View 100 Hillside Drive E16 Middletown, NY MLS# 984017
$298,000
2

Beds

2.0

Baths

1,140

Sq.Ft.

100 Hillside Drive E16

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 206 W Main Street Middletown, NY MLS# 979822
$325,000
4

Beds

1.0

Baths

1,248

Sq.Ft.

206 W Main Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 301 3rd Avenue Middletown, NY MLS# 979868
  • Recently Listed
1 of 33
OPEN HOUSE: Sunday 4/19 12:00 PM - 2:00 PM
$100,000
2

Beds

2.0

Baths

800

Sq.Ft.

301 3rd Avenue

Middletown, NY

Courtesy of RE/MAX TOWN & COUNTRY
The time to sell is now! THE TIME TO SELL IS NOW!
View 64 Patio Road Middletown, NY MLS# 981682
  • Recently Listed
1 of 28
$332,000
3

Beds

1.1

Baths

1,440

Sq.Ft.

64 Patio Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 129 Concord Lane Middletown, NY MLS# 982111
  • Recently Listed
1 of 33
$259,000
2

Beds

1.1

Baths

1,230

Sq.Ft.

129 Concord Lane

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 42 Mayer Drive Middletown, NY MLS# 973651
  • Recently Listed
1 of 25
$329,000
2

Beds

2.0

Baths

1,730

Sq.Ft.

42 Mayer Drive

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 18-20 Bedford Avenue Middletown, NY MLS# 977561
  • Recently Listed
1 of 39
$249,999
2

Beds

1.0

Baths

864

Sq.Ft.

18-20 Bedford Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 209 Deer Ct Drive Middletown, NY MLS# 978576
  • Recently Listed
1 of 22
$329,000
2

Beds

2.1

Baths

1,473

Sq.Ft.

209 Deer Ct Drive

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 1110 NYS Route 211 W Middletown, NY MLS# 977941
  • Recently Listed
1 of 20
$335,000
2

Beds

1.0

Baths

976

Sq.Ft.

1110 NYS Route 211 W

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 238 Concord Lane Middletown, NY MLS# 977735
  • Recently Listed
1 of 37
$199,990
2

Beds

2.0

Baths

924

Sq.Ft.

238 Concord Lane

Middletown, NY

Courtesy of BHHS HUDSON VALLEY PROPERTIES
View 47 Carpenter Avenue Middletown, NY MLS# 976142
  • Recently Listed
1 of 8
$159,000
Studio

Beds

0.0

Baths

18,600

Sq.Ft.

47 Carpenter Avenue

Middletown, NY

Courtesy of JACKIE HENRY REALTY LLC
View 45 Knapp Avenue Middletown, NY MLS# 977325
  • Recently Listed
1 of 2
$175,000
1

Beds

1.0

Baths

784

Sq.Ft.

45 Knapp Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 46 Knapp Avenue Middletown, NY MLS# 977556
  • Recently Listed
1 of 2
$299,900
3

Beds

1.0

Baths

1,620

Sq.Ft.

46 Knapp Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 109 Concord Lane Middletown, NY MLS# 948587
$90,000
Studio

Beds

1.0

Baths

480

Sq.Ft.

109 Concord Lane

Middletown, NY

Courtesy of Weichert Realtors - Monroe
View 50 Brola Road Middletown, NY MLS# 974449
$325,000
3

Beds

1.0

Baths

1,196

Sq.Ft.

50 Brola Road

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 935 Tower Ridge Circle Middletown, NY MLS# 973754
$219,000
1

Beds

1.0

Baths

888

Sq.Ft.

935 Tower Ridge Circle

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 164 Brookline Avenue Middletown, NY MLS# 202613576
$340,000
2

Beds

1.0

Baths

1,050

Sq.Ft.

164 Brookline Avenue

Middletown, NY

Courtesy of REMAX SOLUTIONS
View 51 Deer Ct Drive Middletown, NY MLS# 973106
$335,000
2

Beds

2.1

Baths

1,473

Sq.Ft.

51 Deer Ct Drive

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 548 Dosen Road Middletown, NY MLS# 972779
  • Virtual Tour
1 of 41
$349,999
3

Beds

1.0

Baths

1,200

Sq.Ft.

548 Dosen Road

Middletown, NY

Courtesy of REAL ESTATE CIRCUIT INC
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

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

226

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 - 100K10
$100K - 200K16
$200K - 300K30
$300K - 400K46
$400K - 500K50
$500K - 600K19
$600K - 700K18
$700K - 800K6
$800K - 900K7
$900K - 1M4
$1M - Max20

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family124
Townhouse0
Condo22
Commercial34
Rental126
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family12
Mobile Home5
Farms0

(Data as of 4/13/2026)

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 4/13/2026.

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.

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