Check Availability
$2,195,000
↓ $104K (4.5%)
● House - For Sale

276 High Street

Winchester, MA 01890
bedrooms
5 Beds
bathrooms
3 Baths, 1 Half Bath
square feet
5,006 Ft²
$12,713
Est. Monthly

About This Property

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!
Unit Size
5,006 Ft²
Days on Market
-
Land Size
0.46 acres
Price per sqft
$438
Property Type
House
Property Taxes
$1,935
HOA Dues
-
Year Built
1992

Listed By

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Last updated: 3 months ago (MLSPIN #73496396)

Price History

Date / Event Date Event Price
May 13, 2026 Price Decreased $2,195,000
↓ $104K (4.5%)
Price Decreased
Apr 6, 2026 Listed by Compass $2,299,000
Listed by Compass
Dec 16, 2025 Temporarily off market -
Temporarily off market
Sep 25, 2025 Price Decreased $2,299,000
↓ $51K (2.2%)
Price Decreased
Jul 14, 2025 Listed by Compass $2,350,000
Listed by Compass
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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Property Highlights

Garage
Parking Available
Air Conditioning
Fireplace
Parking Details
Has Garage
Attached Garage
Has Open Parking
Parking Features: Attached, Paved, Off Street
Garage Spaces: 3
Open Parking Spaces: 6
Interior Details
Half Bathrooms: 1
Full Bathrooms: 3
Interior Features: Recessed Lighting, Central Vacuum, Bathroom - Tiled With Shower Stall, Bathroom - Full, Bathroom - With Shower Stall, Closet, Lighting - Overhead, Bathroom, Game Room, Office, Walk-up Attic
Appliances: Water Heater, Range, Oven, Dishwasher, Disposal, Trash Compactor, Microwave, Refrigerator, Freezer, Washer, Dryer, Plumbed For Ice Maker
Flooring Type: Tile, Carpet, Hardwood, Flooring - Wall to Wall Carpet, Flooring - Hardwood
Door Features: Insulated Doors
Laundry Features: Electric Dryer Hookup, Washer Hookup, Second Floor
Rooms: 11
Has Fireplace
Fireplace Features: Family Room
Fireplaces: 1
Basement: Full, Finished, Interior Entry
Exterior Details
Square Footage: 5006
Security Features: Security System
Architectural Style: Colonial
Year Built Source: Public Records
Year Built: 1992
Building Area Total: 5006
Other Structures: Gazebo
Building Area Units: Square Feet
Window Features: Insulated Windows
Construction Materials: Frame
Patio and Porch Features: Deck
Lot Size Area: 0.46
Lot Size Units: Acres
Lot Size Acres: 0.46
Lot Size Square Feet: 19998
Water Source: Public
Financial Details
Tax Assessed Value: $2,093,500
Tax Annual Amount: $23,217
Utilities Details
Cooling Type: Central Air, Dual
Heating Type: Forced Air, Oil
Sewer : Public Sewer

Building Info

Overview

    General

  • Year Built: 1992
  • Effective Year Built: 1992
  • Building Count: 1
  • Total Rooms: 9
  • Bedroom Count: 4
  • Bathroom Count: 4
  • Full Bathrooms: 3
  • Partial Bathrooms: 4
  • Building Condition: 3
  • Building Quality: 0
  • Construction Type: 6
  • Building Style: 5
  • Exterior Walls Type: 18
  • Interior Walls Type: 0
  • Roof Shape Type: 8
  • Roof Cover Type: 15
  • Floor Count: 300
  • Living Units: 1
  • Floor Cover: 0
  • Basement Type: 7
  • Basement Area: 1,944
  • Garage Type: 17
  • Parking Space Count: 3
  • Patio Type: 0
  • Porch Type: 0
  • Pool Type: 0

    Dimensions

  • Lot Size Square Feet: 19,998
  • Total Building Area: 3,788
  • Gross Building Area: 7,844
  • Building Area: 3,788
  • Building Area Measurement: L

    Heating and Cooling

  • Fireplace Count: 1
  • Air Conditioning: 13
  • Heating: 4
  • Heated Square Feet: 3,788
  • Heating Fuel Type: 6

    Utilities

  • Sewer System: 0
  • Water Service: 0

Building

  • Building Type: 0
  • Property Class: R
  • Land Acres: 0000000459
  • Standard Land Use Code: 1001
  • County Land Use Code: 101

Neighborhood

  • School District Name: Winchester School District
  • School Tax School District: WINCHESTER SD
  • Census Tract: 338400

Zoning

  • Zoning: RDA

Geography

  • Parcel: WINC M:025 B:0146 L:0
  • Block: 146
  • Municipality: WINCHESTER
  • Latitude: 42.4433
  • Longitude: -71.1813

    Address

  • Full Address: 276 High St
  • Address - House Number: 276
  • Address - Street Name: High
  • Address - Suffix Type: St
  • State: MA
  • City Name: Winchester
  • Carrier Code: C027
  • 4-Digit Zip Code: 3249
  • Zip Code: 01890

Valuation

    Tax

  • Tax Year: 2024
  • Tax Amount: $2,228,700

    Appraisal Valuation

  • Standard Deviation: 0.0774
  • Valuation Date: Jan 27, 2024
  • Confidence Score: 94
  • Final Value: 2,725,502
  • High Value: 2,936,689
  • Low Value: 2,514,315

    Assessments Valuation

  • Assessed Year: 2024
  • Assessed Total Value: $1,967,100
  • Assessed Land Value: $855,000
  • Assessed Improvements Value: $1,112,100

    Sales

  • Current Sale Recording Date: Jun 14, 1999
  • Current Sale Price:
  • Current Sale Document Type: 27

    Open Lien Mortgages

  • Third Open Lien Mortgage Interest Rate Type: Y
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About Shakerhill


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Frequently Asked Questions

When was property at 276 High Street built and last sold?
The property at 276 High Street was built in 1992 and last sold on Jan 1, 1970 for $772,500.
How much is this home worth?
The estimated value of the home located at 276 High Street is $2,216,950.
What are some comparable homes to 276 High Street?
There are currently no comparable homes to 276 High Street.