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.
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23 Shepard Ct # U23, Winchester MA 01890
Winchester, MA 01890
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 06/15/2026 | ↓ Price Reduced | $699,900 | $49,100 | - | From $749,000 to $699,900 (-6.6%) |
| 06/05/2026 | 🏠 Listed for Sale | $749,000 | - | - | Original listing |
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