37 Mayflower Rd

8,540 Sq. Ft.
$414 / Sq. Ft.
8,540
Sq. Ft.
$414
per Sq. Ft.

Description

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...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!

Listing Agents

  1. Kim Covino

    Kim Covino

    Alternative Listing Agent

    Compass

    kim.covino@compass.com

    P: (781)-249-3854

Property Details for 37 Mayflower Road

Town
Winchester
Area
MA-Winchester
Architectural Style
Colonial
Style
Garden, Colonial
Garage Spaces
3
Parking Spaces
12.00
Parking Spaces Total
15
LISTING UPDATED: 02/09/2026 09:31 PM

Property Details for 37 Mayflower Road

StatusNew
MLS #73475646
Days on Market1
Taxes$29,834 / year
HOA Fees-
Compass TypeSingle Family
MLS TypeSingle Family / Detached
Year Built2009
CountyMiddlesex County
Add your commute

Building Information for 37 Mayflower Road

Stories-Year Built2009Building Size-Lot Size0.46 AC / 20,051 SF

Payment Calculator

$19,725 per month

30 year fixed, 6.15% Interest

Principal and Interest

$17,239

Property Taxes

$2,486

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 37 Mayflower Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Shopping, Swimming Pool, Tennis Court, Park, Walk/Jog Trails, Golf Course, Sidewalks
  • Living Area: 8540.0
  • Color: Beige
  • SqFt with Basement: Yes
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Water View: No
  • Year Built Details: Approximate,Renovated Since
  • Year Built Source: Public Records
Location/School
  • Grade School: Vinson Owen
  • High School: Winchester High
  • Middle School: Mccall Middle
Features
Interior Features
  • Appliances: Gas Water Heater, Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator
  • Basement Features: Full, Finished, Walk Out, Interior Access
  • Num of Baths: 8.0
  • Num of Full Baths: 7
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 7.50
  • Bathrooms Total Integer: 8
  • FireplaceFeatures: Family Room, Living Room, Master Bedroom
  • FireplaceYN: Yes
  • Fireplaces: 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 Surround Sound
  • Interior Features: Wired for Surround Sound, Security System
  • Laundry Features: Flooring - Hardwood, Second Floor
  • Primary Bath: Yes
  • SpaYN: No
  • Window Features: Insulated Windows, Storm Window(s), Screens
Exterior Features
  • Construction: Frame
  • Exterior Features: Deck, Patio, Pool - Inground, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens, Garden
  • Exterior Features: Pool - Inground, Screens, Professional Landscaping, Sprinkler System, Decorative Lighting, Garden Area, Deck, Patio
  • Fencing: Fenced/Enclosed
  • Lot Description: Cul-De-Sac
  • Patio And Porch Features: Deck, Patio
  • Pool Features: In Ground
  • Pool Private: Yes
  • Roof Material: Shingle
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 3.00
  • Garage: Yes
  • Garage Parking: Attached, Garage Door Opener, Oversized Parking, Paved Drive, Off-Street, Paved Driveway
  • Open Parking: Yes
  • Parking Features: Attached, Garage Door Opener, Oversized Parking, Paved Drive, Off-Street, Paved Driveway
  • Parking Features: Oversized Parking, Off-Street, Paved Driveway
Utilities
  • Cooling: Central Air
  • Cooling: Yes
  • Heating: Forced Air, Natural Gas, Fireplace(s), Fireplace
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Utility Connections: for Gas Range
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Area: 600.0
  • Room Primary Bedroom Features: Bathroom - Full,Ceiling Fan(s),Walk-In Closet(s),Closet/Cabinets - Custom Built,Flooring - Hardwood,Double Vanity,Dressing Room,Recessed Lighting,Lighting - Sconce,Closet - Double
  • Room Primary Bedroom Length: 30.0
  • Primary Bedroom Level: Second Floor
  • Room Primary Bedroom Width: 20.0
