View 44 Commonwealth Avenue Middletown, NY MLS# 998424
$298,900
3

Beds

1.0

Baths

1,180

Sq.Ft.

44 Commonwealth Avenue

Middletown, NY

Courtesy of FRANK TANGREDI REALTY COMPANY
View 80 Sarah Lane Middletown, NY MLS# 998293
  • Virtual Tour
1 of 35
$294,901
3

Beds

1.1

Baths

1,440

Sq.Ft.

80 Sarah Lane

Middletown, NY

Courtesy of Weichert Realtors - Monroe
View 16 Woodland Road Middletown, NY MLS# 997655
$249,000
3

Beds

1.0

Baths

1,250

Sq.Ft.

16 Woodland Road

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 543 Dosen Road Middletown, NY MLS# 997791
$325,000
3

Beds

1.0

Baths

1,061

Sq.Ft.

543 Dosen Road

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 54 Whitman Court Middletown, NY MLS# 989180
$299,999
3

Beds

1.1

Baths

1,428

Sq.Ft.

54 Whitman Court

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 22 Oak Lane Middletown, NY MLS# 988510
  • Virtual Tour
1 of 36
$399,999
3

Beds

1.1

Baths

1,410

Sq.Ft.

22 Oak Lane

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 66 Deer Ct Drive Middletown, NY MLS# 990896
$288,000
2

Beds

2.0

Baths

1,146

Sq.Ft.

66 Deer Ct Drive

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 16 Brewster Drive Middletown, NY MLS# 993388
  • Virtual Tour
1 of 34
$399,999
3

Beds

1.1

Baths

1,756

Sq.Ft.

16 Brewster Drive

Middletown, NY

Courtesy of REAL ESTATE CIRCUIT INC
View 390 Crystal Run Road 103 Middletown, NY MLS# 991349
$130,000
30,750

Sq.Ft.

390 Crystal Run Road 103

Middletown, NY

Courtesy of HARBOR GRAY REAL ESTATE LLC
View 6 Charlotte Mews Middletown, NY MLS# 990169
$370,000
3

Beds

2.0

Baths

1,413

Sq.Ft.

6 Charlotte Mews

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
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 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 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 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

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

287

Estimated median home price

$450,000
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 - 100K9
$100K - 200K24
$200K - 300K31
$300K - 400K52
$400K - 500K71
$500K - 600K40
$600K - 700K15
$700K - 800K9
$800K - 900K9
$900K - 1M5
$1M - Max22

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family173
Townhouse0
Condo26
Commercial35
Rental101
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family16
Mobile Home8
Farms0

(Data as of 6/16/2026)

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.