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
Price cut: $104K (5/13)
$2,195,000
276 High St, Winchester, MA 01890
5beds
5,006sqft
Single Family Residence
Built in 1992
0.46 Acres Lot
$2,092,100 Zestimate®
$438/sqft
$-- HOA
What's special
Generous deckCharming gazeboLovely formal dining roomPrivate half-acre lotSerene cul-de-sacSunny home officeOversized primary suite
- 84 days |
- 672 |
- 23 |
Zillow last checked:
Listing updated:
Listed by:
Kim Covino & Co. Team 781-249-3854,
Compass 781-219-0313,
Kim Covino 781-249-3854
Source: MLS PIN,MLS#: 73496396
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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: $438/sqft
- Tax assessed value: $2,093,500
- Annual tax amount: $23,217
- Date on market: 4/6/2026
Estimated market value
$2,092,100
$1.99M - $2.20M
$7,833/mo
Price history
| Date | Event | Price |
|---|---|---|
| 5/13/2026 | Price change | $2,195,000-4.5%$438/sqft |
Source: MLS PIN #73496396 Report a problem | ||
| 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
| 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 | $603,900 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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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.
A local agent can set up tours, give advice and negotiate with sellers.
- Massachusetts
- Middlesex County
- Winchester
- 01890
- 276 High St




