Active
139 Days on market
37 Mayflower Road Winchester — Photo 1 of 40
Recent Drop: $200,000
$3,379,000$3,179,000
$3,179,000
37 Mayflower Road, Winchester, MA 01890
Winchester, MA 01890
Beds
7
Baths
7.5
SqFt
8,540
Style
Single Family
Built
2009
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
Immersive Experience
Market Value Analysis
This Property
Size (SqFt) →Price →This Property$372/sqft
Local Avg (Winchester)$564/sqft
34% BelowMarket Average
* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Winchester, MA.
Property Details
Financials
Original Price$3,379,000
Annual Taxes$29,834
Parking
Garage3
Off-Street12
Interior Specifications
Total Rooms13
Fireplaces4
FlooringTile, Hardwood, Flooring - Hardwood, Flooring - Stone/Ceramic Tile
BasementFull, Finished, Walk-Out Access, Interior Entry
Climate & Utilities
HeatingForced Air, Natural Gas, Fireplace(s), Fireplace
CoolingCentral Air
WaterPublic
SewerPublic Sewer
Building & Exterior
ConstructionFrame
RoofShingle
FoundationConcrete Perimeter
ZoningRDA
Property & Lot
Acres0.46
SqFt Lot20,051
Lot FeaturesCul-De-Sac
Amenities & Appliances
Gas Water Heater • Oven • Dishwasher • Disposal • Microwave • Range • Refrigerator • Freezer • Washer • Dryer • Wine Refrigerator
Neighborhood
Shopping • Pool • Tennis Court(s) • Park • Walk/Jog Trails • Golf
Geography
Floorplan Breakdown
Structural Layout
Second
Master BedroomBedroom 2Bedroom 3Bedroom 4Bedroom 5Bathroom 2Bathroom 3
First
Living RoomDining RoomKitchenOfficeFamily RoomBathroom 1
Living Room
Lvl First20 x 16
Flooring - Hardwood, Lighting - Sconce
Dining Room
Lvl First20 x 15
Flooring - Hardwood, Lighting - Sconce, Lighting - Pendant
Kitchen
Lvl First22 x 13
Flooring - Hardwood, Countertops - Upgraded, Kitchen Island, Breakfast Bar / Nook, Country Kitchen, Exterior Access, Recessed Lighting, Lighting - Pendant, Lighting - Overhead
Office
Lvl First16 x 14
Fireplace, Flooring - Hardwood, Wet bar
Family Room
Lvl First21 x 18
Ceiling Fan(s), Flooring - Hardwood, Recessed Lighting, Lighting - Sconce
Master Bedroom
Lvl Second30 x 20
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
Bedroom 2
Lvl Second17 x 16
Bedroom 3
Lvl Second22 x 17
Bathroom - Full, Ceiling Fan(s), Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Hardwood, Flooring - Stone/Ceramic Tile
Bedroom 4
Lvl Second18 x 17
Bathroom - Full, Ceiling Fan(s), Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Recessed Lighting
Bedroom 5
Lvl Second15 x 15
Bathroom - Full, Ceiling Fan(s), Walk-In Closet(s), Flooring - Hardwood, Recessed Lighting
Bathroom 1
Lvl First9 x 6
Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Stone/Ceramic Tile
Bathroom 2
Lvl Second15 x 13
Bathroom - Full, Flooring - Stone/Ceramic Tile
Bathroom 3
Lvl Second10 x 9
Bathroom - Full, Flooring - Stone/Ceramic Tile
Property History
Price Drop
$3,179,000
Was $3,379,000
Jul 16, 2026
MLS® 73502853
Listed
$3,379,000
Apr 16, 2026
MLS® 73502853
Terminated
$3,537,000
Apr 14, 2026
MLS® 73475646
Listed
$3,537,000
Feb 9, 2026
MLS® 73475646
Terminated
$1,899,999
May 2, 2011
MLS® 71012550
Listed
$1,899,999
Dec 23, 2009
MLS® 71012550
Population
23,406
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
Median Household Income
$230K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
Renter-Occupied Homes
18.3%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
New Construction Permits — Middlesex County
2,667 housing units permitted in the last 12 months (-2% vs the prior 12 months) — 1,709 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jun '26)
ADU Potential
Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 8,540 sq ft principal dwelling). Lot size: 20,051 sq ft.
Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.
Listing Provided By
Listing Agent: Kim Covino & Co. Team
Listing Office: Compass
MLS® Number: 73502853
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