Perfectly positioned in one of Chatham's most coveted enclaves--just across from iconic Lighthouse Beach--this classic Cape-style residence offers an exceptional blend of historic charm and modern comfort. Rich in character and beautifully maintained, the home features light-filled, generously scaled rooms that flow effortlessly between formal and informal living spaces.The thoughtfully designed kitchen is a chef's delight, complete with a breakfast bar, dining area, and French doors that open to an exquisite outdoor living space--featuring a stone patio and professionally landscaped grounds. The adjacent living room, bathed in natural light, offers a cozy fireplace, while a separate formal dining room and inviting family room with a second fireplace and custom bar provide ideal settings for entertaining. The home offers three well-appointed bedrooms including a luxurious primary suite with a walk-in closet. Additional highlights include a two-car garage with bonus room and bath above and an outdoor shower--perfect for beachside living. This is a rare opportunity to own a distinguished property in one of Chatham's most sought-after locations.
For sale
$5,500,000
85 Main Street, Chatham, MA 02633
3beds
2,998sqft
Est.:
Single Family Residence
Built in 1820
0.33 Acres Lot
$5,325,400 Zestimate®
$1,835/sqft
$-- HOA
What's special
Cozy fireplaceOutdoor showerStone patioProfessionally landscaped groundsBreakfast barIconic lighthouse beachInviting family room
- 14 days
- on Zillow |
- 1,878 |
- 53 |
Zillow last checked: 7 hours ago
Listing updated: April 22, 2025 at 01:56pm
Listed by:
Chris Rhinesmith 617-967-0987,
Compass Massachusetts, LLC
Source: CCIMLS,MLS#: 22501580

Travel times
Tour with a buyer’s agent
Tour with a buyer’s agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Primary bedroom
- Features: Walk-In Closet(s)
- Level: Second
- Area: 356.97
- Dimensions: 16.3 x 21.9
Bedroom 2
- Features: Shared Full Bath
- Level: Second
- Area: 218.3
- Dimensions: 18.5 x 11.8
Bedroom 3
- Features: Shared Full Bath
- Level: Second
- Area: 302.58
- Dimensions: 24.6 x 12.3
Bedroom 4
- Features: Private Half Bath
Primary bathroom
- Features: Private Full Bath
Dining room
- Description: Flooring: Wood,Door(s): French
- Level: First
- Area: 261.6
- Dimensions: 10.9 x 24
Kitchen
- Description: Countertop(s): Granite,Flooring: Wood,Door(s): French
- Features: Recessed Lighting, Upgraded Cabinets, Breakfast Bar, Dining Area, Kitchen Island
- Level: First
- Area: 224.64
- Dimensions: 21.6 x 10.4
Living room
- Description: Flooring: Wood
- Features: Built-in Features
- Level: First
- Area: 368.35
- Dimensions: 26.5 x 13.9
Heating
- Forced Air
Cooling
- Central Air
Appliances
- Included: Dishwasher, Washer, Refrigerator, Gas Range, Water Heater, Gas Water Heater
Features
- Recessed Lighting, Wet Bar
- Flooring: Wood, Tile
- Doors: French Doors
- Basement: Bulkhead Access,Interior Entry,Full
- Has fireplace: No
Interior area
- Total structure area: 2,998
- Total interior livable area: 2,998 sqft
Property
Parking
- Total spaces: 2
- Parking features: Driveway
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Stories: 2
- Entry location: First Floor
- Patio & porch: Patio
- Exterior features: Outdoor Shower, Private Yard, Garden
- Has view: Yes
- Has water view: Yes
- Water view: Bay/Harbor
Lot
- Size: 0.33 Acres
Details
- Parcel number: 16B76HA
- Zoning: R20
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cape
- Property subtype: Single Family Residence
Materials
- Shingle Siding
- Foundation: Block
- Roof: Pitched, Wood
Condition
- Updated/Remodeled, Actual
- New construction: No
- Year built: 1820
- Major remodel year: 2005
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
Community & HOA
HOA
- Has HOA: No
Location
- Region: Chatham
Financial & listing details
- Price per square foot: $1,835/sqft
- Tax assessed value: $3,244,100
- Annual tax amount: $11,257
- Date on market: 4/11/2025
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