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26 Mayflower Road, Winchester MA 01890

$1,950,000

Estimated $13,714/month Calculator

Single Family

5 Bedrooms

Baths

3371

Total Parking: 8 (2 Garage)

16,614 (0.38)

Built in 1962

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.

This home has been viewed 9 times

Last Checked: October 20th, 2026 at 5:13am (Source: MLS PIN #73584117)

Garage Parking

Air Conditioning

Lead Paint Free

General Information for 26 Mayflower Road, Winchester MA 01890

Listing ID73584117

Property TypeSingle Family / Detached

Price$1,950,000 ($578.46/SqFt)

StyleColonial

CityWinchester

CountyMiddlesex

Neighborhood(s)

Garage Parking2

ZoningRDA

Year Built1962

Year Built SourcePublic Records

Year Built DetailsActual,Renovated Since

Interior Features for 26 Mayflower Road, Winchester MA 01890

Approximate Living Area Total3371

Living Area Includes BasementNo

Rooms11

Bedrooms5

Primary En Suite BathroomYes

BasementFull

Cooling1, Split

Fireplaces

AppliancesRange

FlooringTile

Electric220 Volts

Exterior Features for 26 Mayflower Road, Winchester MA 01890

Approximate Lot Size (Acres)0.38

Approximate Lot Size (Square Feet)16614

Total Parking8 (2 Garage)

Garage Parking2

WaterPublic

SewerPublic Sewer

Lot Features

Parking Features1

Exterior FeaturesPorch

Foundation Materials

Construction MaterialsFrame

Road Frontage TypeGolf Course

Patio & PorchCovered

Roof MaterialAsphalt/fiberglass Shingles

Utility Connections110 Volts

Water Views

Water Views Features

Waterfront0

Waterfront Features

Pool Features

Horse Permitted0

Horse Amenities

Disclosures for 26 Mayflower Road, Winchester MA 01890

Lead PaintNone

UFFI

Living Area Includes BasementNo

Living Area Disclosure

Building Area SourcePublic Records

Special Listing Conditions

ExclusionsNo

Compensation Based On

Financial Information for 26 Mayflower Road, Winchester MA 01890

Association Fee

Association Fee Frequency

Association Fee Includes

Real Estate Tax20383

Tax Year2026

Assessed Value$1,839,600

Location Information for 26 Mayflower Road, Winchester MA 01890

Elementary SchoolVinson Owen

Middle SchoolMccall Middle School

High SchoolWinchester High

Neighborhood(s)

Area AmenitiesWalk/jog Trails

Contact Information for 26 Mayflower Road, Winchester MA 01890

Agent

Name: Nicole M. Condon

Office

Name: The Simply Sold Realty Co.

Phone: 508-807-5394

Payment Calculator

, Interest

Property Taxes 1698.58

Principal & Interest 12015.28

HOA Dues

Term

Interest

Home Price

Down Payment

Exclusive Listing Agent

The Simply Sold Realty Co.

Nicole M. Condon

Agent Phone

Office Phone

(508) 807-5394

Text Agent Call Agent Call Office

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EXIT

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