Dimensions24 x 22
FeaturesCeiling Fan(s), Closet, Lighting - Overhead
LevelThird
276 High Street, Winchester MA 01890
Winchester, MA 01890 • Cox Road / High St Extension neighborhood
$2,299,000
$2,195,000
Est. $13,234/month
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!
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Recently Sold Nearby
Property History
Market Insights
1
Price Changes
4.5%
Price Range
Property Timeline
Showing Instructions Updated
Jul 31, 2026
New showing requirements
Showing Instructions Updated
Jul 21, 2026
New showing requirements
Price Reduced
May 13, 2026
$2,195,000
$104,000
(-4.52%)
From $2,299,000 to $2,195,000 (-4.5%)
Listed for Sale
Apr 6, 2026
$2,299,000
Original listing
Agent: Kim Covino & Co. Team
Office: Compass
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 07/31/2026 | 👁️ Showing Instructions Updated | - | - | - | New showing requirements |
| 07/21/2026 | 👁️ Showing Instructions Updated | - | - | - | New showing requirements |
| 05/13/2026 | ↓ Price Reduced | $2,195,000 | $104,000 | - | From $2,299,000 to $2,195,000 (-4.5%) |
| 04/06/2026 | 🏠 Listed for Sale | $2,299,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2025 | $23,217 | $2,093,500 |
Financial Details
Annual Property Tax
$23,217
Tax Year 2025
Assessed Value
$2,093,500
Facts & Features
3 Car Garage
Central AC
Home Facts
Type
Residential
Style
Single Family Residence
Year Built
1992
Living Area
5,006 sq ft
Lot Size
0.46 acres
Bedrooms
5
Full Baths
3
Half Baths
1
Total Rooms
11
Interior
Heating
Forced Air, Oil
Cooling
Central Air, Dual
Flooring
Tile, Carpet, Hardwood, Flooring - Wall To Wall Carpet, Flooring - Hardwood
Appliances
Water Heater, Range, Oven, Dishwasher, Disposal, Trash Compactor, Microwave, Refrigerator, Freezer, Washer, Dryer, Plumbed For Ice Maker
Fireplace
Family Room
Fireplaces
1
Basement
Full, Finished, Interior Entry
Laundry
Second Floor, Electric Dryer Hookup, Washer Hookup
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
Exterior
Construction
Frame
Architecture
Colonial
Roof
Shingle
Features
Deck, Rain Gutters, Sprinkler System, Gazebo
Pool
None
Spa
None
Fencing
None
Patio/Porch
Deck
Parking
Garage Spaces
3
Has Garage
Yes
Features
Attached, Paved Drive, Off Street
Total Spaces
9
Utilities
Electric
200+ Amp Service
Water
Public
Sewer
Public Sewer
Gas
None
Other
For Electric Range, For Electric Oven, For Electric Dryer, Washer Hookup, Icemaker Connection
Financial
Annual Tax
$23,217
Assessed Value
$2,093,500
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Seller Disclosures
Common Driveway Entry Then Splits Off
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
House Color
Green
Sq Ft Source
Public Record
Sq Ft Disclosures
Measurements are for marketing purposes only.
Documents
None
County
Middlesex
Total market time (incl. prior listings)
116 days
Property Overview
Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1992
Bedrooms
5
Full Bathrooms
3
Half Bathrooms
1
Living Area
5,006 sq ft
Total Rooms
11
Floor Layout
Interactive room guide
Floor Layout
Finished Area
4,267 sq ft above grade
739 sq ft below grade
Dimensions14 x 12
FeaturesCeiling Fan(s), Closet, Lighting - Overhead
LevelSecond
Dimensions15 x 13
FeaturesCeiling Fan(s), Closet, Lighting - Overhead
LevelSecond
Dimensions13 x 12
FeaturesBathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Shower Stall, Bathroom - Tiled With Tub, Closet, Flooring - Stone/Ceramic Tile, Jacuzzi / Whirlpool Soaking Tub
LevelSecond
Dimensions17 x 14
FeaturesCeiling Fan(s), Closet, Lighting - Overhead
LevelSecond
Dimensions9 x 9
FeaturesBathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Tub & Shower
LevelSecond
Dimensions26 x 23
FeaturesBathroom - Full, Bathroom - Double Vanity/Sink, Closet - Linen, Flooring - Stone/Ceramic Tile, French Doors, Lighting - Sconce, Lighting - Overhead
LevelSecond
Dimensions8 x 5
FeaturesBathroom - Half
LevelFirst
Dimensions15 x 15
FeaturesFlooring - Hardwood, Window(s) - Picture, French Doors, Lighting - Pendant, Lighting - Overhead
LevelFirst
Dimensions16 x 15
FeaturesCloset/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
LevelMain,First
Dimensions15 x 14
FeaturesFlooring - Hardwood, Open Floorplan, Sunken, Lighting - Overhead
LevelFirst
Dimensions14 x 11
FeaturesCloset, Flooring - Hardwood, Lighting - Overhead
LevelFirst
Dimensions30 x 22
FeaturesCeiling Fan(s), Flooring - Hardwood, Balcony / Deck, Deck - Exterior, Exterior Access, Lighting - Overhead
LevelFirst
FeaturesYes
Display Options
Outdoor Areas
Patio & porchDeck
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Tile, Carpet, Hardwood, Flooring - Wall to Wall Carpet, Flooring - Hardwood
Appliances:
Water Heater, Range, Oven, Dishwasher, Disposal, Trash Compactor, Microwave, Refrigerator, Freezer, Washer, Dryer, Plumbed For Ice Maker
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
Windows:
Insulated Windows
Basement:
Full, Finished, Interior Entry
Laundry:
Second Floor, Electric Dryer Hookup, Washer Hookup
Security:
Security System
Construction & Materials
Style:
Colonial
Year Built:
1992
Structure Type:
Exterior Materials:
Frame
Roof:
Shingle
Foundation:
Concrete Perimeter
Heating, Cooling & Utilities
Heating:
Forced Air, Oil
Heating Zones:
6
Cooling:
Central Air, Dual
Cooling Zones:
2
Hot Water:
Water Source:
Public
Sewer:
Public Sewer
Energy Features:
Thermostat
Exterior & Lot
Exterior Features:
Deck, Rain Gutters, Sprinkler System, Gazebo
Patio & Porch:
Deck
Fencing:
Other Structures:
Gazebo
Lot Features:
Road Surface:
Parking & Garage
Garage Spaces:
3
Garage Type:
Attached
Total Parking Spaces:
9
Parking Features:
Attached, Paved Drive, Off Street
Special Features
Fireplaces:
1
Fireplace Type:
Family Room
Community Amenities:
Public Transportation, Shopping, Tennis Court(s), Park, Golf, Bike Path, Highway Access, Public School
Nearby Schools
School information not available for this location.
Monthly Payment Calculator
Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%
Monthly Payment Breakdown
Principal & Interest
$0
Property Tax
$1,935
Homeowners Insurance
$200
PMI (if <20% down)
$0
Loan Summary
Total of 360 payments
$0
Total principal paid
$0
Total interest paid
$0
Rate Impact
-0.5% Rate
$0/mo
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Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo
Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.
Location
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Neighborhood
Cox Road / High St Extension neighborhood
276 High Street, Winchester MA 01890
Winchester, MA 01890
Listing Information
Listing Agent
Kim Covino & Co. Team
Listing Office
Compass
Office Phone
781-219-0313
Agent MLS ID
TM347383
Office MLS ID
AN6433
Listing Data Updated
Jul 31, 2026 1:37 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
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