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 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
The time to sell is now! THE TIME TO SELL IS NOW!
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
  • Recently Listed with 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 108-110 Academy Avenue Middletown, NY MLS# 1011967
$399,999
4

Beds

2.0

Baths

2,352

Sq.Ft.

108-110 Academy Avenue

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 10 Wisner Avenue Middletown, NY MLS# 972215
  • Virtual Tour
1 of 31
$399,998
4

Beds

1.0

Baths

1,296

Sq.Ft.

10 Wisner Avenue

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 25 Mill Street Middletown, NY MLS# 954396
$399,900
1,472

Sq.Ft.

25 Mill Street

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 56 Mulberry Street 54 Middletown, NY MLS# 973649
$399,900
4

Beds

2.0

Baths

2,200

Sq.Ft.

56 Mulberry Street 54

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 5 Dubois Street Middletown, NY MLS# 993300
$399,900
3

Beds

2.0

Baths

1,278

Sq.Ft.

5 Dubois Street

Middletown, NY

Courtesy of EXP REALTY
View 25 Mill Street Middletown, NY MLS# 1001186
$399,900
4

Beds

2.0

Baths

1,472

Sq.Ft.

25 Mill Street

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 568 County Route 49 2C Middletown, NY MLS# 1001539
$399,900
3

Beds

2.1

Baths

1,593

Sq.Ft.

568 County Route 49 2C

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 8 Walnut Lane Middletown, NY MLS# 1010798
  • Recently Listed
1 of 17
$399,900
3

Beds

2.1

Baths

1,792

Sq.Ft.

8 Walnut Lane

Middletown, NY

Courtesy of REALTY PROMOTIONS INC
View 64 Seaman Road Middletown, NY MLS# 818054
$399,000
Studio

Beds

0.0

Baths

1,890,504

Sq.Ft.

64 Seaman Road

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 24 John Street Middletown, NY MLS# 874957
  • Virtual Tour
1 of 46
$399,000
4,147

Sq.Ft.

24 John Street

Middletown, NY

Courtesy of GREEN TEAM COMMERCIAL
View TBD Silver Lake Scotchtown Road Middletown, NY MLS# 928228
$399,000
Studio

Beds

0.0

Baths

16,548

Sq.Ft.

TBD Silver Lake Scotchtown Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 4 Saint Eve Court Middletown, NY MLS# 1004538
$399,000
3

Beds

1.1

Baths

1,446

Sq.Ft.

4 Saint Eve Court

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 19 Putters Way 6 Middletown, NY MLS# 1011416
  • Recently Listed
1 of 28
$399,000
2

Beds

2.1

Baths

1,337

Sq.Ft.

19 Putters Way 6

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

297

Estimated median home price

$449,999
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 - 200K24
$200K - 300K32
$300K - 400K56
$400K - 500K72
$500K - 600K42
$600K - 700K15
$700K - 800K10
$800K - 900K9
$900K - 1M5
$1M - Max23

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family179
Townhouse0
Condo29
Commercial36
Rental101
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family16
Mobile Home8
Farms0

(Data as of 6/17/2026)

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.