Bedroom 2
  • Bedroom2 Area: 272.0
  • Bedroom2 Features: Bathroom - Full,Ceiling Fan(s),Walk-In Closet(s),Closet/Cabinets - Custom Built,Flooring - Hardwood,Flooring - Stone/Ceramic Tile
  • Bedroom2 Length: 17.0
  • Bedroom2 Level: Second
  • Bedroom2 Width: 16.0
Bedroom 3
  • Bedroom3 Area: 374.0
  • Bedroom3 Features: Bathroom - Full,Ceiling Fan(s),Walk-In Closet(s),Closet/Cabinets - Custom Built,Flooring - Hardwood,Flooring - Stone/Ceramic Tile
  • Bedroom3 Length: 22.0
  • Bedroom3 Level: Second
  • Bedroom3 Width: 17.0
Bedroom 4
  • Bedroom4 Area: 306.0
  • Bedroom4 Features: Bathroom - Full,Ceiling Fan(s),Walk-In Closet(s),Closet/Cabinets - Custom Built,Flooring - Hardwood,Flooring - Stone/Ceramic Tile,Recessed Lighting
  • Bedroom4 Length: 18.0
  • Bedroom4 Level: Second
  • Bedroom4 Width: 17.0
Bedroom 5
  • Bedroom5 Area: 225.0
  • Bedroom5 Features: Bathroom - Full,Ceiling Fan(s),Walk-In Closet(s),Flooring - Hardwood,Recessed Lighting
  • Bedroom5 Length: 15.0
  • Bedroom5 Level: Second
  • Bedroom5 Width: 15.0
Bathroom 1
  • Bathroom1 Area: 54.0
  • Bathroom1 Features: Walk-In Closet(s),Closet/Cabinets - Custom Built,Flooring - Stone/Ceramic Tile
  • Bathroom1 Length: 9.0
  • Bathroom1 Level: First
  • Bathroom1 Width: 6.0
Bathroom 2
  • Bathroom2 Area: 195.0
  • Bathroom2 Features: Bathroom - Full,Flooring - Stone/Ceramic Tile
  • Bathroom2 Length: 15.0
  • Bathroom2 Level: Second
  • Bathroom2 Width: 13.0
Bathroom 3
  • Bathroom3 Area: 90.0
  • Bathroom3 Features: Bathroom - Full,Flooring - Stone/Ceramic Tile
  • Bathroom3 Length: 10.0
  • Bathroom3 Level: Second
  • Bathroom3 Width: 9.0
Dining Room
  • Dining Room Area: 300.0
  • Dining Room Features: Flooring - Hardwood,Lighting - Sconce,Lighting - Pendant
  • Dining Room Length: 20.0
  • Dining Room Level: First
  • Dining Room Width: 15.0
Family Room
  • Family Room Area: 378.0
  • Family Room Features: Ceiling Fan(s),Flooring - Hardwood,Recessed Lighting,Lighting - Sconce
  • Family Room Length: 21.0
  • Family Room Level: First
  • Family Room Width: 18.0
Kitchen
  • Kitchen Area: 286.0
  • Kitchen Features: Flooring - Hardwood,Countertops - Upgraded,Kitchen Island,Breakfast Bar / Nook,Country Kitchen,Exterior Access,Recessed Lighting,Lighting - Pendant,Lighting - Overhead
  • Kitchen Length: 22.0
  • Kitchen Level: First
  • Kitchen Width: 13.0
Laundry
  • Laundry Dimen: 17X8
Living Room
  • Room Living Room Area: 320.0
  • Room Living Room Features: Flooring - Hardwood,Lighting - Sconce
  • Room Living Room Length: 20.0
  • Room Living Room Level: First
  • Room Living Room Width: 16.0
Other Room 1
  • Room Office Area: 224.0
  • Room Office Features: Fireplace,Flooring - Hardwood,Wet bar
  • Room Office Length: 16.0
  • Room Office Level: First
  • Room Office Width: 14.0
Property Information
Property Info
  • Year Round: Yes
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public, Dead End
  • Road Responsibility: Public Maintained Road
  • Road Surface Type: Paved
  • Disclosures: Pool is situated in the side yard,with plenty of additional yard space/ Home equipped with 3 dishwashers,3 disposals & ice maker/ full pantry w cabinetry,wine cooler,ice maker plus dry pantry for extra storage/ Office has full wet bar /easy access pool bar area/ **all 7 beds have full baths! **
Tax Information
  • Tax ID: M:023 B:0060 L:0,900602
  • Assessments: $2,690,200
  • Book: 57602
  • Tax Year: 2025
  • Zoning: RDA
Building / Association Information
Living Characteristics
  • Beds Total: 7
Other Building Characteristics
  • Foundation: Concrete Perimeter
  • Cooling Zones: 6
  • Heat Zones: 6
Complex & Association Information
  • Association Security: Security System
  • Adult Community: No

