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$2,499,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 2,739 Sq. Ft.
  • Updated 1 day ago
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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.

Full Property Details for 21023 2nd Ave

General

  • Price: $2,499,000
  • Taxes: $9,228 (2025)
  • Status: Active
  • Type: Single Family
  • Source: 927
  • MLS ID: 620071
  • Updated: 5/29/2026
  • Added to Site: 1 day(s) ago

Interior

  • Interior Features: Walk-in Closet(s), Bar, Built-in Cabinets, Drapes/Blinds Incl, Granite Counter Top, Split Bedroom, Storage
  • Appliances: Stainless Steel Appliance(s), Dishwasher, Dryer, Ice Machine, Range, Refrigerator, Washer, Wine Cooler
  • Flooring: Wood, Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Shared Amenities: Other Area Features, Bike Paths

Exterior

  • Exterior Features: Fencing, Privacy Wall/Fence, Shed
  • Deck/Patio: Screened Patio, Patio
  • Porch/Patio/Deck: Screened Patio, Patio

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Parking Features: Open, Guest, Off Street, Attached, Garage Door Opener

Location

  • Area: 07 - Cudjoe Key
  • County: Monroe
  • Subdivision: Cudjoe Gardens (21.0)
  • Driving Directions: From Overseas Hwy, turn oceanside onto Drost Drive. Turn left onto 2nd Ave . The property is the first house on the corner.

Community

  • Assoc. Fees Include: None
  • Pets Allowed: Yes

Heating & Cooling

  • Central air: Yes
  • Air Conditioning: Yes
  • Cooling Type: Central Air, Ceiling Fans(s)

Structural Information

  • Architectural Style: Above Flood
  • Construction: CBS
  • Roof: Metal
  • Windows/Doors: French Doors, Impact Rstnce Doors, Impact Rstnce Window
  • Square Feet: 2,739
  • Sq. Ft. Source: Property Data Card
  • Year Built: 2006

Lot Features

  • Property View: Canal
  • Lot Size (Acres): 0.39
  • Lot Size (Sq. Ft.): 16,827
  • Lot Size Source: Property Data Card
  • Lot Dimensions: x
  • Zoning: IS - Improved Subivision District

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Canal Front

Financial Considerations

  • Tax Amount: $9,228.5
  • Tax Year: 2025
  • Terms: Cash, Conventional

Disclosures and Reports

  • Legal Description: 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
  • Flood Zone: AE
  • APN: 172640000000

Listed by Coldwell Banker Schmitt Real Estate Co, Lisa H Ferringo (305) 797-1221

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Listing agent

— 21023 2nd Ave —

  • Lisa H Ferringo

    Coldwell Banker Schmitt Real Estate Co

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 21023 2nd Ave

School District:Monroe County School District, Middle Torch Key, FL
NameGradesDistance
Sugarloaf School
255 Crane Boulevard, Summerland Key, FL 33042
PK-81.5 mi
Key West High School
2100 Flagler Avenue, Key West, FL 33040
9-1218.6 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 21023 2nd Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/29/2026
Listed
$2,499,000
108.25%
MLS
8/08/2019
Sold
$1,200,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 21023 2nd Ave

Year
Property Taxes
Change
Tax Assessment
Change
2024
$8,756
—
$1,013,029
3%
2024
$8,756
4%
$984,480
3%
2023
$8,454
-1%
$955,806
6%
2021
$8,554
3%
$900,939
-3%
2022
$8,269
-3%
$927,967
4%
2021
$8,554
10%
$888,500
16%
2019
$7,769
19%
$762,756
17%
2018
$6,505
3%
$650,057
2%
2017
$6,325
-1%
$636,687
2%
2016
$6,370
-3%
$623,592
1%
2015
$6,548
-3%
$619,257
1%
2014
$6,760
-1%
$614,342
2%
2013
$6,856
—
$605,263
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 21023 2nd Ave

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Coldwell Banker Schmitt Real Estate Co, Lisa H Ferringo (305) 797-1221

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21023 2nd Avenue, Cudjoe Key, FL 33042 (MLS# 620071) is a Single Family property with 3 bedrooms and 2 full bathrooms. 21023 2nd Avenue is currently listed for $2,499,000 and was received on May 29, 2026. Want to learn more about 21023 2nd Avenue? Do you have questions about finding other Single Family real estate for sale in Cudjoe Key? You can browse all Cudjoe Key real estate or contact a Coldwell Banker agent to request more information.

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