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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
Documents
Listing Office: Ocean Sotheby's International
Last Updated: August - 22 - 2026
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.

What Makes Casa Feliz Special ›