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Welcome to 58 Bacon Street—a perfect blend of classic charm and modern comforts. The main level features a front-to-back fireplaced living room, sunroom, formal dining room, and a stunning 2024 kitchen renovation with custom cabinetry, quartz island, and high-end stainless appliances, opening to a bright family room. Upstairs offers flexible space with dual primary suite options (one with elevator access & attached sitting room), plus an additional bedroom and office. The third floor includes two bedrooms, a bath, and a bonus room; the finished basement adds a playroom, full bath, ample storage and a mud area. Enjoy two outdoor living areas and a fully fenced yard. Elevator access from the attached, heated garage, plus a detached two car garage. Ideally located near Wedgemere Station with quick access to Boston, Winchester Center, Mystic Lakes, and the Fells, this expansive home is perfect for multigenerational living or those seeking accessibility and space.
Current real estate data for Single Family in Winchester as of Nov 05, 2025
62
Single Family Listed
68
Avg DOM
542
Avg $ / SqFt
$2,092,173
Avg List Price

Property Details

Price:
$2,100,000
MLS #:
73442841
Status:
Pending
Beds:
6
Baths:
5.5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Oct 13, 2025
Finished Sq Ft:
5,791
Total Sq Ft:
5,791
Lot Size:
12,781 sqft / 0.29 acres (approx)
Year Built:
1925
TennisAmbroseMccallWhs

Schools

Elementary School:
Ambrose
Middle School:
Mccall
High School:
Whs

Interior

Appliances
Gas Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer, Range Hood
Bathrooms
5 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Fireplaces Total
1
Flooring
Tile, Carpet, Hardwood, Flooring – Hardwood, Flooring – Stone/Ceramic Tile, Flooring – Wall to Wall Carpet
Heating
Forced Air, Hot Water, Radiant, Natural Gas
Laundry Features
Flooring – Stone/Ceramic Tile, Electric Dryer Hookup, Exterior Access, Washer Hookup, First Floor

Exterior

Architectural Style
Colonial
Community Features
Public Transportation, Shopping, Tennis Court(s), Walk/Jog Trails, Medical Facility, Highway Access, House of Worship, Public School, T-Station
Construction Materials
Frame
Exterior Features
Deck – Composite, Covered Patio/Deck, Rain Gutters, Sprinkler System, Fenced Yard
Parking Features
Attached, Detached, Under, Garage Door Opener, Heated Garage, Paved Drive, Off Street, Paved
Parking Spots
5
Roof
Shingle

Financial

Tax Year
2025
Taxes
$21,854

Map

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Community

Property Summary

    58 Bacon St Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $2,100,000 and features 6 beds, 6 baths, and has approximately 5,791 square feet of living space, and was originally constructed in 1925. The current price per square foot is $363. The average price per square foot for Single Family listings in Winchester is $542. The average listing price for Single Family in Winchester is $2,092,173. To schedule a showing of MLS#73442841 at 58 Bacon St in Winchester, MA, contact your Boardwalk Real Estate Corp. agent at 781-944-7820.

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CRP: Certified Relocation Professional
CRS: Certified Residential Specialist
GRI: Graduate of Realtors Institute
CBR: Certified Buyers Representative
BSBA: Bachelor of Science in Business Administration. Babson College 1979
MBA: Master of Business Administration. Babson College 2002

James M. Joly is President and Principal-Owner of Boardwalk Real Estate Corp.,…

More About James
58 Bacon St
Winchester, MA