Skip main navigation
For sale
  • Price cut: $455K (11/6)
    $5,395,000

    99 Old Colony Rd, Wellesley, MA 02481

    6beds
    7,287sqft
    : 
    Single Family Residence
    Built in 2015
    0.51 Acres Lot
    $5,153,500 Zestimate®
    $740/sqft
    $-- HOA

    What's special

    Sumptuous bathStone patioPrivate yardRec roomBreakfast nookGourmet kitchenDual walk in-closets
    Custom built by high-end builder, this Cliff Estates masterpiece fuses timeless and classic design with the newer systems and finishes found in a young home to create a truly unique offering. Nestled on over a half acre of park like grounds & with wonderful curb appeal, there is over 7200 square feet of luxurious living spaces. Upon entry into the grand foyer, you sense the soaring 10' ceilings, the stunning woodwork and moldings, and the meticulous attention to detail. Main floor includes an incredible gourmet kitchen with breakfast nook, gracious formal living & dining rooms, stately office & massive family room with fireplace, built-ins & inlaid hardwood flooring. Travel the elegant staircase to the second floor to encounter the regal primary suite with fireplace, dual walk in-closets & sumptuous bath. 4 additional bedrooms and 3 baths on this level. Lower level includes wine cellar, theatre, gym, rec room, bedroom & full bath. Impressive outdoor kitchen, stone patio & private yard
    84 days
    |
    2,166
    |
    76
    |

    Zillow last checked: 8 hours ago

    Listing updated: November 10, 2025 at 12:08am

    Listed by:

    The Shulkin Wilk Group 617-463-9816,

    Compass 781-365-9954

    Source: MLS PIN,MLS#: 73425010

    Tour with a local agent

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 6
    • Bathrooms: 7
    • Full bathrooms: 5
    • 1/2 bathrooms: 2
    Primary bedroom
    • Features: Bathroom - Full, Walk-In Closet(s), Flooring - Hardwood, Recessed Lighting, Wainscoting, Lighting - Overhead, Crown Molding, Closet - Double, Half Vaulted Ceiling(s)
    • Level: Second
    • Area: 483
    • Dimensions: 23 x 21
    Bedroom 2
    • Features: Bathroom - Full, Walk-In Closet(s), Flooring - Hardwood, Recessed Lighting, Crown Molding
    • Level: Second
    • Area: 196
    • Dimensions: 14 x 14
    Bedroom 3
    • Features: Bathroom - Full, Walk-In Closet(s), Flooring - Hardwood, Recessed Lighting, Crown Molding
    • Level: Second
    • Area: 182
    • Dimensions: 13 x 14
    Bedroom 4
    • Features: Bathroom - 3/4, Walk-In Closet(s), Flooring - Hardwood, Recessed Lighting, Crown Molding
    • Level: Second
    • Area: 208
    • Dimensions: 13 x 16
    Bedroom 5
    • Features: Bathroom - Half, Walk-In Closet(s), Flooring - Hardwood, Recessed Lighting, Crown Molding
    • Level: Second
    • Area: 195
    • Dimensions: 13 x 15
    Primary bathroom
    • Features: Yes
    Bathroom 1
    • Features: Bathroom - Tiled With Tub & Shower, Flooring - Marble, Jacuzzi / Whirlpool Soaking Tub, Double Vanity, Recessed Lighting, Lighting - Sconce, Lighting - Overhead, Half Vaulted Ceiling(s)
    • Level: Second
    • Area: 216
    • Dimensions: 18 x 12
    Bathroom 2
    • Features: Bathroom - Tiled With Tub, Closet/Cabinets - Custom Built, Flooring - Marble, Double Vanity, Recessed Lighting
    • Level: Second
    • Area: 88
    • Dimensions: 11 x 8
    Bathroom 3
    • Features: Bathroom - 3/4, Bathroom - Tiled With Shower Stall, Flooring - Stone/Ceramic Tile, Lighting - Sconce, Crown Molding
    • Level: Basement
    • Area: 70
    • Dimensions: 10 x 7
    Dining room
    • Features: Flooring - Hardwood, Recessed Lighting, Wainscoting, Crown Molding, Tray Ceiling(s)
    • Level: Main,First
    • Area: 224
    • Dimensions: 14 x 16
    Family room
    • Features: Vaulted Ceiling(s), Closet/Cabinets - Custom Built, Flooring - Hardwood, Exterior Access, Open Floorplan, Recessed Lighting
    • Level: Main,First
    • Area: 494
    • Dimensions: 19 x 26
    Kitchen
    • Features: Flooring - Hardwood, Dining Area, Countertops - Stone/Granite/Solid, Kitchen Island, Exterior Access, Open Floorplan, Recessed Lighting, Lighting - Overhead, Crown Molding
    • Level: Main,First
    • Area: 289
    • Dimensions: 17 x 17
    Living room
    • Features: Coffered Ceiling(s), Flooring - Hardwood, Recessed Lighting, Wainscoting, Crown Molding
    • Level: Main,First
    • Area: 208
    • Dimensions: 13 x 16
    Office
    • Features: Fireplace, Flooring - Hardwood, Exterior Access
    • Level: Main
    • Area: 156
    • Dimensions: 13 x 12
    Heating
    • Forced Air, Natural Gas, Fireplace(s)
    Cooling
    • Central Air
    Appliances
    • Laundry: Second Floor
    Features
    • Closet/Cabinets - Custom Built, Countertops - Stone/Granite/Solid, Wet bar, Open Floorplan, Recessed Lighting, Crown Molding, Lighting - Sconce, Home Office, Exercise Room, Play Room, Media Room
    • Flooring: Tile, Hardwood, Stone / Slate, Flooring - Hardwood, Flooring - Engineered Hardwood, Flooring - Wall to Wall Carpet
    • Basement: Full
    • Number of fireplaces: 3
    • Fireplace features: Family Room, Master Bedroom
    Interior area
    • Total structure area: 7,287
    • Total interior livable area: 7,287 sqft
    • Finished area above ground: 5,200
    • Finished area below ground: 2,087

