View 40 Ivory Lane Middletown, NY MLS# 884982
$40,000
Studio

Beds

0.0

Baths

550

Sq.Ft.

40 Ivory Lane

Middletown, NY

Courtesy of EXP REALTY
View 43 Clinton Street Middletown, NY MLS# 918737
$60,000
Studio

Beds

0.0

Baths

5,000

Sq.Ft.

43 Clinton Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 14 W Conkling Avenue Middletown, NY MLS# 919733
$60,000
Studio

Beds

0.0

Baths

5,000

Sq.Ft.

14 W Conkling Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
The time to sell is now! THE TIME TO SELL IS NOW!
View Decker Road Middletown, NY MLS# 839383
$69,999
Studio

Beds

0.0

Baths

52,272

Sq.Ft.

Decker Road

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 115 Concord Lane 115 Middletown, NY MLS# 931873
$90,000
Studio

Beds

1.0

Baths

480

Sq.Ft.

115 Concord Lane 115

Middletown, NY

Courtesy of Weichert Realtors - Monroe
View 28 Genung Street Middletown, NY MLS# 923156
$99,900
Studio

Beds

0.0

Baths

12,074

Sq.Ft.

28 Genung Street

Middletown, NY

Courtesy of Weichert Realtors - Monroe
View Daly Road Middletown, NY MLS# 935462
$100,000
Studio

Beds

0.0

Baths

496,584

Sq.Ft.

Daly Road

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View Cr-49 Middletown, NY MLS# 940980
  • Recently Listed
1 of 3
$110,000
Studio

Beds

0.0

Baths

283,140

Sq.Ft.

Cr-49

Middletown, NY

Courtesy of YOURHOMESOLD GUARANTEED REALTY
View 143 Shawangunk Road Middletown, NY MLS# 898875
$115,000
Studio

Beds

0.0

Baths

91,476

Sq.Ft.

143 Shawangunk Road

Middletown, NY

Courtesy of RAND COMMERCIAL
View 540 Bloomingburg Road Middletown, NY MLS# 925221
$125,000
2,478

Sq.Ft.

540 Bloomingburg Road

Middletown, NY

Courtesy of I REALTY LLC
View 5 Sayer Lane Middletown, NY MLS# 937803
  • Recently Listed
1 of 11
$129,999
3

Beds

2.0

Baths

1,080

Sq.Ft.

5 Sayer Lane

Middletown, NY

Courtesy of HUDSON VALLEY HOME CONNECTION
View 125 Dolson Avenue 13 Middletown, NY MLS# 918699
$130,000
900

Sq.Ft.

125 Dolson Avenue 13

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 440 Mt Orange Road Middletown, NY MLS# 935459
$131,250
1

Beds

1.0

Baths

654

Sq.Ft.

440 Mt Orange Road

Middletown, NY

Courtesy of PRIME PARTNER REALTY
View 551 5th Avenue Middletown, NY MLS# 888408
$150,000
3

Beds

2.0

Baths

1,344

Sq.Ft.

551 5th Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 55 Glen Avenue Middletown, NY MLS# 910952
$150,000
2

Beds

1.0

Baths

1,200

Sq.Ft.

55 Glen Avenue

Middletown, NY

Courtesy of YOURHOMESOLD GUARANTEED REALTY
View 9 King Street Middletown, NY MLS# 942346
  • Recently Listed
1 of 39
$150,000
2,238

Sq.Ft.

9 King Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 234 Concord Lane 234 Middletown, NY MLS# 926294
$155,000
1

Beds

1.0

Baths

735

Sq.Ft.

234 Concord Lane 234

Middletown, NY

Courtesy of Weichert Realtors - Monroe
View 529 5th Ave Middletown, NY MLS# 938236
$158,000
3

Beds

2.0

Baths

1,152

Sq.Ft.

529 5th Ave

Middletown, NY

Courtesy of CENTURY 21 FULL SERVICE REALTY
View 47 Carpenter Avenue Middletown, NY MLS# H6283785
$160,000
Studio

Beds

0.0

Baths

18,600

Sq.Ft.

47 Carpenter Avenue

Middletown, NY

Courtesy of JACKIE HENRY REALTY LLC
View 985 Route 17M Middletown, NY MLS# 913965
$169,900
2

Beds

2.0

Baths

960

Sq.Ft.

985 Route 17M

Middletown, NY

Courtesy of HUDSON VALLEY REALTY & BUSINES

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

260

Estimated median home price

$412,500
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 - 200K16
$200K - 300K39
$300K - 400K64
$400K - 500K48
$500K - 600K24
$600K - 700K13
$700K - 800K13
$800K - 900K4
$900K - 1M4
$1M - Max28

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family158
Townhouse1
Condo24
Commercial36
Rental121
Lots and Land28
Condo/Town/CoOp0
CoOp0
Multi Family10
Mobile Home3
Farms0

(Data as of 12/17/2025)

Information deemed reliable but not guaranteed.

All information provided is deemed reliable but is not guaranteed and should be independently verified.

Copyright 2025 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.