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About This Home
This 4-bedroom, 4-bathroom single family at 58652 Overseas Highway in Marathon, FL is listed for $3,995,000 ($1,645 per sqft). Built in 1981, the home offers 2,429 sqft of living space on a 0.85 acres lot.
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. A 148-foot observation dock 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.
The top-floor penthouse suite features a private balcony, 180-degree ocean views, custom 96-inch circular bed, and kitchenette with coffee station. Expansive accordion impact glass doors seamlessly blend indoor and outdoor living throughout. The gourmet kitchen showcases Cafe appliances, induction cooktop, quartz countertops, mosaic tile backsplash, wine cooler, glass shelving, and multiple dining areas ideal for hosting.
Additional highlights include a movie theater, library loft, Control4 smart technology, custom millwork, local artist mural, and more. Discover why Grassy Key is the place to be.
Key Features
- Built in 1981
- 0.85 acre lot
- Private pool
- Waterfront
Property Details
Amenities
Monthly Cost Estimate
$21,366/mo
20% down · 6.5% · 30 years
Estimates only. Actual payments may vary.
Location
58652 Overseas Highway
Marathon, FL 33050
Crains Sub (58.0)
Features & Amenities
Interior Features
Exterior Features
Property Details
Flooring
Construction
Views
Pool Features
Appliances
Questions & Answers
This 4-bedroom, 4-bathroom single family at 58652 Overseas Highway is listed at $3,995,000 ($1,645/sqft). The estimated monthly payment is $17,312 based on 20% down at 6.5% interest.
Key features include: Built in 1981, 0.85 acre lot, Private pool, Waterfront. Interior Features: Security System, Quartz Countertops. Exterior Features: Built-in Grill, Fruit Tree(s), Rain Gutters.
This property is listed by Ally Kelley and can be reached at 7274590493 or akelley@oceansir.com.







