Skip main navigation
Pending
    • Price cut: $175K (6/22)
    $4,950,000

    65 Woodcliff Rd, Wellesley, MA 02481

    7beds
    8,840sqft
    : 
    $31,866/mo
    Get pre-qualified
    Single Family Residence
    Built in 1984
    0.75 Acres Lot
    $4,553,800 Zestimate®
    $560/sqft
    $-- HOA

    What's special

    Recreation spacesFormal dining roomPrivate balconyBeautifully landscaped groundsBreakfast roomCustom built-insRichly paneled study
    Spectacular Cliff Estates Colonial set on a majestic, private ¾ acre lot in one of Wellesley’s most coveted neighborhoods. Meticulously updated and expanded by renowned architect Patrick Ahern + KVC Builders, this exceptional residence blends timeless elegance, exquisite detailing and refined modern living. Designed for grand entertaining, the main level features a front-to-back living room w/a fireplace and French doors to a balcony overlooking beautifully landscaped grounds, a formal dining room, and a sunlit chef’s kitchen with dual islands, breakfast room and butler’s pantry. A gracious family room w/a fireplace and custom built-ins opens to a richly paneled study. The serene primary suite offers a fireplace, spa-like bath with soaking tub & private balcony. There are 6 additional bedrooms plus a finished walkout LL w/a media room, recreation spaces and an office. An extraordinary offering close to top schools, commuting routes, and Wellesley’s premier shops, dining and more!
    132 days
    |
    686
    |
    24
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Beyond Boston Properties Group 617-383-7810,

    Compass 781-365-9954

    Source: MLS PIN,MLS#: 73488659

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 7
      • Bathrooms: 8
      • Full bathrooms: 5
      • 1/2 bathrooms: 3
      Primary bedroom
      • Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Coffered Ceiling(s), Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Hardwood, Flooring - Marble, Window(s) - Bay/Bow/Box, Balcony - Exterior, French Doors, Exterior Access, Recessed Lighting, Lighting - Sconce, Crown Molding
      • Level: Second
      Bedroom 2
      • Features: Bathroom - 3/4, Closet, Flooring - Stone/Ceramic Tile, Flooring - Wall to Wall Carpet, Window(s) - Bay/Bow/Box, Recessed Lighting, Remodeled, Crown Molding
      • Level: Second
      Bedroom 3
      • Features: Bathroom - 3/4, Closet/Cabinets - Custom Built, Flooring - Wall to Wall Carpet, Window(s) - Bay/Bow/Box, Balcony - Exterior, Exterior Access, Recessed Lighting, Remodeled, Crown Molding, Closet - Double
      • Level: Second
      Bedroom 4
      • Features: Flooring - Wall to Wall Carpet, Window(s) - Picture, French Doors, Exterior Access, Recessed Lighting, Remodeled
      • Level: Second
      Bedroom 5
      • Features: Fireplace, Closet, Closet/Cabinets - Custom Built, Flooring - Wall to Wall Carpet, Recessed Lighting, Lighting - Overhead, Crown Molding
      • Level: Second
      Primary bathroom
      • Features: Yes
      Bathroom 1
      • Features: Bathroom - Half, Flooring - Hardwood, Crown Molding
      • Level: First
      Bathroom 2
      • Features: Bathroom - Half, Window(s) - Picture
      • Level: First
      Bathroom 3
      • Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid
      • Level: Second
      Dining room
      • Features: Flooring - Hardwood, Window(s) - Bay/Bow/Box, Recessed Lighting, Lighting - Overhead, Crown Molding
      • Level: Main,First
      Family room
      • Features: Closet/Cabinets - Custom Built, Flooring - Hardwood, Window(s) - Picture, Recessed Lighting, Remodeled, Crown Molding
      • Level: Main,First
      Kitchen
      • Features: Closet/Cabinets - Custom Built, Flooring - Hardwood, Window(s) - Picture, Dining Area, Balcony / Deck, Countertops - Stone/Granite/Solid, Kitchen Island, Exterior Access, Open Floorplan, Recessed Lighting, Remodeled, Second Dishwasher, Stainless Steel Appliances, Gas Stove, Lighting - Overhead, Crown Molding
      • Level: Main,First
      Living room
      • Features: Flooring - Hardwood, Window(s) - Bay/Bow/Box, Balcony - Exterior, French Doors, Wet Bar, Exterior Access, Recessed Lighting, Lighting - Overhead, Crown Molding
      • Level: Main,First
      Heating
      • Baseboard, Natural Gas
      Cooling
      • Central Air
      Appliances
      • Included: Gas Water Heater, Water Heater, Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Range Hood
      • Laundry: Closet/Cabinets - Custom Built, Flooring - Stone/Ceramic Tile, Stone/Granite/Solid Countertops, Washer Hookup, Sink, Second Floor
      Features
      • Closet/Cabinets - Custom Built, Crown Molding, Decorative Molding, Closet, Attic Access, Recessed Lighting, Storage, Window Seat, Walk-In Closet(s), Bathroom - 3/4, Bathroom - Double Vanity/Sink, Bathroom - Half, Open Floorplan, Pedestal Sink, Study, Mud Room, Bedroom, Bathroom, Play Room, Sauna/Steam/Hot Tub, Wet Bar, Walk-up Attic
      • Flooring: Tile, Carpet, Hardwood, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Wall to Wall Carpet, Laminate
      • Doors: French Doors, Insulated Doors
      • Windows: Picture, Skylight, Insulated Windows, Screens
      • Basement: Full,Partially Finished,Walk-Out Access
      • Number of fireplaces: 4
      • Fireplace features: Family Room, Living Room, Master Bedroom
      Interior area
      • Total structure area: 8,840
      • Total interior livable area: 8,840 sqft
      • Finished area above ground: 7,598
      • Finished area below ground: 1,242

