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37 Mayflower RoadWinchester, MA 01890

For Sale

$3,537,000

Smart Buyer Rebate $17,685

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!

Listed by Kim Covino

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Compass

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781-249-3854

Listed by Kim Covino & Co. Team

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Compass

Last updated February 18, 2026

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Source: MLSPin #73475646

Listing Facts

  • TypeSingle-family
  • NeighborhoodWest Side
  • Bedrooms7
  • Bathrooms8
  • Days on Prevu35
  • Taxes$29,834/year
  • Size8,540 sqft
  • Price per sqft$414

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Air Conditioning
  • Parking
  • Swimming Pool

Location

Mortgage Calculator

Listing History

02/09/2026
Listed by Compass
$3,537,000

Property Details for 37 Mayflower Road

Association

Amenities

  • Community Features: Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Golf, Sidewalks

Exterior

Construction

  • Roof: Shingle
  • Window Features: Insulated Windows, Storm Window(s), Screens
  • Year Built: 2009
  • Year Built Details: Approximate,Renovated Since
  • Architectural Style: Colonial
  • Construction Materials: Frame
  • Exterior Features: Deck, Patio, Pool - Inground, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens, Garden

Features

  • Fencing: Fenced/Enclosed
  • Patio And Porch Features: Deck, Patio
  • Pool Features: In Ground
  • Pool Private: Yes
  • Road Frontage Type: Public, Dead End

Measurements

  • Building Area Total: 8,540
  • Building Area Units: Square Feet
  • Lot Features: Cul-De-Sac
  • Lot Size Acres: 0.46
  • Lot Size Area: 0
  • Lot Size Square Feet: 20,051
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: M:023 B:0060 L:0,900602
  • Tax Annual Amount: $29,834.00
  • Tax Assessed Value: $2,690,200.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Gas Water Heater, Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator
  • Fireplace Features: Family Room, Living Room, Master Bedroom
  • Fireplace: Yes
  • Fireplaces Total: 4
  • Flooring: Tile, Hardwood, Flooring - Hardwood, Flooring - Stone/Ceramic Tile
  • Interior Features: Wet Bar, Bathroom - Full, Walk-In Closet(s), Closet, Ceiling Fan(s), Lighting - Overhead, Recessed Lighting, Office, Bedroom, Foyer, Game Room, Exercise Room, Wired For Sound

Measurements

  • Living Area: 8,540
  • Living Area Source: Measured

Rooms

  • Basement: Full, Finished, Walk-Out Access, Interior Entry
  • Bathrooms Full: 7
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 8
  • Bedrooms Total: 7
  • Rooms Total: 13

Other

General

  • Exclusions: Dining Room Chandelier

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 3
  • Garage Spaces: 3
  • Garage: Yes
  • Open Parking Spaces: 9
  • Open Parking: Yes
  • Parking Features: Attached, Garage Door Opener, Oversized, Paved Drive, Off Street, Paved
  • Parking Total: 12

Schools

Elementary School

  • Elementary School: Vinson Owen

High School

  • High School: Winchester High

Middle or Junior School

  • Middle Or Junior School: Mccall Middle

Utilities

Equipment

  • Cooling: Central Air
  • Has Cooling: Yes
  • Heating: Forced Air, Natural Gas, Fireplace(s), Fireplace
  • Has Heating: Yes
  • Laundry Features: Flooring - Hardwood, Second Floor
  • Sewer: Public Sewer
  • Utilities: For Gas Range
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 7 bedrooms and 8 bathrooms in this single-family home at 37 Mayflower Road.

What schools are nearby to 37 Mayflower Road?

Nearby schools include the Vinson Owen Elementary School, Mccall Middle, and Winchester High.

Does this single-family home have parking?

Yes, there are 3 parking spaces available for 37 Mayflower Road.

What are the annual taxes for 37 Mayflower Road?

Annual taxes for this single-family home are estimated at $29,834.

How does 37 Mayflower Road compare to other single-family homes in West Side?

This single-family home is listed 19% above the average price for single-family homes in West Side and has been on the market for 0 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 8,540 sqft.

37 Mayflower Road is a 7-bedroom, 8-bath single-family home for sale in Winchester MA 01890. On Prevu for 35 days at $3,537,000. This home features 8,540 square feet of living space, located in Middlesex County. The median listing price for single-family homes in this area is $1,899,000. Nearby schools include Vinson Owen Elementary School, Mccall Middle, and Winchester High. Additional amenities include private outdoor space, dishwasher, air conditioning, parking, swimming pool, and washer/dryer. View other single-family home listings in Middlesex County.

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, landlords 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, leasing or renting 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, leasing or renting. 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.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.