$7,900,000
$600K PRICE DROP

Estimated payment $43,091/month

Total Views 41,536
7 Beds
6.5 Baths
6,521 Sq Ft
$1,211 Price per Sq Ft

Highlights

  • Very Popular Property
  • Ocean View
  • Tennis Courts
  • Chatham Elementary School Rated A-
  • Guest House
  • Medical Services

About This Home

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 & 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, tennis court, & beautifully integrated fire feature. .2 miles to Hardings Beach. This is a once-in-a-generation opportunity to own a legacy estate on the water.

Listing Agent

Shane Masaschi

Compass Listed on: 08/06/2025

Compass

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $14,487

Year Built

  • Built in 1925

Lot Details

  • 2.63 Acre Lot
  • Property fronts a marsh
  • Near Conservation Area
  • Fenced Yard
  • Landscaped Professionally
  • Corner Lot
  • Property is zoned R20

Parking

  • 3 Car Attached Garage
  • Garage Door Opener
  • Open Parking
  • Off-Street Parking

Home Design

  • Colonial Architecture
  • Block Foundation
  • Frame Construction
  • Shingle Roof
  • Concrete Perimeter Foundation

Interior Spaces

  • 6,521 Sq Ft Home
  • 5 Fireplaces
  • Window Screens
  • French Doors
  • Great Room
  • Sitting Room
  • Home Office
  • Sun or Florida Room
  • Ocean Views

Kitchen

  • Range
  • Microwave
  • Dishwasher

Flooring

  • Wood
  • Tile

Bedrooms and Bathrooms

  • 7 Bedrooms
  • Primary bedroom located on second floor

Laundry

  • Laundry on main level
  • Dryer
  • Washer

Unfinished Basement

  • Basement Fills Entire Space Under The House
  • Interior Basement Entry

Pool

  • Heated In Ground Pool
  • Spa
  • Outdoor Shower

Outdoor Features

  • Tennis Courts
  • Balcony
  • Deck
  • Patio
  • Rain Gutters
  • Porch

Additional Homes

  • Guest House

Utilities

  • Ductless Heating Or Cooling System
  • Central Air
  • 3 Cooling Zones
  • 3 Heating Zones
  • Baseboard Heating
  • Generator Hookup
  • Power Generator
  • Electric Water Heater
  • Sewer Inspection Required for Sale
  • Private Sewer
  • High Speed Internet

Listing and Financial Details

  • Assessor Parcel Number M:07B B:0055 L:3,2258552

Community Details

Overview

  • No Home Owners Association

Amenities

  • Medical Services
  • Shops

Recreation

  • Tennis Courts
  • Community Pool
  • Jogging Path
  • Bike Trail

Home Details

Home Type

Single Family

Est. Annual Taxes

$14,487

Year Built

Built in 1925

Lot Details

0

Parking

3

Listing Details

  • Property Type: Residential
  • Property Sub Type: Single Family Residence
  • Architectural Style: Colonial
  • Year Built: 1925
  • Year Built Details: Actual
  • Special Features: VirtualTour

Interior Features

  • Flooring: Wood, Tile
  • Interior Amenities: Home Office, Great Room, Sun Room, Bedroom, Sitting Room, Internet Available - Broadband
  • Door Features: French Doors
  • Fireplace YN: Yes
  • Fireplaces: 5
  • Appliances: Water Heater, Electric Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer
  • Total Bedrooms: 7
  • Room Bedroom2 Level: Second
  • Room Bedroom3 Level: Second
  • Room Bedroom4 Level: Second
  • Room Bedroom5 Level: Second
  • Full Bathrooms: 6
  • Half Bathrooms: 1
  • Total Bathrooms: 7
  • Room Master Bedroom Level: Second
  • Master Bathroom Features: Yes
  • Bathroom 1 Level: First
  • Bathroom 2 Level: Second
  • Bathroom 3 Level: Second
  • Room Dining Room Level: First
  • Room Family Room Level: First
  • Room Kitchen Level: First
  • Laundry Features: First Floor, Electric Dryer Hookup, Washer Hookup
  • Room Living Room Level: First
  • Room Office Level: First
  • Basement: Full, Interior Entry, Unfinished
  • Above Grade Finished Sq Ft: 6521
  • Living Area: 6521
  • Spa Features: Private
  • Spa YN: Yes
  • Window Features: Screens
  • MAIN LO: AN2383

