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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: 10/20/2026

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.

Open Houses

Saturday, October 24, 11:00 am - 1:00 pm

More Information MLS# 621701

Contract Information

Current Price: $999,000 Listing Date: 2026-10-19 Listing Board: Key West Association List Price: $999,000 As is Rght to Inspct: Yes Species List: Yes

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

General Property Description

Realtor.COM Type: Residential - Single Family Style: Single Family Waterfront: Yes Control Depth: 3 Pool: Yes Year Built: 1984 Total Units: 1 Lot Size: 60 X 100 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

Status Change Info

Status: Active

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

Building Style

Above Flood: Unknown

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 - 20 - 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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