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
...
(Read more)
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.
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
Documents
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.

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