• Home
  • Property Search
    • Key West Real Estate
      • Key West Homes
      • Key West Condos
      • Key West Townhomes
      • Key West Commercial
      • Key West Land
    • Florida Keys Real Estate
      • Florida Keys Homes
      • Florida Keys Condos
      • Florida Keys Townhomes
      • Florida Keys Commercial
      • Florida Keys Land
    • MLS Search
  • Property Estimate
  • Neighborhoods
    • Casa Marina
    • Golf Club
    • Key Haven
    • Meadows
    • Midtown
    • New Town
    • Old Town
    • Sunset Key
    • Truman Annex
  • Islands
    • Big Coppitt Key
    • Big Pine Key
    • Cudjoe Key
    • Duck Key
    • Islamorada
    • Key Colony Beach
    • Key Largo
    • Lower Matecumbe Key
    • Marathon Key
    • Plantation Key
    • Sugarloaf Key
    • Summerland Key
  • Contact Us

Anchor Line Realty

Anchor Line Realty specializes in buyer brokerage, real estate sales listings, and long term property management in Key West & the Florida Keys.

Call: (305) 766-6835

With a portal you are able to:
  1. Save your searches
  2. Get updates on listings
  3. Track listings
  4. Add notes and messages
  5. Personalize your dashboard

$3,475,000
305 Jolly Roger Drive
Key Largo, FL 33037
MLS# 612848
Status: Closed
4 beds  |  3 baths  |  2835 sqft


305 Jolly Roger
  1 / 76  
305 Jolly Roger pelican island view 305 Jolly Roger rear view Front Foyer Elevator to all floors 8-web-or-mls-305 Jolly Roger Dr - High E 9-web-or-mls-305 Jolly Roger Dr - High E so much light! water views 2nd floor porch living living 15-web-or-mls-305 Jolly Roger Dr - High dining kitchen kitchen view from kitchen hall guest room 1 guest room 1 guest bath guest bath guest room 2 guest room 2 half bath laundry 29-web-or-mls-305 Jolly Roger Dr - High 30-web-or-mls-305 Jolly Roger Dr - High 3rd floor primary views primary suite primary 3rd floor porch 3rd floor porch bay bayside huge primary primary bath primary bath primary bath bedroom 4 front porch 3rd floor bedroom 4 entertaining space? storage RV Parking? covered areas perfect spot quiet conversation spot 52-web-or-mls-305 Jolly Roger Dr - High salt water pool and jacuzzi 305 front row seat! Beautiful! clean your catch! lifts extra davit rear room for the toys elevator lift nightly entertainment some neighbors Front Rear ariel view ariel view ariel view 305 coast here you are 305 Pirates Cove Clubhouse Pirates Cove Boat Ramp Pirates Cove Beach

Property Description
This immaculate bayfront home, built in 2018, is a true waterfront dream. Boasting 4 spacious bedrooms and 2.5 luxurious bathrooms, this property seamlessly blends comfort and convenience. With an elevator providing easy access to all levels, all-impact windows and doors, and outdoor hurricane wind-rated enclosure screens, this home is as durable as it is beautiful. The backyard is a coastal masterpiece, opening up to breathtaking views of Sunset Cove and Pelican Key. Stunning skies and tranquil waters set the stage for your ultimate Keys lifestyle. For boating enthusiasts, this property is a haven! It features a private dock with water, electric, and security cameras, a 16,000-pound boat lift, an additional smaller lift, a davit, and a convenient fish cleaning station. With no mangroves obstructing your view, your access to adventure is immediate and effortless. After a day on the water, unwind in the multi-lighted saltwater pool with an integrated jacuzzi or watch the illuminated marine life beneath the surface as the sun sets. The vibrant coastal lighting adds a magical touch to your evenings. Privacy and security are top-notch with a fully fenced property and a LiftMaster electric gate offering offsite control and monitoring capabilities for peace of mind. The low-maintenance tropical landscaping completes this serene retreat. Move-in ready, this home is waiting for you to embrace the Keys lifestyle in luxury from day one. Don't miss this opportunity to live the dream on the water! (MIA about a hour away)

