The Hudson Valley

The Hudson Valley Real Estate Listings
281 County Route 3, ANCRAMDALE
  • Residential
  • 4 Beds
  • 5 Baths
  • 5,670 SqFt

281 County Route 3, ANCRAMDALE

$90,000,000
Hudson Gateway MLS Logo
45 Hitchcock Lane, Millbrook
  • Residential
  • 10 Beds
  • 8 Baths
  • 14,706 SqFt

45 Hitchcock Lane, Millbrook

$65,000,000
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
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
120 Ridge Road, Tuxedo Park
  • Residential
  • 19 Beds
  • 22 Baths
  • 22,400 SqFt

120 Ridge Road, Tuxedo Park

$29,500,000
Hudson Gateway MLS Logo
25 Oakland Avenue, Chester
  • Commercial Sale
  • 0 Beds
  • 0 Baths
  • 270,000 SqFt

25 Oakland Avenue, Chester

$28,000,000
Hudson Gateway MLS Logo
77 Oregon Road, Bedford Corners
  • Residential
  • 8 Beds
  • 8 Baths
  • 10,000 SqFt

77 Oregon Road, Bedford Corners

$22,000,000
Hudson Gateway MLS 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
17 Cowdray Park Drive, Armonk
  • Residential
  • 8 Beds
  • 12 Baths
  • 17,160 SqFt

17 Cowdray Park Drive, Armonk

$17,500,000
Hudson Gateway MLS Logo
325-361 Old Post Road, Bedford
  • Land
  • 0 Beds
  • 0 Baths
  • 0 SqFt

325-361 Old Post Road, Bedford

$15,900,000
Hudson Gateway MLS Logo
Sale Pending
842 Sleepy Hollow Road, Briarcliff Manor
  • Residential
  • 7 Beds
  • 10 Baths
  • 12,542 SqFt

842 Sleepy Hollow Road, Briarcliff Manor

$15,000,000
Hudson Gateway MLS Logo
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Hudson Valley Property For Sale, $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
Silver Stream Road, New Windsor
  • Land
  • 0 Beds
  • 0 Baths
  • 0 SqFt

Silver Stream Road, New Windsor

$499,900
Hudson Gateway MLS Logo
Sale Pending
8 Robert Road, Poughkeepsie
  • Residential
  • 3 Beds
  • 4 Baths
  • 2,790 SqFt

8 Robert Road, Poughkeepsie

$499,900
Hudson Gateway MLS Logo
Sale Pending
20 Rural Avenue, Wingdale
  • Residential
  • 4 Beds
  • 2 Baths
  • 1,848 SqFt

20 Rural Avenue, Wingdale

$499,900
Hudson Gateway MLS Logo
Sale Pending
75 Wyche Road, West Coxsackie
  • Residential
  • 4 Beds
  • 2.5 Baths
  • 2,692 SqFt

75 Wyche Road, West Coxsackie

$499,900
Ulster County Board of Realtors Logo
Sale Pending
11293 State Route 32, Greenville
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,370 SqFt

11293 State Route 32, Greenville

$499,900
Ulster County Board of Realtors Logo
157 Stage Road, Monroe
  • Residential
  • 2 Beds
  • 2 Baths
  • 1,120 SqFt

157 Stage Road, Monroe

$499,900
Hudson Gateway MLS Logo
Sale Pending
111 Tillson Lake Road, Wallkill
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,678 SqFt

111 Tillson Lake Road, Wallkill

$499,900
Ulster County Board of Realtors Logo
Sale Pending
740 N Mountain Road, Gardiner
  • Residential
  • 3 Beds
  • 1 Baths
  • 1,183 SqFt

740 N Mountain Road, Gardiner

$499,900
Ulster County Board of Realtors Logo
881 County Route 402, Westerlo
  • Residential
  • 3 Beds
  • 1 Baths
  • 1,030 SqFt

881 County Route 402, Westerlo

$499,900 ↓ $25,100
Ulster County Board of Realtors Logo
270 Mettacahonts Road, Accord
  • Residential
  • 3 Beds
  • 3 Baths
  • 1,686 SqFt

270 Mettacahonts Road, Accord

$499,900 ↓ $15,000
Ulster County Board of Realtors Logo
Sale Pending
68 Jonathan Drive, Mahopac
  • Residential
  • 2 Beds
  • 3 Baths
  • 1,328 SqFt

68 Jonathan Drive, Mahopac

$499,900
Hudson Gateway MLS Logo
1 Peters Place, Wallkill
  • Residential
  • 5 Beds
  • 5 Baths
  • 4,360 SqFt

1 Peters Place, Wallkill

$499,900
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 December 9th, 2025 at 3:45pm 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 © 2025 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 December 9th, 2025 at 3:50pm EST.