Thatched tiki pavilion with patio seating on a sandy, palm-lined waterfront.
A wooden dock extends from a rocky shoreline into calm coastal water.
Wooden dock extending into clear coastal water beside a mangrove shoreline.
Aqua coastal home with an elevated porch behind a fenced pool and spa.
Waterfront home with balconies and pool beside a long dock extending into a Florida Keys channel.
Aerial view of a waterfront home with a pool, sandy grounds, palm trees, and private docks.
Open-plan living room and kitchen beneath a vaulted wood ceiling, with sliding doors to a patio.
Open-plan living room and kitchen with a vaulted wood ceiling and water views through glass doors.
Living room with exposed wood ceiling, stone fireplace, glass dining table, and blue sofas.
Open-plan living room and kitchen with a vaulted wood ceiling, fireplace, and water views.
Open kitchen with granite island and Wolf range beneath an exposed timber ceiling, looking into the living area.
Kitchen with a granite island, four bar stools, dark wood cabinets, and a vaulted wood-beam ceiling.
Open-plan kitchen with a large granite island beneath a vaulted wood-beam ceiling.
Kitchen with granite island and bar seating beneath a vaulted exposed-wood ceiling.
Kitchen with dark wood cabinets, granite island and gas cooktop beneath an exposed-beam ceiling.
Open-plan living room and kitchen beneath a high exposed wood ceiling, with blue sofas and sliding doors to greenery.
Waterfront shoreline with a wooden dock extending into calm blue water beside palms and mangroves.
Waterfront patio under a thatched tiki pavilion, with outdoor dining furniture and a dock beyond the sandy yard.
Waterfront property with clustered cottages, a pool, and long docks extending into the water.
Furnished bedroom with exposed wood beams, a king bed, and sliding doors to a balcony overlooking water.
Living room with a vaulted wood ceiling, stone fireplace, and sliding doors overlooking the water.
Furnished bedroom with a vaulted wood-beam ceiling, king bed, wicker seating, and sliding doors to a balcony.
Bedroom with a fireplace, exposed wood beams, and ocean views through sliding glass doors.
Bedroom with exposed wood ceiling, fireplace, and sliding doors to a palm-lined balcony.
Bedroom with exposed wood beams, a sitting area, and sliding doors to a balcony overlooking the water.
Sliding glass doors open to a covered tiled balcony overlooking palm trees and open water.
Covered tiled porch with rocking chairs overlooks palm trees, a small dock, and open water.
Covered balcony overlooking palm trees, shoreline, and ocean, with an open glass door.
Bathroom with glass shower, corner soaking tub, exposed wood ceiling, and built-in fireplace.
Bathroom with a stone fireplace, tiled vanity, and vaulted wood-beam ceiling.
Spacious tiled bathroom with glass shower, corner soaking tub, fireplace, and vaulted wood ceiling.
Bathroom with a corner whirlpool tub, tiled fireplace, and vaulted wood ceiling.
Bathroom with a corner whirlpool tub, pedestal sink, and large stone fireplace.
Spacious bathroom with double pedestal sinks, a glass shower, and a vaulted wood ceiling.
Screened porch with white wicker dining set, ceiling fans, and palm trees beyond the railing.
Screened porch with wicker seating and red cushions overlooking palms and water.
Screened porch with aqua siding, tiled floor, and white wicker chairs with red cushions.
Furnished bedroom with exposed wood ceiling beams and glass doors opening onto greenery.
Bedroom with exposed wood vaulted ceiling, gray sofa, and French doors opening to palm greenery.
Bedroom with a gray sofa, French doors, and a vaulted exposed-wood ceiling.
Bathroom with double vessel sinks beneath a skylight and exposed wood beams.
Bathroom with a tiled walk-in shower, double vessel sinks, and a vaulted wood-beam ceiling with skylights.
Bathroom with a glass-enclosed tiled shower beneath a skylight and vaulted wood ceiling.
Furnished bedroom with pale green walls, coral-patterned bedding, and a doorway to a purple room.
Bedroom with seashell-patterned bedding, pale green walls, purple curtains, and two ceiling fans.
