276 High Street, Winchester MA 01890

Winchester, MA 01890 • Cox Road / High St Extension neighborhood

$2,299,000

Est. $13,760/month

5

Beds

3.5

Baths

5,006

Sq Ft

$459

Price/Sq Ft

0.46

Acres

1992

Year Built

Single Family Residence

Type

144

Days on Market

Active Price Drop -$51,000 Listed Jul 15, 2025 • MLS# 73404344 Copied!

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!

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

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

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

Location

Loading map...

Neighborhood

Cox Road / High St Extension neighborhood

276 High Street, Winchester MA 01890

Winchester, MA 01890

Walkability

Loading Walk Score...

Schools

Elementary School

Vinson Owen

Rating information coming soon

Middle School

Mccall

Rating information coming soon

High School

Whs

Rating information coming soon

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

Home Price

Down Payment

%

Down: $0

Interest Rate

%

Loan Term

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

Save $0/mo

Current Rate

$0/mo

+0.5% Rate

$0/mo

Cost $0/mo

Payment Over Time

Interest

Principal

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.

Property History

Property Timeline

🏠

Listed for Sale

Jul 15, 2025

$2,299,000

Original listing

Agent: Kim Covino & Co. Team Office: Compass

Date	Event	Price	Change	$/sqft	Details
07/15/2025	🏠 Listed for Sale	$2,299,000	-	-	Original listing

Price & Status History

Date	Event	Price	Change
Jul 15, 2025	New Listing Added	$2,299,000	—

Market Statistics

Days on Market

144 days

Price per Sq Ft

$459

Total Price Drop

-$51,000

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

Monthly Payment Breakdown

Loan Summary

Listed for Sale

Customize Comparable Search

Distance & Location

Property Characteristics

Price & Value

Property Features

Market Filters

Display Options

📍 Comparable Properties Map

276 High Street, Winchester MA 01890

About this home

Property Overview

Facts & Features

Home Facts

Interior

Exterior

Parking

Utilities

Financial

Interior Features

Construction & Materials

Heating, Cooling & Utilities

Exterior & Lot

Parking & Garage

Special Features

Location

Neighborhood

Walkability

Schools

Monthly Payment Calculator

Monthly Payment Breakdown

Loan Summary

Rate Impact

Payment Over Time

Property History

Property Timeline

Listed for Sale

Detailed History Table ▼

Price & Status History

Market Statistics

Tax History

Financial Details

Listing Information

Comparable Properties

Customize Comparable Search

Distance & Location

Property Characteristics

Price & Value

Property Features

Market Filters

Display Options

📍 Comparable Properties Map

Adjust Property Details

Market Analytics for Winchester, MA

Contact Agent

Schedule a Tour