Dutchess County NY

Dutchess County NY Real Estate Listings
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
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
Hudson Gateway MLS Logo
Woodward Hill, Hicks Hill, Roads, Pine Plains
  • Land
  • 0 Beds
  • 0 Baths
  • 0 SqFt

Woodward Hill, Hicks Hill, Roads, Pine Plains

$36,000,000
Ulster County Board of Realtors 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
461 Silvernails Road, Pine Plains
  • Residential
  • 11 Beds
  • 8 Baths
  • 7,500 SqFt

461 Silvernails Road, Pine Plains

$18,750,000 ↓ $3,750,000
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
Hudson Gateway MLS Logo
Sale Pending
118 Finkle Road, ANCRAMDALE
  • Residential
  • 5 Beds
  • 4 Baths
  • 6,340 SqFt

118 Finkle Road, ANCRAMDALE

$10,850,000
Hudson Gateway MLS Logo
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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
225 Route 22, Pawling
  • Land
  • 0 Beds
  • 0 Baths
  • 0 SqFt

225 Route 22, Pawling

$9,750,000 ↓ $1,250,000
Hudson Gateway MLS Logo
225 Route 22, Pawling
  • Commercial Sale
  • 0 Beds
  • 0 Baths
  • 4,800 SqFt

225 Route 22, Pawling

$9,750,000 ↓ $1,250,000
Hudson Gateway MLS Logo
33 Firehouse Lane, Red Hook
  • Commercial Sale
  • 0 Beds
  • 0 Baths
  • 68,400 SqFt

33 Firehouse Lane, Red Hook

$9,500,000 ↓ $1,000,000
Hudson Gateway MLS Logo
367 Prospect Hill Road, Pine Plains
  • Residential
  • 6 Beds
  • 8 Baths
  • 12,418 SqFt

367 Prospect Hill Road, Pine Plains

$8,475,000
Hudson Gateway MLS Logo
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
1297 Route 343, Dover Plains
  • Land
  • 0 Beds
  • 0 Baths
  • 0 SqFt

1297 Route 343, Dover Plains

$7,900,000
Hudson Gateway MLS Logo
New
151 Rowe Road, Red Hook
  • Residential
  • 3 Beds
  • 5 Baths
  • 6,216 SqFt

151 Rowe Road, Red Hook

$6,995,000
Hudson Gateway MLS Logo
200 Cardinal Road, Hyde Park
  • Commercial Sale
  • 0 Beds
  • 0 Baths
  • 88,876 SqFt

200 Cardinal Road, Hyde Park

$5,900,000 ↓ $1,600,000
Hudson Gateway MLS Logo
3585 Route 82, Millbrook
  • Residential
  • 4 Beds
  • 6 Baths
  • 6,244 SqFt

3585 Route 82, Millbrook

$5,500,000
Hudson Gateway MLS Logo
20 Smithfield Way, Amenia
  • Residential
  • 7 Beds
  • 5 Baths
  • 6,019 SqFt

20 Smithfield Way, Amenia

$5,500,000 ↓ $1,495,000
Hudson Gateway MLS Logo
300 Beekman Poughquag Road # 2, Poughquag
  • Commercial Sale
  • 0 Beds
  • 0 Baths
  • 6,340 SqFt

300 Beekman Poughquag Road # 2, Poughquag

$5,000,000
Hudson Gateway MLS Logo
3362 Route 199, Pine Plains
  • Residential
  • 3 Beds
  • 2 Baths
  • 5,000 SqFt

3362 Route 199, Pine Plains

$4,950,000
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 January 16th, 2026 at 2:01pm EST.

Listing information last updated on January 16th, 2026 at 2:05pm 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.