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$999,000
27416 Cayman Lane
Ramrod Key, FL 33042
MLS# 621701
2 beds  |  2 baths  |  1116 sqft


Two Boat Lifts, Endless Possibilities
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Two Boat Lifts, Endless Possibilities 14,000-Lb + 6,000-Lb Boat Lifts 60 Feet of Waterfront Dockage Your private saltwater oasis Island Breezes and Poolside Days Poolside is the place to be The perfect post-boating retreat Gather, dine, and unwind Room for dockside games Outdoor Living, Keys Style Covered verandah overlooking the canal Room to relax and entertain Welcome to 27416 Cayman Ln Bright, open, and inviting Fully furnished and ready to enjoy Your turnkey Keys escape Comfort Meets Coastal Living Cook, connect, and entertain Coastal style custom cabinetry Casual Dining, Keys Style Comfort meets coastal living Ensuite Bath Room for guests or office Guest Bath Full sized laundry room Swaying Palms in your backyard Breezeswept Dockside Retreat Fish, Dive, Explore Ramrod Key - East view Tropical Living Starts Here Downstairs Enclosed Storage 6,000 SF Lot (60' x 100') No-Bridge Quick Ocean Access
Open House (10/24/2026 - 12:00 pm - 2:00 pm)

Property Description
Your boat, your backyard, the Atlantic just beyond the canal. Welcome to Breezeswept Dockside Retreat, a turnkey waterfront home on Ramrod Key designed for those who want to make the most of the Florida Keys boating, fishing, and diving lifestyle. With no-bridge ocean and gulf access, this property puts the Lower Keys' renowned fishing grounds, Looe Key Reef, backcountry waters, sandbars, and nearby Picnic Island within reach. The 40' wide canal offers approximately 3' control depth, with a fuel stop and dive shop conveniently located at its north end. The waterfront setup is ready for your next adventure, featuring 60' of composite dockage (2022), a 14,000-lb boat lift, and a 6,000-lb boat lift (both 2022). Whether you're heading offshore to fish, exploring the reefs, or cruising the backcountry, your next day on the water starts right at home. Back on shore, relax in the private saltwater pool, entertain on the spacious deck, or unwind on the full-length covered verandah overlooking the canal. The open-concept living area connects indoor comfort with the outdoor setting, while tropical landscaping adds to the island feel. Offered fully furnished and turnkey, this home is ready for your personal Keys escape, full-time living, or vacation rental use. Features: Saltwater pool (2019); metal roof (2018); central A/C (2022); lower enclosure (2021); 28-day minimum rentals permitted; voluntary HOA. Wind/homeowners insurance under $7,000 annually, plus an assumable flood policy of $520. If your ideal Keys day starts with a boat ride and ends with a swim in your own pool, Breezeswept Dockside Retreat deserves a closer look.