Exterior Features

  • Exterior Features: Porch, Deck, Patio, Balcony, Pool - Inground Heated, Tennis Court(s), Rain Gutters, Hot Tub/Spa, Professional Landscaping, Screens, Fenced Yard, Guest House, Outdoor Shower
  • Construction Materials: Frame
  • Fencing: Fenced
  • Foundation Details: Concrete Perimeter, Block
  • Home Warranty YN: No
  • Other Structures: Guest House
  • Patio And Porch Features: Porch, Deck, Patio
  • Pool Features: Pool - Inground Heated
  • Pool Private YN: Yes
  • Roof: Shingle
  • Waterfront Features: Ocean, 1/10 to 3/10 To Beach, Beach Ownership(Public)
  • Waterfront YN: No
  • Waterview Flag: Yes

Garage/Parking

  • Garage Spaces: 3
  • Attached Garage YN: Yes
  • Carport Y N: No
  • Covered Parking Spaces: 3
  • Garage YN: Yes
  • Open Parking YN: Yes
  • Parking Features: Attached, Garage Door Opener, Off Street, Paved
  • Total Parking Spaces: 10

Utilities

  • Sewer: Inspection Required for Sale, Private Sewer
  • Utilities: for Gas Range, for Electric Dryer, Washer Hookup, Generator Connection
  • Cooling: Central Air, Ductless
  • Heating: Baseboard
  • Cooling Y N: Yes
  • Electric: Generator Connection
  • Heating YN: Yes
  • Water Source: Public
  • HEAT ZONES: 3
  • COOLING ZONES: 3

Condo/Co-op/Association

  • Association YN: No
  • Community Features: Shopping, Pool, Tennis Court(s), Walk/Jog Trails, Medical Facility, Bike Path, Conservation Area
  • Senior Community YN: No

Lot Info

  • Parcel Number: M:07B B:0055 L:3,2258552
  • Zoning: R20
  • Farm Land Area Units: Square Feet
  • Lot Features: Corner Lot
  • Lot Size Acres: 2.63
  • Lot Size Sq Ft: 114562
  • Lot Size Units: Acres
  • Property Attached YN: No

Tax Info

  • Tax Year: 2025
  • Tax Annual Amount: 14487

Multi Family

  • Basement Included Sq Ft: No
  • Waterview: Marsh, Ocean

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Property History

Date Event Price Change Sq Ft Price
09/23/2025 09/23/25 Price Changed $7,900,000 -7.1% $1,211 / Sq Ft
08/06/2025 08/06/25 For Sale $8,500,000 -- $1,303 / Sq Ft
Source: MLS Property Information Network (MLS PIN)

About the Listing Agent

Shane Masaschi

Compass

(508) 400-2035

Section Image

Experience Cape Cod real estate with a hometown expert! As a Chatham native I have an intimate knowledge of Cape Cod and a strong desire to assist buyer’s in finding a home in one of the most beautiful places in the world. Additionally, I professionally represent seller’s in the sale of their homes, ensuring expert guidance every step of the way.

My references: MBA degree, #1 Individual Agent in Chatham, Top 1% Agent on Cape Cod, Top 1.5% Agent Nationally. Boston Magazine Top Agent

Shane's Other Listings

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    Welcome to 93 Bucks Creek Rd, where luxury meets coastal elegance. This architecturally stunning, custom-built home offers an unparalleled resort-style experience boasting a heated, saltwater pool and membership to the exclusive Hardings Hills Association, featuring a private dock, kayak storage, & picnic area. Nestled just 3/10ths of a mile from the pristine sands of Hardings Beach, this

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  • 0 George Ryder Rd Unit 73104629, Chatham, MA 02633