Bedroom with seashell-print bedding, purple curtains, and two ceiling fans.
Furnished bedroom with a coral-patterned quilt, purple curtains, and pale green walls.
Bedroom with seashell-patterned bedding, purple curtains, and two ceiling fans.
Elevated coastal home with a pool, thatched tiki hut, and palm-lined sandy driveway.
Pale blue raised house with white exterior stairs, framed by palms and rocky landscaping.
Raised coastal home with an upper balcony, fenced pool, palm trees, and a broad gravel yard.
Raised coastal home with a thatched tiki hut, sandy yard, palms, and fenced pool area.
Sandy waterfront yard beneath a thatched roof, with palms, a kayak, and a dock.
Sandy waterfront yard with a thatched tiki pavilion, palm trees, kayaks, and a dock
Fenced pool and circular spa beside a thatched tiki hut, palms, and waterfront.
Fenced swimming pool beside a tropical gravel yard, with palms and water visible beyond.
Curved swimming pool and raised spa beside an elevated home, with lounge chairs and tropical greenery.
Aerial view of waterfront homes, pools, and docks along a shallow Florida Keys shoreline.
Aerial view of waterfront homes, docks, and pool beside a canal and wetlands.
Waterfront homes and pool beside a shallow channel, with a long dock extending into the water.
Waterfront lot beside a canal, with a sandy shoreline and long dock extending into the water.
Waterfront house with a sandy palm-lined yard, thatched shelter, and wooden dock.
Waterfront home with a long wooden dock extending over clear shallow water.
Aerial view of a waterfront property with a sandy shoreline and long wooden dock.
Waterfront homes and townhouses with docks and a pool along the shoreline.
Aerial view of a sandy waterfront property with a pool, tiki hut, and neighboring homes.
Waterfront homes, sandy beach, pools, and docks along the open water.
Waterfront property with a wooden dock, clear shallow water, sandy shore, and palm trees.
Sandy waterfront yard with palm trees, a thatched gazebo, dock, and swimming pool.
Wooden dock stretching across clear bay water, with a bird perched on a piling.
SEE ALL PHOTOS
Thatched tiki pavilion with patio seating on a sandy, palm-lined waterfront.
A wooden dock extends from a rocky shoreline into calm coastal water.
Wooden dock extending into clear coastal water beside a mangrove shoreline.
Aqua coastal home with an elevated porch behind a fenced pool and spa.
Waterfront home with balconies and pool beside a long dock extending into a Florida Keys channel.
Aerial view of a waterfront home with a pool, sandy grounds, palm trees, and private docks.
Open-plan living room and kitchen beneath a vaulted wood ceiling, with sliding doors to a patio.
Open-plan living room and kitchen with a vaulted wood ceiling and water views through glass doors.
Living room with exposed wood ceiling, stone fireplace, glass dining table, and blue sofas.
Open-plan living room and kitchen with a vaulted wood ceiling, fireplace, and water views.
Open kitchen with granite island and Wolf range beneath an exposed timber ceiling, looking into the living area.
Kitchen with a granite island, four bar stools, dark wood cabinets, and a vaulted wood-beam ceiling.
Open-plan kitchen with a large granite island beneath a vaulted wood-beam ceiling.
Kitchen with granite island and bar seating beneath a vaulted exposed-wood ceiling.
Kitchen with dark wood cabinets, granite island and gas cooktop beneath an exposed-beam ceiling.
Open-plan living room and kitchen beneath a high exposed wood ceiling, with blue sofas and sliding doors to greenery.
Waterfront shoreline with a wooden dock extending into calm blue water beside palms and mangroves.
Waterfront patio under a thatched tiki pavilion, with outdoor dining furniture and a dock beyond the sandy yard.
Waterfront property with clustered cottages, a pool, and long docks extending into the water.
Furnished bedroom with exposed wood beams, a king bed, and sliding doors to a balcony overlooking water.
Living room with a vaulted wood ceiling, stone fireplace, and sliding doors overlooking the water.
Furnished bedroom with a vaulted wood-beam ceiling, king bed, wicker seating, and sliding doors to a balcony.
