View 145 Academy Avenue Middletown, NY MLS# 922972
$445,000
4

Beds

2.0

Baths

2,545

Sq.Ft.

145 Academy Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 24 Juniper Circle Middletown, NY MLS# 948272
  • Recently Listed
1 of 42
$625,000
2

Beds

3.0

Baths

2,975

Sq.Ft.

24 Juniper Circle

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 30 Daly Road Middletown, NY MLS# 947940
  • Recently Listed
1 of 24
$579,900
3

Beds

2.1

Baths

2,205

Sq.Ft.

30 Daly Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
The time to sell is now! THE TIME TO SELL IS NOW!
View 255 Howells Road Middletown, NY MLS# 947943
  • Recently Listed
1 of 38
$979,900
5

Beds

4.1

Baths

4,200

Sq.Ft.

255 Howells Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 1 Royal Acres Drive Middletown, NY MLS# 947946
  • Recently Listed
1 of 48
$1,299,900
7,523

Sq.Ft.

1 Royal Acres Drive

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 63 Blumel Road Middletown, NY MLS# 945462
  • Recently Listed
1 of 50
$499,999
4

Beds

2.1

Baths

1,960

Sq.Ft.

63 Blumel Road

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 917 Scotchtown Collabar Road Middletown, NY MLS# 947187
$430,000
3

Beds

2.0

Baths

1,300

Sq.Ft.

917 Scotchtown Collabar Road

Middletown, NY

Courtesy of BHHS HUDSON VALLEY PROPERTIES
View 43 Woodside Knolls Drive Middletown, NY MLS# 939041
$499,000
3

Beds

2.1

Baths

2,521

Sq.Ft.

43 Woodside Knolls Drive

Middletown, NY

Courtesy of EXP REALTY
View 2850 State Route 17k Middletown, NY MLS# 947735
  • Recently Listed
1 of 27
$1,800,000
1,754

Sq.Ft.

2850 State Route 17k

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 104 North Street Middletown, NY MLS# 947750
  • Recently Listed
1 of 14
$2,550,000
11,750

Sq.Ft.

104 North Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 15 Phillips Street Middletown, NY MLS# 945911
  • Recently Listed
1 of 19
$499,950
4

Beds

2.0

Baths

1,901

Sq.Ft.

15 Phillips Street

Middletown, NY

Courtesy of COMPASS GREATER NY, LLC
View 238 S Centerville Road Middletown, NY MLS# 945800
  • Recently Listed
1 of 28
$849,000
5

Beds

2.1

Baths

3,764

Sq.Ft.

238 S Centerville Road

Middletown, NY

Courtesy of BHG REAL ESTATE GREEN TEAM
View 437 Union School Road Middletown, NY MLS# 945494
  • Recently Listed
1 of 23
$135,000
Studio

Beds

0.0

Baths

283,140

Sq.Ft.

437 Union School Road

Middletown, NY

Courtesy of CURASI REALTY, INC.
View 105 Sprague Avenue Middletown, NY MLS# 945497
  • Recently Listed
1 of 9
$2,300,000
26,000

Sq.Ft.

105 Sprague Avenue

Middletown, NY

Courtesy of PREFERRED PROPERTIES REAL ESTA
View 25 Fairways Drive 12 Middletown, NY MLS# 944683
  • Recently Listed
1 of 34
$410,000
2

Beds

2.1

Baths

1,345

Sq.Ft.

25 Fairways Drive 12

Middletown, NY

Courtesy of MAGIC OF GREAT NECK REALTY INC
View 32 Gibbs Court Middletown, NY MLS# 944792
  • Recently Listed
1 of 4
$1,650,000
Studio

Beds

0.0

Baths

326,700

Sq.Ft.

32 Gibbs Court

Middletown, NY

Courtesy of BERKSHIRE HATHAWAY HS NE PROP.
View Lybolt Middletown, NY MLS# 944129
$215,000
Studio

Beds

0.0

Baths

Lybolt

Middletown, NY

Courtesy of EICHNER REALTY GROUP INC.
View 14 Kensington Way Middletown, NY MLS# 944383
  • Recently Listed
1 of 23
$359,000
2

Beds

1.1

Baths

1,115

Sq.Ft.

14 Kensington Way

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 40 Cornwall Lane Middletown, NY MLS# 943926
$485,000
3

Beds

3.1

Baths

2,784

Sq.Ft.

40 Cornwall Lane

Middletown, NY

Courtesy of ROYALTY REALTY NY LLC
View 171 High Barney Road Middletown, NY MLS# 943071
$469,000
3

Beds

2.0

Baths

2,056

Sq.Ft.

171 High Barney Road

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES

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

233

Estimated median home price

$414,999
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 - 100K6
$100K - 200K18
$200K - 300K38
$300K - 400K50
$400K - 500K42
$500K - 600K21
$600K - 700K11
$700K - 800K13
$800K - 900K4
$900K - 1M3
$1M - Max27

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family137
Townhouse0
Condo24
Commercial33
Rental113
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family7
Mobile Home3
Farms0

(Data as of 1/4/2026)

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 1/5/2026.

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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