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37 Mayflower RoadWinchester, MA 01890

For Sale

$3,149,000

Smart Buyer Rebate $15,745

Magnificent newer sun-filled Colonial ideally situated in a premier West Side cul-de-sac, offering over 8,000 sq ft of beautifully finished living space across four levels-A great price at only $368psf! !Designed for grand-scale entertaining and multi-generational living, this exceptional home features 7 bedrooms, 7.5 baths, four fireplaces and a 3-car direct-entry garage, all complemented by custom built-ins, fine cabinetry and beautiful millwork throughout. The newly renovated chef’s kitchen showcases quartz countertops, an oversized center island, two dishwashers and a butler’s pantry with wine fridge and ice maker, flowing seamlessly into the elegant dining room, living room and fireplaced family room overlooking the meticulously maintained grounds. A dedicated first-floor wing offers incredible flexibility for extended family, au pair or guests, while a private office with custom wet bar and additional spaces can easily accommodate two executive home offices. Upstairs, the grand primary suite is joined by four additional bedroom suites, each offering a private bath, sitting area and generous closet space. The third floor provides a completely private guest or teen suite with a full bath and two closets.The finished lower-level offers media, game and gym areas with a full bath and direct access to the inviting heated pool and lush landscaped grounds. Unmatched in scale and versatility with resort-like amenities, exceptional craftsmanship and a coveted West Side location, this remarkable home offers luxury living at its finest.

Last updated September 12, 2026

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Source: MLSPin #73573670

Listing Facts

  • TypeSingle-family
  • NeighborhoodWest Side
  • Bedrooms7
  • Bathrooms8
  • Days on Prevu6
  • Taxes$29,834/year
  • Size8,540 sqft
  • Price per sqft$369

Amenities

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

Location

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Listing History

09/09/2026
Listed by
$3,149,000
  1. 09/09/2026$3,149,000
    Listed by

Property Details for 37 Mayflower Road

Association

Amenities

  • Community Features: Pool, Tennis Court(s), Park, 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: Garden, Lighting

Features

  • Patio And Porch Features: Deck, Patio
  • Pool Features: In Ground, Private
  • Pool Private: Yes

Measurements

  • Building Area Total: 8,540
  • Building Area Units: Square Feet
  • Lot Features: Cul-De-Sac, Landscaped
  • 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
  • Interior Features: Entrance Foyer, Walk-In Closet(s), Wet Bar, Ceiling Fan(s), Recessed Lighting, Wired For Sound

Measurements

  • Living Area: 8,540

Rooms

  • Basement: Full, Finished, Walk-Out Access, Interior Entry
  • Has Basement: Yes
  • 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: Paved, Attached, Garage Door Opener, Oversized, Off Street, Garage
  • 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, Ceiling Fan(s), Zoned
  • Has Cooling: Yes
  • Heating: Natural Gas, Forced Air, Fireplace(s), Zoned
  • Has Heating: Yes
  • Sewer: Public Sewer
  • 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 35% above the average price for single-family homes in West Side and has been on the market for 62 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. Available on Prevu for 6 days at $3,149,000. This home features 8,540 square feet of living space, located in West Side. The median listing price for single-family homes in this area is $2,347,500. Nearby schools include Vinson Owen Elementary School, Mccall Middle, and Winchester High. The home offers private outdoor space, dishwasher, air conditioning, parking, swimming pool, and washer/dryer. Explore more 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.