View 151 Benson Hill Road Dover Plains, NY MLS# 20261892
$3,750,000
7

Beds

5.2

Baths

6,138

Sq.Ft.

151 Benson Hill Road

Dover Plains, NY

UlsterCountyNY
Courtesy of HOULIHAN LAWRENCE, INC.
View 37 Glen Avenue Dover Plains, NY MLS# 988819
  • Recently Listed
1 of 3
$450,000
5

Beds

3.0

Baths

3,318

Sq.Ft.

37 Glen Avenue

Dover Plains, NY

Courtesy of YOURHOMESOLD GUARANTEED REALTY
View 151 Benson Hill Road Dover Plains, NY MLS# 990563
  • Recently Listed
1 of 48
$3,750,000
7

Beds

5.2

Baths

6,138

Sq.Ft.

151 Benson Hill Road

Dover Plains, NY

Courtesy of HOULIHAN LAWRENCE INC.
The time to sell is now! THE TIME TO SELL IS NOW!
View 17 Plymouth Rock Road Dover Plains, NY MLS# 988329
  • Recently Listed
1 of 18
$185,000
2

Beds

1.0

Baths

768

Sq.Ft.

17 Plymouth Rock Road

Dover Plains, NY

Courtesy of HOULIHAN LAWRENCE INC.
View 17 Plymouth Rock Drive Dover Plains, NY MLS# 20261868
$185,000
2

Beds

1.0

Baths

768

Sq.Ft.

17 Plymouth Rock Drive

Dover Plains, NY

UlsterCountyNY
Courtesy of HOULIHAN LAWRENCE, INC.
View 95 Tinker Town Road Dover Plains, NY MLS# 988805
  • Recently Listed
1 of 49
$398,000
2

Beds

2.0

Baths

2,000

Sq.Ft.

95 Tinker Town Road

Dover Plains, NY

Courtesy of BHHS HUDSON VALLEY PROPERTIES
View 14-16 Glen Hill Dover Plains, NY MLS# 986001
  • Recently Listed
1 of 34
$299,000
5

Beds

2.0

Baths

2,100

Sq.Ft.

14-16 Glen Hill

Dover Plains, NY

Courtesy of COLDWELL BANKER REALTY
View 153 DOVE Drive Dover Plains, NY MLS# 979081
$189,900
2

Beds

2.0

Baths

1,232

Sq.Ft.

153 DOVE Drive

Dover Plains, NY

Courtesy of RICHARD A. RENNIA
View 447 Butts Hollow Road Dover Plains, NY MLS# 983328
$995,000
2

Beds

1.0

Baths

1,216

Sq.Ft.

447 Butts Hollow Road

Dover Plains, NY

Courtesy of COMPASS GREATER NY, LLC
View 360 Old State Route 22 Dover Plains, NY MLS# 981862
    1 of 46
    OPEN HOUSE: Sunday 5/3 1:00 PM - 3:00 PM
    $815,000
    4

    Beds

    4.0

    Baths

    2,234

    Sq.Ft.

    360 Old State Route 22

    Dover Plains, NY

    Courtesy of BHHS HUDSON VALLEY PROPERTIES
    View 840 Old State Route 22 Dover Plains, NY MLS# 976115
    $398,800
    3

    Beds

    2.0

    Baths

    1,852

    Sq.Ft.

    840 Old State Route 22

    Dover Plains, NY

    Courtesy of CORCORAN COUNTRY LIVING
    View 222 Highview Road Dover Plains, NY MLS# 961283
    $495,000
    3

    Beds

    2.0

    Baths

    1,592

    Sq.Ft.

    222 Highview Road

    Dover Plains, NY

    Courtesy of BHHS HUDSON VALLEY PROPERTIES
    View 163 Old State Route 22 Dover Plains, NY MLS# 961979
    $299,999
    2

    Beds

    2.0

    Baths

    1,440

    Sq.Ft.

    163 Old State Route 22

    Dover Plains, NY

    Courtesy of NEWMAN REALTY INC
    View 1190 Chestnut Ridge Road Dover Plains, NY MLS# 960010
    $13,500,000
    5

    Beds

    6.2

    Baths

    5,867

    Sq.Ft.

    1190 Chestnut Ridge Road

    Dover Plains, NY

    Courtesy of HOULIHAN LAWRENCE INC.
    View 3481 Route 22 Dover Plains, NY MLS# 956654
    $459,000
    3

    Beds

    3.0

    Baths

    40,511

    Sq.Ft.

    3481 Route 22

    Dover Plains, NY

    Courtesy of HAVENS REAL ESTATE
    View 3481 New York 22 Dover Plains, NY MLS# 20260386
    $459,500
    4

    Beds

    4.0

    Baths

    3,132

    Sq.Ft.

    3481 New York 22

    Dover Plains, NY

    UlsterCountyNY
    Courtesy of HAVENS REAL ESTATE
    View 14 Dover Furnace Road Dover Plains, NY MLS# 953466
    $389,000
    5

    Beds

    2.0

    Baths

    1,272

    Sq.Ft.

    14 Dover Furnace Road

    Dover Plains, NY

    Courtesy of COLDWELL BANKER REALTY
    View 503 Chestnut Ridge Road Dover Plains, NY MLS# 952905
    $548,000
    3

    Beds

    2.0

    Baths

    1,852

    Sq.Ft.

    503 Chestnut Ridge Road

    Dover Plains, NY

    Courtesy of HOWARD HANNA RAND REALTY
    View 703 Butts Hollow Road Dover Plains, NY MLS# 942641
    $319,999
    5

    Beds

    3.0

    Baths

    37,026

    Sq.Ft.

    703 Butts Hollow Road

    Dover Plains, NY

    Courtesy of NEWMAN REALTY INC
    View 105 Sand Hill Road Dover Plains, NY MLS# 20255533
    $450,000
    1

    Beds

    1.0

    Baths

    805

    Sq.Ft.

    105 Sand Hill Road

    Dover Plains, NY

    UlsterCountyNY
    Courtesy of HUDSON MODERN

    About Dover Plains

    Listings in Dover Plains, NY

    34

    Estimated median home price

    $398,400
    Dover Plains NY Homes for Sale & Properties

    Weichert Realtors is one of the nation's leading providers of Dover Plains, New York real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Dover Plains, NY.

    Homes for Sale by Price in Dover Plains, NY

    PriceCount
    $0 - 100K4
    $100K - 200K5
    $200K - 300K5
    $300K - 400K4
    $400K - 500K6
    $500K - 600K1
    $600K - 700K0
    $700K - 800K0
    $800K - 900K1
    $900K - 1M1
    $1M - Max7

    Homes for Sale by Type in Dover Plains, NY

    Property TypeCount
    Single Family21
    Townhouse0
    Condo0
    Commercial0
    Rental2
    Lots and Land8
    Condo/Town/CoOp0
    CoOp0
    Multi Family5
    Mobile Home0
    Farms0

    (Data as of 5/1/2026)

    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.