65 High Street Winchester MA 01890 MLS #73485189

65 High Street
Winchester, MA, 01890
$1,499,999
6 Beds
3 Baths
2,658 SqFt
0.23 Acres
$1,499,999
65 High Street
Winchester, MA, 01890
Open House Mar 15, 2026
11:00 – 01:00
Fantastic! The best value in Winchester in a desired neighborhood. The sunny first floor flows nicely from room to room, with hardwood floors in the living areas and a hallway leading to the 3 original bedrooms. Ideal for an office, guests, or visiting in-laws. A screen porch and patio off the dining room ideal for al fresco dining. The generous second-floor renovation features a full bath with double sinks, an exclusive-use laundry room, and 3 bedrooms, each with 3 windows for generous natural light. The backyard is private and level for grilling, gardening, and entertaining. The huge 1,165 sq ft basement is your creative space for a playroom, gym, and media room. Great school system (Ambros), and downtown convenience for commuter rail, shops, and restaurants. An amazingly beautiful backyard that’s perfect for outdoor recreation. The seller will gift a pool and a ping-pong table to the new buyer in the playroom.

Property Details

Price:
$1,499,999
MLS #:
73485189
Status:
Active
Beds:
6
Baths:
3
Address:
65 High Street
Type:
Single Family
Subtype:
Single Family Residence
City:
Winchester
Listed Date:
Mar 11, 2026
State:
MA
Finished Sq Ft:
2,658
Total Sq Ft:
2,658
ZIP:
01890
Lot Size:
10,001 sqft / 0.23 acres (approx)
Year Built:
1949

Schools

Elementary School:
Ambros
Middle School:
Mccall
High School:
Winchester

Interior

Appliances
Water Heater, Dishwasher, Disposal, Refrigerator, Washer, Dryer
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Fireplaces Total
1
Flooring
Tile, Carpet, Hardwood, Flooring – Wall to Wall Carpet
Heating
Baseboard, Oil
Laundry Features
Second Floor, Electric Dryer Hookup

Exterior

Architectural Style
Colonial
Community Features
Public Transportation, Shopping, Walk/ Jog Trails, Medical Facility, Highway Access, House of Worship, Public School, T- Station, Other
Construction Materials
Frame
Exterior Features
Porch – Enclosed, Porch – Screened, Storage
Parking Features
Attached, Paved Drive, Off Street
Parking Spots
5
Roof
Shingle

Financial

Tax Year
2025
Taxes
$13,499
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Marie Andrews

Marie Andrews

Realtor®, Broker/Owner, GBREB, Notary Public

Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…

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