Chester Properties For Sale, Over $1,000,000

All Listings Under $100,000 $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
25 Oakland Avenue, Chester
  • Commercial Sale
  • 0 Beds
  • 0 Baths
  • 270,000 SqFt

25 Oakland Avenue, Chester

$28,000,000
Hudson Gateway MLS Logo
43 Elkay Drive, Chester
  • Commercial Sale
  • 0 Beds
  • 0 Baths
  • 33,000 SqFt

43 Elkay Drive, Chester

$4,500,000 ↓ $1,800,000
Hudson Gateway MLS Logo
69 Cedar Pond Lane, Chester
  • Residential
  • 6 Beds
  • 7.5 Baths
  • 7,034 SqFt

69 Cedar Pond Lane, Chester

$1,975,000
Ulster County Board of Realtors Logo
20 Goshen Road, Chester
  • Residential
  • 4 Beds
  • 3 Baths
  • 3,348 SqFt

20 Goshen Road, Chester

$1,775,000
Hudson Gateway MLS Logo
42 Brookside Avenue, Chester
  • Commercial Sale
  • 0 Beds
  • 0 Baths
  • 4,020 SqFt

42 Brookside Avenue, Chester

$1,750,000
Hudson Gateway MLS Logo
80 Black Meadow Road, Chester
  • Commercial Sale
  • 0 Beds
  • 0 Baths
  • 12,500 SqFt

80 Black Meadow Road, Chester

$1,725,000
Hudson Gateway MLS Logo
206 Greycourt Road # 190, Chester
  • Commercial Sale
  • 0 Beds
  • 0 Baths
  • 3,000 SqFt

206 Greycourt Road # 190, Chester

$1,500,000 ↓ $400,000
Hudson Gateway MLS Logo
206 Greycourt Road # 190, Chester
  • Residential Income
  • 0 Beds
  • 0 Baths
  • 0 SqFt

206 Greycourt Road # 190, Chester

$1,500,000 ↓ $400,000
Hudson Gateway MLS Logo
37-39 Main Street, Chester
  • Residential Income
  • 4 Beds
  • 4 Baths
  • 7,308 SqFt

37-39 Main Street, Chester

$1,498,888
Hudson Gateway MLS Logo
10 Damian Court, Chester
  • Residential
  • 11 Beds
  • 7 Baths
  • 4,327 SqFt

10 Damian Court, Chester

$1,375,000
Hudson Gateway MLS Logo
207 Greycourt Road, Chester
  • Commercial Sale
  • 0 Beds
  • 0 Baths
  • 8,800 SqFt

207 Greycourt Road, Chester

$1,200,000
Hudson Gateway MLS Logo
16 Lori Lane, Chester
  • Residential
  • 4 Beds
  • 5 Baths
  • 4,624 SqFt

16 Lori Lane, Chester

$1,160,000
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 8:31am 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 November 17th, 2025 at 8:35am EST.