Recently Listed Open House 10/3 11am - 12:30pm
26 Mayflower Road
Winchester, MA, 01890 $ 1,950,000
Bedrooms5 Baths4.0 Sq 3,371 Monthly Estimate*
$ 12,313
for $1,950,000 with 5 bedrooms and 4 full baths. This 3,371 square foot home was built in 1962 on a lot size of 0.38.
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.
See more
Open House
10/3/2026 11:00 AM - 12:30 PM
10/4/2026 11:00 AM - 12:30 PM
26 Mayflower Road Winchester, MA
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
List ByNicole M. CondonListing Agent
The Simply Sold Realty Co.Broker
Affordability Calculator
- Monthly Principal & Interest
- $12,313
- Monthly Property Taxes
- $1,699
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Winchester, MA
Average List Price $2,267,259
Percent of Sale Price 16%
About Winchester, MA 22,228 Population
7% Since 2002
$ 152,119 Median Income
45.68 Median Age
42% Households with Children
Trends Information provided by ATTOM Data Solutions.
Neighborhood & Schools
MLS Property Information Network, Inc rules require that you
sign in here to see more detail on this property.
Pricing History| Date | Price | Price Change | Description |
|---|
| 9/30/2026 | $1,950,000 | | Listed Price |