Back to Search
21023 2nd Avenue photo 1
21023 2nd Avenue photo 2
21023 2nd Avenue photo 3
21023 2nd Avenue photo 4
21023 2nd Avenue photo 5
21023 2nd Avenue photo 6
21023 2nd Avenue photo 7
21023 2nd Avenue photo 8
21023 2nd Avenue photo 9
21023 2nd Avenue photo 10
21023 2nd Avenue photo 11
21023 2nd Avenue photo 12
21023 2nd Avenue photo 13
21023 2nd Avenue photo 14
21023 2nd Avenue photo 15
21023 2nd Avenue photo 16
21023 2nd Avenue photo 17
21023 2nd Avenue photo 18
21023 2nd Avenue photo 19
21023 2nd Avenue photo 20
21023 2nd Avenue photo 21
21023 2nd Avenue photo 22
21023 2nd Avenue photo 23
21023 2nd Avenue photo 24
21023 2nd Avenue photo 25
1 / 25

21023 2nd Avenue

Cudjoe Key, FL, 33042

Active

$2,499,000

4

Bedrooms

2

Bathrooms

2,739 sqft

Living Area

2006

Year Built

16,827

Lot Size (sqft)

82

Days on Market

Dock Score™

DockOnly
86
Excellent

What shaped this score

Ocean Access
Dock with boat lift
Fits boats up to ~100ft+ (est.)
Bridge-free to bay
Est. waterfront~225 ft

DockOnly.com rating, not provided by the MLS or listing broker.

Dock & Water AccessMLS

Canal Front📝 deep water

AI Aerial Imagery Detection

Dock DetectedBoat Lift DetectedSeawall Detected

Detected by AI from open-source aerial mapping imagery and may not reflect current conditions. This information was not provided by the MLS or listing broker. Always verify dock infrastructure with the listing agent.

Navigation RouteDockOnly

Data sources: SFWMD AHED waterway polygons · FHWA National Bridge Inventory 2024 · Not provided by the MLS or listing broker.

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 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.

Schedule a Showing

See the property and tour the dock. A licensed waterfront specialist will arrange your private showing.

Select a date

Location

Cudjoe Key, FL, 33042

No price history available for this property.

Displayed by Blue Mar Real Estate Group Inc., Licensed Florida Real Estate Broker (DBPR CQ1018554) · [email protected]

Listing courtesy of Coldwell Banker Schmitt Real Estate Co via Florida Keys MLS

Last checked: 3 hours ago

Listing updated: August 19, 2026

© 2026 Florida Keys Board of REALTORS®, Inc. All rights reserved. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange (IDX) program of the Florida Keys Board of REALTORS®. Information is deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change, or withdrawal.

IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Nearest Bridge Clearances

Florida Keys, critical for tall/large vessels

No bridge data available for this location.
FEMA Flood Zone AE
BFE: 8ft

Special Flood Hazard Area

View FEMA Flood Map →
Loading nearby marinas…
Loading nearby sandbars…

Mortgage Calculator

Estimate your monthly payment for this waterfront property

20%

$499,800 down

%
Principal & Interest$12,967/mo
Property Tax (est. ~1.2%, varies by county)$2,499/mo
Home Insurance (est.)$250/mo
Total Monthly Payment$15,716
Loan Amount: $1,999,200Rate: 6.75%
Get Pre-Qualified

Estimated payments only. Actual rates and terms may vary.

$2,499,000Tour the dockSchedule a Showing
Navigation note: Navigation routes show the shortest mapped path to open water. A vessel taller than the binding bridge clearance may still reach open water via a longer alternate route that we don't currently map. Verify navigability with a local captain or surveyor before relying on it.