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21023 2nd Avenue, Cudjoe Key, FL 33042

$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: 6/01/2026

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 3 bedrooms, 2 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 h ...

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
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

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
3
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
Association Fee $
0

Dockage

Dock Length
82
Seawall
Concrete
Basin
Yes
Boat Lift
Yes
Davits
Yes

More Information

Building Style

Above Flood
Yes

Vehicle Storage

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

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 3 bedrooms, 2 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.

Fee Includes

None
Yes

Tax Exemptions

Homestead
Yes

Appliances

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

Pets

Pets Allowed
Yes

Cooling

Ceiling Fans(s)
Yes
Central Air
Yes

Waterfront

Canal Front
Yes

Waterview

Canal View
Yes

Floor

Tile
Yes
Wood
Yes

Neighborhood Feature

Bike Paths
Yes
Other Area Features
Yes

Interior Features

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

Specialty Rooms

Laundry Room
Yes

Windows/Doors

French Doors
Yes
Impact Rstnce Doors
Yes
Impact Rstnce Window
Yes

Construction

CBS
Yes

Land Size

More than 1 Lot
Yes

Furnished

Negotiable
Yes

Terms

Cash
Yes
Conventional
Yes

Utilities

Buyer to Verify
Yes
Cable Available
Yes
FKAA
Yes
Municipal Sewer
Yes
Propane
Yes

Porch/Balcony

Patio
Yes
Screened Patio
Yes

Title

Negotiable
Yes

Exterior Features

Fencing
Yes
Privacy Wall/Fence
Yes
Shed
Yes

Roof

Metal Roof
Yes

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: June - 01 - 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.