View 28 Spring Street Middletown, NY MLS# 930885
$329,000
4

Beds

2.0

Baths

1,696

Sq.Ft.

28 Spring Street

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 234 Concord Lane 234 Middletown, NY MLS# 926294
$155,000
1

Beds

1.0

Baths

735

Sq.Ft.

234 Concord Lane 234

Middletown, NY

Courtesy of Weichert Realtors - Monroe
View 51 S Shore Drive Middletown, NY MLS# 927923
$250,000
1

Beds

1.0

Baths

360

Sq.Ft.

51 S Shore Drive

Middletown, NY

Courtesy of EREALTY ADVISORS, INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 14 Pennsylvania Avenue Middletown, NY MLS# 924814
$315,000
3

Beds

1.0

Baths

1,058

Sq.Ft.

14 Pennsylvania Avenue

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 23 Maureen Drive Middletown, NY MLS# 926966
$430,000
3

Beds

1.1

Baths

1,584

Sq.Ft.

23 Maureen Drive

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 947 Scotchtown Collabar Road 947-8 Middletown, NY MLS# 927097
$499,000
6

Beds

3.1

Baths

3,714

Sq.Ft.

947 Scotchtown Collabar Road 947-8

Middletown, NY

Courtesy of ASTOR LANE REALTY
View 119 Meadow View Drive Middletown, NY MLS# 921885
$499,000
3

Beds

2.1

Baths

2,484

Sq.Ft.

119 Meadow View Drive

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 56 Mulberry Street 54 Middletown, NY MLS# 927368
$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 29 Little Avenue Middletown, NY MLS# 927332
$375,000
4

Beds

2.1

Baths

1,668

Sq.Ft.

29 Little Avenue

Middletown, NY

Courtesy of CHRISTIE'S INT. REAL ESTATE
View 15 Commonwealth Avenue Middletown, NY MLS# 891691
$299,000
3

Beds

1.0

Baths

1,092

Sq.Ft.

15 Commonwealth Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 143 N Beacon Street Middletown, NY MLS# 925978
$295,000
3

Beds

1.0

Baths

1,264

Sq.Ft.

143 N Beacon Street

Middletown, NY

Courtesy of CORCORAN COUNTRY LIVING
View 143 N Beacon Street Middletown, NY MLS# 20255140
$295,000
3

Beds

1.0

Baths

1,264

Sq.Ft.

143 N Beacon Street

Middletown, NY

UlsterCountyNY
Courtesy of CORCORAN COUNTRY LIVING
View 390 Hufcut Road Middletown, NY MLS# 925873
$379,000
2

Beds

1.0

Baths

1,142

Sq.Ft.

390 Hufcut Road

Middletown, NY

Courtesy of RE/MAX PRIME PROPERTIES
View 8 Ebury Middletown, NY MLS# 924863
$368,800
4

Beds

3.0

Baths

1,505

Sq.Ft.

8 Ebury

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 14 Spruce Peak Road Middletown, NY MLS# 923725
$325,000
3

Beds

1.1

Baths

1,496

Sq.Ft.

14 Spruce Peak Road

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 540 Bloomingburg Road Middletown, NY MLS# 925221
$125,000
2,478

Sq.Ft.

540 Bloomingburg Road

Middletown, NY

Courtesy of I REALTY LLC
View 28 Genung Street Middletown, NY MLS# 923156
$99,900
Studio

Beds

0.0

Baths

12,074

Sq.Ft.

28 Genung Street

Middletown, NY

Courtesy of Weichert Realtors - Monroe
View 96-96.5 Beattie Avenue 2 Middletown, NY MLS# 923753
$489,000
6

Beds

2.0

Baths

2,584

Sq.Ft.

96-96.5 Beattie Avenue 2

Middletown, NY

Courtesy of JOHN J LEASE REALTORS INC
View 5 Raleigh Close Middletown, NY MLS# 918721
  • Adult Community
1 of 32
$375,000
3

Beds

1.1

Baths

1,608

Sq.Ft.

5 Raleigh Close

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 7 Manhattan Avenue Middletown, NY MLS# 923151
$369,999
3

Beds

1.0

Baths

1,550

Sq.Ft.

7 Manhattan Avenue

Middletown, NY

Courtesy of R NEW YORK

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

229

Estimated median home price

$410,000
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 6
$100K - 200K 17
$200K - 300K 38
$300K - 400K 51
$400K - 500K 40
$500K - 600K 22
$600K - 700K 11
$700K - 800K 13
$800K - 900K 3
$900K - 1M 3
$1M - Max 25

Homes for Sale by Type in Middletown, NY

Property Type Count
Single Family 138
Townhouse 0
Condo 23
Commercial 31
Rental 111
Lots and Land 29
Condo/Town/CoOp 0
CoOp 0
Multi Family 6
Mobile Home 2
Farms 0

(Data as of 1/1/2026)

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.