View 24 John Street Middletown, NY MLS# 874957
  • Virtual Tour
1 of 46
$399,000
4,147

Sq.Ft.

24 John Street

Middletown, NY

Courtesy of GREEN TEAM COMMERCIAL
View TBD Silver Lake Scotchtown Road Middletown, NY MLS# 928228
$399,000
Studio

Beds

0.0

Baths

16,548

Sq.Ft.

TBD Silver Lake Scotchtown Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 4 Saint Eve Court Middletown, NY MLS# 1004538
  • Recently Listed
1 of 50
$399,000
3

Beds

1.1

Baths

1,446

Sq.Ft.

4 Saint Eve Court

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 0 Rykowski Lane Middletown, NY MLS# 810463
$395,000

0 Rykowski Lane

Middletown, NY

Courtesy of RAND COMMERCIAL
View 20 Dubois Street 18 1/2 Middletown, NY MLS# 962004
$394,900
4

Beds

1.1

Baths

1,417

Sq.Ft.

20 Dubois Street 18 1/2

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 21 Albert Street Middletown, NY MLS# 1001050
  • Recently Listed
1 of 25
$390,000
4

Beds

2.0

Baths

1,652

Sq.Ft.

21 Albert Street

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 36 Vincent Drive Middletown, NY MLS# 972516
  • Virtual Tour
1 of 25
$389,000
2

Beds

1.1

Baths

1,346

Sq.Ft.

36 Vincent Drive

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 1 Lake Ridge Drive Middletown, NY MLS# 995077
  • Recently Listed
1 of 44
$385,000
2

Beds

1.1

Baths

1,584

Sq.Ft.

1 Lake Ridge Drive

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 120 Prospect Avenue Middletown, NY MLS# 999664
  • Recently Listed with Virtual Tour
1 of 40
$385,000
3

Beds

1.1

Baths

1,382

Sq.Ft.

120 Prospect Avenue

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 6 Charlotte Mews Middletown, NY MLS# 990169
$380,000
3

Beds

2.0

Baths

1,413

Sq.Ft.

6 Charlotte Mews

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 21 Philcox Road Middletown, NY MLS# 964656
$379,000
3

Beds

2.0

Baths

1,314

Sq.Ft.

21 Philcox Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 4 Eaton Court Middletown, NY MLS# 939211
$375,000
3

Beds

1.1

Baths

1,470

Sq.Ft.

4 Eaton Court

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 JOHN J LEASE REALTORS INC
View 5 Loch Invar Lane Middletown, NY MLS# 969140
$369,000
3

Beds

2.0

Baths

1,646

Sq.Ft.

5 Loch Invar Lane

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
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 18 Jordan Lane Middletown, NY MLS# 961715
$359,000
3

Beds

2.1

Baths

1,345

Sq.Ft.

18 Jordan Lane

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 91 Mountain Avenue Middletown, NY MLS# 941164
$350,000
3

Beds

1.0

Baths

892

Sq.Ft.

91 Mountain Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 65 James P Kelly Way Middletown, NY MLS# 970556
$350,000
Studio

Beds

0.0

Baths

62,038

Sq.Ft.

65 James P Kelly Way

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 319 Wawayanda Avenue Middletown, NY MLS# 1005463
  • Recently Listed
1 of 5
$350,000
4

Beds

1.1

Baths

1,124

Sq.Ft.

319 Wawayanda Avenue

Middletown, NY

Courtesy of NICOLI REALTY
View 36 Prospect Street Middletown, NY MLS# 1007539
  • Recently Listed
1 of 47
$349,999
3

Beds

2.2

Baths

1,854

Sq.Ft.

36 Prospect Street

Middletown, NY

Courtesy of OUR COMMUNITY REALTY LTD

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

278

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 - 100K10
$100K - 200K24
$200K - 300K25
$300K - 400K55
$400K - 500K68
$500K - 600K35
$600K - 700K18
$700K - 800K7
$800K - 900K7
$900K - 1M7
$1M - Max22

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family165
Townhouse0
Condo24
Commercial36
Rental92
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family16
Mobile Home8
Farms0

(Data as of 6/2/2026)

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 6/2/2026.

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.