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
1 Peters Place, Wallkill
  • Residential
  • 5 Beds
  • 5 Baths
  • 4,360 SqFt

1 Peters Place, Wallkill

$499,900
Hudson Gateway MLS Logo
Enhanced
98 North Road, Highland
  • Residential
  • 4 Beds
  • 2 Baths
  • 2,640 SqFt

98 North Road, Highland

$499,900 ↓ $50,100
Ulster County Board of Realtors Logo
24 Jewett Avenue, Poughkeepsie
  • Residential Income
  • 7 Beds
  • 3 Baths
  • 0 SqFt

24 Jewett Avenue, Poughkeepsie

$499,900 ↓ $16,090
Hudson Gateway MLS Logo
159 Smith Avenue, Kingston
  • Residential
  • 3 Beds
  • 1.5 Baths
  • 1,818 SqFt

159 Smith Avenue, Kingston

$499,900 ↓ $50,000
Ulster County Board of Realtors Logo
Sale Pending
89 Vincent Lane, Stone Ridge
  • Residential
  • 4 Beds
  • 3 Baths
  • 2,223 SqFt

89 Vincent Lane, Stone Ridge

$499,900 ↓ $50,000
Ulster County Board of Realtors Logo
854 Columbia Street, Hudson
  • Residential Income
  • 4 Beds
  • 2 Baths
  • 2,280 SqFt

854 Columbia Street, Hudson

$499,900
Ulster County Board of Realtors Logo
854 Columbia Street, Hudson
  • Residential
  • 4 Beds
  • 2 Baths
  • 2,280 SqFt

854 Columbia Street, Hudson

$499,900
Ulster County Board of Realtors Logo
1316 Woods Road, Germantown
  • Residential
  • 3 Beds
  • 2.5 Baths
  • 2,000 SqFt

1316 Woods Road, Germantown

$499,900 ↓ $25,100
Ulster County Board of Realtors Logo
49 County Route 39, Cairo
  • Residential
  • 3 Beds
  • 3 Baths
  • 2,586 SqFt

49 County Route 39, Cairo

$499,900 ↓ $25,000
Ulster County Board of Realtors Logo
526 Mountain Avenue, Cairo
  • Residential
  • 10 Beds
  • 4 Baths
  • 4,953 SqFt

526 Mountain Avenue, Cairo

$499,900
Ulster County Board of Realtors Logo
526 Mountain Avenue, Cairo
  • Residential Income
  • 10 Beds
  • 0 Baths
  • 4,953 SqFt

526 Mountain Avenue, Cairo

$499,900
Ulster County Board of Realtors Logo
307 Route 17k, Newburgh
  • Residential
  • 3 Beds
  • 2 Baths
  • 2,228 SqFt

307 Route 17k, Newburgh

$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 11th, 2025 at 10:45am 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 11th, 2025 at 10:35am EST.