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99 Old Colony RdWellesley, MA 02481

For Sale

$5,395,000

Smart Buyer Rebate $26,975

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

Listed by Traci Shulkin

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Compass

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617-939-6309

Listed by Jared Wilk

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Compass

Listed by The Shulkin Wilk Group

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Compass

Last updated November 10, 2025

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Source: MLSPin #73425010

Listing Facts

  • TypeSingle-family
  • NeighborhoodCliff Estates
  • Bedrooms6
  • Bathrooms7
  • Days on Prevu101
  • Taxes$36,515/year
  • Size7,287 sqft
  • Price per sqft$740

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

11/06/2025
Price Decreased
$5,395,000
09/03/2025
Listed by Compass
$5,850,000

Property Details for 99 Old Colony Rd

Association

Amenities

  • Community Features: Public Transportation, Shopping, Walk/Jog Trails, House Of Worship, Private School, Public School, T-Station

Exterior

Construction

  • Roof: Shingle
  • Year Built: 2015
  • Year Built Details: Actual
  • Architectural Style: Colonial
  • Construction Materials: Frame
  • Exterior Features: Patio

Features

  • Patio And Porch Features: Patio
  • Road Frontage Type: Public

Measurements

  • Building Area Total: 7,287
  • Building Area Units: Square Feet
  • Lot Size Acres: 0.51
  • Lot Size Area: 0
  • Lot Size Square Feet: 22,316
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: M:107 R:057 S:,261033
  • Tax Annual Amount: $36,515.00
  • Tax Assessed Value: $3,552,000.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer, Range Hood, Wine Cooler
  • Fireplace Features: Family Room, Master Bedroom
  • Fireplace: Yes
  • Fireplaces Total: 3
  • Flooring: Tile, Hardwood, Stone / Slate, Flooring - Hardwood, Flooring - Engineered Hardwood, Flooring - Wall To Wall Carpet
  • Interior 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

Measurements

  • Living Area: 7,287
  • Living Area Source: Measured

Rooms

  • Basement: Full
  • Bathrooms Full: 5
  • Bathrooms Half: 2
  • Bathrooms Total Integer: 7
  • Bedrooms Total: 6
  • Rooms Total: 11

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 3
  • Garage Spaces: 3
  • Garage: Yes
  • Open Parking Spaces: 7
  • Open Parking: Yes
  • Parking Features: Attached, Paved Drive, Off Street
  • Parking Total: 10

Schools

Elementary School

  • Elementary School: Wellesley

High School

  • High School: Wellesley

Middle or Junior School

  • Middle Or Junior School: Wellesley

Utilities

Equipment

  • Cooling: Central Air
  • Has Cooling: Yes
  • Heating: Forced Air, Natural Gas, Fireplace(s)
  • Has Heating: Yes
  • Laundry Features: Second Floor
  • Sewer: Public Sewer
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 6 bedrooms and 7 bathrooms in this single-family home at 99 Old Colony Rd.

What schools are nearby to 99 Old Colony Rd?

Nearby schools include the Wellesley Elementary School, Wellesley Middle School, and Wellesley High School.

Does this single-family home have parking?

Yes, there are 3 parking spaces available for 99 Old Colony Rd.

What are the annual taxes for 99 Old Colony Rd?

Annual taxes for this single-family home are estimated at $36,515.

How does 99 Old Colony Rd compare to other single-family homes in Cliff Estates?

This single-family home is listed 26% above the average price for single-family homes in Cliff Estates and has been on the market for 92 more days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 7,287 sqft.

99 Old Colony Rd is a 6-bedroom, 7-bath single-family home for sale in Wellesley MA 02481. On Prevu for 101 days at $5,395,000. This includes a recent price decrease of $455,000. This home features 7,287 square feet of living space, located in Cliff Estates. The median listing price for single-family homes in this area is $4,344,950. Nearby schools include Wellesley Elementary School, Wellesley Middle School, and Wellesley High School. Property amenities include private outdoor space, dishwasher, air conditioning, parking, and washer/dryer. Browse more single-family home listings in Norfolk County.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.