USAMAWinchester155 Highland Ave
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155 Highland Ave, Winchester, MA

House

Sold

Listed price in listed location currency (USD).
$1,510,000
$1,339,000

534

MLS® 73416499

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 1965 sqft
Garage Yes
Taxes $14,404
Lot Size 0.11 acres
Approx. Age 1900
Avg. Price Per Sqft $681
MLS® Number 73416499

Property Address: 155 Highland Ave, Winchester, MA, 01890-2034

Average square foot calculated using Size range provided by listing agent.

Description

Charming turn-of-the-century 5-bedroom Gambrel-style home in move-in condition, blending classic character with modern updates. This spacious residence features a beautifully updated interior with central air, a stunning primary suite with private bath, custom closet system, and generous living spaces throughout. The detached 2-car garage adds convenience, while the location offers unbeatable lifestyle perks—just a short stroll to the 2, 600-acre Middlesex Fells Reservation. Enjoy easy access to Winchester Center’s shops, restaurants, top-rated schools, and public transportation, including the commuter rail to Boston. Quick access to Rt. 93 puts downtown Boston just minutes away. Basement features small home office with direct access to Beacon Hill style back yard.
MLS® Number73416499
Laundry LevelIn Basement
Central VacNo
FireplaceNo
Acreage0.11
Exterior
GarageYes
Approx. Age1900
BasementPartially Finished, Walk-Out Access
DrivewayDetached, Paved Drive
Garage Spaces2
Heat
A/C
Heating Fuel

Extras

Rooms

Change to metres

Kitchen:First Floor12.11 × 12.6 ft
Master Bedroom:Second Floor13.5 × 14.11 ft
Bathroom 1:First Floor3 × 5.7 ft
Bedroom 4:Third Floor11.1 × 11.6 ft
Office:Basement10.1 × 19.1 ft
Dining Room:First Floor11.7 × 16.2 ft
Bathroom 3:Second Floor7.6 × 12.6 ft
Bedroom 5:Third Floor8.6 × 10.9 ft
Living Room:First Floor12.8 × 13 ft
Bedroom 2:Second Floor13.5 × 13.7 ft
Bedroom 3:Second Floor8.11 × 12.6 ft
Master Bathroom:Not available
Bathroom 2:Second Floor6.9 × 8.9 ft

Price History

Aug 19, 2025End Date
$1,510,000Sold Price

Sold

Aug 11, 2025List Date
$1,339,000List Price
  • Commute

Commute

Starting Address
Destination Address
155 Highland Ave, Winchester, MA

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