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$3,499,900

  • Sold
  • Closed
  • Single Family
  • 3 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 4,565 Sq. Ft.
  • 0.46 Acres
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A new luxury residence is currently under construction by Eastward Companies in Chatham. Located in a desirable neighborhood with other remarkable homes, this beautifully designed 4,500 square foot home features amenities often seen on a discerning buyer's wish list. Outside entertaining is centered around a saltwater pool, spa, and fire pit while inside you'll discover easy living with a spacious open floor plan and exquisite details and finishes found throughout the home. The interior highlights a large gourmet kitchen with a dramatic center island that complements the nearby great room with gas fireplace and coffered ceiling. A pleasant dining area is surrounded by windows overlooking the back yard and pool, while a bright sunroom with vaulted ceiling allows for added space for entertaining. Other notables include a first-floor primary suite complete with a walk-in closet, a butler's pantry, a study with a gas fireplace, a first floor powder room, and laundry room. Two additional bedrooms, a full bath, and office are on the second floor. Other features include a partially finished basement and full bathroom, a two-car garage, and extensive landscaping with a well irrigation. The property is also connected to the town sewer system. Anticipated completion date for the Summer of 2026.

Full Property Details for 29 Jessie's Lndg

General

  • Sold For: $3,499,900
  • HOA FEE: $83/month
  • HOA FEE FREQ.: Annually
  • Taxes: $2,199 (2025)
  • Status: Closed
  • Type: Single Family
  • Source: CCI
  • MLS ID: 22505507
  • Added to Site: 72 day(s) ago

Interior

  • Number of Rooms: 12
  • Interior Features: Wet Bar, Recessed Lighting, Pantry, Hookup for Cable TV
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Fireplace(s): Gas
  • Appliances: Dishwasher, Washer, Range Hood, Refrigerator, Gas Range, Microwave, Electric Dryer, Gas Water Heater
  • Flooring: Hardwood, Tile

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1
  • Primary Bathroom: Private Full Bath

Bedrooms

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

Other Rooms

  • Living Room: First Level
  • Kitchen: Kitchen, Upgraded Cabinets, Breakfast Nook, Kitchen Island, Pantry, Private Half Bath, Recessed Lighting, First Level
  • Laundry: Recessed Lighting, Laundry Areas, First Floor

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Pool Cover, In Ground, Heated, Gunite

Exterior

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

Parking

  • Garage: Yes
  • Total Spaces: 4

Location

  • County: Barnstable
  • Subdivision: Jessie's Landing
  • Driving Directions: Barn Hill Road to Jessie's Landing. Home on the left.

Community

  • Association: Yes

Heating & Cooling

  • Cooling Type: Central Air

Utilities

  • Sewer: Public Sewer
  • Water: Well

Structural Information

  • Architectural Style: Cape Cod
  • Construction: Clapboard, Shingle Siding
  • Exterior Const.: Clapboard, Shingle Siding
  • Basement Desc.: Bulkhead Access, Interior Entry, Full, Finished
  • Roof: Asphalt, Pitched
  • Stories/Levels: 3
  • Square Feet: 4,565
  • Sq. Ft. Source: Plans
  • Year Built: 2024
  • Property Condition: Actual, To Be Built, Under Construction

Lot Features

  • Lot Size (Acres): 0.46
  • Lot Size (Sq. Ft.): 20,016
  • Lot Size Source: Field Card
  • Frontage: Private Road
  • Street/Road Desc.: Paved
  • Road Maintenance: Assoc Maintained
  • Zoning: R20

Financial Considerations

  • Price Per Sq. Ft.: $766
  • Association Fee: $1,000
  • Assoc Fee Freq.: Annually
  • Assessment Amount: $633,600
  • Land Assmt: $633,600
  • Tax Amount: $2,199
  • Tax Year: 2025

Disclosures and Reports

  • Special Conditions: None
  • Property ID: 9D12B2

Listed by Christie's International Real Estate Atlantic Brokerage, Doug Grattan
Sold by Gibson Sotheby's International Realty, Natalia M Weiner

Listing agent

— 29 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

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Schools serving 29 Jessie's Lndg

School District:Monomoy Regional School District
NameGradesDistance
Monomoy Regional Middle School
425 Crowell Road, Chatham, MA 02633
5-71 mi
Chatham Elementary School
147 Depot Road, Chatham, MA 02633
PK-41.5 mi
Harwich Elementary School
263 South Street, Harwich, MA 02645
PK-44.8 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 29 Jessie's Lndg

Date
Details
Price
Change
Source
12/22/2025
Sold
$3,499,900
—
MLS
11/04/2025
Listed
$3,499,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Christie's International Real Estate Atlantic Brokerage, Doug Grattan
Sold by Gibson Sotheby's International Realty, Natalia M Weiner

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29 Jessies Landing, Chatham, MA 02633 (MLS# 22505507) is a Single Family property that was sold at $3,499,900 on December 22, 2025. Want to learn more about 29 Jessies Landing? Do you have questions about finding other Single Family real estate for sale in Chatham? You can browse all Chatham real estate or contact a Coldwell Banker agent to request more information.