A Beautifully Designed Cape on a Professionally Maintained Private Acre

Set on a beautifully maintained lot across from the Wellesley Country Club and community gardens, 186 Oakland Street is a thoughtfully designed Cape-style home that offers the rare combination of first-floor living, generous spaces, and total seasonal privacy. The mature plantings and professionally landscaped grounds create a setting that feels like a private retreat — yet the conveniences of Wellesley are just moments away.

The custom-designed kitchen anchors the main level with an eat-in area, adjoining pantry, and remodeled finishes throughout. A fireplaced living room with a stunning bay window connects beautifully to a lovely dining room centered by custom built-in cabinets — ideal for entertaining at any scale. A first-floor den with extensive built-in cabinetry and a half bath provides a flexible space for work or relaxation, while the first-floor primary bedroom with full bath delivers the ease of single-level living. Step outside to the screened-in porch — a perfect spot to enjoy the yard in every season.

Upstairs, three additional bedrooms share a well-appointed full bath, with a dedicated home office and a large walk-in closet. A walk-in attic provides excellent additional storage. The lower level is spacious and finished, featuring a fireplaced family room with custom built-ins, a full bath, and a walkout to the backyard — adding meaningful living space well beyond what the main levels alone would suggest.

Ideally located across from the Wellesley Country Club, town gardens, Centennial Park, and Longfellow Pond, with easy access to commuting routes, Wellesley Square, and all the town has to offer.