Dutchess County NY Real Estate

  

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Dutchess County NY Towns & Communities
 

Dutchess County NY is known for its rural beauty and its lack of commercial strips. The towns and villages of Dutchess county are both agrarian and sophisticated. While Dutchess County does not have significant elevations, it does have plenty of opportunities to get outside in some stunning terrain. Dutchess County towns include Rhinebeck, Red Hook, pretty Pine Plains and Poughkeepsie. Farmhouses and historic buildings abound in Dutchess County - if you're looking for a historic home or an equestrian property, Dutchess County is a good place to start your home search. Our Dutchess County Real Estate Agents love helping potential transplants and locals alike find the perfect place for them in this lovely county on the east side of the Hudson.
 
Explore Dutchess County Real Estate - Dutchess County was once home to some of this country's greatest historical figures. Today, its bucolic landscape still attracts NYC escapees just as it once attracted robber barons and presidents. Dutchess County properties run the gamut from adorable colonial cottages in Rhinebeck to equestrian estates and mansions on the Hudson. Ready to list your Dutchess County property for sale? Click below learn about our seller services and to tell us about your property and connect with one of our Dutchess County specialists.

 

Seller Services For Dutchess County Homeowners

 

Towns of Dutchess County

 

 


 

Homes For Sale Dutchess County NY

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
104 North Garden Drive, Pawling
  • Residential
  • 9 Beds
  • 15 Baths
  • 55,000 SqFt

104 North Garden Drive, Pawling

$39,000,000
Woodward Hill, Hicks Hill, Roads, Pine Plains
  • Land
  • 0 Beds
  • 0 Baths
  • 0 SqFt

Woodward Hill, Hicks Hill, Roads, Pine Plains

$36,000,000
Woodward Hill,stissng Mount, Hicks Hill, Route 199, Pine Plains
  • Land
  • 0 Beds
  • 0 Baths
  • 0 SqFt

Woodward Hill,stissng Mount, Hicks Hill, Route 199, Pine Plains

$36,000,000
309 Woodstock Road, Millbrook
  • Residential
  • 7 Beds
  • 8 Baths
  • 12,659 SqFt

309 Woodstock Road, Millbrook

$19,995,000
Sale Pending
461 Silvernails Road, Pine Plains
  • Residential
  • 11 Beds
  • 8 Baths
  • 7,500 SqFt

461 Silvernails Road, Pine Plains

$18,750,000 ↓ $3,750,000
15 Kirby Hill Road, Pawling
  • Residential
  • 4 Beds
  • 4 Baths
  • 3,942 SqFt

15 Kirby Hill Road, Pawling

$14,995,000
1190 Chestnut Ridge Road, Dover Plains
  • Residential
  • 5 Beds
  • 8 Baths
  • 5,867 SqFt

1190 Chestnut Ridge Road, Dover Plains

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

129 West Meadow Lane, Millbrook

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

147 Moadock Road, Millerton

$11,750,000
46 Ledgerock Lane, Hyde Park
  • Residential
  • 5 Beds
  • 7.5 Baths
  • 14,800 SqFt

46 Ledgerock Lane, Hyde Park

$11,250,000
40 Morton, Rhinebeck
  • Residential
  • 6 Beds
  • 6.5 Baths
  • 8,280 SqFt

40 Morton, Rhinebeck

$11,200,000

  


 

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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 March 10th, 2026 at 8:30am EDT.

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 March 10th, 2026 at 8:35am EDT.