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
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
$3.12M and above
75% chance or better to win
Why $3.12M+ is a strong offer
DAYS ON MARKET
137 days
The average home goes pending in 20 days.
SALE-TO-LIST
102.9%
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
Exterior features
In-ground private pool
Deck and patio
Professional landscaping with garden
Sprinkler system
Decorative exterior lighting
Fenced/enclosed yard
Located on a cul-de-sac
Paved road frontage (public, dead end)
Home design
Single family residence
Approximate year built and renovated since (public records)
Beige exterior color
Parking
Attached garage with 3 garage spaces
Three covered spaces
Nine open parking spaces
Twelve total parking spaces
Garage features: attached, garage door opener, oversized
Driveway and paved off-street parking
Security
Security system
Construction
Frame construction
Concrete perimeter foundation
Shingle roof
Approximately 8,540 total building area (7,226 above grade, 1,314 below grade)
Full finished walk-out basement with interior entry
Utilities
Public water
Public sewer
Gas available for range
Gas water heater
HOA & community
Community amenities nearby: shopping, pool, tennis courts, parks, walk/jog trails, golf, sidewalks
Other
Not in a senior community
Six heat zones
Electricity and solar
View estimated energy costs and solar savings for this home
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
METICULOUSLY MAINTAINED HOME- E ON GORGEOUS, MANICURED CORNER LOT. QUALITY BLT. RANCH WITH GENEROUSLY SIZED ROOMS, HTD. GAR., CENTRAL A/C, SECURITY, INTERCOM, SCREENED PORCH. FABULOUS FAMILY ROOM. LOW MAINT.
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
7
Baths
7.5
Stories
2
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)
34
20
36
21
51
32
60
40
69
51
80
61
85
67
80
62
75
57
64
46
53
36
39
24
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
96/ 100
Exceptional sunlight
Sunscore
This home ranks in the top 1% for direct sun exposure in Winchester. 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.