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
45 Hitchcock Lane, Millbrook
  • Residential
  • 10 Beds
  • 8 Baths
  • 14,706 SqFt

45 Hitchcock Lane, Millbrook

$65,000,000
Woodward Hill, Hicks Hill, Roads, Pine Plains
  • Land
  • 0 Beds
  • 0 Baths
  • 0 SqFt

Woodward Hill, Hicks Hill, Roads, Pine Plains

$36,000,000
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
120 Ridge Road, Tuxedo Park
  • Residential
  • 19 Beds
  • 22 Baths
  • 22,400 SqFt

120 Ridge Road, Tuxedo Park

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

25 Oakland Avenue, Chester

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

77 Oregon Road, Bedford Corners

$22,000,000
309 Woodstock Road, Millbrook
  • Residential
  • 7 Beds
  • 8 Baths
  • 12,659 SqFt

309 Woodstock Road, Millbrook

$19,995,000
461 Silvernails Road, Pine Plains
  • Residential
  • 11 Beds
  • 8 Baths
  • 7,500 SqFt

461 Silvernails Road, Pine Plains

$18,750,000 ↓ $3,750,000
17 Cowdray Park Drive, Armonk
  • Residential
  • 8 Beds
  • 12 Baths
  • 17,160 SqFt

17 Cowdray Park Drive, Armonk

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

325-361 Old Post Road, Bedford

$15,900,000
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 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
2960 Us Route 9w, New Windsor
  • Commercial Sale
  • 0 Beds
  • 0 Baths
  • 2,592 SqFt

2960 Us Route 9w, New Windsor

$499,900 ↓ $50,100
94 Academy Street, Poughkeepsie
  • Residential Income
  • 6 Beds
  • 2 Baths
  • 2,100 SqFt

94 Academy Street, Poughkeepsie

$425,000 ↓ $25,000
55 Smith Street, Poughkeepsie
  • Residential Income
  • 2 Beds
  • 2 Baths
  • 2,112 SqFt

55 Smith Street, Poughkeepsie

$480,000
Sale Pending
604 County Route 56, Wurtsboro
  • Residential
  • 4 Beds
  • 2 Baths
  • 2,600 SqFt

604 County Route 56, Wurtsboro

$470,000 ↓ $5,000
49 County Route 39, Cairo
  • Residential
  • 3 Beds
  • 3 Baths
  • 2,586 SqFt

49 County Route 39, Cairo

$499,900 ↓ $25,000
Sale Pending
Bells Pond, Livingston
  • Land
  • 0 Beds
  • 0 Baths
  • 0 SqFt

Bells Pond, Livingston

$425,000
Sale Pending
257 Main Street, Cornwall
  • Commercial Sale
  • 0 Beds
  • 0 Baths
  • 3,136 SqFt

257 Main Street, Cornwall

$500,000
1599 Main Street, Pleasant Valley
  • Commercial Sale
  • 0 Beds
  • 0 Baths
  • 1,201 SqFt

1599 Main Street, Pleasant Valley

$498,000
807 Lucas Ave Extension, Hurley
  • Residential
  • 3 Beds
  • 2.5 Baths
  • 2,363 SqFt

807 Lucas Ave Extension, Hurley

$449,000 ↓ $50,000
90 Ingalside Road, Greenville
  • Residential
  • 8 Beds
  • 5 Baths
  • 3,432 SqFt

90 Ingalside Road, Greenville

$498,500 ↑ $500
Sale Pending
31 Beattie Avenue, Middletown
  • Residential Income
  • 4 Beds
  • 2 Baths
  • 1,668 SqFt

31 Beattie Avenue, Middletown

$410,000 ↓ $9,900
263 Old Hudson Turnpike, Canaan
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,404 SqFt

263 Old Hudson Turnpike, Canaan

$495,000 ↓ $104,999

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 9:30pm 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 © 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 9:35pm EST.