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Current MLS Property Details

58652 Overseas Highway, Marathon, FL 33050

Marathon, FL, 33050
58652 Overseas Highway, Marathon, FL 33050

About This Property

Enter the bougainvillea-lined gates of Casa Feliz, a private oceanfront retreat on Grassy Key with expansive water views, white sand beach, and a true resort-style experience in the Florida Keys. An exceptional investment opportunity, Casa Feliz is a strong producing vacation rental with rental history and future bookings already in place. Set on over 24,000 square feet of lush grounds with mature landscaping, fruit trees, fresh herbs, and .29 acres of bay bottom, this exceptional estate is designed for both relaxation and entertaining. An observation pier invites kayaking, paddleboarding, fishing, and endless enjoyment of marine life, while the unique orientation captures both breathtaking sunrise and sunset views over the water, a rare and coveted feature in the Keys. Outdoor living is elevated with a resort-style saltwater pool featuring cascading waterfalls, spillover spa, and fully equipped poolside cabana complete with wet bar, refrigerator, ice maker, and cooking area. A fire table and beachside fire pit create the ultimate setting for entertaining or unwinding beneath the stars. Completely renovated down to the studs in 2022, the three-story residence was thoughtfully redesigned to maximize sweeping ocean views from nearly every room. Offering four custom bedroom suites, each with private en-suite bath, the home comfortably accommodates guests in luxury.

Property Details

Property Type Single Family Residence
Subdivision Crains Sub
Development Crains Sub
County Monroe
Waterfront Yes
Private Pool Yes
Original List Price $3,650,000
MLS ID A12056681
Updated Aug 24, 2026
Quick Payment Estimate

What might this home cost each month?

Starting rate: 6.66% 30 year fixed national average · updated Aug. 27, 2026
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Estimated principal & interest $0/mo
P&I + HOA / condo $0/mo
Taxes, insurance, flood coverage and PMI are not included here. Rate is editable and is not a lender quote.
Listing Office: Ocean Sotheby's International • 305-735-4095
Listing Agent: Jo Ann Cook • 305-360-7968
MLS ID: A12056681
Property information is displayed from the site's BeachesMLS IDX data feed. Information is subject to change and should be independently verified.
Wiley Lulfs
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