Nestled in the prestigious enclaves of Brookline, MA, three extraordinary estates await discerning buyers. Each offers luxurious, spacious living with high-end kitchens, multiple fireplaces, and elegant architectural styles like Colonial and Georgian Revival. Flooded with natural light and boasting high ceilings, these homes blend historic charm with modern amenities. From private, serene settings to prime locations near transit and schools, and even a historic treasure with sprawling gardens, these properties at 1014 Boylston St, 280 Warren St, and 333 Clark Rd redefine family-oriented luxury with unparalleled space and convenience.
280 Warren Street | $16,000,000


Victoria Whitney & Blake Whitney

Victoria Whitney & Blake Whitney
Rising above the vibrant heart of Brookline, this exceptional urban residence offers a serene mountain-like retreat with an elevated setting down a private road. The home captivates with grand, well-proportioned rooms, soaring high ceilings, and an abundance of natural light that streams through every corner. A fabulous kitchen, equipped with top-of-the-line appliances, features a spacious eat-in area with French doors opening to a charming back patio. Elegant spaces abound, from a sophisticated study and two dedicated home offices to distinct dining, sitting, and step-down living rooms—each warmed by its own fireplace. A detached brick six-car garage adds practicality to this remarkable property. Surrounded by a peaceful, beautiful environment, the location remains effortlessly close to the amenities of Brookline, Chestnut Hill, and the dynamic pulse of Boston, blending urban convenience with tranquil escape.
- Price:
- $16,000,000
- Size:
- 9,480 sq ft
- Contact:
- Victoria Whitney & Blake Whitney, The Whitney Group, 617.699.5015 , 857.225.2366
333 Clark Rd | $2,650,000


Cathy Sousa

Cathy Sousa
Positioned in the heart of one of North Brookline’s most desirable neighborhoods, 333 Clark Road embodies the timeless charm of a Colonial estate. A mere street away from the Green Line’s C and D branches, Runkle Elementary School, and Jean Waldstein Park, this location seamlessly blends convenience with a serene residential feel. Step inside to a sunlit sunroom that welcomes you warmly, leading into a generous living room anchored by a cozy fireplace. The home unfolds with a family room, a formal dining space, and a modern chef’s kitchen ideal for gatherings. Upstairs, the primary suite impresses with dual walk-in closets and a spa-like en suite bath featuring radiant floor heating. Additional bedrooms, a dedicated office, and flexible third-floor living spaces ensure room for everyone. A mudroom and multiple baths add practical elegance to this inviting retreat.
- Price:
- $2,650,000
- Size:
- 3,100 sq ft
- Contact:
- Cathy Sousa, RE/MAX, 401.474.8306
1014 Boylston St | $22


Deborah M. Gordon & Tracy Campion

Deborah M. Gordon & Tracy Campion
Perched atop an elevated expanse in the prestigious Chestnut Hill neighborhood, Paine Estate stands as a remarkable Georgian Revival masterpiece. This meticulously renovated property seamlessly blends timeless elegance with modern comforts, offering an ideal layout for both family living and sophisticated entertaining. A grand entry hall welcomes you into a world of refinement, leading to an elegant sunken living room with sweeping views of picturesque gardens. The fireplaced dining room, gourmet chef’s kitchen, cozy family room, wood-paneled library, and expansive great room create inviting spaces for every occasion. Seven bedrooms, including a luxurious primary suite with separate bathrooms, dressing rooms, and a private balcony, provide ample retreat. Set on over two acres of exquisitely landscaped grounds, the estate features an outdoor kitchen, dining area, formal parterre garden, and a serene plunge pool, embodying a lifestyle of unparalleled grace and tranquility.
- Price:
- $22,000,000
- Size:
- 13,343 sq ft
- Contact:
- Deborah M. Gordon & Tracy Campion, Coldwell Banker Realty, 617.974.0404 , 617.203.6174











