$13,850,000

21 Chestnut St Weston, MA 02493

7 beds
9 full, 2 partial
12,120 sqft
2.1 acres
$1,143 / sqft
House

Property details

About 21 Chestnut St

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.

Highlights

Home typeSingle Family Residence
HeatingNatural Gas, Other
StatusActive
CoolingCentral Air
Size12,120 sqft
BasementYes
Lot size2.11 Acres
Year built2025
ParkingAttached, Heated Garage, Off Street
MLS #73356415
Attached garage3 spaces

Summary

  • Partial Bathrooms: 2
  • Full Bathrooms: 9
  • Appliances: Gas Water Heater, Range, Dishwasher, Refrigerator, Central Vacuum, Range Hood
  • Basement: Yes
  • Flooring Type: Tile, Marble, Hardwood
  • Interior: Central Vacuum, Sauna/Steam/Hot Tub, Elevator
  • Total Bedroom Count: 7
  • Garage Space: 3 spaces
  • Attached Garage: Yes
  • Parking: Attached, Heated Garage, Off Street
  • Exterior: Patio, Rain Gutters, Sprinkler System, Decorative Lighting, Outdoor Gas Grill Hookup
  • Architectural Style: Other (See Remarks)
  • Heating: Natural Gas, Other
  • Cooling: Central Air
  • List Price: $13,850,000
  • Price/SqFt: $1,142
  • Annual Tax Amount: $19,491
  • Tax Year: 2024
  • Lot: Gentle Sloping, Level
  • Directions: Rte 30 to Wellesley St to Chestnut
  • Year Built: 2025
  • Living Area: 12,120 SqFt
  • Lot Size: 2.11 Acres
  • MLS Number: 73356415
  • MLS Name: MLS Property Information Network
  • Office Name: MGS Group Real Estate LTD
  • Office Phone: (617) 714-4544
  • Listing Agent: Maggie Gold Seelig

IDX Disclaimer: The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing 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 or leasing. 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 set forth herein. We may make use of information provided by users of this website - see our Terms of Use for more details on our privacy policy.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 5/3/2025, 9:20:49 AM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

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$13,850,000

21 Chestnut St

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Price information

Property sales

We're sorry, we currently don't have property sales data for this listing.

Tax history

YearAssessmentProperty Tax
2024$1,752,800$19,491
2023$1,752,800$20,753
2022$1,909,300$24,458
2021$1,887,200$24,496
2020$1,864,500$23,922
2019$1,861,500$23,436

History based on county public records data.

Nearby schools

7

Field Elementary School

Public District 4-5

0.7 mi

16 Alphabet Ln

8

Claypit Hill School

Public District KG-5

2.4 mi

40 Adams Ln

8

Loker School

Public District KG-5

2.7 mi

47 Loker St

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $243,411. Residents of Weston, MA typically earn $200k+ each year. The most common type of family is married, no kids. The majority of residents in this area have post secondary degree education.

How much money do the neighbors make?

9%
<35k
14%
35k-100k
22%
100k-200k
55%
200k+

What level of education do the neighbors have?

High School Diploma
Post Secondary Degree
Masters Degree
Doctorate

What types of families live nearby?

20%
Single, No Kids
5%
Single, with Kids
38%
Married, No Kids
37%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

12%
<11 yrs old
11%
12-17 yrs old
31%
18-34 yrs old
34%
35-64 yrs old
12%
65+ yrs old

What do the neighbors do for fun?

  • Skiing/snowboardingSkiing/snowboarding
  • PGA/LPGAPGA/LPGA
  • Extreme SportsExtreme Sports

Where do the neighbors shop?

  • BJs Wholesale ClubBJs Wholesale Club
  • Stein MartStein Mart
  • Academy Sports & OutdoorsAcademy Sports & Outdoors

Where do the neighbors go to eat?

  • PaneraPanera
  • Cracker BarrelCracker Barrel
  • Bob EvansBob Evans

What do the neighbors drive?

  • InfinitiInfiniti
  • LexusLexus
  • LincolnLincoln

What do the neighbors listen to?

  • Adult HitsAdult Hits
  • OldiesOldies
  • News/Talk/InformationNews/Talk/Information
All data provided by Home Junction and Claritas

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Frequently asked questions

About 21 Chestnut St

The listing price of 21 Chestnut St property is $13,850,000.

The property 21 Chestnut St is a house located in Weston, Massachusetts, 02493.

Active Listing: 21 Chestnut St is For Sale (Active/New) which means the seller is accepting offers.

The nearby schools for 21 Chestnut St are: Field Elementary School (GreatSchools Rating 7/10), Claypit Hill School (GreatSchools Rating 8/10), Loker School (GreatSchools Rating 8/10), Weston Middle School (GreatSchools Rating 8/10), Wayland Middle School (GreatSchools Rating 7/10), Wellesley Middle School (GreatSchools Rating 9/10), Weston High School (GreatSchools Rating 8/10), Wayland High School (GreatSchools Rating 10/10), Wellesley High School (GreatSchools Rating 9/10).

According to the records, the last property tax for 2024 is $19,491 (source: MLS/based on county public records data).

The property at 21 Chestnut St has 7 bedrooms and 9 full and 2 half bathrooms.

The property 21 Chestnut St is 12,120 SqFt (source: MLS/tax record).

The year of construction for 21 Chestnut St is 2025.

This home is located at 21 Chestnut St in Weston, MA and zip code 02493. This 12,120 square foot home, which was built in 2025, sits on a 2.11 acre lot. Features: 7 bedrooms, 11 bathrooms. It has been listed on Rocket Homes since April 8, 2025 and is currently priced at $13,850,000.

Over 5 listings were sold over their listed price in April 2025 in Weston, MA. In the same period over 5 listings were sold below the listed price and 0 listings were sold for the listed price. In April 2025 in Weston, MA there were 34.9% more homes for sale than in March. While the average time on the market in April 2025 was 53 days, the median list price was $2,355,000.

From Rocket Homes Real Estate and based on county public records data.

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