Welcome to this beautifully crafted residence in Jessie's

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Home For Sale

20 Jessies Landing

Chatham, Massachusetts 02633

Barnstable County

Community: Jessie's Landing

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$3,299,900 4 br, 4.0 bath 2940 sq. ft. 0.470 acres

Welcome to this beautifully crafted residence in Jessie's Landing, an exclusive Eastward Companies development, ideally located just a short walk to Harding's Beach. Set on nearly a half-acre and outside the flood zone, this thoughtfully designed home offers the perfect blend of Cape Cod charm, modern comfort, and peace of mind. The open floor plan is ideal for everyday living and entertaining, featuring an oversized chef's kitchen with a large center island, a dining area, and an inviting living room with a gas fireplace. The main-level primary suite offers a walk-in closet and an elegant bath, along with the convenience of a first-floor laundry. The second level includes two spacious bedrooms, a full bath, and a separate bonus room perfect for guests, a home office, or media space. Outdoor living is exceptional, with an expanded paver patio, custom pergola, mature landscaping, and professionally designed landscape lighting. Additional highlights include a full-house generator, central vacuum, security system with cameras, Hunter Douglas window treatments, and an expansive unfinished basement offering excellent storage and future potential. With its private setting, timeless curb appeal, and turnkey condition, this home offers a rare opportunity to enjoy the very best of Cape Cod living close to beaches, town landing, and local amenities.

Interior:
  • Bedrooms: 4
  • Baths: 4.0
  • Sq Ft: 2940
  • Year Built: 2017
  • Utilities: 
  • Fireplaces: Has Fireplace
  • Stories: 2
  • Heat/AC: Forced Air, Natural Gas
  • Garage: Driveway, Open
Exterior:
  • Lot Size: 0.470 acre
  • Lot Dimensions: 
  • View Types: 
  • Yard: 
  • Siding: Shingle Siding
  • Roof: Asphalt
  • Property Taxes: $6,580
  • MLS #: 22600591
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Contact Information:
Beach Home For Sale in Chatham, Massachusetts
Listing Agent: Doug Grattan, Christie's International Real Estate Atlantic Brokerage, 508-294-4978, 508-228-6000 Listing Site, Listing Status: Active
Copyright © 2026 Cape Cod & Islands Association of REALTORS®, Inc.. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Ad Number: 7345666
Viewed 4 times.
Updated: Mar 03, 2026

This property is a Home located at 20 Jessies Landing, Chatham, Massachusetts 02633, and is currently For Sale at $3,299,900. This Home has 4 bedrooms, 4.0 baths, 2940 sq ft.