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!
For sale
$2,299,000
276 High St, Winchester, MA 01890
5beds
5,006sqft
Est.:
Single Family Residence
Built in 1992
0.46 Acres Lot
$2,228,400 Zestimate®
$459/sqft
$-- HOA
What's special
Generous deckCharming gazeboLovely formal dining roomPrivate half-acre lotSerene cul-de-sacSunny home officeOversized primary suite
- 4 days |
- 1,013 |
- 38 |
Zillow last checked: 7 hours ago
Listing updated: April 10, 2026 at 12:07am
Listed by:
Kim Covino & Co. Team 781-249-3854,
Compass 781-219-0313,
Kim Covino 781-249-3854
Source: MLS PIN,MLS#: 73496396
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Primary bedroom
- Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Closet - Linen, Flooring - Stone/Ceramic Tile, French Doors, Lighting - Sconce, Lighting - Overhead
- Level: Second
- Area: 598
- Dimensions: 26 x 23
Bedroom 2
- Features: Ceiling Fan(s), Closet, Lighting - Overhead
- Level: Second
- Area: 238
- Dimensions: 17 x 14
Bedroom 3
- Features: Ceiling Fan(s), Closet, Lighting - Overhead
- Level: Second
- Area: 195
- Dimensions: 15 x 13
Bedroom 4
- Features: Ceiling Fan(s), Closet, Lighting - Overhead
- Level: Second
- Area: 168
- Dimensions: 14 x 12
Bedroom 5
- Features: Ceiling Fan(s), Closet, Lighting - Overhead
- Level: Third
- Area: 528
- Dimensions: 24 x 22
Primary bathroom
- Features: Yes
Bathroom 1
- Features: Bathroom - Half
- Level: First
- Area: 40
- Dimensions: 8 x 5
Bathroom 2
- 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
- Level: Second
- Area: 156
- Dimensions: 13 x 12
Bathroom 3
- Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Tub & Shower
- Level: Second
- Area: 81
- Dimensions: 9 x 9
Dining room
- Features: Flooring - Hardwood, Window(s) - Picture, French Doors, Lighting - Pendant, Lighting - Overhead
- Level: First
- Area: 225
- Dimensions: 15 x 15
Family room
- Features: Ceiling Fan(s), Flooring - Hardwood, Balcony / Deck, Deck - Exterior, Exterior Access, Lighting - Overhead
- Level: First
- Area: 660
- Dimensions: 30 x 22
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, Stainless Steel Appliances, Lighting - Pendant
- Level: Main,First
- Area: 240
- Dimensions: 16 x 15
Living room
- Features: Flooring - Hardwood, Open Floorplan, Sunken, Lighting - Overhead
- Level: First
- Area: 210
- Dimensions: 15 x 14
Office
- Features: Closet, Flooring - Hardwood, Lighting - Overhead
- Level: First
- Area: 154
- Dimensions: 14 x 11
Heating
- Forced Air, Oil
Cooling
- Central Air, Dual
Appliances
- Included: Water Heater, Range, Oven, Dishwasher, Disposal, Trash Compactor, Microwave, Refrigerator, Freezer, Washer, Dryer, Plumbed For Ice Maker
- 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
- Flooring: Tile, Carpet, Hardwood, Flooring - Wall to Wall Carpet, Flooring - Hardwood
- Doors: Insulated Doors
- Windows: Insulated Windows
- Basement: Full,Finished,Interior Entry
- Number of fireplaces: 1
- Fireplace features: Family Room
Interior area
- Total structure area: 5,006
- Total interior livable area: 5,006 sqft
- Finished area above ground: 4,267
- Finished area below ground: 739
Video & virtual tour
Property
Parking
- Total spaces: 9
- Parking features: Attached, Paved Drive, Off Street
- Attached garage spaces: 3
- Uncovered spaces: 6
Features
- Patio & porch: Deck
- Exterior features: Deck, Rain Gutters, Sprinkler System, Gazebo
Lot
- Size: 0.46 Acres
Details
- Additional structures: Gazebo
- Parcel number: M:025 B:0146 L:0,900972
- Zoning: RDA
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Frame
- Foundation: Concrete Perimeter
- Roof: Shingle
Condition
- Year built: 1992
Utilities & green energy
- Electric: 200+ Amp Service
- Sewer: Public Sewer
- Water: Public
- Utilities for property: for Electric Range, for Electric Oven, for Electric Dryer, Washer Hookup, Icemaker Connection
Green energy
- Energy efficient items: Thermostat
Community & HOA
Community
- Features: Public Transportation, Shopping, Tennis Court(s), Park, Golf, Bike Path, Highway Access, Public School
- Security: Security System
- Subdivision: Cox Road / High St Extension neighborhood
HOA
- Has HOA: No
Location
- Region: Winchester
Financial & listing details
- Price per square foot: $459/sqft
- Tax assessed value: $2,093,500
- Annual tax amount: $23,217
- Date on market: 4/6/2026
Estimated market value
$2,228,400
$2.12M - $2.34M
