Our mobile site is optimized for smaller screens.

TRY IT NO THANKS

Test map

Print
Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.71% last updated on 2026-09-03

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Sold
257 High Street Winchester MA 01890257 High Street Winchester MA 01890257 High Street Winchester MA 01890257 High Street Winchester MA 01890257 High Street Winchester MA 01890257 High Street Winchester MA 01890257 High Street Winchester MA 01890257 High Street Winchester MA 01890257 High Street Winchester MA 01890257 High Street Winchester MA 01890257 High Street Winchester MA 01890257 High Street Winchester MA 01890257 High Street Winchester MA 01890257 High Street Winchester MA 01890257 High Street Winchester MA 01890257 High Street Winchester MA 01890257 High Street Winchester MA 01890257 High Street Winchester MA 01890257 High Street Winchester MA 01890257 High Street Winchester MA 01890257 High Street Winchester MA 01890257 High Street Winchester MA 01890257 High Street Winchester MA 01890257 High Street Winchester MA 01890257 High Street Winchester MA 01890257 High Street Winchester MA 01890257 High Street Winchester MA 01890257 High Street Winchester MA 01890257 High Street Winchester MA 01890257 High Street Winchester MA 01890257 High Street Winchester MA 01890257 High Street Winchester MA 01890257 High Street Winchester MA 01890257 High Street Winchester MA 01890257 High Street Winchester MA 01890257 High Street Winchester MA 01890257 High Street Winchester MA 01890257 High Street Winchester MA 01890257 High Street Winchester MA 01890257 High Street Winchester MA 01890
QR Code
  • 5Bedrooms
  • 7Bathrooms
  • 7,101Square Feet
OPEN HOUSE CANCELLED 4/12 **OFFER ACCEPTED** Spectacular Winchester estate offering over 7000 sf of living space with exceptional privacy and exclusivity on an oversized lot. This grand home spans over three full levels with extraordinary living spaces highlighted by a soaring two-story family room, elegant mahogany library w/ fplc, custom built-ins. The large country kitchen offers commercial grade appliances, w access to glorious deck, mudroom, pantry & oversized 2 car garage. The 2nd floor offers a stunning master w sitting area, marble bath & walk in closet. 3 add'l BR's, all generously sized. The expansive lower level features an inviting screened "Florida room" family space that opens to a bluestone patio with fire pit, overlooking expansive meticulously maintained lawn & an outdoor shower! Additionally in the LL, there is a movie theatre, full kitchen, gym, bedroom, game room w fplc, perfect for ADU/ extended family or everyday living & entertaining. Must see this fabulous home~
Listed by Kim Covino & Co. Team of Compass

Listing Sold by The Marino Group Collection

Driving Directions

Ask A Question

Do not fill in this field:

I agree to receive marketing and customer service calls and text messages from Levi Test Cloner2. To opt out, you can reply 'stop' at any time or click the unsubscribe link in the emails. Consent is not a condition of purchase. Msg/data rates may apply. Msg frequency varies. Privacy Policy.

More Info

Basic Information

  • Bedrooms5
  • Mls StatusSold
  • Bathroom7
  • BuyerOfficeNameThe Marino Group Collection
  • Contingency Pending P&S
  • Lot Features Wooded
  • Parcel Number M:027 B:0342 L:0,901606
  • Road Frontage DescriptionPaved

Basic Information

  • GO-List Price$3,250,000
  • MLS Number73499287
  • Modification Date05/29/2026
  • Property SubTypeSingle Family Residence
  • PurchaseContractDate04/11/2026
  • Sale Date05/28/2026
  • Sale Price$3,150,000
  • Virtual TourView Tour

Property

  • Acreage1.68

Interior

  • Flooring
    • Flooring - Hardwood
    • Flooring - Stone/Ceramic Tile
    • Flooring - Wall to Wall Carpet
    • Hardwood
    • Marble
    • Tile
  • Interior Features
    • Breakfast Bar / Nook
    • Ceiling Fan(s)
    • Central Vacuum
    • Closet
    • Closet/Cabinets - Custom Built
    • Countertops - Stone/Granite/Solid
    • Dining Area
    • Home Office
    • Kitchen
    • Living/Dining Rm Combo
    • Media Room
    • Recessed Lighting
    • Sauna/Steam/Hot Tub
    • Slider
    • Study
    • Wet Bar

Property Information

  • Square Feet7,101
  • Building Area Source Measured
  • Living Area 7,101
  • Lot Size Square Feet 73,015
  • Lot Size Units Acres
  • Road Responsibility Public Maintained Road

Tax Information

  • Tax Assessed Value $2,412,800
  • Tax Year 2025
  • Taxes$26,758

Parking

  • Parking Spaces9
  • Covered Spaces 2
  • Garage YN Yes
  • Open Parking YN Yes
  • Parking Features Attached, Paved Drive, Paved

Location

  • SubdivisionWest Side
  • Address257 High Street
  • Building Number257
  • CountyMiddlesex
  • StateMA
  • StreetHigh Street
  • TownWinchester
  • Zip01890

Building

  • Attached Garage YN Yes
  • BasementFull, Finished, Walk-Out Access, Interior Entry
  • Building Area Units Square Feet
  • Construction Materials Frame
  • Door Features Insulated Doors
  • FireplaceYes
  • Fireplace Features Family Room, Master Bedroom
  • Fireplaces Total 4
  • FoundationConcrete Perimeter
  • GO-Property StyleColonial, Contemporary
  • Garage Spaces2
  • Patio And Porch Features Porch, Porch - Enclosed, Deck, Patio, Enclosed
  • Rooms16
  • Utilities For Gas Range, For Electric Range, For Gas Oven, For Electric Oven, For Electric Dryer
  • Window Features Insulated Windows
  • Year Built1994
  • Year Built Details Actual, Renovated Since
  • Year Built Source Public Records

Other

  • Date Listed04/09/2026
  • Farm Land Area Units Square Feet

School Information

  • High School Winchester High
  • Elementary SchoolVinson Owen
  • High SchoolWinchester
  • Junior HighMccall Middle

Rooms

  • Bathroom 1 First,8 x 5
  • Bathroom 2 First,10 x 7
  • Bathroom 3 Second,16 x 12
  • Bathrooms Total Decimal 6
  • Bedroom 2 Second,14 x 13
  • Bedroom 3 Second,15 x 15
  • Bedroom 4 Second,17 x 14
  • Bedroom 5 Basement,19 x 13
  • Dining Room First,14 x 13
  • Family Room First,26 x 16
  • Full Bath5
  • Half Baths2
  • Kitchen Main, First,20 x 15
  • Living Room First,20 x 14
  • Master Bedroom Second,31
  • Office Second,9 x 9

Exterior

  • Exterior Features
    • Balcony
    • Deck
    • Patio
    • Patio - Enclosed
    • Porch
    • Porch - Enclosed
    • Rain Gutters
    • Sprinkler System
  • RoofShingle

Utilities

  • Cooling Central Air
  • Cooling YN Yes
  • Electric 200+ Amp Service
  • Heat SystemYes
  • Heating Forced Air, Natural Gas, Fireplace
  • Sewer Public Sewer
  • Water Source Public

Amenities

  • AmenitiesWalk/Jog Trails, Public School
  • Appliances IncludedGas Water Heater, Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Range Hood, Other
  • Security Features Security System

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.

I agree to receive marketing and customer service calls and text messages from Levi Test Cloner2. To opt out, you can reply 'stop' at any time or click the unsubscribe link in the emails. Consent is not a condition of purchase. Msg/data rates may apply. Msg frequency varies. Privacy Policy.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

$

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Test Texty

This is a test22