View 27 Oliver Avenue Middletown, NY MLS# 1009956
  • Recently Listed
1 of 27
$2,600
3

Beds

1.1

Baths

1,126

Sq.Ft.

27 Oliver Avenue

Middletown, NY

Courtesy of ACER REALTY INC
View 390 Crystal Run Road 102 Middletown, NY MLS# 1001599
$800
30,750

Sq.Ft.

390 Crystal Run Road 102

Middletown, NY

Courtesy of REAL ESTATE CIRCUIT INC
View 88 Monhagen Avenue Middletown, NY MLS# 1003610
  • Recently Listed
1 of 26
$3,800
2,108

Sq.Ft.

88 Monhagen Avenue

Middletown, NY

Courtesy of CURASI REALTY, INC.
The time to sell is now! THE TIME TO SELL IS NOW!
View 76 Maureen Drive Middletown, NY MLS# 1005572
  • Recently Listed
1 of 40
$2,900
3

Beds

1.1

Baths

1,620

Sq.Ft.

76 Maureen Drive

Middletown, NY

Courtesy of KELLER WILLIAMS VALLEY REALTY
View 102 North Street 1 Middletown, NY MLS# 1007924
  • Recently Listed
1 of 7
$1,650
1

Beds

1.0

Baths

760

Sq.Ft.

102 North Street 1

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 102 North Street 8 Middletown, NY MLS# 1007930
  • Recently Listed
1 of 11
$1,790
2

Beds

1.0

Baths

703

Sq.Ft.

102 North Street 8

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 2471 Route 302 Middletown, NY MLS# 999063
  • Recently Listed
1 of 6
$1,925
2

Beds

1.0

Baths

2,040

Sq.Ft.

2471 Route 302

Middletown, NY

Courtesy of EREALTY ADVISORS, INC
View 1 Royal Acres Drive 6 Middletown, NY MLS# 1007698
  • Recently Listed
1 of 8
$1,400
1

Beds

1.0

Baths

600

Sq.Ft.

1 Royal Acres Drive 6

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 85 Crystal Run Road Middletown, NY MLS# 1008026
  • Recently Listed
1 of 39
$24
164,791

Sq.Ft.

85 Crystal Run Road

Middletown, NY

Courtesy of RAND COMMERCIAL
View 341 Highland Ave Extension Middletown, NY MLS# 1002003
  • Recently Listed
1 of 23
OPEN HOUSE: Sunday 6/7 11:00 AM - 2:00 PM
$3,000
5

Beds

2.0

Baths

1,664

Sq.Ft.

341 Highland Ave Extension

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 2 E Main Street 5 Middletown, NY MLS# 1005833
  • Recently Listed
1 of 8
$1,850
3

Beds

1.0

Baths

1,200

Sq.Ft.

2 E Main Street 5

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 84 Foster Road Middletown, NY MLS# 1003355
  • Recently Listed
1 of 16
$2,000
1

Beds

1.0

Baths

800

Sq.Ft.

84 Foster Road

Middletown, NY

Courtesy of NICOLI REALTY
View 96 Monhagen Avenue 90 Middletown, NY MLS# 1003481
  • Recently Listed
1 of 6
$5,000

96 Monhagen Avenue 90

Middletown, NY

Courtesy of CURASI REALTY, INC.
View 88 Monhagen Avenue 86 Middletown, NY MLS# 1003570
  • Recently Listed
1 of 13
$5,000
3,000

Sq.Ft.

88 Monhagen Avenue 86

Middletown, NY

Courtesy of CURASI REALTY, INC.
View 90 Washington Street 92 Middletown, NY MLS# 987477
  • Recently Listed
1 of 17
$2,500
2

Beds

1.0

Baths

1,600

Sq.Ft.

90 Washington Street 92

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 12 Washington Street 2nd Fl Middletown, NY MLS# 1003244
$2,000
3,040

Sq.Ft.

12 Washington Street 2nd Fl

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 60 Sarah Lane Middletown, NY MLS# 1003361
  • Recently Listed
1 of 8
$2,500
3

Beds

1.1

Baths

1,440

Sq.Ft.

60 Sarah Lane

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 206 Golf Links Road 232 Middletown, NY MLS# 1002482
$2,400
2

Beds

2.0

Baths

1,142

Sq.Ft.

206 Golf Links Road 232

Middletown, NY

Courtesy of CURASI REALTY, INC.
View 206 Golf Links Road 236 Middletown, NY MLS# 1002486
$2,400
2

Beds

2.0

Baths

1,142

Sq.Ft.

206 Golf Links Road 236

Middletown, NY

Courtesy of CURASI REALTY, INC.
View 14 Smith Street Middletown, NY MLS# 1001585
  • Recently Listed
1 of 16
$3,600
3

Beds

2.0

Baths

1,852

Sq.Ft.

14 Smith Street

Middletown, NY

Courtesy of CENTURY 21 GEBA REALTY

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

274

Estimated median home price

$450,000
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 - 100K9
$100K - 200K25
$200K - 300K26
$300K - 400K50
$400K - 500K66
$500K - 600K38
$600K - 700K16
$700K - 800K7
$800K - 900K9
$900K - 1M6
$1M - Max22

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family167
Townhouse0
Condo20
Commercial36
Rental96
Lots and Land28
Condo/Town/CoOp0
CoOp0
Multi Family15
Mobile Home8
Farms0

(Data as of 6/6/2026)

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.

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