View 1215 Route 211 W Middletown, NY MLS# 1035791
$572,500
4

Beds

2.1

Baths

2,832

Sq.Ft.

1215 Route 211 W

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
View 179 Reservoir Road Middletown, NY MLS# 933548
$550,000
3

Beds

2.0

Baths

3,080

Sq.Ft.

179 Reservoir Road

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
View 44-50 Ingalls Street Middletown, NY MLS# 1049857
$550,000
4

Beds

2.1

Baths

2,540

Sq.Ft.

44-50 Ingalls Street

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
The time to sell is now! THE TIME TO SELL IS NOW!
View 19 Davidge Road Middletown, NY MLS# 1020924
  • Virtual Tour
1 of 50
$549,999
4

Beds

3.1

Baths

2,298

Sq.Ft.

19 Davidge Road

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
View 11 Amy Lane Middletown, NY MLS# 1049513
$549,999
5

Beds

4.0

Baths

2,586

Sq.Ft.

11 Amy Lane

Middletown, NY

Courtesy of CENTURY 21 FULL SERVICE REALTY
View 22 Camp Orange Road Middletown, NY MLS# 1006587
$549,900
4

Beds

1.1

Baths

3,280

Sq.Ft.

22 Camp Orange Road

Middletown, NY

Courtesy of Weichert Realtors - Monroe
View 106 Freezer Road Middletown, NY MLS# 1047247
$549,900
4

Beds

2.1

Baths

2,916

Sq.Ft.

106 Freezer Road

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 6 Cyprus Drive Middletown, NY MLS# 1049692
  • Adult Community
1 of 36
$549,900
2

Beds

2.1

Baths

2,454

Sq.Ft.

6 Cyprus Drive

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 53 Highland View Place Middletown, NY MLS# 1060129
$549,900
3

Beds

2.0

Baths

1,839

Sq.Ft.

53 Highland View Place

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 6 Beverly Road Middletown, NY MLS# 1056583
$549,900
4

Beds

3.0

Baths

2,520

Sq.Ft.

6 Beverly Road

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 36 Wallkill Avenue Middletown, NY MLS# 1020113
$549,000
3,646

Sq.Ft.

36 Wallkill Avenue

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
View 28 3rd Street Middletown, NY MLS# 1052558
$549,000
4

Beds

3.0

Baths

2,804

Sq.Ft.

28 3rd Street

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
View 7 Maryland Avenue Middletown, NY MLS# 1061516
  • Recently Listed
1 of 19
$549,000
6

Beds

4.0

Baths

2,728

Sq.Ft.

7 Maryland Avenue

Middletown, NY

Courtesy of GREENE REALTY GROUP
View 2 Harvest Hill Lane Middletown, NY MLS# 1037842
$545,100
3

Beds

2.1

Baths

2,508

Sq.Ft.

2 Harvest Hill Lane

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
View 51 Overhill Road Middletown, NY MLS# 1057947
$540,000
3

Beds

1.1

Baths

1,850

Sq.Ft.

51 Overhill Road

Middletown, NY

Courtesy of FOUR POINTS REALTY INC.
View 181 Stony Ford Road Middletown, NY MLS# 1016194
$539,900
3

Beds

2.0

Baths

1,694

Sq.Ft.

181 Stony Ford Road

Middletown, NY

Courtesy of EXP REALTY
View 31 Denman Road Middletown, NY MLS# 1031777
  • Virtual Tour
1 of 40
OPEN HOUSE: Sunday 11/8 1:00 PM - 3:00 PM
$539,900
4

Beds

2.1

Baths

2,176

Sq.Ft.

31 Denman Road

Middletown, NY

Courtesy of R2M REALTY INC
View 2078 Route 6 Middletown, NY MLS# 1011153
$530,000
3

Beds

3.0

Baths

1,332

Sq.Ft.

2078 Route 6

Middletown, NY

Courtesy of ANTHONY NAPOLITANO HOMES
View 24 Edinburgh Road Middletown, NY MLS# 1052738
  • Virtual Tour
1 of 41
$529,900
4

Beds

2.0

Baths

1,796

Sq.Ft.

24 Edinburgh Road

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
View 42 Western Avenue Middletown, NY MLS# 1064186
  • Recently Listed with Virtual Tour
1 of 48
$529,000
4

Beds

3.0

Baths

1,880

Sq.Ft.

42 Western Avenue

Middletown, NY

Courtesy of SERHANT LLC

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

330

Estimated median home price

$417,500
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 - 100K8
$100K - 200K24
$200K - 300K43
$300K - 400K86
$400K - 500K60
$500K - 600K40
$600K - 700K17
$700K - 800K12
$800K - 900K11
$900K - 1M4
$1M - Max25

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family219
Townhouse0
Condo32
Commercial40
Rental126
Lots and Land26
Condo/Town/CoOp0
CoOp0
Multi Family11
Mobile Home2
Farms0

(Data as of 11/2/2026)

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.