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
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
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
New
25 Oakland Avenue, Chester
  • Commercial Sale
  • 0 Beds
  • 0 Baths
  • 270,000 SqFt

25 Oakland Avenue, Chester

$28,000,000
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
Sale Pending
60 Palomino Place, New Windsor
  • Residential
  • 3 Beds
  • 3 Baths
  • 1,918 SqFt

60 Palomino Place, New Windsor

$499,000 ↓ $35,000
Hudson Gateway MLS Logo
Sale Pending
95 Smithtown Road, Fishkill
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,400 SqFt

95 Smithtown Road, Fishkill

$499,000
Hudson Gateway MLS Logo
Sale Pending
3953-3955 Rt 209, Stone Ridge
  • Residential Income
  • 6 Beds
  • 3 Baths
  • 3,037 SqFt

3953-3955 Rt 209, Stone Ridge

$499,000
Ulster County Board of Realtors Logo
Sale Pending
3953-3955 Route 209, Stone Ridge
  • Commercial Sale
  • 0 Beds
  • 4 Baths
  • 2,496 SqFt

3953-3955 Route 209, Stone Ridge

$499,000
Ulster County Board of Realtors Logo
27 Grays Lane, Tannersville
  • Residential
  • 5 Beds
  • 2 Baths
  • 1,680 SqFt

27 Grays Lane, Tannersville

$499,000 ↓ $11,000
Ulster County Board of Realtors Logo
5704 Manor Drive, Peekskill
  • Residential
  • 2 Beds
  • 3 Baths
  • 1,644 SqFt

5704 Manor Drive, Peekskill

$499,000 ↓ $20,000
Hudson Gateway MLS Logo
3 Rock Mountain Estates, Accord
  • Residential
  • 4 Beds
  • 2 Baths
  • 2,537 SqFt

3 Rock Mountain Estates, Accord

$499,000
Ulster County Board of Realtors Logo
14 Old Minisink Trail, Goshen
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,712 SqFt

14 Old Minisink Trail, Goshen

$499,000
Hudson Gateway MLS Logo
Sale Pending
157 Roosevelt Road, Hyde Park
  • Residential
  • 5 Beds
  • 2 Baths
  • 3,148 SqFt

157 Roosevelt Road, Hyde Park

$499,000
Hudson Gateway MLS Logo
531 Old Post Road, New Paltz
  • Residential
  • 3 Beds
  • 1.5 Baths
  • 1,710 SqFt

531 Old Post Road, New Paltz

$499,000
Ulster County Board of Realtors Logo
Sale Pending
26 Hillside Terrace, Wallkill
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,936 SqFt

26 Hillside Terrace, Wallkill

$499,000
Hudson Gateway MLS Logo
9 Randall Heights, Middletown
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,868 SqFt

9 Randall Heights, Middletown

$499,000
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 January 17th, 2026 at 1:15am 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 January 17th, 2026 at 1:20am EST.