100 Chestnut Street is the epitome of New England privacy & elegance. This estate is nestled on 3.3 secluded acres in scenic Weston. The home offers the charm of rolling landscapes, stone walls, and lush gardens. 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.
Sold for $7,255,000
$7,255,000
100 Chestnut St, Weston, MA 02493
5beds
8,205sqft
Single Family Residence
Built in 1992
3.39 Acres Lot
$7,420,700 Zestimate®
$884/sqft
$19,413 Estimated rent
Home value
$7,420,700
$6.83M - $8.01M
$19,413/mo
Zestimate® history
Owner options
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List your homeWhat's special
Secluded acresTennis courtStone wallsRolling landscapesSecluded ground-floor primary suiteBlue stone terracesLush gardens
Zillow last checked:
Listing updated:
Listed by:
The Mazer Group 617-905-7379,
Compass 617-206-3333,
Allison Mazer 617-905-7379
Bought with:
Antonio Khoury
Compass
Source: MLS PIN,MLS#: 73433821
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 7
- Full bathrooms: 6
- 1/2 bathrooms: 1
Primary bathroom
- Features: Yes
Heating
- Forced Air, Natural Gas
Cooling
- Central Air
Features
- Has basement: No
- Number of fireplaces: 4
Interior area
- Total structure area: 8,205
- Total interior livable area: 8,205 sqft
- Finished area above ground: 8,205
Property
Parking
- Total spaces: 8
- Parking features: Attached, Driveway
- Attached garage spaces: 3
- Uncovered spaces: 5
Features
- Patio & porch: Patio, Enclosed
- Exterior features: Patio, Patio - Enclosed, Pool - Inground Heated, Tennis Court(s), Garden, Stone Wall
- Has private pool: Yes
- Pool features: Pool - Inground Heated
Lot
- Size: 3.39 Acres
- Features: Wooded
Details
- Parcel number: M:031.0 L:0006 S:000.0,868171
- Zoning: res
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cape
- Property subtype: Single Family Residence
Materials
- Foundation: Concrete Perimeter
Condition
- Year built: 1992
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
HOA
- Has HOA: No
Location
- Region: Weston
Financial & listing details
- Price per square foot: $884/sqft
- Tax assessed value: $5,840,200
- Annual tax amount: $64,826
- Date on market: 4/26/2026
Price history
| Date | Event | Price |
|---|---|---|
| 10/2/2025 | Sold | $7,255,000-9.3%$884/sqft |
Source: MLS PIN #73433821 Report a problem | ||
| 9/23/2025 | Contingent | $7,995,000$974/sqft |
Source: MLS PIN #73433821 Report a problem | ||
| 9/22/2025 | Listed for sale | $7,995,000$974/sqft |
Source: MLS PIN #73433821 Report a problem | ||
| 8/19/2025 | Listing removed | $7,995,000$974/sqft |
Source: MLS PIN #73331634 Report a problem | ||
| 6/4/2025 | Price change | $7,995,000-4.8%$974/sqft |
Source: MLS PIN #73331634 Report a problem | ||
| 2/3/2025 | Listed for sale | $8,395,000-5.5%$1,023/sqft |
Source: MLS PIN #73331634 Report a problem | ||
| 11/30/2024 | Listing removed | $8,885,000$1,083/sqft |
Source: MLS PIN #73275020 Report a problem | ||
| 8/7/2024 | Listed for sale | $8,885,000+114.1%$1,083/sqft |
Source: MLS PIN #73275020 Report a problem | ||
| 2/10/2015 | Sold | $4,150,000-12.6%$506/sqft |
Source: Public Record Report a problem | ||
| 12/22/2014 | Pending sale | $4,750,000$579/sqft |
Source: Coldwell Banker Residential Brokerage - Weston #71676365 Report a problem | ||
| 12/12/2014 | Price change | $4,750,000-4.5%$579/sqft |
Source: Coldwell Banker Residential Brokerage - Weston #71676365 Report a problem | ||
| 8/28/2014 | Price change | $4,975,000-6%$606/sqft |
Source: Coldwell Banker Residential Brokerage - Weston #71676365 Report a problem | ||
| 6/27/2014 | Price change | $5,295,000-7.1%$645/sqft |
Source: Coldwell Banker Residential Brokerage - Weston #71676365 Report a problem | ||
| 5/8/2014 | Listed for sale | $5,700,000$695/sqft |
Source: Coldwell Banker Residential Brokerage - Weston #71676365 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $64,826 +9.3% | $5,840,200 +9.5% |
| 2024 | $59,307 +2.8% | $5,333,400 +9.5% |
| 2023 | $57,669 +3.7% | $4,870,700 +12.2% |
| 2022 | $55,617 +2.8% | $4,341,700 +4.2% |
| 2021 | $54,076 +2.3% | $4,166,100 +1.1% |
| 2020 | $52,871 +3.6% | $4,120,900 +1.7% |
| 2019 | $51,034 +0.1% | $4,053,500 -0.5% |
| 2018 | $50,983 +0.4% | $4,075,400 -0.5% |
| 2017 | $50,805 +2% | $4,097,200 |
| 2016 | $49,822 -6.4% | $4,097,200 -5.5% |
| 2015 | $53,231 +4.7% | $4,334,800 +8.6% |
| 2014 | $50,818 +3.5% | $3,992,000 +0.8% |
| 2013 | $49,087 +0.5% | $3,958,600 -1.8% |
| 2012 | $48,824 +4.1% | $4,031,700 -2.1% |
| 2011 | $46,889 +1.5% | $4,116,700 -1.1% |
| 2010 | $46,202 +0.7% | $4,162,300 |
| 2009 | $45,869 +2.7% | $4,162,300 -0.6% |
| 2008 | $44,659 +4.2% | $4,185,500 +0.2% |
| 2007 | $42,857 +2.6% | $4,177,100 -0.5% |
| 2006 | $41,782 +7.1% | $4,199,200 +1.8% |
| 2005 | $39,006 -3.7% | $4,123,300 -1.6% |
| 2004 | $40,506 -0.7% | $4,188,800 +4.2% |
| 2003 | $40,788 +16.6% | $4,018,500 +16.5% |
| 2002 | $34,976 +9.1% | $3,449,300 +28.8% |
| 2000 | $32,063 +2.3% | $2,678,600 +14.3% |
| 1998 | $31,327 | $2,343,100 |
Find assessor info on the county website
Neighborhood: 02493
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Nearby schools
GreatSchools rating
- 10/10Woodland Elementary SchoolGrades: PK-3Distance: 0.8 mi
- 9/10Weston Middle SchoolGrades: 6-8Distance: 1.4 mi
- 10/10Weston High SchoolGrades: 9-12Distance: 1.4 mi
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Estimated market value
$7,420,700
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Estimated market value
$7,420,700
- Massachusetts
- Middlesex County
- Weston
- 02493
- 100 Chestnut St
