Location, location, location! Rare opportunity to own this stunning Italianate home, in a desirable neighborhood, steps from Town Center! This property has been lovingly owned & maintained by the same family for 70+ years and is now ready for new owners. Prepare to fall in love with the charm and period details of this circa 1870 historic home, the first house built on Hillside Ave. The 1st floor offers a gracious living room with fireplace, spacious dining room with ample windows and 2 covered porches for outdoor enjoyment, family room with marble fireplace & wood-burning stove, and a bright and cheery kitchen with a generous pantry. The 2nd floor offers 3 bedrooms, home office, and 2 bathrooms. Special features include high ceilings, Victorian hanging front stairwell, screened-in porch, mudroom, central AC, back staircase, walk-up attic and more. Bring your creative design ideas and personalize this home to make it yours. Close to schools, commuter rail, the Fells, and conveniences!
Sold for $1,330,000
$1,330,000
14 Hillside Ave, Winchester, MA 01890
3beds
2,605sqft
Single Family Residence
Built in 1870
0.28 Acres Lot
$2,229,700 Zestimate®
$511/sqft
$5,445 Estimated rent
Home value
$2,229,700
$2.12M - $2.34M
$5,445/mo
Zestimate® history
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Zillow last checked:
Listing updated:
Listed by:
Seeme Moreira 781-910-7443,
Coldwell Banker Realty - Lexington 781-862-2600
Bought with:
Zhonghui Zhu
Keller Williams Realty
Source: MLS PIN,MLS#: 73362145
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Primary bedroom
- Features: Ceiling Fan(s), Closet, Flooring - Wall to Wall Carpet, Window Seat
- Level: Second
- Area: 255
- Dimensions: 17 x 15
Bedroom 2
- Features: Closet, Flooring - Wall to Wall Carpet
- Level: Second
- Area: 195
- Dimensions: 15 x 13
Bedroom 3
- Features: Closet, Flooring - Wall to Wall Carpet
- Level: Second
- Area: 150
- Dimensions: 15 x 10
Primary bathroom
- Features: No
Bathroom 1
- Features: Bathroom - Half
- Level: First
Bathroom 2
- Features: Bathroom - Full
- Level: Second
Bathroom 3
- Features: Bathroom - Full
- Level: Second
Dining room
- Features: Flooring - Wood, Balcony / Deck
- Level: Main,First
- Area: 100
- Dimensions: 10 x 10
Family room
- Features: Closet, Flooring - Stone/Ceramic Tile
- Level: First
- Area: 240
- Dimensions: 16 x 15
Kitchen
- Features: Flooring - Stone/Ceramic Tile, Pantry
- Level: First
- Area: 144
- Dimensions: 12 x 12
Living room
- Features: Flooring - Wood, Window(s) - Bay/Bow/Box
- Level: Main,First
- Area: 255
- Dimensions: 17 x 15
Office
- Features: Closet, Flooring - Wall to Wall Carpet
- Level: Second
- Area: 104
- Dimensions: 13 x 8
Heating
- Hot Water, Oil
Cooling
- Central Air
Appliances
- Included: Electric Water Heater, Water Heater, Range, Dishwasher, Disposal, Refrigerator, Washer, Dryer
- Laundry: First Floor
Features
- Closet, Bathroom - Half, Office, Mud Room, Walk-up Attic
- Flooring: Wood, Tile, Carpet, Flooring - Wall to Wall Carpet, Flooring - Stone/Ceramic Tile
- Basement: Full,Interior Entry,Concrete,Unfinished
- Number of fireplaces: 2
- Fireplace features: Family Room, Living Room
Interior area
- Total structure area: 2,605
- Total interior livable area: 2,605 sqft
- Finished area above ground: 2,605
Property
Parking
- Total spaces: 5
- Parking features: Detached, Shared Driveway, Off Street, Paved
- Garage spaces: 1
- Uncovered spaces: 4
Features
- Patio & porch: Porch, Screened
- Exterior features: Porch, Porch - Screened, Professional Landscaping
Lot
- Size: 0.28 Acres
- Features: Easements
Details
- Parcel number: M:005 B:0269 L:0,895722
- Zoning: RDB
