Premier Brokers International
58652 Overseas Highway, Marathon, FL 33050
ActiveMLS listing sourceMIAMI REALTORS® MLS
ActiveMLS® A12056681
$3,495,000

58652 Overseas Highway, Marathon, FL 33050

Beds
4
Baths
4
Sqft
2,429
Est. payment$21,052/mo
Home type
Single Family Residence
Year built
1981
Lot size
24,394 sqft
Price / sqft
$1,439
HOA
$0/mo
Community
Crains Sub

Property 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. An observation pier 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.

Listing activity

Days on market
95
Listed
Jul 21, 2026
MLS listing updated
Oct 24, 2026
Feed last checked
12 minutes ago

Listed by Jo Ann Cook · Ocean Sotheby's International

Map

Map location is based on MLS-supplied coordinates. Verify the location before relying on it.

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms
4
Bathrooms
4
Bathrooms (decimal)
4
Full bathrooms
4

Rooms & features

Rooms
3
Interior features
Kitchen Island, Pantry, Walk-In Closet(s)
Flooring
Tile, Wood
Appliances
Electric Water Heater, Dishwasher, Disposal, Dryer, Electric Range, Microwave, Refrigerator, Washer
Furnished
Furnished
Window features
Blinds, Drapes, Rods

Heating & cooling

Heating
Central
Cooling
Ceiling Fan(s)
Property

Parking

Garage spaces
0
Carport spaces
4
Carport
Yes
Covered spaces
4
Parking features
Attached Carport, Carport, Covered, Driveway, Paver Block
Attached garage
No

Exterior

Stories
3
Entry level
2
Patio & porch
Porch - Open, Porch
Exterior features
Balcony, Barbecue, Lighting, Outdoor Shower
Fencing
Fenced
Pool
Yes
Pool features
Concrete, Heated, In Ground
View
Ocean, Direct Ocean, Beach
Waterfront
Ocean Access, Deeded Beach Access, Ocean
Waterfront property
Yes
Spa
Yes
Spa features
Heated, In Ground

Lot

Lot size
24,394 sqft
Lot size (acres)
0.56 acres
Lot features
Fruit Tree(s)
Zoning
RM
Road frontage
Public Road
Construction

Type & style

Home type
Single Family Residence
Year built
1981

Materials

Construction
Block, CBS
Roof
Metal
Levels
Three Or More
Faces
North
Utilities & green energy

Utilities

Sewer
Public Sewer
Water
Public
Community & HOA

Community

Subdivision
Crains Sub
MLS area
5940 - Other Florida County
MLS subarea
Other
Security
Smoke Detector(s)
Pets allowed
Yes
55+ community
No

Association

Has association
No
Estimated monthly dues
$0
Lease details

Not reported by the listing source.

Location

Area details

City
Marathon
County
Monroe
ZIP code
33050
Manufactured home details

Not reported by the listing source.

Financial & listing details

Listing

MLS number
A12056681
Possession
Close Of Escrow
Original list price
$3,650,000
Parcel number
00366860000000
Annual property tax
$14,033
Tax year
2025
Tax legal description
BK 1 LT 7 CRAINS SUBD PB1-51 GRASSY KEY
Additional MLS details

Reported by the listing source

Association
No
Bathrooms Total Decimal
4
Bathrooms Total Integer
4
Construction Materials
Block, CBS
County Or Parish
Monroe
Days On Market
95
Direction Faces
North
Elementary School
Stanley Switlik
High School
Coral Shores
List Price
3495000
Listing Contract Date
2026-07-21
Living Area
2429
Lot Size Acres
0.56
Lot Size Area
24394
MLSArea Major
5940 - Other Florida County
MLSArea Minor
Other
Middle Or Junior School
Marathon
Mls Status
Active
On Market Date
2026-07-21
Patio And Porch Features
Porch - Open, Porch
Photos Count
60
Postal Code
33050
Price Change Timestamp
2026-08-24T19:48:20Z
Property Sub Type
Single Family Residence
Property Type
Residential
Road Frontage Type
Public Road
Rooms Total
3
Security Features
Smoke Detector(s)
Senior Community
No
Standard Status
Active
State Or Province
FL
Status Change Timestamp
2026-07-21T04:00:00Z
Stories Total
3
Subdivision Name
Crains Sub
Water Source
Public
Waterfront Features
Ocean Access, Deeded Beach Access, Ocean
Tax Annual Amount
14033
Bathrooms Full
4
Pool Private
Yes
Bedrooms Total
4

Market value

Automated estimate—No licensed valuation source connected
Estimated sales range—Ask Karim for a local market analysis
Estimated rent—No licensed rental valuation source connected

Price history

DateEventPrice
Jul 21, 2026ListedMIAMI REALTORS® MLS$3,650,000$1,503/sqft
Aug 24, 2026Price reducedMIAMI REALTORS® MLS$3,495,000$1,439/sqft

Public tax history

YearProperty taxesAssessment
2025$14,033—

Payment calculator

Estimated monthly payment$21,052/moIllustrative estimate, not a loan offer.
Principal & interest
$18,135
Property taxes
$1,169
Insurance
$1,748
Association dues
$0

Live national rate context is displayed below through Mortgage News Daily’s official widget. The calculator rate remains a separate assumption until licensed machine-readable access is connected. This is not a loan offer.

Neighborhood

Area

Crains Sub

Marathon · Monroe County · 33050

Climate risk

—

No licensed climate-risk source is connected.

Nearby schools

Stanley SwitlikElementary
—
MarathonMiddle
—
Coral ShoresHigh
—
School names and districts are MLS-reported when available. Verify attendance boundaries with the school district. Ratings require a licensed ratings provider.

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MLS listing source

MIAMI REALTORS® MLS · Listing courtesy of Ocean Sotheby's International. All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright ©2026 BeachesMLS, Inc. IDX information is provided exclusively for consumers’ personal, non-commercial use and may be used only to identify prospective properties they may be interested in purchasing or leasing. Terms of use · Equal Housing Opportunity.