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
Price cut: $600K (9/23)
$7,900,000
44 Buena Vista Road, Chatham, MA 02633
7beds
6,521sqft
Est.:
Single Family Residence
Built in 1925
2.63 Acres Lot
$-- Zestimate®
$1,211/sqft
$-- HOA
What's special
Waterfront estateHot tubPrivate tennis courtImpeccable craftsmanshipMultiple sun-drenched living spacesSparkling in-ground poolSweeping ocean views
- 130 days |
- 1,722 |
- 53 |
Zillow last checked: 8 hours ago
Listing updated: November 23, 2025 at 05:42pm
Listed by:
Shane K Masaschi 508-400-2035,
Compass
Source: CCIMLS,MLS#: 22503738
Tour with a local 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
- Description: Countertop(s): Other
- Features: Kitchen
- Level: First
Living room
- Features: Living Room
- Level: First
Heating
- Hot Water
Cooling
- Central Air
Appliances
- Included: Dishwasher, Washer, Refrigerator, Gas Range, Electric Dryer, Electric Water Heater
- Laundry: Laundry Room, First Floor
Features
- HU Cable TV, Wet Bar, Recessed Lighting, Pantry, 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
Video & virtual tour
Property
Parking
- Total spaces: 10
- Parking features: Garage - Attached, Open
- Attached garage spaces: 3
- Has uncovered spaces: Yes
Features
- Stories: 2
- Entry location: First Floor
- Patio & porch: Patio
- Exterior features: Outdoor Shower
- Has private pool: Yes
- Pool features: Concrete, Vinyl, In Ground, Heated
- Spa features: Heated
- Fencing: Fenced, Partial
- Has view: Yes
- Has water view: Yes
- Water view: Ocean
- On waterfront: Yes
- 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
- Additional structures: Pool House
- Parcel number: 7B553
- Zoning: R20
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Clapboard, Shingle Siding
- Foundation: Block, Poured, Concrete Perimeter
- Roof: Asphalt, Pitched, Flat
Condition
- Updated/Remodeled, Actual
- New construction: No
- Year built: 1925
- Major remodel year: 2016
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & HOA
HOA
- Has HOA: No
Location
- Region: Chatham
Financial & listing details
- Price per square foot: $1,211/sqft
- Tax assessed value: $4,174,900
- Annual tax amount: $14,486
- Date on market: 8/2/2025
- Cumulative days on market: 130 days
- Road surface type: Paved
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 9/23/2025 | Price change | $7,900,000-7.1%$1,211/sqft |
Source:  CCIMLS #22503738 Report a problem | ||
| 8/2/2025 | Listed for sale | $8,500,000$1,303/sqft |
Source: CCIMLS #22503738 Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $14,487 -0.7% | $4,174,900 +2.1% |
| 2024 | $14,595 +7.1% | $4,088,200 +16.4% |
| 2023 | $13,629 -4.9% | $3,512,500 +13.3% |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$37,612/mo
Principal & interest
$30634
Property taxes
$4213
Home insurance
$2765
Climate risks
Neighborhood: 02633
Nearby schools
GreatSchools rating
- 7/10Monomoy Regional Middle SchoolGrades: 5-7Distance: 1.4 mi
- 5/10Monomoy Regional High SchoolGrades: 8-12Distance: 3.7 mi
- 7/10Chatham Elementary SchoolGrades: K-4Distance: 2.2 mi
Schools provided by the listing agent
- District: Monomoy
Source: CCIMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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