29 Jessies Landing Chatham, MA $ 3,699,900
29 Jessies Landing
$ 3,699,900
New Construction
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29 Jessies Landing

Chatham, MA, 02633
$ 3,699,900
Bedrooms3 Baths4.1 Sq 4,565

Monthly Estimate*

$ 22,781

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Single Family Home for sale in Chatham, MA

for $3,699,900 with 3 bedrooms and 4 full baths, 1 half bath. This 4,565 square foot home was built in 2026 on a lot size of 0.46.

This exceptional new luxury residence by Eastward Companies offers the rare opportunity to enjoy a brand-new home for the summer season. Ideally situated within a desirable enclave of distinguished properties, this thoughtfully designed 4,500-square-foot home delivers the refined lifestyle today's discerning buyers seek. Outdoor living takes center stage with a private backyard oasis featuring a heated saltwater pool, spa, automatic pool cover, and a gas fire pit--perfectly designed for effortless entertaining and relaxation. Inside, the home showcases an open and inviting floor plan enhanced by exquisite craftsmanship and high-end finishes throughout. The heart of the home is a stunning gourmet kitchen appointed with quartz countertops, a dramatic center island, and seamless flow into the great room, where a gas fireplace and coffered ceiling create a warm yet sophisticated gathering space. A sun-filled dining area overlooks the pool, while a vaulted sunroom provides an additional elegant setting for entertaining or quiet retreat. The first-floor primary suite offers comfort and privacy with a spacious walk-in closet and luxurious bath. Additional main-level highlights include a dedicated study with a gas fireplace, a powder room, and a well-appointed laundry room with custom cabinetry and sink. Upstairs, two generously sized bedrooms--one with a private en-suite bath--are complemented by an additional full bath and a versatile loft area ideal for a home office, media space, or overflow guests. Further enhancements include a partially finished lower level with a full bath, a two-car garage, professionally landscaped grounds with irrigation well, and connection to town sewer. A rare blend of timeless design, modern amenities, and an exceptional setting, this is Cape Cod living at its finest.

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Single Family Pending

Price

$ 3,699,900

Bedrooms

3

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 5,337

Style

Cape Cod

Lot Size

0.46

Year Built

2026

Town/City

Chatham

County/Region

Barnstable

MLS | Web ID

22601788

Features
General
Sewer Public Sewer
Cooling Central Air
Roof Asphalt Pitched
Appliances Dishwasher Washer Range Hood Refrigerator Gas Range Microwave Electric Dryer Gas Water Heater
Zoning R20
HOA Fee 1000
Garage Spaces 2
Patio/Porch Features Patio
Architectural Style Cape Cod
Pool Features Pool Cover In Ground Heated Gunite
Construction Materials Shingle Siding
Year Built 2026
Stories Count 3
Township Chatham
Property Subtype Single Family Residence
Tax Year 2026
Assoc Fee Paid Per Annually
County Barnstable
New Construction true
Property Type Residential
Association Amenities Common Area Road Maintenance
HOA true
Attached Garage true
Subdivision Name Jessie's Landing
Garage Y/N true
Total Rooms 12
Full Baths 4
Status Pending
Directions Barn Hill Road to Jessie's Landing. Home is on the left.
City Chatham
Entry Location First Floor
High School District Monomoy
Lot Size Units Acres
Lot Size Square Feet 20016
Carport Y/N false
Property Attached Y/N false
Land Lease Y/N false
Tax Annual Amount 5337
Showing Instructions Please call Doug Grattan to show. 508-294-4978.
Home Warranty Y/N false
Property Condition Actual To Be Built Under Construction
Building Area Units Square Feet
Primary Bedroom Level First
Living Area Units Square Feet
Standard Status Pending
Middle/Junior School District Monomoy
Elementary School District Monomoy
Tax Assessed Value 97900
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Interior
Interior Amenities Wet Bar Recessed Lighting Pantry HU Cable TV
Basement Bulkhead Access Interior Entry Full Finished
Flooring Hardwood Tile
Total Fireplaces 2
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 Laundry Areas First Floor
Total Bedrooms 3
Entry Level 1
Living Room Level First
Main Level Bathrooms 2
Below Grade Finished Area Unit Type Square Feet
Kitchen Features Kitchen Upgraded Cabinets Breakfast Nook Kitchen Island Private Half Bath Recessed Lighting
Total Baths 5
Primary Bathroom Features Private Full Bath
Living Room Features Recessed Lighting Beamed Ceilings Built-in Features HU Cable TV
Bedroom 3 Features Bedroom 3 Shared Full Bath Closet Recessed Lighting
Bedroom 2 Features Bedroom 2 Closet Private Full Bath Recessed Lighting
Kitchen Description Countertop(s): Quartz Flooring: Wood Stove(s): Gas
Primary Bedroom Features Walk-In Closet(s) Recessed Lighting HU Cable TV
Bedroom 3 Level Second
Second Bedroom Level Second
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Exterior
Exterior Amenities Outdoor Shower
Lot Features Bike Path Medical Facility House of Worship Cape Cod Rail Trail Shopping Marina Cleared Level Cul-De-Sac South of Route 28
Water Source Well
Total Parking 4
Lot Size Area 0.46
Foundation Details Concrete Perimeter Poured
Building Area Total 4565
Lot Size Acres 0.46
Road Surface Type Paved
Lot Size Source Field Card
Waterfront Y/N false
Road Frontage Type Private Road
Road Responsibility Assoc Maintained
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* Excluded Features
List By
The Grattan Group

Listing Agent

Christie's International Real Estate Atlantic Brokerage

Broker

andrew@cireab.com

Email

Affordability Calculator

$23,226
Per Month
98%
2%
0%
Monthly Principal & Interest
$22,781
Monthly Property Taxes
$445
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
Pricing History
DatePricePrice ChangeDescription
4/28/2026$3,699,900 Listed Price

Map


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29 Jessies Landing, Chatham, MA, 02633 is a Single Family Home for sale at $3,699,900 with 4,565 sqft and a lot size of 0.46. 29 Jessies Landing has 3 bedrooms, 4.1 baths, and was built in 2026. The property's zip code is 02633 which is in Chatham, MA