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Single family home for sale at 276 High St, Winchester, MA 01890 | MLS# 73496396 | Listing updated on 2026-11-02
Photo 1 of Single family home for sale at 276 High St, Winchester, MA 01890 | MLS# 73496396 | Listing updated on 2026-11-02
Photo 2 of Single family home for sale at 276 High St, Winchester, MA 01890 | MLS# 73496396 | Listing updated on 2026-11-02
Photo 3 of Single family home for sale at 276 High St, Winchester, MA 01890 | MLS# 73496396 | Listing updated on 2026-11-02
Photo 4 of Single family home for sale at 276 High St, Winchester, MA 01890 | MLS# 73496396 | Listing updated on 2026-11-02
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Street View

$2,195,000

Monthly Est:$10,925

  • Beds Icon5 Beds
  • Beds Icon
    4 Baths
  • Beds Icon5,006sqft

276 High St, Winchester, MA 01890

$10,925/moEst:

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  • Single Family Residence

  • Built in 1992

  • $-- HOA

  • 0.46 acre lot

  • $438/sq.ft

Description

Discover this beautiful home with all the space you've been looking for! Set on a private half-acre lot in a serene cul-de-sac near the Winchester/Lexington border. This residence offers unparalleled privacy & is surrounded by nature. This home includes 5 bedrooms, 3.5 bathrooms & an oversized 3 car garage! The spacious grounds feature delightful front & back yards, a generous deck, & a charming gazebo, all beside Whipple Hill & Smith Pond w/ miles of walking trails nearby! Inside you will find a thoughtfully designed floor plan for every day living & entertaining featuring a sunken living room, sunny home office, lovely formal dining room & oversized family kitchen w dining area showcasing walls of windows overlooking the stunning rear yard & an adjacent family room w/ wood burning fireplace. The oversized primary suite incudes a walk in closet & spacious bath. Just 7 miles from Boston, Winchester is known for top-rated schools & great quality of life. Don't miss this fabulous home!

  • Houzeo last checked: 13 minutes ago
  • Listing updated: November 2, 2026 at 8:05 am
  • Listing Provided by: Kim Covino & Co. Team (781) 249-3854 | Compass (781) 219-0313
  • Source: MLS Property Information Network-MA | MLS#: 73496396 MLS Property Information Network-MA

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Middlesex County

  • City

    Winchester

  • Neighborhood

    --

  • Year Built

    1992

  • HOA Fees

    -

  • Finished Area

    5,006 sqft

  • Lot Size

    0.46 acre lot

  • Basement Area

    - sqft

  • MLS Name

    MLS Property Information Network

  • MLS Number

    73496396

  • MLS Status

    Active

  • Days on Market

    211

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 4

Interior

  • Sewer

    Public Sewer

  • Heating

    Forced Air, Oil

  • Cooling

    Central Air, Dual

  • Exterior Features

    Deck, Rain Gutters, Sprinkler System, Gazebo

  • Appliances

    Water Heater, Range, Oven, Dishwasher, Disposal, Trash Compactor, Microwave, Refrigerator, Freezer, Washer, Dryer, Plumbed For Ice Maker

  • Window Features

    Insulated Windows

  • Interior Features

    Bathroom Tiled With Shower Stall, Bathroom Full, Bathroom With Shower Stall, Recessed Lighting, Closet, Lighting Overhead, Bathroom, Game Room, Office, Central Vacuum, Walk Up Attic

  • Flooring

    Tile, Carpet, Hardwood, Flooring Wall To Wall Carpet, Flooring Hardwood

Construction

  • Year Built

    Year Built: 1992

  • Home type

    Single Family Residence

  • Roof

    Shingle

  • Foundation Details

    Concrete Perimeter

  • Construction Materials

    Frame

  • Architectural Style

    Colonial

Utilities & Energy

  • Basement

    Full, Finished, Interior Entry

  • Fireplace Features

    Family Room

  • Water Source

    Public

  • Security Features

    Security System

  • Electric

    200+ Amp Service

  • Parking Features

    Attached, Paved Drive, Off Street

  • Utilities

    For Electric Range, For Electric Oven, For Electric Dryer, Washer Hookup, Icemaker Connection

  • Laundry Features

    Second Floor, Electric Dryer Hookup, Washer Hookup

Other Features

  • Subdivision Name

    Cox Road / High St Extension Neighborhood

  • Patio And Porch Features

    Deck

  • Disclosures

    Common Driveway Entry Then Splits Off

  • Community Features

    Public Transportation, Shopping, Tennis Court(s), Park, Golf, Bike Path, Highway Access, Public School

Price History

DateEventPrice

05/13/2026

Source: mls_logoMLS Property Information Network-MA #73496396

Price Decreased

$2,195,000 -4.52%

$438/sqft

04/06/2026

Source: mls_logoMLS Property Information Network-MA #73496396

Listed for Sale

$2,299,000 +521.37%

$459/sqft

11/03/2023

Source: mls_logoNorthwest Indiana REALTORS® Association MLS-IN #NRA534020

Price Increased

$369,990 +5592.15%

$74/sqft

08/06/2019

Source: mls_logoMLS Property Information Network-MA #72471108

Price Decreased

$6,500 -4.41%

$1/sqft

08/26/2018

Source: mls_logoMLS Property Information Network-MA #72366361

Price Increased

$6,800 +21.43%

$1/sqft

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Based on information provided to and compiled by MLS Property Information Network, Inc. covering through Nov 04, 2026, 12:15AM. 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. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified. © 2026 MLS Property Information Network, Inc. All Rights Reserved.

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