29 Jessies Landing, Chatham, MA 02633 (MLS# 22601788)

29 Jessies Landing, Chatham, MA 02633

$3,699,900

Property Type: Residential Bedrooms: 3 Baths: 5 Square Footage: 4,565 Lot Size (sq. ft.): 20,016 Status: Pending

Current Price: $3,699,900 List Date: 4/28/2026 Last Modified: 5/07/2026

Overview

Description

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 ele ... (Read more)

Supplements: 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 gues ... (Read more)

Listing Details MLS# 22601788

Contract Info

Original List Price: 3699900
List Price/SqFt: 810.49

Legal and Taxes

Street #: 29
Street Name: Jessies
Street Suffix: Landing
County: Barnstable
Town: Chatham
Village: Chatham
State: MA
Zip Code: 02633
Tax ID: 9D-12B-2
Estimated Annual Taxes: 5337
Tax Year: 2026
Total Assessment: 97900
Title Reference - Book: 37377
Title Reference - Page: 73
Underground Fuel Tank: No
Lead Base Paint: No
Asbestos: No
Flood Ins Required: No
Mass Use Code: 101 - Residential, single family
Nitrogen Sensitive Area: Yes
Building Assessments: 0
Other Assessments: 0

General Property Info

Region: Lower Cape
Subdivision: Jessie's Landing
School District: Monomoy
Zoning: R20
Property Sub-Type: Single Family Residence
Year Built: 2026
Renovated: No
Total Finished Space: 4565
Additional Finished Space: 4565
Additional SqFt Source: Plans
Total Rooms: 12
Stories: 3
Private Pool: Yes
Private Dock: No
Leased Land: No
Lot Size SqFt: 20016
Lot Size Source: Field Card
Acres: 0.46
Irregular: No
Association: Yes
Fee Amount: 1000
Fee Frequency: Annually
Membership Required: Yes
Assoc Fee Year: 2026
Garage: Yes
# of Cars: 2
# of Parking Spaces: 4
Year Round: Yes
Bedrooms - Total: 3
Baths - Full: 4
Baths - Half: Yes
Baths - Total: 5
Separate Living Qtrs: No
Golf Course Front: No
Golf Course View: No
Waterfront: No
Waterview: No
Miles to Beach: 1 to 2
Mi. to Beach Comments: Hardings Beach on Nantucket Sound
Fireplace: Yes
# Fireplaces: 2
Warranty Available: No
Property Includes Recording Devices: No
Basement: Yes

Status Change Info

Estimated Selling Date: 2026-06-30
Under Contract Date: 2026-04-29

Baths Per Level

Basement Baths: Yes
Baths - Level 1: 2
Baths - Level 2: 2

Convenient To

Convenient to Water Body 1: Hardings Beach
Convenient to Water Body 2: Nantucket Sound
Convenient to Water Body 3: Oyster Pond River
Bike Path: Yes
Cape Cod Rail Trail: Yes
House of Worship: Yes
Marina: Yes
Medical Facility: Yes
Shopping: Yes

More Information

Primary Bedroom

Primary Bedroom Level: First Floor
Primary Bedroom: Yes
Flooring: Wood
HU Cable TV: Yes
Private Full Bath: Yes
Recessed Lighting: Yes
Walk-in Closet: Yes

Bedroom 2

Bedroom 2 Level: Second Floor
Flooring: Wood
Bedroom 2: Yes
Closet: Yes
Private Full Bath: Yes
Recessed Lighting: Yes

Bedroom 3

Bedroom 3 Level: Second Floor
Flooring: Wood
Bedroom 3: Yes
Closet: Yes
Recessed Lighting: Yes
Shared Full Bath: Yes

Foyer

Foyer Level: First Floor
Flooring: Wood

Laundry Room

Laundry Room Level: First Floor
Countertops: Quartz
Flooring: Tile
Laundry Areas: Yes
Recessed Lighting: Yes

Living Room

Living Room Level: First Floor
Fireplace: Gas
Flooring: Wood
Beamed Ceilings: Yes
Built-Ins: Yes
HU Cable TV: Yes
Recessed Lighting: Yes

Kitchen

Kitchen Level: First Floor
Countertops: Quartz
Flooring: Wood
Stove: Gas
Kitchen: Yes
Breakfast Nook: Yes
Kitchen Island: Yes
Private Half Bath: Yes
Recessed Lighting: Yes
Upgraded Cabinets: Yes

Other Room 1

Room Type: Den
Level: First Floor

Other Room 2

Room Type: Loft
Level: Second Floor

Other Room 3

Room Type: Family Room
Level: Basement

DPR Eligibility

DPR Eligible: No

Remarks & Misc

Public Remarks: 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
Directions to Property: Barn Hill Road to Jessie's Landing. Home is on the left.

