View 441 Scotchtown Collabar Road Middletown, NY MLS# 908720
$999,500
4

Beds

3.0

Baths

2,787

Sq.Ft.

441 Scotchtown Collabar Road

Middletown, NY

Courtesy of ELLIS SOTHEBY'S INTL REALTY
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 5-7 Blanchard Street Middletown, NY MLS# 997547
  • Virtual Tour
1 of 35
$980,000
6

Beds

6.0

Baths

4,480

Sq.Ft.

5-7 Blanchard Street

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 255 Howells Road Middletown, NY MLS# 980314
$979,900
5

Beds

4.1

Baths

4,200

Sq.Ft.

255 Howells Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 274 Wisner Avenue Middletown, NY MLS# 1015246
  • Recently Listed
1 of 4
$975,000
1,500

Sq.Ft.

274 Wisner Avenue

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 114 Last Road Middletown, NY MLS# 990617
  • Virtual Tour
1 of 50
$899,000
3

Beds

3.0

Baths

1,894

Sq.Ft.

114 Last Road

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 411 Mt Joy Road Middletown, NY MLS# 998261
$895,000
4

Beds

2.1

Baths

3,296

Sq.Ft.

411 Mt Joy Road

Middletown, NY

Courtesy of PICTURE IT SOLD, LLC
View 357 E Main Street Middletown, NY MLS# 932772
$880,000
3,192

Sq.Ft.

357 E Main Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 204 Brola Road Middletown, NY MLS# 981479
  • Virtual Tour
1 of 50
$868,509
4

Beds

4.0

Baths

3,200

Sq.Ft.

204 Brola Road

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 464 Union School Road Middletown, NY MLS# 974281
$850,000
3

Beds

3.0

Baths

4,090

Sq.Ft.

464 Union School Road

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 21 Lincoln Terrace 19 Middletown, NY MLS# 1008301
  • Recently Listed
1 of 48
$849,900
4

Beds

2.2

Baths

3,699

Sq.Ft.

21 Lincoln Terrace 19

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 238 S Centerville Road Middletown, NY MLS# 945800
  • Virtual Tour
1 of 30
$844,000
5

Beds

2.1

Baths

3,764

Sq.Ft.

238 S Centerville Road

Middletown, NY

Courtesy of BHG REAL ESTATE GREEN TEAM
View 571 Route 17M Middletown, NY MLS# 984442
$829,000
4

Beds

2.2

Baths

3,340

Sq.Ft.

571 Route 17M

Middletown, NY

Courtesy of BHG REAL ESTATE GREEN TEAM
View 40 Dolson Avenue Middletown, NY MLS# H6250905
$799,999
13,701

Sq.Ft.

40 Dolson Avenue

Middletown, NY

Courtesy of SAGE REALTY CENTER LLC
View TBD Brook Road Middletown, NY MLS# 999740
  • Virtual Tour
1 of 44
$799,999
4

Beds

2.1

Baths

3,000

Sq.Ft.

TBD Brook Road

Middletown, NY

Courtesy of EXP REALTY
View 48 Lone Indian Trail Middletown, NY MLS# 1004157
  • Virtual Tour
1 of 50
$799,999
4

Beds

3.1

Baths

2,462

Sq.Ft.

48 Lone Indian Trail

Middletown, NY

Courtesy of DONNA RUFFINO REALTY CORP
View 410 E Main Street Middletown, NY MLS# H6194864
$799,000

410 E Main Street

Middletown, NY

Courtesy of RAND COMMERCIAL
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 225 Van Duzer Road Middletown, NY MLS# 981261
$799,000
4

Beds

4.0

Baths

3,900

Sq.Ft.

225 Van Duzer Road

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 3 Truman Court Middletown, NY MLS# 1011283
  • Recently Listed with Virtual Tour
1 of 49
$799,000
5

Beds

4.1

Baths

4,085

Sq.Ft.

3 Truman Court

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP

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

300

Estimated median home price

$449,500
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

Price Count
$0 - 100K 8
$100K - 200K 25
$200K - 300K 33
$300K - 400K 58
$400K - 500K 71
$500K - 600K 43
$600K - 700K 15
$700K - 800K 12
$800K - 900K 8
$900K - 1M 5
$1M - Max 22

Homes for Sale by Type in Middletown, NY

Property Type Count
Single Family 181
Townhouse 0
Condo 32
Commercial 36
Rental 101
Lots and Land 29
Condo/Town/CoOp 0
CoOp 0
Multi Family 15
Mobile Home 7
Farms 0

(Data as of 6/20/2026)

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 6/21/2026.

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.