Login

Sign in to your account to access all features

Create an account

Welcome Aboard!

For Sale
Listed on February 25, 2026

22542 Jolly Roger Dr

$2,100,000
4 Beds
3 Baths
2,440 sqft
0 Parkings
Lot size
6,930 sqft
Annual Tax
$12,646
Occupancy
Owner
Year Built
1982
Property type
House
#MLS
A11977423

Description

This striking 4-bedroom, 3-bathroom home is a testament to coastal architecture, blending rustic design with open, light-filled living spaces that showcase a breathtaking oceanfront setting. Situated on a double lot totaling .32 acres, the property offers an impressive 120 feet of frontage overlooking Cudjoe Bay—creating a rare and commanding presence along the shoreline. Broad covered balconies and generous outdoor living spaces capture the essence of Keys waterfront living, while large impact glass doors and windows frame sweeping ocean views and invite natural light throughout. Soaring ceilings with dark wood beams enhance the open-concept layout and add dramatic architectural character. The main living level features a fully renovated kitchen, dining area, expansive living room, laundry, two bedrooms, and two bathrooms. Upstairs, a third bedroom sits at the top of the stairs, while a catwalk leads to the fourth bedroom with an ensuite bath and walkout deck positioned to capture the home’s most spectacular panoramic views. Throughout the residence, thoughtful design blends contrasts—modern lines with traditional warmth, cozy intimacy within spacious rooms. Whimsical and eclectic touches pair with bold architectural elements, creating a home that feels both artistic and inviting while celebrating its extraordinary oceanfront setting.
Coldwell Banker Schmitt R.E.

Features & Details

Learn about the features and details of 22542 Jolly Roger Dr

Property Details

  • Property Type
    SingleFamilyResidence
  • Living Area
    2,440 sqft
  • Year Built
    1982
  • Lot Size
    6,930 sqft
  • Stories
    -
  • Annual Tax
    $12,646.00
  • List Date
    2/25/2026
  • Updated
    3/6/2026
  • Last Checked
    Recent
  • MLS Number
    #A11977423
  • Brokerage
    Coldwell Banker Schmitt R.E.
  • Postal Code
    33042
  • Area
    Monroe
  • City
    -

Additional Property Features

  • Occupancy
    Owner
  • List Price
    $2,100,000.00
  • Unit Number
    -
  • Construction
    Frame
  • Heating
    Central
  • Fireplaces
    -
  • Garage
    -
  • Parking Type
    No
  • Pets Allowed
    No
  • Air Conditioning
    Central Air, Ceiling Fans
  • Elevator
    No
  • Locker
    No
  • Swimming Pool
    None
  • Patio
    Balcony,Open,Porch
  • Basement
    No
  • Den
    No
  • Central Vacuum
    No
  • Garage Type
    No

Additional Listing Information

  • Walk Score
  • Property Manager
    -
  • Utilities Included
    None
  • Furnished
    No
  • Assessment Year
    2025
  • Assignment
    No
  • Extras Included
    Dryer, Dishwasher, Refrigerator, Wine cooler, Washer
  • Virtual Tour
    View virtual tour

Inside

  • Bedrooms & Baths
    4 Bed, 3 Bath
  • Bedrooms
    4
  • Full Bathrooms
    3
  • Ensuite
    Yes
  • Bathrooms
    3
  • Flooring
    Mixed

Price history

Learn about the price history of 22542 Jolly Roger Dr

Explore Monroe

Learn about the area around 22542 Jolly Roger Dr

Similar listings

Shop homes for sale similar to 22542 Jolly Roger Dr, Monroe

Listed 8 days ago
14675 SW 78th Ave - 1
14675 SW 78th Ave
$2,100,000
House
4
beds
3
baths
2
parking
2981 sqft
Avanti Way Brickell
Listed 9 days ago
27745 SW 167th Ave - 1
27745 SW 167th Ave
$1,900,000
House
4
beds
3
baths
2
parking
3113 sqft
Florida Realty of Miami Corp
Listed 14 days ago
22542 Jolly Roger Dr - 1
22542 Jolly Roger Dr
$2,100,000
House
4
beds
3
baths
0
parking
2440 sqft
Coldwell Banker Schmitt R.E.
Listed 14 days ago
11300 NW 5th St - 1
11300 NW 5th St
$2,200,000
House
4
beds
3
baths
5
parking
0 sqft
Advantage Realty Group, LLC
Listed 16 days ago
312 NE 90TH ST - 1
312 NE 90TH ST
$1,899,000
House
4
beds
3
baths
0
parking
2310 sqft
Ancona Real Estate Inc
Listed 21 days ago
7360 SW 128th St - 1
7360 SW 128th St
$2,295,000
House
4
beds
3
baths
2
parking
2372 sqft
Luxe Properties

Similar Sold listings

Shop homes for sale similar to 22542 Jolly Roger Dr, Monroe

Sold 2 days ago
3001 SW 4th Ave - 1
3001 SW 4th Ave
$2,100,000
$1,940,000
House
4
beds
3
baths
0
parking
3049 sqft
Compass Florida, LLC
Sold 1 month ago
2910 CALUSA ST - 1
2910 CALUSA ST
$2,150,000
$2,120,000
House
4
beds
3
baths
0
parking
1839 sqft
Compass Florida, LLC
Sold 1 day ago
8020 NW 47th Dr - 1
8020 NW 47th Dr
$1,990,000
$1,700,000
House
4
beds
3
baths
4
parking
4387 sqft
Compass Florida, LLC
Sold 1 month ago
11 Center Ln - 1
11 Center Ln
$2,298,000
$2,005,000
House
4
beds
3
baths
0
parking
2554 sqft
Coldwell Banker Schmitt R.E.
Sold 1 month ago
4190 PAMONA AVE - 1
4190 PAMONA AVE
$1,900,000
$1,750,000
House
4
beds
3
baths
1
parking
1949 sqft
Compass Florida, LLC
Sold 2 months ago
1516 CERTOSA AVE - 1
1516 CERTOSA AVE
$2,150,000
$2,150,000
House
4
beds
3
baths
1
parking
2290 sqft
Douglas Elliman

FAQs About 22542 Jolly Roger Dr

22542 Jolly Roger Dr, MLS® A11977423 has a size of 2440 sqft.

There are 4 bedrooms and 3 bathrooms in this House at 22542 Jolly Roger Dr, MLS® A11977423.

Annual taxes for this home are $12,646 based on 2025 tax year reports.
Miami Association of REALTORS®
Based on information from the Miami Association of REALTORS®. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information.
©2025 Miami Association of REALTORS® all rights reserved.
Watch Property
22542 Jolly Roger Dr
22542 Jolly Roger Dr