Active
50 Winsor Way
Weston, MA 02493
Residential · Active · MLS #73550581
Listing Courtesy of Blue Ocean Realty, LLC | Rose Hall
Bean Group guidance
Useful next steps
Request property information
Select a document or report and Bean Group will help track it down.
Availability varies by property and source. Documents are requested from the appropriate source and may not be immediately available.
Considering this property?
Decide whether it deserves a closer look.
A local Bean Group agent can help you compare nearby inventory, understand the listing details, and identify the questions worth answering before you visit.
MLS PIN data
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
Property information
Details at a glance
Interior
- Rooms
- 17
- 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
- Fireplaces
- 4
Building
- Style
- Single Family Residence
- Year built
- 2004
- Garage
- 4
- Parking
- 19
- Foundation
- Concrete Perimeter
- Roof
- Wood
Land & utilities
- Lot size
- 2.02 acres
- Water
- Public
- Sewer
- Private Sewer
- Zoning
- RES
Financial
- Annual taxes
- $144,088
- Assessment year
- 2026
Listing history
Price and status timeline
- New
$60,000 · Jun 7, 2026
- Ter
$14,900,000 · Aug 12, 2024
Property value estimate
An informed starting point
Automated estimates are not appraisals or guarantees of market value.
Comparable sales
Recent properties for context
Recent comparable sales are not available for this property.
Photo insights
Condition signals
Generated from listing photography; not a substitute for an inspection.
Local market context
How this home compares in Weston
Active city listing statistics from MLS PIN as of September 6, 2026. Asking prices are not completed-sale values.
Keep exploring
Similar homes nearby
Common questions
About 50 Winsor Way
Can I schedule a private showing?
Yes. Request a tour of 50 Winsor Way and a Bean Group agent will help coordinate an available time with the listing side.
Can you help me evaluate this property?
Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.
Are property documents available?
Availability varies by property and source. Request the documents you need and we will help obtain what is available.


