29 Jessies Landing Chatham MA 02633 MLS #22601788

29 Jessies Landing
Chatham, MA, 02633
$3,699,900
3 Beds
4.5 Baths
4,565 SqFt
0.46 Acres
$3,699,900
29 Jessies Landing
Chatham, MA, 02633
MLS #22601788 image #0MLS #22601788 image #1MLS #22601788 image #2MLS #22601788 image #3MLS #22601788 image #4MLS #22601788 image #5
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.

Property Details

Price:
$3,699,900
MLS #:
22601788
Status:
Active
Beds:
3
Baths:
4.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
Jessie’s Landing
Listed Date:
Apr 28, 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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Current real estate data for Single Family in Chatham as of Apr 29, 2026
69
Single Family Listed
90
Avg DOM
1,032
Avg $ / SqFt
$3,287,799
Avg List Price

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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 $1,032. The average listing price for Single Family in Chatham is $3,287,799. To schedule a showing of MLS#22601788 at 29 Jessies Landing in Chatham, MA, contact your Rover IDX%2C LLC agent at 800 BOB-REALTY.
29 Jessies Landing
Chatham, MA