Bedroom with a fireplace, exposed wood beams, and ocean views through sliding glass doors.
Bedroom with exposed wood ceiling, fireplace, and sliding doors to a palm-lined balcony.
Bedroom with exposed wood beams, a sitting area, and sliding doors to a balcony overlooking the water.
Sliding glass doors open to a covered tiled balcony overlooking palm trees and open water.
Covered tiled porch with rocking chairs overlooks palm trees, a small dock, and open water.
Covered balcony overlooking palm trees, shoreline, and ocean, with an open glass door.
Bathroom with glass shower, corner soaking tub, exposed wood ceiling, and built-in fireplace.
Bathroom with a stone fireplace, tiled vanity, and vaulted wood-beam ceiling.
Spacious tiled bathroom with glass shower, corner soaking tub, fireplace, and vaulted wood ceiling.
Bathroom with a corner whirlpool tub, tiled fireplace, and vaulted wood ceiling.
Bathroom with a corner whirlpool tub, pedestal sink, and large stone fireplace.
Spacious bathroom with double pedestal sinks, a glass shower, and a vaulted wood ceiling.
Screened porch with white wicker dining set, ceiling fans, and palm trees beyond the railing.
Screened porch with wicker seating and red cushions overlooking palms and water.
Screened porch with aqua siding, tiled floor, and white wicker chairs with red cushions.
Furnished bedroom with exposed wood ceiling beams and glass doors opening onto greenery.
Bedroom with exposed wood vaulted ceiling, gray sofa, and French doors opening to palm greenery.
Bedroom with a gray sofa, French doors, and a vaulted exposed-wood ceiling.
Bathroom with double vessel sinks beneath a skylight and exposed wood beams.
Bathroom with a tiled walk-in shower, double vessel sinks, and a vaulted wood-beam ceiling with skylights.
Bathroom with a glass-enclosed tiled shower beneath a skylight and vaulted wood ceiling.
Furnished bedroom with pale green walls, coral-patterned bedding, and a doorway to a purple room.
Bedroom with seashell-patterned bedding, pale green walls, purple curtains, and two ceiling fans.
Bedroom with seashell-print bedding, purple curtains, and two ceiling fans.
Furnished bedroom with a coral-patterned quilt, purple curtains, and pale green walls.
Bedroom with seashell-patterned bedding, purple curtains, and two ceiling fans.
Elevated coastal home with a pool, thatched tiki hut, and palm-lined sandy driveway.
Pale blue raised house with white exterior stairs, framed by palms and rocky landscaping.
Raised coastal home with an upper balcony, fenced pool, palm trees, and a broad gravel yard.
Raised coastal home with a thatched tiki hut, sandy yard, palms, and fenced pool area.
Sandy waterfront yard beneath a thatched roof, with palms, a kayak, and a dock.
Sandy waterfront yard with a thatched tiki pavilion, palm trees, kayaks, and a dock
Fenced pool and circular spa beside a thatched tiki hut, palms, and waterfront.
Fenced swimming pool beside a tropical gravel yard, with palms and water visible beyond.
Curved swimming pool and raised spa beside an elevated home, with lounge chairs and tropical greenery.
Aerial view of waterfront homes, pools, and docks along a shallow Florida Keys shoreline.
Aerial view of waterfront homes, docks, and pool beside a canal and wetlands.
Waterfront homes and pool beside a shallow channel, with a long dock extending into the water.
Waterfront lot beside a canal, with a sandy shoreline and long dock extending into the water.
Waterfront house with a sandy palm-lined yard, thatched shelter, and wooden dock.
Waterfront home with a long wooden dock extending over clear shallow water.
Aerial view of a waterfront property with a sandy shoreline and long wooden dock.
Waterfront homes and townhouses with docks and a pool along the shoreline.
Aerial view of a sandy waterfront property with a pool, tiki hut, and neighboring homes.
Waterfront homes, sandy beach, pools, and docks along the open water.
Waterfront property with a wooden dock, clear shallow water, sandy shore, and palm trees.
Sandy waterfront yard with palm trees, a thatched gazebo, dock, and swimming pool.
Wooden dock stretching across clear bay water, with a bird perched on a piling.
Pending

