Huge Price Drop – Best Value in the Winchester School District! Beautifully maintained townhouse-style condex offering 3 levels of living in a prime Winchester location. This sun-filled home features 3 bedrooms, 2 full baths, 2 half baths, and a flexible third-floor suite perfect as a primary bedroom, guest space, or home office. Recent updates include a 2019 high-efficiency gas boiler, 2019 tankless hot water system, 2023 mini-split cooling system, 2025 new roof, insulated windows, updated kitchen and baths, and hardwood floors throughout. Enjoy a private exclusive-use yard with deck, patio, mature landscaping, storage shed, and 2 off-street parking spaces. Low $100/month condo fee. Ideally located next to Elizabeth C. McDonald Field with tennis courts, sports fields, walking paths, and a new playground, and just minutes to Winchester Center. A rare opportunity and one of the most affordable ways to enjoy top-rated Winchester schools. Priced to sell, open to seasonable offers.
This home has been viewed 10 times
Last Checked: June 22nd, 2026 at 7:23am (Source: MLS PIN #73530954)
Air Conditioning
Waterview
Lead Paint Free
General Information for 23 Shepard Ct # U23, Winchester MA 01890
Listing ID73530954
Property TypeSingle Family / Attached
Price$699,000 ($506.52/SqFt)
StyleColonial
CityWinchester
CountyMiddlesex
Neighborhood(s)
Garage Parking0
ZoningRG
Year Built1890
Year Built SourcePublic Records
Year Built DetailsRenovated Since
Interior Features for 23 Shepard Ct # U23, Winchester MA 01890
Approximate Living Area Total1380
Living Area Includes BasementYes
Rooms9
Bedrooms3
Primary En Suite BathroomYes
BasementFull
Cooling1, Split
Fireplaces
AppliancesRange
FlooringTile
Electric220 Volts
Exterior Features for 23 Shepard Ct # U23, Winchester MA 01890
Approximate Lot Size (Acres)0.12
Approximate Lot Size (Square Feet)5227
Total Parking2
Garage Parking0
WaterPublic
SewerPublic Sewer
Lot FeaturesGentle Sloping
Parking Features1
Exterior FeaturesPorch
Foundation Materials
Construction Materials
Road Frontage Type
Patio & PorchCovered
Roof Material
Utility Connections110 Volts
Water ViewsNo
Water Views Features
Waterfront0
Waterfront Features
Pool Features
Horse Permitted0
Horse Amenities
Disclosures for 23 Shepard Ct # U23, Winchester MA 01890
Lead PaintNone
UFFI
Living Area Includes BasementYes
Living Area Disclosure
Building Area SourceOwner
Special Listing Conditions
ExclusionsSee Disclosures
Compensation Based On
Financial Information for 23 Shepard Ct # U23, Winchester MA 01890
Association Fee
Association Fee Frequency
Association Fee Includes
Real Estate Tax5748
Tax Year2025
Assessed Value$518,300
Location Information for 23 Shepard Ct # U23, Winchester MA 01890
Elementary SchoolLynch
Middle SchoolMccall
High SchoolWinchester High
Neighborhood(s)
Area AmenitiesWalk/jog Trails
Contact Information for 23 Shepard Ct # U23, Winchester MA 01890