    Property

    Parking
    • Total spaces: 10
    • Parking features: Attached, Paved Drive, Off Street
    • Attached garage spaces: 3
    • Uncovered spaces: 7
    Features
    • Patio & porch: Patio
    • Exterior features: Patio
    Lot
    • Size: 0.51 Acres
    Details
    • Parcel number: M:107 R:057 S:,261033
    • Zoning: SR20

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Colonial
    • Property subtype: Single Family Residence
    Materials
    • Frame
    • Foundation: Concrete Perimeter
    • Roof: Shingle
    Condition
    • Year built: 2015

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public

    Community & HOA

    Community
    • Features: Public Transportation, Shopping, Walk/Jog Trails, House of Worship, Private School, Public School, T-Station
    HOA
    • Has HOA: No
    Location
    • Region: Wellesley

    Financial & listing details

    • Price per square foot: $740/sqft
    • Tax assessed value: $3,552,000
    • Annual tax amount: $36,515
    • Date on market: 9/18/2025
    Get pre-qualifiedBe ready to make an offer.
    Connect with an agentGet info on this home, tour, and more.
    Calculate monthly paymentSee if you can afford this home.

    Estimated market value

    $5,153,500

    $4.90M - $5.41M

    $17,308/mo

    Price history

    Price history
    DateEventPrice
    11/6/2025Price change$5,395,000-7.8%$740/sqft
    Source: MLS PIN #73425010 Report a problem
    9/3/2025Listed for sale$5,850,000$803/sqft
    Source: MLS PIN #73425010 Report a problem
    7/31/2025Listing removed$5,850,000$803/sqft
    Source: MLS PIN #73376172 Report a problem
    5/16/2025Listed for sale$5,850,000+310.5%$803/sqft
    Source: MLS PIN #73376172 Report a problem
    9/5/2014Sold$1,425,000$196/sqft
    Source: Public Record Report a problem

    Public tax history

    Public tax history
    YearProperty taxesTax assessment
    2024$34,311 -1.8%$3,296,000 +8%
    2023$34,934 -0.4%$3,051,000 +1.6%
    2022$35,063 +0.7%$3,002,000 +1.3%

    Find assessor info on the county website

    BuyAbility℠ payment

    Est. payment
    $34,001/mo
    Principal & interest
    $27482
    Property taxes
    $4631
    Home insurance
    $1888

      Climate risks

      Neighborhood: 02481

      Nearby schools

      GreatSchools rating
      Schools provided by the listing agent
      • Elementary: Wellesley
      • Middle: Wellesley
      • High: Wellesley

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

      Similar homes

      Skip to the end of the carouselSkip to the beginning of the carousel
      • Loading
      • Loading