View 18 Pine Street Middletown, NY MLS# 1030008
$400,000
3

Beds

2.0

Baths

1,508

Sq.Ft.

18 Pine Street

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 34 Chaucer Court Middletown, NY MLS# 1059605
$360,000
3

Beds

1.1

Baths

1,428

Sq.Ft.

34 Chaucer Court

Middletown, NY

Courtesy of DIAMOND QUALITY REAL ESTATE
View 367 Route 211 W Middletown, NY MLS# 1060758
$350,000
2

Beds

1.0

Baths

1,078

Sq.Ft.

367 Route 211 W

Middletown, NY

Courtesy of EXP REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 21 Old Timers Road Middletown, NY MLS# 1061045
$390,000
3

Beds

1.1

Baths

1,440

Sq.Ft.

21 Old Timers Road

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 30 Reservoir Road Middletown, NY MLS# 1060554
$385,000
3

Beds

1.0

Baths

1,072

Sq.Ft.

30 Reservoir Road

Middletown, NY

Courtesy of REAL ESTATE CIRCUIT INC
View 960 Mt Hope Road Middletown, NY MLS# 1058673
$425,000
4

Beds

1.0

Baths

1,306

Sq.Ft.

960 Mt Hope Road

Middletown, NY

Courtesy of HANSON REAL ESTATE PARTNERS
View 138 Prospect Avenue Middletown, NY MLS# 1053196
$369,000
2

Beds

1.0

Baths

1,422

Sq.Ft.

138 Prospect Avenue

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 243 Howells Turnpike Middletown, NY MLS# 1046716
$399,000
2

Beds

1.0

Baths

960

Sq.Ft.

243 Howells Turnpike

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 159 Wawayanda Avenue Middletown, NY MLS# 1055220
$425,000
3

Beds

2.0

Baths

1,352

Sq.Ft.

159 Wawayanda Avenue

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 63 Orchard Hill Road Middletown, NY MLS# 1056390
$389,000
3

Beds

2.0

Baths

1,062

Sq.Ft.

63 Orchard Hill Road

Middletown, NY

Courtesy of REALTY PROMOTIONS INC
View 8 Keystone Park Middletown, NY MLS# 1055264
$399,000
3

Beds

1.0

Baths

912

Sq.Ft.

8 Keystone Park

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 19 Putters Way 9 Middletown, NY MLS# 1055933
$394,900
2

Beds

2.1

Baths

1,337

Sq.Ft.

19 Putters Way 9

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 88 Grand Avenue Middletown, NY MLS# 1054997
  • Virtual Tour
1 of 29
$425,000
5

Beds

2.0

Baths

1,736

Sq.Ft.

88 Grand Avenue

Middletown, NY

Courtesy of DONNA RUFFINO REALTY CORP
View 3 Moriah Lane Middletown, NY MLS# 1050156
  • Virtual Tour
1 of 50
$369,000
3

Beds

2.0

Baths

1,922

Sq.Ft.

3 Moriah Lane

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 8 Budd Avenue Middletown, NY MLS# 1046566
  • Virtual Tour
1 of 44
$345,000
3

Beds

1.0

Baths

1,380

Sq.Ft.

8 Budd Avenue

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 13 Old Anvil Lane Middletown, NY MLS# 1048889
$370,000
3

Beds

2.1

Baths

1,692

Sq.Ft.

13 Old Anvil Lane

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 11 Gardner Avenue Middletown, NY MLS# 1050843
$382,000
3

Beds

2.1

Baths

1,676

Sq.Ft.

11 Gardner Avenue

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
View 580 Route 17M Middletown, NY MLS# 1046630
$350,000
5

Beds

2.0

Baths

1,914

Sq.Ft.

580 Route 17M

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
View 22 Mayer Drive Middletown, NY MLS# 1047462
$385,000
2

Beds

2.0

Baths

1,922

Sq.Ft.

22 Mayer Drive

Middletown, NY

Courtesy of KW HUDSON VALLEY UNITED
View 4 Woodrose Court Middletown, NY MLS# 1042482
$435,000
3

Beds

2.1

Baths

2,257

Sq.Ft.

4 Woodrose Court

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

317

Estimated median home price

$420,500
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 - 100K10
$100K - 200K23
$200K - 300K39
$300K - 400K81
$400K - 500K55
$500K - 600K37
$600K - 700K19
$700K - 800K11
$800K - 900K12
$900K - 1M4
$1M - Max26

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family202
Townhouse0
Condo30
Commercial41
Rental125
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family13
Mobile Home2
Farms0

(Data as of 11/7/2026)

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.