Dutchess County New York Homes For Sale, Over $1,000,000

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
45 Hitchcock Lane, Millbrook
  • Residential
  • 10 Beds
  • 8 Baths
  • 14,706 SqFt

45 Hitchcock Lane, Millbrook

$65,000,000
Hudson Gateway MLS Logo
104 North Garden Drive, Pawling
  • Residential
  • 9 Beds
  • 15 Baths
  • 55,000 SqFt

104 North Garden Drive, Pawling

$39,000,000
Hudson Gateway MLS Logo
309 Woodstock Road, Millbrook
  • Residential
  • 7 Beds
  • 8 Baths
  • 12,659 SqFt

309 Woodstock Road, Millbrook

$19,995,000
Ulster County Board of Realtors Logo
New
1190 Chestnut Ridge Road, Dover Plains
  • Residential
  • 5 Beds
  • 8 Baths
  • 5,867 SqFt

1190 Chestnut Ridge Road, Dover Plains

$13,500,000
Hudson Gateway MLS Logo
129 West Meadow Lane, Millbrook
  • Residential
  • 5 Beds
  • 7 Baths
  • 6,054 SqFt

129 West Meadow Lane, Millbrook

$12,500,000
Hudson Gateway MLS Logo
147 Moadock Road, Millerton
  • Residential
  • 5 Beds
  • 6 Baths
  • 9,684 SqFt

147 Moadock Road, Millerton

$11,750,000
Ulster County Board of Realtors Logo
46 Ledgerock Lane, Hyde Park
  • Residential
  • 5 Beds
  • 7.5 Baths
  • 14,800 SqFt

46 Ledgerock Lane, Hyde Park

$11,250,000
Ulster County Board of Realtors Logo
40 Morton, Rhinebeck
  • Residential
  • 6 Beds
  • 6.5 Baths
  • 8,280 SqFt

40 Morton, Rhinebeck

$11,200,000
Ulster County Board of Realtors Logo
121-125 Butts Hollow Road, Millbrook
  • Residential
  • 9 Beds
  • 10 Baths
  • 13,737 SqFt

121-125 Butts Hollow Road, Millbrook

$10,995,000 ↓ $1,000,000
Hudson Gateway MLS Logo
10 Old Route 9, Hyde Park
  • Residential
  • 25 Beds
  • 25 Baths
  • 12,437 SqFt

10 Old Route 9, Hyde Park

$9,500,000
Hudson Gateway MLS Logo
292 Wood Duck Road, Amenia
  • Residential
  • 5 Beds
  • 7 Baths
  • 5,175 SqFt

292 Wood Duck Road, Amenia

$8,900,000
Hudson Gateway MLS Logo
Sale Pending
155 Woody Row Road, Red Hook
  • Residential
  • 4 Beds
  • 6 Baths
  • 8,430 SqFt

155 Woody Row Road, Red Hook

$8,250,000
Hudson Gateway MLS Logo

Hudson Gateway MLS LogoINFORMATION COPYRIGHT 2022, ONEKEY™ MLS. ALL RIGHTS RESERVED. 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. THE DATA RELATING TO REAL ESTATE FOR SALE ON THIS WEBSITE COMES IN PART FROM THE IDX PROGRAM OF ONEKEY® MLS

Listing information last updated on February 11th, 2026 at 10:45pm EST.

Ulster County Board of Realtors LogoTHE DATA RELATING TO REAL ESTATE ON THIS WEBSITE COMES IN PART FROM THE IDX OF THE MULTIPLE LISTING SERVICE OF ULSTER COUNTY, INC. REAL ESTATE LISTINGS HELD BY BROKERAGE FIRMS OTHER THAN Coldwell Banker Village Green Realty ARE MARKED WITH IDX LOGO AND THE DETAILED INFORMATION ABOUT THEM INCLUDES THE NAME OF THE LISTING BROKER.

COPYRIGHT © 2026 BY THE MULTIPLE LISTING SERVICE OF ULSTER COUNTY, INC. ALL RIGHTS RESERVED.

ALL INFORMATION PROVIDED IS DEEMED RELIABLE BUT IS NOT GUARANTEED AND SHOULD BE INDEPENDENTLY VERIFIED. 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 CONSUMERS MAY BE INTERESTED IN PURCHASING.

Columbia Greene Northern Dutchess MLS Logo 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 CONSUMERS MAY BE INTERESTED IN PURCHASING.

Listing information last updated on February 11th, 2026 at 10:50pm EST.