50 Winsor Way

Weston, MA 02493

$14,980,000
Price
6
Beds
10,116 Sq. Ft.
$1,481 / Sq. Ft.
10,116
Sq. Ft.
$1,481
per Sq. Ft.

Description

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...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
  1. Listed by Rose Hall • Blue Ocean Realty, LLC

Property Details for 50 Winsor Way

Town
Weston
Area
MA-Weston
Architectural Style
Colonial
Style
Colonial
Garage Spaces
4
Parking Spaces
15.00
Parking Spaces Total
19
LISTING UPDATED: 04/16/2025 03:16 PM

Property Details for 50 Winsor Way

StatusUnder Agreement
MLS #73358343
Days on Market6
Taxes$113,257 / year
HOA Fees-
Compass TypeSingle Family
MLS TypeSingle Family / Detached
Year Built2004
CountyMiddlesex County

Building Information for 50 Winsor Way

Stories-Year Built2004Building Size-Lot Size2.02 AC / 87,878 SF

Property Information for 50 Winsor Way

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Swimming Pool, Tennis Court, Walk/Jog Trails, Golf Course, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School
  • Living Area: 10116.0
  • SqFt with Basement: Yes
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Water View: No
  • Year Built Details: Actual
  • Year Built Source: Public Records
Location/School
  • Grade School: Weston Elem
  • High School: Weston Hs
  • Middle School: Weston Ms
Features
Interior Features
  • Appliances: Gas Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
  • Basement Features: Full, Finished, Interior Access
  • Num of Baths: 10.0
  • Num of Full Baths: 7
  • Num of Half Baths: 3
  • Bathrooms Total Decimal: 8.50
  • Bathrooms Total Integer: 10
  • DoorFeatures: Insulated Doors, French Doors
  • FireplaceFeatures: Family Room, Living Room, Master Bedroom
  • FireplaceYN: Yes
  • Fireplaces: 4
  • Flooring: Tile, Carpet, Hardwood, Stone / Slate, Flooring - Hardwood, Flooring - Wall to Wall Carpet, Flooring - Stone/Ceramic Tile
  • Interior Features: Closet/Cabinets - Custom Built, Recessed Lighting, Coffered Ceiling(s), Closet, Study, Office, Media Room, Wine Cellar, Bonus Room, Exercise Room, Sauna/Steam/Hot Tub
  • Interior Features: Sauna/Steam/Hot Tub, French Doors, Security System
  • Laundry Features: Electric Dryer Hookup, Washer Hookup, First Floor
  • Main Level Bathrooms: 1
  • Main Level Bedrooms: 1
  • Primary Bath: Yes
  • SpaYN: No
  • Window Features: Window(s) - Picture, Window(s) - Bay/Bow/Box, Insulated Windows, Screens
Exterior Features
  • Construction: Frame
  • Exterior Features: Patio, Balcony, Pool - Inground, Pool - Inground Heated, Rain Gutters, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens, Fenced Yard, Stone Wall
  • Exterior Features: Fenced Yard, Pool - Inground, Pool - Inground Heated, Screens, Balcony, Professional Landscaping, Sprinkler System, Decorative Lighting, Stone Wall, Patio
  • Fencing: Fenced
  • Patio And Porch Features: Patio
  • Pool Features: In Ground, Pool - Inground Heated
  • Pool Private: Yes
  • Roof Material: Wood
  • View: Scenic View(s)
  • View: Yes
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 4.00
  • Garage: Yes
  • Garage Parking: Attached, Garage Door Opener, Heated, Storage, Paved Drive, Off-Street, Improved Driveway
  • Open Parking: Yes
  • Parking Features: Attached, Garage Door Opener, Heated, Storage, Paved Drive, Off-Street, Improved Driveway
  • Parking Features: Heated, Off-Street, Improved Driveway
Utilities
  • Cooling: Central Air
  • Cooling: Yes
  • Electric: Generator
  • Green Energy Efficient: Thermostat
  • Heating: Central, Forced Air, Natural Gas, Fireplace
  • Heating: Yes
  • Sewer: Private Sewerage
  • Utility Connections: for Gas Range
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Features: Bathroom - Full,Walk-In Closet(s),Flooring - Hardwood,Window(s) - Picture,French Doors,Exterior Access,Recessed Lighting,Decorative Molding
  • Primary Bedroom Level: Main, First Floor
Bedroom 2
