4 Oakland Cir, Winchester MA 01890
About this home
Welcome to 4 Oakland Circle, a spacious home tucked away on a desirable cul-de-sac in Winchester. Thoughtfully designed with oversized rooms and a versatile layout, this residence provides comfort and flexibility for a variety of lifestyles. The main level features expansive living and dining areas along with a 1st floor primary bedroom option that opens onto a private deck, plus a dedicated home office perfectly suited for remote work. Upstairs, the private primary bedroom offers a generous retreat, accompanied by a well-sized third bedroom. Large windows bring in abundant natural light, creating a warm and inviting atmosphere throughout. Step outside to enjoy the beautiful backyard, an ideal space for entertaining, gardening, or simply relaxing in a peaceful setting. With its generous floor plan, tranquil location, and close proximity to Winchester’s vibrant center, schools, this home presents an exceptional opportunity to enjoy both space and convenience.
Facts & Features
Property Overview
Interior Features
Exterior & Structure
Lot & Land
Parking & Garage
Utilities & Systems
Community & HOA
Financial & Tax Information
Additional Details
Location
Neighborhood
4 Oakland Cir, Winchester MA 01890
Winchester, MA 01890
Walkability
Schools
School information not available
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Property History
Market Insights
Property Timeline
Pending Sale
Sep 9, 2025Listed for Sale
Sep 5, 2025| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 09/09/2025 | ⏳ Pending Sale | - | - | - | Offer accepted, sale pending |
| 09/05/2025 | 🏠 Listed for Sale | $1,599,000 | - | - | Original listing |