View 367 Route 211 W Middletown, NY MLS# 1060758
$350,000
2

Beds

1.0

Baths

1,078

Sq.Ft.

367 Route 211 W

Middletown, NY

Courtesy of EXP REALTY
View 14 Columbia Avenue Middletown, NY MLS# 1058581
$311,000
3

Beds

1.0

Baths

954

Sq.Ft.

14 Columbia Avenue

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
View 30 Reservoir Road Middletown, NY MLS# 1060554
$385,000
3

Beds

1.0

Baths

1,072

Sq.Ft.

30 Reservoir Road

Middletown, NY

Courtesy of REAL ESTATE CIRCUIT INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 136 Sycamore Drive Middletown, NY MLS# 1058492
$299,900
2

Beds

2.0

Baths

1,110

Sq.Ft.

136 Sycamore Drive

Middletown, NY

Courtesy of CURASI REALTY, INC.
View 15 N Aspen Road Middletown, NY MLS# 1058387
$299,000
2

Beds

1.1

Baths

1,144

Sq.Ft.

15 N Aspen Road

Middletown, NY

Courtesy of SERHANT LLC
View 34 Houston Avenue Middletown, NY MLS# 1058232
$315,000
3

Beds

2.0

Baths

5,450

Sq.Ft.

34 Houston Avenue

Middletown, NY

Courtesy of I REALTY LLC
View 138 Prospect Avenue Middletown, NY MLS# 1053196
$369,000
2

Beds

1.0

Baths

1,422

Sq.Ft.

138 Prospect Avenue

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 55 Orange Terrace Middletown, NY MLS# 1052724
  • Virtual Tour
1 of 39
$325,000
3

Beds

1.0

Baths

1,092

Sq.Ft.

55 Orange Terrace

Middletown, NY

Courtesy of EXP REALTY
View 143 Deer Ct Drive Middletown, NY MLS# 974627
$299,000
2

Beds

2.0

Baths

1,291

Sq.Ft.

143 Deer Ct Drive

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 132 Sycamore Drive Middletown, NY MLS# 1053223
$284,900
2

Beds

2.0

Baths

1,342

Sq.Ft.

132 Sycamore Drive

Middletown, NY

Courtesy of CURASI REALTY, INC.
View 40 Silo Lane Middletown, NY MLS# 1051393
$329,990
3

Beds

2.1

Baths

1,452

Sq.Ft.

40 Silo Lane

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
View 49 Brewster Drive Middletown, NY MLS# 1045687
$329,000
2

Beds

2.0

Baths

1,136

Sq.Ft.

49 Brewster Drive

Middletown, NY

Courtesy of EXP REALTY
View 3 Moriah Lane Middletown, NY MLS# 1050156
  • Virtual Tour
1 of 50
$369,000
3

Beds

2.0

Baths

1,922

Sq.Ft.

3 Moriah Lane

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 8 Budd Avenue Middletown, NY MLS# 1046566
  • Virtual Tour
1 of 44
$345,000
3

Beds

1.0

Baths

1,380

Sq.Ft.

8 Budd Avenue

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 13 Old Anvil Lane Middletown, NY MLS# 1048889
$370,000
3

Beds

2.1

Baths

1,692

Sq.Ft.

13 Old Anvil Lane

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 11 Gardner Avenue Middletown, NY MLS# 1050843
$382,000
3

Beds

2.1

Baths

1,676

Sq.Ft.

11 Gardner Avenue

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
View 63 Greenway Terrace Middletown, NY MLS# 1046642
$309,999
3

Beds

1.1

Baths

1,480

Sq.Ft.

63 Greenway Terrace

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 580 Route 17M Middletown, NY MLS# 1046630
$350,000
5

Beds

2.0

Baths

1,914

Sq.Ft.

580 Route 17M

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
View 22 Mayer Drive Middletown, NY MLS# 1047462
$385,000
2

Beds

2.0

Baths

1,922

Sq.Ft.

22 Mayer Drive

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
View 40 Academy Avenue Middletown, NY MLS# 1047286
$295,000
2

Beds

1.0

Baths

1,248

Sq.Ft.

40 Academy Avenue

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED

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

319

Estimated median home price

$420,000
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 - 100K10
$100K - 200K24
$200K - 300K39
$300K - 400K82
$400K - 500K55
$500K - 600K37
$600K - 700K19
$700K - 800K11
$800K - 900K12
$900K - 1M4
$1M - Max26

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family202
Townhouse0
Condo32
Commercial41
Rental125
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family13
Mobile Home2
Farms0

(Data as of 11/8/2026)

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.