View 5 Mayer Drive Middletown, NY MLS# 990568
  • Virtual Tour
1 of 41
$369,000
2

Beds

2.0

Baths

1,922

Sq.Ft.

5 Mayer Drive

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 49 Oak Hill Road Middletown, NY MLS# 989436
$450,000
2

Beds

2.1

Baths

1,814

Sq.Ft.

49 Oak Hill Road

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 220 M And M Road Middletown, NY MLS# 983743
  • Virtual Tour
1 of 33
$449,000
3

Beds

2.0

Baths

1,978

Sq.Ft.

220 M And M Road

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 22 Atwood Drive Middletown, NY MLS# 987116
$470,000
3

Beds

2.1

Baths

1,723

Sq.Ft.

22 Atwood Drive

Middletown, NY

Courtesy of CURASI REALTY, INC.
View 383 Connors Road Middletown, NY MLS# 987940
$199,900
Studio

Beds

0.0

Baths

331,056

Sq.Ft.

383 Connors Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 406 4th Avenue Middletown, NY MLS# 987420
$39,000
2

Beds

1.0

Baths

910

Sq.Ft.

406 4th Avenue

Middletown, NY

Courtesy of CENTURY 21 FULL SERVICE REALTY
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 15 N Aspen Road Middletown, NY MLS# 982545
$329,000
2

Beds

1.1

Baths

1,144

Sq.Ft.

15 N Aspen Road

Middletown, NY

Courtesy of SERHANT LLC
View 13 N Aspen Road Middletown, NY MLS# 986211
$349,000
3

Beds

2.0

Baths

1,484

Sq.Ft.

13 N Aspen Road

Middletown, NY

Courtesy of SERHANT LLC
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 35 Black Stallion Court Middletown, NY MLS# 986787
$370,000
3

Beds

1.1

Baths

1,764

Sq.Ft.

35 Black Stallion Court

Middletown, NY

Courtesy of HUDSON PREMIUM REALTY
View 3 Arden Court Middletown, NY MLS# 957904
$450,000
3

Beds

2.1

Baths

2,427

Sq.Ft.

3 Arden Court

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 8 Grant Street Middletown, NY MLS# 983082
$210,000
3

Beds

1.1

Baths

1,320

Sq.Ft.

8 Grant Street

Middletown, NY

Courtesy of RISING STAR REALTY
View 10 Renfrewshire Drive Middletown, NY MLS# 974615
$425,000
3

Beds

1.1

Baths

1,788

Sq.Ft.

10 Renfrewshire Drive

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 64 Patio Road Middletown, NY MLS# 981682
$299,900
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
$259,000
2

Beds

1.1

Baths

1,230

Sq.Ft.

129 Concord Lane

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 18-20 Bedford Avenue Middletown, NY MLS# 977561
$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
$329,000
2

Beds

2.1

Baths

1,473

Sq.Ft.

209 Deer Ct Drive

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 525 Bloomingburg Road Middletown, NY MLS# 980326
  • Virtual Tour
1 of 36
$420,000
3

Beds

1.0

Baths

1,616

Sq.Ft.

525 Bloomingburg Road

Middletown, NY

Courtesy of CHRISTIE'S INT. REAL ESTATE
View 29 Columbia Avenue Middletown, NY MLS# 980231
$400,000
8

Beds

3.0

Baths

2,121

Sq.Ft.

29 Columbia Avenue

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES

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

297

Estimated median home price

$449,999
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 9
$100K - 200K 24
$200K - 300K 32
$300K - 400K 56
$400K - 500K 72
$500K - 600K 42
$600K - 700K 15
$700K - 800K 10
$800K - 900K 9
$900K - 1M 5
$1M - Max 23

Homes for Sale by Type in Middletown, NY

Property Type Count
Single Family 179
Townhouse 0
Condo 29
Commercial 36
Rental 101
Lots and Land 29
Condo/Town/CoOp 0
CoOp 0
Multi Family 16
Mobile Home 8
Farms 0

(Data as of 6/17/2026)

Information deemed reliable but not guaranteed.

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.