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155 Highland Ave, Winchester, MA

Winchester · MA 01890

$1,510,000
Price
5
Beds
2.5
Baths
1965
Sq. ft.

Overview

Property type: Single Family
Year built: Built in 1900
Lot size: 5,001 Sq.Ft Lot
Price per square foot: $681 / Sq.Ft
Parking: 2 Garage Spaces
Heating & cooling: Heat, Window AC

About this home

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.

Neighborhood & Transit

155 Highland Ave, Winchester · MA 01890

Nearby transit

Within 0.5 mile, measured straight-line to the nearest station entrance.

No subway or commuter rail stations within 0.5 mile.

Price Insight

Days on Market:
303 days
Listing Price:
$1,339,000
Price per Sq.Ft:
$681
Tax Assessment:
$1,298,800 in 2025
Taxes:
$1,200 / Monthly

Home Facts

Interior Features

Bedrooms
5
Full Bathrooms
2
Half Bathrooms
1
Living Area
1,965 Sq.Ft
Broker Disclosure about Living Area
Measurements and descriptions are for marketing purposes and should be verified by the buyer.
Kitchen
Main Floor, Stone Countertops, Flooring - Hardwood, Dishwasher, Range, Garbage Disposal, Refrigerator, Washer, Dryer
Primary Bedroom
Floor 2, Full Bathroom, Flooring - Hardwood, En-suite bathroom
Laundry
Unknown
Living levels
Unknown
Rooms
9
Above grade area
1965
Flooring
Hardwood
Lead paint
Unknown

Utilities

Heating Type
Forced Air, Unit Control
Heating Zone
Unknown
Cooling
Central Air, Window AC
Cooling Zones
Unknown
Water
City/Town Water
Sewer
City/Town Sewer
Electric Features
Circuit Breakers

Exterior Features

Lot Size
5,001 Sq.Ft
Lot Description
Paved Drive
Exterior Features
Porch, Patio, Sprinkler System

Parking

Garage Parking
2 Parking Spaces, Detached
Off Street Parking
None

Construction Details

Construction Type
Frame
Siding
Wood
Roof
Asphalt/Fiberglass Shingles

Green Features

Electric Vehicle Charger
Unknown
Solar Panels
Unknown
Green Certified
Unknown
Insulation Features
Unknown
Energy Features
Unknown

Room details

Living room level
First Floor
Living room dimensions
13.0X12.8
Living room features
Fireplace, Flooring - Hardwood, Crown Molding
Dining room level
First Floor
Dining room dimensions
16.2X11.7
Dining room features
Flooring - Hardwood, Crown Molding
Kitchen dimensions
12.6X12.11
Primary bedroom dimensions
14.11X13.5
Bedroom 2 level
Second Floor
Bedroom 2 dimensions
13.7X13.5
Bedroom 2 features
Flooring - Hardwood
Bedroom 3 level
Second Floor
Bedroom 3 dimensions
12.6X8.11
Bedroom 3 features
Flooring - Hardwood
Bedroom 4 level
Third Floor
Bedroom 4 dimensions
11.6X11.1
Bedroom 4 features
Flooring - Hardwood
Bedroom 5 level
Third Floor
Bedroom 5 dimensions
10.9X8.6
Bedroom 5 features
Flooring - Hardwood
Bathroom 1 level
First Floor
Bathroom 1 dimensions
5.7X3.0
Bathroom 1 features
Bathroom - Half, Flooring - Stone/Ceramic Tile
Bathroom 2 level
Second Floor
Bathroom 2 dimensions
8.9X6.9
Bathroom 2 features
Bathroom - Full, Bathroom - With Tub & Shower, Flooring - Stone/Ceramic Tile
Bathroom 3 level
Second Floor
Bathroom 3 dimensions
12.6X7.6
Bathroom 3 features
Bathroom - Full, Bathroom - Tiled With Shower Stall

Listing information

Listing agent
Pirani & Wile Group
Listing office
Advisors Living - Winchester
MLS PIN #
73416499
Disclosure
Non working fireplace, radiant heat in mudroom
Disclosure
Measurements and descriptions are for marketing purposes and should be verified by the buyer.