21650 Overseas Highway, FL 33042

New Listing

$999,000

Multi-level structures on pilings, swimming pool with perimeter fencing, private boat slips, and waterfront bulkhead

Virtual Tour

https://www.propertypanorama.com/instaview/mia/A12116383

In-ground swimming pool featuring a brick paver deck, white vinyl fencing, and palm trees with a water horizon

Private wooden pier extending into the water with unobstructed coastal horizon

Room featuring wood-finish flooring, a six-panel interior door, and a glass-paneled exterior door

Private waterfront dock featuring composite decking and uniform vertical post supports

Private deep-water dock featuring wooden pilings and a fixed pier

Sloped ceiling with recessed lighting, wood-finish flooring, exterior door with glass pane, and multi-pane window with a built-in sill

Bathroom featuring wood-finish cabinetry, a dark countertop, shower enclosure with tiled surround, and decorative window molding

Staircase featuring wood-finish flooring, a circular accent window, a rectangular single-hung window with white casing, and a wall-mounted handrail

Hallway featuring wood-finish flooring, white door casings, and louvered panel doors

Light-filled room featuring wood-finish flooring, a full-glass panel exterior door, and double-hung windows with white casing

Wood-finish flooring, built-in window seat, and glass-paneled door

Living area featuring wood-finish flooring, a wall-mounted television, and a glass-paneled exterior door

Bathroom featuring a window with white casing, neutral wall paint, tile flooring, and a chrome-finish toilet paper holder

Open-concept room featuring wood-finish flooring, recessed lighting, and multiple windows with horizontal blinds

Waterfront property featuring a wooden pier extending into the water

Private timber dock featuring white post railings, waterfront access, multi-story residences with exterior balconies, and tropical landscaping

Bathroom featuring a wooden vanity with a dark stone countertop, an integrated oval sink, wall-mounted decorative shelving, and a triple-light fixture over a flat-paneled mirror

Three-story home on pilings featuring multi-level balconies, an in-ground pool, a paver deck, and a thatched-roof cabana

Open-concept space featuring wood-finish flooring, multi-pane windows, and a glass-paneled exterior door

Gated entrance featuring a white iron security gate, paver driveway, multi-level elevated structures with lap siding, and palm tree landscaping

Neutral-toned wood-finish flooring, six-panel interior doors, and window blinds

Gated entrance featuring a paver driveway, elevated structures with lap siding, metal roofing, and round accent windows

Wood-finish flooring, white door casing with rosette corner blocks, and horizontal window blinds

Open-concept kitchen featuring wood-finish cabinetry, dark solid-surface countertops, stainless steel appliances, and a peninsula breakfast bar accented by a white architectural column

Kitchen featuring warm-toned wood cabinetry, stone countertops, stainless steel appliances, and recessed lighting

Open-concept space featuring wood-finish flooring, recessed lighting, crown molding, and a kitchen island with a dark countertop

Open-concept layout featuring wood-finish flooring, recessed lighting, and a kitchen peninsula with a dark solid-surface countertop

Kitchen featuring stained wood cabinetry, black countertops, stainless steel appliances, a decorative column, and wood-finish flooring

Exterior wooden staircase with white balusters, stone-mulched ground cover, white vinyl privacy fencing, and mature landscaping

Exterior siding, covered porch, recessed lighting, exterior staircase with white railings, and dedicated storage unit

Stacked high-efficiency front-loading washer and dryer unit with digital control panels

Exterior staircase with wood treads, white post railing featuring address numerals, recessed ceiling lighting, and decorative lattice screening

Open interior space featuring wood-finish flooring, recessed lighting, and multiple windows

Wood-finish tile flooring throughout, kitchenette featuring dark stone-style countertops and wood cabinetry, stainless steel undermount sink, and glass-paneled exterior door

Interior space featuring wood-finish flooring, recessed lighting, a single-pane window, and a glass-panel exterior door

Property Type: Residential Bedrooms: 2 Baths: 3 Square Footage: 1,917 Status: Active

Current Price: $999,000 List Date: 11/02/2026 Last Modified: 11/04/2026

Overview

Description

Experience the best of the Lower Keys with this rare opportunity to own a property that blends personal enjoyment with exceptional income potential. Whether you're searching for a private waterfront getaway, vacation retreat, or proven income-producing investment, this property delivers on all fronts.Successfully operated as a short-term rental since 2018, this home has consistently generated over $100,000 annually in rental income, offering a turnkey investment opportunity while enjoying the Florida Keys lifestyle.One of the property's most valuable features is its fully transferable transient rental license, valued at approximately $400,000. Unlike many Lower Keys properties with strict rental limitations, this license allows hotel-style rentals with no minimum night restrictions — a rare and highly desirable advantage.Each home includes a private dock slip, perfect for boats, jet skis, kayaks, and other water toys. This exclusive community of just 11 homes offers exceptional priva ... (Read more)

Supplements: For all showings, please contact the property owner, Michael Cordova, to schedule an appointment.

