$3,299,900
4 Bed
3 Bath
2,940 Sqft Building
20,534 Sqft Lot

20 Jessies Landing, Chatham, Massachusetts 02633

  • Residential Property Type
  • 1122.41 Price/Sqft
  • 6 Cars Garage
  • 2017 Year Built

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.

Basic Details

CCIMLS
$3,299,900
$6,580
2025
Residential
For Sale
4
3
1
3.5
9
2017
2,940 Sqft
20,534 Sqft
Active
Single Family Residence
22600591
Christie's International Real Estate Atlantic Brokerage
Doug Grattan

Features

: Central Air
: Full, Interior Entry, Bulkhead Access
: Patio, Deck
: 6
: Gas Water Heater, Dishwasher, Microwave, Refrigerator, Washer, Cooktop, Gas Range, Range Hood, Electric Dryer
: Sliding
: Outdoor Shower
: Gas
1
: Tile, Hardwood
2
: Hu Cable Tv, Pantry, Recessed Lighting, Mud Room
: First Floor, Recessed Lighting
: Cul-de-sac, Bike Path, Medical Facility, Shopping, Level, South Of Route 28
: Asphalt, Pitched
: Ceiling Fan(s), Hu Cable Tv, Cathedral Ceiling(s), Recessed Lighting
: Private Full Bath
: Public Sewer
No
1 To 2

Additional Information

: Cape Cod
: Common Area, Road Maintenance
$1,000
Annually
: Shingle Siding
: Concrete Perimeter, Poured
: Other
: Actual
R20
No
2
03/04/2026

Address Map

20 Jessies Landing
MA
Barnstable
Chatham
Chatham
02633
0
W70° 0' 33.5''
N41° 40' 50.7''
Barn Hill Road to Jessie's Landing. First House on the right.
Jessie's Landing
Property