Primary bedroom
- Level
- Second
- Area
- 598 sqft
- Length
- 26 ft
- Width
- 23 ft
- Features
- Bathroom - Full · Bathroom - Double Vanity/Sink · Closet - Linen · Flooring - Stone/Ceramic Tile · French Doors · Lighting - Sconce · Lighting - Overhead
276 High Street · Winchester
For sale
FOR SALE · MLS #73496396
$2,195,000
- beds
- 5
- baths
- 3.5
- sqft
- 5,006
276 High Street
Winchester, MA 01890
LOCATION
Property location
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276 High Street, Winchester, MA 01890Open Street View
Follow GPS. Mailbox 262 on your left. Take that turn. Go up the hill & stay right to get to 276
- Home type
- Single Family Residence
- Interior living area
- 5,006 sqft
- Year built
- 1992
- Lot size
- 19,998 sqft (about 0.46 acres)
- Parking spaces
- 9
- Price per sqft
- $438/sqft
About this home
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 & Co. Team · Compass
MLS PIN #73496396 · Updated 10/29/2026, 4:29:00 PM ET
Facts & features
Home overview
- Property subtype
- Single Family Residence
- Property category
- Residential
- MLS status
- Extended
- Bedrooms
- 5
- Full bathrooms
- 3
- Half bathrooms
- 1
- Total bathrooms
- 3.5
- Total rooms
- 11
- Living area
- 5,006 sqft
- Living area source
- Public Record
- Above grade finished area
- 4,267 sqft
- Below grade finished area
- 739 sqft
- Building area
- 5,006
- Building area units
- Square Feet
- Building area source
- Public Records
- Area includes basement
- Yes
- Area disclosures
- Measurements are for marketing purposes only.
Interior & systems
- Heating
- Forced Air · Oil
- Heating available
- Yes
- Heating zones
- 6
- Cooling
- Central Air · Dual
- Cooling available
- Yes
- Cooling zones
- 2
- Appliances
- Water Heater · Range · Oven · Dishwasher · Disposal · Trash Compactor · Microwave · Refrigerator · Freezer · Washer · Dryer · Plumbed For Ice Maker
- 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
- Laundry
- Second Floor · Electric Dryer Hookup · Washer Hookup
- Laundry dimensions
- 7X3
- Basement
- Full · Finished · Interior Entry
- Fireplace
- Yes
- Fireplaces
- 1
- Fireplace features
- Family Room
- Electrical service
- 200+ Amp Service
- Security features
- Security System
- Windows
- Insulated Windows
- Doors
- Insulated Doors
- Primary bathroom features
- Yes
Room details
Bedroom 2
- Level
- Second
- Area
- 238 sqft
- Length
- 17 ft
- Width
- 14 ft
- Features
- Ceiling Fan(s) · Closet · Lighting - Overhead
Bedroom 3
- Level
- Second
- Area
- 195 sqft
- Length
- 15 ft
- Width
- 13 ft
- Features
- Ceiling Fan(s) · Closet · Lighting - Overhead
Bedroom 4
- Level
- Second
- Area
- 168 sqft
- Length
- 14 ft
- Width
- 12 ft
- Features
- Ceiling Fan(s) · Closet · Lighting - Overhead
Bedroom 5
- Level
- Third
- Area
- 528 sqft
- Length
- 24 ft
- Width
- 22 ft
- Features
- Ceiling Fan(s) · Closet · Lighting - Overhead
Living room
- Level
- First
- Area
- 210 sqft
- Length
- 15 ft
- Width
- 14 ft
- Features
- Flooring - Hardwood · Open Floorplan · Sunken · Lighting - Overhead
Dining room
- Level
- First
- Area
- 225 sqft
- Length
- 15 ft
- Width
- 15 ft
- Features
- Flooring - Hardwood · Window(s) - Picture · French Doors · Lighting - Pendant · Lighting - Overhead
Family room
- Level
- First
- Area
- 660 sqft
- Length
- 30 ft
- Width
- 22 ft
- Features
- Ceiling Fan(s) · Flooring - Hardwood · Balcony / Deck · Deck - Exterior · Exterior Access · Lighting - Overhead
Kitchen
- Level
- Main,First
- Area
- 240 sqft
- Length
- 16 ft
- Width
- 15 ft
- 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 · Stainless Steel Appliances · Lighting - Pendant
Office
- Level
- First
- Area
- 154 sqft
- Length
- 14 ft
- Width
- 11 ft
- Features
- Closet · Flooring - Hardwood · Lighting - Overhead
Bathroom 1
- Level
- First
- Area
- 40 sqft
- Length
- 8 ft
- Width
- 5 ft
- Features
- Bathroom - Half
Bathroom 2
- Level
- Second
- Area
- 156 sqft
- Length
- 13 ft
- Width
- 12 ft
- Features