Property History for 37 Mayflower Road

DateEvent & SourcePriceAppreciation
Feb 9, 2026

Listed (Active)

MLS PIN #73475646

$3,537,000—
Oct 7, 2011

Sold (Public Record)

Public Record #317306541

$1,455,000

+29.1% / yr

Oct 7, 2011

Sold

MLS PIN #71228382

$1,455,000—
Sep 16, 2011

Contingent

MLS PIN #71228382

—
May 6, 2011

Listed (Active)

MLS PIN #71228382

$1,849,900—
May 2, 2011

Canceled

MLS PIN #71012550

$1,899,999—
Dec 23, 2009

Listed (Active)

MLS PIN #71012550

$2,200,000—
Nov 24, 2008

Sold (Public Record)

Public Record #259653809

$700,000

+1.4% / yr

May 30, 2008

Canceled

MLS PIN #70759966

$799,000—
May 12, 2008

Listed (Active)

MLS PIN #70759966

$799,000—
May 11, 2008

Expired

MLS PIN #70687088

$799,000—
Dec 11, 2007

Listed (Active)

MLS PIN #70687088

$799,000—
Dec 10, 2007

Canceled

MLS PIN #70686144

$799,000—
Dec 7, 2007

Listed (Active)

MLS PIN #70686144

$799,000—
Dec 6, 2007

Canceled

MLS PIN #70622184

$799,000—
Dec 3, 2007

Canceled

MLS PIN #70683850

$799,000—
Dec 2, 2007

Listed (Active)

MLS PIN #70683850

$799,000—
Jul 27, 2007

Listed (Active)

MLS PIN #70622184

$799,000—
Jul 23, 2007

Expired

MLS PIN #70603112

$799,000—
Jun 22, 2007

Listed (Active)

MLS PIN #70603112

$799,000—
May 9, 2007

Expired

MLS PIN #70570426

$765,000—
May 2, 2007

Listed (Active)

MLS PIN #70570426

$765,000—
Apr 17, 2007

Expired

MLS PIN #70510474

$765,000—
Jan 13, 2007

Listed (Active)

MLS PIN #70510474

$800,000—
Sep 19, 2006

Canceled

MLS PIN #70375463

$849,000—
Apr 27, 2006

Listed (Active)

MLS PIN #70375463

$959,000—
Oct 2, 2000

Sold (Public Record)

Public Record #88241461

$625,000—
Sep 29, 2000

Sold

MLS PIN #30422731

$625,000—
Jun 28, 2000

Contingent

MLS PIN #30422731

—
Jun 22, 2000

Canceled

MLS PIN #30422739

$615,000—
Jun 22, 2000

Listed (Active)

MLS PIN #30422731

$615,000—
Jun 22, 2000

Listed (Active)

MLS PIN #30422739

$615,000—
DateEvent & SourcePrice
02/09/2026

Listed (Active)

MLS PIN #73475646

$3,537,000
10/07/2011

Sold (Public Record)

Public Record #317306541

$1,455,000

+29.1% / yr

10/07/2011

Sold

MLS PIN #71228382

$1,455,000
09/16/2011

Contingent

MLS PIN #71228382

—
05/06/2011

Listed (Active)

MLS PIN #71228382

$1,849,900
05/02/2011

Canceled

MLS PIN #71012550

$1,899,999
12/23/2009

Listed (Active)

MLS PIN #71012550

$2,200,000
11/24/2008

Sold (Public Record)

Public Record #259653809

$700,000

+1.4% / yr

05/30/2008

Canceled

MLS PIN #70759966

$799,000
05/12/2008

Listed (Active)

MLS PIN #70759966

$799,000
05/11/2008

Expired

MLS PIN #70687088

$799,000
12/11/2007

Listed (Active)

MLS PIN #70687088

$799,000
12/10/2007

Canceled

MLS PIN #70686144

$799,000
12/07/2007

Listed (Active)

MLS PIN #70686144

$799,000
12/06/2007

Canceled

MLS PIN #70622184

$799,000
12/03/2007

Canceled

MLS PIN #70683850

$799,000
12/02/2007

Listed (Active)

MLS PIN #70683850

$799,000
07/27/2007

Listed (Active)

MLS PIN #70622184

$799,000
07/23/2007

Expired

MLS PIN #70603112

$799,000
06/22/2007

Listed (Active)

MLS PIN #70603112

$799,000
05/09/2007

Expired

MLS PIN #70570426

$765,000
05/02/2007

Listed (Active)

MLS PIN #70570426

$765,000
04/17/2007

Expired

MLS PIN #70510474

$765,000
01/13/2007

Listed (Active)

MLS PIN #70510474

$800,000
09/19/2006

Canceled

MLS PIN #70375463

$849,000
04/27/2006

Listed (Active)

MLS PIN #70375463

$959,000
10/02/2000

Sold (Public Record)

Public Record #88241461

$625,000
09/29/2000

Sold

MLS PIN #30422731

$625,000
06/28/2000

Contingent

MLS PIN #30422731

—
06/22/2000

Canceled

MLS PIN #30422739

$615,000
06/22/2000

Listed (Active)

MLS PIN #30422731

$615,000
06/22/2000

Listed (Active)

MLS PIN #30422739

$615,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 37 Mayflower Road

Taxable ValueLand$1,040,100Additions$1,650,100Total$2,690,200
Tax Record2025$29,834 ($2,486 / month)
Home Facts
Beds7Baths7.5Total Finished SqFt7,209 SqFtAbove Grade Finished SqFt7,209 SqFtUnfinished Basement SqFt1,442 SqFtStories2Lot Size20,051 SqFtStyleSingle Family ResidenceYear Built2009ZoningRDACountyMIDDLESEXAPNWINC M:023 B:0060 L:0Fireplace TypeHas Fireplace

Schools near 37 Mayflower Road

This home is within Winchester School District.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Vinson-Owen Elementary School
PublicPK to 5

McCall Middle School
Public6 to 8

Winchester High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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37 Mayflower Road is a single family home for sale in Winchester, MA 01890. This listing's school district is Winchester School District. Nearby schools include Vinson-Owen Elementary School, McCall Middle School and Winchester High School. 37 Mayflower Road is a 7-bed, 8-bath, 8,540 sqft single family home built in 2009.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. 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., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS 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.