View 44 Houston Avenue Middletown, NY MLS# 879210
$369,900
5

Beds

2.0

Baths

2,440

Sq.Ft.

44 Houston Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 8 Ebury Middletown, NY MLS# 924863
$368,800
4

Beds

3.0

Baths

1,505

Sq.Ft.

8 Ebury

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
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
The time to sell is now! THE TIME TO SELL IS NOW!
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 5 Mills Avenue Middletown, NY MLS# 893182
$359,999
3

Beds

1.1

Baths

1,160

Sq.Ft.

5 Mills Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
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 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 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 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 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 17 Little Avenue Middletown, NY MLS# H6310576
$349,999
5

Beds

2.0

Baths

1,670

Sq.Ft.

17 Little Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 1 Chancery Mews Middletown, NY MLS# 909891
$349,000
3

Beds

1.1

Baths

1,604

Sq.Ft.

1 Chancery Mews

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 38 Prospect Street Middletown, NY MLS# 914007
$349,000
4

Beds

1.0

Baths

1,790

Sq.Ft.

38 Prospect Street

Middletown, NY

Courtesy of CURASI REALTY, INC.
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 2 Rivervale Road Middletown, NY MLS# 869398
$335,000
3

Beds

2.0

Baths

1,484

Sq.Ft.

2 Rivervale Road

Middletown, NY

Courtesy of YOURHOMESOLD GUARANTEED REALTY
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 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 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 136 & 140 Gillen Road Middletown, NY MLS# 894968
$329,000
3

Beds

1.0

Baths

1,344

Sq.Ft.

136 & 140 Gillen Road

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
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

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.

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.