    572 Greenville Turnpike

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 104-108 Highland Avenue Middletown, NY MLS# 980025
    • Recently Listed with Virtual Tour
    1 of 50
    $568,000
    7

    Beds

    4.1

    Baths

    3,592

    Sq.Ft.

    104-108 Highland Avenue

    Middletown, NY

    Courtesy of HOWARD HANNA RAND 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 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 35 Dogwood Drive Middletown, NY MLS# 976162
    $560,000
    5

    Beds

    2.2

    Baths

    1,911

    Sq.Ft.

    35 Dogwood Drive

    Middletown, NY

    Courtesy of KELLER WILLIAMS REALTY NYC GRP
    View 2885 State Route 17K Middletown, NY MLS# 935936
    $550,000
    2,656

    Sq.Ft.

    2885 State Route 17K

    Middletown, NY

    Courtesy of CRONIN & COMPANY REAL ESTATE
    View 2478 Mt Hope Road Middletown, NY MLS# 984462
    • Recently Listed with Virtual Tour
    1 of 35
    $550,000
    3

    Beds

    3.0

    Baths

    2,096

    Sq.Ft.

    2478 Mt Hope Road

    Middletown, NY

    Courtesy of EXP REALTY
    View 10 Frederick Middletown, NY MLS# 939937
    $539,900
    4

    Beds

    2.1

    Baths

    2,144

    Sq.Ft.

    10 Frederick

    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

    237

    Estimated median home price

    $429,900
    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 - 200K18
    $200K - 300K31
    $300K - 400K47
    $400K - 500K52
    $500K - 600K22
    $600K - 700K19
    $700K - 800K5
    $800K - 900K7
    $900K - 1M5
    $1M - Max20

    Homes for Sale by Type in Middletown, NY

    Property TypeCount
    Single Family127
    Townhouse0
    Condo24
    Commercial36
    Rental122
    Lots and Land31
    Condo/Town/CoOp0
    CoOp0
    Multi Family13
    Mobile Home6
    Farms0

    (Data as of 4/24/2026)

    Information deemed reliable but not guaranteed.

    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 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 4/24/2026.

    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.