There are homes that feel like milestones in a life well-lived — and then there are estates like this.

Tucked into Brookline’s prestigious Chestnut Hill neighborhood, the Paine Estate at 1014 Boylston Street is a Georgian Revival masterpiece originally built in 1890 and now painstakingly renovated for contemporary luxury. Spread across more than two acres, it’s a rare combination of historic stature and modern elegance.

Designed with entertaining in mind, the grand entry hall opens to a formal sunken living room that overlooks the home’s manicured gardens. A fireplaced dining room and richly paneled library speak to the home’s 19th-century pedigree, while the gourmet kitchen — fully outfitted for serious cooking — flows effortlessly into a sunlit family room.

The upper floors are equally compelling. Seven bedrooms include a stunning primary suite with two separate bathrooms, dual dressing rooms, and a private balcony — an ideal retreat at the end of the day. Large windows, elegant molding, and fine finishes run throughout, blending timeless architectural character with comfort and functionality.

But it’s the grounds that truly set the Paine Estate apart. More than two acres of professionally landscaped gardens surround the home, including a formal parterre garden, an outdoor kitchen and dining area, and a plunge pool tucked. Stone paths and cascading greenery invite quiet walks and terraces offer plenty of room for summer entertaining.

The Paine Estate has long stood as one of Chestnut Hill’s most significant private homes. The current owners undertook a multi-year, multimillion-dollar restoration, preserving period details while introducing contemporary systems and conveniences throughout.

Just minutes from the shops at Chestnut Hill, multiple MBTA lines, and the Longwood Medical Area, this estate offers the rare chance to own a piece of local history without sacrificing livability.

The sale of the estate, on the market for $22,000,000, is represented by Deborah Gordon of Coldwell Banker Realty and Tracy Campion of Campion & Company.