44 Baileys Path
Chatham, MA, 02633
$2,795,000
3 Beds
3.5 Baths
3,514 SqFt
0.46 Acres
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Built by Eastward Companies in 2013, this thoughtfully designed, turnkey home is located in one of Chatham’s highly desirable neighborhoods. Offering over 3,500 sq. ft. of beautifully appointed living space, this Cape features 3 bedrooms and 3.5 baths with an open-concept floor plan that seamlessly blends timeless Cape Cod style with modern conveniences. Filled with natural light, the spacious living room showcases cathedral ceilings and a gas fireplace, and flows effortlessly into the well-appointed kitchen and dining area. The first-floor primary suite offers privacy and comfort, while two generously sized second-floor guest bedrooms and large sitting area provide ample space for family and friends. The fully finished basement includes a beautiful in-home gym with a full bath. Quality craftsmanship is evident throughout, with hardwood floors, high-end finishes and attention to detail. Professionally landscaped grounds create a private outdoor retreat, perfect for gardening, relaxing or hosting summer gatherings. Located just moment’s from Chatham’s beaches, village shops and restaurants, this home offers the perfect combination of luxury, convenience and classic Cape Cod charm.

Property Details

Price:
$2,795,000
MLS #:
22603263
Status:
Pending
Beds:
3
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
chatham
Listed Date:
Jul 3, 2026
Finished Sq Ft:
3,514
Total Sq Ft:
3,514
Lot Size:
20,048 sqft / 0.46 acres (approx)
Year Built:
2013
TennisChathamChatham

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Schools

Interior

Appliances
Countertop Range, Dishwasher, Freezer, Microwave, Refrigerator, Washer, Natural Gas, Water Heater
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Wood, Carpet
Heating
Natural Gas
Interior Features
Kitchen Island
Laundry Features
Gas Dryer, Laundry Room

Exterior

Association Amenities
Tennis Court(s)
Attached Garage YN
1
Construction Materials
Shingle Siding
Garage Spaces
2
Parking Features
Direct Access, Garage Door Opener, Paved
Roof
Pitched, Wood, Shingle
Stories
2

Financial

HOA Fee
$1,500
HOA Fee Frequency
Annually
HOA Includes
Common Area
Tax Year
2026
Taxes
$7,389

Map

Community

Market Summary

Current real estate data for Single Family in Chatham as of Aug 07, 2026
56
Single Family Listed
104
Avg DOM
1,139
Avg $ / SqFt
$3,099,011
Avg List Price

Property Summary

    44 Baileys Path Chatham MA is a Single Family for sale in Chatham, MA, 02633. It is listed for $2,795,000 and features 3 beds, 4 baths, and has approximately 3,514 square feet of living space, and was originally constructed in 2013. The current price per square foot is $795. The average price per square foot for Single Family listings in Chatham is $1,139. The average listing price for Single Family in Chatham is $3,099,011. To schedule a showing of MLS#22603263 at 44 Baileys Path in Chatham, MA, contact your Pleasant Bay Realty agent at (774) 209-1428.

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44 Baileys Path
Chatham, MA