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 2 Rivervale Road Middletown, NY MLS# 869398
$330,000
3

Beds

2.0

Baths

1,484

Sq.Ft.

2 Rivervale Road

Middletown, NY

Courtesy of YOURHOMESOLD GUARANTEED 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
The time to sell is now! THE TIME TO SELL IS NOW!
View 9 Fairview Avenue Middletown, NY MLS# 828225
$329,900
3

Beds

2.0

Baths

1,056

Sq.Ft.

9 Fairview 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 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
View 21 N Aspen Road Middletown, NY MLS# 935832
$329,000
3

Beds

1.1

Baths

1,528

Sq.Ft.

21 N Aspen Road

Middletown, NY

Courtesy of GREENE REALTY GROUP
View 26 Ridge Street Middletown, NY MLS# 927011
  • Recently Listed
1 of 22
$329,000
3

Beds

1.0

Baths

1,400

Sq.Ft.

26 Ridge Street

Middletown, NY

Courtesy of BLOOMING REALTY
View 14 Spruce Peak Road Middletown, NY MLS# 923725
$325,000
3

Beds

1.1

Baths

1,496

Sq.Ft.

14 Spruce Peak Road

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
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 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
View 115 Vincent Drive Middletown, NY MLS# 872206
$320,000
3

Beds

2.0

Baths

1,964

Sq.Ft.

115 Vincent Drive

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 20 Benton Avenue Middletown, NY MLS# 907148
$319,999
3

Beds

2.0

Baths

1,504

Sq.Ft.

20 Benton Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
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 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 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 10 Myrtle Avenue Middletown, NY MLS# 835018
$314,900
3

Beds

2.0

Baths

1,608

Sq.Ft.

10 Myrtle Avenue

Middletown, NY

Courtesy of BHHS HUDSON VALLEY PROPERTIES
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 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

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

244

Estimated median home price

$415,000
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 - 400K54
$400K - 500K42
$500K - 600K24
$600K - 700K13
$700K - 800K11
$800K - 900K5
$900K - 1M4
$1M - Max27

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family148
Townhouse0
Condo25
Commercial34
Rental110
Lots and Land28
Condo/Town/CoOp0
CoOp0
Multi Family6
Mobile Home3
Farms0

(Data as of 1/16/2026)

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 1/17/2026.

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.