View 1 Brewster Drive Middletown, NY MLS# 1015287
$499,000
4

Beds

1.1

Baths

2,014

Sq.Ft.

1 Brewster Drive

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 4 Lincoln Street Middletown, NY MLS# 1014764
$310,000
3

Beds

1.1

Baths

1,398

Sq.Ft.

4 Lincoln Street

Middletown, NY

Courtesy of KW HUDSON VALLEY UNTIED
View 48 High Ridge Lane Middletown, NY MLS# 1011264
$575,000
3

Beds

3.1

Baths

3,003

Sq.Ft.

48 High Ridge Lane

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 678 Prosperous Valley Road Middletown, NY MLS# 1015915
  • Recently Listed with Virtual Tour
1 of 33
OPEN HOUSE: Saturday 6/27 12:00 PM - 3:00 PM
$499,999
4

Beds

2.0

Baths

1,861

Sq.Ft.

678 Prosperous Valley Road

Middletown, NY

Courtesy of EXP REALTY
View 181 Stony Ford Road Middletown, NY MLS# 1016194
  • Recently Listed
1 of 38
$549,900
3

Beds

2.0

Baths

1,694

Sq.Ft.

181 Stony Ford Road

Middletown, NY

Courtesy of EXP REALTY
View 25 Ferrara Drive Middletown, NY MLS# 1015148
  • Recently Listed
1 of 35
$430,000
3

Beds

1.0

Baths

1,056

Sq.Ft.

25 Ferrara Drive

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 29 Parsons Lane Middletown, NY MLS# 1016325
  • Recently Listed
1 of 15
$259,999
4

Beds

1.0

Baths

1,140

Sq.Ft.

29 Parsons Lane

Middletown, NY

Courtesy of RE/MAX DISTINGUISHED HMS.&PROP
View 6 Kennedy Terrace Middletown, NY MLS# 1012365
  • Recently Listed
1 of 23
$499,999
3

Beds

2.1

Baths

3,329

Sq.Ft.

6 Kennedy Terrace

Middletown, NY

Courtesy of ADEL CO ENTERPRISES INC
View 108-110 Academy Avenue Middletown, NY MLS# 1011967
  • Recently Listed
1 of 28
$399,999
4

Beds

2.0

Baths

2,352

Sq.Ft.

108-110 Academy Avenue

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 41 Beers Drive Middletown, NY MLS# 1011066
  • Recently Listed
1 of 42
$369,900
3

Beds

1.1

Baths

1,366

Sq.Ft.

41 Beers Drive

Middletown, NY

Courtesy of HUDSON PREMIUM REALTY
View 24 Mud Mills Road Middletown, NY MLS# 1015871
  • Recently Listed
1 of 49
$599,900
4

Beds

4.0

Baths

3,208

Sq.Ft.

24 Mud Mills Road

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 15 Van Dewark Road Middletown, NY MLS# 1013344
  • Recently Listed
1 of 41
$425,500
3

Beds

2.0

Baths

1,458

Sq.Ft.

15 Van Dewark Road

Middletown, NY

Courtesy of Weichert Realtors - Monroe
View 37 Monhagen Avenue Middletown, NY MLS# 1002381
  • Recently Listed
1 of 30
$450,000
5

Beds

3.0

Baths

17,616

Sq.Ft.

37 Monhagen Avenue

Middletown, NY

Courtesy of KW HUDSON VALLEY UNTIED
View 196 Cottage Street Middletown, NY MLS# 1014761
  • Recently Listed
1 of 38
$299,900
3

Beds

1.0

Baths

1,382

Sq.Ft.

196 Cottage Street

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 18 Maureen Lane Middletown, NY MLS# 1014474
  • Recently Listed with Virtual Tour
1 of 47
$528,000
4

Beds

2.0

Baths

1,704

Sq.Ft.

18 Maureen Lane

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
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 UNTIED
View 6 Eaton Court Middletown, NY MLS# 1015565
  • Recently Listed
1 of 19
$384,000
3

Beds

1.1

Baths

1,248

Sq.Ft.

6 Eaton Court

Middletown, NY

Courtesy of CURASI REALTY, INC.
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
View 11 Columbia Avenue Middletown, NY MLS# 1013260
  • Recently Listed with Virtual Tour
1 of 42
$435,000
3

Beds

1.0

Baths

1,248

Sq.Ft.

11 Columbia Avenue

Middletown, NY

Courtesy of N TIRADO REALTY LLC
View 326 Concord Lane Middletown, NY MLS# 1015002
  • Recently Listed
1 of 27
$185,000
2

Beds

2.0

Baths

924

Sq.Ft.

326 Concord Lane

Middletown, NY

Courtesy of KW HUDSON VALLEY UNTIED

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

302

Estimated median home price

$449,000
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 - 100K8
$100K - 200K25
$200K - 300K34
$300K - 400K58
$400K - 500K72
$500K - 600K43
$600K - 700K15
$700K - 800K12
$800K - 900K8
$900K - 1M5
$1M - Max22

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family184
Townhouse0
Condo31
Commercial36
Rental99
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family15
Mobile Home7
Farms0

(Data as of 6/21/2026)

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 6/22/2026.

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.

Information Copyright 2021, OneKey® MLS. All Rights Reserved.