276 High Street

Winchester, MA
$ 2,195,000 Beds 5 Baths 3.5 Sq 5,006 Virtual Tour
Monthly Estimate* How much can I afford?

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!

Active

  • Price
  • $ 2,195,000
  • City
  • Winchester
  • Bedrooms
  • 5
  • Full Bathrooms
  • 3
  • County
  • MIDDLESEX
  • Half Bathrooms
  • 1
  • Area
  • Lot Size
  • 0.46 Acres
  • Zip
  • 01890
  • Sqr Footage
  • 5,006
  • Year Built
  • 1992
  • Taxes
  • $ 23217
  • Style
  • Colonial
  • MLS#
  • 73496396
Listed By: Kim Covino & Co. Team with Compass.
Data Source: Massachusetts MLS Property Info Network (MLSPIN)

Features

General

Sewer Public Sewer
Heating Forced Air,Oil
Cooling Central Air,Dual
Utilities for Electric Range,for Electric Oven,for Electric Dryer,Washer Hookup,Icemaker Connection
Roof Shingle
Appliances Water Heater,Range,Oven,Dishwasher,Disposal,Trash Compactor,Microwave,Refrigerator,Freezer,Washer,Dryer,Plumbed For Ice Maker
Zoning RDA
Garage Spaces 3
Patio/Porch Features Deck
Architectural Style Colonial
Security Features Security System
Construction Materials Frame
Year Built 1992
Electric 200+ Amp Service
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number M:025 B:0146 L:0,900972
Community Features Public Transportation,Shopping,Tennis Court(s),Park,Golf,Bike Path,Highway Access,Public School
County Middlesex
Property Type Residential
HOA No
Attached Garage Yes
Energy Efficient Thermostat
Subdivision Name Cox Road / High St Extension neighborhood
Garage Y/N Yes
Other Structures Gazebo
Total Rooms 11
Full Baths 3
Status Active
Directions Follow GPS. Mailbox 262 on your left. Take that turn. Go up the hill & stay right to get to 276
High School Whs
City Winchester
Disclosures Common driveway entry then splits off
Senior Community Y/N No
Lot Size Units Acres
Lot Size Square Feet 19998
Carport Y/N No
Elementary School Vinson Owen
Property Attached Y/N No
Year Built Details Actual
Tax Annual Amount 23217
Home Warranty Y/N No
Middle/Junior High School Mccall
Building Area Units Square Feet
Primary Bedroom Level Second
Standard Status Active
Year Built Source Public Records
Tax Assessed Value 2093500
Certified Treated None

Interior Features

Interior Amenities 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
Basement Full,Finished,Interior Entry
Flooring Tile,Carpet,Hardwood,Flooring - Wall to Wall Carpet,Flooring - Hardwood
Total Fireplaces 1
Fireplace Features Family Room
Kitchen Level Main,First
Air Conditioning Y/N Yes
Heating Y/N Yes
Window Features Insulated Windows
Fireplace Y/N Yes
Above Grade Finished Area 4267
Half Baths 1
Laundry Features Second Floor,Electric Dryer Hookup,Washer Hookup
Total Bedrooms 5
Below Grade Finished Area 739
Living Room Level First
LivingAreaSource Public Record
Kitchen Features Closet/Cabinets - Custom Built,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid,French Doors,Kitchen Island,Breakfast Bar / Nook,Exterior Access,Open Floorplan,Recessed Lighting,Stainl
Total Baths 4
Primary Bathroom Features Yes
Living Room Features Flooring - Hardwood,Open Floorplan,Sunken,Lighting - Overhead
Bedroom 4 Features Ceiling Fan(s),Closet,Lighting - Overhead
Bedroom 3 Features Ceiling Fan(s),Closet,Lighting - Overhead
Bedroom 2 Features Ceiling Fan(s),Closet,Lighting - Overhead
Dining Room Features Flooring - Hardwood,Window(s) - Picture,French Doors,Lighting - Pendant,Lighting - Overhead
Kitchen Area 240
Kitchen Length 16
Kitchen Width 15
Primary on Main 238
Second Bedroom Length 17
Second Bedroom Width 14
Bedroom 3 Area 195
Bedroom 3 Length 15
Bedroom 3 Width 13
Bedroom 4 Area 168
Bedroom 4 Length 14
Bedroom 4 Width 12
Dining Room Area 15
Dining Room Width 15
Family Room Area 660
Family Room Length 30
Living Room Area 210
Living Room Length 15
Living Room Width 14
Primary Bedroom Area 598
Primary Bedroom Features Bathroom - Full,Bathroom - Double Vanity/Sink,Closet - Linen,Flooring - Stone/Ceramic Tile,French Doors,Lighting - Sconce,Lighting - Overhead
Primary Bedroom Length 26
Primary Bedroom Width 23
Family Room Width 22
Family Room Level First
Family Room Features Ceiling Fan(s),Flooring - Hardwood,Balcony / Deck,Deck - Exterior,Exterior Access,Lighting - Overhead
Dining Room Level First
Dining Room Area 225
Bedroom 5 Width 22
Bedroom 5 Level Third
Bedroom 5 Length 24
Bedroom 5 Features Ceiling Fan(s),Closet,Lighting - Overhead
Bedroom 5 Area 528
Bedroom 4 Level Second
Bedroom 3 Level Second
Second Bedroom Level Second
Bathroom 1 Level First
Bathroom 2 Level Second
Bathroom 3 Level Second

Exterior Features

Exterior Amenities Deck,Rain Gutters,Sprinkler System,Gazebo
Parking Features Attached,Paved Drive,Off Street
Water Source Public
Total Parking 9
Lot Size Area 0.46
Foundation Details Concrete Perimeter
Spa No
Building Area Total 5006
Lot Size Acres 0.46
Waterfront Y/N No
Covered Spaces 3
Door Features Insulated Doors

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the North Andover, MA office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Vinson Owen Elementary School
Middle School McCall Middle School
High School WHS High School

Price History

4/6/2026 Listed $2,299,000
5/13/2026 5% - $2,195,000

Property vs Zip Code Average in 01890

Price
AVG $1.92M
$2.2M
Taxes
AVG $18,228
$23,217
Year Built
AVG 1959
1992
Visits
AVG 103
708
Data Provided by Inside Real Estate®

276 High Street Winchester, MA is a Single Family Home for sale at $2195000 with 5006 sqft and a lot size of 0.46 Acres Acre(s). 276 High Street Winchester has 5 bedrooms, 3 baths and was built in 1992. The property's zip code is 01890 which is in Winchester, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.