Welcome to this charming 4-bedroom, 2-bath home in desirable Winchester. Ideally located in one of the town’s most sought-after neighborhoods, this well-maintained residence offers the perfect blend of classic character and everyday comfort. The home features a bright and inviting layout with generous living spaces, hardwood floors, bookshelves and windows seats. The kitchen flows seamlessly into the dining and living areas, making it ideal for both daily living and entertaining. Four well-proportioned bedrooms provide flexibility for family, guests, or home office needs, while two full baths add convenience and functionality. Outside, enjoy a private yard perfect for relaxing, gardening, or outdoor gatherings with tons of sunlight. Additional highlights include ample storage, garage with plenty of off-street parking, and a location that truly can’t be beat—just minutes to Winchester Center, commuter rail, parks, and top-rated schools. Showing start at Open Houses 12/14 & 12/15 12-2PM
Under contract
$999,000
76 Woodside Rd, Winchester, MA 01890
4beds
1,552sqft
Est.:
Single Family Residence
Built in 1920
6,582 Square Feet Lot
$1,074,700 Zestimate®
$644/sqft
$-- HOA
What's special
Hardwood floorsGenerous living spacesBright and inviting layoutTons of sunlightFour well-proportioned bedrooms
- 11 days |
- 3,806 |
- 127 |
Likely to sell faster than
Zillow last checked: 8 hours ago
Listing updated: February 15, 2026 at 01:55pm
Listed by:
Michael Pierce 781-864-1926,
Mystic Properties Real Estate 781-864-1926
Source: MLS PIN,MLS#: 73476558
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Flooring - Hardwood
- Level: Second
- Area: 132
- Dimensions: 11 x 12
Bedroom 2
- Features: Flooring - Hardwood
- Level: Second
- Area: 121
- Dimensions: 11 x 11
Bedroom 3
- Features: Flooring - Hardwood
- Level: Second
- Area: 110
- Dimensions: 11 x 10
Bedroom 4
- Features: Flooring - Hardwood
- Level: Second
- Area: 120
- Dimensions: 12 x 10
Dining room
- Features: Flooring - Hardwood, Crown Molding, Decorative Molding, Window Seat
- Level: First
- Area: 143
- Dimensions: 11 x 13
Kitchen
- Features: Flooring - Stone/Ceramic Tile, Deck - Exterior, Recessed Lighting
- Level: First
- Area: 132
- Dimensions: 12 x 11
Living room
- Features: Flooring - Hardwood, Window Seat
- Level: First
- Area: 475
- Dimensions: 19 x 25
Heating
- Steam
Cooling
- None
Appliances
- Included: Range, Oven, Dishwasher, Refrigerator, Washer, Dryer
- Laundry: Electric Dryer Hookup
Features
- Sun Room
- Flooring: Hardwood
- Windows: Insulated Windows
- Basement: Full,Unfinished
- Number of fireplaces: 1
- Fireplace features: Living Room
Interior area
- Total structure area: 1,552
- Total interior livable area: 1,552 sqft
- Finished area above ground: 1,552
Property
Parking
- Total spaces: 4
- Parking features: Detached, Off Street, Paved
- Garage spaces: 1
- Uncovered spaces: 3
Features
- Patio & porch: Screened, Deck - Wood
- Exterior features: Porch - Screened, Deck - Wood
Lot
- Size: 6,582 Square Feet
- Features: Level
Details
- Parcel number: 899841
- Zoning: res
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Frame
- Foundation: Stone
- Roof: Shingle
Condition
- Year built: 1920
Utilities & green energy
- Electric: Circuit Breakers, 100 Amp Service
- Sewer: Public Sewer
- Water: Public
- Utilities for property: for Electric Range, for Electric Oven, for Electric Dryer
Community & HOA
Community
- Features: Tennis Court(s), Park, Walk/Jog Trails, Bike Path, Conservation Area, Highway Access, Private School, Public School
HOA
- Has HOA: No
Location
- Region: Winchester
Financial & listing details
- Price per square foot: $644/sqft
- Tax assessed value: $1,132,600
- Annual tax amount: $12,561
- Date on market: 2/11/2026
Estimated market value
$1,074,700
$1.02M - $1.13M
$4,169/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 2/15/2026 | Contingent | $999,000$644/sqft |
Source: MLS PIN #73476558 Report a problem | ||
| 2/12/2026 | Listed for sale | $999,000+203.6%$644/sqft |
Source: MLS PIN #73476558 Report a problem | ||
| 11/6/1998 | Sold | $329,000$212/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $12,561 +0.3% | $1,132,600 +2.5% |
| 2024 | $12,519 +5.4% | $1,104,900 +9.8% |
| 2023 | $11,878 +2.3% | $1,006,600 +8.4% |
| 2022 | $11,612 +4.4% | $928,200 +7.1% |
| 2021 | $11,124 +3.6% | $867,000 |
| 2020 | $10,742 +10.1% | $867,000 +7.6% |
| 2019 | $9,758 +6.7% | $805,800 +7.5% |
| 2018 | $9,141 +11% | $749,900 +11.8% |
| 2017 | $8,236 +10.2% | $670,700 +4.8% |
| 2016 | $7,474 -2.2% | $639,900 +1.6% |
| 2015 | $7,643 +7.6% | $629,600 +12.2% |
| 2014 | $7,106 +0.4% | $561,300 +1.2% |
| 2013 | $7,080 +1.8% | $554,400 |
| 2012 | $6,958 +3.7% | $554,400 |
| 2011 | $6,708 +6.1% | $554,400 +1% |
| 2010 | $6,320 +2.1% | $549,100 |
| 2009 | $6,188 +3.6% | $549,100 -2.8% |
| 2008 | $5,971 +6.1% | $564,900 +3.7% |
| 2007 | $5,627 +2.3% | $544,700 +2.7% |
| 2006 | $5,498 +4% | $530,200 +4.6% |
| 2005 | $5,284 +7.4% | $507,100 +17.3% |
| 2004 | $4,918 +2.7% | $432,200 +2.7% |
| 2003 | $4,790 +11.7% | $420,900 +8.6% |
| 2002 | $4,287 +42.1% | $387,600 +39% |
| 2000 | $3,017 -5.6% | $278,900 +27.8% |
| 1999 | $3,196 | $218,300 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$5,581/mo
Principal & interest
$4740
Property taxes
$841
Climate risks
Neighborhood: 01890
Nearby schools
GreatSchools rating
- 8/10Lynch Elementary SchoolGrades: PK-5Distance: 0.1 mi
- 8/10McCall Middle SchoolGrades: 6-8Distance: 1.1 mi
- 9/10Winchester High SchoolGrades: 9-12Distance: 1 mi
Schools provided by the listing agent
- Elementary: Lynch
- Middle: Mccall
- High: Winchester
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
