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

104 North Garden Drive, Pawling

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

Woodward Hill, Hicks Hill, Roads, 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
New
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
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

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
Sale Pending
83 Marple Road Extension, Arlington
  • Residential
  • 4 Beds
  • 2 Baths
  • 1,766 SqFt

83 Marple Road Extension, Arlington

$489,900
Sale Pending
46 Skyview Drive, Poughkeepsie
  • Residential
  • 4 Beds
  • 2 Baths
  • 1,988 SqFt

46 Skyview Drive, Poughkeepsie

$489,900
Sale Pending
17 Tamarack Hill Drive, Poughkeepsie
  • Residential
  • 3 Beds
  • 2 Baths
  • 2,072 SqFt

17 Tamarack Hill Drive, Poughkeepsie

$489,000
82 Lake Road, Pine Plains
  • Residential
  • 4 Beds
  • 2.5 Baths
  • 2,040 SqFt

82 Lake Road, Pine Plains

$489,000
20 Saratoga Street, Pawling
  • Residential
  • 3 Beds
  • 4 Baths
  • 2,503 SqFt

20 Saratoga Street, Pawling

$485,000
Sale Pending
25 On The Green, Verbank
  • Residential Income
  • 0 Beds
  • 0 Baths
  • 0 SqFt

25 On The Green, Verbank

$485,000
26 Darren Road, Lagrangeville
  • Residential
  • 4 Beds
  • 3 Baths
  • 2,912 SqFt

26 Darren Road, Lagrangeville

$485,000
Sale Pending
2123 New Hackensack Rd, Poughkeepsie
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,824 SqFt

2123 New Hackensack Rd, Poughkeepsie

$484,000 ↓ $10,000
137 S Highland Road, Wappingers Falls
  • Residential
  • 3 Beds
  • 1 Baths
  • 2,094 SqFt

137 S Highland Road, Wappingers Falls

$483,976
55 Smith Street, Poughkeepsie
  • Residential Income
  • 2 Beds
  • 2 Baths
  • 2,112 SqFt

55 Smith Street, Poughkeepsie

$480,000
487 Chestnut Ridge Road, Dover Plains
  • Residential
  • 3 Beds
  • 2 Baths
  • 2,230 SqFt

487 Chestnut Ridge Road, Dover Plains

$480,000
Sale Pending
13 Glen Drive, Wappingers Falls
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,700 SqFt

13 Glen Drive, Wappingers Falls

$479,900

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.

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 14th, 2026 at 11:00pm EST.

Listing information last updated on February 14th, 2026 at 11:05pm EST.