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
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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
5627 Route 22, Millerton
  • Residential
  • 5 Beds
  • 2 Baths
  • 2,328 SqFt

5627 Route 22, Millerton

$499,000
Hudson Gateway MLS Logo
Sale Pending
32 Elizabeth Drive, Hopewell Junction
  • Residential
  • 4 Beds
  • 2 Baths
  • 2,171 SqFt

32 Elizabeth Drive, Hopewell Junction

$499,000
Hudson Gateway MLS Logo
201 Linden Avenue, Red Hook
  • Residential
  • 4 Beds
  • 2 Baths
  • 1,362 SqFt

201 Linden Avenue, Red Hook

$499,000
Hudson Gateway MLS Logo
105 Sand Hill Road, Dover Plains
  • Residential
  • 1 Beds
  • 1 Baths
  • 805 SqFt

105 Sand Hill Road, Dover Plains

$499,000
Ulster County Board of Realtors Logo
Sale Pending
423 Regency Drive, Fishkill
  • Residential
  • 1 Beds
  • 2 Baths
  • 1,450 SqFt

423 Regency Drive, Fishkill

$499,000 ↓ $20,000
Hudson Gateway MLS Logo
Sale Pending
25 Carroll Street # 25, Poughkeepsie
  • Residential Income
  • 2 Beds
  • 3 Baths
  • 2,100 SqFt

25 Carroll Street # 25, Poughkeepsie

$499,000 ↓ $11,000
Hudson Gateway MLS Logo
27 Osborne Hill Road, Wappingers Falls
  • Residential
  • 4 Beds
  • 2 Baths
  • 1,296 SqFt

27 Osborne Hill Road, Wappingers Falls

$499,000
Hudson Gateway MLS Logo
3 Chelsea Road, Hughsonville
  • Land
  • 0 Beds
  • 0 Baths
  • 0 SqFt

3 Chelsea Road, Hughsonville

$499,000
Hudson Gateway MLS Logo
7786 S Main Street, Pine Plains
  • Residential
  • 4 Beds
  • 1.5 Baths
  • 3,072 SqFt

7786 S Main Street, Pine Plains

$499,000 ↓ $10,000
Ulster County Board of Realtors Logo
1599 Main Street, Pleasant Valley
  • Commercial Sale
  • 0 Beds
  • 0 Baths
  • 1,201 SqFt

1599 Main Street, Pleasant Valley

$498,000
Hudson Gateway MLS Logo
76 Church Street, Beacon
  • Residential
  • 3 Beds
  • 1 Baths
  • 1,296 SqFt

76 Church Street, Beacon

$497,000
Hudson Gateway MLS Logo
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

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 11:30pm 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.

Listing information last updated on February 14th, 2026 at 11:20pm EST.