14 Meadow Dr, Greenwich, CT 06831
$8,950,000 | Built 1909 | 9,483 Sq. Ft. | 10 Beds | 9 Baths | 3.2 Acres

Welcome to Breezemore Estate, an architectural jewel that embodies the grandeur of a bygone era while seamlessly embracing the finest in modern luxury. Built in 1909, this historic masterpiece offers nearly 10,000 square feet of living space, nestled on 3.2 private, park-like acres in the heart of Greenwich’s prestigious Rock Ridge Association—once the favored enclave of the Rockefeller family and other titans of industry.
Approached via a winding circular drive, the property greets visitors with an elegant porte-cochere, setting the tone for what lies beyond: a residence defined by timeless sophistication and impeccable craftsmanship. The estate’s stately exterior, with its classic stonework, grand dormers, and sweeping rooflines, hints at the architectural splendor within.
Step inside to be welcomed by an impressive foyer featuring a magnificent three-story staircase, a centerpiece that immediately reveals the home’s rich heritage. Here, the eye is drawn upwards to intricate wood paneling and gracefully carved balusters, details that speak to the artistry of early 20th-century construction. Throughout Breezemore, soaring ceilings and oversized windows fill each room with natural light, illuminating the stunning millwork, elaborate moldings, and original hardwood floors that have been lovingly maintained over the last century.

The formal living and dining rooms are equally impressive, offering the perfect setting for grand entertaining or intimate gatherings. Large, sun-drenched windows frame views of the manicured grounds, century-old trees, and expansive sky, creating a seamless connection between the refined interiors and the serene landscape beyond. Elegant fireplaces anchor each space, their ornate mantels and stone surrounds adding warmth and old-world charm.
The newly expanded chef’s kitchen is a triumph of modern design integrated with classic aesthetics. Outfitted with custom cabinetry, top-of-the-line appliances, and gleaming stone countertops, the kitchen offers both beauty and function for culinary enthusiasts and entertainers alike. The adjoining butler’s pantry and spacious mudroom enhance everyday convenience, providing ample storage and organization space while maintaining the estate’s refined character.

The ten bedrooms of Breezemore Estate provide private retreats imbued with tranquility and grace. Each room features its own unique architectural nuances—from paneled window alcoves to custom built-ins and intricate ceiling designs. The primary suite is a sanctuary of luxury, offering panoramic vistas of the lush grounds and towering trees. Its ensuite bathroom is a perfect blend of elegance and functionality, ready to be customized to the needs of the next steward.
Everywhere you turn, Breezemore Estate showcases its rich history through masterful craftsmanship: carved columns, coffered ceilings, leaded glass windows, and detailed wainscoting. Yet, the estate has also been meticulously updated for modern living. Recent renovations include a new 60KW generator, ensuring peace of mind year-round, and thoughtful system upgrades that preserve its architectural integrity while enhancing functionality.
Beyond the home itself, the grounds are a true haven, featuring wide lawns perfect for garden parties and outdoor entertaining, framed by mature trees that create an atmosphere of peace and seclusion. Whether hosting summer gatherings under the dappled shade of century-old oaks, enjoying quiet reflection in a garden nook, or planning future landscape enhancements, the possibilities are endless on this sprawling property.

Located within close walking distance to downtown Greenwich, Breezemore offers the rare opportunity to live in an estate setting without sacrificing the convenience of city proximity. Greenwich’s renowned shops, fine dining, top private schools, cultural institutions, and waterfront parks are just moments away, making this location as practical as it is prestigious.
For over a century, Breezemore has stood as a testament to timeless elegance, thoughtful design, and enduring craftsmanship. As the next chapter of its story begins, it awaits a discerning buyer who values historic authenticity and the elevated lifestyle only such a property can offer. Here is an estate that transcends trends—a place where every architectural detail whispers of its storied past while welcoming the comforts of the present.

Whether envisioned as a multi-generational family compound, an entertainer’s dream retreat, or a legacy property to be cherished for decades to come, Breezemore Estate is unmatched in character and presence. From its majestic staircase and grand public rooms to its tranquil bedrooms and lush lawns, this is a home that both inspires and grounds you in history.
If you have ever dreamed of owning a piece of New England’s historic grandeur, combined with the modern comforts required for today’s sophisticated living, Breezemore at 14 Meadow Drive is your opportunity. This is more than just a home; it is a legacy to be stewarded and celebrated, a reflection of Greenwich’s finest traditions, and a property that will continue to stand the test of time with grace and beauty.
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Ryan Hoffman • rhoffman@houlihanlawrence.com
Houlihan Lawrence
Photography Credit: Realty Plans