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Welcome to 26 Mayflower Road, located in one of Winchester's sought-after neighborhoods alongside Winchester Country Club. From the beautifully landscaped grounds to the updated front door, garage doors, and recently redone front steps, this home offers wonderful curb appeal from the moment you arrive. Inside, the main level is warm, inviting, and filled with natural light, featuring a comfortable living room with wood-burning fireplace, an open kitchen and dining area, and a sun-filled family room that opens directly to a private brick patio. Whether you're enjoying your morning coffee, grilling, gathering with friends, or simply relaxing at the end of the day, the indoor-outdoor flow makes this home especially easy to enjoy. The spacious primary suite offers double closets and a beautiful bath with double vanity sinks, soaking tub, and tiled walk-in shower. An attached guest/in-law suite with its own private entrance, full bath, and kitchenette provides exceptional flexibility for guests, extended family, an au pair, or a private work-from-home space. The finished lower level adds even more room to spread out, with two additional living spaces and a full bathroom-perfect for a teen suite, home office, gym, playroom, or media space. Outside, beautiful landscaping, irrigation, and the expansive brick patio create a private setting for entertaining or simply enjoying the outdoors. Ideally located near commuter routes, the MBTA Commuter Rail, shopping, restaurants, schools, and downtown Winchester, this is a home that offers the space and flexibility to fit the way you live, all in a location that makes getting where you need to go easy.

More Info

Basic Information

  • Bedrooms5
  • Mls StatusNew
  • Bathroom4
  • Parcel Number M:0023 B:0106 L:0000,900648
  • Road Frontage DescriptionPaved

Tax Information

  • Tax Assessed Value $1,839,600
  • Tax Year 2026
  • Taxes$20,383

School Information

  • High School Winchester High
  • Elementary SchoolVinson Owen
  • High SchoolWinchester
  • Junior HighMccall Middle School

Parking

  • Parking Spaces6
  • Covered Spaces 2
  • Garage YN Yes
  • Open Parking YN Yes
  • Parking Features Attached, Paved Drive, Off Street, Paved

Rooms

  • Bathroom 1 Second
  • Bathroom 2 Third
  • Bathroom 3 Basement
  • Bathrooms Total Decimal 4
  • Bedroom 2 Second
  • Bedroom 3 Second
  • Bedroom 4 Third
  • Dining Room First
  • Family Room First
  • Full Bath4
  • Kitchen First
  • Living Room First
  • Master Bedroom Third
  • Office Basement

Basic Information

  • List Price$1,950,000
  • MLS Number73584117
  • Modification Date09/29/2026
  • Property SubTypeSingle Family Residence

Location

  • Address26 Mayflower Road
  • Building Number26
  • CountyMiddlesex
  • StateMA
  • StreetMayflower Road
  • TownWinchester
  • Zip01890

Building

  • Attached Garage YN Yes
  • BasementFull, Finished, Walk-Out Access, Bulkhead
  • Building Area Units Square Feet
  • Construction Materials Frame
  • FireplaceYes
  • Fireplace Features Living Room
  • Fireplaces Total 2
  • FoundationConcrete Perimeter
  • Garage Spaces2
  • Levels Multi/Split
  • Patio And Porch Features Patio
  • Property StyleColonial
  • Rooms11
  • Utilities For Electric Range, For Electric Oven, For Electric Dryer, Washer Hookup
  • Year Built1962
  • Year Built Details Actual, Renovated Since
  • Year Built Source Public Records

Property

  • Acreage0.38
  • Frontage Type Golf Course

Interior

  • Flooring Tile, Laminate, Hardwood, Flooring - Hardwood
  • Interior Features
    • Accessory Apt.
    • Bathroom - Full
    • Closet
    • Den
    • Home Office
    • Recessed Lighting
    • Walk-up Attic

Exterior

  • Exterior Features Patio, Rain Gutters, Storage, Sprinkler System
  • RoofShingle

Utilities

  • Cooling Central Air
  • Cooling YN Yes
  • Electric 200+ Amp Service
  • Heat SystemYes
  • Heating Baseboard, Oil, Ductless
  • Sewer Public Sewer
  • Water Source Public

Property Information

  • Square Feet3,371
  • Building Area Source Public Records
  • Living Area 3,371
  • Lot Size Square Feet 16,614
  • Lot Size Units Acres
  • Road Responsibility Public Maintained Road

Amenities

  • Amenities
    • Conservation Area
    • Golf
    • Highway Access
    • House of Worship
    • Park
    • Public School
    • Walk/Jog Trails
  • Appliances IncludedOven, Dishwasher, Microwave, Range, Refrigerator, Washer, Dryer

Other

  • Date Listed09/29/2026
  • Farm Land Area Units Square Feet

Map Location

Driving Directions

Listed by Nicole M. Condon of The Simply Sold Realty Co.

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