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
View 76 Maureen Drive Middletown, NY MLS# 974391
$459,900
3

Beds

1.1

Baths

1,620

Sq.Ft.

76 Maureen Drive

Middletown, NY

Courtesy of KELLER WILLIAMS VALLEY REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 86 Maples Road Middletown, NY MLS# 1001524
  • Recently Listed
1 of 2
$515,000
4

Beds

3.0

Baths

2,484

Sq.Ft.

86 Maples Road

Middletown, NY

Courtesy of RE/MAX TOWN & COUNTRY
View 1 Parkview Drive Middletown, NY MLS# 1003482
  • Recently Listed
1 of 32
$599,000
3

Beds

2.1

Baths

2,929

Sq.Ft.

1 Parkview Drive

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 168 Pine Grove Road Middletown, NY MLS# 1006639
  • Recently Listed
1 of 43
$729,000
3

Beds

2.1

Baths

2,284

Sq.Ft.

168 Pine Grove Road

Middletown, NY

Courtesy of PANORAMA REALTY
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 1 Royal Acres Drive Middletown, NY MLS# 1007597
  • Recently Listed
1 of 48
$1,399,000
7,523

Sq.Ft.

1 Royal Acres Drive

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
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 11 Oakridge Road Middletown, NY MLS# 848187
  • Recently Listed with Virtual Tour
1 of 40
$699,999
4

Beds

3.1

Baths

3,200

Sq.Ft.

11 Oakridge Road

Middletown, NY

Courtesy of JACKIE HENRY REALTY LLC
View 22 Camp Orange Road Middletown, NY MLS# 1006587
  • Recently Listed with Virtual Tour
1 of 50
$599,900
4

Beds

1.1

Baths

3,280

Sq.Ft.

22 Camp Orange Road

Middletown, NY

Courtesy of Weichert Realtors - Monroe
View 45 Randall Heights Middletown, NY MLS# 972224
  • Recently Listed
1 of 39
$625,000
3

Beds

2.1

Baths

2,053

Sq.Ft.

45 Randall Heights

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 81 Silver Lake Sctn Road Middletown, NY MLS# 996639
$519,900
3

Beds

2.1

Baths

1,660

Sq.Ft.

81 Silver Lake Sctn Road

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
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
View 4 Saint Eve Court Middletown, NY MLS# 1004538
  • Recently Listed
1 of 50
$399,000
3

Beds

1.1

Baths

1,446

Sq.Ft.

4 Saint Eve Court

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 39 Goffredo Court Middletown, NY MLS# 1004131
  • Recently Listed with Virtual Tour
1 of 47
$649,000
3

Beds

2.1

Baths

2,736

Sq.Ft.

39 Goffredo Court

Middletown, NY

Courtesy of SERHANT 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

277

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 - 100K10
$100K - 200K24
$200K - 300K27
$300K - 400K55
$400K - 500K68
$500K - 600K34
$600K - 700K18
$700K - 800K6
$800K - 900K7
$900K - 1M7
$1M - Max21

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family166
Townhouse0
Condo24
Commercial35
Rental92
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family15
Mobile Home8
Farms0

(Data as of 6/1/2026)

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 6/2/2026.

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.