View 24 E Main Street Middletown, NY MLS# 963920
  • Recently Listed
1 of 7
$180,000
5,653

Sq.Ft.

24 E Main Street

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 40 Lo Presti Road Middletown, NY MLS# 963932
  • Recently Listed
1 of 7
$130,000
Studio

Beds

0.0

Baths

561,924

Sq.Ft.

40 Lo Presti Road

Middletown, NY

Courtesy of CENTURY 21 GEBA REALTY
View 40 Lo Presti Road Middletown, NY MLS# PW260324
  • Recently Listed
1 of 7
$130,000
Studio

Beds

0.0

Baths

40 Lo Presti Road

Middletown, NY

PikeWayne
The time to sell is now! THE TIME TO SELL IS NOW!
View 138-1/2 Linden Avenue Middletown, NY MLS# 961697
$27,000
Studio

Beds

0.0

Baths

1,392

Sq.Ft.

138-1/2 Linden Avenue

Middletown, NY

Courtesy of DONNA RUFFINO REALTY CORP
View 79 Stern Scenic Drive Middletown, NY MLS# 959521
  • Recently Listed
1 of 26
$150,000
3

Beds

2.0

Baths

1,500

Sq.Ft.

79 Stern Scenic Drive

Middletown, NY

Courtesy of EXIT REALTY CONNECTIONS
View 230 Derby Road Middletown, NY MLS# 959460
  • Recently Listed
1 of 2
$150,000
Studio

Beds

0.0

Baths

16,300

Sq.Ft.

230 Derby Road

Middletown, NY

Courtesy of PREFERRED PROPERTIES REAL ESTA
View 231 Concord Lane Middletown, NY MLS# 954460
  • Recently Listed with Virtual Tour
1 of 25
$225,000
2

Beds

1.1

Baths

924

Sq.Ft.

231 Concord Lane

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 538 E Main Street Middletown, NY MLS# 955848
$65,000
Studio

Beds

0.0

Baths

7,875

Sq.Ft.

538 E Main Street

Middletown, NY

Courtesy of HUDSON VALLEY HOME CONNECTION
View 22 East Main Street Middletown, NY MLS# 954848
$58,000

22 East Main Street

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 1 South Shore Drive Middletown, NY MLS# 954745
$65,000
Studio

Beds

0.0

Baths

10,454

Sq.Ft.

1 South Shore Drive

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 509 5th Avenue Middletown, NY MLS# 953848
$172,000
2

Beds

2.0

Baths

924

Sq.Ft.

509 5th Avenue

Middletown, NY

Courtesy of CENTURY 21 FULL SERVICE REALTY
View 366 Concord Lane Middletown, NY MLS# 948367
$225,000
2

Beds

2.0

Baths

1,000

Sq.Ft.

366 Concord Lane

Middletown, NY

Courtesy of MORE AND MORE REAL ESTATE
View 437 Union School Road Middletown, NY MLS# 945494
$135,000
Studio

Beds

0.0

Baths

283,140

Sq.Ft.

437 Union School Road

Middletown, NY

Courtesy of CURASI REALTY, INC.
View Lybolt Middletown, NY MLS# 944129
$199,000
Studio

Beds

0.0

Baths

Lybolt

Middletown, NY

Courtesy of EICHNER REALTY GROUP INC.
View 9 King Street Middletown, NY MLS# 942346
$150,000
2,238

Sq.Ft.

9 King Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 488 Tally Ho Road Middletown, NY MLS# 942705
$215,000
1

Beds

1.0

Baths

748

Sq.Ft.

488 Tally Ho Road

Middletown, NY

Courtesy of EXP REALTY
View 59 Sycamore Drive Middletown, NY MLS# 939548
$185,000
1

Beds

1.0

Baths

830

Sq.Ft.

59 Sycamore Drive

Middletown, NY

Courtesy of REAL BROKER NY LLC
View Cr-49 Middletown, NY MLS# 940980
$110,000
Studio

Beds

0.0

Baths

283,140

Sq.Ft.

Cr-49

Middletown, NY

Courtesy of YOURHOMESOLD GUARANTEED REALTY
View 5 Sayer Lane Middletown, NY MLS# 937803
$129,999
3

Beds

2.0

Baths

1,080

Sq.Ft.

5 Sayer Lane

Middletown, NY

Courtesy of HUDSON VALLEY HOME CONNECTION
View 529 5th Ave Middletown, NY MLS# 938236
$153,000
3

Beds

2.0

Baths

1,152

Sq.Ft.

529 5th Ave

Middletown, NY

Courtesy of CENTURY 21 FULL SERVICE 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

225

Estimated median home price

$414,999
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 - 100K7
$100K - 200K23
$200K - 300K35
$300K - 400K42
$400K - 500K40
$500K - 600K22
$600K - 700K13
$700K - 800K8
$800K - 900K5
$900K - 1M3
$1M - Max27

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family127
Townhouse0
Condo19
Commercial36
Rental108
Lots and Land31
Condo/Town/CoOp0
CoOp0
Multi Family7
Mobile Home5
Farms0

(Data as of 2/22/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of The Pike Wayne Association of Realtors. Real Estate listings held by brokerage firms other than Weichert Realtors are marked with the Broker Reciprocity logo (a little black house) and detailed information about them includes the name of the listing brokers. 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 consumers may be interested in purchasing.

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.