58652 Overseas Highway, Marathon, FL

$3,495,000

Previous Next

4

Beds

4

Baths

2,429

Square feet

0.85

Acres

About 58652 Overseas Highway

Enter the bougainvillea-lined gates of Casa Feliz, a private oceanfront retreat on Grassy Key offering expansive water views, a white sand beach, and resort-style living. A strong-producing vacation rental with established history and future bookings in place, this exceptional estate presents an attractive investment opportunity. Set on more than 24,000 square feet of lush grounds with mature landscaping, fruit trees, fresh herbs, and .29 acres of bay bottom, Casa Feliz is designed for relaxation and entertaining. An observation pier provides access for kayaking, paddleboarding, fishing, and enjoying abundant marine life. Dockage is available nearby at Duck Key Marina or Grassy Key Marina, if desired. The property's unique orientation captures both sunrise and sunset views, a rare feature in the Keys. Outdoor amenities include a saltwater pool with cascading waterfalls, spillover spa, and a fully equipped poolside cabana featuring a wet bar, refrigerator, ice maker, and cooking area. A fire table and beachside fire pit offer inviting spaces to gather beneath the stars. Completely renovated down to the studs in 2022, the three-story residence was redesigned to maximize ocean views throughout. Four custom bedroom suites, each with a private en-suite bath, comfortably accommodate guests. The top-floor penthouse suite features a private balcony, 180-degree ocean views, custom 96-inch circular bed, and kitchenette with coffee station. Accordion impact-glass doors create a seamless connection between indoor and outdoor living. The gourmet kitchen features Café appliances, an induction cooktop, quartz countertops, mosaic tile backsplash, wine cooler, glass shelving, and multiple dining areas. Additional highlights include a movie theater, library loft, Control4 smart technology, custom millwork, and a mural by a local artist. Come discover why Grassy Key is the place to be.

Features of 58652 Overseas Highway

MLS® # 619913
Price $3,495,000
Bedrooms 4
Bathrooms 4.00
Full Baths 4
Square Footage 2,429
Acres 0.85
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 99
Zoning RM - Residential Medium
Short Sale No
RE / Bank Owned No

Listing Details

AgentAlly Kelley
OfficeOcean Sotheby's International

Listing Map

Request a Showing

Provide a valid email address.
When would you like to view this property?