View 58 Wawayanda Avenue Middletown, NY MLS# 888435
$220,000
2

Beds

1.0

Baths

820

Sq.Ft.

58 Wawayanda Avenue

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 551 5th Avenue Middletown, NY MLS# 888408
$150,000
3

Beds

2.0

Baths

1,344

Sq.Ft.

551 5th Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 40 Ivory Lane Middletown, NY MLS# 884982
$40,000
Studio

Beds

0.0

Baths

550

Sq.Ft.

40 Ivory Lane

Middletown, NY

Courtesy of EXP REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 32 Nicaj Court Middletown, NY MLS# 859545
$279,000
Studio

Beds

0.0

Baths

919,116

Sq.Ft.

32 Nicaj Court

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 87 Dolson Avenue Middletown, NY MLS# 875298
$225,000
43,560

Sq.Ft.

87 Dolson Avenue

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 24 John Street Middletown, NY MLS# 874957
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$399,000
4,147

Sq.Ft.

24 John Street

Middletown, NY

Courtesy of GREEN TEAM COMMERCIAL
View 2 Rivervale Road Middletown, NY MLS# 869398
$335,000
3

Beds

2.0

Baths

1,484

Sq.Ft.

2 Rivervale Road

Middletown, NY

Courtesy of YOURHOMESOLD GUARANTEED REALTY
View 115 Vincent Drive Middletown, NY MLS# 872206
$320,000
3

Beds

2.0

Baths

1,964

Sq.Ft.

115 Vincent Drive

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 21 Lake Claire Drive Middletown, NY MLS# 857177
$209,999
2

Beds

2.0

Baths

990

Sq.Ft.

21 Lake Claire Drive

Middletown, NY

Courtesy of EXP REALTY
View Rebecca Drive Middletown, NY MLS# 839331
$275,000
Studio

Beds

0.0

Baths

1,751,112

Sq.Ft.

Rebecca Drive

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 4 Thistle Lane Middletown, NY MLS# 832175
$440,000
4

Beds

2.1

Baths

2,848

Sq.Ft.

4 Thistle Lane

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 10 Myrtle Avenue Middletown, NY MLS# 835018
$314,900
3

Beds

2.0

Baths

1,608

Sq.Ft.

10 Myrtle Avenue

Middletown, NY

Courtesy of BHHS HUDSON VALLEY PROPERTIES
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 34 - 36 Mountain Avenue 34 Middletown, NY MLS# 814721
$210,000
3

Beds

1.0

Baths

1,040

Sq.Ft.

34 - 36 Mountain Avenue 34

Middletown, NY

Courtesy of SKYLER REALTY LLC
View 0 Rykowski Lane Middletown, NY MLS# 810463
$395,000

0 Rykowski Lane

Middletown, NY

Courtesy of RAND COMMERCIAL
View 350 Concord Lane Middletown, NY MLS# H6329690
$213,999
2

Beds

2.0

Baths

955

Sq.Ft.

350 Concord Lane

Middletown, NY

Courtesy of EXP REALTY
View 149 Brown Road Middletown, NY MLS# L3572719
$399,900
2

Beds

2.0

Baths

1,631

Sq.Ft.

149 Brown Road

Middletown, NY

Courtesy of GREENE REALTY GROUP
View 17 Little Avenue Middletown, NY MLS# H6310576
$349,999
5

Beds

2.0

Baths

1,670

Sq.Ft.

17 Little Avenue

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 18 Ohaire Road Middletown, NY MLS# H6298115
$250,000
Studio

Beds

0.0

Baths

1,023,660

Sq.Ft.

18 Ohaire Road

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View Rose Lane Middletown, NY MLS# H6286521
$450,000
Studio

Beds

0.0

Baths

2,613,600

Sq.Ft.

Rose Lane

Middletown, NY

Courtesy of X-CAP REALTY LLC

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

229

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 - 100K6
$100K - 200K17
$200K - 300K38
$300K - 400K50
$400K - 500K40
$500K - 600K22
$600K - 700K11
$700K - 800K13
$800K - 900K4
$900K - 1M3
$1M - Max25

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family138
Townhouse0
Condo23
Commercial31
Rental112
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family6
Mobile Home2
Farms0

(Data as of 1/2/2026)

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.