For sale

$3,179,000

Est. $19,670/mo —

•

8,540

sq ft

37 Mayflower Rd, Winchester, MA 01890

About this home

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 heated pool, complimented by lush outdoor landscape

Single-familyProperty Type

2009Year Built

0.46 acresLot Size

$372Price/Sq.Ft.

3 garage spacesParking

Listed by Kim Covino & Co. Team • Compass

Listed by Kim Covino • Compass

Listing updated: Jul 31, 2026 at 01:40pm

Redfin checked: a minute ago

•Source:MLS PIN #73502853

Payment calculator

$19,670 per month

Principal and interest$16,707

Property taxes

$2,486

HOA dues

Home insurance

$477

Utilities

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This home is unavailable to tour on this day.

Next available date: Monday, August 31

Open houses

No upcoming open houses.

Nearby open houses (10)

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OPEN SEP 2, 4:30PM TO 6:30PM
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OPEN SEP 2, 5:30PM TO 7:30PM
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Around this home

Schools

K - 12
Preschool & daycare

Vinson-Owen Elementary School

Public PreK-5 • Assigned • 0.7mi

9/10

McCall Middle School

Public 6-8 • Assigned • 2.0mi

9/10

Winchester High School

Public 9-12 • Assigned • 2.2mi

10/10

Provided by GreatSchools

About West

Side

West Side, located between the Aberjona River and the Middlesex Fells Reservation, is a residential and commuter-friendly Winchester neighborhood with leafy side streets and trail-forward green space. The neighborhood’s character concentrates around the Winchester Center area at Main Street and Church Street, where independent cafes, small shops, and the commuter rhythm of the station set the pace. Community pillars include the Winchester Community Music School, the Winchester Unitarian Society’s historic campus, and the Jenks Center. Housing reads as classic New England—Colonial Revivals, Victorians, and well-kept mid-century homes—on walkable blocks with stone walls and mature trees. The Fells’ trailheads and reservoirs shape daily routines, while the river corridor adds a quieter, tucked-away geography. A short ride to the station keeps Boston-bound schedules in view without turning the streetscape into a thoroughfare.

Provided by Walk Score and Local Logic

Offer insights

37 Mayflower Rd · $3,179,000

Strong offer

$3.12M and above

75% chance or better to win

Why $3.12M+ is a strong offer

DAYS ON MARKET

The average home goes pending in 20 days.

SALE-TO-LIST

Most homes are selling 3% above list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Wet bar
Walk-in closets
Custom built closets/cabinets
Ceiling fans
Recessed lighting
Overhead lighting
Sconce lighting
Office
Foyer
Game room
Exercise room
Wired for sound
Insulated and storm windows with screens

Bedrooms
Master bedroom (second floor) with double vanity, dressing room, custom built closets, ceiling fan and recessed lighting
Bedroom 2 (second floor) with walk-in closet and ceiling fan
Bedroom 3 (second floor) with walk-in closet and ceiling fan
Bedroom 4 (second floor) with walk-in closet, ceiling fan and recessed lighting
Bedroom 5 (second floor) with walk-in closet and recessed lighting

Bathrooms
Seven full bathrooms and one half bathroom
Master bathroom present
Multiple bathrooms with stone/ceramic tile flooring

Kitchen
Hardwood floors
Upgraded countertops
Kitchen island
Breakfast bar/nook
Country kitchen style
Pendant, recessed and overhead lighting
Exterior access from kitchen

Laundry & utility
Laundry located on second floor
Laundry room with hardwood flooring

Flooring
Hardwood flooring throughout primary living areas
Tile and stone/ceramic tile in select rooms and baths

Heating & cooling
Forced air heating (natural gas)
Fireplaces contribute to heating
Central air conditioning

Sale and tax history for 37 Mayflower Rd

Sale History
Tax History

Date

Event

Price

MLS PIN #73502853

Jul 15, 2026

Price Changed

$3,179,000

$372/sq ft

Apr 16, 2026

Listed

$3,379,000

$396/sq ft

MLS PIN #71228382

Oct 7, 2011

Sold

$1,455,000

$170/sq ft

Sep 16, 2011

Contingent

—

Jul 27, 2011

Price Changed

$1,599,999

$187/sq ft

Jul 21, 2011

Price Changed

$1,650,000

$193/sq ft

Jul 21, 2011

Price Changed

$1,699,000

$199/sq ft

Jul 14, 2011

Price Changed

$1,729,000

$202/sq ft

Jun 24, 2011

Price Changed

$1,749,000

$205/sq ft

Jun 1, 2011

Price Changed

$1,799,900

$211/sq ft

May 6, 2011

Listed

$1,849,900

$217/sq ft

+24

Magnificent new sun filled center entrance colonial home with 3 car garage. Attention to the finest details - gleaming hard wood floors, beautiful built-ins & custom cabinetry, classic tile & granite, 3 gas fireplaces, decorative crown molding. This expansive home has a stunning state-of-the art kitchen with pantry, each bedroom offers baths & walk in closets. Separate office or bedroom suite on 1st floor. 3rd floor suite with bath & 2 walk in closets. Situated on a corner lot with IG pool.

