A stately estate with roots tracing back to the aftermath of the American Revolution is now up for grabs in one of Greater Boston’s most prestigious neighborhoods.
Known as the Paine Estate, this grand Georgian Revival property in Brookline’s Chestnut Hill is asking $22 million — and it’s bringing a whole lot of history (and luxury) to the table.
Built in the early 20th century and meticulously restored over the past decade, the 13,343-square-foot home has undergone multimillion-dollar updates to maintain its architectural pedigree while slipping in plenty of modern comforts. The result is a rare hybrid: a house with the gravitas of a bygone era and the amenities of a modern-day resort.
Set on over two acres of manicured grounds, the estate features a formal parterre garden, a plunge pool, and an outdoor kitchen — just the start of what this seven-bedroom home offers. And with interiors designed for both lavish entertaining and everyday family life, the property hits a sweet spot few historic homes manage to reach.
Listing details and standout features
Currently listed for $22 million, the Paine Estate is represented by two of the region’s top agents: Deborah Gordon of Coldwell Banker Realty and Tracy Campion of Campion & Company.
The single-family residence includes seven bedrooms, eight full baths, and three half baths across 13,343 square feet. It sits on 2.11 acres and comes with a three-car garage, a wine cellar, an au pair suite, and a full exercise and club room.
A formal introduction — literally
The home makes an impression from the moment you step inside, with a grand entry hall. From there, visitors are drawn into a formal sunken living room that overlooks the garden, balancing old-world refinement with natural light and comfort.
Wood-paneled library and fireplaced dining
Two of the more classic entertaining spaces include a fireplaced dining room and a richly wood-paneled library. The library leans into traditional elegance with built-ins and refined finishes, while the dining room adds a layer of formality perfect for hosting holidays or milestone celebrations.
Chef-worthy kitchen with family room flow
The heart of the home is a gourmet kitchen outfitted for serious cooking and daily life alike. It connects seamlessly to a spacious family room — ideal for everything from weeknight dinners to weekend brunches. High-end appliances and generous counter space make the kitchen as functional as it is beautiful.
A great room that lives up to the name
With soaring ceilings and enough space to host a sizable gathering, the great room stands out as one of the home’s most flexible and dramatic spaces. Whether used for parties, family hangouts, or simply stretching out, it’s the kind of room few homes can offer.
A luxurious primary with dual bathrooms
The primary bedroom suite offers a full-on private retreat. Think dual bathrooms, a dressing room, and a private balcony that gives you a front-row seat to the surrounding gardens. The layout is built for both privacy and indulgence.
Club-level amenities: Wine cellar, gym, and more
Head downstairs and you’ll find a club-style lower level, complete with a wine cellar, gym, and lounge area. There’s even a designated au pair suite for added flexibility. This is the part of the house that brings modern convenience to the historic setting without compromising character.
Outdoor perks: Parterre garden and 2.11 acres of lush surroundings
The home’s 2.11-acre lot is more than just a backdrop — it’s a destination in its own right. Formal gardens give the grounds a refined presence, while an outdoor kitchen and plunge pool add serious function. From cocktail parties to summer BBQs, this yard is built to handle it all.
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