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    Amazing opportunity to build your dream home in Chatham on this .72-acre, panhandle, private residential lot. Build a 3-bedroom home connected to town sewer, 4-bedroom with approval. (buyer's & buyer's agents verify with Board of Health). The water, gas, electric, cable and sewer are on George Ryder Road. This property is convenient to shopping, seven restaurants, the bike path, a medical office,

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  • Lot 6 Bobbie's Ln, Chatham, MA 02659

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  • 79 Forest Beach Rd, South Chatham, MA 02659

    $1,295,000

    • 3 Beds
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    • 1,634 Sq Ft
    • 79 Forest Beach Rd
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    Endless Summer Awaits at 79 Forest Beach Road, South Chatham! A 3 bed, 2 bath bungalow beauty is the coastal escape you've been waiting for. Tucked just south of Route 28 and only .04 miles to sandy Forest Beach, set on an oversized 42,688 sq ft lot. Inside, you'll love the bright and breezy layout, updated kitchen, and baths, & comfort all year long with a high-efficiency 95% combo 2-zone Rinnai

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  • 99 Uncle Alberts Drive Extension, Chatham, MA 2633

    $5,900,000

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    • 2.5 Baths
    • 1,850 Sq Ft
    • 99 Uncle Alberts Drive Extension
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    Experience a rare opportunity to own a prime waterfront property in one of Chatham's most sought-after locations. Set on 1.44 acres, this beautifully crafted 2-bedroom, 2.5 bath home offers 1,850 sq ft of refined living space w/commanding panoramic views stretching across Oyster Pond, Oyster River & to Nantucket Sound. This exceptional offering includes a conceptual site plan & video for a future

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  • 287 Cedar St, Chatham, MA 02633

    $4,200,000

    • 3 Beds
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    • 3,640 Sq Ft
    • 287 Cedar St
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    NEW CONSTRUCTION: Welcome to 287 Cedar Street, an exquisite 3 BR, 4.5 Bath, 3,640 sf retreat nestled ''On the Loop'' in Chatham. This elegant residence showcases exceptional craftsmanship & luxurious finishes, making it a true masterpiece of coastal living. The gourmet kitchen w/Quartz countertops is a chef's dream, featuring top-of-the-line Subzero, Miele, and Wolf appliances. The center island

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  • 9 Bettys Path, Chatham, MA 02633

    $1,700,000 Pending

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    Welcome to 9 Bettys Path, your private hideaway w/panoramic views of nature's finest artwork! This charming 3-bed, 2-bath home is nestled on a 1.8-acre lot, complete with a stunning kettle pond and a lush pastoral backdrop. Renovated in 2014, the home boasts a fresh roof and all the modern comforts. Step inside to find an inviting living room with a cozy fireplace, a dining room that opens onto a

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  • 67 A Leonard Way, Chatham, MA 02633

    $975,000 Pending

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    Welcome to 67 A Leonard Way, a charming ranch-style 2-bedroom home tucked away on a quiet street just minutes from downtown Chatham. Inside you'll find a beautifully renovated kitchen with granite countertops, stainless steel appliances and custom cabinetry. The open living and dining areas feature a fireplace, built-in shelving, and hardwood floors, creating a warm and inviting atmosphere. With

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  • 19 Stoughton Ln, Chatham, MA 2633

    $575,000 Sold Sep 25, 2025

    • 3 Beds
    • 2 Baths
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    • 19 Stoughton Ln
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    Here is your chance to own a slice of seaside Chatham! This prime location is only a short walk or .02 miles to stunning Ridgevale Beach on pristine Nantucket Sound. Included in the sale is a passing 3 bedroom Title V septic. Seller has building plans for a 3 bedroom, 2 bath, 1356 SF home. Imagine the possibilities of creating your own home on this rare piece of land in this welcoming, quaint

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Source: MLS Property Information Network (MLS PIN)

MLS Number: 73414794

MLS Property Information Network (MLS PIN)

APN: CHAT M:07B B:0055 L:3