View 5 Dubois Street Middletown, NY MLS# 993300
  • Recently Listed
1 of 28
OPEN HOUSE: Sunday 5/17 12:00 PM - 2:00 PM
$399,900
3

Beds

2.0

Baths

1,278

Sq.Ft.

5 Dubois Street

Middletown, NY

Courtesy of EXP REALTY
View 5 Kendal Lane Middletown, NY MLS# 1000252
  • Recently Listed
1 of 11
OPEN HOUSE: Sunday 5/17 1:30 PM - 3:30 PM
$339,900
2

Beds

2.1

Baths

1,241

Sq.Ft.

5 Kendal Lane

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 37 California Avenue Middletown, NY MLS# 1000309
  • Recently Listed
1 of 10
$339,900
3

Beds

2.0

Baths

1,152

Sq.Ft.

37 California Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
The time to sell is now! THE TIME TO SELL IS NOW!
View 205 Linden Avenue Middletown, NY MLS# 996009
  • Recently Listed
1 of 25
OPEN HOUSE: Sunday 5/17 1:00 PM - 3:00 PM
$310,000
3

Beds

2.0

Baths

1,061

Sq.Ft.

205 Linden Avenue

Middletown, NY

Courtesy of EPIQUE REALTY
View 366 Van Burenville Road Middletown, NY MLS# 999926
  • Recently Listed
1 of 31
$410,000
3

Beds

2.0

Baths

1,513

Sq.Ft.

366 Van Burenville Road

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 543 Dosen Road Middletown, NY MLS# 997791
  • Recently Listed
1 of 25
OPEN HOUSE: Sunday 5/17 12:00 PM - 2:00 PM
$325,000
3

Beds

1.0

Baths

1,061

Sq.Ft.

543 Dosen Road

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 32 Genung Street Middletown, NY MLS# 992207
  • Recently Listed
1 of 19
$359,999
3

Beds

3.0

Baths

7,200

Sq.Ft.

32 Genung Street

Middletown, NY

Courtesy of Weichert Realtors - Monroe
View 22 Oak Lane Middletown, NY MLS# 988510
  • Virtual Tour
1 of 36
$399,999
3

Beds

1.1

Baths

1,410

Sq.Ft.

22 Oak Lane

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 16 Brewster Drive Middletown, NY MLS# 993388
  • Recently Listed with Virtual Tour
1 of 34
$399,999
3

Beds

1.1

Baths

1,756

Sq.Ft.

16 Brewster Drive

Middletown, NY

Courtesy of REAL ESTATE CIRCUIT INC
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 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 36 Bert Crawford Road Middletown, NY MLS# 987165
$330,000
2

Beds

1.0

Baths

836

Sq.Ft.

36 Bert Crawford Road

Middletown, NY

Courtesy of PANORAMA REALTY
View 15 N Aspen Road Middletown, NY MLS# 982545
1 of 11
OPEN HOUSE: Sunday 5/17 11:00 AM - 1:00 PM
$329,000
2

Beds

1.1

Baths

1,144

Sq.Ft.

15 N Aspen Road

Middletown, NY

Courtesy of SERHANT LLC
View 13 N Aspen Road Middletown, NY MLS# 986211
1 of 15
OPEN HOUSE: Sunday 5/17 11:00 AM - 1:00 PM
$369,000
3

Beds

1.1

Baths

1,484

Sq.Ft.

13 N Aspen Road

Middletown, NY

Courtesy of SERHANT LLC
View 206 W Main Street Middletown, NY MLS# 979822
$325,000
4

Beds

1.0

Baths

1,248

Sq.Ft.

206 W Main Street

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 15 Rivervale Road Middletown, NY MLS# 983798
$319,000
3

Beds

1.1

Baths

1,484

Sq.Ft.

15 Rivervale Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 64 Patio Road Middletown, NY MLS# 981682
$325,000
3

Beds

1.1

Baths

1,440

Sq.Ft.

64 Patio Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
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 525 Bloomingburg Road Middletown, NY MLS# 980326
  • Virtual Tour
1 of 36
$420,000
3

Beds

1.0

Baths

1,616

Sq.Ft.

525 Bloomingburg Road

Middletown, NY

Courtesy of CHRISTIE'S INT. REAL ESTATE

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

Price Count
$0 - 100K 11
$100K - 200K 20
$200K - 300K 28
$300K - 400K 53
$400K - 500K 71
$500K - 600K 28
$600K - 700K 17
$700K - 800K 6
$800K - 900K 7
$900K - 1M 8
$1M - Max 21

Homes for Sale by Type in Middletown, NY

Property Type Count
Single Family 163
Townhouse 0
Condo 23
Commercial 36
Rental 111
Lots and Land 27
Condo/Town/CoOp 0
CoOp 0
Multi Family 14
Mobile Home 7
Farms 0

(Data as of 5/17/2026)

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 5/17/2026.

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.

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