58652 Overseas Hwy_1oakstudiostwilightdr
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58652 Overseas Highway HIGHWAY

MARATHON, FL 33050
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$3,495,000 $14,735/Mo
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Bed 4

Bed

Bath 4

Bath

SqFt2,429

Sqft

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 Cafe 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.

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Detail Ic Property Details

Property Type : Residential - Single Family

Price : $3,495,000

AD Id : 78716330

MLS Id : 619913

Beds : 4

Living Area Size : 2,429

Tax Amount : 14033.66

Year Built : 1981

County : Monroe

Subdivision: Waldin Park Estates

  • Map Map

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Feature Features

  • Bedroom Information

    Total Bedrooms: 4 Laundry Room,Theater Room

    Bathroom Information

    Total Baths: 4 Full Baths: 4

  • Interior Features

    Drapes/Blinds Incl,Security System,Quartz Countertops,Smoke Alarms Appliances: Washer,Stainless Steel Appliance(s),Wine Cooler,Freezer,Disposal,Microwave,Oven,Range,Refrigerator,Dishwasher,Dryer

  • Roofing Information

    Metal Roof

    Flooring Information

    Tile,Wood

    Heating & Cooling

    Cooling: Ceiling Fans(s) Water Front: Yes Oceanfront,Open Water Ocean View,Open Water View

    Window Information

    Window Treatments: Impact Rstnce Window,Impact Rstnce Doors

  • Building Information

    Year Built: 1981 Floor Location: 24394 Construction: CBS Roof: Metal Roof

  • Exterior Features

    Built-in Grill,Water Display,Storage,Sprinkler System,Sandy Beach,Privacy Wall/Fence,Outdoor Shower,Outdoor Kitchen,Lighting,Hot Tub,Rain Gutters,Fruit Tree(s)

    Pool Information

    In Ground,Decked,Concrete,Lap Heated: Yes

  • Lot Information

    Lot Dimensions: 60 X 410 Lot SqFt: 24,394 Lot SqFt Source: Property Data Card BK 1 LT 7 CRAINS SUBD PB1-51 GRASSY KEY

  • Property Information

    SQ ft (Living Area): 2,429 View: Ocean View,Open Water View Subdivision: Crains Sub (58.0)

  • Listing Price Information

    List Price: $3,495,000

  • Listing Information

    No Seller Finance

  • Tax Information

    Taxes: $14,034 Tax Year: 2025 Parcel Number: 00366860000000 Tax Exemptions: None

  • Virtual Tour

    Virtual Tour (External Link)

  • Multi-Unit Information

    Pets Allowed: Pets Allowed

  • Homeowners Association Information

    Mandatory Home Owners Asc: No 1st Right of Refusal: No Association Fee: $0.00

  • Utility Information

    FKAA,Propane,Cable Available,Buyer to Verify,Municipal Sewer
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
101 11th Street #19, Marathon, FL, 33050 $399,000 2 2 960 100,754 Sqft
10999 Ave 3rd Avenue, Marathon, FL, 33050 $1,700,000 2 3 1,247 10,125 Sqft
1361 Overseas Highway #IO, Marathon, FL, 33050 $99,900 1 1 468 623,779 Sqft
1361 Overseas Highway #G5, Marathon, FL, 33050 $110,000 2 2 748 --
1 E Sister Rck Is, Marathon, FL, 33050 $16,000,000 4 3 2,304 280,628 Sqft
205 Stirrup Key Boulevard, Marathon, FL, 33050 $2,249,000 4 3 3,414 11,425 Sqft
1361 Overseas Highway #.., Marathon, FL, 33050 $100,000 1 1 682 --
59761 Overseas Highway .., Marathon, FL, 33050 $699,000 2 2 1,496 --
59720 Overseas Highway .., Marathon, FL, 33050 $3,400,000 5 5 3,013 --
59720 Overseas Highway .., Marathon, FL, 33050 $3,100,000 5 5 3,013 --

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ByOwner last updated this listing 09/12/2026 @ 22:17

MLS: 619913 LISTED BY: Ally Kelley , Ocean Sotheby's International 305-735-4447 SOURCE: Florida Keys MLS, Inc.

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