View 54 Whitman Court Middletown, NY MLS# 989180
$299,999
3

Beds

1.1

Baths

1,428

Sq.Ft.

54 Whitman Court

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 580 Van Burenville Road Middletown, NY MLS# 886062
$299,900
3

Beds

1.0

Baths

1,056

Sq.Ft.

580 Van Burenville Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 64 Patio Road Middletown, NY MLS# 981682
$299,900
3

Beds

1.1

Baths

1,440

Sq.Ft.

64 Patio Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
The time to sell is now! THE TIME TO SELL IS NOW!
View 2 S Aspen Road Middletown, NY MLS# 1005556
  • Recently Listed
1 of 21
$299,900
3

Beds

1.1

Baths

1,884

Sq.Ft.

2 S Aspen Road

Middletown, NY

Courtesy of GREENE REALTY GROUP
View 24 Crescent Place Middletown, NY MLS# 1001761
  • Recently Listed
1 of 34
$299,000
3

Beds

1.0

Baths

1,196

Sq.Ft.

24 Crescent Place

Middletown, NY

Courtesy of TEAM W REALTY LLC
View 44 Commonwealth Avenue Middletown, NY MLS# 998424
$298,900
3

Beds

1.0

Baths

1,180

Sq.Ft.

44 Commonwealth Avenue

Middletown, NY

Courtesy of FRANK TANGREDI REALTY COMPANY
View 80 Sarah Lane Middletown, NY MLS# 998293
  • Virtual Tour
1 of 35
$294,901
3

Beds

1.1

Baths

1,440

Sq.Ft.

80 Sarah Lane

Middletown, NY

Courtesy of Weichert Realtors - Monroe
View 109 Watkins Avenue Middletown, NY MLS# 962056
$294,000
2

Beds

1.0

Baths

800

Sq.Ft.

109 Watkins Avenue

Middletown, NY

Courtesy of R2M REALTY INC.
View 66 Deer Ct Drive Middletown, NY MLS# 990896
$290,000
2

Beds

2.0

Baths

1,146

Sq.Ft.

66 Deer Ct Drive

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 22 Chestnut Street Middletown, NY MLS# 1006581
$278,000
4

Beds

1.1

Baths

1,548

Sq.Ft.

22 Chestnut Street

Middletown, NY

Courtesy of YOURHOMESOLD GUARANTEED REALTY
View Address not provided Middletown, NY MLS# 949982
$269,000
2

Beds

1.1

Baths

960

Sq.Ft.

Address not provided

Middletown, NY

Courtesy of Q HOME SALES
View 11 Philcox Road Middletown, NY MLS# 964665
$260,000
2

Beds

1.0

Baths

802

Sq.Ft.

11 Philcox Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 331 Highland Ave Extension Middletown, NY MLS# 967269
$259,000
1

Beds

1.1

Baths

960

Sq.Ft.

331 Highland Ave Extension

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 129 Concord Lane Middletown, NY MLS# 982111
$259,000
2

Beds

1.1

Baths

1,230

Sq.Ft.

129 Concord Lane

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 18 Ohaire Road Middletown, NY MLS# H6298115
$250,000
Studio

Beds

0.0

Baths

1,023,660

Sq.Ft.

18 Ohaire Road

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 18-20 Bedford Avenue Middletown, NY MLS# 977561
$249,999
2

Beds

1.0

Baths

864

Sq.Ft.

18-20 Bedford Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 16 Woodland Road Middletown, NY MLS# 997655
$249,000
3

Beds

1.0

Baths

1,250

Sq.Ft.

16 Woodland Road

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 87 Dolson Avenue Middletown, NY MLS# 875298
$225,000
43,560

Sq.Ft.

87 Dolson Avenue

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 8 Grant Street Middletown, NY MLS# 983082
$210,000
3

Beds

1.1

Baths

1,320

Sq.Ft.

8 Grant Street

Middletown, NY

Courtesy of RISING STAR REALTY
View 366 Concord Lane Middletown, NY MLS# 948367
$205,000
2

Beds

2.0

Baths

1,000

Sq.Ft.

366 Concord Lane

Middletown, NY

Courtesy of MORE AND MORE REAL ESTATE

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

274

Estimated median home price

$450,000
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 - 200K25
$200K - 300K25
$300K - 400K52
$400K - 500K69
$500K - 600K34
$600K - 700K17
$700K - 800K7
$800K - 900K8
$900K - 1M6
$1M - Max22

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family164
Townhouse0
Condo22
Commercial36
Rental96
Lots and Land28
Condo/Town/CoOp0
CoOp0
Multi Family16
Mobile Home8
Farms0

(Data as of 6/4/2026)

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 6/5/2026.

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.

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