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50 Winsor Way, Weston MA 02493

$16,900,000

Estimated $116,140/month Calculator

Single Family

6 Bedrooms

Baths

10116

Total Parking: 23 (4 Garage)

87,878 (2.02)

Built in 2004

A true showcase luxury gated estate, 50 Winsor Way is situated on over 2 acres of elevated and private land located off the Weston Golf Club. The estate features truly picturesque professionally landscaped grounds, expansive terraces and patios with views for entertaining, and a large showpiece swimming pool and patio with elegant fountains. 50 Winsor boasts more than 6 bedrooms including the luxurious main level master suite, 7 full bathrooms, 3 half bathrooms, and an expansive 4-car garage. Designed by Thoughtforms, this home boasts an expansive open floor plan and luxurious craftmanship and attention to detail throughout. The fully finished lower level is equipped with a recreation room, wine cellar, full theater room, wet bar, steam room, and sauna. On the second floor, four bedrooms offer private en suite bathrooms. This exceptional home is a unique grand colonial estate for the discerning buyer set in one of the most highly desired locations in all of Weston

This home has been viewed 9 times

Last Checked: July 20th, 2026 at 6:28am (Source: MLS PIN #73550581)

Garage Parking

Green Features

Air Conditioning

Waterview

Lead Paint Free

General Information for 50 Winsor Way, Weston MA 02493

Listing ID73550581

Property TypeSingle Family / Detached

Price$16,900,000 ($1,670.62/SqFt)

StyleColonial

CityWeston

CountyMiddlesex

Neighborhood(s)

Garage Parking4

ZoningRES

Year Built2004

Year Built SourcePublic Records

Year Built DetailsActual

Interior Features for 50 Winsor Way, Weston MA 02493

Approximate Living Area Total10116

Living Area Includes BasementYes

Rooms17

Bedrooms6

Primary En Suite BathroomYes

BasementFull

Cooling1, Split

Fireplaces

AppliancesRange

FlooringTile

Electric220 Volts

Exterior Features for 50 Winsor Way, Weston MA 02493

Approximate Lot Size (Acres)2.02

Approximate Lot Size (Square Feet)87878

Total Parking23 (4 Garage)

Garage Parking4

WaterPublic

SewerPrivate Sewer

Lot Features

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 50 Winsor Way, Weston MA 02493

Lead PaintNone

UFFI

Living Area Includes BasementYes

Living Area Disclosure

Building Area SourcePublic Records

Special Listing Conditions

ExclusionsTv In Family Room. Kitchen Island Bar Stools And Table Set Excluded But Sellers Will Entertain Set.

Title 5D

Compensation Based On

Financial Information for 50 Winsor Way, Weston MA 02493

Association Fee

Association Fee Frequency

Association Fee Includes

Real Estate Tax144088

Tax Year2026

Assessed Value$13,243,400

Location Information for 50 Winsor Way, Weston MA 02493

Elementary SchoolWeston Elem

Middle SchoolWeston Ms

High SchoolWeston Hs

Neighborhood(s)

Area AmenitiesWalk/jog Trails

Contact Information for 50 Winsor Way, Weston MA 02493

Agent

Name: Rose Hall

Office

Name: Blue Ocean Realty, LLC

Phone: 617-206-5700

Payment Calculator

, Interest

Property Taxes 12007.33

Principal & Interest 104132.42

HOA Dues

Term

Interest

Home Price

Down Payment

Exclusive Listing Agent

Blue Ocean Realty, LLC

Rose Hall

Agent Phone

Office Phone

(617) 206-5700

Text Agent Call Agent Call Office

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EXIT

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