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 189 Freedom Road Pleasant Valley, NY MLS# 865121
$2,195,000
4

Beds

4.1

Baths

6,452

Sq.Ft.

189 Freedom Road

Pleasant Valley, NY

Courtesy of HOULIHAN LAWRENCE INC.
View 11 Brown Road Pleasant Valley, NY MLS# 886347
  • Virtual Tour
1 of 26
$1,600,000
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# 868763
$1,395,000
3

Beds

2.1

Baths

2,820

Sq.Ft.

101 Drake Road

Pleasant Valley, NY

Courtesy of CORCORAN COUNTRY LIVING
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 37 Patricia Drive Pleasant Valley, NY MLS# 824275
$1,099,000
4

Beds

4.1

Baths

6,085

Sq.Ft.

37 Patricia Drive

Pleasant Valley, NY

Courtesy of SERHANT LLC
View 27 Gallagher Lane Pleasant Valley, NY MLS# 926773
$1,095,000
4

Beds

3.1

Baths

3,888

Sq.Ft.

27 Gallagher Lane

Pleasant Valley, NY

Courtesy of WILLIAM PITT SOTHEBYS INT RLTY
View 79 Frost Hill Road Pleasant Valley, NY MLS# 910575
$995,000
4

Beds

3.1

Baths

3,008

Sq.Ft.

79 Frost Hill Road

Pleasant Valley, NY

Courtesy of KW MIDHUDSON
View 1-7 West Road Pleasant Valley, NY MLS# 873874
$929,000
4,942

Sq.Ft.

1-7 West Road

Pleasant Valley, NY

Courtesy of HOULIHAN LAWRENCE INC.
View 69 Brown Road Pleasant Valley, NY MLS# 902702
$845,000
3

Beds

3.1

Baths

2,567

Sq.Ft.

69 Brown Road

Pleasant Valley, NY

Courtesy of GEORGE T WHALEN REAL ESTATE
View 82 Thornhill Drive Pleasant Valley, NY MLS# 899494
$799,000
6

Beds

4.1

Baths

3,974

Sq.Ft.

82 Thornhill Drive

Pleasant Valley, NY

Courtesy of HANSON REAL ESTATE PARTNERS
View 2551 Route 44 Pleasant Valley, NY MLS# 873516
$750,000
1,350

Sq.Ft.

2551 Route 44

Pleasant Valley, NY

Courtesy of HOULIHAN LAWRENCE INC.
View 267 Smith Road Pleasant Valley, NY MLS# 917069
$750,000
3

Beds

2.0

Baths

3,044

Sq.Ft.

267 Smith Road

Pleasant Valley, NY

Courtesy of VYLLA HOME
View 62 Freedom Road Pleasant Valley, NY MLS# 862419
$749,000
4

Beds

3.1

Baths

3,200

Sq.Ft.

62 Freedom Road

Pleasant Valley, NY

Courtesy of CENTURY 21 ALLIANCE RLTY GROUP
View 1380 Route 44 Pleasant Valley, NY MLS# 860872
$725,000
6,478

Sq.Ft.

1380 Route 44

Pleasant Valley, NY

Courtesy of SERHANT LLC
View 2 English Way Pleasant Valley, NY MLS# 924564
$675,000
3

Beds

2.1

Baths

2,636

Sq.Ft.

2 English Way

Pleasant Valley, NY

Courtesy of BHHS HUDSON VALLEY PROPERTIES
View 303 Freedom Road Pleasant Valley, NY MLS# 902533
$650,000
4

Beds

2.2

Baths

4,160

Sq.Ft.

303 Freedom Road

Pleasant Valley, NY

Courtesy of BHHS HUDSON VALLEY PROPERTIES
View 145 Drake Road Pleasant Valley, NY MLS# 935234
$650,000
2

Beds

1.1

Baths

1,368

Sq.Ft.

145 Drake Road

Pleasant Valley, NY

Courtesy of GEORGE T WHALEN REAL ESTATE

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

62

Estimated median home price

$477,000
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 - 200K4
$200K - 300K11
$300K - 400K5
$400K - 500K12
$500K - 600K2
$600K - 700K7
$700K - 800K5
$800K - 900K1
$900K - 1M2
$1M - Max9

Homes for Sale by Type in Pleasant Valley, NY

Property TypeCount
Single Family43
Townhouse0
Condo0
Commercial7
Rental8
Lots and Land10
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 12/9/2025)

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 ©2025 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 12/9/2025.

All information provided is deemed reliable but is not guaranteed and should be independently verified.

Copyright 2025 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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