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Exterior
Living
Kitchen
Dining
Other
Bath
Bedroom

21 Chestnut St, Weston, MA 02493

$11,000,000

Last sold 11/26/2025 after 232 Days

7
bed
11
bath
12,120
Sqft ($908/Sqft)

House not for sale

About 21 Chestnut St

Property type House

Year built 2025

HOA fee $0/month

Lot size 2.11 Acre

Parking 3 garage spaces

Property description

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

Listing Agent - Maggie Gold Seelig

Listing Office - MGS Group Real Estate LTD

Source: MLS Property Information Network, Inc.

MLS#73356415 • last updated 11 months ago

Movoto checked MLS Property Information Network, Inc. for data 37 minutes ago

Overview
Cooling/AC	Central Air
Heating	Natural Gas, Hydro Air
Levels/Style	Other (See Remarks)
MLS #	73356415
Type	Residential
Status	Closed
SubType	Single Family Residence
SqFt	12120
Lot Size (SqFt)	91911
Lot Size (Acres)	2.11
Annual Property Tax	86268
Year Built	2025

Interior
Primary Bathroom	Yes
Total # of Bathrooms	11
# Full Baths	9
# Half Baths	2
Total # of Bedrooms	7
Basement	Full, Finished, Interior Entry, Garage Access
Total # of Rooms	19
Laundry	Gas Dryer Hookup
Flooring	Tile, Marble, Hardwood
Appliances	Gas Water Heater, Range, Dishwasher, Refrigerator, Vacuum System, Range Hood
# Fireplaces	4
Interior Features	Central Vacuum, Sauna/Steam/Hot Tub, Elevator

Exterior
Foundation	Concrete Perimeter
Roof	Rubber
Construction	Frame
# Covered Spaces	3
Parking Desc	Attached, Heated Garage, Off Street
# Parking Spaces	15
# Garage Spaces	3
Exterior Features	Patio, Rain Gutters, Sprinkler System, Decorative Lighting, Outdoor Gas Grill Hookup
Patio/ Porch	Patio
Lot Desc	Gentle Sloping, Level

Amenities / Utilities
Sewer	Private Sewer
Green Features: Energy Efficiency	Thermostat
Utilities	For Gas Range, for Gas Dryer, Outdoor Gas Grill Hookup
Green Features: Energy Generation	Solar
Electricity	Generator
Water Source	Public, Private

Location
County	Middlesex
Community Features	Public Transportation, Walk/Jog Trails, Golf, Conservation Area, Highway Access, Private School, Public School
Elementary School	Weston Elem
Middle School	Weston Ms
High School	Weston Hs
Zoning	RES
APN	M:032.0 L:0019 S:000.0, 868218
Directions	Rte 30 To Wellesley St To Chestnut

Lower your payment with the loan terms that fit you.

Dec 2025
MLS # 73356415
Dec 4, 2025 Sold
$11,000,000 (-14.7%)
Sep 2, 2025 Price Change
$12,895,000 (-6.9%)
Apr 8, 2025 Listed
$13,850,000
Mar 2024
MLS # 73212017
Mar 13, 2024 Listed
$13,850,000 (+246.3%)
May 2023
MLS # 73082610
May 2, 2023 Price Change
$3,999,000 (-19.9%)
Feb 28, 2023 Listed
$4,995,000 (-60.0%)
Jul 2022
MLS # 73012753
Jul 15, 2022 Listed
$12,500,000 (+32.3%)
Dec 2021
MLS # 72817133
Dec 21, 2021 Active
—
Apr 19, 2021 Listed
$9,450,000 (+397.4%)
Dec 2020
MLS # 72607140
Dec 4, 2020 Sold
$1,900,000 (-17.2%)
Jun 4, 2020 Price Change
$2,295,000 (-6.3%)
Feb 5, 2020 Price Change
$2,450,000 (-9.2%)
Jan 12, 2020 Listed
$2,699,000 (+35.1%)
Aug 2019
MLS # 72460435
Aug 12, 2019 Price Change
$1,998,000 (-4.9%)
Jun 21, 2019 Price Change
$2,100,000 (-4.5%)
Feb 20, 2019 Listed
$2,200,000 (-64.8%)
Apr 2018
MLS # 72312667
Apr 20, 2018 Listed
$6,250,000 (+174.7%)
Mar 2018
MLS # 72256892
Mar 12, 2018 Price Change
$2,275,000 (-5.0%)
Nov 17, 2017 Listed
$2,395,000 (-7.4%)
Nov 2017
MLS # 72256897
Nov 17, 2017 Listed
$2,395,000
Aug 2017
MLS # 72072588
Aug 4, 2017 Price Change
$2,585,000 (-9.3%)
Jun 14, 2017 Price Change
$2,850,000 (-3.4%)
Feb 10, 2017 Price Change
$2,950,000 (-4.7%)
Nov 15, 2016 Price Change
$3,095,000 (-7.2%)
Sep 24, 2016 Listed
$3,335,000 (-62.9%)
Sep 2016
MLS # 72072601
Sep 24, 2016 Listed
$3,335,000
Feb 2016
MLS # 71956352
Feb 5, 2016 Listed
$8,995,000

Year Property taxes Tax assessment
2025
$86,268 +342.6%

$7,771,900 +343.4%
2024
$19,491 -6.1%

$1,752,800
2023
$20,753 -15.1%

$1,752,800 -8.2%
2022
$24,458 -0.2%

$1,909,300 +1.17%
2021
$24,496 +2.4%

$1,887,200 +1.22%
2020
$23,922 +2.1%

$1,864,500 +0.16%
2019
$23,436 +0.6%

$1,861,500
2018
$23,287 +0.4%

$1,861,500 -0.45%
2017
$23,187 +2.0%

$1,869,900
2016
$22,738

—

21 Chestnut St
$11M
—
02493
$3.67M -5% y/y
Weston
$3.49M +7% y/y

No chart available

Statistics calculated by Movoto

	Est. value	Bed/bath	Sqft	mi
7 Chestnut St, Weston, MA 02493	$4,699,700	5/4	4,773	0.04
27 Chestnut St, Weston, MA 02493	$3,966,200	8/5	5,426	0.05
1 Chestnut St, Weston, MA 02493	$5,469,700	4/5	5,375	0.08
23 Chadwick Rd, Weston, MA 02493	$4,495,900	7/6	6,915	0.1
111 Walker St, Weston, MA 02493	$5,133,300	5/5	5,768	0.11
5 Chadwick Rd, Weston, MA 02493	$3,518,900	4/4	4,630	0.11
15 Chadwick Rd, Weston, MA 02493	$2,974,900	5/4	4,410	0.11
103 Walker St, Weston, MA 02493	$2,831,600	5/3	4,293	0.11

Estimated values are based on public record data and automated valuation models. Values are not guaranteed and may not reflect current market conditions.