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 70 King Road Middletown, NY MLS# 979084
  • Virtual Tour
1 of 46
$618,000
3

Beds

2.1

Baths

1,977

Sq.Ft.

70 King Road

Middletown, NY

Courtesy of COLDWELL BANKER VILLAGE GREEN
The time to sell is now! THE TIME TO SELL IS NOW!
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
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 48 Loch Lomond Lane Middletown, NY MLS# 969282
$399,999
3

Beds

2.2

Baths

1,536

Sq.Ft.

48 Loch Lomond Lane

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
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
$155,000
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
$565,000
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
View 127 Sproat Street Middletown, NY MLS# 973409
  • Virtual Tour
1 of 40
$509,900
4

Beds

3.0

Baths

2,052

Sq.Ft.

127 Sproat Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 109 Concord Lane Middletown, NY MLS# 948587
$90,000
Studio

Beds

1.0

Baths

480

Sq.Ft.

109 Concord Lane

Middletown, NY

Courtesy of Weichert Realtors - Monroe
View 36 Vincent Drive Middletown, NY MLS# 972516
  • Virtual Tour
1 of 25
$389,000
2

Beds

1.1

Baths

1,346

Sq.Ft.

36 Vincent Drive

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

244

Estimated median home price

$439,995
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 - 200K22
$200K - 300K27
$300K - 400K48
$400K - 500K59
$500K - 600K23
$600K - 700K16
$700K - 800K6
$800K - 900K7
$900K - 1M4
$1M - Max21

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family139
Townhouse0
Condo21
Commercial38
Rental109
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family11
Mobile Home6
Farms0

(Data as of 5/1/2026)

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 5/2/2026.

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.