Private Listings · Discretion Required
Damian maintains a private network of owners, investors, and operators across Key West and South Florida. Typical opportunities may include established businesses, private islands, historic estates, transient license portfolios, and redevelopment sites. All opportunities are subject to seller authorization and availability and are presented with discretion — inquire for current details.
BusinessKey West, Florida
$5M – $22M
A landmark Key West hospitality venue generating approximately $10 million in annual revenue. Established bar and restaurant operation with a loyal following, prime foot traffic, and turnkey staff in place — a rare turnkey acquisition for a hospitality operator or investor seeking immediate cash flow in one of Florida's most visited destinations.
DevelopmentSouth Florida
$10M – $25M
Multiple private island offerings along the South Florida coast, each presenting a distinct opportunity to develop a boutique hotel, marina, and luxury residential enclave. Site work, entitlement pathways, and marina feasibility vary by offering — ideal for a developer seeking a signature waterfront project with resort and hospitality components.
ResidentialOld Town, Key West
$3M – $8M
Iconic Key West residences within the historic Old Town district. Conch-style architecture, mature tropical landscaping, and walking distance to Duval and the harbor. A curated collection of private estates available off-market to qualified buyers seeking architectural character and island provenance.
GolfSouth Florida
$50M – $100M
An established private golf course on a prime South Florida tract — a perfect redevelopment opportunity for a luxury residential, resort, or mixed-use vision. Existing clubhouse, course infrastructure, and entitlements provide a foundation for a landmark redevelopment play at scale.
HospitalityOld Town, Key West, FL
$6M – $20M
A rare turnkey hospitality asset in the heart of Old Town — a licensed boutique hotel within walking distance of Duval, the Harbor, and Mallory Square. Existing transient licensing, established occupancy, and a loyal repeat guest base make this an immediate-income play with upside in room-rate optimization and experiential repositioning. Conch-house character with modernized systems throughout.
BusinessKey West, FL
$500K – $7M
A curated portfolio of transferable transient rental licenses — the most scarce and valuable permitting in the Key West market. With the city's license cap firmly closed, these entitlements cannot be replicated and represent permanent, monetizable rights to operate short-term lodging. Ideal for an operator seeking to layer transient income onto existing residential holdings or assemble a managed rental business with built-in regulatory moats.
ResidentialCasa Marina, Key West, FL
$1.5M – $4M
A meticulously maintained oceanfront condominium on Key West's Atlantic shore — a turnkey residence with panoramic water views, direct beach access, and resort-style amenities. Light-filled interiors, fully updated systems, and a private balcony positioned to capture the island's signature sunrises. An ideal lock-and-leave second home or income-producing rental with an existing transient license already in place. Offered quietly off-market to qualified buyers.
Descriptions are representative of opportunity types that may become available and do not constitute active listings. Availability depends on seller authorization and market conditions.