View 22 Atwood Drive Middletown, NY MLS# 1046984
$469,999
3

Beds

2.1

Baths

1,723

Sq.Ft.

22 Atwood Drive

Middletown, NY

Courtesy of CURASI REALTY, INC.
View 151 Bowser Road Middletown, NY MLS# 1044102
  • Virtual Tour
1 of 50
$688,000
4

Beds

2.1

Baths

2,646

Sq.Ft.

151 Bowser Road

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
View 40 Academy Avenue Middletown, NY MLS# 1047286
$295,000
2

Beds

1.0

Baths

1,248

Sq.Ft.

40 Academy Avenue

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
The time to sell is now! THE TIME TO SELL IS NOW!
View 5 Kendal Lane Middletown, NY MLS# 1047370
$327,000
2

Beds

2.1

Baths

1,241

Sq.Ft.

5 Kendal Lane

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
View 58 Burnt Corners Road Middletown, NY MLS# 1046838
$625,000
3

Beds

3.0

Baths

2,470

Sq.Ft.

58 Burnt Corners Road

Middletown, NY

Courtesy of BHG REAL ESTATE GREEN TEAM
View 20 3rd Street Middletown, NY MLS# 1046887
$649,000
5

Beds

3.0

Baths

2,804

Sq.Ft.

20 3rd Street

Middletown, NY

Courtesy of ACER REALTY INC
View 41 Irwin Avenue Middletown, NY MLS# 20265132
$299,000
3

Beds

1.0

Baths

1,248

Sq.Ft.

41 Irwin Avenue

Middletown, NY

UlsterCountyNY
Courtesy of KELLER WILLIAMS REALTY HV NORT
View 41 Irwin Avenue Middletown, NY MLS# 1045708
$299,000
3

Beds

1.0

Baths

1,248

Sq.Ft.

41 Irwin Avenue

Middletown, NY

Courtesy of KW HUDSON VALLEY NORTH
View 95 Silver Lake Sctn Road Middletown, NY MLS# 1046001
$490,000
3

Beds

2.0

Baths

1,753

Sq.Ft.

95 Silver Lake Sctn Road

Middletown, NY

Courtesy of EXP REALTY
View 4 Woodrose Court Middletown, NY MLS# 1042482
$435,000
3

Beds

2.1

Baths

2,257

Sq.Ft.

4 Woodrose Court

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 2 Harvest Hill Lane Middletown, NY MLS# 1037842
$545,100
3

Beds

2.1

Baths

2,508

Sq.Ft.

2 Harvest Hill Lane

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
View 11 Brittany Drive Middletown, NY MLS# 1043527
$199,000
1

Beds

1.0

Baths

879

Sq.Ft.

11 Brittany Drive

Middletown, NY

Courtesy of HUDSON VALLEY GRIFFITH
View 608 Kirbytown Road Middletown, NY MLS# 1036531
$350,000
2

Beds

1.0

Baths

1,007

Sq.Ft.

608 Kirbytown Road

Middletown, NY

Courtesy of BHG REAL ESTATE GREEN TEAM
View 18 Deer Court Drive Middletown, NY MLS# 1044653
$277,000
2

Beds

2.0

Baths

1,291

Sq.Ft.

18 Deer Court Drive

Middletown, NY

Courtesy of HUDSON PREMIUM REALTY
View 34 Field Stone Drive Middletown, NY MLS# 1043873
$449,000
3

Beds

2.1

Baths

1,781

Sq.Ft.

34 Field Stone Drive

Middletown, NY

Courtesy of Q HOME SALES
View 35 Lexington Way Middletown, NY MLS# 1043648
$299,900
2

Beds

2.1

Baths

1,348

Sq.Ft.

35 Lexington Way

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
View 41 Clinton Street Middletown, NY MLS# 1043690
$335,000
3

Beds

1.0

Baths

1,224

Sq.Ft.

41 Clinton Street

Middletown, NY

Courtesy of RIVER REALTY SERVICES, INC.
View 64 Brola Road Middletown, NY MLS# 1043693
$85,000
0.0

Baths

82,764

Sq.Ft.

64 Brola Road

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 473 Ingrassia Road Middletown, NY MLS# 1039298
$699,899
4

Beds

2.1

Baths

2,572

Sq.Ft.

473 Ingrassia Road

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 63 Sycamore Drive 63 Middletown, NY MLS# 1041811
$289,000
2

Beds

2.0

Baths

1,110

Sq.Ft.

63 Sycamore Drive 63

Middletown, NY

Courtesy of PATRICIA SCHILLER REAL EST CO.

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

330

Estimated median home price

$417,500
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 - 100K8
$100K - 200K24
$200K - 300K43
$300K - 400K86
$400K - 500K60
$500K - 600K40
$600K - 700K17
$700K - 800K12
$800K - 900K11
$900K - 1M4
$1M - Max25

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family219
Townhouse0
Condo32
Commercial40
Rental126
Lots and Land26
Condo/Town/CoOp0
CoOp0
Multi Family11
Mobile Home2
Farms0

(Data as of 11/2/2026)

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.