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 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
The time to sell is now! THE TIME TO SELL IS NOW!
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
OPEN HOUSE: Saturday 6/20 12:00 PM - 2:00 PM
$369,900
3

Beds

1.1

Baths

1,366

Sq.Ft.

41 Beers Drive

Middletown, NY

Courtesy of HUDSON PREMIUM REALTY
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
View 4 Lorelei Drive Middletown, NY MLS# 1014402
  • Recently Listed
1 of 36
$399,000
3

Beds

2.1

Baths

1,800

Sq.Ft.

4 Lorelei Drive

Middletown, NY

Courtesy of ARC REALTY 1 IN SALES
View 37 California Drive Middletown, NY MLS# 1008642
  • Recently Listed
1 of 40
OPEN HOUSE: Sunday 6/21 12:00 PM - 2:00 PM
$499,000
4

Beds

2.1

Baths

2,136

Sq.Ft.

37 California Drive

Middletown, NY

Courtesy of KW HUDSON VALLEY UNTIED
View 9 Jordan Lane Middletown, NY MLS# 1010793
  • Recently Listed
1 of 22
$318,000
3

Beds

2.1

Baths

1,345

Sq.Ft.

9 Jordan Lane

Middletown, NY

Courtesy of REALTY PROMOTIONS INC
View 8 Walnut Lane Middletown, NY MLS# 1010798
  • Recently Listed
1 of 17
$399,900
3

Beds

2.1

Baths

1,792

Sq.Ft.

8 Walnut Lane

Middletown, NY

Courtesy of REALTY PROMOTIONS INC
View 37-39 Wisner Avenue Middletown, NY MLS# 1013818
  • Recently Listed
1 of 49
$529,900
3

Beds

2.1

Baths

2,504

Sq.Ft.

37-39 Wisner Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 429 Van Burenville Road Middletown, NY MLS# 1013540
$215,000
Studio

Beds

0.0

Baths

47,916

Sq.Ft.

429 Van Burenville Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 1 High Ridge Lane Middletown, NY MLS# 1014031
  • Recently Listed with Virtual Tour
1 of 36
$485,000
3

Beds

2.1

Baths

2,084

Sq.Ft.

1 High Ridge Lane

Middletown, NY

Courtesy of EXP REALTY

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

297

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 - 300K33
$300K - 400K58
$400K - 500K70
$500K - 600K41
$600K - 700K15
$700K - 800K11
$800K - 900K8
$900K - 1M6
$1M - Max22

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family179
Townhouse0
Condo31
Commercial36
Rental100
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family15
Mobile Home7
Farms0

(Data as of 6/19/2026)

Information deemed reliable but not guaranteed.

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.