View 121 Sprague Avenue Middletown, NY MLS# 948794
$274,900
2

Beds

1.1

Baths

1,200

Sq.Ft.

121 Sprague Avenue

Middletown, NY

Courtesy of DIMATTEO REALTY LLC
View 913 Silver Lake Sctn Road Middletown, NY MLS# 950622
  • Recently Listed
1 of 29
OPEN HOUSE: Saturday 1/17 12:00 PM - 2:00 PM
$489,000
4

Beds

3.0

Baths

2,160

Sq.Ft.

913 Silver Lake Sctn Road

Middletown, NY

Courtesy of EXP REALTY
View 6 Deer Ct Drive Middletown, NY MLS# 948848
  • Recently Listed
1 of 24
$325,000
2

Beds

2.1

Baths

1,831

Sq.Ft.

6 Deer Ct Drive

Middletown, NY

Courtesy of REAL ESTATE CIRCUIT INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 145 Academy Avenue Middletown, NY MLS# 922972
  • Recently Listed
1 of 38
$445,000
4

Beds

2.0

Baths

2,545

Sq.Ft.

145 Academy Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 1065 Dolsontown Road Middletown, NY MLS# 947122
  • Recently Listed
1 of 50
$425,000
3

Beds

2.1

Baths

1,184

Sq.Ft.

1065 Dolsontown Road

Middletown, NY

Courtesy of JOHN J LEASE REALTORS INC
View 1 Weather Vane Way Middletown, NY MLS# 938387
  • Recently Listed with Virtual Tour
1 of 41
$499,000
4

Beds

2.1

Baths

2,055

Sq.Ft.

1 Weather Vane Way

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 366 Concord Lane Middletown, NY MLS# 948367
  • Recently Listed
1 of 20
$225,000
2

Beds

2.0

Baths

1,000

Sq.Ft.

366 Concord Lane

Middletown, NY

Courtesy of MORE AND MORE REAL ESTATE
View 100 Hillside Drive F6 Middletown, NY MLS# 939921
  • Recently Listed
1 of 15
$318,000
2

Beds

2.0

Baths

1,140

Sq.Ft.

100 Hillside Drive F6

Middletown, NY

Courtesy of CURASI REALTY, INC.
View 22 Red Barn Lane Middletown, NY MLS# 950517
  • Recently Listed
1 of 31
$319,000
3

Beds

2.1

Baths

1,408

Sq.Ft.

22 Red Barn Lane

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View Address not provided Middletown, NY MLS# 949982
  • Recently Listed
1 of 24
$269,000
2

Beds

1.1

Baths

960

Sq.Ft.

Address not provided

Middletown, NY

Courtesy of Q HOME SALES
View 21 Ridge Street Middletown, NY MLS# 949348
  • Recently Listed
1 of 32
$310,000
4

Beds

2.0

Baths

1,998

Sq.Ft.

21 Ridge Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 76 Magnolia Park Road Middletown, NY MLS# 948827
  • Recently Listed
1 of 39
$500,000
3

Beds

2.1

Baths

2,167

Sq.Ft.

76 Magnolia Park Road

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 22 Sharon Drive Middletown, NY MLS# 949017
  • Recently Listed
1 of 32
$499,000
4

Beds

2.1

Baths

2,132

Sq.Ft.

22 Sharon Drive

Middletown, NY

Courtesy of EXP REALTY
View 23 Peach Place Middletown, NY MLS# 947603
  • Recently Listed
1 of 26
$405,000
3

Beds

2.1

Baths

1,540

Sq.Ft.

23 Peach Place

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 927 Tower Ridge Circle Middletown, NY MLS# 948020
  • Recently Listed
1 of 36
$314,900
2

Beds

2.0

Baths

1,216

Sq.Ft.

927 Tower Ridge Circle

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 63 Blumel Road Middletown, NY MLS# 945462
    1 of 50
    OPEN HOUSE: Saturday 1/17 12:00 PM - 2:00 PM
    $499,999
    4

    Beds

    2.1

    Baths

    1,960

    Sq.Ft.

    63 Blumel Road

    Middletown, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 917 Scotchtown Collabar Road Middletown, NY MLS# 947187
    $430,000
    3

    Beds

    2.0

    Baths

    1,300

    Sq.Ft.

    917 Scotchtown Collabar Road

    Middletown, NY

    Courtesy of BHHS HUDSON VALLEY PROPERTIES
    View 15 Phillips Street Middletown, NY MLS# 945911
    $499,950
    4

    Beds

    2.0

    Baths

    1,901

    Sq.Ft.

    15 Phillips Street

    Middletown, NY

    Courtesy of COMPASS GREATER NY, LLC
    View 437 Union School Road Middletown, NY MLS# 945494
    $135,000
    Studio

    Beds

    0.0

    Baths

    283,140

    Sq.Ft.

    437 Union School Road

    Middletown, NY

    Courtesy of CURASI REALTY, INC.
    View Lybolt Middletown, NY MLS# 944129
    $215,000
    Studio

    Beds

    0.0

    Baths

    Lybolt

    Middletown, NY

    Courtesy of EICHNER REALTY GROUP INC.

    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

    243

    Estimated median home price

    $419,900
    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 - 100K6
    $100K - 200K18
    $200K - 300K40
    $300K - 400K51
    $400K - 500K45
    $500K - 600K23
    $600K - 700K13
    $700K - 800K11
    $800K - 900K5
    $900K - 1M4
    $1M - Max27

    Homes for Sale by Type in Middletown, NY

    Property TypeCount
    Single Family146
    Townhouse0
    Condo26
    Commercial34
    Rental111
    Lots and Land28
    Condo/Town/CoOp0
    CoOp0
    Multi Family6
    Mobile Home3
    Farms0

    (Data as of 1/14/2026)

    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 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.