22 Winslow Drive
Investment Snapshot
Location & Nearby
- A🏖️ South Orleans Beach0.46 mi
- B⛳ Cape Cod National Golf Club0.63 mi
- C⛳ Wequassett Resort and Golf Club1.29 mi
- D🍽️ Outer Bar & Grille1.32 mi
- E🍽️ LiBAYtion1.33 mi
- F⛳ The Captains Golf Course1.51 mi
- G🌲 Pleasant Bay Woodlands1.84 mi
- H⚓ Chatham Yacht Club1.87 mi
About this property
Overlooking a tranquil pond, 22 Winslow Drive offers a peaceful setting with a strong sense of privacy. Birds move easily through the surrounding landscape, and the quiet setting creates a calm and natural atmosphere. This gracious Cape Cod home has been cherished by four generations. Thoughtfully expanded over the years while preserving its warmth and character. Inside, more than 4,000 square feet of living space unfolds with a comfortable and natural flow. Hardwood floors, exposed beams, fireplaces, and generous gathering spaces create a welcoming environment for everyday living. A flexible fifth room within the home can be privately sectioned off and features its own exterior entrance, full bathroom, and kitchenette. The home has been carefully maintained and thoughtfully updated, including a generator for year-round living. Finished space above the carriage house provides additional options for work or hobbies. Located just moments from Pleasant Bay.


