Tucked away on a private cul-de-sac in one of Winchester’s most desirable neighborhoods, this adorable 4-bedroom, 1.5-bath single-family cape style home with full rear dormer offers a rare opportunity to renovate, expand, and build equity in a prime location. Set in the brand new **Lynch School District**, this property is ideal for homeowners, investors, or builders looking to customize and add value. The home features a traditional floor plan with sun-filled rooms, hardwood floors with great outdoor space on a generously sized lot. It is the perfect canvas to customize and add your personal touch! Large bedrooms, bright sunny rooms, large newer windows, gleaming hardwood floors and so much curb appeal. Located just minutes from Winchester Center, the commuter rail, schools, and major routes. Don’t miss your chance to own in a top-tier neighborhood with strong potential to build equity. Bring your vision and make 9 Sylvester Court your own!
Current real estate data for Single Family in Winchester as of Nov 17, 2025
63
Single Family Listed
67
Avg DOM
554
Avg $ / SqFt
$2,056,473
Avg List Price
Property Details
Price:
$999,999
MLS #:
73444775
Status:
Pending
Beds:
4
Baths:
1.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
Middlesex neighborhood
Listed Date:
Oct 16, 2025
Finished Sq Ft:
2,001
Total Sq Ft:
2,001
Lot Size:
7,632 sqft / 0.18 acres (approx)
Year Built:
1963
Schools
Elementary School:
Lynch
Middle School:
Mccall
High School:
Whs
Interior
Appliances
Dishwasher, Refrigerator, Freezer, Washer, Dryer
Bathrooms
1 Full Bathroom, 1 Half Bathroom
Cooling
None
Fireplaces Total
2
Flooring
Hardwood
Heating
Baseboard, Oil
Laundry Features
In Basement
Exterior
Architectural Style
Cape
Community Features
Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Highway Access, House of Worship
Construction Materials
Frame
Exterior Features
Fenced Yard
Parking Features
Attached, Paved Drive, Off Street
Parking Spots
2
Roof
Shingle
Financial
Tax Year
2025
Taxes
$9,603
Map
Contact Us
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Community
- Address9 Sylvester Court Winchester MA
- SubdivisionMiddlesex neighborhood
- 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
- Located in the Middlesex neighborhood subdivision, 9 Sylvester Court Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $999,999 and features 4 beds, 2 baths, and has approximately 2,001 square feet of living space, and was originally constructed in 1963. The current price per square foot is $500. The average price per square foot for Single Family listings in Winchester is $554. The average listing price for Single Family in Winchester is $2,056,473. To schedule a showing of MLS#73444775 at 9 Sylvester Court 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 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.
9 Sylvester Court
Winchester, MA