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Off market
  • $5,268,600

    66 Skyline Dr, Westwood, MA 02090

    7beds
    18,000sqft
    SingleFamily
    Built in 2001
    2.53 Acres Lot
    $5,268,600 Zestimate®
    $293/sqft
    $6,253 Estimated rent

    Home value

    $5,268,600

    $4.64M - $6.06M

    $6,253/mo

    Zestimate® history
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    $6,253/mo

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    $6,253/mo

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    $26,752/mo

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    $26,752/mo

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    What's special

    STUNNING RETREAT! Understated from the front, opening to a spectacular multi-level secluded Retreat in the High Ridge Estate Neighborhood. This 18,000sqft home includes a main house and connected pool house with a separate kitchen. Ideal for entertaining or spreading out the extended family! Enter into a double-height foyer and family room, which leads to a sunlight-filled, fully equipped kitchen with ample seating for family and friends. A formal living room, dining room, wood-paneled office, 7+ bedrooms, 7 full and 5 half baths and 6 car garages. Additionally there are 2 offices, large mirrored gym opening to the lawn area, billiards room, multiple game rooms, movie theater, indoor hot tub, and sauna. Two climate-controlled wine cellars capable of holding over 4,000 bottles for the wine enthusiast. Mature trees and bushes flank the house and yard to create an exceptionally private outdoor space, which includes a pool, large flat lawn and volleyball court. Minutes to 95 and Boston.

    This property is off market, which means it's not currently listed for sale or rent on Zillow. This may be different from what's available on other websites or public sources.

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 7
    • Bathrooms: 12
    • Full bathrooms: 7
    • 1/2 bathrooms: 5
    Heating
    • Radiant, Oil, Propane / Butane
    Cooling
    • Central
    Features
    • French Doors, Central Vacuum, Security System, Wetbar, Sauna/Steam/Hot Tub, Intercom, Wired for Surround Sound
    • Flooring: Tile, Carpet, Hardwood
    • Basement: Partially finished
    • Has fireplace: Yes
    Interior area
    • Total interior livable area: 18,000 sqft

    Property

    Parking
    • Total spaces: 6
    • Parking features: Garage - Attached
    Features
    • Exterior features: Brick
    • Has spa: Yes
    Lot
    • Size: 2.53 Acres
    Details
    • Parcel number: WWOOM002B000L012

    Construction

    Type & style
    • Home type: SingleFamily
    Materials
    • Roof: Asphalt
    Condition
    • Year built: 2001

    Community & HOA

    Location
    • Region: Westwood

    Financial & listing details

    • Price per square foot: $293/sqft
    • Tax assessed value: $4,977,300
    • Annual tax amount: $63,759

    Price history

    DateEventPrice
    7/16/2020Sold$3,725,000-13.4%$207/sqft
    Source: Public Record Report a problem
    6/22/2020Pending sale$4,299,000$239/sqft
    Source: Campion & Company Fine Homes Real Estate #72670367 Report a problem
    6/9/2020Listed for sale$4,299,000+108.7%$239/sqft
    Source: Campion & Company Fine Homes Real Estate #72670367 Report a problem
    7/12/1999Sold$2,060,000+470.6%$114/sqft
    Source: Public Record Report a problem
    3/2/1995Sold$361,000$20/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$63,759 $4,977,300
    2024$63,759 +20%$4,977,300 +34%
    2023$53,129 +1.9%$3,715,300 +5.7%
    2022$52,118 +13.2%$3,514,350 +12.9%
    2021$46,024 +18.7%$3,113,950 +16.6%
    2020$38,758 +4.7%$2,671,100 +5.7%
    2019$37,020 -10.3%$2,526,950 -7.6%
    2018$41,255 -4.9%$2,733,950 -8.2%
    2017$43,371 -7.5%$2,976,700 -7%
    2016$46,900 -0.2%$3,199,200 +3.7%
    2015$46,997 +11.4%$3,083,800 +12.6%
    2014$42,173 +1.1%$2,738,500 -2.2%
    2013$41,696 +2%$2,800,250 -0.8%
    2012$40,891 -2.3%$2,823,950 -6.7%
    2011$41,871 -1.6%$3,027,550 -7%
    2010$42,538 -21.7%$3,254,650 -28.1%
    2009$54,336 +34.7%$4,524,200 +31.6%
    2008$40,346 +9.4%$3,436,650
    2007$36,875 +1.4%$3,436,650 -2%
    2006$36,353 -2%$3,505,550 +13.1%
    2005$37,105 -8.2%$3,099,800 -0.6%
    2004$40,400 +34.1%$3,117,300 +18.5%
    2003$30,119 +63.7%$2,630,450 +91.1%
    2001$18,402 +564.6%$1,376,350 +601.3%
    1995$2,769 $196,250
    Find assessor info on the county website

    Neighborhood: 02090

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Deerfield
    • Middle: Thurston
    • High: Westwood HS

    Source: The MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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    Estimated market value
    $5,268,600
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $5,268,600