View 122 Rolling Meadows Road Middletown, NY MLS# 991496
$465,000
3

Beds

2.0

Baths

2,055

Sq.Ft.

122 Rolling Meadows Road

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 100 Crans Road Middletown, NY MLS# 997243
$429,900
2

Beds

1.0

Baths

988

Sq.Ft.

100 Crans Road

Middletown, NY

Courtesy of CENTURY 21 E & M WILLIAMS RLTY
View 15 High Ridge Lane Middletown, NY MLS# 996214
$479,900
2

Beds

2.1

Baths

1,762

Sq.Ft.

15 High Ridge Lane

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 9 Chestnut Street Middletown, NY MLS# 988951
  • Virtual Tour
1 of 28
$434,999
3

Beds

2.0

Baths

1,614

Sq.Ft.

9 Chestnut Street

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 13 Hermanette Avenue Middletown, NY MLS# 995759
$460,000
3

Beds

2.1

Baths

1,852

Sq.Ft.

13 Hermanette Avenue

Middletown, NY

Courtesy of Weichert Realtors - Monroe
View 32 Genung Street Middletown, NY MLS# 992207
$359,999
3

Beds

3.0

Baths

7,200

Sq.Ft.

32 Genung Street

Middletown, NY

Courtesy of Weichert Realtors - Monroe
View 83 Deer Ct Drive Middletown, NY MLS# 994032
  • Virtual Tour
1 of 43
$425,000
3

Beds

2.1

Baths

1,919

Sq.Ft.

83 Deer Ct Drive

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 22 Oak Lane Middletown, NY MLS# 988510
  • Virtual Tour
1 of 36
$399,999
3

Beds

1.1

Baths

1,410

Sq.Ft.

22 Oak Lane

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 133 Blumel Road Middletown, NY MLS# 990211
$449,000
3

Beds

2.0

Baths

1,756

Sq.Ft.

133 Blumel Road

Middletown, NY

Courtesy of HUDSON VALLEY GRIFFITH
View 66 Deer Ct Drive Middletown, NY MLS# 990896
$285,000
2

Beds

2.0

Baths

1,146

Sq.Ft.

66 Deer Ct Drive

Middletown, NY

Courtesy of KW HUDSON VALLEY UNTIED
View 258 Scotchtown Collabar Road Middletown, NY MLS# 992219
$485,000
3

Beds

2.0

Baths

1,766

Sq.Ft.

258 Scotchtown Collabar Road

Middletown, NY

Courtesy of NEIGHBORHOOD ASSISTANCE CORP
View 16 Brewster Drive Middletown, NY MLS# 993388
  • Virtual Tour
1 of 34
$399,999
3

Beds

1.1

Baths

1,756

Sq.Ft.

16 Brewster Drive

Middletown, NY

Courtesy of REAL ESTATE CIRCUIT INC
View 35 Pinto Road E Middletown, NY MLS# 974841
  • Virtual Tour
1 of 41
$440,000
2

Beds

2.1

Baths

1,851

Sq.Ft.

35 Pinto Road E

Middletown, NY

Courtesy of RE/MAX TOWN & COUNTRY
View 82 California Avenue Middletown, NY MLS# 990919
$375,000
4

Beds

2.0

Baths

1,376

Sq.Ft.

82 California Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 80 Excelsior Avenue Middletown, NY MLS# 990351
$469,900
3

Beds

2.1

Baths

1,508

Sq.Ft.

80 Excelsior Avenue

Middletown, NY

Courtesy of CURASI REALTY, INC.
View 2269 Mt Hope Road Middletown, NY MLS# 989767
$450,000
1,192

Sq.Ft.

2269 Mt Hope Road

Middletown, NY

Courtesy of Weichert Realtors - Monroe
View 390 Crystal Run Road 103 Middletown, NY MLS# 991349
$130,000
30,750

Sq.Ft.

390 Crystal Run Road 103

Middletown, NY

Courtesy of HARBOR GRAY REAL ESTATE LLC
View 6 Charlotte Mews Middletown, NY MLS# 990169
$370,000
3

Beds

2.0

Baths

1,413

Sq.Ft.

6 Charlotte Mews

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 220 M And M Road Middletown, NY MLS# 983743
  • Virtual Tour
1 of 33
$449,000
3

Beds

2.0

Baths

1,978

Sq.Ft.

220 M And M Road

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 22 Atwood Drive Middletown, NY MLS# 987116
$470,000
3

Beds

2.1

Baths

1,723

Sq.Ft.

22 Atwood Drive

Middletown, NY

Courtesy of CURASI REALTY, INC.

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

298

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 - 100K7
$100K - 200K25
$200K - 300K36
$300K - 400K69
$400K - 500K64
$500K - 600K42
$600K - 700K16
$700K - 800K10
$800K - 900K8
$900K - 1M3
$1M - Max18

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family181
Townhouse0
Condo34
Commercial32
Rental87
Lots and Land30
Condo/Town/CoOp0
CoOp0
Multi Family15
Mobile Home6
Farms0

(Data as of 7/3/2026)

Information deemed reliable but not guaranteed.

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.