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20 Jessies Landing

Chatham, MA 02633
  • $3,299,900
  • STATUS: Active
  • ON SITE: 3 Days
  • MLS #: 22600591
New On Site 3 Days Ago
UPDATED: 25 min ago
$3,299,900
  • 4
    BEDS
  • 0.47
    ACRES
  • 3
    BATHS
  • 1
    1/2 BATHS
  • 2,940
    SQFT
  • $1,122
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
2017
County:
Area:

School Ratings & Info

School District:

Description

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.

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Cape Cod & Islands MLS logo © 2026 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved. 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. Information is deemed reliable but is not guaranteed accurate by the MLS or Rand Atlantic Cape Cod Realty. Data last updated: 2026-03-07T22:25:18.627.
www.randatlantic.com/homes/173629308
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20 Jessies Landing Chatham, MA 02633

  • Price: $3,299,900
  • Status: Active
  • On Site: 3 Days
  • Updated: 25 min ago
  • MLS #: 22600591
4
Beds
3
Baths
1
½ Baths
0.47
Acres
2,940
SQFT
$1,122
$/SQFT
2017
Built
Neighborhood:
Jessie's Landing
County:
Barnstable
Area:
Chatham
School District:
Monomoy
Property Description
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.
Exterior Features

Architectural Style Cape Cod Carport No Construction Materials Shingle Siding Dock No Exterior Features Outdoor Shower Foundation Details Concrete PerimeterPoured Lot Features Bike PathMedical FacilityShoppingLevelCul-De-SacSouth of Route 28 Open Parking Yes Other Structures Other Parking Total 6 Patio And Porch Features DeckPatio Pool Private No Roof AsphaltPitched Water Front No Water View No

Interior Features

Appliances CooktopWasherRange HoodRefrigeratorGas RangeMicrowaveElectric DryerDishwasherGas Water Heater Attached Garage Yes Basement Yes Basement1 Bulkhead AccessInterior EntryFull Cooling True Cooling Features Central Air Door Features Sliding Entry Level 1 Entry Location First Floor Fireplace Features Gas Fireplace YN Yes Fireplaces Total 1 Flooring HardwoodTile Garage Yes Heating Yes Interior Features Recessed LightingPantryMud RoomHU Cable TV Kitchen Dining Combo Yes Laundry Features Recessed LightingFirst Floor Living Dining Combo No Master Bedroom Level First Rooms Total 9

Property Features

Association Yes Association Amenities Common AreaRoad Maintenance Association Fee 1000 Association Fee Frequency Annually Flood Insurance Required No Flood Zone X Improvement Assessments 1260200 Land Assessments 636100 Land Lease No Lead Paint No Membership Required Yes Miles From Beach 1 to 2 New Construction No Nitrogen Sensitive Area Yes Other Assessments 0 Property Attached No Property Sub Type Single Family Residence Road Responsibility Assoc Maintained Sewer Public Sewer Special List Conditions None Tax Annual Amount 6580 Tax Assessed Value 1896300 Tax Book Number 34924 Tax Year 2025 Warranty Available False Year Built Description Actual Year Round Yes Zoning R20

Cape Cod & Islands MLS logo Listing information © 2026 Cape Cod & Islands Multiple Listing Service, Inc.
Listing provided courtesy of Doug Grattan of Christie's International Real Estate Atlantic Brokerage:


Cape Cod & Islands MLS logo © 2026 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved. 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. Information is deemed reliable but is not guaranteed accurate by the MLS or Rand Atlantic Cape Cod Realty. Data last updated: 2026-03-07T22:25:18.627.
 
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Rand Atlantic Cape Cod Realty
229 Old Main Road
North Falmouth MA, 02556