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Tennis legend John McEnroe has listed his iconic Southampton estate at 11 Squabble Lane for $14.5 million. The property, a freehold estate meaning the owner has full and permanent ownership of the property and land, offers deeded beach access, a private tennis court, and significant appreciation from its 1999 purchase price of $4.2 million. While a notable listing, its price does not rank among the top ten most expensive single-family homes in the 11968 ZIP code, based on current market data.
The estate spans over two acres and includes an eight-bedroom, seven-full-bathroom residence originally built for Standard Oil baron Henry Rogers. Key amenities cater to a luxury lifestyle, featuring a Har-Tru tennis court (a type of clay court known for its slower play and softer surface) and direct, deeded access to a private beach. The main house includes a master suite with two full bathrooms and a balcony, a living room with a vaulted ceiling, and dedicated spaces for formal and casual dining, a library, an office, and a sunroom. The property's grandeur is complemented by its proximity to other high-profile residents in the area.
At $14.5 million, the property's value has increased substantially since McEnroe's purchase over two decades ago. To understand this price point, it's helpful to consider price per acre, a common metric in luxury real estate.
| Metric | Details |
|---|---|
| List Price | $14,500,000 |
| Lot Size | 2+ Acres |
| Purchase Price (1999) | $4,200,000 |
| Appreciation | Significant long-term gain |
However, this listing price positions it below the ultra-luxury tier in one of Long Island's most exclusive enclaves. The Southampton market, particularly the 11968 ZIP code, includes properties listed for considerably higher amounts, indicating a strong demand for premier real estate.
Based on our experience assessment, luxury properties in Southampton with historical significance, unique features (like a professional-grade tennis court), and deeded beach access represent a specialized but potentially stable segment of the real estate market. Their value is often tied to land value, scarcity, and prestige. While past performance, like the appreciation seen here, does not guarantee future results, such assets are typically considered long-term holds rather than short-term flips. Potential buyers are often motivated by lifestyle and legacy as much as pure financial return.
A prospective buyer for this caliber of property should conduct thorough due diligence. This includes a professional home inspection to assess the condition of the historic structure and a review of all deed restrictions associated with the beach access. Consulting with a local expert on property tax obligations for high-value homes in Suffolk County is also essential for an accurate understanding of annual carrying costs. Financing a jumbo mortgage for a transaction of this size requires significant financial documentation and preparation.
In conclusion, the listing of John McEnroe's Southampton estate highlights key aspects of the high-end real estate market: historical value, unique amenities, and location-driven prestige. For a potential buyer, the key considerations are the property's long-term investment profile, the associated maintenance and tax costs, and the irreplaceable value of deeded beach access and privacy in a world-famous resort community.









