View 2042 Route 44 2038 Pleasant Valley, NY MLS# 934332
$4,250,000
14,350

Sq.Ft.

2042 Route 44 2038

Pleasant Valley, NY

Courtesy of BERKSHIRE HATHAWAY
View 165 Drake Road Pleasant Valley, NY MLS# 854856
$2,995,000
4

Beds

5.2

Baths

6,412

Sq.Ft.

165 Drake Road

Pleasant Valley, NY

Courtesy of CORCORAN COUNTRY LIVING
View 165 Drake Road Pleasant Valley, NY MLS# 156797
$2,995,000
4

Beds

5.2

Baths

6,412

Sq.Ft.

165 Drake Road

Pleasant Valley, NY

UlsterCountyNY
Courtesy of CORCORAN COUNTRY LIVING
The time to sell is now! THE TIME TO SELL IS NOW!
View 1611 Main Street Pleasant Valley, NY MLS# 824441
$1,775,000
11,093

Sq.Ft.

1611 Main Street

Pleasant Valley, NY

Courtesy of CLARKE REALTY & ASSOCIATES LLC
View 11 Brown Road Pleasant Valley, NY MLS# 886347
  • Virtual Tour
1 of 26
$1,750,000
6

Beds

3.1

Baths

4,248

Sq.Ft.

11 Brown Road

Pleasant Valley, NY

Courtesy of SKYLER REALTY LLC
View 101 Drake Road Pleasant Valley, NY MLS# 951502
    1 of 43
    OPEN HOUSE: Saturday 4/18 12:00 PM - 2:00 PM
    $1,375,000
    3

    Beds

    2.1

    Baths

    2,820

    Sq.Ft.

    101 Drake Road

    Pleasant Valley, NY

    Courtesy of SERHANT LLC
    View Gretna Road Pleasant Valley, NY MLS# 852505
    $1,300,000
    Studio

    Beds

    0.0

    Baths

    3,934,339

    Sq.Ft.

    Gretna Road

    Pleasant Valley, NY

    Courtesy of RBR REAL ESTATE SOLUTIONS LLC
    View 2010 Salt Point Turnpike Pleasant Valley, NY MLS# 976894
    $1,200,000
    Studio

    Beds

    0.0

    Baths

    5,401,440

    Sq.Ft.

    2010 Salt Point Turnpike

    Pleasant Valley, NY

    Courtesy of BARNS AND FARMS REALTY LLC
    View 27 Gallagher Lane Pleasant Valley, NY MLS# 926773
    $995,000
    4

    Beds

    3.1

    Baths

    3,888

    Sq.Ft.

    27 Gallagher Lane

    Pleasant Valley, NY

    Courtesy of WILLIAM PITT SOTHEBYS INT RLTY
    View 1-7 West Road Pleasant Valley, NY MLS# 873874
    $915,000
    4,942

    Sq.Ft.

    1-7 West Road

    Pleasant Valley, NY

    Courtesy of HOULIHAN LAWRENCE INC.
    View 991 Freedom Road Pleasant Valley, NY MLS# 967871
    $895,000
    4

    Beds

    2.1

    Baths

    3,011

    Sq.Ft.

    991 Freedom Road

    Pleasant Valley, NY

    Courtesy of KW MIDHUDSON
    View 949 Freedom Road Pleasant Valley, NY MLS# 985432
    • Recently Listed with Virtual Tour
    1 of 50
    $829,900
    6

    Beds

    4.0

    Baths

    949 Freedom Road

    Pleasant Valley, NY

    Courtesy of HOULIHAN LAWRENCE INC.
    View 989 Freedom road Pleasant Valley, NY MLS# 967826
    $759,000
    4

    Beds

    2.1

    Baths

    2,434

    Sq.Ft.

    989 Freedom road

    Pleasant Valley, NY

    Courtesy of KW MIDHUDSON
    View 21 Straub Drive Pleasant Valley, NY MLS# 965300
    $749,000
    4

    Beds

    3.1

    Baths

    3,400

    Sq.Ft.

    21 Straub Drive

    Pleasant Valley, NY

    Courtesy of REDFIN REAL ESTATE
    View 1380 Route 44 Pleasant Valley, NY MLS# 966628
    $700,000
    6,478

    Sq.Ft.

    1380 Route 44

    Pleasant Valley, NY

    Courtesy of BHHS HUDSON VALLEY PROPERTIES
    View 15 Rock Cut Lane Pleasant Valley, NY MLS# 980908
    • Recently Listed
    1 of 34
    OPEN HOUSE: Saturday 4/18 12:00 PM - 2:00 PM
    $669,000
    4

    Beds

    2.0

    Baths

    3,346

    Sq.Ft.

    15 Rock Cut Lane

    Pleasant Valley, NY

    Courtesy of CLARKE REALTY & ASSOCIATES LLC
    View 303 Freedom Road Pleasant Valley, NY MLS# 963768
    $650,000
    4

    Beds

    2.2

    Baths

    4,160

    Sq.Ft.

    303 Freedom Road

    Pleasant Valley, NY

    Courtesy of BHHS HUDSON VALLEY PROPERTIES
    View 686 Traver Road Pleasant Valley, NY MLS# 934760
    $639,000
    3

    Beds

    3.0

    Baths

    2,688

    Sq.Ft.

    686 Traver Road

    Pleasant Valley, NY

    Courtesy of RE/MAX ACE REALTY
    View 89 Birch Drive Pleasant Valley, NY MLS# 875200
    $584,500
    4

    Beds

    3.0

    Baths

    2,600

    Sq.Ft.

    89 Birch Drive

    Pleasant Valley, NY

    Courtesy of HOMESMART HOMES & ESTATES
    View 191 Forest Valley Road Pleasant Valley, NY MLS# 966521
    $574,900
    4

    Beds

    2.1

    Baths

    2,156

    Sq.Ft.

    191 Forest Valley Road

    Pleasant Valley, NY

    Courtesy of BHHS HUDSON VALLEY PROPERTIES

    About Pleasant Valley

    Located in the west-central portion of the county, Pleasant Valley includes the villages of Pleasant Valley and Salt Point.  Originally settled by Quakers, local dairies and fruit farms are still active industries.  Wappingers Creek still provides excellent fishing and scenic beauty, but for many decades its rushing waters were used for Pleasant Valley Mills.  In more recent years, modern retail and professional centers have sprung up along Route 44, harmonizing with major housing developments in nearly every corner of the town.  The choices range from single-family residences in a wide range of styles and prices to multi-family developments.  The recreational amenities include sports fields and courts, fishing, supervised programs for all ages, tennis courts, and nearby golf courses. One of the major highlights in this area is Innisfree Gardens, providing walks through natural beauty that is architecturally inspired.

    Listings in Pleasant Valley, NY

    41

    Estimated median home price

    $539,900
    Pleasant Valley NY Homes for Sale & Properties

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

    Homes for Sale by Price in Pleasant Valley, NY

    PriceCount
    $0 - 100K4
    $100K - 200K2
    $200K - 300K2
    $300K - 400K4
    $400K - 500K8
    $500K - 600K3
    $600K - 700K4
    $700K - 800K2
    $800K - 900K2
    $900K - 1M2
    $1M - Max8

    Homes for Sale by Type in Pleasant Valley, NY

    Property TypeCount
    Single Family27
    Townhouse0
    Condo0
    Commercial7
    Rental8
    Lots and Land6
    Condo/Town/CoOp0
    CoOp0
    Multi Family1
    Mobile Home0
    Farms0

    (Data as of 4/17/2026)

    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.