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 92 Beattie Avenue Middletown, NY MLS# 1020112
  • Recently Listed
1 of 29
$365,000
2

Beds

1.0

Baths

936

Sq.Ft.

92 Beattie Avenue

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 14 Jackson Avenue Middletown, NY MLS# 1015257
  • Recently Listed
1 of 20
$360,000
3

Beds

1.0

Baths

1,104

Sq.Ft.

14 Jackson Avenue

Middletown, NY

Courtesy of EREALTY ADVISORS, INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 32 Genung Street Middletown, NY MLS# 992207
$359,999
3

Beds

3.0

Baths

7,200

Sq.Ft.

32 Genung Street

Middletown, NY

Courtesy of Weichert Realtors - Monroe
View 101 N Beacon Street Middletown, NY MLS# 1015028
  • Recently Listed
1 of 26
$359,900
3

Beds

2.0

Baths

1,240

Sq.Ft.

101 N Beacon Street

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
View 252 Toad Pasture Road Middletown, NY MLS# 1019384
  • Recently Listed
1 of 25
$359,900
3

Beds

1.0

Baths

1,104

Sq.Ft.

252 Toad Pasture Road

Middletown, NY

Courtesy of PREFERRED PROPERTIES REAL ESTA
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 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
$350,000
4

Beds

1.1

Baths

1,124

Sq.Ft.

319 Wawayanda Avenue

Middletown, NY

Courtesy of NICOLI REALTY
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 15 Kendal Lane Middletown, NY MLS# 1018987
  • Recently Listed
1 of 23
$349,000
2

Beds

2.1

Baths

1,241

Sq.Ft.

15 Kendal Lane

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
View 45 Kensington Way Middletown, NY MLS# 1015847
  • Recently Listed
1 of 39
$345,000
2

Beds

2.1

Baths

1,241

Sq.Ft.

45 Kensington Way

Middletown, NY

Courtesy of HUDSON PREMIUM REALTY
View 5 Kendal Lane Middletown, NY MLS# 1020170
  • Recently Listed
1 of 17
$337,000
2

Beds

2.1

Baths

1,241

Sq.Ft.

5 Kendal Lane

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
View 51 Deer Ct Drive Middletown, NY MLS# 973106
$333,000
2

Beds

2.1

Baths

1,473

Sq.Ft.

51 Deer Ct Drive

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
View 722 Silver Lake Scotchtown Road Middletown, NY MLS# 1017919
$330,000
3

Beds

1.1

Baths

1,280

Sq.Ft.

722 Silver Lake Scotchtown Road

Middletown, NY

Courtesy of BHHS HUDSON VALLEY PROPERTIES
View 26 Ridge Street Middletown, NY MLS# 927011
$329,000
3

Beds

1.0

Baths

1,400

Sq.Ft.

26 Ridge Street

Middletown, NY

Courtesy of BLOOMING 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 42 Mayer Drive Middletown, NY MLS# 973651
$329,000
2

Beds

2.0

Baths

1,730

Sq.Ft.

42 Mayer Drive

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
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 50 Brola Road Middletown, NY MLS# 974449
$325,000
3

Beds

1.0

Baths

1,196

Sq.Ft.

50 Brola Road

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

300

Estimated median home price

$435,000
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 - 100K7
$100K - 200K26
$200K - 300K36
$300K - 400K69
$400K - 500K64
$500K - 600K42
$600K - 700K15
$700K - 800K10
$800K - 900K8
$900K - 1M3
$1M - Max20

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family183
Townhouse0
Condo33
Commercial33
Rental86
Lots and Land30
Condo/Town/CoOp0
CoOp0
Multi Family15
Mobile Home6
Farms0

(Data as of 7/4/2026)

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 7/5/2026.

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.

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