Iconic Converse Lake Waterfront Estate in Conyers Farm Association Asking $24.995M
Set within the prestigious Conyers Farm Association, 65 Upper Cross Rd in Greenwich, Connecticut, is a property that commands attention in the world of luxury real estate. Listed at $24,995,000, this waterfront estate occupies 21.9 acres on the private Converse Lake and offers nearly 20,000 square feet of interiors designed for both grandeur and comfort. Originally built in 1997 and fully renovated in 2023 by renowned firm Shope Reno Wharton, the residence merges timeless Shingle Style architecture with modern sophistication.
“This home represents the very essence of Greenwich Real Estate—exclusive, private, and perfectly appointed for a modern lifestyle,” listing agent Leslie McElwreath of Sotheby’s International Realty told Luxury Houses Magazine.
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A Compound Designed for Generational Living
The estate includes not only the main residence but also a two-bedroom guest house with a full kitchen, making it ideal for multigenerational living or hosting extended guests. Inside, the main home unfolds across three levels of light-filled spaces, with floor-to-ceiling windows capturing panoramic views of Converse Lake. Among the standout amenities are seven fireplaces, an indoor pool, sauna, outdoor spa, floating dock, and a tennis court. An elevator connects all three floors, underscoring the seamless balance of luxury and accessibility.
“The interiors were redesigned to maximize natural light and water views,” McElwreath noted in her conversation with Luxury Houses. “Every detail—from the kitchen island to the terraces—was carefully considered to create both intimacy and openness.”
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A Rich Transaction History
The pedigree of 65 Upper Cross Rd is reflected in its storied transaction history. The estate last sold in 2018 for $10.5 million, after trading hands in 2011 for $16 million. Over the years, it has returned to the market at its current asking price of $24.99 million, aligning with the surging demand for premier Connecticut Real Estate. The 2023 renovation breathed new life into the property, making it a turnkey opportunity for discerning buyers who want an estate that combines heritage with modern finishes.
“This property is truly a once-in-a-generation offering,” McElwreath shared with Luxury Houses Magazine. “Its combination of history, design, and location simply cannot be replicated.”
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Privacy with Access to Manhattan
Although secluded behind the security gates of Conyers Farm, the estate is remarkably well connected. Downtown Greenwich, with its upscale boutiques, fine dining, and cultural offerings, is only a short drive away. The property is also less than an hour from Manhattan, making it a rare retreat that balances privacy with proximity to the city.
Residents of Conyers Farm enjoy miles of bridle trails, private security, and access to one of Greenwich’s most coveted communities. Gourmet markets, country clubs, and award-winning schools further enhance the appeal for families considering Connecticut Real Estate at the highest level.
The Lifestyle of a True Estate
Life at 65 Upper Cross Rd means mornings on the floating dock, afternoons on the tennis court, and evenings gathered by the fireplace with lake views as the backdrop. With approved plans in place for an additional outdoor pool and pool house, the estate presents opportunities to expand its already extraordinary lifestyle offerings.
As McElwreath emphasized, “The home is not just about its size or its amenities. It’s about creating a sanctuary—one that embodies both elegance and livability for the next chapter of its story.”
For more details and to schedule a private tour, the full listing for 65 Upper Cross Rd can be found on Zillow or directly through Sotheby’s International Realty
* 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*
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