They don't build them like this anymore! Wraparound porch, two staircases, tons of custom millwork, and period details woven into every room. Originally built in 1900, this home was expertly renovated and seriously expanded in 2002. The new kitchen is a showstopper with a beautiful eat-in area flowing into a step-down family room. Then you find the yard. Big, open, and private in a way that feels like a secret this close to town. Formal dining room, sitting room, crafted woodwork throughout, office around the corner. Upstairs the primary suite delivers. Soaring ceilings, bespoke detailing, a bath that holds its own. Four more bright bedrooms, marble counters in every bathroom, laundry up here too. Third floor is a fantastic bonus space for play or work. Finished basement rec room has its own kitchenette, bath, serious storage, and another laundry setup. Great location for easy commutes AND enjoyment of natural spaces with the abutting aquaduct trail, Longfellow Pond and Centennial Park
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| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 06/29/2026 | 📋 Status: Active under contract | - | - | - | Active → Active Under Contract |
| 06/27/2026 | ⏳ Pending Sale | - | - | - | Offer accepted, sale pending |
| 06/24/2026 | 🏠 Listed for Sale | $2,270,000 | - | - | Original listing |
| Year | Taxes | Assessment |
|---|---|---|
| 2026 | $16,069 | $1,580,000 |
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Wellesley Hills
319 Oakland St, Wellesley MA 02481
Wellesley, MA 02481
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