Sign up to get new listings emailed daily! JOIN SIGN IN
Kirsten Perkins
REALTOR®
VCard Icon 

50 Winsor Way, Weston, MA 02493

$16,900,000
  • Main Photo

35 Total Photos [Click to View All]

New to the Market Active
BEDS6 BATHS7 full 3 partial SQUARE FEET10,116 MLS#73550581
STATUSActive PROPERTY TYPEResidential - Single Family

Property 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 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

50 Winsor Way | MLS# 73550581

This single family home located at 50 Winsor Way, Weston, MA 02493 is currently listed for sale with an asking price of $16,900,000. This property was built in 2004 and has 6 bedrooms and 7 full and 3 partial baths with 10116 sq. ft. Search Weston real estate on kirstenperkins.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Cooling: Central Air
Fenced: Yes
Fireplaces: 4
Garage: 4 car attached
Heating: Central, Forced Air, Natural Gas, Fireplace
Home Style: Colonial
Lot Size: 2.02 Acres
Roof Type: Wood
Taxes: $144,088
Year Built: 2004

Feature Descriptions

Exterior: Frame
Hot Tub: Yes
Sauna: Yes
Security: yes
Sewer: Private Sewer
Special View Info: Scenic View(s)
Swimming Pool: Yes
Water: Public

Local Schools

High School: Weston Hs
Middle School: Weston Ms
Elementary School: Weston Elem

Listed By / Shown By

Listed By

Agency Name: Blue Ocean Realty, LLC
Agent Name: Rose Hall
Agency Phone: 617-206-5700

IDX logo

TOUR THIS HOME

Choose a date and time to see 50 Winsor Way, Weston, MA 02493.
I will get in touch with you shortly.

Request a Showing
Choose your video chat app
  • Wednesday July 22
  • Thursday July 23
  • Friday July 24
  • Saturday July 25
  • Sunday July 26
  • Monday July 27
  • Tuesday July 28
  • Wednesday July 29
  • Thursday July 30
  • Friday July 31
  • Saturday August 1
  • Sunday August 2
  • Monday August 3
  • Tuesday August 4
  • Wednesday August 5
  • 7:00 AM
  • 7:30 AM
  • 8:00 AM
  • 8:30 AM
  • 9:00 AM
  • 9:30 AM
  • 10:00 AM
  • 10:30 AM
  • 11:00 AM
  • 11:30 AM
  • 12:00 PM
  • 12:30 PM
  • 1:00 PM
  • 1:30 PM
  • 2:00 PM
  • 2:30 PM
  • 3:00 PM
  • 3:30 PM
  • 4:00 PM
  • 4:30 PM
  • 5:00 PM
  • 5:30 PM
  • 6:00 PM
  • 6:30 PM
  • 7:00 PM
  • 7:30 PM
  • 8:00 PM
  • 8:30 PM
  • 9:00 PM
Preferred Communication Method

Estimate Your Payment

Estimated Payment

$ 54,548.57 per month $37,612.07 Principal & Interest $12,007.33 Property Tax $4,929.17 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)
Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 07/21/2026. The listing information on this page last changed on 07/21/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 07/21/2026 6:30:06 AM EST) or MLSPIN MLS (last updated Mon 07/20/2026 11:38:26 PM EST) or Prime MLS (last updated Mon 07/20/2026 11:33:29 PM EST) or MREIS (last updated Tue 07/21/2026 2:05:12 AM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
Privacy Policy / DMCA Notice / ADA Accessibility

Agency License Information: Better Homes and GardensĀ® and the Better Homes and Gardens Real Estate Logo are registered service marks owned by Meredith Corporation and licensed to Better Homes and Gardens Real Estate LLC. The Masiello Group Limited fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each franchise is independently owned and operated. Any services or products provided by independently owned and operated franchisees are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC nor any of its affiliated companies.


Login to My Homefinder

Pixel