View 37 California Drive Middletown, NY MLS# 1008642
$499,000
4

Beds

2.1

Baths

2,136

Sq.Ft.

37 California Drive

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 12 Hidden Valley Drive Middletown, NY MLS# 1006256
$125,000
2

Beds

2.0

Baths

1,152

Sq.Ft.

12 Hidden Valley Drive

Middletown, NY

Courtesy of EPIQUE REALTY
View 22 Chestnut Street Middletown, NY MLS# 1006581
$278,000
4

Beds

1.1

Baths

1,548

Sq.Ft.

22 Chestnut Street

Middletown, NY

Courtesy of YOURHOMESOLD GUARANTEED REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 671 Route 211 W Middletown, NY MLS# 1007774
  • Recently Listed
1 of 32
$389,000
3

Beds

1.0

Baths

1,110

Sq.Ft.

671 Route 211 W

Middletown, NY

Courtesy of HUDSON PREMIUM REALTY
View 145 Wawayanda Avenue Middletown, NY MLS# 1009905
  • Recently Listed with Virtual Tour
1 of 40
$369,900
3

Beds

2.0

Baths

1,248

Sq.Ft.

145 Wawayanda Avenue

Middletown, NY

Courtesy of REAL ESTATE CIRCUIT INC
View 76 Maureen Drive Middletown, NY MLS# 974391
  • Recently Listed
1 of 40
$459,900
3

Beds

1.1

Baths

1,620

Sq.Ft.

76 Maureen Drive

Middletown, NY

Courtesy of KELLER WILLIAMS VALLEY REALTY
View 203 Wisner Avenue Middletown, NY MLS# 1007657
  • Recently Listed
1 of 35
$425,000
4

Beds

2.0

Baths

1,780

Sq.Ft.

203 Wisner Avenue

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 9 Cornwall Lane Middletown, NY MLS# 1009038
  • Recently Listed
1 of 48
$499,999
3

Beds

2.1

Baths

2,427

Sq.Ft.

9 Cornwall Lane

Middletown, NY

Courtesy of COLDWELL BANKER REALTY
View 1 Chestnut Street Middletown, NY MLS# 1009319
  • Recently Listed
1 of 14
$393,000
3

Beds

1.0

Baths

1,100

Sq.Ft.

1 Chestnut Street

Middletown, NY

Courtesy of EXP REALTY
View 17 Janice Drive Middletown, NY MLS# 1008363
  • Recently Listed
1 of 28
$430,000
3

Beds

1.1

Baths

1,784

Sq.Ft.

17 Janice Drive

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 27 Lake Claire Drive Middletown, NY MLS# 1008895
  • Recently Listed
1 of 14
$145,000
2

Beds

1.0

Baths

1,016

Sq.Ft.

27 Lake Claire Drive

Middletown, NY

Courtesy of COLDWELL BANKER REALTY
View 24 Crescent Place Middletown, NY MLS# 1001761
  • Recently Listed
1 of 34
$299,000
3

Beds

1.0

Baths

1,196

Sq.Ft.

24 Crescent Place

Middletown, NY

Courtesy of TEAM W REALTY LLC
View 301 3rd Avenue Middletown, NY MLS# 1007968
  • Recently Listed
1 of 33
$70,000
2

Beds

2.0

Baths

800

Sq.Ft.

301 3rd Avenue

Middletown, NY

Courtesy of RE/MAX TOWN & COUNTRY
View 103 Linden Avenue 4 Middletown, NY MLS# 1003324
  • Recently Listed
1 of 6
$415,000
4

Beds

4.0

Baths

2,944

Sq.Ft.

103 Linden Avenue 4

Middletown, NY

Courtesy of JACKIE HENRY REALTY LLC
View 36 Prospect Street Middletown, NY MLS# 1007539
  • Recently Listed
1 of 47
$349,999
3

Beds

2.2

Baths

1,854

Sq.Ft.

36 Prospect Street

Middletown, NY

Courtesy of OUR COMMUNITY REALTY LTD
View 341 Highland Ave Extension Middletown, NY MLS# 1001800
$399,999
5

Beds

2.0

Baths

1,664

Sq.Ft.

341 Highland Ave Extension

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 319 Wawayanda Avenue Middletown, NY MLS# 1005463
  • Recently Listed
1 of 5
$350,000
4

Beds

1.1

Baths

1,124

Sq.Ft.

319 Wawayanda Avenue

Middletown, NY

Courtesy of NICOLI REALTY
View 37 California Avenue Middletown, NY MLS# 1006802
  • Recently Listed
1 of 10
$319,000
3

Beds

1.0

Baths

1,152

Sq.Ft.

37 California Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View Dosen Road Middletown, NY MLS# 1005907
  • Recently Listed
1 of 5
$169,900
Studio

Beds

0.0

Baths

182,952

Sq.Ft.

Dosen Road

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 5 Kendal Lane Middletown, NY MLS# 1006391
  • Recently Listed
1 of 17
$339,990
2

Beds

2.1

Baths

1,241

Sq.Ft.

5 Kendal Lane

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

274

Estimated median home price

$450,000
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 - 100K9
$100K - 200K25
$200K - 300K26
$300K - 400K50
$400K - 500K66
$500K - 600K38
$600K - 700K16
$700K - 800K7
$800K - 900K9
$900K - 1M6
$1M - Max22

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family167
Townhouse0
Condo20
Commercial36
Rental96
Lots and Land28
Condo/Town/CoOp0
CoOp0
Multi Family15
Mobile Home8
Farms0

(Data as of 6/6/2026)

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.

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