View 2888 State Route 17K Middletown, NY MLS# 923433
$398,893
4

Beds

2.0

Baths

1,536

Sq.Ft.

2888 State Route 17K

Middletown, NY

Courtesy of YOUR MOVE MATTERS LLC
View 0 Rykowski Lane Middletown, NY MLS# 810463
$395,000

0 Rykowski Lane

Middletown, NY

Courtesy of RAND COMMERCIAL
View 23 Independence Avenue Middletown, NY MLS# 954748
  • Recently Listed
1 of 35
$389,000
3

Beds

1.1

Baths

1,509

Sq.Ft.

23 Independence Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
The time to sell is now! THE TIME TO SELL IS NOW!
View 48 Beacon Street Middletown, NY MLS# 946584
$380,000
6

Beds

2.0

Baths

2,738

Sq.Ft.

48 Beacon Street

Middletown, NY

Courtesy of EXP REALTY
View 408 County Route 22 Middletown, NY MLS# 905653
$379,999
3

Beds

1.1

Baths

1,132

Sq.Ft.

408 County Route 22

Middletown, NY

Courtesy of RITA LEVINE REAL ESTATE
View 390 Hufcut Road Middletown, NY MLS# 925873
$379,000
2

Beds

1.0

Baths

1,142

Sq.Ft.

390 Hufcut Road

Middletown, NY

Courtesy of RE/MAX PRIME PROPERTIES
View 5 Raleigh Close Middletown, NY MLS# 918721
  • Adult Community
1 of 32
$375,000
3

Beds

1.1

Baths

1,608

Sq.Ft.

5 Raleigh Close

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 7 Manhattan Avenue Middletown, NY MLS# 923151
$369,999
3

Beds

1.0

Baths

1,550

Sq.Ft.

7 Manhattan Avenue

Middletown, NY

Courtesy of R NEW YORK
View 44 Houston Avenue Middletown, NY MLS# 879210
$369,900
5

Beds

2.0

Baths

2,440

Sq.Ft.

44 Houston Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 8 Ebury Middletown, NY MLS# 924863
$368,800
4

Beds

3.0

Baths

1,505

Sq.Ft.

8 Ebury

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 28 Lake Ridge Drive Middletown, NY MLS# 931152
$365,000
3

Beds

2.1

Baths

1,460

Sq.Ft.

28 Lake Ridge Drive

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 5 Mills Avenue Middletown, NY MLS# 893182
$359,999
3

Beds

1.1

Baths

1,160

Sq.Ft.

5 Mills Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 14 Knox Avenue Middletown, NY MLS# 931022
$359,000
3

Beds

1.1

Baths

1,344

Sq.Ft.

14 Knox Avenue

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 14 Kensington Way Middletown, NY MLS# 944383
$359,000
2

Beds

1.1

Baths

1,115

Sq.Ft.

14 Kensington Way

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 727 Route 17M Middletown, NY MLS# 917365
$350,000
1

Beds

1.0

Baths

1,088

Sq.Ft.

727 Route 17M

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 57 Overhill Road Middletown, NY MLS# 935730
$350,000
5

Beds

2.1

Baths

3,581

Sq.Ft.

57 Overhill Road

Middletown, NY

Courtesy of EXP REALTY
View 91 Mountain Avenue Middletown, NY MLS# 941164
$350,000
3

Beds

1.0

Baths

892

Sq.Ft.

91 Mountain Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 65 Monhagen Avenue Middletown, NY MLS# 953178
  • Recently Listed
1 of 16
OPEN HOUSE: Sunday 2/1 12:00 PM - 2:00 PM
$350,000
3

Beds

2.1

Baths

930

Sq.Ft.

65 Monhagen Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 17 Little Avenue Middletown, NY MLS# H6310576
$349,999
5

Beds

2.0

Baths

1,670

Sq.Ft.

17 Little Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 55 Hulse Avenue Middletown, NY MLS# 950909
  • Recently Listed
1 of 28
$345,000
3

Beds

1.0

Baths

914

Sq.Ft.

55 Hulse Avenue

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

244

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 - 100K7
$100K - 200K18
$200K - 300K40
$300K - 400K55
$400K - 500K41
$500K - 600K23
$600K - 700K14
$700K - 800K10
$800K - 900K5
$900K - 1M4
$1M - Max27

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family138
Townhouse0
Condo29
Commercial36
Rental108
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family8
Mobile Home4
Farms0

(Data as of 1/29/2026)

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 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.

Information Copyright 2021, OneKey® MLS. All Rights Reserved.