58652 Overseas Highway, Marathon, FL 33050

$3,495,000 — Active

Property Features

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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.

▼ Price Reduced — originally listed at $3,650,000

Property Details

  • Listing ID: A12056681
  • Status: Active
  • Listing Date: 2026-07-21
  • Property Type: Single Family Residence
  • Subdivision: Crains Sub
  • County: Monroe
  • MLS Area: 5940 - Other Florida County
  • Bedrooms: 4
  • Full Bathrooms: 4
  • Living Area Sq Ft: 2,429
  • Year Built: 1981

Financial

  • List Price: $3,495,000
  • Original List Price: $3,650,000
  • HOA Fee: None
  • Taxes: $14,033/yr

Features & Amenities

  • View: Direct Ocean, Ocean, Beach
  • Furnished: Furnished
  • Pets Allowed: Yes
  • Parking: Attached Carport, Covered, Driveway, Paver Block, Carport
  • Cooling: Ceiling Fan(s)
  • Heating: Central
  • Flooring: Tile, Wood
  • Construction: Block, CBS
  • Roof: Metal
  • Interior Features: Kitchen Island, Pantry, Walk-In Closet(s)
  • Exterior Features: Barbecue, Lighting, Outdoor Shower, Balcony

Courtesy of Ocean Sotheby's International
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RAPB

© 2026 Starfish Real Estate. Listings updated Nov 9, 2026 5:00 am. Listing data is derived from the Broker Reciprocity Program of the Realtor Association of Indian River County (RAIRC) and BeachsMLS. Properties listed by brokers other than Starfish Real Estate are identified with the applicable MLS logo and include the listing broker's name. Not all properties available through either MLS may be displayed. All MLS data is the copyrighted property of the respective MLS and its participants. Data is deemed reliable but is not guaranteed accurate and should be independently verified prior to entering into any transaction.