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
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
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Hudson Valley Property For Sale, Under $100,000

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
149 Johnson Road, Wingdale
  • Land
  • 0 Beds
  • 0 Baths
  • 0 SqFt

149 Johnson Road, Wingdale

$100,000
Hudson Gateway MLS Logo
Sale Pending
Harley Tucker Hill, Poughkeepsie
  • Land
  • 0 Beds
  • 0 Baths
  • 0 SqFt

Harley Tucker Hill, Poughkeepsie

$100,000
Hudson Gateway MLS Logo
62 Liftside Drive 417, Hunter
  • Residential
  • 2 Beds
  • 2.5 Baths
  • 1,832 SqFt

62 Liftside Drive 417, Hunter

$100,000
Ulster County Board of Realtors Logo
47 Crystal Run Road, Middletown
  • Commercial Lease
  • 0 Beds
  • 0 Baths
  • 0 SqFt

47 Crystal Run Road, Middletown

$100,000
Hudson Gateway MLS Logo
Sunrise Park Road, New Hampton
  • Land
  • 0 Beds
  • 0 Baths
  • 0 SqFt

Sunrise Park Road, New Hampton

$100,000
Hudson Gateway MLS Logo
Sale Pending
Drexel Drive, Pine Bush
  • Land
  • 0 Beds
  • 0 Baths
  • 0 SqFt

Drexel Drive, Pine Bush

$100,000
Hudson Gateway MLS Logo
4 Owens Road, Croton Falls
  • Land
  • 0 Beds
  • 0 Baths
  • 0 SqFt

4 Owens Road, Croton Falls

$99,999
Hudson Gateway MLS Logo
Sale Pending
20 Shore Lane, Burlingham
  • Residential
  • 3 Beds
  • 2 Baths
  • 996 SqFt

20 Shore Lane, Burlingham

$99,995 ↓ $20,005
Hudson Gateway MLS Logo
Sale Pending
5299 Ny 212, Mt. Tremper
  • Land
  • 0 Beds
  • 0 Baths
  • 0 SqFt

5299 Ny 212, Mt. Tremper

$99,990 ↓ $10,010
Ulster County Board of Realtors Logo
3 Pine Court, Bloomingburg
  • Residential
  • 3 Beds
  • 2 Baths
  • 1,500 SqFt

3 Pine Court, Bloomingburg

$99,900
Hudson Gateway MLS Logo
28 Genung Street, Middletown
  • Land
  • 0 Beds
  • 0 Baths
  • 0 SqFt

28 Genung Street, Middletown

$99,900
Hudson Gateway MLS Logo
W Nys Rte 208 Highway (bona Ventura) Avenue, Wallkill
  • Land
  • 0 Beds
  • 0 Baths
  • 0 SqFt

W Nys Rte 208 Highway (bona Ventura) Avenue, Wallkill

$99,900
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 January 16th, 2026 at 1:00pm 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 16th, 2026 at 1:05pm EST.