View 16 Houston Ext Avenue Middletown, NY MLS# 1006867
$550,000
4

Beds

2.1

Baths

2,069

Sq.Ft.

16 Houston Ext Avenue

Middletown, NY

Courtesy of HOWARD HANNA RAND REALTY
View 20 John Street Middletown, NY MLS# 1003208
  • Recently Listed
1 of 19
$575,000
3

Beds

3.0

Baths

5,157

Sq.Ft.

20 John Street

Middletown, NY

Courtesy of KELLER WILLIAMS HUDSON VALLEY
View 25 Mill Street Middletown, NY MLS# 1001186
  • Recently Listed
1 of 9
$399,900
4

Beds

2.0

Baths

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 8 Roberts Street Middletown, NY MLS# 998312
    1 of 9
    OPEN HOUSE: Sunday 6/7 2:00 PM - 4:00 PM
    $460,000
    5

    Beds

    2.0

    Baths

    2,132

    Sq.Ft.

    8 Roberts Street

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 13 Benton Avenue Middletown, NY MLS# 998257
    $450,000
    1,450

    Sq.Ft.

    13 Benton Avenue

    Middletown, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 8 Grant Street Middletown, NY MLS# 983082
    $210,000
    3

    Beds

    1.1

    Baths

    1,320

    Sq.Ft.

    8 Grant Street

    Middletown, NY

    Courtesy of RISING STAR REALTY
    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 24 E Main Street Middletown, NY MLS# 963920
    $170,000
    5,653

    Sq.Ft.

    24 E Main Street

    Middletown, NY

    Courtesy of HOMESMART HOMES & ESTATES
    View 138-1/2 Linden Avenue Middletown, NY MLS# 961697
    $26,000
    Studio

    Beds

    0.0

    Baths

    1,392

    Sq.Ft.

    138-1/2 Linden Avenue

    Middletown, NY

    Courtesy of DONNA RUFFINO REALTY CORP
    View 22 East Main Street Middletown, NY MLS# 954848
    $39,900

    22 East Main Street

    Middletown, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 25 Mill Street Middletown, NY MLS# 954396
    $399,900
    1,472

    Sq.Ft.

    25 Mill Street

    Middletown, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 104 North Street Middletown, NY MLS# 947750
    $2,555,000
    11,750

    Sq.Ft.

    104 North Street

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 39 W Main Street Middletown, NY MLS# 928638
    $1,360,000
    4,533

    Sq.Ft.

    39 W Main Street

    Middletown, NY

    Courtesy of I REALTY LLC
    View 12-14 Union Street Middletown, NY MLS# 921611
    $300,000
    15,299

    Sq.Ft.

    12-14 Union Street

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 8 Franklin Street 4 Middletown, NY MLS# 921619
    $600,000
    10,763

    Sq.Ft.

    8 Franklin Street 4

    Middletown, NY

    Courtesy of KELLER WILLIAMS HUDSON VALLEY
    View 14-20 Cottage Street Middletown, NY MLS# 906087
    $3,500,000
    42,392

    Sq.Ft.

    14-20 Cottage Street

    Middletown, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 22 Cottage Street Middletown, NY MLS# 906495
    $3,000,000
    23,400

    Sq.Ft.

    22 Cottage Street

    Middletown, NY

    Courtesy of KELLER WILLIAMS REALTY
    View 24 John Street Middletown, NY MLS# 874957
    • Virtual Tour
    1 of 46
    $399,000
    4,147

    Sq.Ft.

    24 John Street

    Middletown, NY

    Courtesy of GREEN TEAM COMMERCIAL

    About Downtown

    Listings in Downtown, Middletown, NY

    18

    Estimated median home price

    $455,000
    Downtown, Middletown Real Estate

    Search Downtown, New York Real Estate Listings & New Homes for Sale in Downtown, NY. Find Downtown Houses, Townhouses, Condos, & Properties for Sale at Weichert.com

    Homes for Sale by Price in Downtown, Middletown, NY

    PriceCount
    $0 - 100K2
    $100K - 200K1
    $200K - 300K2
    $300K - 400K3
    $400K - 500K2
    $500K - 600K3
    $600K - 700K0
    $700K - 800K1
    $800K - 900K0
    $900K - 1M0
    $1M - Max4

    Homes for Sale by Type in Downtown, Middletown, NY

    Property TypeCount
    Single Family2
    Townhouse0
    Condo0
    Commercial12
    Rental20
    Lots and Land1
    Condo/Town/CoOp0
    CoOp0
    Multi Family3
    Mobile Home0
    Farms0

    (Data as of 6/5/2026)

    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.