  • Bedroom2 Features: Bathroom - Full,Closet,Flooring - Hardwood,Window(s) - Picture,Recessed Lighting
  • Bedroom2 Level: Second
Bedroom 3
  • Bedroom3 Features: Bathroom - Full,Closet,Flooring - Hardwood,Window(s) - Picture,Recessed Lighting
  • Bedroom3 Level: Second
Bedroom 4
  • Bedroom4 Features: Bathroom - Full,Walk-In Closet(s),Flooring - Hardwood,Window(s) - Picture,Recessed Lighting
  • Bedroom4 Level: Second
Bedroom 5
  • Bedroom5 Features: Bathroom - Full,Flooring - Hardwood,Window(s) - Picture,Recessed Lighting,Closet - Double
  • Bedroom5 Level: Second
Bathroom 1
  • Bathroom1 Features: Bathroom - Half,Flooring - Stone/Ceramic Tile
  • Bathroom1 Level: First
Bathroom 2
  • Bathroom2 Features: Bathroom - Full,Bathroom - Tiled With Shower Stall,Bathroom - Tiled With Tub,Flooring - Stone/Ceramic Tile,Steam / Sauna
  • Bathroom2 Level: Second
Bathroom 3
  • Bathroom3 Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - Tiled With Shower Stall,Bathroom - Tiled With Tub,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid,Recessed Lighting
  • Bathroom3 Level: Main,First
Dining Room
  • Dining Room Features: Closet,Closet/Cabinets - Custom Built,Flooring - Hardwood,Window(s) - Bay/Bow/Box,Window(s) - Picture,Breakfast Bar / Nook,Recessed Lighting,Decorative Molding
  • Dining Room Level: Main,First
Family Room
  • Family Room Features: Flooring - Hardwood,Window(s) - Picture,French Doors,Exterior Access,Open Floorplan,Recessed Lighting,Decorative Molding
  • Family Room Level: Main,First
Kitchen
  • Kitchen Features: Coffered Ceiling(s),Closet/Cabinets - Custom Built,Flooring - Hardwood,Window(s) - Picture,Countertops - Stone/Granite/Solid,French Doors,Breakfast Bar / Nook,Cabinets - Upgraded,Exterior Access,Open Floorplan,Recessed Lighting,Second Dishwasher,Stainless Steel Appliances,Half Vaulted Ceiling(s)
  • Kitchen Level: First
Living Room
  • Room Living Room Features: Flooring - Hardwood,Window(s) - Picture,Open Floorplan,Recessed Lighting,Wainscoting,Lighting - Overhead,Decorative Molding
  • Room Living Room Level: Main,First
Other Room 1
  • Room Office Features: Fireplace,Ceiling - Coffered,Flooring - Hardwood,Window(s) - Bay/Bow/Box,Recessed Lighting
  • Room Office Level: Main
Property Information
Property Info
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Private Road
Tax Information
  • Tax ID: M:028.0 L:0063 S:000.0,867981
  • Assessments: $10,185,000
  • Book: 79571
  • Tax Year: 2024
  • Zoning: RES
Building / Association Information
Living Characteristics
  • Beds Total: 6
Other Building Characteristics
  • Foundation: Concrete Perimeter
  • Cooling Zones: 8
  • Heat Zones: 8
Complex & Association Information
  • Association Security: Security System
  • Adult Community: No

Property History for 50 Winsor Way

DateEvent & SourcePriceAppreciation
DateEvent & SourcePrice

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 50 Winsor Way

Taxable ValueLand$2,170,900Additions$8,649,600Total$10,820,500
Tax Record2025$120,108 ($10,009 / month)
Home Facts
Beds6Baths8.5Total Finished SqFt10,116 SqFtAbove Grade Finished SqFt10,116 SqFtStories2Lot Size87,878 SqFtStyleSingle Family ResidenceYear Built2002CountyMIDDLESEXAPNWEST M:028.0 L:0063 S:000.0Fireplace TypeHas Fireplace

Schools near 50 Winsor Way

This home is within Weston School District.
Rating
School
Type
Grades
Distance
Public - PK to 3
Public - PK to 3
Public - 4 to 5
Public - 6 to 8
Rating
School
Distance
Country Elementary School
PublicPK to 3

Woodland Elementary School
PublicPK to 3

Field Elementary School
Public4 to 5

Weston Middle School
Public6 to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Blue Ocean Realty, LLC, Rose Hall

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. 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 or leasing 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 or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS 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.