50 Winsor Way Weston, MA ^$ 16,900,000

50 Winsor Way

^$ 16,900,000

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Recently Listed

50 Winsor Way

Weston, MA, 02493

^$ 16,900,000

Bedrooms6 Baths7.3 Sq 10,116

Monthly Estimate*

^$ 106,708

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Single Family Home for sale in Weston, MA

for $16,900,000 with 6 bedrooms and 7 full baths, 3 half baths. This 10,116 square foot home was built in 2004 on a lot size of 2.02.

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

Single Family Active

Price

^$ 16,900,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 144,088

Style

Colonial

Lot Size

2.02

Year Built

2004

Town/City

Weston

County/Region

Middlesex

MLS | Web ID

73550581

List By

Rose Hall

Listing Agent

Blue Ocean Realty, Llc

Broker

Affordability Calculator

$118,716

Per Month

Monthly Principal & Interest: $106,708
Monthly Property Taxes: $12,007
Monthly Home Insurance: --

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Yearly Home Insurance

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Trends

Single family listings in Weston, MA

Average List Price ^$5,011,871

Percent of Sale Price 70%

About Weston, MA

11,479 Population

0% Since 2002

^$178,622 Median Income

46.73 Median Age

39% Households with Children

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Trends Information provided by ATTOM Data Solutions.

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Pricing History

Date	Price	Price Change	Description
7/16/2026	$16,900,000		Listed Price

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50 Winsor Way, Weston, MA, 02493 is a Single Family Home for sale at $16,900,000 with 10,116 sqft and a lot size of 2.02. 50 Winsor Way has 6 bedrooms, 7.3 baths, and was built in 2004. The property's zip code is 02493 which is in Weston, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Data is updated as of 7/16/2026.

The real estate information and related content displayed on this site 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.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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50 Winsor Way

Single Family Home for sale in Weston, MA

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