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Anchor Line Realty

Anchor Line Realty specializes in buyer brokerage, real estate sales listings, and long term property management in Key West & the Florida Keys.

Call: (305) 766-6835

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$3,495,000
58652 Overseas Highway
Marathon, FL 33050
MLS# 619913
4 beds  |  4 baths  |  2429 sqft

 | 

Oceanfront Casa Feliz
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Oceanfront Casa Feliz Sunrise views oceanside, sunset on the bay Newly constructed pier White sandy beach and fire pit area Spacious and tranquil beach area Palms rustle in the breeze Multi level balconies to enjoy the sounds of the waves Unique architecture Paver circular drive Unobstructed ocean views Great beach for paddle boarding, kayaking, jet skis Resort style pool and spill over hot tub spa Built in waterfalls Fire pit and gathering area Cabana house, outdoor kitchen area Gorgeous tile decking Comfortable outdoor, covered living area Main front door entrance Stone entry staircase Living area with beautifully appointed wood working Superior fixtures and finishes First level of living balcony Spacious balcony with open water views Comfortable outdoor furniture Custom floating stairs and glass railings Open concept living area Dining for 10 guests Kitchen with Quartz countertops Cambria Montgomery Floating shelving, tons of cabinets and storage High end lighting system Stainless appliances Media and game room Circular retro couch Main level Suite with office, den, sleeping area with en-suite bath Laundry room Upper landing Library, reading area Day bed, library, storage The Bay Suite The Bay Suite Bay Suite bath Bay Suite shower The Grand Suite The Grand Suite The Grand Suite The Grand Suite private balcony View from The Grand Suite The Grand Suite private bath The Grand Suite private bath The Grand Suite private bath Spiral staircase to The Penthouse Suite Beautiful landing to the Penthouse Suite 96" Custom built round bed to maximize the views Stunning attention to detail, tray ceiling with lighting Feels like you are on a private yacht Penthouse bath Custom, Penthouse shower Penthouse balcony view Covered Parking Covered Parking and Storage Twilight at the fire pit Twilight entry Unique marble water feature Sunset glows Pool area at twilight Lighted waterfalls Beach entry pool As the sun goes down View from the end of the pier Great place to enjoy the end of the day Aerial ocean to bay view

Property 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.

Details
Maps
Documents
Contract Information
Current Price: $3,495,000
Listing Date: 2026-05-15
Listing Board: Marathon/Lower Keys
Monthly Rent: $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
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Dockage
Dock: Composite
Building Style
Above Flood: Yes
Pool Info
Heated: Yes
Pre-Wired
Other: Control-4
Status Change Info
Status: Active
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 Documents
View Document What Makes Casa Feliz Special
View Document Rental History & Future Bookings
View Document 2021 Survey
View Document Seller's Disclosure
View Document Personal Property - Exclusion List
View Document Flood Insurance - $979
View Document Wind Insurance - $9,268

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.


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David Austin, Owner/Broker
Anchor Line Realty, LLC
820 Ashe Street
Key West, FL 33040
www.anchorlinerealty.com
[email protected]
305.766.6835
Member, National Association of Realtors (NAR)
Member, Florida Association of Realtors (FAR)
Member, Key West Association of Realtors (KWAR)