Dutchess New York Homes for Sale

1,489 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 N Garden Drive Pawling, NY MLS# 936279
$39,000,000
9

Beds

9.6

Baths

55,000

Sq.Ft.

104 N 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 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 15 Kirby Hill Road Pawling, NY MLS# 965662
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1 of 37
$14,995,000
4

Beds

3.1

Baths

3,942

Sq.Ft.

15 Kirby Hill Road

Pawling, NY

Courtesy of MCGRATH 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 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 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
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1 of 37
$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 121-125 Butts Hollow Road Millbrook, NY MLS# 914950
$10,995,000
9

Beds

9.1

Baths

13,737

Sq.Ft.

121-125 Butts Hollow Road

Millbrook, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 121-125 Butts Hollow Road Millbrook, NY MLS# 24140459
$10,995,000
9

Beds

9.1

Baths

13,737

Sq.Ft.

121-125 Butts Hollow Road

Millbrook, NY

View 225 Route 22 Pawling, NY MLS# H6215066
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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

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 ©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 4/27/2026.

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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.

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