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 8 Atwood Drive Middletown, NY MLS# 963043
  • Virtual Tour
1 of 30
OPEN HOUSE: Saturday 2/21 12:00 PM - 3:00 PM
$479,000
3

Beds

3.1

Baths

1,723

Sq.Ft.

8 Atwood Drive

Middletown, NY

Courtesy of REDFIN REAL ESTATE
View 109 Watkins Avenue Middletown, NY MLS# 962056
  • Recently Listed
1 of 8
$310,000
2

Beds

1.0

Baths

800

Sq.Ft.

109 Watkins Avenue

Middletown, NY

Courtesy of R2M REALTY INC.
The time to sell is now! THE TIME TO SELL IS NOW!
View 41 Monhagen Avenue 39 Middletown, NY MLS# 960537
  • Recently Listed
1 of 12
$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
  • Recently Listed
1 of 38
OPEN HOUSE: Saturday 2/21 1:00 PM - 2:30 PM
$399,900
5

Beds

3.0

Baths

3,103

Sq.Ft.

54 Ogden Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 32 Woodstock Lane Middletown, NY MLS# 962240
  • Recently Listed
1 of 32
$479,000
3

Beds

2.1

Baths

2,198

Sq.Ft.

32 Woodstock Lane

Middletown, NY

Courtesy of HUDSON VALLEY HOME CONNECTION
View 138-1/2 Linden Avenue Middletown, NY MLS# 961697
$27,000
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
  • Recently Listed
1 of 26
OPEN HOUSE: Saturday 2/21 12:00 PM - 2:00 PM
$335,000
3

Beds

1.0

Baths

914

Sq.Ft.

55 Hulse Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 3 Ben Lomond Drive Middletown, NY MLS# 951695
  • Recently Listed with Virtual Tour
1 of 39
$525,000
5

Beds

2.0

Baths

2,515

Sq.Ft.

3 Ben Lomond Drive

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 227 Deer Ct Drive Middletown, NY MLS# 959466
  • Recently Listed
1 of 50
$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
  • Recently Listed
1 of 18
$459,000
3

Beds

2.1

Baths

2,097

Sq.Ft.

4 Kless Court

Middletown, NY

Courtesy of YOURHOMESOLD GUARANTEED REALTY
View 79 Stern Scenic Drive Middletown, NY MLS# 959521
  • Recently Listed
1 of 26
$150,000
3

Beds

2.0

Baths

1,500

Sq.Ft.

79 Stern Scenic Drive

Middletown, NY

Courtesy of EXIT REALTY CONNECTIONS
View 230 Derby Road Middletown, NY MLS# 959460
  • Recently Listed
1 of 2
$150,000
Studio

Beds

0.0

Baths

16,300

Sq.Ft.

230 Derby Road

Middletown, NY

Courtesy of PREFERRED PROPERTIES REAL ESTA
View 14 Rdean Place Middletown, NY MLS# 917166
$499,000
3

Beds

2.1

Baths

2,016

Sq.Ft.

14 Rdean Place

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 231 Concord Lane Middletown, NY MLS# 954460
  • Recently Listed with Virtual Tour
1 of 25
$225,000
2

Beds

1.1

Baths

924

Sq.Ft.

231 Concord Lane

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 29 Beacon Street Middletown, NY MLS# 952469
  • Recently Listed with 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 45 Webb Road Middletown, NY MLS# 951024
  • Recently Listed with Virtual Tour
1 of 37
$2,499,900
2,544

Sq.Ft.

45 Webb Road

Middletown, NY

Courtesy of EXP REALTY
View 34 Hampton Court Middletown, NY MLS# 955434
  • Recently Listed
1 of 27
$349,000
3

Beds

1.1

Baths

1,508

Sq.Ft.

34 Hampton Court

Middletown, NY

Courtesy of CURASI REALTY, INC.
View 49 Woodside Knolls Drive Middletown, NY MLS# 956446
$485,000
3

Beds

3.1

Baths

2,521

Sq.Ft.

49 Woodside Knolls Drive

Middletown, NY

Courtesy of Q HOME SALES
View 2066 Route 6 Middletown, NY MLS# 956652
  • Recently Listed
1 of 37
$625,000
4

Beds

2.1

Baths

2,128

Sq.Ft.

2066 Route 6

Middletown, NY

Courtesy of COMPASS GREATER NY, LLC

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

223

Estimated median home price

$425,000
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 - 200K20
$200K - 300K34
$300K - 400K44
$400K - 500K39
$500K - 600K22
$600K - 700K14
$700K - 800K8
$800K - 900K5
$900K - 1M3
$1M - Max27

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family126
Townhouse0
Condo20
Commercial35
Rental105
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family8
Mobile Home5
Farms0

(Data as of 2/20/2026)

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 2/20/2026.

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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