151 Oakland Street

Taxes: $38,412 (2026)

About this home

Exquisite renovation of this distinctive property blends historic architectural character with sophisticated luxury living. Set on picturesque grounds with beautiful views of gardens, patios, the historic barn, golf course, and skyline vistas, the home offers 6 bedrooms and 5 full baths. Gracious, light-filled interiors feature hardwood floors, fireplaces, architectural detail, and beautiful views throughout. The sunny kitchen opens to a family room with gas fireplace, wet bar, and french doors to patio while the adjoining breakfast room/sunroom opens to a deck with sunrise views. A spacious great room with beamed ceilings and fireplace provides exceptional entertaining space. A first-floor office with separate entrance and full bath offers potential for an in-law/nanny suite. A wood paneled library with built-ins and a well-appointed dining room round out the first floor. Upstairs are five bedrooms, a sitting room, and four renovated baths. The third floor features a game room. The expansive lower level includes a recreation room, exercise room, workshop, mudroom, storage, and access to the two-car garage. A historic barn with electricity and water adds character and offers potential for an ADU. Convenient to Wellesley Hills shops, restaurants, commuter rail, and major routes, this exceptional property combines privacy, character, style, and remarkable views.

Property details

Sewer

Private

Style

Single Wide

Water

City/Town Water

Cooling

Central Air

Heating

Forced Air, Hot Air Gravity

Type

Detached

Road type

Public

Master Bath

Yes

Garage

Attached, Garage Door Opener, Storage

Lot

Golf Course Frontage, Fenced/Enclosed, Scenic View(s)

Parking

1-10 Spaces, Improved Driveway, Paved Driveway

Basement

Finished, Interior Access, Garage Access

Exterior

Deck, Patio, Storage Shed, Barn/Stable, Professional Landscaping, Sprinkler System, Fenced Yard, Fruit Trees, Garden Area, Invisible Fence, Stone Wall