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$2,499,000
21023 2nd Avenue
Cudjoe Key, FL 33042
MLS# 620071
3 beds  |  2 baths  |  2739 sqft


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Aerial Aerial 000- edit Boat Lift Great Room Great Room Kitchen Kitchen Kitchen Kitchen Kitchen Dining Room Dining Room Living Area Living Area Primary Bedroom Primary Bedroom Primary Bedroom 93-web-or-mls-21023 2nd Ave - 092 - EDIT Primary En Suite Bathroom Primary En Suite Bathroom Primary En Suite Bathroom Hallway Hallway Hallway Guest Bedroom 1 Guest Bedroom 1 Guest Bedroom 1 Hallway Guest Bedroom 2 Guest Bedroom 2 Guest Bedroom 2 Guest Bedroom 3 Guest Bedroom 3 Guest Bedroom 3 Guest Bathroom Laundry Room Screened Lanai Screened Lanai with Canal Views Screened Lanai Screened Lanai Garage Garage Launch Dock Canal Angler's Cleaning Station Back of Home Canal Launch Canal Canal Back of Home Side of Home Canal Side of Home Front of Home Front of Home Side of Home Front of Home Aerial Aerial Aerial Lot Lines are Approximate Aerial

Property 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.

Details
Maps
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.