29 Jessies Landing
Chatham, MA, 02633
$3,499,900
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.
Current real estate data for Single Family in Chatham as of Dec 20, 2025
50
Single Family Listed
130
Avg DOM
11,998
Avg $ / SqFt
$2,833,604
Avg List Price
Property Details
Price:
$3,499,900
MLS #:
22505507
Status:
Pending
Beds:
3
Baths:
4.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
Jessie’s Landing
Listed Date:
Nov 4, 2025
Finished Sq Ft:
4,565
Total Sq Ft:
4,565
Lot Size:
20,016 sqft / 0.46 acres (approx)
Year Built:
2024
Schools
School District:
Monomoy
Interior
Appliances
Dishwasher, Washer, Range Hood, Refrigerator, Gas Range, Microwave, Electric Dryer, Gas Water Heater
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Fireplaces Total
2
Flooring
Hardwood, Tile
Laundry Features
Recessed Lighting, Laundry Areas, First Floor
Exterior
Architectural Style
Cape Cod
Association Amenities
Common Area, Road Maintenance
Construction Materials
Clapboard, Shingle Siding
Exterior Features
Outdoor Shower
Parking Spots
4
Roof
Asphalt, Pitched
Financial
HOA Fee
$1,000
HOA Frequency
Annually
Tax Year
2025
Taxes
$2,199
Map
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Community
- Address29 Jessies Landing Chatham MA
- SubdivisionJessie’s Landing
- CityChatham
- CountyBarnstable
- Zip Code02633
Subdivisions in Chatham
Property Summary
- Located in the Jessie’s Landing subdivision, 29 Jessies Landing Chatham MA is a Single Family for sale in Chatham, MA, 02633. It is listed for $3,499,900 and features 3 beds, 5 baths, and has approximately 4,565 square feet of living space, and was originally constructed in 2024. The current price per square foot is $767. The average price per square foot for Single Family listings in Chatham is $11,998. The average listing price for Single Family in Chatham is $2,833,604. To schedule a showing of MLS#22505507 at 29 Jessies Landing in Chatham, MA, contact your Nauset Management LLC. agent at 774.353.8668.
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As a lifelong resident of the outer Cape I was the third generation to pick up the mantel in the family construction business. In my early twenties, I called the Cape my home on weekends as I spent several years working for a variety of off-Cape commercial construction companies. My commercial site supervision resume includes two supermarkets, two HUD projects, a funeral home and a handful of steel industrial buildings as well as various restaurant and office remodels. Prior to striking out on m…
More About Jon29 Jessies Landing
Chatham, MA



