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 481 Dosen Road Middletown, NY MLS# 968515
$649,000
3

Beds

3.0

Baths

1,680

Sq.Ft.

481 Dosen Road

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 10 Renfrewshire Drive Middletown, NY MLS# 974615
$425,000
3

Beds

1.1

Baths

1,788

Sq.Ft.

10 Renfrewshire Drive

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 64 Patio Road Middletown, NY MLS# 981682
$325,000
3

Beds

1.1

Baths

1,440

Sq.Ft.

64 Patio Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 239 Millsburg Road Middletown, NY MLS# 981486
$449,900
3

Beds

1.1

Baths

1,344

Sq.Ft.

239 Millsburg Road

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 39 Bloomingburg Road Middletown, NY MLS# 981966
$700,000
3,679

Sq.Ft.

39 Bloomingburg Road

Middletown, NY

Courtesy of RAND COMMERCIAL
View 48 Connors Road Middletown, NY MLS# 973784
$575,000
5

Beds

1.1

Baths

1,790

Sq.Ft.

48 Connors Road

Middletown, NY

Courtesy of EXP REALTY
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 18-20 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 209 Deer Ct Drive Middletown, NY MLS# 978576
$329,000
2

Beds

2.1

Baths

1,473

Sq.Ft.

209 Deer Ct Drive

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 1 High Ridge Lane Middletown, NY MLS# 978332
$485,000
2

Beds

2.1

Baths

2,084

Sq.Ft.

1 High Ridge Lane

Middletown, NY

Courtesy of EXP REALTY
View 7 Gene Road Middletown, NY MLS# 975299
$499,000
4

Beds

2.1

Baths

2,388

Sq.Ft.

7 Gene Road

Middletown, NY

Courtesy of COMPASS GREATER NY, LLC
View 525 Bloomingburg Road Middletown, NY MLS# 980326
  • Virtual Tour
1 of 36
$420,000
3

Beds

1.0

Baths

1,616

Sq.Ft.

525 Bloomingburg Road

Middletown, NY

Courtesy of CHRISTIE'S INT. REAL ESTATE
View 70 King Road Middletown, NY MLS# 20261373
  • Virtual Tour
1 of 54
$599,000
3

Beds

2.1

Baths

1,977

Sq.Ft.

70 King Road

Middletown, NY

UlsterCountyNY
Courtesy of COLDWELL BANKER VILLAGE GREENN
View 47 Liberty Street Middletown, NY MLS# 980038
$435,000
3

Beds

2.0

Baths

1,232

Sq.Ft.

47 Liberty Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 29 Columbia Avenue Middletown, NY MLS# 980231
$400,000
8

Beds

3.0

Baths

2,121

Sq.Ft.

29 Columbia Avenue

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 5 Wawayanda Place Middletown, NY MLS# 202614218
  • Virtual Tour
1 of 58
$575,000
12

Beds

10.0

Baths

5,004

Sq.Ft.

5 Wawayanda Place

Middletown, NY

Courtesy of FIND ADVISORS
View 70 King Road Middletown, NY MLS# 979084
  • Virtual Tour
1 of 46
$599,000
3

Beds

2.1

Baths

1,977

Sq.Ft.

70 King Road

Middletown, NY

Courtesy of COLDWELL BANKER VILLAGE GREEN
View 1 Royce Avenue Middletown, NY MLS# 979190
$460,000
Studio

Beds

0.0

Baths

4,636

Sq.Ft.

1 Royce Avenue

Middletown, NY

Courtesy of JOSEPH BARATTA COMPANY REALTY
View 10 Cyprus Drive Middletown, NY MLS# 979212
  • Adult Community with Virtual Tour
1 of 46
$489,999
2

Beds

2.0

Baths

1,612

Sq.Ft.

10 Cyprus Drive

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY

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

269

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

Price Count
$0 - 100K 11
$100K - 200K 19
$200K - 300K 28
$300K - 400K 53
$400K - 500K 71
$500K - 600K 28
$600K - 700K 16
$700K - 800K 7
$800K - 900K 7
$900K - 1M 8
$1M - Max 21

Homes for Sale by Type in Middletown, NY

Property Type Count
Single Family 163
Townhouse 0
Condo 23
Commercial 36
Rental 114
Lots and Land 27
Condo/Town/CoOp 0
CoOp 0
Multi Family 14
Mobile Home 6
Farms 0

(Data as of 5/16/2026)

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 5/16/2026.

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.