Located in the Dana Hall neighborhood of Wellesley, this expansive 5-bedroom, 4-bath home offers a highly desirable and flexible layout, complemented by a detached guest suite, ideal for extended family, an au pair, or visiting guests. The beautifully updated kitchen features ample storage, quality finishes, and seamless flow to sun-filled living spaces, creating an inviting setting for everyday living and casual gatherings. Generously sized bedrooms and a clean, well-lit basement round out the interior. A sparkling pool anchors warm-weather entertaining, while the expansive deck overlooking the large, flat, fenced-in yard provides generous space for grilling, dining, lounging, and hosting. Mature landscaping enhances privacy and curb appeal, and the location offers close proximity to top-rated schools, shops, commuter routes, and recreation. 29 Cottage Street delivers the complete package—flexible living, beautiful indoor-outdoor spaces, and a layout that supports every stage of life.