View 24 3rd Street Middletown, NY MLS# 894923
$589,000
4

Beds

3.0

Baths

2,732

Sq.Ft.

24 3rd Street

Middletown, NY

Courtesy of REALTY PROMOTIONS INC
View 30 Daly Road Middletown, NY MLS# 970540
$579,990
3

Beds

2.1

Baths

2,205

Sq.Ft.

30 Daly Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 5 Wawayanda Place Middletown, NY MLS# 20255950
$575,000
12

Beds

10.0

Baths

5,004

Sq.Ft.

5 Wawayanda Place

Middletown, NY

UlsterCountyNY
Courtesy of FIND ADVISORS
The time to sell is now! THE TIME TO SELL IS NOW!
View 7 Starhaven Avenue Middletown, NY MLS# 970509
$575,000
3

Beds

2.1

Baths

2,809

Sq.Ft.

7 Starhaven Avenue

Middletown, NY

Courtesy of REAL ESTATE CIRCUIT INC
View 48 Connors Road Middletown, NY MLS# 973784
$575,000
5

Beds

1.1

Baths

1,790

Sq.Ft.

48 Connors Road

Middletown, NY

Courtesy of EXP REALTY
View 5 Wawayanda Place Middletown, NY MLS# 202614218
$575,000
12

Beds

10.0

Baths

5,004

Sq.Ft.

5 Wawayanda Place

Middletown, NY

Courtesy of FIND ADVISORS
View 572 Greenville Turnpike Middletown, NY MLS# 973311
$570,000
4

Beds

3.1

Baths

2,072

Sq.Ft.

572 Greenville Turnpike

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 104-108 Highland Avenue Middletown, NY MLS# 980025
$568,000
7

Beds

4.1

Baths

3,592

Sq.Ft.

104-108 Highland Avenue

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 55 Eisenhower Drive Middletown, NY MLS# 975115
$565,000
4

Beds

3.0

Baths

2,560

Sq.Ft.

55 Eisenhower Drive

Middletown, NY

Courtesy of EREALTY ADVISORS, INC
View 53 Daly Road Middletown, NY MLS# 962022
$564,999
4

Beds

2.1

Baths

2,255

Sq.Ft.

53 Daly Road

Middletown, NY

Courtesy of CURASI REALTY, INC.
View 1 Hulse Street Middletown, NY MLS# 928460
  • Virtual Tour
1 of 46
$564,900
4

Beds

2.1

Baths

2,344

Sq.Ft.

1 Hulse Street

Middletown, NY

Courtesy of MS REALTY GROUP USA, INC
View 35 Dogwood Drive Middletown, NY MLS# 976162
$560,000
5

Beds

2.2

Baths

1,911

Sq.Ft.

35 Dogwood Drive

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY NYC GRP
View 2885 State Route 17K Middletown, NY MLS# 935936
$550,000
2,656

Sq.Ft.

2885 State Route 17K

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 2478 Mt Hope Road Middletown, NY MLS# 984462
  • Recently Listed with Virtual Tour
1 of 35
$550,000
3

Beds

3.0

Baths

2,096

Sq.Ft.

2478 Mt Hope Road

Middletown, NY

Courtesy of EXP REALTY
View 10 Frederick Middletown, NY MLS# 939937
$539,900
4

Beds

2.1

Baths

2,144

Sq.Ft.

10 Frederick

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 3 Parkview Drive Middletown, NY MLS# 872465
$520,000
3

Beds

2.0

Baths

2,321

Sq.Ft.

3 Parkview Drive

Middletown, NY

Courtesy of EREALTY ADVISORS, INC
View 127 Sproat Street Middletown, NY MLS# 973409
  • Virtual Tour
1 of 40
$509,900
4

Beds

3.0

Baths

2,052

Sq.Ft.

127 Sproat Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 17 Woodrose Court Middletown, NY MLS# 974251
$505,000
3

Beds

2.1

Baths

2,763

Sq.Ft.

17 Woodrose Court

Middletown, NY

Courtesy of EXP REALTY
View Fortune Road E Middletown, NY MLS# H6205613
$500,000
Studio

Beds

0.0

Baths

174,240

Sq.Ft.

Fortune Road E

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 274 Wisner Avenue Middletown, NY MLS# 969505
$500,000
1,500

Sq.Ft.

274 Wisner Avenue

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

244

Estimated median home price

$432,450
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 - 100K11
$100K - 200K22
$200K - 300K28
$300K - 400K48
$400K - 500K60
$500K - 600K23
$600K - 700K15
$700K - 800K6
$800K - 900K7
$900K - 1M4
$1M - Max20

Homes for Sale by Type in Middletown, NY

Property TypeCount
Single Family139
Townhouse0
Condo22
Commercial37
Rental108
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family11
Mobile Home6
Farms0

(Data as of 5/4/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from The Internet Data Exchange Program of ©2026 Global Multiple Listing Service, Inc. The data relating to real estate on this website comes in part from the Internet Data Exchange program of the GMLS. All information is deemed reliable but not guaranteed and should be independently verified. All properties subject to prior sale, change, or withdrawal. Neither listing broker(s), GMLS shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless from any damages arising from reliance upon these data. 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 they may be interested in purchasing.

Data is updated as of 5/4/2026.

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.

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