$8,500,000

Estimated payment $46,494/month

Total Views 33,549
7 Beds
6.5 Baths
6,521 Sq Ft
$1,303 Price per Sq Ft

Highlights

  • Hot Property
  • Medical Services
  • Waterfront
  • Chatham Elementary School Rated A-
  • Pool House
  • 2.63 Acre Lot

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 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.

Listing Agent

Shane Masaschi

Compass License #9538631 Listed on: 08/01/2025

Compass

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $14,486

Year Built

  • Built in 1925 | Remodeled

Lot Details

  • 2.63 Acre Lot
  • Waterfront
  • Property fronts a private road
  • Near Conservation Area
  • Fenced
  • Level Lot
  • Cleared Lot
  • Property is zoned R20

Parking

  • 3 Car Attached Garage
  • Open Parking

Home Design

  • Colonial Architecture
  • Entry on the 1st floor
  • Flat Roof Shape
  • Block Foundation
  • Poured Concrete
  • Pitched Roof
  • Asphalt Roof
  • Shingle Siding
  • Concrete Perimeter Foundation
  • Clapboard

Interior Spaces

  • 6,521 Sq Ft Home
  • 2-Story Property
  • Wet Bar
  • 6 Fireplaces
  • Living Room
  • Dining Room

Kitchen

  • Gas Range
  • Dishwasher

Flooring

  • Wood
  • Tile

Bedrooms and Bathrooms

  • 7 Bedrooms
  • Primary bedroom located on second floor
  • Linen Closet

Laundry

  • Laundry Room
  • Laundry on main level
  • Washer

Basement

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

Pool

  • Pool House
  • Concrete Pool
  • Heated In Ground Pool
  • Heated Spa
  • Vinyl Pool
  • Outdoor Shower

Outdoor Features

  • Patio

Utilities

  • Central Air
  • Hot Water Heating System
  • Well
  • Electric Water Heater
  • Septic Tank

Listing and Financial Details

  • Assessor Parcel Number 7B553

Community Details

Recreation

  • Bike Trail

Additional Features

  • No Home Owners Association
  • Medical Services

Home Details

Home Type

Single Family

Est. Annual Taxes

$14,486

Year Built

Built in 1925 | Remodeled

Lot Details

0

Parking

3

Listing Details

  • Has Basement: Full, Interior Entry
  • Property Sub Type: Single Family Residence
  • Prop. Type: Residential
  • Lot Size Acres: 2.63
  • Road Frontage Type: Private Road
  • Road Surface Type: Paved
  • Water Body Name: Ridgevale
  • Directions: Rte 28 to Barn Hill Rd to Hardings Beach Rd to Buena Vista Rd. #44 is at the end, thru gate.
  • Architectural Style: Colonial
  • Carport Y N: No
  • Entry Level: 1
  • Garage Yn: Yes
  • New Construction: No
  • Property Attached Yn: No
  • Kitchen Level: First
  • Special Features: VirtualTour
  • Stories: 2

Interior Features

  • Appliances: Dishwasher, Washer, Refrigerator, Gas Range, Electric Dryer, Electric Water Heater
  • Total Bedrooms: 7
  • Interior Amenities: HU Cable TV, Wet Bar, Recessed Lighting, Pantry, Linen Closet
  • Spa Features: Heated
  • Full Bathrooms: 6
  • Half Bathrooms: 1
  • Entry Location: First Floor
  • Fireplaces: 6
  • Fireplace: Yes
  • Flooring: Wood, Tile
  • Dining Room Features: Dining Room
  • Room Bedroom4 Level: Second
  • Living Room Living Room Level: First
  • Kitchen Description: Countertop(s): Other
  • Master Bedroom Master Bedroom Level: Second
  • Room Bedroom3 Level: Second
  • Room Bedroom2 Level: Second
  • Room Bedroom2 Features: Bedroom 2
  • Room Kitchen Features: Kitchen
  • Living Room Features: Living Room
  • Dining Room Dining Room Level: First

Exterior Features

  • Exterior Features: Outdoor Shower
  • Fencing: Fenced, Partial
  • Lot Features: Bike Path, Medical Facility, Cape Cod Rail Trail, Conservation Area, Cleared, Level, South of Route 28
  • Pool Features: Concrete, Vinyl, In Ground, Heated
  • Pool Private: Yes
  • Waterfront: Yes
  • Home Warranty: No
  • Construction Type: Clapboard, Shingle Siding
  • Foundation Details: Block, Poured, Concrete Perimeter
  • Other Structures: Pool House
  • Patio And Porch Features: Patio
  • Property Condition: Updated/Remodeled, Actual
  • Roof: Asphalt, Pitched, Flat

Garage/Parking

  • Attached Garage: Yes
  • Garage Spaces: 3
  • Open Parking: Yes
  • Total Parking Spaces: 10

Utilities

  • Sewer: Septic Tank
  • Cooling: Central Air
  • Heating: Hot Water
  • Laundry Features: Laundry Room, First Floor
  • Cooling Y N: Yes
  • Heating Yn: Yes
  • Water Source: Well

Condo/Co-op/Association

  • Association: No

Schools

  • Junior High Dist: Monomoy

Lot Info

  • Zoning: R20
  • Land Lease: No
  • Lot Size Sq Ft: 114519
  • Parcel #: 7B553

Building Info

  • Year Built: 1925

Tax Info

  • Tax Year: 2025
  • Tax Annual Amount: 14486
  • Tax Book Number: (225637)

Map

Range of Values:

Collateral Analytics

Collateral Analytics Collateral Analytics AVMs (Automated Valuation Model) employ a number of statistical approaches combined with neighborhood-specific comparable selection guarantees the most up-to-date and precise valuations.

