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 131 Meadow View Drive Middletown, NY MLS# 967141
  • Recently Listed
1 of 47
$489,999
3

Beds

2.1

Baths

1,781

Sq.Ft.

131 Meadow View Drive

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View TBD Kirbytown Road Middletown, NY MLS# 970130
  • Recently Listed
1 of 35
$699,900
4

Beds

2.1

Baths

2,174

Sq.Ft.

TBD Kirbytown Road

Middletown, NY

Courtesy of REALTY PROMOTIONS INC
The time to sell is now! THE TIME TO SELL IS NOW!
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 29 Van Burenville Road Middletown, NY MLS# 970358
  • Recently Listed
1 of 36
OPEN HOUSE: Sunday 3/22 11:00 AM - 1:00 PM
$365,000
3

Beds

2.0

Baths

1,752

Sq.Ft.

29 Van Burenville Road

Middletown, NY

Courtesy of COMPASS GREATER NY, LLC
View 29 Parsons Lane Middletown, NY MLS# 963209
  • Recently Listed
1 of 17
$199,999
4

Beds

1.0

Baths

1,140

Sq.Ft.

29 Parsons Lane

Middletown, NY

Courtesy of RE/MAX DISTINGUISHED HMS.&PROP
View 7 Starhaven Avenue Middletown, NY MLS# 970509
  • Recently Listed
1 of 37
$550,000
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 65 Monhagen Avenue Middletown, NY MLS# 970543
  • Recently Listed
1 of 16
$350,000
3

Beds

2.1

Baths

930

Sq.Ft.

65 Monhagen Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 65 James P Kelly Way Middletown, NY MLS# 970556
  • Recently Listed
1 of 3
$350,000
Studio

Beds

0.0

Baths

62,038

Sq.Ft.

65 James P Kelly Way

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 16 Mountain Avenue Middletown, NY MLS# 968044
  • Recently Listed
1 of 23
$344,900
4

Beds

1.1

Baths

1,598

Sq.Ft.

16 Mountain Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 17 Last Road Middletown, NY MLS# 969654
  • Recently Listed
1 of 22
$429,000
3

Beds

2.0

Baths

1,663

Sq.Ft.

17 Last Road

Middletown, NY

Courtesy of YOURHOMESOLD GUARANTEED REALTY
View 320 Highland Ave Ext. Extension Middletown, NY MLS# 966914
$674,900
4

Beds

2.1

Baths

2,360

Sq.Ft.

320 Highland Ave Ext. Extension

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 43 Putters Way Middletown, NY MLS# 965678
  • Recently Listed
1 of 49
$625,000
3

Beds

3.1

Baths

3,013

Sq.Ft.

43 Putters Way

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 566 County Route 49 Middletown, NY MLS# 967174
  • Recently Listed
1 of 24
OPEN HOUSE: Sunday 3/22 12:00 PM - 3:00 PM
$439,900
3

Beds

2.1

Baths

1,905

Sq.Ft.

566 County Route 49

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 33 O'Brian Road Middletown, NY MLS# 957946
  • Recently Listed
1 of 29
OPEN HOUSE: Saturday 3/21 1:00 PM - 3:00 PM
$650,000
3

Beds

2.2

Baths

2,320

Sq.Ft.

33 O'Brian Road

Middletown, NY

Courtesy of CORCORAN COUNTRY LIVING
View 19 Red Barn Lane Middletown, NY MLS# 967228
  • Recently Listed
1 of 24
$369,000
4

Beds

3.1

Baths

1,692

Sq.Ft.

19 Red Barn Lane

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 80 Prospect Avenue Middletown, NY MLS# 966756
  • Recently Listed
1 of 19
$559,999
6

Beds

2.0

Baths

2,424

Sq.Ft.

80 Prospect Avenue

Middletown, NY

Courtesy of LOCQUBE NEW YORK, INC.
View 864 Route 17M Middletown, NY MLS# 966098
  • Recently Listed with Virtual Tour
1 of 42
OPEN HOUSE: Saturday 3/21 1:00 PM - 3:00 PM
$669,000
3

Beds

2.1

Baths

2,400

Sq.Ft.

864 Route 17M

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 521 E Main Street Middletown, NY MLS# 964168
  • Recently Listed
1 of 19
$499,900
4

Beds

2.0

Baths

7,600

Sq.Ft.

521 E Main Street

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY

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

224

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 9
$100K - 200K 17
$200K - 300K 33
$300K - 400K 44
$400K - 500K 45
$500K - 600K 22
$600K - 700K 15
$700K - 800K 5
$800K - 900K 5
$900K - 1M 4
$1M - Max 25

Homes for Sale by Type in Middletown, NY

Property Type Count
Single Family 127
Townhouse 0
Condo 16
Commercial 35
Rental 109
Lots and Land 32
Condo/Town/CoOp 0
CoOp 0
Multi Family 9
Mobile Home 5
Farms 0

(Data as of 3/18/2026)

Information deemed reliable but not guaranteed.

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 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 3/20/2026.

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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