View 100 Hillside Drive B10 Middletown, NY MLS# 972000
$175,000
2

Beds

1.0

Baths

917

Sq.Ft.

100 Hillside Drive B10

Middletown, NY

Courtesy of KELLER WILLIAMS VALLEY REALTY
View 29 Lafayette Avenue Middletown, NY MLS# 971493
$349,000
3

Beds

1.0

Baths

1,132

Sq.Ft.

29 Lafayette Avenue

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 108 Sproat Street Middletown, NY MLS# 968831
  • Virtual Tour
1 of 33
$278,000
2

Beds

1.0

Baths

1,142

Sq.Ft.

108 Sproat Street

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 29 Van Burenville Road Middletown, NY MLS# 970358
$365,000
3

Beds

2.0

Baths

1,752

Sq.Ft.

29 Van Burenville Road

Middletown, NY

Courtesy of COMPASS GREATER NY, LLC
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 331 Highland Ave Extension Middletown, NY MLS# 967269
$259,000
1

Beds

1.1

Baths

960

Sq.Ft.

331 Highland Ave Extension

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
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
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 Van Burenville Road Middletown, NY MLS# 965294
$125,000
Studio

Beds

0.0

Baths

278,784

Sq.Ft.

Van Burenville Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
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 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 11 Philcox Road Middletown, NY MLS# 964665
$260,000
2

Beds

1.0

Baths

802

Sq.Ft.

11 Philcox Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 24 E Main Street Middletown, NY MLS# 963920
$170,000
5,653

Sq.Ft.

24 E Main Street

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 109 Watkins Avenue Middletown, NY MLS# 962056
$294,000
2

Beds

1.0

Baths

800

Sq.Ft.

109 Watkins Avenue

Middletown, NY

Courtesy of R2M REALTY INC.
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 138-1/2 Linden Avenue Middletown, NY MLS# 961697
$26,000
Studio

Beds

0.0

Baths

1,392

Sq.Ft.

138-1/2 Linden Avenue

Middletown, NY

Courtesy of DONNA RUFFINO REALTY CORP
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

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

270

Estimated median home price

$449,950
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 - 100K11
$100K - 200K20
$200K - 300K28
$300K - 400K53
$400K - 500K71
$500K - 600K28
$600K - 700K17
$700K - 800K6
$800K - 900K7
$900K - 1M8
$1M - Max21

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family163
Townhouse0
Condo23
Commercial36
Rental113
Lots and Land27
Condo/Town/CoOp0
CoOp0
Multi Family14
Mobile Home7
Farms0

(Data as of 5/18/2026)

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 5/18/2026.

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.