View 28 Cyprus Drive Middletown, NY MLS# 998266
  • Recently Listed
1 of 36
$499,900
2

Beds

2.0

Baths

1,473

Sq.Ft.

28 Cyprus Drive

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 17 Blanchard Street Middletown, NY MLS# 948579
$499,000
6

Beds

5.0

Baths

3,000

Sq.Ft.

17 Blanchard Street

Middletown, NY

Courtesy of CHRISTIE'S INT. REAL ESTATE
View 22 Sharon Drive Middletown, NY MLS# 949017
$499,000
4

Beds

2.1

Baths

2,132

Sq.Ft.

22 Sharon Drive

Middletown, NY

Courtesy of EXP REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 121 Monhagen Avenue Middletown, NY MLS# 959666
$499,000
Studio

Beds

0.0

Baths

9,660

Sq.Ft.

121 Monhagen Avenue

Middletown, NY

Courtesy of PREFERRED PROPERTIES REAL ESTA
View 599 Guymard Turnpike Middletown, NY MLS# 927166
$499,000
3

Beds

2.0

Baths

1,852

Sq.Ft.

599 Guymard Turnpike

Middletown, NY

Courtesy of EXP REALTY
View 7 Gene Road Middletown, NY MLS# 975299
$499,000
4

Beds

2.1

Baths

2,388

Sq.Ft.

7 Gene Road

Middletown, NY

Courtesy of COMPASS GREATER NY, LLC
View 60 Magnolia Park Road Middletown, NY MLS# 981574
  • Virtual Tour
1 of 33
$499,000
3

Beds

2.1

Baths

2,211

Sq.Ft.

60 Magnolia Park Road

Middletown, NY

Courtesy of REDFIN REAL ESTATE
View 17 Ross Lane Middletown, NY MLS# 983429
$499,000
4

Beds

2.1

Baths

2,000

Sq.Ft.

17 Ross Lane

Middletown, NY

Courtesy of BHHS HUDSON VALLEY PROPERTIES
View 19 Livingston Street Middletown, NY MLS# 985594
$499,000
4

Beds

2.1

Baths

1,944

Sq.Ft.

19 Livingston Street

Middletown, NY

Courtesy of HUDSON VALLEY GRIFFITH
View 76 Magnolia Park Road Middletown, NY MLS# 948827
$490,000
3

Beds

2.1

Baths

2,167

Sq.Ft.

76 Magnolia Park Road

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 28 Magnolia Park Middletown, NY MLS# 970865
$490,000
3

Beds

2.1

Baths

2,211

Sq.Ft.

28 Magnolia Park

Middletown, NY

Courtesy of WORLD HOMES REALTY
View 19 Magnolia Park Road Middletown, NY MLS# 974551
$490,000
3

Beds

2.1

Baths

2,191

Sq.Ft.

19 Magnolia Park Road

Middletown, NY

Courtesy of AMO REALTY
View 20 Tammy Drive Middletown, NY MLS# 974722
$489,999
3

Beds

2.1

Baths

1,832

Sq.Ft.

20 Tammy Drive

Middletown, NY

Courtesy of BHG REAL ESTATE GREEN TEAM
View 10 Cyprus Drive Middletown, NY MLS# 979212
  • Adult Community with Virtual Tour
1 of 46
$489,999
2

Beds

2.0

Baths

1,612

Sq.Ft.

10 Cyprus Drive

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 131 Meadow View Drive Middletown, NY MLS# 967141
$489,998
3

Beds

2.1

Baths

1,781

Sq.Ft.

131 Meadow View Drive

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 59 Woodside Knolls Drive Middletown, NY MLS# 955278
$489,000
3

Beds

2.1

Baths

2,427

Sq.Ft.

59 Woodside Knolls Drive

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 1 High Ridge Lane Middletown, NY MLS# 978332
$485,000
2

Beds

2.1

Baths

2,084

Sq.Ft.

1 High Ridge Lane

Middletown, NY

Courtesy of EXP REALTY
View 258 Scotchtown Collabar Road Middletown, NY MLS# 992219
$485,000
3

Beds

2.0

Baths

1,766

Sq.Ft.

258 Scotchtown Collabar Road

Middletown, NY

Courtesy of NEIGHBORHOOD ASSISTANCE CORP
View 80 Prospect Avenue Middletown, NY MLS# 966756
$479,999
6

Beds

2.0

Baths

2,424

Sq.Ft.

80 Prospect Avenue

Middletown, NY

Courtesy of LOCQUBE NEW YORK, INC.
View 15 High Ridge Lane Middletown, NY MLS# 996214
  • Recently Listed
1 of 26
$479,900
2

Beds

2.1

Baths

1,762

Sq.Ft.

15 High Ridge Lane

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP

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

272

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

Price Count
$0 - 100K 11
$100K - 200K 21
$200K - 300K 28
$300K - 400K 55
$400K - 500K 67
$500K - 600K 31
$600K - 700K 18
$700K - 800K 6
$800K - 900K 7
$900K - 1M 7
$1M - Max 21

Homes for Sale by Type in Middletown, NY

Property Type Count
Single Family 163
Townhouse 0
Condo 23
Commercial 36
Rental 114
Lots and Land 28
Condo/Town/CoOp 0
CoOp 0
Multi Family 15
Mobile Home 7
Farms 0

(Data as of 5/21/2026)

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 5/21/2026.

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.

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