Charming Spanish-style home in desirable Winchester! This unique property features a beautiful terracotta roof and timeless architectural details. The first floor welcomes you with a foyer which leads to an astounding great room, perfect for entertaining or hosting family gatherings. The kitchen opens seamlessly to the dining area. Additionally an inviting enclosed patio provides space to relax or enjoy morning coffee. A cozy sitting area and convenient half bath complete the main level. Upstairs, you’ll find two comfortable bedrooms and a renovated full bathroom with modern finishes. The lower level offers an unfinished basement ideal for storage or future expansion, plus an attached garage for added convenience. Whether you’re an investor seeking potential or an end user looking for a fixer-upper, this home presents an incredible opportunity in one of Winchester’s most sought-after neighborhoods.
Sold for $940,000
Street View
$940,000
446 Highland Ave, Winchester, MA 01890
2beds
2,033sqft
Single Family Residence
Built in 1926
0.28 Acres Lot
$947,300 Zestimate®
$462/sqft
$4,211 Estimated rent
Home value
$947,300
$881,000 - $1.02M
$4,211/mo
Zestimate® history
Owner options
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$5,844/mo
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$5,844/mo
Est. payment
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List your homeWhat's special
Timeless architectural detailsAstounding great roomBeautiful terracotta roofInviting enclosed patio
Zillow last checked:
Listing updated:
Listed by:
Andersen Group Realty 781-729-2329,
Keller Williams Realty Boston Northwest 781-862-2800
Bought with:
Jess Wagner
Keller Williams Realty Boston Northwest
Source: MLS PIN,MLS#: 73449918
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
Primary bedroom
- Features: Bathroom - Full, Closet, Flooring - Hardwood, Lighting - Overhead
- Level: Second
Bedroom 2
- Features: Closet, Closet/Cabinets - Custom Built, Flooring - Hardwood, Lighting - Overhead
- Level: Second
Bathroom 1
- Features: Bathroom - Half, Flooring - Stone/Ceramic Tile, Lighting - Overhead
- Level: First
Bathroom 2
- Features: Bathroom - Tiled With Shower Stall, Flooring - Stone/Ceramic Tile, Lighting - Pendant
- Level: Second
Dining room
- Features: Flooring - Hardwood, Lighting - Overhead
- Level: First
Kitchen
- Features: Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Lighting - Overhead
- Level: Main,First
Living room
- Features: Flooring - Hardwood
- Level: Main,First
Heating
- Steam, Oil
Cooling
- Central Air, Whole House Fan
Appliances
- Included: Water Heater, Range, Disposal, Microwave, Refrigerator, Dryer, Vacuum System, Plumbed For Ice Maker
- Laundry: Electric Dryer Hookup, Washer Hookup
Features
- Central Vacuum, Finish - Cement Plaster
- Flooring: Tile, Hardwood
- Basement: Unfinished
- Number of fireplaces: 1
- Fireplace features: Living Room
Interior area
- Total structure area: 2,033
- Total interior livable area: 2,033 sqft
- Finished area above ground: 1,675
- Finished area below ground: 358
Property
Parking
- Total spaces: 3
- Parking features: Attached, Paved Drive, Paved
- Attached garage spaces: 1
- Uncovered spaces: 2
Features
- Patio & porch: Porch - Enclosed
- Exterior features: Porch - Enclosed, Rain Gutters
Lot
- Size: 0.28 Acres
Details
- Parcel number: M:006 B:0139 L:0,895895
- Zoning: RDB
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Spanish Colonial
- Property subtype: Single Family Residence
Materials
- Frame
- Foundation: Stone
- Roof: Clay
Condition
- Year built: 1926
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Public Sewer
- Water: Public
- Utilities for property: for Electric Range, for Electric Oven, for Electric Dryer, Washer Hookup, Icemaker Connection
Community & neighborhood
Community
- Community features: Shopping, Walk/Jog Trails
Location
- Region: Winchester
Price history
| Date | Event | Price |
|---|---|---|
| 12/23/2025 | Sold | $940,000-5.9%$462/sqft |
Source: MLS PIN #73449918 Report a problem | ||
| 11/17/2025 | Contingent | $999,000$491/sqft |
Source: MLS PIN #73449918 Report a problem | ||
| 10/31/2025 | Listed for sale | $999,000$491/sqft |
Source: MLS PIN #73449918 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $13,500 -0.8% | $1,217,300 +1.3% |
| 2024 | $13,613 +9% | $1,201,500 +13.6% |
| 2023 | $12,486 +1.7% | $1,058,100 +7.8% |
| 2022 | $12,280 +11.2% | $981,600 +14.1% |
| 2021 | $11,039 +4.3% | $860,400 +0.7% |
| 2020 | $10,581 +6.6% | $854,000 +4.2% |
| 2019 | $9,923 +1.7% | $819,400 +2.4% |
| 2018 | $9,756 +2% | $800,300 +2.8% |
| 2017 | $9,562 +7.3% | $778,700 +2.1% |
| 2016 | $8,910 +3% | $762,800 +7% |
| 2015 | $8,651 +5.5% | $712,600 +10% |
| 2014 | $8,201 +16.3% | $647,800 +17.3% |
| 2013 | $7,053 +1.8% | $552,300 |
| 2012 | $6,931 +3.7% | $552,300 |
| 2011 | $6,683 +0.1% | $552,300 -4.8% |
| 2010 | $6,675 +2.1% | $579,900 |
| 2009 | $6,535 +3.2% | $579,900 -3.2% |
| 2008 | $6,331 +7.7% | $599,000 +5.2% |
| 2007 | $5,880 +2.7% | $569,200 +3.1% |
| 2006 | $5,724 +4.8% | $552,000 +5.3% |
| 2005 | $5,463 +4.9% | $524,300 +14.6% |
| 2004 | $5,209 +2.8% | $457,700 +2.8% |
| 2003 | $5,066 +12.2% | $445,200 +9.1% |
| 2002 | $4,514 +19.5% | $408,100 +25.8% |
| 2000 | $3,776 -5.6% | $324,500 +18.8% |
| 1999 | $4,000 | $273,200 |
Find assessor info on the county website
Neighborhood: 01890
Nearby schools
GreatSchools rating
- 9/10Lincoln Elementary SchoolGrades: K-5Distance: 0.8 mi
- 8/10McCall Middle SchoolGrades: 6-8Distance: 0.7 mi
- 10/10Winchester High SchoolGrades: 9-12Distance: 1.1 mi
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Estimated market value
$947,300
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$947,300
- Massachusetts
- Middlesex County
- Winchester
- 01890
- 446 Highland Ave
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