23 Shepard Ct #U23

Taxes: $5,748 (2025)

About this home

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.

Property details

Sewer

Private

Style

Multi-Level, Other (See Remarks)

Water

City/Town Water

Cooling

Ductless Mini-Split System

Heating

Central Heat, Heat Pump

Type

Attached

Flooring

Wood

Road type

Cul-De-Sac

Appliances

Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer

Lot

Paved Drive, Level

Parking

1-10 Spaces, Paved Driveway

Basement

Partial, Unfinished Basement

Electric

220 Volts, Circuit Breakers, 100 Amps

Exterior

Porch, Deck, Patio, Storage Shed, Garden Area