20 Jessies Landing, Chatham, MA 02633 (MLS# 22600591)

20 Jessies Landing, Chatham, MA 02633

New Listing
$3,299,900
Property Type: Residential Bedrooms: 4 Baths: 4 Square Footage: 2,940 Lot Size (sq. ft.): 20,534 Status: Active
Current Price: $3,299,900 List Date: 3/03/2026 Last Modified: 3/09/2026

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

Supplements: 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.

More Information MLS# 22600591

Contract Info

List Price/SqFt: 1122.41 Status: Active Original List Price: 3299900 List Price: $3,299,900 Current Price: $3,299,900 List Date: 2026-03-02

Legal and Taxes

Town: Chatham Village: Chatham Estimated Annual Taxes: 6580 Building Assessments: 1260200 Other Assessments: 0 Total Assessment: 1896300 Title Reference - Book: 34924 Title Reference - Page: 333 Underground Fuel Tank: No Flood Ins Required: No Lead Base Paint: No Asbestos: No Mass Use Code: 101 - Residential, single family Nitrogen Sensitive Area: Yes Street #: 20 Street Name: Jessies Street Suffix: Landing County: Barnstable State: MA Zip Code: 02633 Tax ID: CHAT M:09D B:0011 L:24 Tax Year: 2025

General Property Info

Region: Lower Cape School District: Monomoy Zoning: R20 Property Sub-Type: Single Family Residence Renovated: No Stories: 2 Total Rooms: 9 Field Card SqFt: 2780 Additional Finished Space: 160 Additional SqFt Source: Plans Basement: Yes Baths - Half: 1 Association: Yes Fee Amount: 1000 Fee Frequency: Annually Private Dock: No Private Pool: No Lot Size SqFt: 20534 Leased Land: No Membership Required: Yes Lot Size Source: Field Card Acres: 0.47 Irregular: No Assoc Fee Year: 2026 Garage: Yes # of Cars: 2 # of Parking Spaces: 6 Year Round: Yes 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: 1 Warranty Available: No Property Includes Recording Devices: Yes Device Records: Video Subdivision: Jessie's Landing Year Built: 2017 Total Finished Space: 2940 Bedrooms - Total: 4 Baths - Full: 3 Baths - Total: 4

Remarks & Misc

Public Remarks: 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 Directions to Property: Barn Hill Road to Jessie's Landing. First House on the right.

Street Description

Assoc Maintained: 1 Cul-De-Sac: 1

Special Listing Cond

None: 1

Location Description

South of Route 28: 1

Lot Features

Level: 1

Year Built Desc

Actual: 1

Basement Description

Bulkhead Access: 1 Full: 1 Interior Access: 1

Association Fee Incl

Common Area: 1 Road Maintenance: 1

Parking Features

Driveway: 1 Other: 1

Architectural Style

Cape Cod: 1

Garage Description

Attached: 1 Direct Access: 1 Garage Door Opener: 1

Baths Per Level

Baths - Level 1: 2 Baths - Level 2: 2

Foundation Details

Concrete Perimeter: 1 Poured: 1

Convenient To

Bike Path: 1 Medical Facility: 1 Shopping: 1 Convenient to Water Body 1: Nantucket Sound Convenient to Water Body 2: Hardings Beach Convenient to Water Body 3: Oyster Pond River

Floors

Hardwood: 1 Tile: 1

Sewer

Public Sewer: 1

Roof Description

Asphalt: 1 Pitched: 1

Siding Description

Shingle: 1

Primary Bedroom

Primary Bedroom: 1 Primary Bedroom Level: First Floor Flooring: Wood Private Full Bath: 1 Recessed Lighting: 1 Walk-in Closet: 1

Heating

Forced Air: 1

Bedroom 2

Bedroom 2 Level: Second Floor Closet: 1 Flooring: Wood Recessed Lighting: 1

Cooling

Central Air: 1

Bedroom 3

Bedroom 3: 1 Closet: 1 Flooring: Wood Recessed Lighting: 1

Fuel Type

Natural Gas: 1

Water

Public: 1

Hot Water

Water Heater: 1

Foyer

Foyer Level: First Floor Flooring: Wood

Hot Water Source

Natural Gas: 1

Laundry Room

Laundry Room Level: First Floor Flooring: Tile Recessed Lighting: 1

Living/Dining Combo

No: 1

Living Room

Living Room Level: First Floor Cathedral Ceiling: 1 Ceiling Fan: 1 Fireplace: Gas Flooring: Wood HU Cable TV: 1 Recessed Lighting: 1

Kitchen/Dining Combo

Yes: 1

Kitchen

Eat-in Kitchen: 1 Pantry: 1 Kitchen: 1 Kitchen Level: First Floor Countertops: Granite Private Half Bath: 1 Recessed Lighting: 1 Special Door Access: Sliding

Other Structures

Other: 1

Exterior Features

Outdoor Shower: 1 Private Yard: 1 Underground Sprinkler System: 1

Appliances

Countertop Range: 1 Dishwasher: 1 Electric Dryer: 1 Gas Range: 1 Microwave: 1 Range Hood: 1 Refrigerator: 1 Washer: 1

Interior Features

Central Vacuum: 1 Electric Dryer Hookup: 1 HU Cable TV: 1 Mud Room: 1 Pantry: 1 Recessed Lighting: 1 Washer Hookup: 1

Patio And Porch Features

Deck: 1 Patio: 1

Property Features

Street Description: Assoc Maintained; Cul-De-Sac Location Description: South of Route 28 Special Listing Cond: None Architectural Style: Cape Cod Year Built Desc: Actual Basement Description: Bulkhead Access; Full; Interior Access Foundation Details: Concrete Perimeter; Poured Lot Features: Level Association Fee Incl: Common Area; Road Maintenance Garage Description: Attached; Direct Access; Garage Door Opener Parking Features: Driveway; Other Convenient To: Bike Path; Medical Facility; Shopping Primary Bedroom: Primary Bedroom; Private Full Bath; Recessed Lighting; Walk-in Closet Bedroom 2: Closet; Recessed Lighting Bedroom 3: Bedroom 3; Closet; Recessed Lighting Laundry Room: Recessed Lighting Living Room: Cathedral Ceiling; Ceiling Fan; HU Cable TV; Recessed Lighting Kitchen: Kitchen; Eat-in Kitchen; Pantry; Private Half Bath; Recessed Lighting Appliances: Countertop Range; Dishwasher; Electric Dryer; Gas Range; Microwave; Range Hood; Refrigerator; Washer Floors: Hardwood; Tile Interior Features: Central Vacuum; Electric Dryer Hookup; HU Cable TV; Mud Room; Pantry; Recessed Lighting; Washer Hookup Patio And Porch Features: Deck; Patio Other Structures: Other 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 Hot Water: Water Heater Hot Water Source: Natural Gas
Listing Office: Christie's International Real Estate Atlantic Brokerage
Listing Agent: Doug Grattan
IDX
Last Updated: March - 09 - 2026
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