49 Sheridan Circle Winchester, MA ^$ 2,399,000

49 Sheridan Circle

^$ 2,399,000

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49 Sheridan Circle

Winchester, MA, 01890

^$ 2,399,000

Bedrooms5 Baths4.1 Sq 5,881

Monthly Estimate*

^$ 14,771

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Single Family Home for sale in Winchester, MA

for $2,399,000 with 5 bedrooms and 4 full baths, 1 half bath. This 5,881 square foot home was built in 2014 on a lot size of 0.22.

Like new, built in 2014, this exceptional home offers generous living space, a flexible floor plan, & quality finishes throughout. Situated on a large corner lot in a desirable Winchester neighborhood, the home features a spacious kitchen that opens to the family room w/ fireplace, creating the perfect gathering space. A sun-filled living room & formal dining room provide additional areas for entertaining & everyday living. The oversized primary suite includes a beautiful bath & 2 walk-in closets. Three additional large bedrooms, a full bath, & convenient second-floor laundry complete the 2nd level. The newly finished 3rd floor offers media/ bedroom w/full bath, providing excellent flexibility for guests, a home office, au pair suite, or potential in-law space. The finished lower level includes a rec room, full bath & abundant storage. Outside, enjoy the expansive yard w/ patio, fruit trees & plenty of space for recreation, gardening & more! Don't miss this one!

Single Family Contingent

Price

^$ 2,399,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 19,624

Style

Colonial

Lot Size

0.22

Year Built

2014

Town/City

Winchester

County/Region

Middlesex

MLS | Web ID

73534811

List By

Kim Covino & Co. Team

Listing Agent

Compass

Broker

Affordability Calculator

$16,406

Per Month

Monthly Principal & Interest: $14,771
Monthly Property Taxes: $1,635
Monthly Home Insurance: --

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Yearly Home Insurance

Default based on a 30-year fixed rate of 6.25% 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 Winchester, MA

Average List Price ^$2,291,287

Percent of Sale Price 4%

About Winchester, MA

22,228 Population

7% Since 2002

^$152,119 Median Income

45.68 Median Age

42% Households with Children

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Trends Information provided by ATTOM Data Solutions.

Neighborhood & Schools

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Pricing History

Date	Price	Price Change	Description
6/11/2026	$2,399,000		Listed Price

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49 Sheridan Circle, Winchester, MA, 01890 is a Single Family Home for sale at $2,399,000 with 5,881 sqft and a lot size of 0.22. 49 Sheridan Circle has 5 bedrooms, 4.1 baths, and was built in 2014. The property's zip code is 01890 which is in Winchester, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.25% 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 6/17/2026.

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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49 Sheridan Circle

Single Family Home for sale in Winchester, MA

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