View 11 Columbia Avenue Middletown, NY MLS# 1013260
  • Recently Listed with Virtual Tour
1 of 42
$435,000
3

Beds

1.0

Baths

1,248

Sq.Ft.

11 Columbia Avenue

Middletown, NY

Courtesy of N TIRADO REALTY LLC
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 25 Ferrara Drive Middletown, NY MLS# 1015148
  • Recently Listed
1 of 35
$430,000
3

Beds

1.0

Baths

1,056

Sq.Ft.

25 Ferrara Drive

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
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 4 Kless Court Middletown, NY MLS# 960173
$429,000
3

Beds

2.1

Baths

2,097

Sq.Ft.

4 Kless Court

Middletown, NY

Courtesy of YOURHOMESOLD GUARANTEED 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 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 525 Bloomingburg Road Middletown, NY MLS# 980326
  • Virtual Tour
1 of 36
$420,000
3

Beds

1.0

Baths

1,616

Sq.Ft.

525 Bloomingburg Road

Middletown, NY

Courtesy of CHRISTIE'S INT. REAL ESTATE
View 103 Linden Avenue 4 Middletown, NY MLS# 1003324
$415,000
4

Beds

4.0

Baths

2,944

Sq.Ft.

103 Linden Avenue 4

Middletown, NY

Courtesy of JACKIE HENRY REALTY LLC
View 80 Beattie Avenue Middletown, NY MLS# 1012752
  • Recently Listed
1 of 35
$415,000
3

Beds

1.0

Baths

1,032

Sq.Ft.

80 Beattie Avenue

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 41 Monhagen Avenue 39 Middletown, NY MLS# 960537
$410,000
5

Beds

4.0

Baths

15,707

Sq.Ft.

41 Monhagen Avenue 39

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 366 Van Burenville Road Middletown, NY MLS# 999926
$410,000
3

Beds

2.0

Baths

1,513

Sq.Ft.

366 Van Burenville Road

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 29 Columbia Avenue Middletown, NY MLS# 980231
$400,000
8

Beds

3.0

Baths

2,121

Sq.Ft.

29 Columbia Avenue

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
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 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 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 341 Highland Ave Extension Middletown, NY MLS# 1001800
$399,999
5

Beds

2.0

Baths

1,664

Sq.Ft.

341 Highland Ave Extension

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 21 Evan Court Middletown, NY MLS# 1011457
  • Virtual Tour
1 of 15
$399,999
3

Beds

2.1

Baths

1,496

Sq.Ft.

21 Evan Court

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 52 Linden Avenue Middletown, NY MLS# 1018081
  • Recently Listed
1 of 24
$399,999
3

Beds

3.0

Baths

2,016

Sq.Ft.

52 Linden Avenue

Middletown, NY

Courtesy of HUDSON PREMIUM REALTY
View 47 Wickham Avenue 45 Middletown, NY MLS# 937384
$399,900
1,478

Sq.Ft.

47 Wickham Avenue 45

Middletown, NY

Courtesy of HOWARD HANNA RAND 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

292

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

Price Count
$0 - 100K 7
$100K - 200K 25
$200K - 300K 36
$300K - 400K 64
$400K - 500K 65
$500K - 600K 40
$600K - 700K 16
$700K - 800K 11
$800K - 900K 8
$900K - 1M 3
$1M - Max 17

Homes for Sale by Type in Middletown, NY

Property Type Count
Single Family 176
Townhouse 0
Condo 34
Commercial 32
Rental 90
Lots and Land 29
Condo/Town/CoOp 0
CoOp 0
Multi Family 15
Mobile Home 6
Farms 0

(Data as of 7/1/2026)

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.