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$16,900,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 6 Beds
  • 7 Full Baths
  • 3 Partial Baths
  • 10,116 Sq. Ft.
  • 2.02 Acres
  • 4 Car Garage
  • Updated 22 hours ago
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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

Full Property Details for 50 Winsor Way

General

  • Price: $16,900,000
  • Taxes: $144,088 (2026)
  • Status: Active
  • Type: Single Family
  • MLS ID: 73550581
  • Updated: 7/17/2026
  • Added to Site: 3 day(s) ago

Rooms

Bathrooms

  • Total Bathrooms: 10
  • Full Bathrooms: 7
  • Half Bathrooms: 3
  • Bathroom 1: First
  • Bathroom 2: Second
  • Bathroom 3: Main, First

Bedrooms

  • Total Bedrooms: 6
  • Primary Bedroom: Main, First
  • Bedroom 2: Second
  • Bedroom 3: Second
  • Bedroom 4: Second

Other Rooms

  • Living Room: Main, First
  • Family Room: Main, First
  • Kitchen: First
  • Dining Room: Main, First
  • Office: Main

Parking

  • Garage: Yes
  • Garage Spaces: 4
  • Parking Features: Attached, Garage Door Opener, Heated Garage, Storage, Paved Drive, Off Street, Driveway

Location

  • County: Middlesex

Structural Information

  • Architectural Style: Colonial
  • Basement: Yes
  • Square Feet: 10,116
  • Year Built: 2004

Lot Features

  • Lot Size (Acres): 2.02

Financial Considerations

  • Tax Amount: $144,088
  • Tax Year: 2026

Disclosures and Reports

  • Property ID: M:028.0 L:0063 S:000.0, 867981

Listed by Blue Ocean Realty, LLC, Rose Hall

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Listing agent

— 50 Winsor Way —

  • Rose Hall

    Blue Ocean Realty, LLC

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 50 Winsor Way

School District:Weston School District
NameGradesDistance
Country Elementary School
2 Alphabet Lane, Weston, MA 02493
PK-30.4 mi
Field Elementary School
16 Alphabet Lane, Weston, MA 02493
4-50.5 mi
Woodland Elementary School, Weston, MA
10 Alphabet Lane, Weston, MA 02493
PK-30.7 mi
Weston Middle School
456 Wellesley Street, Weston, MA 02493
6-81.9 mi
Weston High School
444 Wellesley Street, Weston, MA 02493
9-122 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 50 Winsor Way Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/15/2026
Listed
$16,900,000
18.18%
MLS
4/24/2025
Sold
$14,300,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 50 Winsor Way

Year
Property Taxes
Change
Tax Assessment
Change
2025
$120,108
6%
$10,820,500
6%
2024
$113,257
1%
$10,185,000
7%
2023
$112,379
11%
$9,491,500
20%
2022
$101,193
26%
$7,899,500
28%
2021
$80,120
—
$6,172,600
-2%
2020
$80,516
1%
$6,275,600
-1%
2019
$79,445
—
$6,310,200
-1%
2018
$79,582
—
$6,361,500
-1%
2017
$79,519
1%
$6,412,800
-1%
2016
$78,602
2%
$6,464,000
3%
2015
$77,434
-6%
$6,305,700
-3%
2014
$82,735
—
$6,499,200
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Blue Ocean Realty, LLC, Rose Hall

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50 Winsor Way, Weston, MA 02493 (MLS# 73550581) is a Single Family property with 6 bedrooms, 7 full bathrooms and 3 partial bathrooms. 50 Winsor Way is currently listed for $16,900,000 and was received on July 15, 2026. Want to learn more about 50 Winsor Way? Do you have questions about finding other Single Family real estate for sale in West Acton? You can browse all West Acton real estate or contact a Coldwell Banker agent to request more information.

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