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

21023 2nd Avenue, Cudjoe Key, FL 33042

New Listing
$2,499,000
Property Type: Residential Bedrooms: 3 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: 5/29/2026

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, 3 bathrooms, 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 offshore for a day of fishing, enjoying sunset cruises, or simply relaxing by the water, this property delivers the Keys lifestyle you've been dreaming about. The 2- car Garage offers plenty of parking and room for all or your toys while the oversized double lot provides privacy and space to enjoy the outdoors while taking advantage of the home's unique corner-like waterfront setting. Located in one of the Lower Keys' most desirable boating communities, Cudjoe Gardens offers deep-water canals capable of accommodating larger inboard vessels, plus convenient access to a full-service marina with fuel, bait, boat ramp, refreshments, and a waterfront restaurant. Just 20 minutes from Key West, you'll enjoy world-class dining, entertainment, and island living while returning home to a peaceful waterfront retreat.

More Information MLS# 620071

Contract Information

Listing Board: Key West Association As is Rght to Inspct: Yes Species List: Yes Current Price: $2,499,000 Listing Date: 2026-05-29 List Price: $2,499,000

Location, Tax & Legal

City: Cudjoe Off Shore Island: No Mile Marker: 21 Marathon Neighborhood: N/A Side: Ocean Flood Zone: AE Alternate Key #: 1222046 Parcel #: 00172640000000 Zoning: IS - Improved Subivision District Deed Restrictions: Yes Legal: BK 6 LTS 1-2 AND PT W 1/2 LT 11 AND PT LT 12 AND PT ABANDONED 2ND AVE SQR 6 CUDJOE GARDENS PB-4-78 CUDJOE KEY Taxes: 9228.5 Tax Year: 2025 Pub Sewer HkUp: Yes 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

General Property Description

Realtor.COM Type: Residential - Single Family Waterfront: Yes Control Depth: 4 Lot Size: X Lot SqFt: 16827 Pool: No Lot Sqft Source: Property Data Card Acres: 0.39 SqFt Source: Property Data Card Rentals Allowed: With Restrictions Min Rental Days: 28 Style: Single Family Year Built: 2006 Living Apx SqFt: 2739 Total Bedrooms: 3 Full Baths: 2 Total Baths: 2

Remarks & Misc

Remarks – Consumer: 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, 3 bathrooms, 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 offshore for a day of fishing, enjoying sunset cruises, or simply relaxing by the water, this property delivers the Keys lifestyle you've been dreaming about. The 2- car Garage offers plenty of parking and room for all or your toys while the oversized double lot provides privacy and space to enjoy the outdoors while taking advantage of the home's unique corner-like waterfront setting. Located in one of the Lower Keys' most desirable boating communities, Cudjoe Gardens offers deep-water canals capable of accommodating larger inboard vessels, plus convenient access to a full-service marina with fuel, bait, boat ramp, refreshments, and a waterfront restaurant. Just 20 minutes from Key West, you'll enjoy world-class dining, entertainment, and island living while returning home to a peaceful waterfront retreat. Directions: From Overseas Hwy, turn oceanside onto Drost Drive. Turn left onto 2nd Ave . The property is the first house on the corner.

Association Info

Mandatory Home Owners Asc: No Voluntary Home Owners Asc: Yes 1st Right of Refusal: No Association Fee $: 0

Fee Includes

None: 1

Dockage

Dock Length: 82 Basin: 1 Boat Lift: 1 Davits: 1 Seawall: Concrete

Tax Exemptions

Homestead: 1

Appliances

Dishwasher: 1 Dryer: 1 Ice Machine: 1 Range: 1 Refrigerator: 1 Stainless Steel Appliance(s): 1 Washer: 1 Wine Cooler: 1

Pets

Pets Allowed: 1

Cooling

Ceiling Fans(s): 1 Central Air: 1

Waterfront

Canal Front: 1

Waterview

Canal View: 1

Floor

Tile: 1 Wood: 1

Neighborhood Feature

Bike Paths: 1 Other Area Features: 1

Interior Features

Bar: 1 Built-in Cabinets: 1 Drapes/Blinds Incl: 1 Granite Counter Top: 1 Split Bedroom: 1 Storage: 1 Walk-in Closet(s): 1

Specialty Rooms

Laundry Room: 1

Building Style

Above Flood: Yes

Windows/Doors

French Doors: 1 Impact Rstnce Doors: 1 Impact Rstnce Window: 1

Vehicle Storage

Car(s): 2 Garage: 1 Guest Parking: 1 Open Parking: 1 Attached: 1 Auto Door Opener: 1 Off Street Parking: 1

Construction

CBS: 1

Land Size

More than 1 Lot: 1

Furnished

Negotiable: 1

Terms

Cash: 1 Conventional: 1

Utilities

Buyer to Verify: 1 Cable Available: 1 FKAA: 1 Municipal Sewer: 1 Propane: 1

Porch/Balcony

Patio: 1 Screened Patio: 1

Title

Negotiable: 1

Exterior Features

Fencing: 1 Privacy Wall/Fence: 1 Shed: 1

Roof

Metal Roof: 1

Status Change Info

Status: Active

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
Listing Office: Coldwell Banker Schmitt Real Estate Co
Last Updated: May - 29 - 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.

Let’s Connect

      Sign Up for Listing Alerts