29 Jessies Landing
Chatham, MA, 02633
$3,499,900
3 Beds
4.5 Baths
4,565 SqFt
0.46 Acres
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MLS #22505507 image #0MLS #22505507 image #1MLS #22505507 image #2MLS #22505507 image #3MLS #22505507 image #4MLS #22505507 image #5
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.

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
PoolNewconstructionJessie’s LandingMonomoy

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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

Community

Market Summary

Current real estate data for Single Family in Chatham as of Dec 15, 2025
58
Single Family Listed
126
Avg DOM
1,042
Avg $ / SqFt
$2,983,795
Avg List Price

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 $1,042. The average listing price for Single Family in Chatham is $2,983,795. To schedule a showing of MLS#22505507 at 29 Jessies Landing in Chatham, MA, contact your Pleasant Bay Realty agent at (774) 209-1428.

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29 Jessies Landing
Chatham, MA