29 Cottage Street

Taxes: $14,298.31 (2026)

About this home

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.

Property details

Sewer

Private

Style

Single Wide, Antique

Water

City/Town Water

Cooling

Window AC, 3 or More

Heating

Individual

Type

Detached

Flooring

Wood, Tile, Vinyl, Concrete

Road type

Public

Appliances

Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer, Water Treatment

Construction

Aluminum

Roof

Aluminum

Lot

Paved Drive, Fenced/Enclosed, Level

Parking

1-10 Spaces, Paved Driveway

Basement

Partial, Interior Access, Bulkhead, Concrete Floor, Slab, Unfinished Basement, Exterior Access

Electric

110 Volts, Circuit Breakers, Knob & Tube Wiring

Exterior

Porch, Deck, Pool - Inground, Cabana, Storage Shed, Sprinkler System, Fenced Yard

Interior

Cable Available, Sauna/Steam/Hot Tub