View 14 Scotchtown Drive Middletown, NY MLS# 957282
$369,900
3

Beds

2.1

Baths

1,522

Sq.Ft.

14 Scotchtown Drive

Middletown, NY

Courtesy of HUDSON VALLEY GRIFFITH
View 231 Concord Lane Middletown, NY MLS# 954460
  • Recently Listed
1 of 24
OPEN HOUSE: Sunday 2/8 12:00 PM - 2:00 PM
$225,000
2

Beds

1.1

Baths

924

Sq.Ft.

231 Concord Lane

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 29 Beacon Street Middletown, NY MLS# 952469
  • Recently Listed with Virtual Tour
1 of 29
$425,000
3

Beds

1.0

Baths

1,886

Sq.Ft.

29 Beacon Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
The time to sell is now! THE TIME TO SELL IS NOW!
View 5 School Street Middletown, NY MLS# 957906
  • Recently Listed
1 of 3
$250,000
4

Beds

2.0

Baths

1,863

Sq.Ft.

5 School Street

Middletown, NY

Courtesy of KELLER WILLIAMS VALLEY REALTY
View 34 Hampton Court Middletown, NY MLS# 955434
  • Recently Listed
1 of 20
$349,000
3

Beds

1.1

Baths

1,508

Sq.Ft.

34 Hampton Court

Middletown, NY

Courtesy of CURASI REALTY, INC.
View 262-264 Cottage Street Middletown, NY MLS# 957932
  • Recently Listed
1 of 39
$399,000
5

Beds

2.0

Baths

7,500

Sq.Ft.

262-264 Cottage Street

Middletown, NY

Courtesy of KELLER WILLIAMS VALLEY REALTY
View 49 Woodside Knolls Drive Middletown, NY MLS# 956446
$485,000
3

Beds

3.1

Baths

2,521

Sq.Ft.

49 Woodside Knolls Drive

Middletown, NY

Courtesy of Q HOME SALES
View 39 Crescent Place Middletown, NY MLS# 956953
  • Recently Listed
1 of 15
$349,000
3

Beds

1.0

Baths

1,278

Sq.Ft.

39 Crescent Place

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 46 Silo Lane Middletown, NY MLS# 955432
  • Recently Listed
1 of 24
$325,000
3

Beds

1.1

Baths

1,452

Sq.Ft.

46 Silo Lane

Middletown, NY

Courtesy of EXP REALTY
View 538 E Main Street Middletown, NY MLS# 955848
  • Recently Listed
1 of 5
$65,000
Studio

Beds

0.0

Baths

7,875

Sq.Ft.

538 E Main Street

Middletown, NY

Courtesy of HUDSON VALLEY HOME CONNECTION
View 47 Brick Pond Road Middletown, NY MLS# 952238
  • Recently Listed
1 of 27
$318,000
2

Beds

1.1

Baths

1,460

Sq.Ft.

47 Brick Pond Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 22 East Main Street Middletown, NY MLS# 954848
  • Recently Listed
1 of 7
$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 39 Orange Terrace Middletown, NY MLS# 954732
  • Recently Listed
1 of 13
$329,900
3

Beds

1.0

Baths

976

Sq.Ft.

39 Orange Terrace

Middletown, NY

Courtesy of EICHNER REALTY GROUP INC.
View 23 Independence Avenue Middletown, NY MLS# 954748
  • Recently Listed
1 of 35
OPEN HOUSE: Sunday 2/8 12:00 PM - 2:00 PM
$389,000
3

Beds

1.1

Baths

1,509

Sq.Ft.

23 Independence Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 37 Pinto Road E Middletown, NY MLS# 953168
  • Recently Listed
1 of 36
$430,000
3

Beds

2.1

Baths

1,728

Sq.Ft.

37 Pinto Road E

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 86 Linden Avenue Middletown, NY MLS# 954319
$299,999
4

Beds

1.0

Baths

1,316

Sq.Ft.

86 Linden Avenue

Middletown, NY

Courtesy of EXP REALTY
View 25 Mill Street Middletown, NY MLS# 954396
  • Recently Listed
1 of 10
$399,900
1,472

Sq.Ft.

25 Mill Street

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View Ingrassia Road Middletown, NY MLS# 953770
$329,000
Studio

Beds

0.0

Baths

1,768,536

Sq.Ft.

Ingrassia Road

Middletown, NY

Courtesy of BLU WAVE VENTURES
View 509 5th Avenue Middletown, NY MLS# 953848
  • Recently Listed
1 of 19
$172,000
2

Beds

2.0

Baths

924

Sq.Ft.

509 5th Avenue

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

239

Estimated median home price

$409,500
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 - 200K16
$200K - 300K44
$300K - 400K52
$400K - 500K40
$500K - 600K23
$600K - 700K13
$700K - 800K9
$800K - 900K5
$900K - 1M3
$1M - Max27

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family136
Townhouse0
Condo28
Commercial34
Rental104
Lots and Land28
Condo/Town/CoOp0
CoOp0
Multi Family9
Mobile Home4
Farms0

(Data as of 2/6/2026)

Information deemed reliable but not guaranteed.

All information provided is deemed reliable but is not guaranteed and should be independently verified.

Copyright 2026 by the Multiple Listing service of Ulster County, Inc. All Rights Reserved.

The data relating to real estate on this web site comes in part from the IDX of the Multiple Listing service of Ulster County, Inc. Real estate listings held by brokerage firms other that Weichert Realtors are marked with IDX logo and the detailed information about them includes the name of the listing broker.

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.