Street Description

Assoc Maintained: Yes
Cul-De-Sac: Yes
Paved: Yes
Private: Yes

Special Listing Cond

None: Yes

Location Description

South of Route 28: Yes

Lot Features

Cleared: Yes
Level: Yes

Year Built Desc

Actual: Yes
To Be Built: Yes
Under Construction: Yes

Basement Description

Bulkhead Access: Yes
Finished: Yes
Full: Yes
Interior Access: Yes

Association Fee Incl

Common Area: Yes
Road Maintenance: Yes

Parking Features

Driveway: Yes
Off Street: Yes
Paved: Yes

Architectural Style

Cape Cod: Yes

Garage Description

Attached: Yes
Direct Access: Yes
Garage Door Opener: Yes

Foundation Details

Concrete Perimeter: Yes
Poured: Yes

Floors

Hardwood: Yes
Tile: Yes

Sewer

Public Sewer: Yes

Roof Description

Asphalt: Yes
Pitched: Yes

Siding Description

Shingle: Yes

Heating

Forced Air: Yes

Cooling

Central Air: Yes

Fuel Type

Natural Gas: Yes

Water

Public: Yes
Well: Yes

Hot Water

Tankless Water Heater: Yes

Hot Water Source

Natural Gas: Yes

Living/Dining Combo

No: Yes

Kitchen/Dining Combo

No: Yes
Yes: Yes

Exterior Features

Outdoor Shower: Yes
Private Yard: Yes
Underground Sprinkler System: Yes

Appliances

Dishwasher: Yes
Electric Dryer: Yes
Gas Range: Yes
Microwave: Yes
Range Hood: Yes
Refrigerator: Yes
Washer: Yes

Interior Features

Central Vacuum: Yes
Electric Dryer Hookup: Yes
HU Cable TV: Yes
Pantry: Yes
Recessed Lighting: Yes
Walk-In Closet(s): Yes
Washer Hookup: Yes
Wet Bar: Yes

Patio And Porch Features

Patio: Yes

Private Pool Description

Covered: Yes
Gunite: Yes
Heated: Yes
In Ground: Yes

Property Features

Street Description: Assoc Maintained; Cul-De-Sac; Paved; Private Location Description: South of Route 28 Special Listing Cond: None Architectural Style: Cape Cod Year Built Desc: Actual; To Be Built; Under Construction Basement Description: Bulkhead Access; Finished; Full; Interior Access Foundation Details: Concrete Perimeter; Poured Lot Features: Cleared; Level Association Fee Incl: Common Area; Road Maintenance Garage Description: Attached; Direct Access; Garage Door Opener Parking Features: Driveway; Off Street; Paved Convenient To: Bike Path; Cape Cod Rail Trail; House of Worship; Marina; Medical Facility; Shopping Primary Bedroom: Primary Bedroom; HU Cable TV; Private Full Bath; Recessed Lighting; Walk-in Closet Bedroom 2: Bedroom 2; Closet; Private Full Bath; Recessed Lighting Bedroom 3: Bedroom 3; Closet; Recessed Lighting; Shared Full Bath Laundry Room: Laundry Areas; Recessed Lighting Living Room: Beamed Ceilings; Built-Ins; HU Cable TV; Recessed Lighting Kitchen: Kitchen; Breakfast Nook; Kitchen Island; Private Half Bath; Recessed Lighting; Upgraded Cabinets Appliances: Dishwasher; Electric Dryer; Gas Range; Microwave; Range Hood; Refrigerator; Washer Floors: Hardwood; Tile Interior Features: Central Vacuum; Electric Dryer Hookup; HU Cable TV; Pantry; Recessed Lighting; Walk-In Closet(s); Washer Hookup; Wet Bar Patio And Porch Features: Patio Private Pool Description: Covered; Gunite; Heated; In Ground Exterior Features: Outdoor Shower; Private Yard; Underground Sprinkler System Roof Description: Asphalt; Pitched Siding Description: Shingle Sewer: Public Sewer Heating: Forced Air Cooling: Central Air Fuel Type: Natural Gas Water: Public; Well Hot Water: Tankless Water Heater Hot Water Source: Natural Gas

Documents

Home Inspection Disclosure ›

Site Plan ›

Building Plans ›

Listing Office: Christie's International Real Estate Atlantic Brokerage

Listing Agent: The Grattan Group

Last Updated: May - 07 - 2026

All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Detailed information about real estate listings held by brokerage firms other than CC&I Assoc. of REALTORS, Inc include the name of the listing company. Neither the listing company nor CC&I Assoc. of REALTORS, Inc shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. This site was last updated 02/14/2017. All properties are subject to prior sale, changes, or withdrawal. Copyright 2020© Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved

29 Jessies Landing, Chatham, MA 02633 (MLS# 22601788)