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

104 N 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
365 Tower Hill Road, Wassaic
  • Residential
  • 4 Beds
  • 8 Baths
  • 7,500 SqFt

365 Tower Hill Road, Wassaic

$16,500,000
Hudson Gateway MLS Logo
15 Kirby Hill Road, Pawling
  • Residential
  • 4 Beds
  • 4 Baths
  • 3,942 SqFt

15 Kirby Hill Road, Pawling

$14,995,000
Hudson Gateway MLS Logo
17 River Road N, Wappingers Falls
  • Residential
  • 4 Beds
  • 6 Baths
  • 7,959 SqFt

17 River Road N, Wappingers Falls

$13,900,000
Hudson Gateway MLS Logo
Sale Pending
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
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
129 W Meadow Lane, Millbrook
  • Residential
  • 5 Beds
  • 7 Baths
  • 6,054 SqFt

129 W Meadow Lane, Millbrook

$11,500,000
Hudson Gateway MLS 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
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
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Homes For Sale Dutchess County NY, $300,000 - $400,000

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
72 Airport Drive # 1-4, Wappingers Falls
  • Commercial Sale
  • 0 Beds
  • 0 Baths
  • 2,175 SqFt

72 Airport Drive # 1-4, Wappingers Falls

$325,000
Hudson Gateway MLS Logo
Sale Pending
72 Airport Drive # 1-3, Wappingers Falls
  • Commercial Sale
  • 0 Beds
  • 0 Baths
  • 2,329 SqFt

72 Airport Drive # 1-3, Wappingers Falls

$325,000
Hudson Gateway MLS Logo
New
23 Dupay Road, Pleasant Valley
  • Residential
  • 2 Beds
  • 2 Baths
  • 1,005 SqFt

23 Dupay Road, Pleasant Valley

$393,000
Hudson Gateway MLS Logo
New
27 Spruce Street, Poughkeepsie
  • Residential
  • 2 Beds
  • 2 Baths
  • 1,501 SqFt

27 Spruce Street, Poughkeepsie

$325,000
Hudson Gateway MLS Logo
New
7604 Chelsea Cove N, Hopewell Junction
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,648 SqFt

7604 Chelsea Cove N, Hopewell Junction

$330,000
Hudson Gateway MLS Logo
New
1505 Chelsea Cove S, Hopewell Junction
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,298 SqFt

1505 Chelsea Cove S, Hopewell Junction

$344,900
Hudson Gateway MLS Logo
New
6702 Chelsea Cove N, Hopewell Junction
  • Residential
  • 3 Beds
  • 3 Baths
  • 1,648 SqFt

6702 Chelsea Cove N, Hopewell Junction

$369,900
Hudson Gateway MLS Logo
Sale Pending
50 Pine Woods Road, Hyde Park
  • Residential
  • 4 Beds
  • 2 Baths
  • 1,839 SqFt

50 Pine Woods Road, Hyde Park

$399,000
Hudson Gateway MLS Logo
6 Woods Road, Rhinebeck
  • Residential
  • 2 Beds
  • 1 Baths
  • 968 SqFt

6 Woods Road, Rhinebeck

$349,000
Hudson Gateway MLS Logo
New
18 Tiger Road, Hopewell Junction
  • Residential
  • 3 Beds
  • 1 Baths
  • 1,056 SqFt

18 Tiger Road, Hopewell Junction

$397,000
Hudson Gateway MLS Logo
Sale Pending
6605 Chelsea Cove Cove N, Hopewell Junction
  • Residential
  • 3 Beds
  • 3 Baths
  • 1,701 SqFt

6605 Chelsea Cove Cove N, Hopewell Junction

$369,900
Hudson Gateway MLS Logo
New
28 Colburn Drive, Poughkeepsie
  • Residential
  • 4 Beds
  • 3 Baths
  • 2,517 SqFt

28 Colburn Drive, Poughkeepsie

$350,000
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 June 13th, 2026 at 3:01pm EDT.

Listing information last updated on June 13th, 2026 at 3:06pm 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.