Artboard 1? alert-icon? Artboard 1? ? ? delete-icon? edit-icon? email-icon hide-hover-icon? Artboard 1? login-icon-white Artboard 1? next-icon-left next-icon-right-left next-icon-left-ochre next-icon next-icon-right-grey next-icon-right-ochre plus-with-circle-iconP search-fw-icon? search-icon-ochre search-icon-white

276 High Street

Winchester, MA 01890
$2,399,000
5 Beds
3/1 Baths
5,077 Living Area
  • Property Description
    This stunning, freshly painted, home is located in a picturesque and unique setting, elevated on a small hill with a private half-acre lot in a tranquil cul-de-sac, near the Winchester/Lexington border. It’s far from road traffic, offering exceptional privacy. The residence spans four levels, featuring 5 bedrooms, 3.5 bathrooms, and two separate laundry areas. The expansive grounds showcase beautiful front and back yards, a large deck, and a gazebo. The property borders a serene forest with a pond (Whipple Hill/Smith Pond). It’s just a short walk to Wright-Locke Farm and a quick drive to shopping centers, malls, and major roads, providing easy access to business districts. Nearby, you’ll find plenty of recreational options, including swimming pools, tennis courts, golf courses, ice skating rinks, gyms, and restaurants. Additionally, this home is located in one of the top-rated school districts, and the Town of Winchester is known for its charm and exceptional quality of life.
  • Highlights
    • Cooling: Central Air, Dual
    • Parking Spots: 6
    • Property Type: Single Family Residence
    • Total Rooms: 9
    • Status: Active
    • Heating: Central, Baseboard, Electric Baseboard, Oil, Electric
    • Property Class: Residential
    • Style: Colonial
    • Year Built: 1992
  • Additional Details
    • Appliances: Water Heater, Range, Oven, Dishwasher, Disposal, Trash Compactor, Microwave, Refrigerator, Freezer, Washer, Dryer, Washer/Dryer, Plumbed For Ice Maker
    • Construction: Frame, Stone
    • Fireplaces: 1
    • Foundation: Concrete Perimeter, Block
    • Lot Features: Cul-De-Sac, Corner Lot, Wooded, Easements, Gentle Sloping, Level, Steep Slope
    • Roof: Shingle
    • Year Built Details: Actual
    • Zoning: Rda
    • Basement: Full, Finished, Walk-Out Access, Interior Entry, Garage Access, Concrete
    • Exterior Features: Deck, Deck - Wood, Rain Gutters, Sprinkler System, Screens, Fenced Yard, Gazebo, Garden
    • Flooring: Tile, Carpet, Marble, Hardwood, Stone / Slate, Flooring - Wall to Wall Carpet, Flooring - Hardwood
    • Interior Features: Bathroom - Full, Bathroom - With Shower Stall, Closet, Enclosed Shower - Fiberglass, Cable Hookup, Lighting - Overhead, Bonus Room, Office, Central Vacuum, Walk-up Attic
    • Road Frontage Type: Public, Dead End
    • SqFt Source: Other
    • Year Built Source: Public Records
  • Amenities
    • Community Features: Shopping, Pool, Tennis Court(s), Park, Golf, Public School, Other
    • Parking Features: Attached, Paved Drive, Shared Driveway, Off Street, Paved
    • Covered Parking Spaces: 3
    • Security Features: Security System
  • Utilities
    • Electric: 110 Volts, 200+ Amp Service
    • Water Source: Public
    • Sewer: Public Sewer
  • Fees / Taxes
    • Assessed Value: $2,093,500
    • Taxes: $23,217
    • Tax Year: 2025

Location

276 High Street, Winchester, MA 01890

Loading Map...

Similar Listings

8 Tanglewood Lane 1
42 Photos
8 Tanglewood Lane Winchester, MA 01890
$2,850,000
4 Beds 3 Baths 4,276 Sqft
View Details
335 Mystic St 1
42 Photos
335 Mystic St Arlington, MA 02474
$2,695,000
4 Beds 2/1 Baths 3,912 Sqft
View Details
NEW CONSTRUCTION
89 Wildwood St 1
9 Photos
89 Wildwood St Winchester, MA 01890
$2,599,000
7 Beds 5/1 Baths 4,829 Sqft
View Details
Open House, Sat 1:00-3:00
19 Yale St 1
42 Photos
19 Yale St Winchester, MA 01890
$2,499,000
6 Beds 3/1 Baths 4,212 Sqft
View Details
Content © 2025 MLS Property Information Network, Inc. The information in this listing was gathered from third party resources including the seller and public records. Listing information provided courtesy of Keller Williams Realty Boston Northwest. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations or warranties as to the accuracy of this information.
  • Request More Information:

    617.262.2500
    When you are ready, please contact us and we will put our unrivaled knowledge of the Boston real estate market to work for you. Whether you are buying a luxury condo or renting a luxury apartment, we pledge to make your experience as stress free and enjoyable as possible.

    Please call, email, or send us a message through the web form below. An LRG Real Estate agent will contact you promptly.

    For More Info Please Call:

    617.262.2500

    or

    Email Us
  • Hidden
  • This field is for validation purposes and should be left unchanged.

By joining you agree to our Terms of Use and Privacy Policy