View 1065 Dolsontown Road Middletown, NY MLS# 947122
$425,000
3

Beds

2.1

Baths

1,184

Sq.Ft.

1065 Dolsontown Road

Middletown, NY

Courtesy of JOHN J LEASE REALTORS INC
View 1 Weather Vane Way Middletown, NY MLS# 938387
  • Virtual Tour
1 of 41
$499,000
4

Beds

2.1

Baths

1,955

Sq.Ft.

1 Weather Vane Way

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 366 Concord Lane Middletown, NY MLS# 948367
$225,000
2

Beds

2.0

Baths

1,000

Sq.Ft.

366 Concord Lane

Middletown, NY

Courtesy of MORE AND MORE REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 100 Hillside Drive F6 Middletown, NY MLS# 939921
$299,999
2

Beds

2.0

Baths

1,140

Sq.Ft.

100 Hillside Drive F6

Middletown, NY

Courtesy of CURASI REALTY, INC.
View 22 Red Barn Lane Middletown, NY MLS# 950517
$319,000
3

Beds

2.1

Baths

1,408

Sq.Ft.

22 Red Barn Lane

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 145 Academy Avenue Middletown, NY MLS# 922972
$445,000
4

Beds

2.0

Baths

2,545

Sq.Ft.

145 Academy Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
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 21 Ridge Street Middletown, NY MLS# 949348
$310,000
4

Beds

2.0

Baths

1,998

Sq.Ft.

21 Ridge Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 17 Blanchard Street Middletown, NY MLS# 948579
$499,000
6

Beds

5.0

Baths

3,000

Sq.Ft.

17 Blanchard Street

Middletown, NY

Courtesy of CHRISTIE'S INT. REAL ESTATE
View 76 Magnolia Park Road Middletown, NY MLS# 948827
$500,000
3

Beds

2.1

Baths

2,167

Sq.Ft.

76 Magnolia Park Road

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 22 Sharon Drive Middletown, NY MLS# 949017
$499,000
4

Beds

2.1

Baths

2,132

Sq.Ft.

22 Sharon Drive

Middletown, NY

Courtesy of EXP REALTY
View 23 Peach Place Middletown, NY MLS# 947603
$405,000
3

Beds

2.1

Baths

1,540

Sq.Ft.

23 Peach Place

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 24 Juniper Circle Middletown, NY MLS# 948272
  • Adult Community
1 of 42
$625,000
2

Beds

3.0

Baths

2,975

Sq.Ft.

24 Juniper Circle

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 30 Daly Road Middletown, NY MLS# 947940
$579,990
3

Beds

2.1

Baths

2,205

Sq.Ft.

30 Daly Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 255 Howells Road Middletown, NY MLS# 947943
$979,880
5

Beds

4.1

Baths

4,200

Sq.Ft.

255 Howells Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 1 Royal Acres Drive Middletown, NY MLS# 947946
$1,298,800
7,523

Sq.Ft.

1 Royal Acres Drive

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 63 Blumel Road Middletown, NY MLS# 945462
1 of 50
OPEN HOUSE: Saturday 3/7 12:00 PM - 2:00 PM
$499,999
4

Beds

2.1

Baths

1,960

Sq.Ft.

63 Blumel Road

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 43 Woodside Knolls Drive Middletown, NY MLS# 939041
$499,000
3

Beds

2.1

Baths

2,521

Sq.Ft.

43 Woodside Knolls Drive

Middletown, NY

Courtesy of EXP REALTY
View 2850 State Route 17k Middletown, NY MLS# 947735
$1,800,000
1,754

Sq.Ft.

2850 State Route 17k

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 104 North Street Middletown, NY MLS# 947750
$2,551,000
11,750

Sq.Ft.

104 North Street

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

217

Estimated median home price

$430,000
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 8
$100K - 200K 18
$200K - 300K 31
$300K - 400K 41
$400K - 500K 42
$500K - 600K 20
$600K - 700K 15
$700K - 800K 7
$800K - 900K 5
$900K - 1M 4
$1M - Max 26

Homes for Sale by Type in Middletown, NY

Property Type Count
Single Family 117
Townhouse 0
Condo 21
Commercial 35
Rental 109
Lots and Land 30
Condo/Town/CoOp 0
CoOp 0
Multi Family 9
Mobile Home 5
Farms 0

(Data as of 3/5/2026)

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 3/5/2026.

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.