Public Records

Nov 24, 2008

Sold

$700,000

$82/sq ft

MLS PIN #30422731

Sep 29, 2000

Sold

$625,000

$73/sq ft

Jun 28, 2000

Listing Removed

—

Jun 22, 2000

Listed

$615,000

$72/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$29,834 (+6.3%)

$1,040,100 + $1,650,100

$2,690,200

2023

$28,071 (+1.3%)

$1,000,100 + $1,529,900

$2,530,000

2022

$27,708 (+2.1%)

$760,100 + $1,454,800

$2,214,900

2021

$27,134 (+3.5%)

$660,100 + $1,454,800

$2,114,900

2020

$26,204 (+2.3%)

$660,100 + $1,454,800

$2,114,900

2019

$25,611 (+2.3%)

$660,100 + $1,454,800

$2,114,900

2018

$25,025 (+5.1%)

$638,100 + $1,414,800

$2,052,900

2017

$23,820 (+7.4%)

$578,100 + $1,361,600

$1,939,700

2016

$22,180 (+1.7%)

$578,100 + $1,320,900

$1,899,000

2015

$21,816 (−1.0%)

$525,100 + $1,271,900

$1,797,000

2014

$22,045 (+1.1%)

$485,100 + $1,256,200

$1,741,300

2013

$21,811 (+0.4%)

$485,100 + $1,222,900

$1,708,000

2012

$21,723 (−10.4%)

$485,100 + $1,245,800

$1,730,900

2011

$24,235 (+88.3%)

$485,100 + $1,517,800

$2,002,900

2010

$12,872 (+38.0%)

$451,300 + $667,000

$1,118,300

2009

$9,330

$451,300 + $376,600

$827,900

Public record

Beds

Baths

7.5

Stories

Lot width

—

Lot depth

—

Lot size

0.46 Acres

Year renovated

—

Finished Sq. Ft.

7,209

Unfinished Sq. Ft.

—

Total Sq. Ft.

7,209

Year built

2009

Style

Single Family Residential

County

Middlesex County

APN

3036595S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 29, 2026.

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 98° expected this year, 15 days in 30 years

6/10 Wind Factor

50% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Winchester, MA • 01890

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

96/ 100

Exceptional sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

10.7 hrs

5.9 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 37 Mayflower Rd

$3,017,209

$162K under list price of $3.18M

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $2.2M to $3.6M.

SOLD MAY 29, 2026
$3,100,000 Last sold price
5 beds7.5 baths6,899 sq ft
54 Johnson Rd, Winchester, MA 01890
$77/sq ft
15 years newer
SOLD JUN 29, 2026
$2,549,000 Last sold price
4 beds4 baths5,674 sq ft
10 Viking Rd, Winchester, MA 01890
$77/sq ft
30 years older
SOLD JUL 15, 2026
$3,100,000 Last sold price
6 beds5.5 baths7,431 sq ft
27 Everett Ave, Winchester, MA 01890
$45/sq ft
larger lot
104 years older
SOLD JUN 26, 2026
$3,450,000 Last sold price
6 beds4.5 baths6,460 sq ft
40 Foxcroft Rd, Winchester, MA 01890
$162/sq ft
smaller lot
16 years newer
SOLD APR 9, 2026
$3,650,000 Last sold price
6 beds7.5 baths7,653 sq ft
8 Blueberry Ln, Lexington, MA 02420
$105/sq ft
larger lot
16 years newer
SOLD NOV 7, 2025
$2,225,000 Last sold price
5 beds5 baths4,715 sq ft
51 Greeley Cir, Arlington, MA 02474
$100/sq ft
smaller lot
16 years newer

Rental earnings

Est. $6,175 per month, based on comparable rentals

Tour for free, no strings attached

Make a winning offer with the help of a local agent

(617) 206-1761

Early Access listings

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EARLY ACCESSCOMPASS COMING SOON

$1,299,000

4 beds3 baths3,354 sq ft

44 Ashwood Ave, Wilmington, MA 01887

EARLY ACCESSCOLDWELL BANKER REALTY COMING SOON

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EARLY ACCESSCOMPASS COMING SOON

Contact for price

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EARLY ACCESSCOMPASS COMING SOON

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Nearby similar homes

$3,295,000

6 beds6.5 baths6,100 sq ft

2 Atherton Rd, Winchester, MA 01890

$1,999,000

4 beds2.5 baths3,757 sq ft

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3D WALKTHROUGH

$1,999,900

5 beds5 baths5,200 sq ft

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$1,190,000

3 beds1.5 baths1,344 sq ft

26 Pearl St, Lexington, MA 02420

NEW CONSTRUCTION

$2,799,000

6 beds5.5 baths5,261 sq ft

144 Maple St, Lexington, MA 02420

$1,619,000

4 beds3 baths2,000 sq ft

323 Ridge St, Arlington, MA 02474

New listings for sale in 01890

EARLY ACCESSCOMPASS COMING SOON

$1,699,000

3 beds2 baths2,327 sq ft

4 Churchill Rd, Winchester, MA 01890

3D & VIDEO TOUR

$2,849,000

5 beds4.5 baths5,058 sq ft

7 Viking Rd, Winchester, MA 01890

3D WALKTHROUGH

$1,699,000

5 beds3.5 baths3,180 sq ft

30 Farrow St, Winchester, MA 01890

$1,098,000

3 beds1.5 baths1,657 sq ft

17 Russell Rd, Winchester, MA 01890

$1,999,000

4 beds2.5 baths3,757 sq ft

85 High St, Winchester, MA 01890

EARLY ACCESSCOMPASS COMING SOON

Unknown

3 beds3 baths5,127 sq ft

187 High St, Winchester, MA 01890

$949,999

4 beds2 baths2,326 sq ft

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Details provided by MLS PIN and may not match the public record. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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