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ActiveListed 196 days ago

$2,195,000

276 High Street, Winchester, MA 01890

5
beds
3.5
baths
5,006
sqft
Lot sizeThe land that comes with the home, as reported to the MLS.
0.46 acres
Year builtThe year the building was originally built, as reported by the listing agent.
1992
On the marketDays since the home was listed. New listings tend to move fastest.
196 days ago
Property type
Single Family Residence
Price per sqftList price divided by interior living area — handy for comparing homes of different sizes.
$438
ParkingSpaces that come with the home, as reported to the MLS.
9 spaces
Annual taxesLast annual property tax bill reported to the MLS. A new owner's bill can differ.
$23,217

What’s Special

  • Central Air
  • Deck

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!

Listing courtesy of Kim Covino & Co. Team, Compass · MLS PIN #73496396

Facts & Features

Status
Active
Active status flag
Active
Bedrooms
5
Bathrooms
3 full, 1 half
Living area
5,006 sqft

Interior

11
  • Bathroom - Tiled With Shower Stall
  • Bathroom - Full
  • Bathroom - With Shower Stall
  • Recessed Lighting
  • Closet
  • Lighting - Overhead
  • Bathroom
  • Game Room
  • Office

Exterior

4
  • Deck
  • Rain Gutters
  • Sprinkler System
  • Gazebo

Parking

3
  • Attached
  • Paved Drive
  • Off Street

Laundry

3
  • Second Floor
  • Electric Dryer Hookup
  • Washer Hookup

Heating

2
  • Forced Air
  • Oil

Cooling

2
  • Central Air
  • Dual

Appliances

12
  • Water Heater
  • Range
  • Oven
  • Dishwasher
  • Disposal
  • Trash Compactor
  • Microwave
  • Refrigerator
  • Freezer

MLS PIN #73496396 · Listed April 6, 2026

Location

276 High Street, Winchester · All Winchester homes

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.

$2,195,000

276 High Street

54 Squire Road1 / 42
Active

$2,399,000

4 bd · 4.5 ba · 4,450 sqft · Single Family

54 Squire Road

Winchester, MA 01890

Listing courtesy of Anthony Marino, The Marino Group Collection · MLS PIN #73555666

9 Plymouth Rd1 / 37
Active

$2,250,000

5 bd · 3 ba · 4,071 sqft · Single Family

9 Plymouth Rd

Winchester, MA 01890

Listing courtesy of Steph Crawford Group, Real Broker MA, LLC · MLS PIN #73544924

21 Amberwood Dr1 / 42
Active

$2,049,000

5 bd · 3.5 ba · 4,063 sqft · Single Family

21 Amberwood Dr

Winchester, MA 01890

Listing courtesy of Gayle Winters & Co. Team, Compass · MLS PIN #73588059

36 Ferullo Drive1 / 40
Active

$2,199,900

4 bd · 4.5 ba · 5,400 sqft · Single Family

36 Ferullo Drive

Woburn, MA 01801

Listing courtesy of Eileen Doherty, Lamacchia Realty, Inc. · MLS PIN #73569751

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.