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For Sale

20 Jessies Landing

20 Jessies Landing, Chatham, MA 02633

$3,299,900
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.

3/7/2026 11:00AM - 1:00PM EST

4
beds

4
baths

2,940 Sq.Ft. LIVING AREA

0.47 Acres lot

Doug Grattan

Doug Grattan

Features & Amenities

Interior

  • total bedrooms4
  • Total bathrooms4
  • full bathrooms3
  • half bathroom1
  • Laundry room Recessed Lighting, First Floor
  • Flooring Hardwood, Tile
  • Fireplace Gas
  • APPLIANCES Cooktop, Washer, Range Hood, Refrigerator, Gas Range, Microwave, Electric Dryer, Dishwasher, Gas Water Heater
  • other interior Features Recessed Lighting, Pantry, Mud Room, HU Cable TV

Area & Lot

  • Status For Sale
  • OPEN HOUSE

    3/7/2026 11:00AM - 1:00PM EST

  • Living Area2,940 Sq.Ft.
  • Total Area2,940 Sq.Ft.
  • Lot Area0.47 Acres
  • MLS® ID22600591
  • TypeResidential
  • YEAR BUILT2017
  • NeighborhoodChatham
  • Architecture StylesCape Cod
  • School DistrictMonomoy

Exterior

  • STORIES2
  • Garage Space2.0
  • roofAsphalt, Pitched
  • lot featuresBike Path, Medical Facility, Shopping, Level, Cul-De-Sac, South of Route 28
  • AIR CONDITIONINGCentral Air
  • sewerPublic Sewer
  • SubstructureConcrete Perimeter, Poured
  • HOA AmenitiesCommon Area, Road Maintenance
  • other exterior FeaturesOutdoor Shower

Financial

  • Sales Price$3,299,900
  • Real Estate Tax $6,580/yr
  • HOA $1,000/yr
  • Zoning R20

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Chatham

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