T
Seller's Agent in 2025
The Mazer Group
Compass
(617) 905-7379
1 in this area
31 Total Sales
100 Chestnut St Weston, MA 02493
5
Beds
6.5
Baths
8,205
Sq Ft
3.39
Acres
Highlights
- Tennis Courts
- Heated In Ground Pool
- Cape Cod Architecture
- Country Elementary School Rated A+
- 3.39 Acre Lot
- Wooded Lot
About This Home
As of October 2025100 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.
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $64,826
Year Built
- Built in 1992
Lot Details
- 3.39 Acre Lot
- Stone Wall
- Wooded Lot
- Garden
Parking
- 3 Car Attached Garage
- Driveway
- Open Parking
Home Design
- Cape Cod Architecture
- Concrete Perimeter Foundation
Interior Spaces
- 8,205 Sq Ft Home
- 4 Fireplaces
Bedrooms and Bathrooms
- 5 Bedrooms
Outdoor Features
- Heated In Ground Pool
- Tennis Courts
- Enclosed Patio or Porch
Utilities
- Forced Air Heating and Cooling System
- Heating System Uses Natural Gas
Community Details
- No Home Owners Association
Listing and Financial Details
- Assessor Parcel Number M:031.0 L:0006 S:000.0,868171
Ownership History
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Sep 22, 2025
Closed on
Oct 1, 2025
Sold by
Helena Sharon Dangelo Ret and Dangelo
Bought by
Coughlin Elizabeth and Hart Patrick
Seller's Agent
The Mazer Group
Compass
Buyer's Agent
Antonio Khoury
Compass
List Price
$7,995,000
Sold Price
$7,300,000
Premium/Discount to List
-$695,000
-8.69%
Views
123
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
80.18%
Original Mortgage
$5,255,000
Outstanding Balance
$5,250,323
Interest Rate
6.58%
Mortgage Type
Purchase Money Mortgage
Estimated Equity
$2,630,360
Purchase Details
Closed on
Feb 28, 2019
Sold by
Dangelo Helena S
Bought by
Helena Sharon Dangelo Ret and Dangelo
Purchase Details
Listed on
May 7, 2014
Closed on
Feb 11, 2015
Sold by
Fine Stephen A and Fine Ellen
Bought by
Dangelo Helena S
Seller's Agent
rosemary mccready
Compass
Buyer's Agent
The Gold-Jacobson Team
William Raveis R. E. & Home Services
List Price
$5,700,000
Sold Price
$4,150,000
Premium/Discount to List
-$1,550,000
-27.19%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
6.13%
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area
Home Values in the Area
Average Home Value in this Area
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | $7,255,000 | -- | |
| Quit Claim Deed | -- | -- | |
| Quit Claim Deed | $4,150,000 | -- |
Source: Public Records
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $5,255,000 | Purchase Money Mortgage |
Source: Public Records
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 10/03/2025 10/03/25 | Sold | $7,300,000 | -8.7% | $890 / Sq Ft | |
| 09/22/2025 09/22/25 | Pending | -- | -- | -- | |
| 09/22/2025 09/22/25 | For Sale | $7,995,000 | +92.7% | $974 / Sq Ft | |
| 02/10/2015 02/10/15 | Sold | $4,150,000 | 0.0% | $506 / Sq Ft | View Prior Sale |
| 12/26/2014 12/26/14 | Pending | -- | -- | -- | |
| 12/22/2014 12/22/14 | Off Market | $4,150,000 | -- | -- | |
| 12/12/2014 12/12/14 | Price Changed | $4,750,000 | -4.5% | $579 / Sq Ft | |
| 08/28/2014 08/28/14 | Price Changed | $4,975,000 | -6.0% | $607 / Sq Ft | |
| 06/26/2014 06/26/14 | Price Changed | $5,295,000 | -7.1% | $646 / Sq Ft | |
| 05/07/2014 05/07/14 | For Sale | $5,700,000 | -- | $695 / Sq Ft |
Source: MLS Property Information Network (MLS PIN)
Tax History Compared to Growth
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $64,826 | $5,840,200 | $2,223,100 | $3,617,100 |
| 2024 | $59,307 | $5,333,400 | $2,223,100 | $3,110,300 |
| 2023 | $57,669 | $4,870,700 | $2,223,100 | $2,647,600 |
| 2022 | $55,617 | $4,341,700 | $2,109,200 | $2,232,500 |
| 2021 | $54,076 | $4,166,100 | $2,013,800 | $2,152,300 |
| 2020 | $52,871 | $4,120,900 | $2,013,800 | $2,107,100 |
| 2019 | $51,034 | $4,053,500 | $2,013,800 | $2,039,700 |
| 2018 | $2,039 | $4,075,400 | $2,013,800 | $2,061,600 |
| 2017 | $50,805 | $4,097,200 | $2,013,800 | $2,083,400 |
| 2016 | $49,822 | $4,097,200 | $2,013,800 | $2,083,400 |
| 2015 | $53,231 | $4,334,800 | $1,912,800 | $2,422,000 |
Source: Public Records
Agents Affiliated with this Home
-
The Mazer Group
-
Allison Mazer
Seller Co-Listing Agent in 2025
Allison Mazer
Compass
(617) 905-7379
1 in this area
71 Total Sales
-
Antonio Khoury
Buyer's Agent in 2025
Antonio Khoury
Compass
(781) 385-1695
2 in this area
60 Total Sales
-
rosemary mccready
r
Seller's Agent in 2015
rosemary mccready
Compass
(781) 223-0253
17 in this area
27 Total Sales
-
T
Buyer's Agent in 2015
The Gold-Jacobson Team
William Raveis R. E. & Home Services
Map
Source: MLS Property Information Network (MLS PIN)
MLS Number: 73433821
APN: WEST-000031-000006
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
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 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 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, or as to the accuracy of any of the Images, set forth herein.
Nearby Homes
- 23 Pine Summit Cir Unit 23
- 1 Pine Summit Cir
- 180 Highland St
- 42 Westerly Rd
- 180 Ash St
- 19 Warren Ln
- 52 Jericho Rd Unit 52
- 8 Jericho Rd Unit 8
- 24 Jericho Rd Unit 24
- 226 Ash St
- 3 Idlewile Ln
- 19 Old Connecticut Path
- 12 Astra
- 9 Atlas Ln
- 0 Wellesley St
- 1 Astra Unit 1
- 8 Fox Hollow
- 31 White Rd
- 154 Newton St
- 10 Hayward Rd