Premier Brokers International
58652 Overseas Highway, Marathon, FL 33050
ActiveBeachesMLS
ActiveMLS® A12056681
$3,495,000

58652 Overseas Highway, Marathon, FL 33050

Beds
4
Baths
4
Sqft
2,429
Est. payment$25,125/mo
Home type
Single Family Residence
Year built
1981
Lot size
—
Price / sqft
$1,439
HOA
—
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
—
Listed
—
MLS listing updated
Sep 9, 2026
Feed last checked
14 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
Property

Not reported by the listing source.

Construction

Type & style

Home type
Single Family Residence
Year built
1981
Utilities & green energy

Not reported by the listing source.

Community & HOA

Community

Subdivision
Crains Sub
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
Additional MLS details

Reported by the listing source

Bathrooms Total Integer
4
County Or Parish
Monroe
List Price
3495000
Living Area
2429
Mls Status
Active
Postal Code
33050
Property Sub Type
Single Family Residence
Property Type
Residential
Standard Status
Active
State Or Province
FL
Subdivision Name
Crains Sub
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
Sep 9, 2026Price updatedBeachesMLS$3,495,000$1,439/sqft

Public tax history

—

Payment calculator

Estimated monthly payment$25,125/moIllustrative estimate, not a loan offer.
Principal & interest
$18,135
Property taxes
$5,242
Insurance
$1,748
Association dues
—

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

Not reported by the listing source.

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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BeachesMLS

BeachesMLS · 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.