37 Mayflower Road Winchester, MA ^$ 3,537,000

37 Mayflower Road

^$ 3,537,000

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37 Mayflower Road

Winchester, MA, 01890

^$ 3,537,000

Bedrooms7 Baths7.1 Sq 8,540

Monthly Estimate*

^$ 21,778

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Single Family Home for sale in Winchester, MA

for $3,537,000 with 7 bedrooms and 7 full baths, 1 half bath. This 8,540 square foot home was built in 2009 on a lot size of 0.46.

Magnificent newer sun filled colonial w/oversized rooms offering over 8,000 sq ft of beautifully finished living space featuring 7 grand BR's, 7.5 BA across 4 levels w/a 3-car direct entry garage. This expansive home showcases exceptional craftsmanship including custom built-ins, fine cabinetry, decorative moldings, 4 fplc & a great layout. The newly renovated kitchen features sleek quartz countertops, oversized island, 2 dishwashers & butler’s pantry w/ice maker & wine fridge flowing into formal DR & LR plus a fireplaced FMRM overlooking a meticulously maintained yard. Each oversized bedroom offers an en-suite bath, sitting area & walk-in closet, providing comfort & privacy throughout. The 1st flr includes a private office w/wet bar plus a lavish bedroom wing ideal for guests or multi-generational living. The 3rd floor suite features a full BA & 2 closets, while the finished lower level adds media/game/gym areas w/access to stunning gunite pool, complimented by lush outdoor landscape!

Single Family Active

Price

^$ 3,537,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 29,834

Style

Colonial

Lot Size

0.46

Year Built

2009

Town/City

Winchester

County/Region

Middlesex

MLS | Web ID

73475646

List By

Kim Covino & Co. Team

Listing Agent

Compass

Broker

Affordability Calculator

$24,264

Per Month

Monthly Principal & Interest: $21,778
Monthly Property Taxes: $2,486
Monthly Home Insurance: --

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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 ^$2,313,395

Percent of Sale Price 35%

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.

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Pricing History

Date	Price	Price Change	Description
2/10/2026	$3,537,000		Listed Price

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37 Mayflower Road, Winchester, MA, 01890 is a Single Family Home for sale at $3,537,000 with 8,540 sqft and a lot size of 0.46. 37 Mayflower Road has 7 bedrooms, 7.1 baths, and was built in 2009. 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 2/21/2026.

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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37 Mayflower Road

Single Family Home for sale in Winchester, MA

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