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 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
The time to sell is now! THE TIME TO SELL IS NOW!
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 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 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 5 Wawayanda Place Middletown, NY MLS# 202614218
$575,000
12

Beds

10.0

Baths

5,004

Sq.Ft.

5 Wawayanda Place

Middletown, NY

Courtesy of FIND ADVISORS
View 59 Meadow View Drive Middletown, NY MLS# 934102
$475,000
3

Beds

2.1

Baths

1,781

Sq.Ft.

59 Meadow View Drive

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 39 Hanford Street Middletown, NY MLS# 977011
$425,000
4

Beds

2.0

Baths

1,666

Sq.Ft.

39 Hanford Street

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 537 Route 17K Middletown, NY MLS# 978165
$365,000
3

Beds

1.1

Baths

1,575

Sq.Ft.

537 Route 17K

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 35 Dogwood Drive Middletown, NY MLS# 976162
$560,000
5

Beds

2.2

Baths

1,911

Sq.Ft.

35 Dogwood Drive

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY NYC GRP
View 1110 NYS Route 211 W Middletown, NY MLS# 977941
$335,000
2

Beds

1.0

Baths

976

Sq.Ft.

1110 NYS Route 211 W

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 238 Concord Lane Middletown, NY MLS# 977735
$199,990
2

Beds

2.0

Baths

924

Sq.Ft.

238 Concord Lane

Middletown, NY

Courtesy of BHHS HUDSON VALLEY PROPERTIES
View 47 Carpenter Avenue Middletown, NY MLS# 976142
$159,000
Studio

Beds

0.0

Baths

18,600

Sq.Ft.

47 Carpenter Avenue

Middletown, NY

Courtesy of JACKIE HENRY REALTY LLC
View 45 Knapp Avenue Middletown, NY MLS# 977325
$175,000
1

Beds

1.0

Baths

784

Sq.Ft.

45 Knapp Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 46 Knapp Avenue Middletown, NY MLS# 977556
$299,900
3

Beds

1.0

Baths

1,620

Sq.Ft.

46 Knapp Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
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 55 Eisenhower Drive Middletown, NY MLS# 975115
$599,900
4

Beds

3.0

Baths

2,560

Sq.Ft.

55 Eisenhower Drive

Middletown, NY

Courtesy of EREALTY ADVISORS, INC
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

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

235

Estimated median home price

$435,000
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

PriceCount
$0 - 100K11
$100K - 200K16
$200K - 300K32
$300K - 400K48
$400K - 500K50
$500K - 600K22
$600K - 700K19
$700K - 800K5
$800K - 900K7
$900K - 1M5
$1M - Max20

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family127
Townhouse0
Condo22
Commercial36
Rental118
Lots and Land31
Condo/Town/CoOp0
CoOp0
Multi Family13
Mobile Home6
Farms0

(Data as of 4/22/2026)

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 4/22/2026.

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.

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