58652 Overseas Highway, Marathon, FL 33050

$3,995,000
Property Type: Residential Bedrooms: 4 Baths: 4 Square Footage: 2,429 Lot Size (sq. ft.): 24,394 Status: Active
Current Price: $3,995,000 List Date: 5/15/2026 Last Modified: 6/11/2026

Description

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 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.

More Information MLS# 619913

Contract Information

Current Price: $3,995,000 Listing Date: 2026-05-15 Listing Board: Marathon/Lower Keys List Price: $3,995,000 As is Rght to Inspct: Yes Species List: Yes

Location Tax Legal

Street #: 58652 Street Name: Overseas Street Suffix: Highway Key/Island: Marathon State/Province: FL Zip Code: 33050 County: Monroe Subdivision: Crains Sub (58.0) Area: 19 - Crawl Key & Grassy Key

General Property Description

Realtor.COM Type: Residential - Single Family Style: Single Family Waterfront: Yes Control Depth: 1 Pool: Yes Year Built: 1981 Lot Size: 60 X 410 Lot SqFt: 24394 Lot Sqft Source: Property Data Card Acres: 0.85 Living Apx SqFt: 2429 SqFt Source: Appraisal Total Bedrooms: 4 Full Baths: 4 Total Baths: 4 Rentals Allowed: Yes Min Rental Days: 7

Status Change Info

Status: Active

Association Info

Mandatory Home Owners Asc: No 1st Right of Refusal: No

Dockage

Dock: Composite

Building Style

Above Flood: Yes

Pre-Wired

Other: Control-4

Pool Info

Heated: Yes

Property Features

Fee Includes: None Tax Exemptions: None Waterfront: Oceanfront; Open Water Waterview: Ocean View; Open Water View Property Condition: Updated/Remodeled Vehicle Storage: Carport Furnished: Furnished Cooling: Ceiling Fans(s) Utilities: Buyer to Verify; Cable Available; FKAA; Municipal Sewer; Propane Interior Features: Drapes/Blinds Incl; Quartz Countertops; Security System; Smoke Alarms Specialty Rooms: Laundry Room; Theater Room Appliances: Dishwasher; Disposal; Dryer; Freezer; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer; Wine Cooler Exterior Features: Built-in Grill; Fruit Tree(s); Hot Tub; Lighting; Outdoor Kitchen; Outdoor Shower; Privacy Wall/Fence; Rain Gutters; Sandy Beach; Sprinkler System; Storage; Water Display Pool Info: In Ground; Lap; Concrete; Decked Construction: CBS Floor: Tile; Wood Roof: Metal Roof Pets: Pets Allowed Land Size: 1/4 - 1/2 Acre Terms: No Seller Finance
Listing Office: Ocean Sotheby's International
Last Updated: June - 11 - 2026
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