FeaturesBathroom - Full, Flooring - Hardwood, Window(s) - Picture, Recessed Lighting, Closet - Double
LevelSecond
50 Winsor Way, Weston MA 02493
Weston, MA 02493
$16,900,000
Est. $97,663/month
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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
Total market time (incl. prior listings)
4 days
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
Floor Layout
Interactive room guide
Floor Layout
Finished Area
422 sq ft above grade
9,694 sq ft below grade
FeaturesBathroom - Full, Walk-In Closet(s), Flooring - Hardwood, Window(s) - Picture, Recessed Lighting
LevelSecond
FeaturesBathroom - Full, Closet, Flooring - Hardwood, Window(s) - Picture, Recessed Lighting
LevelSecond
FeaturesBathroom - Full, Bathroom - Tiled With Shower Stall, Bathroom - Tiled With Tub, Flooring - Stone/Ceramic Tile, Steam / Sauna
LevelSecond
FeaturesBathroom - Full, Closet, Flooring - Hardwood, Window(s) - Picture, Recessed Lighting
LevelSecond
FeaturesBathroom - Half, Flooring - Stone/Ceramic Tile
LevelFirst
FeaturesCloset, Closet/Cabinets - Custom Built, Flooring - Hardwood, Window(s) - Bay/Bow/Box, Window(s) - Picture, Breakfast Bar / Nook, Recessed Lighting, Decorative Molding
LevelMain,First
FeaturesCoffered 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)
LevelFirst
FeaturesFlooring - Hardwood, Window(s) - Picture, Open Floorplan, Recessed Lighting, Wainscoting, Lighting - Overhead, Decorative Molding
LevelMain,First
FeaturesBathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Shower Stall, Bathroom - Tiled With Tub, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Recessed Lighting
LevelMain,First
FeaturesBathroom - Full, Walk-In Closet(s), Flooring - Hardwood, Window(s) - Picture, French Doors, Exterior Access, Recessed Lighting, Decorative Molding
LevelMain,First
FeaturesFireplace, Ceiling - Coffered, Flooring - Hardwood, Window(s) - Bay/Bow/Box, Recessed Lighting
LevelMain
FeaturesFlooring - Hardwood, Window(s) - Picture, French Doors, Exterior Access, Open Floorplan, Recessed Lighting, Decorative Molding
LevelMain,First
FeaturesYes
Display Options
Outdoor Areas
PoolIn Ground, Pool - Inground Heated
Patio & porchPatio
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
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 information not available for this location.
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Loan Amount
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Including down payment
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Down: $0
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Monthly Payment Breakdown
Principal & Interest
$0
Property Tax
$12,007
Homeowners Insurance
$200
PMI (if <20% down)
$0
Loan Summary
Total of 360 payments
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Rate Impact
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Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.
Location
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Neighborhood
50 Winsor Way, Weston MA 02493
Weston, MA 02493
Listing Information
Listing Agent
Rose Hall
Listing Office
Blue Ocean Realty, LLC
Office Phone
617-206-5700
Agent MLS ID
CN200679
Office MLS ID
AN2056
Listing Data Updated
Jul 19, 2026 3:06 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
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