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Federal 30-year interest rate: 6.66% last updated on 2026-08-27

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2 Chestnut Street Winchester MA 018902 Chestnut Street Winchester MA 018902 Chestnut Street Winchester MA 018902 Chestnut Street Winchester MA 018902 Chestnut Street Winchester MA 018902 Chestnut Street Winchester MA 018902 Chestnut Street Winchester MA 018902 Chestnut Street Winchester MA 018902 Chestnut Street Winchester MA 018902 Chestnut Street Winchester MA 018902 Chestnut Street Winchester MA 018902 Chestnut Street Winchester MA 018902 Chestnut Street Winchester MA 018902 Chestnut Street Winchester MA 018902 Chestnut Street Winchester MA 018902 Chestnut Street Winchester MA 018902 Chestnut Street Winchester MA 018902 Chestnut Street Winchester MA 018902 Chestnut Street Winchester MA 01890
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  • 6Bedrooms
  • 5Bathrooms
  • 5,500Square Feet
Welcome 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
Listed by Mark Donnellan of Advisors Living - Winchester

Listing Sold by Coldwell Banker Realty - Lexington

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Basic Information

  • Bedrooms6
  • Mls StatusSold
  • Bathroom5
  • BuyerOfficeNameColdwell Banker Realty - Lexington
  • Contingency Pending P&S
  • Lot Features Corner Lot
  • Parcel Number M:005 B:0132 L:0,895591

Location

  • Address2 Chestnut Street
  • Building Number2
  • CountyMiddlesex
  • StateMA
  • StreetChestnut Street
  • TownWinchester
  • Zip01890

Property

  • Acreage0.25

Interior

  • Flooring Wood, Flooring - Stone/Ceramic Tile, Flooring - Hardwood, Flooring - Wall to Wall Carpet, Flooring - Wood
  • Interior Features
    • Bathroom - Full
    • Bathroom - Tiled With Shower Stall
    • Bedroom
    • Exercise Room
    • Mud Room
    • Office
    • Play Room
    • Study

Property Information

  • Square Feet5,500
  • Building Area Source Owner
  • Living Area 5,500
  • Lot Size Square Feet 11,090
  • Lot Size Units Acres

Tax Information

  • Tax Assessed Value $1,410,400
  • Tax Year 2025
  • Taxes$15,641

Rooms

  • Bathroom 1 First,8 x 5
  • Bathroom 2 Second,14 x 12
  • Bathroom 3 Second,12 x 6
  • Bathrooms Total Decimal 5
  • Bedroom 2 Second,14 x 13
  • Bedroom 3 Second,14 x 11
  • Bedroom 4 Second,17 x 12
  • Bedroom 5 Third,14 x 14
  • Dining Room First,15 x 11
  • Full Bath5
  • Kitchen First,18 x 15
  • Living Room First,20 x 16
  • Master Bedroom Second,20
  • Office Basement,14 x 13

Exterior

  • Exterior Features Patio, Professional Landscaping, Sprinkler System, Decorative Lighting, Stone Wall
  • RoofShingle

Utilities

  • Cooling Central Air, Heat Pump
  • Cooling YN Yes
  • Heat SystemYes
  • Heating Central, Electric
  • Sewer Public Sewer
  • Water Source Public

Amenities

  • Appliances IncludedElectric Water Heater

Parking

  • Parking Spaces2
  • Covered Spaces 2
  • Garage YN Yes
  • Parking Features Attached, Off Street

Basic Information

  • GO-List Price$3,599,000
  • MLS Number73333668
  • Modification Date06/27/2025
  • Property SubTypeSingle Family Residence
  • PurchaseContractDate04/04/2025
  • Sale Date06/26/2025
  • Sale Price$3,450,000

Building

  • Attached Garage YN Yes
  • BasementFull, Partially Finished, Walk-Out Access
  • Building Area Units Square Feet
  • Construction Materials Frame
  • FireplaceYes
  • Fireplace Features Living Room
  • Fireplaces Total 1
  • FoundationConcrete Perimeter
  • GO-Property StyleColonial
  • Garage Spaces2
  • Patio And Porch Features Patio
  • Rooms15
  • Year Built2025
  • Year Built Details Actual
  • Year Built Source Owner

Other

  • Date Listed02/09/2025
  • Farm Land Area Units Square Feet

The property listing data and information, or the Images, 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 MLSPIN. 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. MLSPIN 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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