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
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
Hudson Gateway MLS 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
Next
View All & Refine Results Next

Homes For Sale Dutchess County NY, $400,000 - $500,000

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
New
222 Highview Road, Dover Plains
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,592 SqFt

222 Highview Road, Dover Plains

$495,000
Hudson Gateway MLS Logo
173 N Grand Avenue, Poughkeepsie
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,660 SqFt

173 N Grand Avenue, Poughkeepsie

$478,000
Hudson Gateway MLS Logo
New
113 Dog Tail Corners Road, Wingdale
  • Residential
  • 3 Beds
  • 1 Baths
  • 1,012 SqFt

113 Dog Tail Corners Road, Wingdale

$425,000
Hudson Gateway MLS Logo
New
310 Bridgeview Drive, Poughkeepsie
  • Residential
  • 2 Beds
  • 3 Baths
  • 1,688 SqFt

310 Bridgeview Drive, Poughkeepsie

$499,999
Hudson Gateway MLS Logo
Sale Pending
43 Spruce Ridge Drive, Fishkill
  • Residential
  • 2 Beds
  • 2 Baths
  • 1,572 SqFt

43 Spruce Ridge Drive, Fishkill

$415,000
Hudson Gateway MLS Logo
New
42 W Cedar Street, Poughkeepsie
  • Residential
  • 4 Beds
  • 2 Baths
  • 1,568 SqFt

42 W Cedar Street, Poughkeepsie

$449,000
Hudson Gateway MLS Logo
New
535 Creek Road, Poughkeepsie
  • Residential
  • 3 Beds
  • 3 Baths
  • 2,192 SqFt

535 Creek Road, Poughkeepsie

$499,900
Hudson Gateway MLS Logo
Sale Pending
27 Liberty Street, Chelsea
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,504 SqFt

27 Liberty Street, Chelsea

$475,000
Hudson Gateway MLS Logo
Sale Pending
202 Second Road, Wappingers Falls
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,456 SqFt

202 Second Road, Wappingers Falls

$430,000
Hudson Gateway MLS Logo
New
4 Beachway Drive, Holmes
  • Residential
  • 2 Beds
  • 1 Baths
  • 1,130 SqFt

4 Beachway Drive, Holmes

$425,000
Hudson Gateway MLS Logo
New
35 Wood Street, Poughkeepsie
  • Residential
  • 3 Beds
  • 3 Baths
  • 1,920 SqFt

35 Wood Street, Poughkeepsie

$439,000
Hudson Gateway MLS Logo
New
3 Russett Lane, Wappingers Falls
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,856 SqFt

3 Russett Lane, Wappingers Falls

$464,900
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 15th, 2026 at 12:30am EST.

Listing information last updated on February 15th, 2026 at 12:35am 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.