View 37 California Drive Middletown, NY MLS# 971430
$390,000
4

Beds

3.0

Baths

1,936

Sq.Ft.

37 California Drive

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 53 Daly Road Middletown, NY MLS# 962022
  • Recently Listed
1 of 27
OPEN HOUSE: Sunday 3/15 12:00 PM - 3:00 PM
$574,999
4

Beds

2.1

Baths

2,255

Sq.Ft.

53 Daly Road

Middletown, NY

Courtesy of CURASI REALTY, INC.
View 28 Magnolia Park Middletown, NY MLS# 970865
  • Recently Listed
1 of 25
$490,000
3

Beds

2.1

Baths

2,211

Sq.Ft.

28 Magnolia Park

Middletown, NY

Courtesy of WORLD HOMES REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 70 Linden Avenue Middletown, NY MLS# 970815
  • Recently Listed
1 of 12
$349,900
3

Beds

2.0

Baths

1,340

Sq.Ft.

70 Linden Avenue

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 29 Lafayette Avenue Middletown, NY MLS# 971493
  • Recently Listed
1 of 41
$349,000
3

Beds

1.0

Baths

1,132

Sq.Ft.

29 Lafayette Avenue

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 405 County Route 22 Middletown, NY MLS# 971562
  • Recently Listed
1 of 45
$425,000
3

Beds

4.0

Baths

1,360

Sq.Ft.

405 County Route 22

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 5 Loch Invar Lane Middletown, NY MLS# 969140
  • Recently Listed
1 of 47
OPEN HOUSE: Saturday 3/14 11:00 AM - 1:00 PM
$369,000
3

Beds

2.0

Baths

1,646

Sq.Ft.

5 Loch Invar Lane

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 108 Sproat Street Middletown, NY MLS# 968831
  • Recently Listed with Virtual Tour
1 of 33
$278,000
2

Beds

1.0

Baths

1,142

Sq.Ft.

108 Sproat Street

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 1 Hulse Street Middletown, NY MLS# 928460
  • Recently Listed
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
OPEN HOUSE: Saturday 3/14 12:00 PM - 3:00 PM
$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
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
$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 15
$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
OPEN HOUSE: Sunday 3/15 12:30 PM - 3:30 PM
$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
OPEN HOUSE: Saturday 3/14 11:00 AM - 1:00 PM
$344,900
4

Beds

1.1

Baths

1,598

Sq.Ft.

16 Mountain Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 331 Highland Ave Extension Middletown, NY MLS# 967269
  • Recently Listed
1 of 26
OPEN HOUSE: Sunday 3/15 11:00 AM - 1:00 PM
$259,000
1

Beds

1.1

Baths

960

Sq.Ft.

331 Highland Ave Extension

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY

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

228

Estimated median home price

$410,000
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 - 100K9
$100K - 200K18
$200K - 300K36
$300K - 400K46
$400K - 500K44
$500K - 600K18
$600K - 700K16
$700K - 800K7
$800K - 900K5
$900K - 1M4
$1M - Max25

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family131
Townhouse0
Condo16
Commercial35
Rental107
Lots and Land32
Condo/Town/CoOp0
CoOp0
Multi Family9
Mobile Home5
Farms0

(Data as of 3/14/2026)

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 3/14/2026.

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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