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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

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$2,199,900
114 Bessie Road
Plantation Key, FL 33070
MLS# 621637
4 beds  |  4 baths  |  1887 sqft


Backyard Area with Heated Pool
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Backyard Area with Heated Pool 2 Boat Lifts & Dual Jetski Lift Aerial of Backyard Fish Cleaning Table Backyard View from Balcony Downstairs Area Heated Pool Living Room Living Room Dining Table Kitchen Kitchen Kitchen Breakfast Nook Breakfast Nook Master Bedroom Master Bathroom Guest Bedroom #1 Guest Bathroom Guest Bedroom #2 Half Bathroom 2nd Floor Balcony Tiki Hut Bessie Outdoor Kitchen Bessie Outdoor Kitchen Bessie Outdoor Kitchen Downstairs Entertainment Area Downstairs Entertainment Area Downstairs Entertainment Area Half Bath 1st Floor Carport Heated Pool Area Downstairs Bedroom Downstairs Bathroom Downstairs Room Aerial View of Ocean Birds eye View of Home

Property Description
Experience the best of Florida Keys waterfront living in this exceptional home, offering the perfect blend of tropical charm, spacious living, and outdoor entertaining. The backyard is a true tropical retreat, featuring a large heated pool with water features, an oversized chickee hut with TV, outdoor kitchen, BBQ and frying area, and plenty of space to relax or entertain. The upper level boasts an open-concept living and kitchen area with breakfast nook, formal dining space, half bath, two guest bedrooms, full guest bathroom, and a spacious primary suite. High ceilings and an airy layout create a welcoming atmosphere throughout. The lower level offers a private guest apartment with a separate entrance, featuring a large bedroom, full bathroom, and additional living area currently utilized as a fifth bedroom, ideal for extended family or visiting guests. Boating enthusiasts will appreciate 65 ft of concrete dockage, a 33,000lb boat lift, a 15,000 lb boat lift, and a dual jetski lift and fish cleaning station, with quick access through Tavernier Creek to the open Atlantic Ocean or Florida Bay. Conveniently located near restaurants, grocery stores, and fuel docks, this property offers the ultimate opportunity to enjoy the relaxed waterfront lifestyle the Florida Keys are known for. Call Today as this Home will not Last!

Details
Maps
Contract Information
Current Price: $2,199,900
Listing Date: 2026-10-14
Listing Board: Florida Keys
Monthly Rent: $2,199,900
As is Rght to Inspct: Yes
Location, Tax & Legal
Street #: 114
Street Name: Bessie
Street Suffix: Road
Key/Island: Plantation Key
State/Province: FL
Zip Code: 33070
County: Monroe
Subdivision: Tropical Atlantic Shores (90.0)
Area: 25 - Plantation Key
General Property Description
Realtor.COM Type: Residential - Single Family
Style: Single Family
Waterfront: Yes
Control Depth: 4
Pool: Yes
Year Built: 2010
Lot Size: 65 X 123
Lot SqFt: 7990
Acres: 0.18
Living Apx SqFt: 1887
SqFt Source: Tax Records
Total Bedrooms: 4
Full Baths: 3
Half Baths: 1
Total Baths: 4
Rentals Allowed: With Restrictions
Min Rental Days: 28
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Dockage
Dock Length: 65
Dock: Concrete
Specialty Rooms
Guest/Servant Qtrs: Legal
Building Style
Above Flood: Unknown
# Stories: 2 Stories
Vehicle Storage
Car(s): 4+
Pool Info
Heated: Yes
Financial Status
Standard Sale: Yes
Status Change Info
Status: Active
Property Features
Fee Includes: None
Tax Exemptions: None
Waterfront: Canal Front
Waterview: Canal View
Dockage: Boat Lift
Vehicle Storage: Carport; Auto Door Opener; RV Parking Open; Trailer Storage
Furnished: Furnished
Cooling: Ceiling Fans(s); Central Air
Heating: Central
Utilities: Cable Available; Elect Separate Meter; FKAA; Municipal Sewer; Water Separate Meter
Interior Features: Built-in Cabinets; Drapes/Blinds Incl; Granite Counter Top; Security System; Smoke Alarms; Storage; Tray Ceilings; Walk-in Closet(s)
Pre-Wired: Cat 5
Specialty Rooms: Laundry Room
Appliances: Dishwasher; Disposal; Dryer; Ice Machine; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer
Exterior Features: Chickee Hut; Fencing; Gazebo; Hot Tub; Lighting; Outdoor Kitchen; Outdoor Shower; Privacy Wall/Fence; Rain Gutters; Storage; Water Display
Pool Info: In Ground; Concrete; Decked
Construction: CBS; Concrete
Floor: Tile
Roof: Tile Roof
Pets: Pets Allowed
Land Size: Less Than 1/4 Acre
Terms: Cash; Conventional
Title: Title Ins - Buyer

Listing Office: Century 21 Circle- Islamorada

Last Updated: October - 15 - 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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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)