21640 Overseas Highway

21640 Overseas Highway, Cudjoe Key, FL 33042

$2,800,000
SPECIAL DAILY TRANSIENT LICENSE!!!
Experience one of the Lower Keys' rarest offerings at 21640 Overseas Highway,an extraordinary 1.2 acre open-water estate with panoramic ocean views, resort style amenities, and true investment upside. Opportunities like this almost never come to market from Key West to Summerland. With 3,286 sq ft per appraisal, this 4-bedroom waterfront residence delivers the scale, privacy, and setting luxury buyers search for but rarely find.
From the moment you enter, the home is designed around the water. Expansive living areas, soaring ceilings, and oversized windows frame endless blue views while natural light fills the interior. The spacious layout offers multiple entertaining zones, generous bedroom suites, and the kind of footprint that allows a buyer to enjoy immediately or elevate into a signature Keys showplace.
Outside is where this property separates itself from nearly everything else on the market. The massive parcel creates room to breathe, entertain, and enjoy waterfront living on a level almost impossible to replicate today. A private pool, sandy beach area, dockage, mature tropical grounds, and open-water backdrop combine to create a true resort atmosphere. Sunrise coffee, sunset cocktails, paddleboarding, boating, and stargazing all happen from your own backyard.
Under the home, an immense garage / storage / workshop space offers rare functionality for collectors, boating gear, vehicles, trailers, hobbies, or business use. Very few waterfront homes in the Keys offer this level of usable enclosed space.
For investors, this property's transient rental license potential is a major value driver. Large open-water estates with acreage and premium amenities command exceptional demand in the vacation market. With the right presentation and management plan, this is the type of asset that can serve as both a personal retreat and a high-performing income property. Lets take a look!!!

4
beds

3
baths

3,286 Sq.Ft. LIVING AREA

0.72 Acres lot

Dan Serban

Dan Serban

Features & Amenities

Interior

  • total bedrooms4
  • Total bathrooms3
  • full bathrooms3
  • Flooring Combo
  • APPLIANCES Dishwasher, Disposal, Dryer, Freezer, Oven, Range, Refrigerator, Washer
  • other interior Features Walk-in Closet(s), Built-in Cabinets, Cathedral Ceilings, Dade County Pine, Fireplace(s), Granite Counter Top, Smoke Alarms, Whirlpool Bath Tub, Other

Area & Lot

  • Status Pending
  • Living Area3,286 Sq.Ft.
  • Total Area3,286 Sq.Ft.
  • Lot Area0.72 Acres
  • MLS® ID619615
  • TypeResidential
  • YEAR BUILT1985
  • NeighborhoodCudjoe Key
  • Architecture StylesAbove Flood
  • View DescriptionOpen Water View, Ocean

Exterior

  • PoolIn Ground
  • roofMetal
  • parkingGuest, Covered, RV Access/Parking, Assigned
  • AIR CONDITIONINGHeat Pump, Central Air, Ceiling Fans(s), Attic Fan
  • other exterior FeaturesChickee Hut, Hot Tub, Privacy Wall/Fence, Sandy Beach, Storage

Financial

  • Sales Price$2,800,000
  • Real Estate Tax $17,432/yr
  • Zoning URM - Urban Res Mobile Home District
A wooden dock extends from a rocky shoreline into calm coastal water.

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I would love to show you my beautiful property. Please select your preferred date and time below. I will be in touch shortly to confirm your appointment.

Schedule a Showing

I would love to show you my beautiful property. Please select your preferred date and time below. I will be in touch shortly to confirm your appointment.

Thank you for your interest in 21640 Overseas Highway, Cudjoe Key, FL 33042. We are reviewing your request and will be in touch shortly!
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Cudjoe Key

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Contact Details

Dan Serban

Phone

(305) 797-2352

Email

[email protected]

Address

619 Eaton St Key West, FL 33040

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