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37 Mayflower Road, Winchester MA 01890

$3,149,000

Estimated $21,889/month Calculator

Single Family

7 Bedrooms

Baths

8540

Total Parking: 15 (3 Garage)

20,051 (0.46)

Built in 2009

Magnificent newer sun-filled Colonial ideally situated in a premier West Side cul-de-sac, offering over 8,000 sq ft of beautifully finished living space across four levels-A great price at only $368psf! !Designed for grand-scale entertaining and multi-generational living, this exceptional home features 7 bedrooms, 7.5 baths, four fireplaces and a 3-car direct-entry garage, all complemented by custom built-ins, fine cabinetry and beautiful millwork throughout. The newly renovated chef’s kitchen showcases quartz countertops, an oversized center island, two dishwashers and a butler’s pantry with wine fridge and ice maker, flowing seamlessly into the elegant dining room, living room and fireplaced family room overlooking the meticulously maintained grounds. A dedicated first-floor wing offers incredible flexibility for extended family, au pair or guests, while a private office with custom wet bar and additional spaces can easily accommodate two executive home offices. Upstairs, the grand primary suite is joined by four additional bedroom suites, each offering a private bath, sitting area and generous closet space. The third floor provides a completely private guest or teen suite with a full bath and two closets.The finished lower-level offers media, game and gym areas with a full bath and direct access to the inviting heated pool and lush landscaped grounds. Unmatched in scale and versatility with resort-like amenities, exceptional craftsmanship and a coveted West Side location, this remarkable home offers luxury living at its finest.

This home has been viewed 4 times

Last Checked: September 16th, 2026 at 2:28am (Source: MLS PIN #73573670)

Garage Parking

Air Conditioning

Waterview

Lead Paint Free

General Information for 37 Mayflower Road, Winchester MA 01890

Listing ID73573670

Property TypeSingle Family / Detached

Price$3,149,000 ($368.74/SqFt)

StyleColonial

CityWinchester

CountyMiddlesex

Neighborhood(s)

Garage Parking3

ZoningRDA

Year Built2009

Year Built SourcePublic Records

Year Built DetailsApproximate,Renovated Since

Interior Features for 37 Mayflower Road, Winchester MA 01890

Approximate Living Area Total8540

Living Area Includes BasementYes

Rooms13

Bedrooms7

Primary En Suite BathroomYes

BasementFull

Cooling1, Split

Fireplaces

AppliancesRange

FlooringTile

Electric

Exterior Features for 37 Mayflower Road, Winchester MA 01890

Approximate Lot Size (Acres)0.46

Approximate Lot Size (Square Feet)20051

Total Parking15 (3 Garage)

Garage Parking3

WaterPublic

SewerPublic Sewer

Lot FeaturesGentle Sloping

Parking Features1

Exterior FeaturesPorch

Foundation Materials

Construction MaterialsFrame

Road Frontage Type

Patio & PorchCovered

Roof MaterialAsphalt/fiberglass Shingles

Utility Connections110 Volts

Water ViewsNo

Water Views Features

Waterfront0

Waterfront Features

Pool FeaturesAssociation

Horse Permitted0

Horse Amenities

Disclosures for 37 Mayflower Road, Winchester MA 01890

Lead PaintNone

UFFI

Living Area Includes BasementYes

Living Area Disclosure

Building Area SourceMeasured

Special Listing Conditions

ExclusionsWasher

Compensation Based On

Financial Information for 37 Mayflower Road, Winchester MA 01890

Association Fee

Association Fee Frequency

Association Fee Includes

Real Estate Tax29834

Tax Year2025

Assessed Value$2,690,200

Location Information for 37 Mayflower Road, Winchester MA 01890

Elementary SchoolVinson Owen

Middle SchoolMccall Middle

High SchoolWinchester High

Neighborhood(s)

Area AmenitiesWalk/jog Trails

Contact Information for 37 Mayflower Road, Winchester MA 01890

Agent

Name: Kim Covino & Co. Team

Office

Name: Compass

Phone: 781-219-0313

Team Members

Payment Calculator

, Interest

Property Taxes 2486.17

Principal & Interest 19403.14

HOA Dues

Term

Interest

Home Price

Down Payment

Exclusive Listing Agent

Compass

Kim Covino & Co. Team

Agent Phone

Office Phone

(781) 219-0313

Text Agent Call Agent Call Office

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EXIT

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