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$3,299,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 2,940 Sq. Ft.
  • 0.47 Acres
  • Updated 1 hour ago
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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.

Full Property Details for 20 Jessie's Lndg

General

  • Price: $3,299,900
  • HOA FEE: $83/month
  • HOA FEE FREQ.: Annually
  • Taxes: $6,580 (2025)
  • Status: Active
  • Type: Single Family
  • Source: CCI
  • MLS ID: 22600591
  • Updated: 3/3/2026
  • Added to Site: 1 day(s) ago

Interior

  • Number of Rooms: 9
  • Interior Features: Recessed Lighting, Pantry, Mud Room, Hookup for Cable TV
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Gas
  • Appliances: Cooktop, Washer, Range Hood, Refrigerator, Gas Range, Microwave, Electric Dryer, Dishwasher, Gas Water Heater
  • Flooring: Hardwood, Tile

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Primary Bathroom: Private Full Bath

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Walk-In Closet(s), Recessed Lighting, First
  • Bedroom 3: Second Level

Other Rooms

  • Living Room: First Level
  • Kitchen: Kitchen, Pantry, Private Half Bath, Recessed Lighting, First Level
  • Laundry: Recessed Lighting, First Floor

Exterior

  • Exterior Features: Outdoor Shower
  • Deck/Patio: Deck, Patio

Parking

  • Garage: Yes
  • Total Spaces: 6

Location

  • County: Barnstable
  • Subdivision: Jessie's Landing
  • Driving Directions: Barn Hill Road to Jessie's Landing. First House on the right.

Community

  • Association: Yes

Heating & Cooling

  • Cooling Type: Central Air

Utilities

  • Sewer: Public Sewer

Structural Information

  • Architectural Style: Cape Cod
  • Construction: Shingle Siding
  • Exterior Const.: Shingle Siding
  • Basement Desc.: Bulkhead Access, Interior Entry, Full
  • Roof: Asphalt, Pitched
  • Stories/Levels: 2
  • Square Feet: 2,940
  • Sq. Ft. Source: Plans
  • Year Built: 2017
  • Property Condition: Actual

Lot Features

  • Lot Size (Acres): 0.47
  • Lot Size (Sq. Ft.): 20,534
  • Lot Size Source: Field Card
  • Road Maintenance: Assoc Maintained
  • Zoning: R20

Financial Considerations

  • Price Per Sq. Ft.: $1,122
  • Association Fee: $1,000
  • Assoc Fee Freq.: Annually
  • Assessment Amount: $1,896,300
  • Land Assmt: $636,100
  • Tax Amount: $6,580
  • Tax Year: 2025

Disclosures and Reports

  • Special Conditions: None
  • Property ID: CHAT M:09D B:0011 L:24

Listed by Christie's International Real Estate Atlantic Brokerage, Doug Grattan

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Listing agent

— 20 Jessie's Lndg —

  • Doug Grattan

    Christie's International Real Estate Atlantic Brokerage

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 20 Jessie's Lndg

School District:Monomoy Regional School District
NameGradesDistance
Monomoy Regional Middle School
425 Crowell Road, Chatham, MA 02633
5-71.1 mi
Chatham Elementary School
147 Depot Road, Chatham, MA 02633
PK-41.6 mi
Monomoy Regional High School
75 Oak Street, Harwich, MA 02645
8-124.1 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 20 Jessie's Lndg Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/02/2026
Listed
$3,299,900
174.99%
MLS
11/13/2017
Sold
$1,199,999
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 20 Jessie's Lndg

Year
Property Taxes
Change
Tax Assessment
Change
2025
$6,580
2%
$1,896,300
5%
2024
$6,435
3%
$1,802,500
12%
2023
$6,232
6%
$1,606,100
26%
2022
$5,899
4%
$1,276,800
13%
2021
$5,652
310%
$1,134,900
300%
2018
$1,380
2%
$283,400
6%
2017
$1,351
2%
$268,600
2%
2016
$1,322
4%
$263,400
3%
2015
$1,277
3%
$255,900
4%
2014
$1,245
—
$245,000
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 20 Jessie's Lndg

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Christie's International Real Estate Atlantic Brokerage, Doug Grattan

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20 Jessies Landing, Chatham, MA 02633 (MLS# 22600591) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 20 Jessies Landing is currently listed for $3,299,900 and was received on March 02, 2026. Want to learn more about 20 Jessies Landing? Do you have questions about finding other Single Family real estate for sale in West Chatham? You can browse all West Chatham real estate or contact a Coldwell Banker agent to request more information.

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