Welcome to 26 Mayflower Road, located in one of Winchester's sought-after neighborhoods alongside Winchester Country Club. From the beautifully landscaped grounds to the updated front door, garage doors, and recently redone front steps, this home offers wonderful curb appeal from the moment you arrive. Inside, the main level is warm, inviting, and filled with natural light, featuring a comfortable living room with wood-burning fireplace, an open kitchen and dining area, and a sun-filled family room that opens directly to a private brick patio. Whether you're enjoying your morning coffee, grilling, gathering with friends, or simply relaxing at the end of the day, the indoor-outdoor flow makes this home especially easy to enjoy. The spacious primary suite offers double closets and a beautiful bath with double vanity sinks, soaking tub, and tiled walk-in shower. An attached guest/in-law suite with its own private entrance, full bath, and kitchenette provides exceptional flexibility for guests, extended family, an au pair, or a private work-from-home space. The finished lower level adds even more room to spread out, with two additional living spaces and a full bathroom-perfect for a teen suite, home office, gym, playroom, or media space. Outside, beautiful landscaping, irrigation, and the expansive brick patio create a private setting for entertaining or simply enjoying the outdoors. Ideally located near commuter routes, the MBTA Commuter Rail, shopping, restaurants, schools, and downtown Winchester, this is a home that offers the space and flexibility to fit the way you live, all in a location that makes getting where you need to go easy.
| MLS # | 73584117 |
|---|---|
| Listing Type | For Sale |
| Style | House |
| Sub-Type | Resale |
| Status | Pending |
| Year | 1962 |
| Days On Site | 23 |
| Listing Provided By | The Simply Sold Realty Co. | Nicole M. Condon |
| Bed(s) | 5 |
|---|---|
| Bath(s) | 4 Total |
| SQ Feet | 3,371 |
| Garage | 2 |
| Basement | Y |
| Zoning | RDA |
| Acreage | 0.38 |
| Golf Course | Yes |
| Rooms Total | 11 |
|---|---|
| Cooling Yes / No | Yes |
| Cooling | Central Air |
| Heating Yes / No | Yes |
| Heating | Baseboard, Oil, Ductless |
| Interior Features | Bathroom - Full, Closet, Recessed Lighting, Accessory Apt., Den, Home Office, Walk-up Attic |
| Appliances | Oven, Dishwasher, Microwave, Range, Refrigerator, Washer, Dryer |
| Fireplace Features | Living Room |
| Fireplaces Total | 2 |
| Fireplace Yes / No | Yes |
| Flooring | Tile, Laminate, Hardwood, Flooring - Hardwood |
| Exterior Features | Patio, Rain Gutters, Storage, Sprinkler System |
|---|---|
| Roof | Shingle |
| Construction Materials | Frame |
| Foundation Details | Concrete Perimeter |
| Garage Yes / No | Yes |
|---|---|
| Attached Garage Yes / No | Yes |
| Parking Features | Attached, Paved Drive, Off Street, Paved |
| Open Parking Yes / No | Yes |
| Utilities | for Electric Range, for Electric Oven, for Electric Dryer, Washer Hookup |
|---|---|
| Sewer | Public Sewer |
| Electric | 200+ Amp Service |
| Tax Annual Amount | 20383 |
|---|---|
| Tax Assessed Value | 1839600 |
| Tax Year | 2026 |
| Community Features | Park, Walk/Jog Trails, Golf, Conservation Area, Highway Access, House of Worship, Public School |
|---|---|
| Senior Community Yes / No | No |
| State | MA |
|---|---|
| County | Middlesex |
| City | Winchester |
| Zip Code | 01890 |
| Area | Middlesex |
| School District | Winchester High |
| Elementary School | Vinson Owen |
| High School | Winchester High |
| Listing VS Median (in 01890) | |
Price: $1,950,000 low | high Med: $1,000,000 sqft: 3,371 low | high Med: 1,908 $ / sqft: $578 low | high Med: $524 On site: 23 low | high Med: 29 | |
| State | MA |
|---|---|
| County | Middlesex |
| City | Winchester |
| Zip Code | 01890 |
| Area | Middlesex |
| School District | Winchester High |
| Elementary School | Vinson Owen |
| High School | Winchester High |
| Listing VS Median (in 01890) | |
Price: $1,950,000 low | high Med: $1,000,000 sqft: 3,371 low | high Med: 1,908 $ / sqft: $578 low | high Med: $524 On site: 23 low | high Med: 29 | |
![]() | $1,899,00085 High StWinchester, MA 01890 |
![]() | $1,750,0001 Overlook WayWinchester, MA 01890 |