50 Winsor Way, Weston MA 02493

Weston, MA 02493

$16,900,000

Est. $97,663/month

6

Beds

8.5

Baths

10,116

Sq Ft

$1,671

Price/Sq Ft

2.02

Acres

2004

Year Built

4

Garage Spaces

Single Family Residence

Type

6 hours 33 minutes

Time on Market

Active Listed Jul 15, 2026 • MLS# 73550581 Copied! • Updated Jul 15, 2026

About this home

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

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Recently Sold Nearby

Property History

Property Timeline

🏠

Listed for Sale

Jul 16, 2026

$16,900,000

Original listing

Agent: Rose Hall Office: Blue Ocean Realty, LLC

Date	Event	Price	Change	$/sqft	Details
07/16/2026	🏠 Listed for Sale	$16,900,000	-	-	Original listing

Tax History

Year	Taxes	Assessment
2026	$144,088	$13,243,400

Financial Details

Annual Property Tax

$144,088

Tax Year 2026

Assessed Value

$13,243,400

Facts & Features

4 Car Garage

Central AC

Home Facts

Type Residential

Style Single Family Residence

Year Built 2004

Living Area 10,116 sq ft

Lot Size 2.02 acres

Bedrooms 6

Full Baths 7

Half Baths 3

Total Rooms 17

Interior

Heating Central, Forced Air, Natural Gas, Fireplace

Cooling Central Air

Flooring Tile, Carpet, Hardwood, Stone / Slate, Flooring - Hardwood, Flooring - Wall To Wall Carpet, Flooring - Stone/ceramic Tile

Appliances Gas Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer

Fireplace Family Room, Living Room, Master Bedroom

Fireplaces 4

Basement Full, Finished, Interior Entry

Laundry Electric Dryer Hookup, Washer Hookup, First Floor

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

Exterior

Construction Frame

Architecture Colonial

Roof Wood

Features Patio, Balcony, Pool - Inground, Pool - Inground Heated, Rain Gutters, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens, Fenced Yard, Stone Wall

Pool In Ground, Pool - Inground Heated

Spa None

Fencing Fenced

Patio/Porch Patio

Parking

Garage Spaces 4

Has Garage Yes

Features Attached, Garage Door Opener, Heated Garage, Storage, Paved Drive, Off Street, Driveway

Total Spaces 19

Utilities

Electric Generator

Water Public

Sewer Private Sewer

Gas None

Other For Gas Range

Financial

Annual Tax $144,088

Assessed Value $13,243,400

HOA & Community

Fee Includes None

Amenities None

Optional Fee Includes None

MA Disclosures

Seller Disclosures None

Additional Details

Possession None

Accepted Financing None

Structure Type []

Sq Ft Source Public Record

Sq Ft Disclosures Living area is approximate

Documents None

County Middlesex

Property Overview

Property Type

Single Family Residence

Listing Type

For Sale

Year Built

2004

Bedrooms

6

Full Bathrooms

7

Half Bathrooms

3

Living Area

10,116 sq ft

Total Rooms

17

Main Level Bedrooms

1

Room Details

First Floor

Bathroom1

Bathroom - Half, Flooring - Stone/Ceramic Tile

Kitchen

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)

Second Floor

Bedroom5

Bathroom - Full, Flooring - Hardwood, Window(s) - Picture, Recessed Lighting, Closet - Double

Bedroom4

Bathroom - Full, Walk-In Closet(s), Flooring - Hardwood, Window(s) - Picture, Recessed Lighting

Bedroom3

Bathroom - Full, Closet, Flooring - Hardwood, Window(s) - Picture, Recessed Lighting

Bathroom2

Bathroom - Full, Bathroom - Tiled With Shower Stall, Bathroom - Tiled With Tub, Flooring - Stone/Ceramic Tile, Steam / Sauna

Bedroom2

Bathroom - Full, Closet, Flooring - Hardwood, Window(s) - Picture, Recessed Lighting

Main Floor

Office

Fireplace, Ceiling - Coffered, Flooring - Hardwood, Window(s) - Bay/Bow/Box, Recessed Lighting

