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21 Chestnut StreetWeston, MA 02493

For Sale

$12,895,000

Smart Buyer Rebate $64,475

This modern estate is a seamless blend of striking architecture and luxurious design. A grand 2 story foyer with soaring ceilings and a dramatic staircase creates a stunning first impression, while walls of glass connect the home’s interior to the scenic outdoors. The main level features a gourmet kitchen with a hidden pantry, chef’s kitchen, and office nook, flowing into a spacious family room with expansive views of private grounds, ideal for a future pool.The primary suite offers a private retreat with dual spa-like bathrooms, large dressing rooms and a sitting area. Secondary bedrooms feature en-suite baths and generous closets, providing comfort and privacy. The lower level is designed for recreation and relaxation featuring a bar, exercise room, sauna, wine room and flexible spaces for a home theater or golf simulator. Conveniently located just a short drive from Boston, this estate is a rare opportunity to own a thoughtfully designed home.

Listed by Maggie Gold Seelig

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MGS Group Real Estate LTD

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617-645-4999

Last updated September 06, 2025

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Source: MLSPin #73356415

Listing Facts

  • TypeSingle-family
  • NeighborhoodWeston
  • Bedrooms7
  • Bathrooms11
  • Days on Prevu154
  • Taxes$86,268/year
  • Size12,120 sqft
  • Price per sqft$1,064

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Air Conditioning
  • Elevator
  • Parking

Location

Mortgage Calculator

Listing History

09/03/2025
Price Decreased
$12,895,000
04/08/2025
Listed by MGS Group Real Estate LTD
$13,850,000

Property Details for 21 Chestnut Street

Association

Amenities

  • Community Features: Public Transportation, Walk/Jog Trails, Golf, Conservation Area, Highway Access, Private School, Public School

Exterior

Construction

  • Roof: Rubber
  • Year Built: 2025
  • Year Built Details: Actual
  • Architectural Style: Other (See Remarks)
  • Construction Materials: Frame
  • Exterior Features: Patio, Rain Gutters, Sprinkler System, Decorative Lighting, Outdoor Gas Grill Hookup

Features

  • Patio And Porch Features: Patio

Measurements

  • Building Area Total: 12,120
  • Building Area Units: Square Feet
  • Lot Features: Gentle Sloping, Level
  • Lot Size Acres: 2.11
  • Lot Size Area: 2
  • Lot Size Square Feet: 91,911
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: M:032.0 L:0019 S:000.0,868218
  • Tax Annual Amount: $86,268.00
  • Tax Assessed Value: $7,771,900.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Gas Water Heater, Range, Dishwasher, Refrigerator, Vacuum System, Range Hood
  • Fireplace: Yes
  • Fireplaces Total: 4
  • Flooring: Tile, Marble, Hardwood
  • Interior Features: Central Vacuum, Sauna/Steam/Hot Tub, Elevator

Measurements

  • Living Area: 12,120
  • Living Area Source: Measured

Rooms

  • Basement: Full, Finished, Interior Entry, Garage Access
  • Bathrooms Full: 9
  • Bathrooms Half: 2
  • Bathrooms Total Integer: 11
  • Bedrooms Total: 7
  • Rooms Total: 19

Other

Environmental

  • Green Energy Efficient: Thermostat

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 3
  • Garage Spaces: 3
  • Garage: Yes
  • Parking Features: Attached, Heated Garage, Off Street
  • Parking Total: 12

Schools

Elementary School

  • Elementary School: Weston Elem

High School

  • High School: Weston Hs

Middle or Junior School

  • Middle Or Junior School: Weston Ms

Utilities

Equipment

  • Cooling: Central Air
  • Has Cooling: Yes
  • Electric: Generator
  • Heating: Natural Gas, Hydro Air
  • Has Heating: Yes
  • Laundry Features: Gas Dryer Hookup
  • Sewer: Private Sewer
  • Utilities: For Gas Range, For Gas Dryer, Outdoor Gas Grill Hookup
  • Water Source: Public, Private

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.