37 Mayflower Road
Winchester, MA, 01890
$3,537,000
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!
Current real estate data for Single Family in Winchester as of Feb 16, 2026
36
Single Family Listed
63
Avg DOM
539
Avg $ / SqFt
$2,084,964
Avg List Price
Property Details
Price:
$3,537,000
MLS #:
73475646
Status:
Active
Beds:
7
Baths:
7.5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Feb 9, 2026
Finished Sq Ft:
8,540
Total Sq Ft:
8,540
Lot Size:
20,051 sqft / 0.46 acres (approx)
Year Built:
2009
Schools
Elementary School:
Vinson Owen
Middle School:
Mccall Middle
High School:
Winchester High
Interior
Appliances
Gas Water Heater, Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator
Bathrooms
7 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Fireplaces Total
4
Flooring
Tile, Hardwood, Flooring – Hardwood, Flooring – Stone/Ceramic Tile
Heating
Forced Air, Natural Gas, Fireplace(s), Fireplace
Laundry Features
Flooring – Hardwood, Second Floor
Exterior
Architectural Style
Colonial
Community Features
Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Golf, Sidewalks
Construction Materials
Frame
Exterior Features
Deck, Patio, Pool – Inground, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens, Garden
Parking Features
Attached, Garage Door Opener, Oversized, Paved Drive, Off Street, Paved
Parking Spots
12
Roof
Shingle
Security Features
Security System
Financial
Tax Year
2025
Taxes
$29,834
Map
Contact Us
Mortgage Calculator
Community
- Address37 Mayflower Road Winchester MA
- CityWinchester
- CountyMiddlesex
- Zip Code01890
Subdivisions in Winchester
- Close to Wright Locke Farm
- Cox Road / High St Extension neighborhood
- East SIde near town forest!!
- Everett/ Stratford
- Flats location
- FLATS location Across from Wedgemere/Oxford
- Lakeview/Wedgemere~ Near downtown & Wedgemere train station
- Ledgewood Estates
- Middlesex
- Myopia Hill/ Winchester Country Club Area
- Near VO school
- old village/ West side
- The Flats
- Top neighborhood near town center
- West side
Property Summary
- 37 Mayflower Road Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $3,537,000 and features 7 beds, 8 baths, and has approximately 8,540 square feet of living space, and was originally constructed in 2009. The current price per square foot is $414. The average price per square foot for Single Family listings in Winchester is $539. The average listing price for Single Family in Winchester is $2,084,964. To schedule a showing of MLS#73475646 at 37 Mayflower Road in Winchester, MA, contact your Boardwalk Real Estate Corp. agent at 781-944-7820.
Similar Listings Nearby
CRP: Certified Relocation Professional CRS: Certified Residential Specialist GRI: Graduate of Realtors Institute CBR: Certified Buyers Representative BSBA: Bachelor of Science in Business Administration. Babson College 1979 MBA: Master of Business Administration. Babson College 2002 James M. Joly is President and Principal-Owner of Boardwalk Real Estate Corp.,…
More About JamesCourtesy of Compass. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information 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. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
37 Mayflower Road
Winchester, MA












































