23 Shepard Ct # U23, Winchester MA 01890

Winchester, MA 01890

$700K

3 BD · 4 BA · 1,380 sf · Built 1890

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The residence

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.

At a glance

Property type: Condex
Status: Active
Year built: 1890
Living area: 1,380 sf
MLS#: 543bd160ac458167a0f815c7b84e8ae4
Beds · Baths: 3 · 4

Location

Winchester, MA.

Winchester, Massachusetts, is a market our advisors follow closely — its streets, housing stock and setting each shape what a residence here is worth and how it lives day to day. We are glad to walk you through the locale in detail, and how this particular address sits within it.

Estimated Monthly Payment+

$3K/mo

Approximate · principal & interest only

Down payment · 25%Interest rate · 6.75%Term · 30 years

Display Currency

$700K

Indicative conversion — settlement always in USD.

Private Showing

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Listing courtesy of Fairview Partners International LLC · MLSPIN

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Listings updated Oct 6, 2026

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