Legendary Connecticut Estate with Celebrity History Listed for $9.9 Million

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Nestled on 17.6 private acres in the prestigious town of Farmington, Connecticut, the estate at 50 Poplar Hill Drive represents one of the most iconic residences ever offered in the Northeast. With its storied past, once home to both Mike Tyson and 50 Cent, and over $3 million in recent renovations, the property now arrives on the market for $9.9 million, ready to capture a new chapter in its remarkable history.

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A Storied Past with Celebrity Provenance

Built in 1985, 50 Poplar Hill Drive was originally commissioned as a statement of grand ambition, a sprawling 51,830-square-foot contemporary residence designed for a life of entertainment and privacy. Over the years, it has attracted a roster of high-profile owners. Heavyweight champion Mike Tyson once called the estate home, before rapper and entrepreneur 50 Cent purchased it in 2003 and famously turned the residence into a hub for recording, nightlife, and celebrity gatherings.

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50 Poplar Hill Drive Remarkable Connecticut Mansion with Celebrity Pedigree Now Asking 9.9 Million 4

After being sold in 2019 for $2.9 million, the current owners invested heavily to restore and enhance the property’s most notable features. Today, it offers a seamless blend of cultural legacy and modern refinement.

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50 Poplar Hill Drive Remarkable Connecticut Mansion with Celebrity Pedigree Now Asking 9.9 Million 6

“This is more than a home; it’s a landmark of American celebrity history, completely reimagined for modern luxury living,” listing agent Sherry Borgeson of Berkshire Hathaway HomeServices told Luxury Houses Magazine.

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50 Poplar Hill Drive Remarkable Connecticut Mansion with Celebrity Pedigree Now Asking 9.9 Million 8

SEE MORE: Timeless Beauty and Rich Heritage: Orchard Ridge Estate Offered at $4.995 Million

Extraordinary Amenities on a Grand Scale

The sheer scale of the estate is unmatched in Connecticut Real Estate. With 21 bedrooms and 40 bathrooms, seven kitchens, a grand foyer, library, offices, and an elevator, the property accommodates both intimate living and large-scale hosting. Highlights include an indoor pool and spa, a state-of-the-art fitness center, racquetball court, billiards room, casino room, and a private nightclub known as “Club TKO.”

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50 Poplar Hill Drive Remarkable Connecticut Mansion with Celebrity Pedigree Now Asking 9.9 Million 10

Beyond the interiors, the grounds are equally lavish. A resort-style pool with grotto and waterfall, a four-bedroom guesthouse, a pool house, tennis and basketball courts, and a pond with fountain create a complete resort environment within the estate.

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50 Poplar Hill Drive Remarkable Connecticut Mansion with Celebrity Pedigree Now Asking 9.9 Million 12

“The owners spared no expense in elevating this property to world-class status, from structural updates to lifestyle amenities,” Borgeson explained. “It’s designed for those who want privacy yet also the ability to entertain on a truly extraordinary scale.”

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50 Poplar Hill Drive Remarkable Connecticut Mansion with Celebrity Pedigree Now Asking 9.9 Million 14

SEE MORE: Exquisite Connecticut Residence Showcasing Artistry and Refined Living Listed for $5,295,000

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50 Poplar Hill Drive Remarkable Connecticut Mansion with Celebrity Pedigree Now Asking 9.9 Million 16

Location, Lifestyle, and Community

Situated just ten miles west of Hartford, Farmington Real Estate is prized for its balance of tranquility and accessibility. The estate offers convenient connections to Interstate 84 and regional airports, placing both New York City and Boston within easy reach. The community is known for its top-rated schools, medical facilities, and vibrant town center, which features fine dining, boutique shopping, and cultural attractions.

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50 Poplar Hill Drive Remarkable Connecticut Mansion with Celebrity Pedigree Now Asking 9.9 Million 18

The property’s location enhances its appeal as both a private retreat and a strategic investment in Connecticut Real Estate. Farmington’s history as one of the state’s oldest and wealthiest towns continues to draw discerning buyers seeking space, security, and exclusivity.

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50 Poplar Hill Drive Remarkable Connecticut Mansion with Celebrity Pedigree Now Asking 9.9 Million 23
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“The beauty of this location is that it feels secluded while still being connected to everything—from schools and hospitals to world-class dining in Hartford,” Borgeson shared with Luxury Houses. “For a global buyer, it strikes the perfect balance between retreat and accessibility.”

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SEE MORE: Architectural Elegance Meets Seclusion in This $16.5M French Estate in Connecticut

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A Rare Opportunity in Farmington Real Estate

The estate at 50 Poplar Hill Drive is more than a residence; it is a piece of cultural history transformed into a modern sanctuary. Its size, celebrity provenance, and extensive renovations make it a truly singular offering in today’s luxury market. At $9.9 million, it stands as one of the most impressive private estates available in the region, a legacy property ready to be claimed by a new steward.

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50 Poplar Hill Drive Remarkable Connecticut Mansion with Celebrity Pedigree Now Asking 9.9 Million 27

For those seeking a home that embodies both prestige and possibility, few addresses compare.

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View the full property listing on Zillow or connect with the listing agent through Berkshire Hathaway HomeServices New England Properties for private tours and inquiries.

* 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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