Other Floor

Master Bathroom

Yes

Main,First Floor

Dining Room

Closet, Closet/Cabinets - Custom Built, Flooring - Hardwood, Window(s) - Bay/Bow/Box, Window(s) - Picture, Breakfast Bar / Nook, Recessed Lighting, Decorative Molding

Living Room

Flooring - Hardwood, Window(s) - Picture, Open Floorplan, Recessed Lighting, Wainscoting, Lighting - Overhead, Decorative Molding

Bathroom3

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

Master Bedroom

Bathroom - Full, Walk-In Closet(s), Flooring - Hardwood, Window(s) - Picture, French Doors, Exterior Access, Recessed Lighting, Decorative Molding

Family Room

Flooring - Hardwood, Window(s) - Picture, French Doors, Exterior Access, Open Floorplan, Recessed Lighting, Decorative Molding

Interior Features

Flooring: Tile, Carpet, Hardwood, Stone / Slate, Flooring - Hardwood, Flooring - Wall to Wall Carpet, Flooring - Stone/Ceramic Tile

Appliances: Gas Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer

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

Windows: Window(s) - Picture, Window(s) - Bay/Bow/Box, Insulated Windows, Screens

Basement: Full, Finished, Interior Entry

Laundry: Electric Dryer Hookup, Washer Hookup, First Floor

Security: Security System

Construction & Materials

Style: Colonial

Year Built: 2004

Structure Type:

Exterior Materials: Frame

Roof: Wood

Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Central, Forced Air, Natural Gas, Fireplace

Heating Zones: 8

Cooling: Central Air

Cooling Zones: 8

Hot Water:

Water Source: Public

Sewer: Private Sewer

Energy Features: Thermostat

Exterior & Lot

Exterior Features: Patio, Balcony, Pool - Inground, Pool - Inground Heated, Rain Gutters, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens, Fenced Yard, Stone Wall

Patio & Porch: Patio

Fencing: Fenced

Other Structures:

Lot Features:

Road Surface:

Parking & Garage

Garage Spaces: 4

Garage Type: Attached

Total Parking Spaces: 19

Parking Features: Attached, Garage Door Opener, Heated Garage, Storage, Paved Drive, Off Street, Driveway

Special Features

Fireplaces: 4

Fireplace Type: Family Room, Living Room, Master Bedroom

Pool: Private Pool

Pool Features: In Ground, Pool - Inground Heated

View: Yes

View Type: Scenic View(s)

Community Amenities: Pool, Tennis Court(s), Walk/Jog Trails, Golf, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School

Nearby Schools

School District

Weston School District local

A+

✓ School Safety 2024-25

0.0% Very Low (Safest)

0.6% In-School

↓ 5.5% below state avg

E

Elementary Schools

5 schools

Gifford School

0.7 mi

Grades 01-12

Meadowbrook School of Weston

1.0 mi

Grades PK-08

A+

Field Elementary School

0.5 mi | #23 of 824 | Score: 64.5

Dropped 10 spots from last year

+6.3 above state avg

317 students Diverse

Strong Attendance

Grades 04-05

A+

Country School

0.5 mi | #1 of 824 | Score: 70.2

Improved 1 spots from last year

+12 above state avg

338 students Diverse

Strong Attendance

Grades PK-03

A+

Woodland School

0.7 mi | #30 of 824 | Score: 64.0

Dropped 20 spots from last year

+5.8 above state avg

299 students Diverse

Strong Attendance

Grades PK-03

M

Middle Schools

1 school

A+

Weston Middle School

1.8 mi | #13 of 352 | Score: 63.1

Improved 9 spots from last year

+4.9 above state avg

451 students Diverse

Diverse Student Body Strong Attendance

Grades 06-08

H

High Schools

3 schools

The Rivers School

3.4 mi

Grades 06-12

Cambridge School of Weston

1.7 mi

Grades 09-12

A+

Weston High School

2.0 mi | #15 of 346 | Score: 74.5

Dropped 9 spots from last year

+16.3 above state avg

658 students Diverse

21 sports • 1,596 athletes

Strong AP Program High Graduation Rate College Ready Curriculum Strong Athletics

Grades 09-12

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50 Winsor Way, Weston MA 02493

Weston, MA 02493

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50 Winsor Way, Weston MA 02493

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50 Winsor Way, Weston MA 02493

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