58652 Overseas Highway, Marathon, FL

$3,650,000

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4

Beds

4

Baths

2,429

Square feet

37,026

Land Size

About 58652 Overseas Highway

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. 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 Café 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.

Features of 58652 Overseas Highway

MLS® # 619913
Price $3,650,000
Bedrooms 4
Bathrooms 4.00
Full Baths 4
Square Footage 2,429
Land Size 37,026
Year Built 1981
Type Residential
Sub-Type Single Family Residence
Status Active

Community Information

Address 58652 Overseas Highway
Area 19 - Crawl Key & Grassy Key
Subdivision Crains Sub (58.0)
City Marathon
County Monroe
State FL
Zip Code 33050

Amenities

Utilities FKAA, Municipal Sewer, Buyer to Verify, Propane, Cable Available
Parking Carport
View Ocean View, Open Water View
Is Waterfront Yes
Waterfront Oceanfront, Open Water
Has Pool Yes
Pool In Ground, Lap, Concrete, Decked

Interior

Interior Features Drapes/Blinds Incl, Security System, Smoke Alarms, Quartz Countertops
Appliances Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Disposal, Freezer, Wine Cooler, Stainless Steel Appliance(s)
Cooling Ceiling Fans(s)
Fireplace No
Has Basement No

Exterior

Exterior Features Built-in Grill, Fruit Tree(s), Rain Gutters, Hot Tub, Lighting, Outdoor Kitchen, Outdoor Shower, Privacy Wall/Fence, Sandy Beach, Sprinkler System, Storage, Water Display
Lot Description 1/4 - 1/2 Acre
Windows Impact Rstnce Window, Impact Rstnce Doors
Roof Metal Roof
Construction CBS

Additional Information

Date Listed May 15th, 2026
Days on Market 70
Zoning RM - Residential Medium
Short Sale No
RE / Bank Owned No

Listing Details

AgentAlly Kelley
OfficeOcean Sotheby's International

Listing Map

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