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21640 Overseas Highway HIGHWAY

Cudjoe Key, FL 33042
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Bed 4

Bed

Bath 3

Bath

SqFt3,286

Sqft

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 i mmediately 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!!!

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Detail Ic Property Details

Property Type : Residential - Single Family

Price : $2,800,000

AD Id : 77694701

MLS Id : 619615

Beds : 4

Living Area Size : 3,286

Year Built : 1985

County : Monroe

  • Map Map

Map

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Feature Features

  • Bedroom Information

    Total Bedrooms: 4 Other

    Bathroom Information

    Total Baths: 3 Full Baths: 3
  • Interior Features

    Cathedral Ceilings,Other,Whirlpool Bath Tub,Walk-in Closet(s),Smoke Alarms,Dade County Pine,Granite Counter Top,Built-in Cabinets,Fireplace(s) Appliances: Washer,Freezer,Disposal,Oven,Range,Refrigerator,Dishwasher,Dryer
  • Roofing Information

    Metal Roof

    Flooring Information

    Combo

    Heating & Cooling

    Cooling: Central Air,Attic Fan,Ceiling Fans(s),Heat Pump Water Front: Yes Oceanfront,Open Water Ocean View,Open Water View

    Window Information

    Window Treatments: Sliding Glass Doors,Aluminum Windows

  • Building Information

    Year Built: 1985 Floor Location: 31250 Construction: Hardi Board Siding Roof: Metal Roof
  • Exterior Features

    Chickee Hut,Storage,Sandy Beach,Privacy Wall/Fence,Hot Tub

    Pool Information

    In Ground

  • Lot Information

    Lot Dimensions: X Lot SqFt: 31,250 Lot SqFt Source: Property Data Card Sacarma Pb2-48 Cudjoe Key Lot 18 And Adj Btm Or7-445 Or218-356(Ii Deed 22794) Or392-164/165 Or839-2255 Or840-498C Or874-
  • Property Information

    SQ ft (Living Area): 3,286 View: Ocean View,Open Water View Subdivision: Sacarma (21.0) Stories: 2 Stories

  • Listing Price Information

    List Price: $2,800,000

  • Tax Information

    Taxes: $17,432 Tax Year: 2025 Parcel Number: 00174830000000 Tax Exemptions: None

  • Multi-Unit Information

    Pets Allowed: Pets Allowed
  • Homeowners Association Information

    Mandatory Home Owners Asc: No 1st Right of Refusal: No Association Fee: $0.00

  • Utility Information

    FKAA,Municipal Sewer
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
116 Spanish Main Drive, ,, FL, 33042 $1,269,000 2 2 1,100 1,100 SqFt
22920 Privateer Drive, ,, FL, 33042 $590,000 3 2 1,560 1,560 SqFt
701 Spanish Main Drive .., Cudjoe Key, FL, 33042 $879,000 2 2 816 816 SqFt
701 Spanish Main Drive .., Cudjoe Key, FL, 33042 $859,000 2 2 861 861 SqFt
701 Spanish Main Drive .., Cudjoe Key, FL, 33042 $575,000 2 2 861 861 SqFt
701 Spanish Main Drive .., Cudjoe Key, FL, 33042 $399,900 2 1 833 833 SqFt
701 Spanish Main Drive .., Cudjoe Key, FL, 33042 $669,000 2 2 816 816 SqFt
701 Spanish Main Drive .., Cudjoe Key, FL, 33042 $339,000 2 1 728 728 SqFt
701 Spanish Main Drive .., Cudjoe Key, FL, 33042 $595,000 2 2 816 816 SqFt
701 Spanish Main Drive .., Cudjoe Key, FL, 33042 $499,000 2 2 618 618 SqFt

ByOwner last updated this listing 06/17/2026 @ 09:23

MLS: 619615 LISTED BY: Dan R Serban , Key West Luxury Real Estate Inc (KW) 305-849-8683 SOURCE: Florida Keys MLS, Inc.

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