View TBD Brook Road Middletown, NY MLS# 999740
  • Recently Listed with Virtual Tour
1 of 44
$849,900
4

Beds

2.1

Baths

3,000

Sq.Ft.

TBD Brook Road

Middletown, NY

Courtesy of EXP REALTY
View 217 School House Road Middletown, NY MLS# 999323
  • Recently Listed with Virtual Tour
1 of 45
$680,000
4

Beds

2.1

Baths

2,410

Sq.Ft.

217 School House Road

Middletown, NY

Courtesy of RE/MAX TOWN & COUNTRY
View 9 School House Road Middletown, NY MLS# 996900
  • Recently Listed
1 of 36
$699,900
4

Beds

2.1

Baths

2,192

Sq.Ft.

9 School House Road

Middletown, NY

Courtesy of EXP REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 428 Prosperous Valley Road Middletown, NY MLS# 993676
  • Recently Listed
1 of 48
$725,000
3

Beds

2.1

Baths

2,678

Sq.Ft.

428 Prosperous Valley Road

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View 5 Decker Drive Middletown, NY MLS# 999526
  • Recently Listed with Virtual Tour
1 of 33
$675,000
3

Beds

2.1

Baths

2,481

Sq.Ft.

5 Decker Drive

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 225 Brown Road Middletown, NY MLS# 972182
  • Recently Listed
1 of 48
$675,000
4

Beds

3.0

Baths

4,080

Sq.Ft.

225 Brown Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 90 M And M Road Middletown, NY MLS# 997326
  • Recently Listed with Virtual Tour
1 of 50
$699,900
4

Beds

2.1

Baths

1,996

Sq.Ft.

90 M And M Road

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 571 Route 17M Middletown, NY MLS# 984442
$829,000
4

Beds

2.2

Baths

3,340

Sq.Ft.

571 Route 17M

Middletown, NY

Courtesy of BHG REAL ESTATE GREEN TEAM
View 31-59 Peach Place Middletown, NY MLS# 988366
$785,000
3,864

Sq.Ft.

31-59 Peach Place

Middletown, NY

Courtesy of MCGRATH REALTY INC
View 225 Van Duzer Road Middletown, NY MLS# 981261
$839,000
6

Beds

4.0

Baths

3,900

Sq.Ft.

225 Van Duzer Road

Middletown, NY

Courtesy of HOMESMART HOMES & ESTATES
View 2467 Route 302 Middletown, NY MLS# 973999
$699,999
6

Beds

4.0

Baths

2,040

Sq.Ft.

2467 Route 302

Middletown, NY

Courtesy of EREALTY ADVISORS, INC
View 481 Dosen Road Middletown, NY MLS# 968515
$649,000
3

Beds

3.0

Baths

1,680

Sq.Ft.

481 Dosen Road

Middletown, NY

Courtesy of CRONIN & COMPANY REAL ESTATE
View 39 Bloomingburg Road Middletown, NY MLS# 981966
$700,000
3,679

Sq.Ft.

39 Bloomingburg Road

Middletown, NY

Courtesy of RAND COMMERCIAL
View 464 Union School Road Middletown, NY MLS# 974281
$850,000
3

Beds

3.0

Baths

4,090

Sq.Ft.

464 Union School Road

Middletown, NY

Courtesy of RE/MAX BENCHMARK REALTY GROUP
View 8 John Street Middletown, NY MLS# 974936
$799,000
7,449

Sq.Ft.

8 John Street

Middletown, NY

Courtesy of KELLER WILLIAMS REALTY
View TBD Kirbytown Road Middletown, NY MLS# 970130
$699,900
4

Beds

2.1

Baths

2,174

Sq.Ft.

TBD Kirbytown Road

Middletown, NY

Courtesy of REALTY PROMOTIONS INC
View 320 Highland Ave Ext. Extension Middletown, NY MLS# 966914
$674,900
4

Beds

2.1

Baths

2,360

Sq.Ft.

320 Highland Ave Ext. Extension

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 33 O'Brian Road Middletown, NY MLS# 957946
$650,000
3

Beds

2.2

Baths

2,320

Sq.Ft.

33 O'Brian Road

Middletown, NY

Courtesy of CORCORAN COUNTRY LIVING
View 238 S Centerville Road Middletown, NY MLS# 945800
  • Virtual Tour
1 of 30
$849,000
5

Beds

2.1

Baths

3,764

Sq.Ft.

238 S Centerville Road

Middletown, NY

Courtesy of BHG REAL ESTATE GREEN TEAM
View 235 Maples Road Middletown, NY MLS# 935644
$640,000
4

Beds

2.1

Baths

2,424

Sq.Ft.

235 Maples Road

Middletown, NY

Courtesy of VYLLA HOME

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

272

Estimated median home price

$450,000
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

Price Count
$0 - 100K 11
$100K - 200K 20
$200K - 300K 28
$300K - 400K 56
$400K - 500K 67
$500K - 600K 31
$600K - 700K 18
$700K - 800K 6
$800K - 900K 7
$900K - 1M 7
$1M - Max 21

Homes for Sale by Type in Middletown, NY

Property Type Count
Single Family 164
Townhouse 0
Condo 23
Commercial 36
Rental 113
Lots and Land 27
Condo/Town/CoOp 0
CoOp 0
Multi Family 15
Mobile Home 7
Farms 0

(Data as of 5/20/2026)

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.

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