View 39 Orange Terrace Middletown, NY MLS# 954732
  • Recently Listed
1 of 13
OPEN HOUSE: Saturday 1/24 2:30 PM - 4:00 PM
$329,900
3

Beds

1.0

Baths

976

Sq.Ft.

39 Orange Terrace

Middletown, NY

Courtesy of EICHNER REALTY GROUP INC.
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 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
The time to sell is now! THE TIME TO SELL IS NOW!
View Ingrassia Road Middletown, NY MLS# 953770
$339,000
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
View 65 Monhagen Avenue Middletown, NY MLS# 953178
  • Recently Listed
1 of 16
$350,000
3

Beds

2.1

Baths

930

Sq.Ft.

65 Monhagen Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 50 Brola Road Middletown, NY MLS# 952493
  • Recently Listed
1 of 48
$299,000
3

Beds

1.0

Baths

1,196

Sq.Ft.

50 Brola Road

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 121 Sprague Avenue Middletown, NY MLS# 948794
  • Recently Listed
1 of 13
$274,900
2

Beds

1.1

Baths

1,200

Sq.Ft.

121 Sprague Avenue

Middletown, NY

Courtesy of DIMATTEO REALTY LLC
View 55 Hulse Avenue Middletown, NY MLS# 950909
  • Recently Listed
1 of 28
$345,000
3

Beds

1.0

Baths

914

Sq.Ft.

55 Hulse Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 26 Ridge Street Middletown, NY MLS# 927011
  • Recently Listed
1 of 22
$329,000
3

Beds

1.0

Baths

1,400

Sq.Ft.

26 Ridge Street

Middletown, NY

Courtesy of BLOOMING REALTY
View 1065 Dolsontown Road Middletown, NY MLS# 947122
  • Recently Listed
1 of 50
$425,000
3

Beds

2.1

Baths

1,184

Sq.Ft.

1065 Dolsontown Road

Middletown, NY

Courtesy of JOHN J LEASE REALTORS INC
View 366 Concord Lane Middletown, NY MLS# 948367
  • Recently Listed
1 of 20
$225,000
2

Beds

2.0

Baths

1,000

Sq.Ft.

366 Concord Lane

Middletown, NY

Courtesy of MORE AND MORE REAL ESTATE
View 100 Hillside Drive F6 Middletown, NY MLS# 939921
  • Recently Listed
1 of 15
$318,000
2

Beds

2.0

Baths

1,140

Sq.Ft.

100 Hillside Drive F6

Middletown, NY

Courtesy of CURASI REALTY, INC.
View 22 Red Barn Lane Middletown, NY MLS# 950517
  • Recently Listed
1 of 31
$319,000
3

Beds

2.1

Baths

1,408

Sq.Ft.

22 Red Barn Lane

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View Address not provided Middletown, NY MLS# 949982
  • Recently Listed
1 of 24
$269,000
2

Beds

1.1

Baths

960

Sq.Ft.

Address not provided

Middletown, NY

Courtesy of Q HOME SALES
View 21 Ridge Street Middletown, NY MLS# 949348
  • Recently Listed
1 of 32
$310,000
4

Beds

2.0

Baths

1,998

Sq.Ft.

21 Ridge Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 23 Peach Place Middletown, NY MLS# 947603
  • Recently Listed
1 of 26
$405,000
3

Beds

2.1

Baths

1,540

Sq.Ft.

23 Peach Place

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 927 Tower Ridge Circle Middletown, NY MLS# 948020
  • Recently Listed
1 of 36
$314,900
2

Beds

2.0

Baths

1,216

Sq.Ft.

927 Tower Ridge Circle

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 48 Beacon Street Middletown, NY MLS# 946584
$380,000
6

Beds

2.0

Baths

2,738

Sq.Ft.

48 Beacon Street

Middletown, NY

Courtesy of EXP REALTY
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.

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

248

Estimated median home price

$410,000
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 - 100K6
$100K - 200K18
$200K - 300K41
$300K - 400K56
$400K - 500K44
$500K - 600K23
$600K - 700K13
$700K - 800K11
$800K - 900K5
$900K - 1M4
$1M - Max27

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family144
Townhouse0
Condo28
Commercial35
Rental111
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family8
Mobile Home4
Farms0

(Data as of 1/22/2026)

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.