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58652 Overseas Highway, Marathon, FL 33050

$3,995,000
Property Type: Residential Bedrooms: 4 Baths: 4 Square Footage: 2,429 Lot Size (sq. ft.): 24,394 Status: Active
Current Price: $3,995,000 List Date: 5/15/2026 Last Modified: 5/26/2026

Overview

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 ...

Listing Details MLS# 619913

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
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

Contract Information

Listing Board
Marathon/Lower Keys
As is Rght to Inspct
Yes
Species List
Yes

General Property Description

Realtor.COM Type
Residential - Single Family
Style
Single Family
Waterfront
Yes
Control Depth
2
Pool
Yes
Year Built
1981
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
Association Fee $
0

Dockage

Dock
Composite

More Information

Building Style

Above Flood
Yes

Pre-Wired

Other
Control-4

Pool Info

Heated
Yes
In Ground
Yes
Lap
Yes
Concrete
Yes
Decked
Yes

Remarks & Misc

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.

Fee Includes

None
Yes

Tax Exemptions

None
Yes

Appliances

Dishwasher
Yes
Disposal
Yes
Dryer
Yes
Freezer
Yes
Microwave
Yes
Oven
Yes
Range
Yes
Refrigerator
Yes
Stainless Steel Appliance(s)
Yes
Washer
Yes
Wine Cooler
Yes

Pets

Pets Allowed
Yes

Cooling

Ceiling Fans(s)
Yes

Waterfront

Oceanfront
Yes
Open Water
Yes

Waterview

Ocean View
Yes
Open Water View
Yes

Floor

Tile
Yes
Wood
Yes

Interior Features

Drapes/Blinds Incl
Yes
Quartz Countertops
Yes
Security System
Yes
Smoke Alarms
Yes

Property Condition

Updated/Remodeled
Yes

Specialty Rooms

Laundry Room
Yes
Theater Room
Yes

Windows/Doors

Impact Rstnce Doors
Yes
Impact Rstnce Window
Yes

Vehicle Storage

Carport
Yes

Construction

CBS
Yes

Land Size

1/4 - 1/2 Acre
Yes

Furnished

Furnished
Yes

Terms

No Seller Finance
Yes

Utilities

Buyer to Verify
Yes
Cable Available
Yes
FKAA
Yes
Municipal Sewer
Yes
Propane
Yes

Porch/Balcony

Open Porch/Balcony
Yes

Exterior Features

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

Roof

Metal Roof
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
Listing Office: Ocean Sotheby's International
Last Updated: May - 26 - 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.