      Property

      Parking
      • Total spaces: 6
      • Parking features: Attached, Garage Door Opener, Storage, Paved Drive, Off Street, Driveway, Paved
      • Attached garage spaces: 2
      • Uncovered spaces: 4
      Features
      • Patio & porch: Patio
      • Exterior features: Patio, Balcony, Rain Gutters, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens, Stone Wall
      Lot
      • Size: 0.75 Acres
      • Features: Gentle Sloping, Level
      Details
      • Parcel number: M:106 R:042 S:A,260976
      • Zoning: SR20

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Frame
      • Foundation: Concrete Perimeter
      • Roof: Shingle
      Condition
      • Remodeled
      • Year built: 1984

      Utilities & green energy

      • Electric: Circuit Breakers
      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: for Gas Range, Washer Hookup
      Green energy
      • Energy efficient items: Thermostat

      Community & HOA

      Community
      • Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station, University
      • Security: Security System
      • Subdivision: Cliff Estates
      HOA
      • Has HOA: No
      Location
      • Region: Wellesley

      Financial & listing details

      • Price per square foot: $560/sqft
      • Tax assessed value: $3,811,000
      • Annual tax amount: $39,177
      • Date on market: 3/18/2026
      • Listing terms: Contract

        Estimated market value

        $4,553,800

        $4.33M - $4.78M

        $8,688/mo

        Price history

        DateEventPrice
        7/14/2026Pending sale$4,950,000$560/sqft
        Source: MLS PIN #73488659 Report a problem
        6/22/2026Price change$4,950,000-3.4%$560/sqft
        Source: MLS PIN #73488659 Report a problem
        4/22/2026Price change$5,125,000-5%$580/sqft
        Source: MLS PIN #73488659 Report a problem
        3/18/2026Listed for sale$5,395,000+243.6%$610/sqft
        Source: MLS PIN #73488659 Report a problem
        10/29/1996Sold$1,570,000+61%$178/sqft
        Source: Public Record Report a problem
        6/14/1991Sold$975,000$110/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$39,177 +6.3%$3,811,000 +7.7%
        2024$36,841 +1.2%$3,539,000 +11.3%
        2023$36,422 +1.7%$3,181,000 +3.7%
        2022$35,823 +1%$3,067,000 +1.6%
        2021$35,473 +13.4%$3,019,000 +11.5%
        2020$31,293 -0.1%$2,707,000
        2019$31,320 +1%$2,707,000 +4.3%
        2018$31,022 +1.3%$2,596,000 0%
        2017$30,619 -4.7%$2,597,000 -4.4%
        2016$32,130 +2.2%$2,716,000 -0.1%
        2015$31,443 +1.6%$2,720,000 +1.4%
        2014$30,962 -5.7%$2,683,000 -6.2%
        2012$32,833 +0.1%$2,860,000 -0.3%
        2011$32,804 +9.1%$2,870,000 +0%
        2010$30,067 +9.7%$2,869,000 -0.8%
        2009$27,397 +1.1%$2,893,000 -2%
        2008$27,099 +3.5%$2,952,000
        2007$26,184 +6.6%$2,952,000
        2006$24,561 +2%$2,952,000 +3%
        2005$24,083 -2.1%$2,867,000 -0.2%
        2004$24,593 +2.4%$2,873,000 -2.8%
        2003$24,011 +30.6%$2,957,000 +30.3%
        2002$18,387 +12.4%$2,270,000 +36.8%
        1999$16,358 $1,659,000
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.
        Get pre-qualified

        Climate risks

        Neighborhood: 02481

        Getting around

        8 / 100
        Car-Dependent
        24 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Wps
        • Middle: Wms
        • High: Whs

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

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts

        Similar homes

            Nearby cities

            Nearby zip codes

            Other Wellesley Topics

              Search
              Updates
              Favorites
              Plan
              Inbox