View 26, 28 Robert Street Middletown, NY MLS# 977688
$400,000
2,274

Sq.Ft.

26, 28 Robert Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 572 Greenville Turnpike Middletown, NY MLS# 973311
$570,000
4

Beds

3.1

Baths

2,072

Sq.Ft.

572 Greenville Turnpike

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 127 Sproat Street Middletown, NY MLS# 973409
  • Virtual Tour
1 of 40
$509,900
4

Beds

3.0

Baths

2,052

Sq.Ft.

127 Sproat Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
The time to sell is now! THE TIME TO SELL IS NOW!
View 109 Concord Lane Middletown, NY MLS# 948587
$90,000
Studio

Beds

1.0

Baths

480

Sq.Ft.

109 Concord Lane

Middletown, NY

Courtesy of Weichert Realtors - Monroe
View 8 John Street Middletown, NY MLS# 974936
$799,000
7,449

Sq.Ft.

8 John Street

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 36 Vincent Drive Middletown, NY MLS# 972516
  • Virtual Tour
1 of 25
$389,000
2

Beds

1.1

Baths

1,346

Sq.Ft.

36 Vincent Drive

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 19 Magnolia Park Road Middletown, NY MLS# 974551
$490,000
3

Beds

2.1

Baths

2,191

Sq.Ft.

19 Magnolia Park Road

Middletown, NY

Courtesy of AMO REALTY
View 50 Brola Road Middletown, NY MLS# 974449
$325,000
3

Beds

1.0

Baths

1,196

Sq.Ft.

50 Brola Road

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 56 Mulberry Street 54 Middletown, NY MLS# 973649
$399,900
4

Beds

2.0

Baths

2,200

Sq.Ft.

56 Mulberry Street 54

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 164 Brookline Avenue Middletown, NY MLS# 202613576
$340,000
2

Beds

1.0

Baths

1,050

Sq.Ft.

164 Brookline Avenue

Middletown, NY

Courtesy of REMAX SOLUTIONS
View 59 Woodside Knolls Drive Middletown, NY MLS# 955278
$489,000
3

Beds

2.1

Baths

2,427

Sq.Ft.

59 Woodside Knolls Drive

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 10 Wisner Avenue Middletown, NY MLS# 972215
  • Virtual Tour
1 of 31
$399,998
4

Beds

1.0

Baths

1,296

Sq.Ft.

10 Wisner Avenue

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 24 Rockwell Avenue Middletown, NY MLS# 973580
  • Virtual Tour
1 of 40
$425,000
3

Beds

1.1

Baths

1,363

Sq.Ft.

24 Rockwell Avenue

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 51 Deer Ct Drive Middletown, NY MLS# 973106
$335,000
2

Beds

2.1

Baths

1,473

Sq.Ft.

51 Deer Ct Drive

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 17 Woodrose Court Middletown, NY MLS# 974251
$505,000
3

Beds

2.1

Baths

2,763

Sq.Ft.

17 Woodrose Court

Middletown, NY

Courtesy of EXP REALTY
View 548 Dosen Road Middletown, NY MLS# 972779
  • Virtual Tour
1 of 41
$349,999
3

Beds

1.0

Baths

1,200

Sq.Ft.

548 Dosen Road

Middletown, NY

Courtesy of REAL ESTATE CIRCUIT INC
View 87 Dolson Avenue Middletown, NY MLS# 971251
$980,000
2,715

Sq.Ft.

87 Dolson Avenue

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 100 Hillside Drive B10 Middletown, NY MLS# 972000
$175,000
2

Beds

1.0

Baths

917

Sq.Ft.

100 Hillside Drive B10

Middletown, NY

Courtesy of KELLER WILLIAMS VALLEY REALTY
View 53 Daly Road Middletown, NY MLS# 962022
$559,999
4

Beds

2.1

Baths

2,255

Sq.Ft.

53 Daly Road

Middletown, NY

Courtesy of CURASI REALTY, INC.
View 37-39 Wisner Avenue Middletown, NY MLS# 969422
$589,900
3

Beds

2.1

Baths

2,504

Sq.Ft.

37-39 Wisner 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

270

Estimated median home price

$449,950
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 - 100K11
$100K - 200K20
$200K - 300K28
$300K - 400K53
$400K - 500K71
$500K - 600K28
$600K - 700K17
$700K - 800K6
$800K - 900K7
$900K - 1M8
$1M - Max21

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family163
Townhouse0
Condo23
Commercial36
Rental111
Lots and Land27
Condo/Town/CoOp0
CoOp0
Multi Family14
Mobile Home7
Farms0

(Data as of 5/17/2026)

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 5/18/2026.

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.