Details
Maps
Contract Information
Listing Board: Key West Association
As is Rght to Inspct: Yes
Species List: Yes
Current Price: $999,000
Listing Date: 2026-10-19
List Price: $999,000
Location, Tax & Legal
City: Ramrod
Off Shore Island: No
Mile Marker: 27.5
Marathon Neighborhood: N/A
Senior Community YN: No
Side: Ocean
Flood Zone: AE 9
Alternate Key #: 1268585
Parcel #: 00205280-000000
Zoning: IS - Improved Subivision District
Deed Restrictions: Unknown
Legal: Bk 15 Lt 22 Breezeswept Beach Estates Ramrod Key Pb4-143 Or579-261 Or837-2114 Or2038-474 Or2163-1683 Or2163-1685 Or2867-
Taxes: 8042.29
Tax Year: 2025
Pub Sewer HkUp: Yes
Street #: 27416
Street Name: Cayman
Street Suffix: Lane
Key/Island: Ramrod Key
State/Province: FL
Zip Code: 33042
County: Monroe
Subdivision: Breezeswept Bch Est (27.5)
Area: 09 - Ramrod Key
General Property Description
Realtor.COM Type: Residential - Single Family
Waterfront: Yes
Control Depth: 3
Lot Size: 60 X 100
Lot SqFt: 6000
Pool: Yes
Lot Sqft Source: Property Data Card
Total Units: 1
Acres: 0.13
SqFt Source: Property Data Card
Rentals Allowed: With Restrictions
Min Rental Days: 28
Style: Single Family
Year Built: 1984
Living Apx SqFt: 1116
Total Bedrooms: 2
Full Baths: 2
Total Baths: 2
Remarks & Misc
Remarks – Consumer: Your boat, your backyard, the Atlantic just beyond the canal. Welcome to Breezeswept Dockside Retreat, a turnkey waterfront home on Ramrod Key designed for those who want to make the most of the Florida Keys boating, fishing, and diving lifestyle. With no-bridge ocean and gulf access, this property puts the Lower Keys' renowned fishing grounds, Looe Key Reef, backcountry waters, sandbars, and nearby Picnic Island within reach. The 40' wide canal offers approximately 3' control depth, with a fuel stop and dive shop conveniently located at its north end. The waterfront setup is ready for your next adventure, featuring 60' of composite dockage (2022), a 14,000-lb boat lift, and a 6,000-lb boat lift (both 2022). Whether you're heading offshore to fish, exploring the reefs, or cruising the backcountry, your next day on the water starts right at home. Back on shore, relax in the private saltwater pool, entertain on the spacious deck, or unwind on the full-length covered verandah overlooking the canal. The open-concept living area connects indoor comfort with the outdoor setting, while tropical landscaping adds to the island feel. Offered fully furnished and turnkey, this home is ready for your personal Keys escape, full-time living, or vacation rental use. Features: Saltwater pool (2019); metal roof (2018); central A/C (2022); lower enclosure (2021); 28-day minimum rentals permitted; voluntary HOA. Wind/homeowners insurance under $7,000 annually, plus an assumable flood policy of $520. If your ideal Keys day starts with a boat ride and ends with a swim in your own pool, Breezeswept Dockside Retreat deserves a closer look.
Directions: From US1 (mile marker 27.5 - Ramrod Key), turn oceanside onto W. Indies Dr. Continue 0.5 miles on W. Indies to Cayman Lane. Right on Cayman Lane. #27416 is the third house on the left.
Association Info
Mandatory Home Owners Asc: No
Voluntary Home Owners Asc: Yes
1st Right of Refusal: No
Association Fee $: 50
Assoc/Mnt Fee Per: Yearly
Fee Includes
Other: 1
Dockage
Dock Length: 60
Dock: Composite
Boat Lift: 1
Tax Exemptions
None: 1
Appliances
Dishwasher: 1
Dryer: 1
Freezer: 1
Oven: 1
Range: 1
Refrigerator: 1
Stainless Steel Appliance(s): 1
Washer: 1
Water Purification: 1
Pets
Pets Allowed: 1
Cooling
Ceiling Fans(s): 1
Central Air: 1
Heating
Central: 1
Waterfront
Canal Front: 1
Waterview
Canal View: 1
Floor
Tile: 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
Pantry: 1
Storage: 1
Property Condition
Updated/Remodeled: 1
Specialty Rooms
Laundry Room: 1
Building Style
Above Flood: Unknown
Windows/Doors
Other Windows/Doors: 1
Sliding Glass Doors: 1
Vehicle Storage
Covered Parking: 1
Open Parking: 1
RV Parking Open: 1
Off Street Parking: 1
Trailer Storage: 1
Construction
Frame: 1
Land Size
Less Than 1/4 Acre: 1
Furnished
Furnished: 1
Terms
Cash: 1
Conventional: 1
FHA: 1
VA: 1
Utilities
Buyer to Verify: 1
Cable Available: 1
FKAA: 1
Municipal Sewer: 1
Porch/Balcony
Open Porch/Balcony: 1
Patio: 1
Title
Negotiable: 1
Exterior Features
Fencing: 1
Lighting: 1
Storage: 1
Pool Info
In Ground: 1
Salt Water: 1
Fiberglass: 1
Pre-Wired
Cable: 1
Roof
Metal Roof: 1
Shutters
Accordion: 1
Status Change Info
Status: Active
Property Features
Fee Includes: Other
Tax Exemptions: None
Waterfront: Canal Front
Waterview: Canal View
Dockage: Boat Lift
Property Condition: Updated/Remodeled
Vehicle Storage: Covered Parking; Off Street Parking; Open Parking; RV Parking Open; Trailer Storage
Furnished: Furnished
Cooling: Ceiling Fans(s); Central Air
Heating: Central
Utilities: Buyer to Verify; Cable Available; FKAA; Municipal Sewer
Interior Features: Bar; Built-in Cabinets; Drapes/Blinds Incl; Granite Counter Top; Pantry; Storage
Pre-Wired: Cable
Specialty Rooms: Laundry Room
Appliances: Dishwasher; Dryer; Freezer; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer; Water Purification
Exterior Features: Fencing; Lighting; Storage
Pool Info: In Ground; Salt Water; Fiberglass
Construction: Frame
Shutters: Accordion
Floor: Tile
Roof: Metal Roof
Pets: Pets Allowed
Neighborhood Feature: Bike Paths; Other Area Features
Land Size: Less Than 1/4 Acre
Terms: Cash; Conventional; FHA; VA
Title: Negotiable

Listing Office: Expert Realty LLC (HQ)

Last Updated: October - 22 - 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.