27416 Cayman Lane, Ramrod Key, FL 33042

New Listing

$999,000

Property Type: Residential Bedrooms: 2 Baths: 2 Square Footage: 1,116 Lot Size (sq. ft.): 6,000 Status: Active

Current Price: $999,000 List Date: 10/19/2026 Last Modified: 10/22/2026

Overview

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 ove ... (Read more)

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Listing Details MLS# 621701

Location, Tax & Legal

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
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

Contract Information

Listing Board: Key West Association
As is Rght to Inspct: Yes
Species List: Yes

General Property Description

Realtor.COM Type: Residential - Single Family
Style: Single Family
Waterfront: Yes
Control Depth: 3
Pool: Yes
Year Built: 1984
Total Units: Yes
Lot SqFt: 6000
Lot Sqft Source: Property Data Card
Acres: 0.13
Living Apx SqFt: 1116
SqFt Source: Property Data Card
Total Bedrooms: 2
Full Baths: 2
Total Baths: 2
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 $: 50
Assoc/Mnt Fee Per: Yearly

Dockage

Dock Length: 60
Dock: Composite
Boat Lift: Yes

More Information

Building Style

Above Flood: Unknown

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.

Fee Includes

Other: Yes

Tax Exemptions

None: Yes

Appliances

Dishwasher: Yes
Dryer: Yes
Freezer: Yes
Oven: Yes
Range: Yes
Refrigerator: Yes
Stainless Steel Appliance(s): Yes
Washer: Yes
Water Purification: Yes

Pets

Pets Allowed: Yes

Cooling

Ceiling Fans(s): Yes
Central Air: Yes

Heating

Central: Yes

Waterfront

Canal Front: Yes

Waterview

Canal View: Yes

Floor

Tile: Yes

Neighborhood Feature

Bike Paths: Yes
Other Area Features: Yes

Interior Features

Bar: Yes
Built-in Cabinets: Yes
Drapes/Blinds Incl: Yes
Granite Counter Top: Yes
Pantry: Yes
Storage: Yes

Property Condition

Updated/Remodeled: Yes

Specialty Rooms

Laundry Room: Yes

Windows/Doors

Other Windows/Doors: Yes
Sliding Glass Doors: Yes

Vehicle Storage

Covered Parking: Yes
Open Parking: Yes
RV Parking Open: Yes
Off Street Parking: Yes
Trailer Storage: Yes

Construction

Frame: Yes

Land Size

Less Than 1/4 Acre: Yes

Furnished

Furnished: Yes

Terms

Cash: Yes
Conventional: Yes
FHA: Yes
VA: Yes

Utilities

Buyer to Verify: Yes
Cable Available: Yes
FKAA: Yes
Municipal Sewer: Yes

Porch/Balcony

Open Porch/Balcony: Yes
Patio: Yes

Title

Negotiable: Yes

Exterior Features

Fencing: Yes
Lighting: Yes
Storage: Yes

Pool Info

In Ground: Yes
Salt Water: Yes
Fiberglass: Yes

Pre-Wired

Cable: Yes

Roof

Metal Roof: Yes

Shutters

Accordion: Yes

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.

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