Thomas D. Brown Real Estate Associates
Rentals 508-349-2700
300 Route 6
PO Box 2003
Truro, MA 02666

29 Jessies Landing Chatham MA 02633 MLS #22601788

MLS #22601788 image #0
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 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 guests. Further enhancements include a partially finished lower level with a full bath, a two-car garage, professionally landscaped grounds with irrigation well, and connection to town sewer. A rare blend of timeless design, modern amenities, and an exceptional setting, this is Cape Cod living at its finest.
Current real estate data for Single Family in Chatham as of May 17, 2026
72
Single Family Listed
90
Avg DOM
1,022
Avg $ / SqFt
$3,287,487
Avg List Price

Property Details

Price:
$3,699,900
MLS #:
22601788
Status:
Pending
Beds:
3
Baths:
4.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
Jessie’s Landing
Listed Date:
Apr 24, 2026
Finished Sq Ft:
4,565
Total Sq Ft:
4,565
Lot Size:
20,016 sqft / 0.46 acres (approx)
Year Built:
2026
Cape CodPoolNewconstructionJessie’s LandingMonomoy

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
Interior Features
Wet Bar, Recessed Lighting, Pantry, HU Cable TV
Laundry Features
Recessed Lighting, Laundry Areas, First Floor
Main Level Bathrooms
2

Exterior

Architectural Style
Cape Cod
Association Amenities
Common Area, Road Maintenance
Attached Garage YN
1
Construction Materials
Shingle Siding
Exterior Features
Outdoor Shower
Garage Spaces
2
Lot Features
Bike Path, Medical Facility, House of Worship, Cape Cod Rail Trail, Shopping, Marina, Cleared, Level, Cul-De-Sac, South of Route 28
New Construction YN
1
Open Parking YN
1
Parking Spots
4
Parking Total
4
Patio And Porch Features
Patio
Roof
Asphalt, Pitched
Stories
3

Financial

HOA Fee
$1,000
HOA Fee Frequency
Annually
Tax Year
2026
Taxes
$5,337

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Community

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 $3,699,900 and features 3 beds, 5 baths, and has approximately 4,565 square feet of living space, and was originally constructed in 2026. The current price per square foot is $810. The average price per square foot for Single Family listings in Chatham is $1,022. The average listing price for Single Family in Chatham is $3,287,487. To schedule a showing of MLS#22601788 at 29 Jessies Landing in Chatham, MA, contact your Thomas D Brown R E Associates agent at 508-487-1112.

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Raised in Orleans and now a resident of Truro, Lucy is extremely familiar with life on the Outer Cape. She is experienced in real estate sales on Cape Cod and has been involved in construction, development and real estate for over thirty-five years here on the Outer Cape. She presently handles all facets of marketing for both Brown Associates and Cape Vacation Rentals. Degree in Sales & Marketing; formerly associated with Nickerson Realty Corp. where she handled all phases of land development, a…

More About Lucy
29 Jessies Landing
Chatham, MA