Details
Maps
Contract Information
Current Price: $3,475,000
Listing Date: 2024-12-28
Listing Board: Florida Keys
Leased Price Monthly: $3,475,000
As is Rght to Inspct: Yes
Potential Short Sale: No
Bank Owned: No
Species List: No
Location, Tax & Legal
Street #: 305
Street Name: Jolly Roger
Street Suffix: Drive
Key/Island: Key Largo
State/Province: FL
Zip Code: 33037
County: Monroe
Subdivision: Pirates Cove (Key Largo) (98.5)
Area: 27 - Key Largo MM 97-107
General Property Description
Realtor.COM Type: Residential - Single Family
Style: Single Family
Waterfront: Yes
Control Depth: 4
Pool: Yes
Year Built: 2018
Lot SqFt: 8338
Lot Sqft Source: Property Data Card
Acres: 0.19
Living Apx SqFt: 2835
SqFt Source: Blue Print
Total Bedrooms: 4
Full Baths: 2
Half Baths: 1
Total Baths: 3
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 $: 250
Assoc/Mnt Fee Per: Yearly
Dockage
Dock Length: 38
Dock: Composite
Building Style
Above Flood: Yes
Financial Status
Bank Owned: No
Potential Short Sale: No
Standard Sale: Yes
Status Change Info
Under Contract Date: 2025-02-14
Leased Date: 2025-03-27
Leased Price Monthly: $3,475,000
Status: Closed
Property Features
Fee Includes: None
Tax Exemptions: Homestead
Waterfront: Bay Front; Gulf Front; Open Water
Waterview: Bay/Gulf View; Open Water View
Dockage: Boat Lift; Davit Pads; Davits
Property Condition: New Construction
Vehicle Storage: Carport; Covered Parking; Guest Parking; RV Parking Open; Trailer Storage
Furnished: Negotiable
Cooling: Ceiling Fans(s); Central Air
Heating: Central; ENERGY STAR Qualified Equipment; Hot Water
Utilities: FKAA; Municipal Sewer
Interior Features: Elevator; Entrance Foyer; Quartz Countertops; Security System; Smoke Alarms; Storage; Walk-in Closet(s); Window Treatments
Pre-Wired: Cable; Surround Sound
Specialty Rooms: Laundry Room
Appliances: Dishwasher; Disposal; Dryer; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer
Exterior Features: Fencing; Fruit Tree(s); Hot Tub; Lighting
Pool Info: In Ground; Salt Water; Concrete
Construction: CBS
Floor: Tile
Roof: Metal Roof
Pets: Pets Allowed
Neighborhood Feature: Beach; Clubhouse; Community Boat Ramp
Security: Electric Gate
Land Size: Less Than 1/4 Acre
Terms: Cash; Conventional

Listing Office: Still Water Properties

Last Updated: March - 27 - 2025

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.


Search powered by FBS Products
Create A Real Estate Portal
With a portal you are able to:
  1. Save your searches
  2. Get updates on listings
  3. Track listings
  4. Add notes and messages
  5. Personalize your dashboard

Anchor Line Realty on Social Media:

Facebook
Facebook
fb-share-icon
Twitter
Visit Us
Follow Me

E-mail Us Directly

Please provide details below:

  • Home
  • Property Search
  • Property Estimate
  • Neighborhoods
  • Islands
  • Contact Us

Copyright © 2026 · AgentPress Pro on Genesis Framework · WordPress · Log in

David Austin, Owner/Broker
Anchor Line Realty, LLC
820 Ashe Street
Key West, FL 33040
www.anchorlinerealty.com
[email protected]
305.766.6835
Member, National Association of Realtors (NAR)
Member, Florida Association of Realtors (FAR)
Member, Key West Association of Realtors (KWAR)