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Under Agreement · PendingListed 36 days ago

$1,950,000

26 Mayflower Road, Winchester, MA 01890

5
beds
4
baths
3,371
sqft
Lot sizeThe land that comes with the home, as reported to the MLS.
0.38 acres
Year builtThe year the building was originally built, as reported by the listing agent.
1962
On the marketDays since the home was listed. New listings tend to move fastest.
36 days ago
Property type
Single Family Residence
Price per sqftList price divided by interior living area — handy for comparing homes of different sizes.
$578
ParkingSpaces that come with the home, as reported to the MLS.
6 spaces
Annual taxesLast annual property tax bill reported to the MLS. A new owner's bill can differ.
$20,383

What’s Special

  • Central Air
  • Patio
  • In Basement

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.

Listing courtesy of Nicole M. Condon, The Simply Sold Realty Co. · MLS PIN #73584117

Facts & Features

Status
Under Agreement
Active status flag
Pending
Bedrooms
5
Bathrooms
4 full
Living area
3,371 sqft

Interior

7
  • Bathroom - Full
  • Closet
  • Recessed Lighting
  • Accessory Apt.
  • Den
  • Home Office
  • Walk-up Attic

Exterior

4
  • Patio
  • Rain Gutters
  • Storage
  • Sprinkler System

Parking

4
  • Attached
  • Paved Drive
  • Off Street
  • Paved

Laundry

3
  • In Basement
  • Electric Dryer Hookup
  • Washer Hookup

Heating

3
  • Baseboard
  • Oil
  • Ductless

Cooling

1
  • Central Air

Appliances

7
  • Oven
  • Dishwasher
  • Microwave
  • Range
  • Refrigerator
  • Washer
  • Dryer

MLS PIN #73584117 · Listed September 29, 2026

Location

26 Mayflower Road, Winchester · All Winchester homes

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

Call (857) 322-7325

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The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.