Listing Details MLS# A12116383

General Property Information

Property Sub Type: Single Family Residence
Bedrooms Total: 2
Bathrooms Total: 3
Bathrooms Full: 3
Building Area Main: 1917
Living Area Main: 1156
Year Built: 2007
Carport YN: Yes
Attached Carport YN: Yes
Carport Spaces: 2
Covered Spaces: 2
Lot Size Area: 967
Lot Size Acres: 0.02
Senior Community YN: Yes
Waterfront YN: Yes
Water Frontage Feet: 120
Outdoor Living Spaces YN: Yes
Stories Total: 3
Direction Faces: West
Pool Private YN: Yes
Furnished: Furnished

Property Features

Association Amenities: Gated Association Fee Includes: Common Areas; Insurance; Maintenance Grounds; Maintenance Structure; Recreation Facility; Security; Trash Dining Area: Family/Dining Combination Exterior Features: Barbecue; Lighting Flooring: Laminate Leasing Permitted Details: Okay To Lease Parking Features: Covered; Golf Cart Garage; Guest; Attached Carport; Carport Property Condition: Resale; Updated/Remodeled Appliances: Dishwasher; Disposal; Dryer; Electric Range; Microwave; Refrigerator; Washer Water Heater Details: Electric Water Heater Boat and Dock Features: Marina Cooling: Central Air Association Type: Homeowner Association Heating: Central Laundry Features: Dryer Hookup Levels: Three Or More Listing Terms: Cash; Conventional; FHA; VA Loan Pets Allowed YN: Yes Pool Features: In Ground Possession: Negotiable Roof: Metal Security Features: Fire Alarm Sewer: Public Sewer Tax Information: County Only Water Access: No Fixed Bridge; Ocean Access Water Source: Public Water View: Direct Ocean; Ocean Showing Requirements: Call Owner Outdoor Living Spaces: Patio Room Types: Family Room; Laundry

Contract Information

Comp Sale YN: No
Original List Price: 999000
Owner Phone: (305)316-480
Occupant Type: Tenant

Location and Legal

Country: United States
County Or Parish: Monroe
County Parish Name: Monroe
Street Number: 21650
Street Name: Overseas
Street Suffix: Highway
State Or Province: FL
Postal Code: 33042
Postal Code +4: 4130
Postal Zip: 33042
Subdivision Name: SACARMA
Area: 5940 - Other Florida County
Geographic Area: Other
Elementary School: Sugarloaf
Middle Or Junior School: Sugarloaf
High School: Key West
Parcel Number: 00174820000101
Zoning: URM
Flood Zone: AE

Financial Information

Association YN: Yes
Association Fee: 382
Association Fee Frequency: Monthly
Estimated Monthly Assoc Recurring Fee: 382
Membership Fee Required YN: No
Tax Annual Amount: 5854
Tax Year: 2025
Tax Legal Description: RESIDENTIAL UNIT 101 SUNRISE BEACH (A/K/A PT LOT 17 SACARMA PB2-48) OR2108-1807/1878DEC OR2328-337/340 OR2928-2137C/T OR2941-1751 OR2976-046

Status Change Information

Major Change Timestamp: 2026-11-02T05:00:00Z
Major Change Type: New Listing
Status Change Date: 2026-11-03

More Information

Entry Information

Entry Level: 2

Leasing Permitted Details

Leasing Permitted YN: Yes

Boat and Dock Information

Dock: Yes
Dock Details: Community Boat Dock

Pool Size Details

Pool Size (WxL): 20x30

Price Calculations

Current Price To SqFt: 864.18

Section Details

Parcel Number MLX: 0101

Originating Details

Originating System Key: 569518328
Originating System ID: M00000151

Room Information

Room Name
Family Room
Laundry

Listing Office: Florida Realty of Miami Corp

Last Updated: November - 04 - 2026

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21650 Overseas Highway, FL 33042 (MLS# A12116383)