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For sale
    • Price cut: $350K (2/2)
    $6,900,000

    44 Buena Vista Road, Chatham, MA 02633

    7beds
    6,521sqft
    : 
    Single Family Residence
    Built in 1925
    2.63 Acres Lot
    $-- Zestimate®
    $1,058/sqft
    $-- HOA

    What's special

    Waterfront estateHot tubPrivate tennis courtImpeccable craftsmanshipMultiple sun-drenched living spacesSparkling in-ground poolSweeping ocean views
    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.
    230 days
    |
    2,538
    |
    92
    |

    Zillow last checked: 7 hours ago

    Listing updated: March 04, 2026 at 01:25pm

    Listed by:

    Shane K Masaschi 508-400-2035,

    Compass

    Source: CCIMLS,MLS#: 22503738MLS Logo

    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: $1,058/sqft
      • Tax assessed value: $4,558,000
      • Annual tax amount: $16,728
      • Date on market: 8/2/2025
      • Cumulative days on market: 231 days
      • Road surface type: Paved
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        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        Price history
        DateEventPrice
        2/2/2026Price change$6,900,000-4.8%$1,058/sqft
        Source: MLS PIN #73414794 Report a problem
        12/17/2025Price change$7,250,000-8.2%$1,112/sqft
        Source: CCIMLS #22503738 Report a problem
        9/23/2025Price change$7,900,000-7.1%$1,211/sqft
        Source: CCIMLS #22503738 Report a problem
        8/2/2025Listed for sale$8,500,000$1,303/sqft
        Source: CCIMLS #22503738 Report a problem

        Public tax history

        Public tax history
        YearProperty taxesTax 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%
        2022$14,325 $3,100,700
        2021$14,325 +10.4%$3,100,700 +15.2%
        2020$12,978 +3.5%$2,692,600 +4.1%
        2019$12,539 +5.2%$2,585,400 +5.6%
        2018$11,920 +23.9%$2,447,700 +27.9%
        2017$9,623 +1.5%$1,913,200 +1.3%
        2016$9,477 +3.6%$1,887,800 +3%
        2015$9,150 +0.3%$1,833,600 +2.1%
        2014$9,120 +0.4%$1,795,200 -0.6%
        2013$9,081 -13.2%$1,805,300 -23.2%
        2012$10,463 +4%$2,351,300
        2011$10,064 +1.6%$2,351,300 -9.3%
        2010$9,907 -0.8%$2,593,500 -2.9%
        2009$9,987 -0.1%$2,670,200 -2%
        2008$10,001 $2,725,200
        2007$10,001 +5.6%$2,725,200 +7.4%
        2006$9,467 -13%$2,538,000 +5%
        2005$10,877 $2,417,200
        2004$10,877 +7%$2,417,200 +51.7%
        2003$10,165 +3.3%$1,593,200 +10.9%
        2001$9,843 +32.5%$1,437,000 +86.2%
        1998$7,431 $771,700

        Find assessor info on the county website

        BuyAbility℠ payment

        Est. payment
        $38,133/mo
        Principal & interest
        $34626
        Property taxes
        $3507
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          Climate risks

          Neighborhood: 02633

          Getting around

          6 / 100
          Car-Dependent
          20 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating
          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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