Not Available

Collateral Analytics does not have data for the current month. Please view the chart for historical values.

ICE

ICE Mortgage Technology ICE Mortgage Technology’s AVM (Automated Valuation Model) is a state-of-the-art online residential property valuation tool that provides a quick and accurate estimate of the value of almost any home in the U.S.

Not Available

ICE Mortgage Technology does not have data for the current month. Please view the chart for historical values.

First American

First American First American Data & Analytics’ next-generation AVM combines unrivaled data assets with a blended ensemble of valuation models to produce highly accurate, reliable valuations you can trust.

Not Available

First American does not have data for the current month. Please view the chart for historical values.

Quantarium

Quantarium Quantarium’s valuation service, repeatedly proven the industry’s most accurate and comprehensive, is supercharged with a self-learning and auto-tuning AI engine that continually becomes smarter and more accurate as it processes daily inputs from the industry’s leading RE data lake.

Not Available

Quantarium does not have data for the current month. Please view the chart for historical values.

Average Value
Not Available
List Price
Sold Price
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area

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
08/01/2025 08/01/25 For Sale $8,500,000 -- $1,303 / Sq Ft
Source: Cape Cod & Islands Association of REALTORS®

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

  • 19 Stoughton Ln, Chatham, MA 2633

    $600,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,356 Sq Ft
    • 19 Stoughton Ln
    • Chatham, MA

    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

    Shane Masaschi Compass

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

    $250,000

    • Land
    • 0.72 Acre
    • $347,222 per Acre
    • 0 George Ryder Rd
    • Unit 73104629
    • Chatham, MA

    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,

    Shane Masaschi Compass

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

    $605,000

    • Land
    • 0.7 Acre
    • $864,286 per Acre
    • Lot 6 Bobbie's Ln
    • Chatham, MA

    Build your Cape Cod Dream! Opportunity awaits on picturesque Bobbies Lane. This generously sized 30,150 sq ft building lot, located south of Route 28, offers the perfect canvas for your Cape Cod getaway or year-round residence. Just 0.4 miles to stunning Forest Beach, you'll enjoy easy strolls to one of the most scenic and serene beaches on Nantucket Sound. Imagine building a charming 3-bedroom

    Shane Masaschi Compass

    Section Image
  • 79 Forest Beach Rd, South Chatham, MA 02659

    $1,295,000

    • 3 Beds
    • 2 Baths
    • 1,634 Sq Ft
    • 79 Forest Beach Rd
    • South Chatham, MA

    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

    Shane Masaschi Compass

    Section Image
  • 99 Uncle Alberts Drive Extension, Chatham, MA 2633

    $5,900,000

    • 2 Beds
    • 2.5 Baths
    • 1,850 Sq Ft
    • 99 Uncle Alberts Drive Extension
    • Chatham, MA

    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

    Shane Masaschi Compass

    Section Image
  • 287 Cedar St, Chatham, MA 02633

    $4,200,000

    • 3 Beds
    • 4.5 Baths
    • 3,640 Sq Ft
    • 287 Cedar St
    • Chatham, MA

    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

    Shane Masaschi Compass

    Section Image
  • 9 Bettys Path, Chatham, MA 02633

    $1,700,000 Pending

    • 3 Beds
    • 2 Baths
    • 2,008 Sq Ft
    • 9 Bettys Path
    • Chatham, MA

    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

    Shane Masaschi Compass

    Section Image
  • 67 A Leonard Way, Chatham, MA 02633

    $975,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,340 Sq Ft
    • 67 A Leonard Way
    • Chatham, MA

    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

    Shane Masaschi Compass

    Section Image
  • 221 Church St, Harwich, MA 02645

    $800,000 Pending

    • 4 Beds
    • 2 Baths
    • 2,032 Sq Ft
    • 221 Church St
    • Harwich, MA

    Step into history at 221 Church Street in Harwich, MA, where 1765 charm meets modern-day comfort. This enchanting 4-bedroom, 2-bath, 2,032 sq ft antique home showcases stunning wide-board hardwood floors full of character and history. Stay cool in summer with a modern split-system AC, blending timeless charm with everyday convenience. A detached two-car garage & two sheds--one with antique appeal

    Shane Masaschi Compass

    Section Image

Source: Cape Cod & Islands Association of REALTORS®

MLS Number: 22503738

Cape Cod & Islands Association of REALTORS®

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