Single Family Residence at 37 Mayflower Road, Winchester MA 01890
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 2 of 40
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 3 of 40
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 4 of 40
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 5 of 40
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 6 of 40
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 7 of 40
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 8 of 40
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 9 of 40
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 10 of 40
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 11 of 40
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 12 of 40
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 13 of 40
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 14 of 40
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 15 of 40
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 16 of 40
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 17 of 40
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 18 of 40
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 19 of 40
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 20 of 40
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 21 of 40
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 22 of 40
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 23 of 40
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 24 of 40
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 25 of 40
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 26 of 40
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 27 of 40
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 28 of 40
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 29 of 40
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 30 of 40
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 31 of 40
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 32 of 40
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 33 of 40
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 34 of 40
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 35 of 40
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 36 of 40
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 37 of 40
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 38 of 40
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 39 of 40
Single Family Residence at 37 Mayflower Road, Winchester MA 01890, photo 40 of 40
40 photos

$3,179,000

37 Mayflower Road, Winchester MA 01890
Winchester, MA 01890
Listed by Kim Covino & Co. Team
Bedrooms
7
Bathrooms
7.5
Living area
8,540 sqft
Year built
2009

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

Highlights

Private poolFireplace

Property details

MLS
MLS Property Information Network
MLS #
73502853
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
191
On market date
April 16, 2026
Stories
N/A
Total bathrooms
7.5
Garage spaces
3
Parking spaces
12
Lot size
0.46 acres
Loading map…

Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
Vinson-Owen Elementary
0.73 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
411
Student:teacher ratio
12.5:1
District
Winchester
Middle
Ottoson Middle
1.29 mi away · Grades 7-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
906
Student:teacher ratio
11.3:1
District
Arlington
High
Arlington High
1.58 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,483
Student:teacher ratio
13.0:1
District
Arlington

Walkability

Blended score for Winchester's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

34
Car-dependent
out of 100
EPA National Walkability Index
4.8 / 20 -- Least walkable
Google Places amenity density
48 / 100
Restaurants & cafes1
Grocery stores1
Parks8
Schools7
Transit stops20
Pharmacies0

Market position

How this listing compares to current activity in Winchester, from live MLS data.

On the market 191 days -- 107 more days than Winchester's current average of 84 days.
For reference, the median list price across 178 active listings in Winchester right now is $870,000.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

$
%
%
Adjust tax / insurance estimates
% / yr
$
/mo
Est. monthly payment
$19,294/mo
$635,800 down
$2,543,200 loan
Principal & interest$16,495
Property tax (est.)$2,649
Home insurance (est.)$150

Similar homes you might like

Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated August 31, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.