Built in 1853 and beautifully updated for today’s lifestyle, the Obadiah Woodbury Home offers a rare chance to own a piece of Gloucester’s history. Just steps to Stacey Boulevard, the Inner Harbor, restaurants, galleries, shops, beaches, and the MBTA, this stately in-town residence delivers coastal living with standout walkability. Inside are soaring ceilings, spacious rooms, classic moldings, and ornate fireplaces that honor its character, while a fully modernized kitchen adds everyday function. With a flexible layout and generous proportions, it’s ideal for multi-generation living. Recent upgrades include new roofing, full removal of knob-and-tube wiring, a state-of-the-art gas heating system with zones, and custom library shelving. The private yard is a rare in-town oasis—perfect for entertaining, gardening, or quiet relaxation. Whether as a primary residence or second home, this gracious historic gem captures the best of Gloucester.
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33 Middle St, Gloucester MA 01930
Gloucester, MA 01930
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 02/05/2026 | 📋 Status: Active under contract | - | - | - | Active → Active Under Contract |
| 01/25/2026 | ⏳ Pending Sale | - | - | - | Offer accepted, sale pending |
| 01/21/2026 | ↓ Price Reduced | $1,179,000 | $20,000 | - | From $1,199,000 to $1,179,000 (-1.7%) |
| 12/18/2025 | 👁️ Showing Instructions Updated | - | - | - | New showing requirements |
| 09/11/2025 | 🏠 Listed for Sale | $1,199,000 | - | - | Original listing |
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