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$1,330,000

  • Sold
  • Closed
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,605 Sq. Ft.
  • 0.28 Acres
  • 1 Car Garage
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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!

Full Property Details for 14 Hillside Ave

General

  • Sold For: $1,330,000
  • Taxes: $16,639 (2025)
  • Status: Closed
  • Type: Single Family
  • Source: MLSPin
  • MLS ID: 73362145
  • Added to Site: 345 day(s) ago

Interior

  • Number of Rooms: 8
  • Interior Features: Closet, Bathroom - Half, Office, Mud Room, Walk-Up Attic
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Fireplace(s): Family Room, Living Room
  • Appliances: Electric Water Heater, Water Heater, Range, Dishwasher, Disposal, Refrigerator, Washer, Dryer
  • Flooring: Wood, Tile, Carpet, Flooring - Wall to Wall Carpet, Flooring - Stone/Ceramic Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Main - Full Baths: 2
  • Main - 1/2 Baths: 1
  • Bathroom 1: Half Bathroom, First
  • Bathroom 2: Full Bathroom, Second
  • Bathroom 3: Bathroom - Full, Second

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: 17.00 x 15.00, Second, 255 Sq. Ft.
  • Bedroom 2: Closet, Wall-to-Wall Carpet, 15.00 x 13.00, Second, 195 Sq. Ft.
  • Bedroom 3: Closet, Wall-to-Wall Carpet, 15.00 x 10.00, Second, 150 Sq. Ft.

Other Rooms

  • Living Room: Wood Flooring, Bay/Bow/Box Window(s), 17.00 x 15.00, Main, First, 255 Sq. Ft.
  • Family Room: Closet, Stone/Ceramic Tile Flooring, 16.00 x 15.00, First, 240 Sq. Ft.
  • Kitchen: Stone/Ceramic Tile Flooring, Pantry, 12.00 x 12.00, First, 144 Sq. Ft.
  • Dining Room: Wood Flooring, Balcony/Deck, 10.00 x 10.00, Main, First, 100 Sq. Ft.
  • Office: Closet, Flooring - Wall to Wall Carpet, 13.00 x 8.00, Second, 104 Sq. Ft.
  • Laundry: First Floor

Additional Information

  • Year Round: Yes

Exterior

  • Exterior Features: Porch, Porch - Screened, Professional Landscaping
  • Color: Yellow

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Total Spaces: 4
  • Parking Features: Detached, Shared Driveway, Off Street, Paved

Location

  • County: Middlesex
  • Driving Directions: Mount Pleasant to Hillside Ave

School Information

  • Elementary School: Lincoln
  • Middle School: Mccall Middle
  • High School: Winchester High

Heating & Cooling

  • Cooling Type: Central Air
  • Cooling Zones: 1
  • Heating Type: Hot Water, Oil
  • Heating Fuel: Hot Water, Oil
  • Heating Zones: 1

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Victorian, Italianate
  • Basement: Yes
  • Basement Desc.: Full, Interior Entry, Concrete, Unfinished
  • Roof: Shingle
  • Square Feet: 2,605
  • Sq. Ft. Source: Public Records
  • Living Area: 2,605 Sq. Ft.
  • Year Built: 1870

Lot Features

  • Lot Size (Acres): 0.28
  • Lot Dimensions: .28
  • Frontage: Public
  • Lot Features: Easements

Financial Considerations

  • Price Per Sq. Ft.: $510.56
  • Tax Amount: $16,639
  • Tax Year: 2025

Disclosures and Reports

  • Exclusions: None
  • Disclosures/Rstr.: (1) Exterior painted in 2023; (2) Central AC on 2nd floor only (2015); (3) Knob and tube wiring removed by licensed electrician in 2025.
  • Property ID: M:005 B:0269 L:0, 895722

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— 14 Hillside Ave —

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 14 Hillside Ave

School District:Winchester School District, Winchester, MA
NameGradesDistance
Lincoln Elementary School, Winchester, MA
161 Mystic Valley Parkway, Winchester, MA 01890
K-50.2 mi
Mccall Middle School
458 Main Street, Winchester, MA 01890
6-80.2 mi
Winchester High School
80 Skillings Road, Winchester, MA 01890
9-120.5 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 14 Hillside Ave

Date
Details
Price
Change
Source
8/21/2025
Sold
$1,330,000
-11.27%
MLS
5/19/2025
Price Reduced
$1,499,000
-6.25%
MLS
5/07/2025
Price Reduced
$1,599,000
-3.09%
MLS
4/21/2025
Listed
$1,650,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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14 Hillside Ave, Winchester, MA 01890 (MLS# 73362145) is a Single Family property that was sold at $1,330,000 on August 21, 2025. This property was listed by Seeme Moreira from our Lexington/Winchester Regional Office.Want to learn more about 14 Hillside Ave? Do you have questions about finding other Single Family real estate for sale in Winchester? You can browse all Winchester real estate or contact a Coldwell Banker agent to request more information.