Cottage Street Homes for Sale

Welcome to Cottage Street, a hidden gem nestled in the heart of Wellesley, Massachusetts, within beautiful Norfolk County. This charming subdivision is known for its picturesque tree-lined streets and a warm, inviting community atmosphere that makes it a perfect place to call home. With its blend of classic New England architecture and modern conveniences, Cottage Street offers a unique charm that appeals to families, professionals, and retirees alike.

The homes for sale in this desirable neighborhood are truly a sight to behold. Each residence boasts distinctive features, from cozy cottages to spacious family homes, ensuring there’s something for everyone. Many properties showcase beautifully landscaped yards, perfect for outdoor gatherings or quiet evenings under the stars. Inside, you’ll find thoughtfully designed layouts that maximize space and comfort, with modern kitchens, updated bathrooms, and cozy living areas that invite relaxation.

Living in Cottage Street means enjoying the best of Wellesley’s amenities. Residents have access to top-rated schools, vibrant local shops, and delightful dining options—all just a stone's throw away. The area is also known for its lush parks and recreational facilities, providing ample opportunities for outdoor activities, from leisurely strolls to invigorating hikes.

If you're looking for a community that combines charm, convenience, and a sense of belonging, Cottage Street is the ideal choice. Explore the homes for sale today and discover the perfect place to create lasting memories in this enchanting Wellesley neighborhood. Your dream home awaits!

Newest Cottage Street Homes for Sale

$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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