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20 Jessies Landing Chatham, MA $ 3,299,900
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$ 3,299,900 Get more info
20 Jessies Landing
$ 3,299,900
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Open House 3/7 11am - 1pm
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20 Jessies Landing

Chatham, MA, 02633
$ 3,299,900
Bedrooms4 Baths3.1 Sq 2,940

Monthly Estimate*

$ 20,318

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Single Family Home for sale in Chatham, MA

for $3,299,900 with 4 bedrooms and 3 full baths, 1 half bath. This 2,940 square foot home was built in 2017 on a lot size of 0.47.

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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Open House

3/7/2026 11:00 AM - 1:00 PM
20 Jessies Landing Chatham, MA
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
Single Family Active

Price

$ 3,299,900

Bedrooms

4

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 6,580

Style

Cape Cod

Lot Size

0.47

Year Built

2017

Town/City

Chatham

County/Region

Barnstable

MLS | Web ID

22600591
Features
General
Sewer Public Sewer
Cooling Central Air
Roof Asphalt Pitched
Appliances Cooktop Washer Range Hood Refrigerator Gas Range Microwave Electric Dryer Dishwasher Gas Water Heater
Zoning R20
HOA Fee 1000
Garage Spaces 2
Patio/Porch Features Deck Patio
Architectural Style Cape Cod
Construction Materials Shingle Siding
Year Built 2017
Stories Count 2
Township Chatham
Property Subtype Single Family Residence
Tax Year 2025
Assoc Fee Paid Per Annually
County Barnstable
New Construction false
Property Type Residential
Association Amenities Common Area Road Maintenance
HOA true
Attached Garage true
Subdivision Name Jessie's Landing
Garage Y/N true
Other Structures Other
Total Rooms 9
Full Baths 3
Status Active
Directions Barn Hill Road to Jessie's Landing. First House on the right.
City Chatham
Entry Location First Floor
High School District Monomoy
Lot Size Units Acres
Lot Size Square Feet 20534
Carport Y/N false
Property Attached Y/N false
Land Lease Y/N false
Tax Annual Amount 6580
Showing Instructions Please call Doug Grattan to show. 508-294-4978
Home Warranty Y/N false
Property Condition Actual
Building Area Units Square Feet
Primary Bedroom Level First
Living Area Units Square Feet
Standard Status Active
Middle/Junior School District Monomoy
Elementary School District Monomoy
Tax Assessed Value 1896300
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Interior
Interior Amenities Recessed Lighting Pantry Mud Room HU Cable TV
Basement Bulkhead Access Interior Entry Full
Flooring Hardwood Tile
Total Fireplaces 1
Fireplace Features Gas
Kitchen Level First
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 1
Laundry Features Recessed Lighting First Floor
Total Bedrooms 4
Entry Level 1
Living Room Level First
Main Level Bathrooms 2
Below Grade Finished Area Unit Type Square Feet
Kitchen Features Kitchen Pantry Private Half Bath Recessed Lighting
Total Baths 4
Primary Bathroom Features Private Full Bath
Living Room Features Recessed Lighting Cathedral Ceiling(s) Ceiling Fan(s) HU Cable TV
Bedroom 3 Features Bedroom 3 Closet Recessed Lighting
Bedroom 2 Features Recessed Lighting Closet
Kitchen Description Countertop(s): Granite Door(s): Sliding
Primary Bedroom Features Walk-In Closet(s) Recessed Lighting
Second Bedroom Level Second
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Exterior
Exterior Amenities Outdoor Shower
Lot Features Bike Path Medical Facility Shopping Level Cul-De-Sac South of Route 28
Total Parking 6
Lot Size Area 0.47
Foundation Details Concrete Perimeter Poured
Building Area Total 2940
Lot Size Acres 0.47
Lot Size Source Field Card
Waterfront Y/N false
Door Features Sliding
Road Responsibility Assoc Maintained
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* Excluded Features
List By
Doug Grattan

Listing Agent

Christie's International Real Estate Atlantic Brokerage

Broker

dgrattan@cireab.com

Email

Affordability Calculator

$20,866
Per Month
97%
3%
0%
Monthly Principal & Interest
$20,318
Monthly Property Taxes
$548
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4750209 Elementary School
4734083 Middle School
Unknown High School High School
See complete school information
Pricing History
DatePricePrice ChangeDescription
3/3/2026$3,299,900 Listed Price

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20 Jessies Landing, Chatham, MA, 02633 is a Single Family Home for sale at $3,299,900 with 2,940 sqft and a lot size of 0.47. 20 Jessies Landing has 4 bedrooms, 3.1 baths, and was built in 2017. The property's zip code is 02633 which is in Chatham, MA

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