Cottage Street Real Estate

Cottage Street Real Estate

Welcome to Cottage Street, a charming subdivision nestled in the picturesque town of Wellesley, Massachusetts. Known for its serene environment and tight-knit community, Cottage Street offers a delightful blend of suburban tranquility and urban convenience. This enchanting neighborhood is perfect for families, professionals, and retirees alike, making it a sought-after destination in Norfolk County.

As you stroll down Cottage Street, you’ll be greeted by beautifully landscaped homes that radiate warmth and character. The tree-lined streets and well-maintained sidewalks invite leisurely walks and bike rides, fostering a sense of community among residents. With its close proximity to top-rated schools, parks, and recreational facilities, Cottage Street is an ideal location for families looking to settle down in a nurturing environment.

Wellesley is renowned for its vibrant cultural scene, with an array of boutiques, cafes, and restaurants just a stone's throw away. The nearby Wellesley College and Babson College add to the town’s charm, providing a rich tapestry of educational and cultural opportunities. For nature enthusiasts, the Wellesley Town Forest and the picturesque Lake Waban offer beautiful trails and serene spots for relaxation.

Conveniently located just a short drive from Boston, Cottage Street provides easy access to the city’s bustling business district and vibrant nightlife, while still allowing residents to retreat to the peace of suburban living. Experience the best of both worlds at Cottage Street, where community spirit meets modern convenience. Discover your dream home in this idyllic neighborhood today!

Newest Listings in Cottage Street

$1,675,000
4 Beds 4 Baths 73562667 MLS
Opportunity knocks for home-owners and builders alike! Nestled in the heart of Wellesley’s coveted Historic District on prestigious Cottage Street, this picturesque 1870s New England Colonial offers a blend of timeless historic character with unmatched expansion opportunity in a highly sought-after location. The main home offers 4 beds, 3 baths, and an incredible canvas for a buyer ready to bring their personal touch, or execute a complete vision without paying for someone else’s cosmetic choices.Step outside to discover a secluded backyard retreat built for relaxation and entertaining. A fabulous deck overlooks the private, fenced-in yard, and a dedicated pool house completes the oasis with the 4th bath, providing ultimate convenience for guests and poolside gatherings.What truly sets this residence apart is the substantial planning already secured for the next owner: the property comes with an approved 2025 Historic District Commission (HDC) Certificate of Appropriateness for a stunning custom expansion designed by renowned Royer Architects, allowing you to bypass the lengthy municipal review process and move straight toward building equity.The location delivers ultra-easy lifestyle access to the best of Wellesley: you are just steps from the scenic Brook Path for morning walks and a pleasant stroll from Wellesley’s vibrant town center with boutique shopping, top-tier dining, and the commuter rail station. Situated in the highly sought-after, state-of-the-art HUNNEWELL Elementary School district.Whether you choose to move in, refresh the interiors, or build out the approved expansion, this home represents a rare chance in an unbeatable neighborhood.

29 Cottage Street, Wellesley

Listing courtesy of Listing Agent: Paula Carens from Listing Office: Paula Carens.

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