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276 High StreetWinchester, MA 01890

For Sale

$2,350,000

Smart Buyer Rebate $11,750

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!

Listed by Kim Covino

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Compass

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781-249-3854

Listed by Kim Covino & Co. Team

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Compass

Last updated September 02, 2025

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Source: MLSPin #73404344

Listing Facts

  • TypeSingle-family
  • NeighborhoodWest Side
  • Bedrooms5
  • Bathrooms4
  • Days on Prevu56
  • Taxes$23,217/year
  • Size5,006 sqft
  • Price per sqft$469

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

07/14/2025
Listed by Compass
$2,350,000

Property Details for 276 High Street

Association

Amenities

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

Exterior

Construction

  • Roof: Shingle
  • Window Features: Insulated Windows
  • Year Built: 1992
  • Year Built Details: Actual
  • Architectural Style: Colonial
  • Construction Materials: Frame
  • Exterior Features: Deck, Rain Gutters, Sprinkler System, Gazebo

Features

  • Other Structures: Gazebo
  • Patio And Porch Features: Deck

Measurements

  • Building Area Total: 5,006
  • Building Area Units: Square Feet
  • Lot Size Acres: 0.46
  • Lot Size Area: 0
  • Lot Size Square Feet: 19,998
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: M:025 B:0146 L:0,900972
  • Tax Annual Amount: $23,217.00
  • Tax Assessed Value: $2,093,500.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Water Heater, Range, Oven, Dishwasher, Disposal, Trash Compactor, Microwave, Refrigerator, Freezer, Washer, Dryer, Plumbed For Ice Maker
  • Fireplace Features: Family Room
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Flooring: Tile, Carpet, Hardwood, Flooring - Wall To Wall Carpet, Flooring - Hardwood
  • 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

Measurements

  • Living Area: 5,006
  • Living Area Source: Public Record

Rooms

  • Basement: Full, Finished, Interior Entry
  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 5
  • Rooms Total: 11

Other

Environmental

  • Green Energy Efficient: Thermostat

Location

  • Subdivision Name: Cox Road / High St Extension Neighborhood

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 3
  • Garage Spaces: 3
  • Garage: Yes
  • Open Parking: Yes
  • Parking Features: Attached, Paved Drive, Off Street
  • Parking Total: 6

Schools

Elementary School

  • Elementary School: Vinson Owen

High School

  • High School: Whs

Middle or Junior School

  • Middle Or Junior School: Mccall

Utilities

Equipment

  • Cooling: Central Air, Dual
  • Has Cooling: Yes
  • Electric: 200+ Amp Service
  • Heating: Forced Air, Oil
  • Has Heating: Yes
  • Laundry Features: Second Floor, Electric Dryer Hookup, Washer Hookup
  • Sewer: Public Sewer
  • Utilities: For Electric Range, For Electric Oven, For Electric Dryer, Washer Hookup, Icemaker Connection
  • Water Source: Public

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, landlords 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, leasing or renting 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, leasing or renting. 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.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.