58652 Overseas Highway, Marathon, FL 33050

$3,495,000
Property Type: Residential Bedrooms: 4 Baths: 4 Square Footage: 2,429 Lot Size (sq. ft.): 24,394 Status: Active
Current Price: $3,495,000 List Date: 5/15/2026 Last Modified: 8/22/2026

Description

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.

More Information MLS# 619913

Contract Information

Current Price: $3,495,000 Listing Date: 2026-05-15 Listing Board: Marathon/Lower Keys List Price: $3,495,000 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: August - 22 - 2026
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