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50 Winsor Way, Weston MA 02493
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35 photos

$16,900,000

50 Winsor Way, Weston MA 02493
Weston, MA 02493
Listed by Rose Hall
Bedrooms
6
Bathrooms
7.3
Living area
10,116 sqft
Year built
2004

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

Highlights

ViewPrivate poolFireplace

Property details

MLS #
73550581
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
36
On market date
July 15, 2026
Stories
N/A
Garage spaces
4
Lot size
2.02 acres

Location

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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
Country
0.5 mi away · Grades -1-3
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
311
Student:teacher ratio
14.8:1
District
Weston
Middle
Weston Middle
1.86 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
452
Student:teacher ratio
10.3:1
District
Weston
High
Weston High
1.86 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
638
Student:teacher ratio
11.4:1
District
Weston

Mortgage calculator

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Est. monthly payment
$101,924/mo
$3,380,000 down
$13,520,000 loan
Principal & interest$87,690
Property tax (est.)$14,083
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated July 19, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.