$7,833/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 4/6/2026 | Listed for sale | $2,299,000$459/sqft |
Source: MLS PIN #73496396 Report a problem | ||
| 12/16/2025 | Listing removed | $2,299,000$459/sqft |
Source: MLS PIN #73404344 Report a problem | ||
| 9/25/2025 | Price change | $2,299,000-2.2%$459/sqft |
Source: MLS PIN #73404344 Report a problem | ||
| 7/15/2025 | Listed for sale | $2,350,000-2%$469/sqft |
Source: MLS PIN #73404344 Report a problem | ||
| 6/16/2025 | Listing removed | $2,399,000$479/sqft |
Source: MLS PIN #73349101 Report a problem | ||
| 4/4/2025 | Price change | $2,399,000-7.7%$479/sqft |
Source: MLS PIN #73349101 Report a problem | ||
| 3/24/2025 | Listed for sale | $2,599,000-5.5%$519/sqft |
Source: MLS PIN #73349101 Report a problem | ||
| 9/15/2024 | Listing removed | $2,750,000$549/sqft |
Source: MLS PIN #73170437 Report a problem | ||
| 7/5/2024 | Price change | $2,750,000-4.2%$549/sqft |
Source: MLS PIN #73170437 Report a problem | ||
| 4/25/2024 | Price change | $2,870,000+1.4%$573/sqft |
Source: MLS PIN #73170437 Report a problem | ||
| 4/13/2024 | Price change | $2,830,000-3.4%$565/sqft |
Source: MLS PIN #73170437 Report a problem | ||
| 1/28/2024 | Listed for sale | $2,930,000+13.1%$585/sqft |
Source: MLS PIN #73170437 Report a problem | ||
| 11/29/2023 | Listing removed | $2,590,000$517/sqft |
Source: MLS PIN #73170437 Report a problem | ||
| 10/14/2023 | Listed for sale | $2,590,000+235.3%$517/sqft |
Source: MLS PIN #73170437 Report a problem | ||
| 8/27/2018 | Listing removed | $6,800$1/sqft |
Source: Commonwealth Standard Realty Advisors #72366361 Report a problem | ||
| 8/8/2018 | Price change | $6,800-9.3%$1/sqft |
Source: Commonwealth Standard Realty Advisors #72366361 Report a problem | ||
| 7/22/2018 | Listed for rent | $7,500+33.9%$1/sqft |
Source: Commonwealth Standard Realty Advisors #72366361 Report a problem | ||
| 7/28/2017 | Listing removed | $5,600$1/sqft |
Source: Commonwealth Standard Realty Advisors #72056995 Report a problem | ||
| 7/12/2017 | Price change | $5,600-6.7%$1/sqft |
Source: Commonwealth Standard Realty Advisors #72056995 Report a problem | ||
| 4/3/2017 | Price change | $6,000+20%$1/sqft |
Source: Commonwealth Standard Realty Advisors #72056995 Report a problem | ||
| 2/22/2017 | Price change | $5,000-9.1%$1/sqft |
Source: Commonwealth Standard Realty Advisors #72056995 Report a problem | ||
| 2/3/2017 | Listed for rent | $5,500$1/sqft |
Source: Commonwealth Standard Realty Advisors #72056995 Report a problem | ||
| 6/14/1999 | Sold | $772,500$154/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $23,217 +4.2% | $2,093,500 +6.4% |
| 2024 | $22,287 +12.3% | $1,967,100 +17% |
| 2023 | $19,841 +9.9% | $1,681,400 +16.5% |
| 2022 | $18,052 +3.6% | $1,443,000 +6.3% |
| 2021 | $17,417 +3.6% | $1,357,500 |
| 2020 | $16,819 +2.3% | $1,357,500 |
| 2019 | $16,439 +2.5% | $1,357,500 +3.2% |
| 2018 | $16,032 +6% | $1,315,200 +6.7% |
| 2017 | $15,131 +7.2% | $1,232,200 +2% |
| 2016 | $14,112 +2.5% | $1,208,200 +6.5% |
| 2015 | $13,768 -0.6% | $1,134,100 +3.7% |
| 2014 | $13,848 +1% | $1,093,800 +1.8% |
| 2013 | $13,716 +1.8% | $1,074,100 |
| 2012 | $13,480 +3.7% | $1,074,100 |
| 2011 | $12,997 +6.9% | $1,074,100 +1.7% |
| 2010 | $12,160 +2.1% | $1,056,500 |
| 2009 | $11,907 +4.6% | $1,056,500 -1.9% |
| 2008 | $11,382 +0.6% | $1,076,800 -1.7% |
| 2007 | $11,311 +1.6% | $1,095,000 +2% |
| 2006 | $11,135 +2.8% | $1,073,800 +3.3% |
| 2005 | $10,836 -0.8% | $1,039,900 +8.3% |
| 2004 | $10,926 +2.6% | $960,100 +2.6% |
| 2003 | $10,645 +13.8% | $935,400 +10.6% |
| 2002 | $9,352 +12.1% | $845,600 +25.3% |
| 2000 | $8,346 -5.6% | $675,100 +11.8% |
| 1999 | $8,841 | $603,900 |
Find assessor info on the county website
Monthly payment
Est. payment
$13,667/mo
Principal & interest
$11732
Property taxes
$1935
More affordability tools
Climate risks
Neighborhood: 01890
Nearby schools
GreatSchools rating
- 9/10Vinson-Owen Elementary SchoolGrades: PK-5Distance: 0.5 mi
- 8/10McCall Middle SchoolGrades: 6-8Distance: 2.4 mi
- 10/10Winchester High SchoolGrades: 9-12Distance: 2.6 mi
Schools provided by the listing agent
- Elementary: Vinson Owen
- Middle: Mccall
- High: Whs
Source: MLS PIN. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Local experts in 01890
- Massachusetts
- Middlesex County
- Winchester
- 01890
- 276 High St
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