A Grand Georgian Revival Architectural Treasure in Massachusetts Asking $19 Million
In the heart of one of Greater Boston’s most prestigious enclaves, the grand Paine Estate at 1014 Boylston St stands as a timeless symbol of architectural heritage and modern refinement. Listed for $19,000,000, this 13,343-square-foot residence represents one of the most distinguished offerings in the world of Brookline Real Estate, blending old-world grandeur with a level of luxury living that speaks to the expectations of today’s discerning buyers.

Originally built in 1929, the estate has undergone a series of comprehensive renovations that honor its Georgian Revival origins while integrating contemporary comforts. As one leading broker familiar with the home told Luxury Houses Magazine, “The restoration work here was done with such precision that you can feel the legacy of the property while still enjoying every modern amenity.”


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Architectural Grandeur Paired With Modern Comfort
The journey through 1014 Boylston St begins with a commanding entry hall that introduces the residence’s extraordinary scale. The formal sunken living room, bathed in natural light, overlooks manicured gardens, while the fireplaced dining room sets the tone for elegant entertaining. The chef’s kitchen has been redesigned to meet the needs of contemporary luxury buyers, seamlessly connected to a welcoming family room.


Beyond these principal spaces lies a richly paneled library, an expansive great room, and a thoughtful blend of formal and casual areas that flow effortlessly from one to the next. Upstairs, the primary suite reflects an elevated standard of privacy and indulgence, featuring dual bathrooms, dressing rooms, and a private balcony with garden views. Additional living spaces include an au-pair suite, mudroom, exercise and club room, and a temperature-controlled wine cellar.


Speaking to Luxury Houses Magazine, listing agent Tracy Campion noted, “Homes of this caliber rarely achieve the balance between architectural character and day-to-day livability as successfully as this one.” Her insight underscores the intricate work that went into preserving the estate’s heritage while making it fully adaptable to a modern lifestyle.


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A Storied Transaction History Reflecting Long-Term Value
Few estates in Massachusetts Real Estate carry a transactional history as compelling as 1014 Boylston St. Public records indicate that the home sold for $7,000,000 in 2013 before undergoing extensive renovations. Its current $19,000,000 offering represents not only its transformed condition but also the strength of the Chestnut Hill luxury market, where historic properties with acreage and privacy are increasingly rare.



Campion shared another perspective with Luxury Houses Magazine: “The trajectory of this estate reflects how truly exceptional properties appreciate over time. Buyers recognize that opportunities like this do not come around often.”



This long-term growth mirrors broader trends across top-tier Massachusetts Real Estate, where properties with architectural pedigree continue to lead the market.


SEE MORE: Frank Lloyd Wright-Inspired Masterpiece by Thomas Catalano in Massachusetts Listed for $29 Million


A Lifestyle Defined by Prestige, Nature, and Connectivity
The location of 1014 Boylston St within Chestnut Hill elevates its desirability even further. Residents enjoy proximity to world-renowned educational institutions, natural green spaces, luxury shopping, fine dining, and the cultural richness of nearby Boston. The neighborhood’s leafy avenues, historic estates, and architectural continuity place it firmly at the pinnacle of Brookline Real Estate, attracting global buyers seeking privacy without isolation.

Convenient access to Route 9, Beacon Street, Commonwealth Avenue, and MBTA Green Line transportation ensures smooth connectivity to downtown Boston and surrounding tech and business corridors. Families appreciate the area’s highly rated schools, while professionals value its seamless blend of tranquility and accessibility.


As Campion summarized in her final remarks to Luxury Houses Magazine, “There is a sense of permanence in Chestnut Hill—heritage, stability, and elegance—that makes living here both inspiring and deeply comforting.”
The property can be explored further on Zillow or through the listing agent at Campion & Company.
* This property might not for sale at the moment you read this post; please check property status at the above Zillow or Agent website links*
More Homes in Massachusetts here:
- A Grand Georgian Revival Architectural Treasure in Massachusetts Asking $19 Million
- Magnificent 71-Acre Tudor Estate atop Tom Ball Mountain Redefines Mountain Luxury at $13.5 Million
- Inside the Exquisite $10.195 Million Massachusetts Home Redefining Coastal Luxury Living
- Sand Castle in Massachusetts Embodies Coastal Elegance and Modern Living for $16.5 Million



