Step into timeless charm in this STUNNING, impeccably maintained Dutch Colonial Revival home, where historic character meets modern living! Thoughtfully updated with 4 bedrooms and 4 baths, including TWO ENSUITE RETREATS—one private and perfect as a 4th bedroom, au pair suite, studio, or office. Endless flexibility! The updated kitchen shines with abundant cabinetry, center island, granite countertops, gas range, and stainless-steel appliances. First-floor laundry! Soaring ceilings and sun-filled rooms with ALL DAY NATURAL LIGHT deliver effortless comfort. Original balusters and custom built-ins preserve the home’s classic soul. Outside, enjoy a FENCED YARD, lush, curated landscaping, and raised garden beds with rich soil. An aluminum one-car garage and off-street parking add ease. Set in a coveted Winchester location just 0.4 miles to the vibrant town center, farmers market, and train—this is a rare blend of space, charm, walkability, and convenience. Get ready to fall in love!
Current real estate data for Single Family in Winchester as of Mar 07, 2026
40
Single Family Listed
63
Avg DOM
533
Avg $ / SqFt
$2,187,713
Avg List Price
Property Details
Price:
$1,349,900
MLS #:
73480199
Status:
Active Under Contract
Beds:
4
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Feb 25, 2026
Finished Sq Ft:
2,590
Total Sq Ft:
2,590
Lot Size:
5,001 sqft / 0.11 acres (approx)
Year Built:
1900
Schools
Elementary School:
Muraco
Middle School:
Mccall Middle
High School:
Winchester High
Interior
Appliances
Gas Water Heater, Range, Dishwasher, Disposal, Trash Compactor, Microwave, Refrigerator, Washer, Dryer
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Window Unit(s), Dual
Fireplaces Total
1
Flooring
Tile, Hardwood, Flooring – Hardwood
Heating
Forced Air, Natural Gas
Laundry Features
Flooring – Stone/Ceramic Tile, Electric Dryer Hookup, Washer Hookup, First Floor
Exterior
Architectural Style
Colonial, Craftsman, Dutch Colonial, Colonial Revival
Community Features
Public Transportation, Shopping, Park, Walk/Jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station, Sidewalks
Construction Materials
Frame
Exterior Features
Porch, Patio, Rain Gutters, Professional Landscaping, Fenced Yard, Garden, Stone Wall
Parking Features
Detached, Garage Door Opener, Paved Drive, Off Street, Paved
Parking Spots
5
Roof
Shingle
Financial
Tax Year
2025
Taxes
$11,720
Map
Contact Us
Mortgage Calculator
Community
- Address259 Washington Street 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
- 259 Washington Street Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $1,349,900 and features 4 beds, 4 baths, and has approximately 2,590 square feet of living space, and was originally constructed in 1900. The current price per square foot is $521. The average price per square foot for Single Family listings in Winchester is $533. The average listing price for Single Family in Winchester is $2,187,713. To schedule a showing of MLS#73480199 at 259 Washington Street in Winchester, MA, contact your Boardwalk Real Estate Corp. agent at 781-944-7820.
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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 Classified Realty Group. 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.
259 Washington Street
Winchester, MA