- Bathroom - Full · Bathroom - Double Vanity/Sink · Bathroom - Tiled With Shower Stall · Bathroom - Tiled With Tub · Closet · Flooring - Stone/Ceramic Tile · Jacuzzi / Whirlpool Soaking Tub
Bathroom 3
- Level
- Second
- Area
- 81 sqft
- Length
- 9 ft
- Width
- 9 ft
- Features
- Bathroom - Full · Bathroom - Double Vanity/Sink · Bathroom - Tiled With Tub & Shower
Construction & condition
- Year built
- 1992
- Year built source
- Public Records
- Year built details
- Actual
- Architectural style
- Colonial
- Construction materials
- Frame
- Foundation
- Concrete Perimeter
- Roof
- Shingle
- Attached property
- No
- Home warranty
- No
- Energy efficient features
- Thermostat
- Insulation
- Full · Mixed
- Exterior color
- Green
- Accessory dwelling unit
- N
Garage & parking
- Total parking spaces
- 9
- Parking features
- Attached · Paved Drive · Off Street
- Garage
- Yes
- Garage spaces
- 3
- Attached garage
- Yes
- Covered spaces
- 3
- Carport
- No
- Open parking
- Yes
- Open parking spaces
- 6
Lot & outdoor features
- Lot area
- 19,998 sqft (about 0.46 acres)
- Lot size
- 0.46 acres
- Reported lot area
- 0.46
- Lot size units
- Acres
- Exterior features
- Deck · Rain Gutters · Sprinkler System · Gazebo
- Patio & porch
- Deck
- Other structures
- Gazebo
- Spa
- No
- Waterfront
- No
- Beachfront
- No
Utilities & infrastructure
- Water source
- Public
- Sewer
- Public Sewer
- Utilities
- for Electric Range · for Electric Oven · for Electric Dryer · Washer Hookup · Icemaker Connection
HOA & community
- Homeowners association
- No
- Community features
- Public Transportation · Shopping · Tennis Court(s) · Park · Golf · Bike Path · Highway Access · Public School
- Subdivision
- Cox Road / High St Extension neighborhood
- Senior community
- No
Taxes & property records
- Annual property tax
- $23,217
- Tax year
- 2025
- Assessed value
- $2,093,500
- Parcel number
- M:025 B:0146 L:0,900972
- Zoning
- RDA
- Registry book
- 0
- Registry page
- 0
Location & listed schools
- City
- Winchester
- County
- Middlesex
- State
- MA
- ZIP code
- 01890
- Listed elementary school
- Vinson Owen
- Listed middle school
- Mccall
- Listed high school
- Whs
- Directions
- Follow GPS. Mailbox 262 on your left. Take that turn. Go up the hill & stay right to get to 276
Listing & disclosures
- MLS number
- 73496396
- Listing date
- 2026-04-06
- Original entry date
- 2026-04-06
- Status changed
- 2026-10-29
- Listing modified
- 2026-10-29
- Original list price
- $2,299,000
- Current list price
- $2,195,000
- List price per sqft
- $438.47
- Days on market
- 206
- Property market time
- 206
- Disclosures
- Common driveway entry then splits off
- Disclosure indicator
- N
- Lead paint
- None
Price & tax details
Current asking price$2,195,000
Original asking price$2,299,000
Listed on2026-04-06
Days on market206
| Year | Property tax | Assessed value |
|---|---|---|
| 2025 | $23,217 | $2,093,500 |
These records are supplied by the current listing. Assessed value is not market value; confirm taxes with the local assessor.
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SCHOOLS & EDUCATION
Schools & performance
School names, grades and state-reported measures are listed below.
Schools named in the listing
99DESE percentile
95DESE percentile
—DESE percentile
MLS-listed high school
Whs
School name supplied by the listing; confirm with the district.
MLS school names do not guarantee attendance. Assignment can vary by school year, grade and admissions policy; confirm with the district before committing.
What do these numbers mean?
DESE accountability percentiles (1–99) compare schools administering similar assessments, using up to two years of indicators. These are not test scores out of 100 or GreatSchools 1–10 ratings. Progress toward targets is a separate state measure. Consider programs, support services and your child’s needs as well.
School names link to available school or district websites.
Information is deemed reliable but is not guaranteed. © 2026 MLS Property Information Network, Inc. All rights reserved.
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