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Victorian,Italianate
- Property subtype: Single Family Residence
Materials
- Foundation: Stone
- Roof: Shingle
Condition
- Year built: 1870
Utilities & green energy
- Electric: Circuit Breakers, 100 Amp Service
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Conservation Area, Public School
HOA
- Has HOA: No
Location
- Region: Winchester
Financial & listing details
- Price per square foot: $511/sqft
- Tax assessed value: $1,500,400
- Annual tax amount: $16,639
- Date on market: 11/10/2025
- Exclusions: None
Price history
| Date | Event | Price |
|---|---|---|
| 8/12/2026 | Listing removed | $2,300,000$883/sqft |
Source: MLS PIN #73541163 Report a problem | ||
| 7/20/2026 | Price change | $2,300,000-3.4%$883/sqft |
Source: MLS PIN #73541163 Report a problem | ||
| 6/24/2026 | Listed for sale | $2,380,000+78.9%$914/sqft |
Source: MLS PIN #73541163 Report a problem | ||
| 8/21/2025 | Sold | $1,330,000-11.3%$511/sqft |
Source: MLS PIN #73362145 Report a problem | ||
| 5/19/2025 | Price change | $1,499,000-6.3%$575/sqft |
Source: MLS PIN #73362145 Report a problem | ||
| 5/7/2025 | Price change | $1,599,000-3.1%$614/sqft |
Source: MLS PIN #73362145 Report a problem | ||
| 4/21/2025 | Listed for sale | $1,650,000$633/sqft |
Source: MLS PIN #73362145 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $16,639 +5.8% | $1,500,400 +8% |
| 2024 | $15,734 +1.9% | $1,388,700 +6.2% |
| 2023 | $15,437 +4.7% | $1,308,200 +11% |
| 2022 | $14,741 +2.8% | $1,178,300 +5.4% |
| 2021 | $14,344 +3.6% | $1,118,000 |
| 2020 | $13,852 +10.9% | $1,118,000 +8.3% |
| 2019 | $12,496 +3.4% | $1,031,900 +4.1% |
| 2018 | $12,080 +2% | $991,000 +2.8% |
| 2017 | $11,843 +7.3% | $964,400 +2.1% |
| 2016 | $11,033 +3.3% | $944,600 +7.4% |
| 2015 | $10,678 +7.5% | $879,600 +12.1% |
| 2014 | $9,932 +0.5% | $784,500 +1.4% |
| 2013 | $9,880 +1.8% | $773,700 |
| 2012 | $9,710 +3.7% | $773,700 |
| 2011 | $9,362 +4.1% | $773,700 -1% |
| 2010 | $8,994 +2.1% | $781,400 |
| 2009 | $8,806 +3.6% | $781,400 -2.8% |
| 2008 | $8,496 +4.6% | $803,800 +2.3% |
| 2007 | $8,120 +2.3% | $786,100 +2.7% |
| 2006 | $7,940 +4.1% | $765,700 +4.6% |
| 2005 | $7,630 +0.6% | $732,200 +9.9% |
| 2004 | $7,582 +2.7% | $666,300 +2.7% |
| 2003 | $7,381 +6.4% | $648,600 +3.4% |
| 2002 | $6,936 +48.5% | $627,100 +65.4% |
| 2000 | $4,671 -5.6% | $379,200 +12.2% |
| 1999 | $4,948 | $338,000 |
Find assessor info on the county website
Neighborhood: 01890
Nearby homes
- $2,070,1005 bd4 ba3.2k sqft21 Mount Pleasant St, Winchester, MA 01890Off Market
- $894,6003 bd3 ba1.2k sqft21 Mount Pleasant St #2, Winchester, MA 01890Off Market
- $2,298,6005 bd3 ba3.1k sqft3 Summit Ave, Winchester, MA 01890Off Market
- $2,991,2005 bd5 ba5.2k sqft27 Mount Pleasant St, Winchester, MA 01890Off Market
- $2,253,6008 bd5 ba6.1k sqft16 Hillside Ave, Winchester, MA 01890Off Market
- $2,254,1005 bd5 ba3.6k sqft5 Summit Ave, Winchester, MA 01890Off Market
- $2,155,3004 bd2 ba3.7k sqft15 Hillside Ave, Winchester, MA 01890Off Market
- $2,015,8005 bd3 ba3.4k sqft11 Hillside Ave, Winchester, MA 01890Off Market
Nearby schools
GreatSchools rating
- 9/10Lincoln Elementary SchoolGrades: K-5Distance: 0.2 mi
- 9/10McCall Middle SchoolGrades: 6-8Distance: 0.2 mi
- 10/10Winchester High SchoolGrades: 9-12Distance: 0.5 mi
Schools provided by the listing agent
- Elementary: Lincoln
- Middle: Mccall Middle
- High: Winchester High
Source: MLS PIN. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$2,229,700
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
$2,229,700
- Massachusetts
- Middlesex County
- Winchester
- 01890
- 14 Hillside Ave
