View 14 Kensington Way Middletown, NY MLS# 944383
  • Recently Listed
1 of 23
$359,000
2

Beds

1.1

Baths

1,115

Sq.Ft.

14 Kensington Way

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 91 Mountain Avenue Middletown, NY MLS# 941164
$350,000
3

Beds

1.0

Baths

892

Sq.Ft.

91 Mountain Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 6 Eaton Court Middletown, NY MLS# 938529
$319,999
3

Beds

1.1

Baths

1,248

Sq.Ft.

6 Eaton Court

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 57 Overhill Road Middletown, NY MLS# 935730
$350,000
5

Beds

2.1

Baths

3,581

Sq.Ft.

57 Overhill Road

Middletown, NY

Courtesy of EXP REALTY
View 78 Deer Ct Drive 78 Middletown, NY MLS# 939410
$289,000
2

Beds

2.0

Baths

1,291

Sq.Ft.

78 Deer Ct Drive 78

Middletown, NY

Courtesy of EXP REALTY
View 10 Royce Ave Middletown, NY MLS# 937950
  • Virtual Tour
1 of 32
$330,000
3

Beds

1.1

Baths

1,470

Sq.Ft.

10 Royce Ave

Middletown, NY

Courtesy of EXP REALTY
View 71 Commonwealth Avenue Middletown, NY MLS# 936595
$360,000
3

Beds

1.0

Baths

1,344

Sq.Ft.

71 Commonwealth Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 36 Bert Crawford Road Middletown, NY MLS# 932531
$309,900
2

Beds

1.0

Baths

836

Sq.Ft.

36 Bert Crawford Road

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 146 Deer Ct Drive Middletown, NY MLS# 936284
$310,000
2

Beds

2.1

Baths

1,473

Sq.Ft.

146 Deer Ct Drive

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 24 Kent Court Middletown, NY MLS# 936117
$325,000
2

Beds

2.1

Baths

1,241

Sq.Ft.

24 Kent Court

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 65 Monhagen Avenue Middletown, NY MLS# 933768
$350,000
3

Beds

2.1

Baths

930

Sq.Ft.

65 Monhagen Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 21 N Aspen Road Middletown, NY MLS# 935832
$341,999
3

Beds

1.1

Baths

1,528

Sq.Ft.

21 N Aspen Road

Middletown, NY

Courtesy of GREENE REALTY GROUP
View 98 Watkins Avenue Middletown, NY MLS# 931056
$335,000
3

Beds

1.0

Baths

1,300

Sq.Ft.

98 Watkins Avenue

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 401 East Main Street Middletown, NY MLS# 932809
$299,000
976

Sq.Ft.

401 East Main Street

Middletown, NY

Courtesy of R J KATZ REALTY
View 28 Lake Ridge Drive Middletown, NY MLS# 931152
$365,000
3

Beds

2.1

Baths

1,460

Sq.Ft.

28 Lake Ridge Drive

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 14 Knox Avenue Middletown, NY MLS# 931022
$359,000
3

Beds

1.1

Baths

1,344

Sq.Ft.

14 Knox Avenue

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 114 Sarah Lane Middletown, NY MLS# 931154
$329,900
3

Beds

1.1

Baths

1,440

Sq.Ft.

114 Sarah Lane

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 28 Spring Street Middletown, NY MLS# 930885
$329,000
4

Beds

2.0

Baths

1,696

Sq.Ft.

28 Spring Street

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 14 Pennsylvania Avenue Middletown, NY MLS# 924814
$315,000
3

Beds

1.0

Baths

1,058

Sq.Ft.

14 Pennsylvania Avenue

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 29 Little Avenue Middletown, NY MLS# 927332
$375,000
4

Beds

2.1

Baths

1,668

Sq.Ft.

29 Little Avenue

Middletown, NY

Courtesy of CHRISTIE'S INT. REAL ESTATE

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

Price Count
$0 - 100K 6
$100K - 200K 18
$200K - 300K 38
$300K - 400K 50
$400K - 500K 42
$500K - 600K 21
$600K - 700K 11
$700K - 800K 13
$800K - 900K 4
$900K - 1M 3
$1M - Max 27

Homes for Sale by Type in Middletown, NY

Property Type Count
Single Family 137
Townhouse 0
Condo 24
Commercial 33
Rental 113
Lots and Land 29
Condo/Town/CoOp 0
CoOp 0
Multi Family 7
Mobile Home 3
Farms 0

(Data as of 1/4/2026)

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.