Chatham Waterfront Masterpiece. A private estate on Cape Cod's most coveted coastline in one of New England's most prestigious coastal communities. 44 Buena Vista Road is an extraordinary waterfront estate, a rare offering blending timeless elegance with resort-style amenities. Designed for both grand entertaining and intimate family living, this residence offers sweeping ocean views, sophisticated interiors, and seamless transitions to the outdoors. A grand 5-bedroom, 4 bath, 4,551 sf colonial home with impeccable craftsmanship & 5 fireplace features multiple sun-drenched living spaces and seamless indoor-outdoor flow. The 1,970 sf, 2 bed, 2.5 bath colonial guest house, built in 2016, is perfect for extended family & friends. Nestled along the Chatham shoreline this 2.6-acre property boasts a sparkling in-ground pool, hot tub, and beautifully integrated fire feature. Live an active lifestyle with a private tennis court, half basketball court, space for lawn games and all your summer activities. .2 miles to Hardings Beach, a premier Nantucket Sound beach. This is a once-in-a-generation opportunity to own a legacy estate on the water.
For sale
$8,500,000
44 Buena Vista Road, Chatham, MA 02633
7beds
6,521sqft
Est.:
Single Family Residence
Built in 1925
2.63 Acres Lot
$-- Zestimate®
$1,303/sqft
$-- HOA
What's special
Waterfront estateHot tubPrivate tennis courtImpeccable craftsmanshipMultiple sun-drenched living spacesSparkling in-ground poolSweeping ocean views
- 1 day
- on Zillow |
- 924 |
- 49 |
Zillow last checked: 7 hours ago
Listing updated: August 02, 2025 at 01:31am
Listed by:
Shane K Masaschi 508-400-2035,
Compass
Source: CCIMLS,MLS#: 22503738

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 7
- Bathrooms: 7
- Full bathrooms: 6
- 1/2 bathrooms: 1
Primary bedroom
- Level: Second
Bedroom 2
- Features: Bedroom 2
- Level: Second
Bedroom 3
- Level: Second
Bedroom 4
- Level: Second
Dining room
- Features: Dining Room
- Level: First
Kitchen
- Features: Kitchen
- Level: First
Living room
- Features: Living Room
- Level: First
Heating
- Hot Water
Cooling
- Central Air
Appliances
- Included: Dishwasher, Washer, Refrigerator, Microwave, Electric Water Heater
- Laundry: Laundry Room, First Floor
Features
- HU Cable TV, Linen Closet
- Flooring: Wood, Tile
- Basement: Full,Interior Entry
- Number of fireplaces: 6
Interior area
- Total structure area: 6,521
- Total interior livable area: 6,521 sqft
Property
Parking
- Total spaces: 10
- Parking features: Garage - Attached
- Attached garage spaces: 3
Features
- Stories: 2
- Entry location: First Floor
- Exterior features: Outdoor Shower
- Has private pool: Yes
- Pool features: Gunite, Heated
- Spa features: Heated
- Has view: Yes
- Has water view: Yes
- Water view: Ocean
- Body of water: Ridgevale
Lot
- Size: 2.63 Acres
- Features: Bike Path, Medical Facility, Cape Cod Rail Trail, Conservation Area, Cleared, Level, South of Route 28
Details
- Parcel number: 7B553
- Zoning: R20
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Clapboard, Shingle Siding
- Foundation: Block, Poured, Concrete Perimeter
- Roof: Asphalt
Condition
- Updated/Remodeled, Actual
- New construction: No
- Year built: 1925
- Major remodel year: 2016
Utilities & green energy
- Sewer: Septic Tank
Community & HOA
HOA
- Has HOA: No
Location
- Region: Chatham
Financial & listing details
- Price per square foot: $1,303/sqft
- Tax assessed value: $4,174,900
- Annual tax amount: $14,486
- Date on market: 8/2/2025
- Road surface type: Paved
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