21640 Overseas Highway, Cudjoe Key, FL 33042 (MLS# 619615)

21640 Overseas Highway, Cudjoe Key, FL 33042

$2,800,000

Property Type: Residential Bedrooms: 4 Baths: 3 Square Footage: 3,286 Lot Size (sq. ft.): 31,250 Status: Pending

Current Price: $2,800,000 List Date: 4/23/2026 Last Modified: 8/27/2026

Overview

Description

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, enter ... (Read more)

Listing Details MLS# 619615

Location, Tax & Legal

Street #: 21640
Street Name: Overseas
Street Suffix: Highway
Key/Island: Cudjoe Key
State/Province: FL
Zip Code: 33042
County: Monroe
Subdivision: Sacarma (21.0)
Area: 07 - Cudjoe Key

Contract Information

Listing Board: Key West Association
Bank Owned: No

General Property Description

Realtor.COM Type: Residential - Single Family
Style: Single Family
Waterfront: Yes
Control Depth: 2
Pool: Yes
Year Built: 1985
Lot SqFt: 31250
Lot Sqft Source: Property Data Card
Acres: 1.17
Living Apx SqFt: 3286
SqFt Source: Appraisal
Total Bedrooms: 4
Full Baths: 3
Total Baths: 3
Rentals Allowed: Yes

Status Change Info

Under Contract Date: 2026-08-18

Association Info

Mandatory Home Owners Asc: No
1st Right of Refusal: No

License Info

# of City License: Yes
Transient Rntl Licns: Yes

More Information

Dockage

Dock: Wood

Building Style

Above Flood: Unknown
Stilt Column Height: Tall - 10Ft & Over
# Stories: 2 Stories

Vehicle Storage

Car(s): 4+

Financial Status

Bank Owned: No

Property Features

Fee Includes: None Tax Exemptions: None Waterfront: Oceanfront; Open Water Waterview: Ocean View; Open Water View Property Condition: Updated/Remodeled Vehicle Storage: Garage; Airplane Hanger; Assigned Parking; Covered Parking; Guest Parking; RV Parking Covered Furnished: Furnished Cooling: Attic Fan; Ceiling Fans(s); Central Air; Heat Pump Utilities: FKAA; Municipal Sewer Interior Features: Built-in Cabinets; Cathedral Ceilings; Dade County Pine; Fireplace(s); Granite Counter Top; Smoke Alarms; Walk-in Closet(s); Whirlpool Bath Tub; Other Specialty Rooms: Other Appliances: Dishwasher; Disposal; Dryer; Freezer; Oven; Range; Refrigerator; Washer Exterior Features: Chickee Hut; Hot Tub; Privacy Wall/Fence; Sandy Beach; Storage Pool Info: In Ground Construction: Hardi Board Siding Floor: Combo Roof: Metal Roof Pets: Pets Allowed Land Size: 1 Less Than 2 Acres Title: Negotiable

Listing Office: Key West Luxury Real Estate Inc (KW)

Last Updated: August - 27 - 2026

The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.