58652 Overseas Highway
Marathon, FL 33050
MLS# 619913
4 beds | 4 baths | 2429 sqft
Property DescriptionEnter 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.
Listing Board: Marathon/Lower Keys
As is Rght to Inspct: Yes
Species List: Yes
Current Price: $3,995,000
Listing Date: 2026-05-15
List Price: $3,995,000
City: MARATHON
Off Shore Island: Yes
Mile Marker: 58
Marathon Neighborhood: Grassy Key
Side: Ocean
Alternate Key #: 1450031
Parcel #: 00366860000000
Zoning: RM - Residential Medium
Deed Restrictions: Unknown
Legal: BK 1 LT 7 CRAINS SUBD PB1-51 GRASSY KEY
Taxes: 14033.66
Tax Year: 2025
Pub Sewer HkUp: Yes
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
Realtor.COM Type: Residential - Single Family
Waterfront: Yes
Control Depth: 2
Lot Size: 60 X 410
Lot Sqft Source: Property Data Card
Acres: 0.85
SqFt Source: Appraisal
Rentals Allowed: Yes
Min Rental Days: 7
Style: Single Family
Year Built: 1981
Living Apx SqFt: 2429
Total Bedrooms: 4
Full Baths: 4
Remarks – Consumer: 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.
Directions: From US-1, turn south to 58652 Overseas Highway. Home is right across the street from Grassy Key RV Park.
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Stainless Steel Appliance(s): 1
Washer: 1
Oceanfront: 1
Open Water: 1
Ocean View: 1
Open Water View: 1
Drapes/Blinds Incl: 1
Quartz Countertops: 1
Security System: 1
Smoke Alarms: 1
Laundry Room: 1
Theater Room: 1
Impact Rstnce Doors: 1
Impact Rstnce Window: 1
Buyer to Verify: 1
Cable Available: 1
FKAA: 1
Municipal Sewer: 1
Built-in Grill: 1
Fruit Tree(s): 1
Outdoor Kitchen: 1
Outdoor Shower: 1
Privacy Wall/Fence: 1
Rain Gutters: 1
Sandy Beach: 1
Sprinkler System: 1
Storage: 1
Water Display: 1
Waterfront: Oceanfront; Open Water
Waterview: Ocean View; Open Water View
Property Condition: Updated/Remodeled
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
Land Size: 1/4 - 1/2 Acre
Listing Office: Ocean Sotheby's International
Last Updated: May - 20 - 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.