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
365-381 Tower Hill Road, Wassaic
  • Residential
  • 4 Beds
  • 8 Baths
  • 7,500 SqFt

365-381 Tower Hill Road, Wassaic

$20,000,000
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
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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
Sale Pending
242 Derby Road, Middletown
  • Residential
  • 3 Beds
  • 3 Baths
  • 2,214 SqFt

242 Derby Road, Middletown

$419,900
Hudson Gateway MLS Logo
New
175 B Long Hill Drive, Yorktown Heights
  • Residential
  • 2 Beds
  • 2 Baths
  • 1,159 SqFt

175 B Long Hill Drive, Yorktown Heights

$425,000
Hudson Gateway MLS Logo
New
7 Mcdougal Lane, Cortlandt Manor
  • Residential
  • 2 Beds
  • 1 Baths
  • 655 SqFt

7 Mcdougal Lane, Cortlandt Manor

$489,999
Hudson Gateway MLS Logo
Sale Pending
80 Fairways Drive, Middletown
  • Residential
  • 2 Beds
  • 3 Baths
  • 2,084 SqFt

80 Fairways Drive, Middletown

$474,900
Hudson Gateway MLS Logo
New
169 Old Albany Post Road, Garrison
  • Residential
  • 2 Beds
  • 1 Baths
  • 1,000 SqFt

169 Old Albany Post Road, Garrison

$410,000
Hudson Gateway MLS Logo
Sale Pending
118 Shore Drive, New Windsor
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,890 SqFt

118 Shore Drive, New Windsor

$495,000
Hudson Gateway MLS Logo
Sale Pending
458 Mount Airy Road, New Windsor
  • Residential
  • 3 Beds
  • 3 Baths
  • 1,128 SqFt

458 Mount Airy Road, New Windsor

$450,000
Hudson Gateway MLS Logo
New
14 Country Meadows Road, New Paltz
  • Residential
  • 4 Beds
  • 3 Baths
  • 1,888 SqFt

14 Country Meadows Road, New Paltz

$499,500
Hudson Gateway MLS Logo
New
30 Myrtle Avenue, Pine Plains
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,512 SqFt

30 Myrtle Avenue, Pine Plains

$490,000
Hudson Gateway MLS Logo
New
1 Peach Road, Poughkeepsie
  • Residential
  • 3 Beds
  • 2 Baths
  • 2,000 SqFt

1 Peach Road, Poughkeepsie

$435,000
Hudson Gateway MLS Logo
New
13 Chestnut Street, Red Hook
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,812 SqFt

13 Chestnut Street, Red Hook

$499,900
Hudson Gateway MLS Logo
New
62 E Rock Cut Road, Walden
  • Land
  • 0 Beds
  • 0 Baths
  • 0 SqFt

62 E Rock Cut Road, Walden

$450,000
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 November 17th, 2025 at 10:16am EST.

Listing information last updated on November 17th, 2025 at 10:05am 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.