Seller's Agent in 2025
Mark Donnellan
Gibson Sotheby's International Realty
(781) 608-9970
48 Total Sales
2 Chestnut St Winchester, MA 01890
Estimated Value: $1,968,961 - $3,648,000
6
Beds
5
Baths
5,500
Sq Ft
$536/Sq Ft
Est. Value
Highlights
- Colonial Architecture
- Landscaped Professionally
- Corner Lot
- Lincoln Elementary School Rated A
- Wood Flooring
- 2-minute walk to Leonard Field
About This Home
As of June 2025Welcome to 2 Chestnut Street, an exquisite new construction home in progress by Mark Stephen Development. Situated off coveted Main Street in one of Winchester’s most sought-after neighborhoods, this residence is thoughtfully designed to blend timeless charm with modern conveniences. The home will feature five spacious bedrooms, five full bathrooms, a first-floor office, and a basement offering flexible space for an additional office, playroom, exercise room, or living area. The open-concept kitchen will include premium appliances, a grand nine-foot island, and custom cabinetry, while the primary suite will boast luxurious his-and-her closets and a spa-like bathroom with a soaking tub and marble-tiled shower. A third-floor bonus space adds versatility. With mature landscaping providing privacy and a spacious patio for outdoor living, this property is conveniently located near Winchester town center, top-rated schools, offers easy access to Boston, and promises an unparalleled lifestyle
Last Agent to Sell the Property
Gibson Sotheby's International Realty Listed on: 02/09/2025
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $15,641
Year Built
- Built in 2025
Lot Details
- 11,090 Sq Ft Lot
- Stone Wall
- Landscaped Professionally
- Corner Lot
- Sprinkler System
- Property is zoned RDB
Parking
- 2 Car Attached Garage
- Off-Street Parking
Home Design
- Colonial Architecture
- Frame Construction
- Shingle Roof
- Concrete Perimeter Foundation
Interior Spaces
- Decorative Lighting
- Mud Room
- Living Room with Fireplace
- Home Office
- Play Room
- Utility Room with Study Area
- Laundry on upper level
- Home Gym
Kitchen
- Kitchen Island
- Solid Surface Countertops
Flooring
- Wood
- Wall to Wall Carpet
- Ceramic Tile
Bedrooms and Bathrooms
- 6 Bedrooms
- Primary bedroom located on second floor
- Walk-In Closet
- 5 Full Bathrooms
- Double Vanity
- Soaking Tub
- Separate Shower
Partially Finished Basement
- Walk-Out Basement
- Basement Fills Entire Space Under The House
Outdoor Features
- Patio
Utilities
- Central Heating and Cooling System
- Heat Pump System
- Electric Water Heater
Community Details
- No Home Owners Association
Listing and Financial Details
- Assessor Parcel Number M:005 B:0132 L:0,895591
Ownership History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Feb 9, 2025
Closed on
Jun 26, 2025
Sold by
Bought by
Seller's Agent
Mark Donnellan
Gibson Sotheby's International Realty
Buyer's Agent
Monte Marrocco
Coldwell Banker Realty - Lexington
List Price
$3,599,000
Sold Price
$3,450,000
Premium/Discount to List
-$149,000
-4.14%
Views
47
Current Estimated Value
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
-$503,760
Avg. Annual Appreciation
-14.60%
Purchase Details
Listed on
Mar 12, 2024
Closed on
Jun 11, 2024
Sold by
Bought by
Seller's Agent
Kim Covino
Compass
Buyer's Agent
Mark Donnellan
Gibson Sotheby's International Realty
List Price
$1,699,000
Sold Price
$1,580,000
Premium/Discount to List
-$119,000
-7%
Views
72
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
111.89%
Original Mortgage
$2,406,000
Interest Rate
7.17%
Mortgage Type
Purchase Money Mortgage
Purchase Details
Closed on
Nov 30, 2009
Sold by
Bought by
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Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| $3,450,000 | -- | ||
| $3,450,000 | -- | ||
| $1,580,000 | None Available | ||
| $1,580,000 | None Available | ||
| $1,580,000 | None Available | ||
| $607,000 | -- | ||
| $607,000 | -- | ||
| $607,000 | -- |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Borrower | Loan Amount |
|---|---|---|---|
| Previous Owner | $2,406,000 | ||
| Previous Owner | $370,000 | ||
| Previous Owner | $413,000 |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 06/26/2025 06/26/25 | Sold | $3,450,000 | -4.1% | $627 / Sq Ft | |
| 04/04/2025 04/04/25 | Pending | -- | -- | -- | |
| 02/09/2025 02/09/25 | For Sale | $3,599,000 | +127.8% | $654 / Sq Ft | |
| 06/11/2024 06/11/24 | Sold | $1,580,000 | -7.0% | $498 / Sq Ft | View Prior Sale |
| 04/18/2024 04/18/24 | Pending | -- | -- | -- | |
| 03/12/2024 03/12/24 | For Sale | $1,699,000 | -- | $536 / Sq Ft |
Source: MLS Property Information Network (MLS PIN)
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| 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 | $15,641 | $1,410,400 | $945,400 | $465,000 |
| 2024 | $15,215 | $1,342,900 | $877,900 | $465,000 |
| 2023 | $14,256 | $1,208,100 | $810,300 | $397,800 |
| 2022 | $13,741 | $1,098,400 | $709,000 | $389,400 |
| 2021 | $11,078 | $1,039,400 | $650,000 | $389,400 |
| 2020 | $475 | $1,039,400 | $650,000 | $389,400 |
| 2019 | $11,564 | $954,900 | $565,500 | $389,400 |
| 2018 | $467 | $922,400 | $538,500 | $383,900 |
| 2017 | $477 | $894,600 | $538,500 | $356,100 |
| 2016 | $10,449 | $894,600 | $538,500 | $356,100 |
| 2015 | $9,963 | $820,700 | $489,600 | $331,100 |
| 2014 | $10,529 | $831,700 | $557,100 | $274,600 |
Source: Public Records
Agents Affiliated with this Home
-
Mark Donnellan
-
Monte Marrocco
Buyer's Agent in 2025
Monte Marrocco
Coldwell Banker Realty - Lexington
(781) 799-0666
159 Total Sales
-
Kim Covino
Seller's Agent in 2024
Kim Covino
Compass
(781) 249-3854
433 Total Sales
Map
Source: MLS Property Information Network (MLS PIN)
MLS Number: 73333668
APN: WINC-000005-000132
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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.
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