5 Beds
3.5 Baths
4,400 SqFt
0.56 Acre Lot
24,300 Sqft Lot
Status Active
Property Type Single Family
Year Built 1900
Neighborhood Winchester Highlands
Days on Website 32

Property Map

$1,699,000 – 158 Highland Avenue, Winchester, MA 01890

Street View

Courtesy of Coldwell Banker Residential Brokerage – Winchester, Leigh Ventura.


Welcome to The Cabot House, a well preserved Colonial Revival situated on a wooded knoll that backs up to the Middlesex Fells Reservation. Uniqueness abounds this 5 Bdr home w/ 3.5 baths. Rich with period details; 4 fireplaces, Oak floors, woodwork throughout, coffered ceiling, paneled wainscoting, dramatic staircase with carved details & built-in bookcases with leaded glass. Large 12/1 Palladian windows have been reconditioned & outfitted with storm windows to carefully preserve the original detailing. While this home is rich in character it has been thoughtfully restored for today’s living. Updates included a newer kitchen, 2 new baths, new electrical wiring, new HVAC, de-leading, new roof, exterior & interior house painting. 3rd floor is perfect for Au pair/in-law. Enjoy a short walk to the town center, schools & train. Partake in a multitude of outdoor recreational activities with your own private entrance to the Fells. A must see if you’re looking for a special place to call home!

Property Details and Features


  • City: Winchester
  • State: Massachusetts
  • ZIP code: 01890
  • County: Middlesex
  • Neighborhood: Winchester Highlands


  • Price: $1,699,000
  • Listing ID: 72444545


  • 5 bedrooms


  • 3 full bathrooms
  • 1 half bathroom
  • Master bathroom
  • First bathroom on First floor
  • Second bathroom on Second floor
  • Third bathroom on Second floor


  • 1900
  • 13 total rooms
  • 4,400 square feet
  • Stone/Concrete
  • Colonial
  • Craftsman
  • Colonial Revival
  • Color: Yellow


  • 0.56 acres


  • Public


  • Disclosures: Dining Room Chandelier & Braces Sconces In Bedroom Are Not Included. 1st + 2nd Flrs Are De-leaded (see Documents). House Has Cat 6 Wiring.


  • Natural Gas


  • High school: WHS
  • Middle school: McCall


  • Tax ID: 895088
  • Tax year: 2018
  • Tax amount: 17480


  • Detached
  • 1 garage space


  • Off-Street
  • Stone/Gravel
  • 6 parking spaces


  • Basement
  • Interior Access
  • Bulkhead
  • Concrete Floor
  • Unfinished Basement

Master Bedroom

  • Master bedroom dimensions: 13X20 feet
  • Master bedroom on Second floor

Living Room

  • Living room dimensions: 17X13 feet
  • Fireplace
  • Living room on First floor

Dining Room

  • Dining room dimensions: 13X20 feet
  • Fireplace
  • Flooring – Hardwood
  • Crown Molding
  • Dining room on First floor

Family Room

  • Family room dimensions: 13X23 feet
  • Family room on First floor

Second Bedroom

  • Second bedroom dimensions: 13X12 feet
  • Second bedroom on Second floor

Third Bedroom

  • Third bedroom dimensions: 13X18 feet
  • Third bedroom on Second floor

Fourth Bedroom

  • Fourth bedroom dimensions: 13X17 feet
  • Fourth bedroom on Second floor

Fifth Bedroom

  • Fifth bedroom dimensions: 17X20 feet
  • Fifth bedroom on Third floor

Additional Rooms

  • Laundry room dimensions: 9X8 feet
  • Laundry room on Second floor
  • 3/4 bath on Third floor
  • Bonus room on Third floor
  • Bedroom dimensions: 12×11 feet
  • Bedroom on Bedroom
  • Office dimensions: 8×11 feet
  • Office on Third floor

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