Dutchess New York Homes for Sale

1,368 total properties
View 45 Hitchcock Lane Millbrook, NY MLS# H6314256
  • Virtual Tour
1 of 31
$65,000,000
10

Beds

6.2

Baths

14,706

Sq.Ft.

45 Hitchcock Lane

Millbrook, NY

Courtesy of WILLIAM PITT SOTHEBYS INT RLTY
View 104 North Garden Drive Pawling, NY MLS# 936279
  • Recently Listed
1 of 46
$39,000,000
9

Beds

9.6

Baths

55,000

Sq.Ft.

104 North Garden Drive

Pawling, NY

Courtesy of JULIA B FEE SOTHEBYS INT. RLTY
View Woodward Hill,Stissng Mount, Hicks Hill, Route 199 Pine Plains, NY MLS# H6332462
$36,000,000
Studio

Beds

0.0

Baths

84,767,760

Sq.Ft.

Woodward Hill,Stissng Mount, Hicks Hill, Route 199

Pine Plains, NY

Courtesy of HAVENS REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 0 Woodward Hill, Hicks Hill, Roads Pine Plains, NY MLS# 154919
$36,000,000
Studio

Beds

0.0

Baths

0 Woodward Hill, Hicks Hill, Roads

Pine Plains, NY

UlsterCountyNY
Courtesy of HAVENS REAL ESTATE
View 309 Woodstock Road Millbrook, NY MLS# 20252447
$19,995,000
7

Beds

7.2

Baths

12,659

Sq.Ft.

309 Woodstock Road

Millbrook, NY

UlsterCountyNY
Courtesy of CORCORAN COUNTRY LIVING
View 461 Silvernails Road Pine Plains, NY MLS# 805419
$18,750,000
11

Beds

7.1

Baths

7,500

Sq.Ft.

461 Silvernails Road

Pine Plains, NY

Courtesy of COMPASS GREATER NY, LLC
View 129 West Meadow Lane Millbrook, NY MLS# 851339
$12,500,000
5

Beds

6.1

Baths

6,054

Sq.Ft.

129 West Meadow Lane

Millbrook, NY

Courtesy of COMPASS GREATER NY, LLC
View 121-125 Butts Hollow Road Millbrook, NY MLS# 914950
$11,995,000
9

Beds

9.1

Baths

13,737

Sq.Ft.

121-125 Butts Hollow Road

Millbrook, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 121 Butts Hollow Road Millbrook, NY MLS# 24140459
$11,995,000
9

Beds

9.1

Baths

13,737

Sq.Ft.

121 Butts Hollow Road

Millbrook, NY

View 147 Moadock Road Millerton, NY MLS# 20252883
$11,750,000
5

Beds

6.0

Baths

9,684

Sq.Ft.

147 Moadock Road

Millerton, NY

UlsterCountyNY
Courtesy of CORCORAN COUNTRY LIVING - MILL
View 147 Moadock Road Millerton, NY MLS# 880371
$11,750,000
5

Beds

6.0

Baths

9,684

Sq.Ft.

147 Moadock Road

Millerton, NY

Courtesy of CORCORAN COUNTRY LIVING
View 46 Ledgerock Lane Hyde Park, NY MLS# 810504
  • Virtual Tour
1 of 35
$11,250,000
5

Beds

7.1

Baths

14,800

Sq.Ft.

46 Ledgerock Lane

Hyde Park, NY

Courtesy of CORCORAN COUNTRY LIVING
View 46 Ledgerock Lane Hyde Park, NY MLS# 20250078
$11,250,000
5

Beds

7.1

Baths

14,800

Sq.Ft.

46 Ledgerock Lane

Hyde Park, NY

UlsterCountyNY
Courtesy of CORCORAN COUNTRY LIVING
View 40 Morton Road Rhinebeck, NY MLS# 915710
$11,200,000
8

Beds

4.2

Baths

8,280

Sq.Ft.

40 Morton Road

Rhinebeck, NY

Courtesy of HOULIHAN LAWRENCE INC.
View 40 Morton Rhinebeck, NY MLS# 20254565
$11,200,000
6

Beds

6.1

Baths

8,280

Sq.Ft.

40 Morton

Rhinebeck, NY

UlsterCountyNY
Courtesy of HOULIHAN LAWRENCE, INC.
View 225 Route 22 Pawling, NY MLS# H6215066
  • Virtual Tour
1 of 33
$9,750,000
Studio

Beds

0.0

Baths

24,321,726

Sq.Ft.

225 Route 22

Pawling, NY

Courtesy of HOULIHAN LAWRENCE INC.
View 225 Route 22 Pawling, NY MLS# H6215756
  • Virtual Tour
1 of 33
$9,750,000
4,800

Sq.Ft.

225 Route 22

Pawling, NY

Courtesy of HOULIHAN LAWRENCE INC.
View 225 Route 22 Pawling, NY MLS# 170530107
  • Virtual Tour
1 of 33
$9,750,000
Studio

Beds

0.0

Baths

225 Route 22

Pawling, NY

View 225 Route 22 Pawling, NY MLS# 170530136
  • Virtual Tour
1 of 33
$9,750,000
4,800

Sq.Ft.

225 Route 22

Pawling, NY

View 33 Firehouse Lane Red Hook, NY MLS# H6304822
$9,500,000
68,400

Sq.Ft.

33 Firehouse Lane

Red Hook, NY

Courtesy of LEGRAND REAL ESTATE, INC.

Information deemed reliable but not guaranteed.

The data relating to real estate on this web site comes in part from the Internet Data Exchange (IDX) Program of NYSAMLS. Real estate listings held by firms other than Weichert Realtors are marked with the IDX logo and detailed information about them includes the Listing Brokers Firm Name.

All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither the listing broker(s) nor Weichert Realtors shall be responsible for any typographical errors, misinformation, misprints, and shall be held totally harmless. Copyright 2026 All rights reserved.

Fair Housing Notice (FHN)-https://www.dos.ny.gov/licensing/docs/FairHousingNotice_new.pdf

Data is updated as of 1/14/2026.

The data relating to real estate for sale on this web site comes in part from The Internet Data Exchange Program of ©2026 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 1/14/2026.

Listing information has been assembled from various sources of varying degrees of reliability. Any information critical to a buying decision should be independently verified.

Information on this this page is provided by the Smart Multiple Listing Service, Inc. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Any use of search facilities of data on the site other than by consumers looking to purchase real estate is prohibited.

© Copyright 2026 Smart Multiple Listing Service, Inc.

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.

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