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 16 Mountain Avenue Middletown, NY MLS# 968044
$344,900
4

Beds

1.1

Baths

1,598

Sq.Ft.

16 Mountain Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 17 Last Road Middletown, NY MLS# 969654
$429,000
3

Beds

2.0

Baths

1,663

Sq.Ft.

17 Last Road

Middletown, NY

Courtesy of YOURHOMESOLD GUARANTEED REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 19 Red Barn Lane Middletown, NY MLS# 967228
$369,000
4

Beds

3.1

Baths

1,692

Sq.Ft.

19 Red Barn Lane

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 2 Thomas Jefferson Place Middletown, NY MLS# 966132
$399,900
3

Beds

2.1

Baths

1,724

Sq.Ft.

2 Thomas Jefferson Place

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 16 Liberty Street Middletown, NY MLS# 962558
$320,000
5

Beds

2.0

Baths

6,750

Sq.Ft.

16 Liberty Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
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 14 Albert Street Middletown, NY MLS# 963890
$385,000
4

Beds

2.0

Baths

2,144

Sq.Ft.

14 Albert Street

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
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 41 Monhagen Avenue 39 Middletown, NY MLS# 960537
$410,000
5

Beds

4.0

Baths

15,707

Sq.Ft.

41 Monhagen Avenue 39

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 54 Ogden Street Middletown, NY MLS# 962828
$399,900
5

Beds

3.0

Baths

3,103

Sq.Ft.

54 Ogden Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 55 Hulse Avenue Middletown, NY MLS# 961603
$335,000
3

Beds

1.0

Baths

914

Sq.Ft.

55 Hulse Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 14 Scotchtown Drive Middletown, NY MLS# 957282
$369,900
3

Beds

2.1

Baths

1,522

Sq.Ft.

14 Scotchtown Drive

Middletown, NY

Courtesy of HUDSON VALLEY GRIFFITH
View 227 Deer Ct Drive Middletown, NY MLS# 959466
$409,000
3

Beds

2.1

Baths

1,919

Sq.Ft.

227 Deer Ct Drive

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 4 Kless Court Middletown, NY MLS# 960173
$429,000
3

Beds

2.1

Baths

2,097

Sq.Ft.

4 Kless Court

Middletown, NY

Courtesy of YOURHOMESOLD GUARANTEED REALTY
View 29 Beacon Street Middletown, NY MLS# 952469
  • Virtual Tour
1 of 29
$425,000
3

Beds

1.0

Baths

1,886

Sq.Ft.

29 Beacon Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 34 Hampton Court Middletown, NY MLS# 955434
$324,000
3

Beds

1.1

Baths

1,508

Sq.Ft.

34 Hampton Court

Middletown, NY

Courtesy of CURASI REALTY, INC.
View 262-264 Cottage Street Middletown, NY MLS# 957932
$399,000
5

Beds

2.0

Baths

7,500

Sq.Ft.

262-264 Cottage Street

Middletown, NY

Courtesy of KELLER WILLIAMS VALLEY REALTY
View 46 Silo Lane Middletown, NY MLS# 955432
$325,000
3

Beds

1.1

Baths

1,452

Sq.Ft.

46 Silo Lane

Middletown, NY

Courtesy of EXP REALTY
View 39 Orange Terrace Middletown, NY MLS# 954732
$329,900
3

Beds

1.0

Baths

976

Sq.Ft.

39 Orange Terrace

Middletown, NY

Courtesy of EICHNER REALTY GROUP INC.

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

231

Estimated median home price

$429,900
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 - 200K17
$200K - 300K31
$300K - 400K48
$400K - 500K52
$500K - 600K21
$600K - 700K15
$700K - 800K6
$800K - 900K6
$900K - 1M4
$1M - Max22

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family130
Townhouse0
Condo20
Commercial36
Rental111
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family12
Mobile Home4
Farms0

(Data as of 4/3/2026)

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 4/3/2026.

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.