View 48 Connors Road Middletown, NY MLS# 973784
$590,000
5

Beds

1.1

Baths

1,790

Sq.Ft.

48 Connors Road

Middletown, NY

Courtesy of EXP REALTY
View 55 Eisenhower Drive Middletown, NY MLS# 975115
  • Recently Listed
1 of 17
$629,000
4

Beds

3.0

Baths

2,560

Sq.Ft.

55 Eisenhower Drive

Middletown, NY

Courtesy of EREALTY ADVISORS, INC
View 572 Greenville Turnpike Middletown, NY MLS# 973311
  • Recently Listed
1 of 42
OPEN HOUSE: Saturday 3/28 11:30 AM - 1:30 PM
$570,000
4

Beds

3.1

Baths

2,072

Sq.Ft.

572 Greenville Turnpike

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
The time to sell is now! THE TIME TO SELL IS NOW!
View 127 Sproat Street Middletown, NY MLS# 973409
  • Recently Listed
1 of 40
OPEN HOUSE: Saturday 3/28 2:30 PM - 4:30 PM
$509,900
4

Beds

3.0

Baths

2,052

Sq.Ft.

127 Sproat Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 612 Shoddy Hollow Road Middletown, NY MLS# 974842
  • Recently Listed
1 of 36
$509,999
4

Beds

3.0

Baths

2,160

Sq.Ft.

612 Shoddy Hollow Road

Middletown, NY

Courtesy of PROMINENT PROPERTIES SOTHEBY'S
View 17 Woodrose Court Middletown, NY MLS# 974251
  • Recently Listed
1 of 30
$515,000
3

Beds

2.1

Baths

2,763

Sq.Ft.

17 Woodrose Court

Middletown, NY

Courtesy of EXP REALTY
View 19 Sunflower Street Middletown, NY MLS# 972868
  • Recently Listed with Virtual Tour
1 of 19
OPEN HOUSE: Saturday 3/28 11:00 AM - 1:00 PM
$535,000
2

Beds

2.0

Baths

1,868

Sq.Ft.

19 Sunflower Street

Middletown, NY

Courtesy of OWNER ENTRY.COM
View 53 Daly Road Middletown, NY MLS# 962022
$574,999
4

Beds

2.1

Baths

2,255

Sq.Ft.

53 Daly Road

Middletown, NY

Courtesy of CURASI REALTY, INC.
View 1 Hulse Street Middletown, NY MLS# 928460
  • Recently Listed with Virtual Tour
1 of 45
$564,900
4

Beds

2.1

Baths

2,344

Sq.Ft.

1 Hulse Street

Middletown, NY

Courtesy of MS REALTY GROUP USA, INC
View 274 Wisner Avenue Middletown, NY MLS# 969505
  • Recently Listed
1 of 2
$500,000
1,500

Sq.Ft.

274 Wisner Avenue

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 7 Starhaven Avenue Middletown, NY MLS# 970509
  • Recently Listed
1 of 44
$575,000
3

Beds

2.1

Baths

2,809

Sq.Ft.

7 Starhaven Avenue

Middletown, NY

Courtesy of REAL ESTATE CIRCUIT INC
View 30 Daly Road Middletown, NY MLS# 970540
  • Recently Listed
1 of 24
$579,990
3

Beds

2.1

Baths

2,205

Sq.Ft.

30 Daly Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 43 Putters Way Middletown, NY MLS# 965678
$625,000
3

Beds

3.1

Baths

3,013

Sq.Ft.

43 Putters Way

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 33 O'Brian Road Middletown, NY MLS# 957946
  • Recently Listed
1 of 29
$650,000
3

Beds

2.2

Baths

2,320

Sq.Ft.

33 O'Brian Road

Middletown, NY

Courtesy of CORCORAN COUNTRY LIVING
View 864 Route 17M Middletown, NY MLS# 966098
  • Virtual Tour
1 of 42
$669,000
3

Beds

2.1

Baths

2,400

Sq.Ft.

864 Route 17M

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
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 3 Ben Lomond Drive Middletown, NY MLS# 951695
  • Virtual Tour
1 of 39
$525,000
5

Beds

2.0

Baths

2,515

Sq.Ft.

3 Ben Lomond Drive

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
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 14 Rdean Place Middletown, NY MLS# 917166
$499,000
3

Beds

2.1

Baths

2,016

Sq.Ft.

14 Rdean Place

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 2066 Route 6 Middletown, NY MLS# 956652
$625,000
4

Beds

2.1

Baths

2,128

Sq.Ft.

2066 Route 6

Middletown, NY

Courtesy of COMPASS GREATER NY, 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

230

Estimated median home price

$425,000
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 8
$100K - 200K 18
$200K - 300K 31
$300K - 400K 51
$400K - 500K 45
$500K - 600K 22
$600K - 700K 15
$700K - 800K 6
$800K - 900K 5
$900K - 1M 4
$1M - Max 25

Homes for Sale by Type in Middletown, NY

Property Type Count
Single Family 129
Townhouse 0
Condo 19
Commercial 36
Rental 117
Lots and Land 32
Condo/Town/CoOp 0
CoOp 0
Multi Family 10
Mobile Home 4
Farms 0

(Data as of 3/24/2026)

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 3/26/2026.

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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