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100 Chestnut St

Weston, MA 02493

5 beds
7 baths
8,205 sqft
~3 acre lot
$1,023 per sqft
1992 build
– on site

100 Chestnut Street is the epitome of New England privacy & elegance. This estate is nestled on 3.3 secluded acres in scenic Weston. Designed by Royal Barry Wills & extensively renovated, this home showcases stunning interiors with 10'-14' ceilings, a Christopher Peacock kitchen, limestone fireplaces, herringbone oak floors, & French doors leading to blue stone terraces. The expertly crafted layout features a secluded ground-floor primary suite as well as expansive 2nd-floor bedrooms, ideal for both family living & entertaining. Surrounded by hundreds of acres conservation land, the property boasts exceptional amenities including a tennis court, pool, and expansive lawns. Enjoy access to pristine trails for hiking, biking & horseback riding. Located just 20 minutes from Boston and minutes from Weston Center, this smart home with Control 4 automation promises modern convenience in a picturesque setting.

Listing courtesy of MLSPIN / The Mazer Group / Compass

Last checked: Checking… • Last updated Apr 8, 2025 •

MLS# 73331634 —

The Building

Year Built:

1992
Year Built Details:

Actual
Year Built Source:

Public Records
Architectural Style:

Cape
Basement:

Full
Foundation Details:

Concrete Perimeter
Exterior Features:

Porch - Enclosed
Patio And Porch Features:

Porch - Enclosed
Building Area Total:

8205
Building Area Units:

Square Feet
Building Area Source:

Public Records

Interior

Rooms Total:

13
Fireplace:

true
Fireplaces Total:

4

Room Dimensions

Living Area:

8205
Living Area Source:

Public Record

Location

Directions:

off Chestnut St
Latitude:

42.357543
Longitude:

-71.31424

The Property

Parcel Number:

M:031.0 L:0006 S:000.0,868171
Property Type:

Residential
Property Subtype:

Single Family Residence
Property Attached:

false
Lot Features:

Wooded
Lot Size Units:

Acres
Lot Size Area:

3.39
Lot Size SqFt:

147556
Lot Size Acres:

3.39
Zoning:

res
Exclusions:

All Designer Lighting Fixtures And Custom Furniture Excluded
Waterfront:

false
Farm Land Area Units:

Square Feet

Listing Agent

Contact info:

Taxes

Tax Year:

2024
Tax Book Number:

64895
Tax Annual Amount:

59307
Tax Assessed Value:

5333400

Beds

Bedrooms Total:

5

Baths

Total Baths:

6.5
Total Baths:

7
Full Baths:

6
Half Baths:

1
Master Bath Features:

Yes

The Listing

Home Warranty:

false

Heating & Cooling

Heating:

Forced Air
Heating:

true
Cooling:

Central Air
Cooling:

true

Utilities

Sewer:

Private Sewer
Water Source:

Public

The Community

Senior Community:

false
Community Features:

Pool
Spa:

false
Pool Private:

true
Pool Features:

Pool - Inground Heated
Association:

false

Parking

Garage:

true
Garage Spaces:

3
Parking Total:

12
Covered Spaces:

3

Monthly cost estimate

Asking price

$8,395,000

Expense	Monthly cost
Mortgage	$44,952
Taxes	$4,942
Insurance	$2,308
Utilities	$439 See report
Total	$52,641/mo.^*
	^*This is an estimate

Explore the Area

My Commute

From

Walk Score®

Provided by WalkScore® Inc.

Bike Score®

Provided by WalkScore® Inc.

Soundscore™

Provided by HowLoud

Air Pollution Index

Provided by ClearlyEnergy

Sale history

Date	Event	Source	Price	% Change
2/3/25 Feb 3, 2025	Listed / Active	MLSPIN	$8,395,000	102.3% (10.2% / YR)
12/4/24 Dec 4, 2024	Listed / Active	MLSPIN
8/7/24 Aug 7, 2024	Listed / Active	MLSPIN

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This house located in Weston, MA 02493 is currently for sale for $8,395,000. 100 Chestnut St is a 8,205 square foot house with 5 beds and 7 baths that has been on Estately for 75 days. This house is in the attendance area of Woodland Elementary School, Country Elementary School, Weston High School, Field Elementary School, and Weston Middle School.

Listing Courtesy of: MLSPIN and Compass.

The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) 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., Estately and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein. Users may not reproduce or redistribute the data found on this site. The data is for viewing purposes only. All information provided is deemed reliable but is not guaranteed by Estately or MLSPIN and should be independently verified.