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About This Home

This 4-bedroom, 4-bathroom single family at 58652 Overseas Highway in Marathon, FL is listed for $3,995,000 ($1,645 per sqft). Built in 1981, the home offers 2,429 sqft of living space on a 0.85 acres lot.

Agent Description

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 Cafe 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.

Key Features

  • Built in 1981
  • 0.85 acre lot
  • Private pool
  • Waterfront

Property Details

4 full
1981

Amenities

PoolWaterfrontViewA/C

Monthly Cost Estimate

$21,366/mo

20% down · 6.5% · 30 years

Principal$2,889
Interest$17,312
Insurance$1,165

Estimates only. Actual payments may vary.

Location

58652 Overseas Highway

Marathon, FL 33050

Crains Sub (58.0)

Features & Amenities

Interior Features

Security SystemQuartz Countertops

Exterior Features

Built-in GrillFruit Tree(s)Rain GuttersHot TubLightingOutdoor KitchenOutdoor ShowerPrivacy Wall/FenceSandy BeachSprinkler SystemStorageWater Display

Property Details

Flooring

TileWood

Construction

CBS

Views

WaterOcean

Pool Features

Porch

Appliances

WasherDryerDishwasherRefrigeratorRangeOvenMicrowaveDisposalFreezerWine CoolerStainless Steel Appliance(s)

Questions & Answers

This 4-bedroom, 4-bathroom single family at 58652 Overseas Highway is listed at $3,995,000 ($1,645/sqft). The estimated monthly payment is $17,312 based on 20% down at 6.5% interest.

Key features include: Built in 1981, 0.85 acre lot, Private pool, Waterfront. Interior Features: Security System, Quartz Countertops. Exterior Features: Built-in Grill, Fruit Tree(s), Rain Gutters.

This property is listed by Ally Kelley and can be reached at 7274590493 or akelley@oceansir.com.

AK

Ally Kelley

Agent at Ocean Sotheby's International

(727) 459-0493

Listed by Ocean Sotheby's International · View on Broker Site

MLS# 619913· Source: listhub· Updated 17 days ago

Copyright © 2026 Marathon and Lower Keys Association of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

58652 Overseas Highway, Marathon, FL 33050

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