21023 2nd Avenue, Cudjoe Key, FL 33042 (MLS# 620071)

21023 2nd Avenue, Cudjoe Key, FL 33042

$2,499,000

Virtual Tour

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Virtual Tour

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81-web-or-mls-21023 2nd Ave - 080-EDIT (

93-web-or-mls-21023 2nd Ave - 092 - EDIT

Property Type: Residential Bedrooms: 4 Baths: 2 Square Footage: 2,739 Lot Size (sq. ft.): 16,827 Status: Active

Current Price: $2,499,000 List Date: 5/29/2026 Last Modified: 8/17/2026

Overview

Description

Experience the ultimate Florida Keys boating lifestyle at this exceptional waterfront residence in prestigious Cudjoe Gardens. Situated on a rare double lot encompassing 16,827 square feet, this CBS-built, ground-level home sits above the flood plain and offers approximately 225 feet of waterfront on two sides, deep-water dockage, and remarkably quick ocean access. Designed for comfort and effortless waterfront living, the 2,739-square-foot home features 4 bedrooms, a spacious open-concept great room, bamboo flooring, impact windows and doors, and a durable metal roof. The chef's kitchen is the heart of the home, offering a large center island, stainless steel appliances, abundant cabinetry, and a wine refrigerator and is the perfect gathering place for entertaining family and friends. Step outside to a beautifully landscaped tropical setting with expansive screened lanai overlooking the water and an 82-foot dock complete with boat lift and kayak launch. Whether you're heading offsho ... (Read more)

Listing Details MLS# 620071

Location, Tax & Legal

Street #: 21023
Street Name: 2nd
Street Suffix: Avenue
Key/Island: Cudjoe Key
State/Province: FL
Zip Code: 33042
County: Monroe
Subdivision: Cudjoe Gardens (21.0)
Area: 07 - Cudjoe Key

Contract Information

Listing Board: Key West Association
As is Rght to Inspct: Yes
Species List: Yes

General Property Description

Realtor.COM Type: Residential - Single Family
Style: Single Family
Waterfront: Yes
Control Depth: 4
Pool: No
Year Built: 2006
Lot SqFt: 16827
Lot Sqft Source: Property Data Card
Acres: 0.39
Living Apx SqFt: 2739
SqFt Source: Property Data Card
Total Bedrooms: 4
Full Baths: 2
Total Baths: 2
Rentals Allowed: With Restrictions
Min Rental Days: 28

Association Info

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

Dockage

Dock Length: 82
Seawall: Concrete

More Information

Building Style

Above Flood: Yes

Vehicle Storage

Car(s): 2

Property Features

Fee Includes: None Tax Exemptions: Homestead Waterfront: Canal Front Waterview: Canal View Dockage: Basin; Boat Lift; Davits Vehicle Storage: Garage; Attached; Auto Door Opener; Guest Parking; Off Street Parking; Open Parking Furnished: Negotiable Cooling: Ceiling Fans(s); Central Air Utilities: Buyer to Verify; Cable Available; FKAA; Municipal Sewer; Propane Interior Features: Bar; Built-in Cabinets; Drapes/Blinds Incl; Granite Counter Top; Split Bedroom; Storage; Walk-in Closet(s) Specialty Rooms: Laundry Room Appliances: Dishwasher; Dryer; Ice Machine; Range; Refrigerator; Stainless Steel Appliance(s); Washer; Wine Cooler Exterior Features: Fencing; Privacy Wall/Fence; Shed Construction: CBS Floor: Tile; Wood Roof: Metal Roof Pets: Pets Allowed Neighborhood Feature: Bike Paths; Other Area Features Land Size: More than 1 Lot Terms: Cash; Conventional Title: Negotiable

Documents

Elevation Certificate ›

Survey ›

Listing Office: Coldwell Banker Schmitt Real Estate Co

Last Updated: August - 17 - 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.