ISLAMORADA RETREAT! Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this charming home is perfectly situated in the heart of Islamorada. Offering 1 bedroom, 1 bathroom, and a versatile loft space, the interior provides comfortable living with a relaxed Florida Keys atmosphere. Step outside to the open porch, the perfect spot to enjoy the island breeze. Ideally located near renowned waterfront dining, local breweries, boutique shopping, and all the attractions that make Islamorada one of the most desirable destinations in the Keys. Residents benefit from a recently completed sewer system upgrade, with no known upcoming assessments. Low monthly HOA fees of just $149 cover common area and road maintenance. Don't miss this opportunity to own your own slice of paradise in the Sport Fishing Capital of the World and experience the laid-back lifestyle that makes the Florida Keys so special.
Memories begin here. Tucked along the ocean's edge and offering the kind of lifestyle buyers spend years searching for, this one-of-a-kind oceanfront retreat delivers the ultimate Florida Keys escape all for under $1M! What is unique about this property is the 40' protected boat slip located right out your back door. This unit is conveniently located offering quick access to the ocean or the bay and the Islamorada sandbar is within view. The elevated tiki with panoramic ocean vistas that make every sunrise, lunch, happy hour, and sunset unforgettable. Inside, the cottage is light, coastal, and move-in ready with an inviting open layout that keeps the focus where it belongs--on the view and the lifestyle. Whether you're looking for a weekend getaway, fish camp, vacation retreat, or memory-making waterfront hideaway, opportunities like this are incredibly rare. Bring the boat. Bring the family. Start making memories.
Beautiful Atlantic Ocean views surround this newer concrete home featuring an open-concept floor plan with 2 bedrooms and 2 bathrooms. Tastefully furnished with a coastal flair, the spacious living area flows into a kitchen appointed with custom wood cabinetry, quartz countertops, stainless steel appliances, and a high-end water filtration system. Impact windows and doors, plantation shutters, new A/C, and new gutters add to the home's quality. A true boater's dream, the property offers direct ocean access and convenient Florida Bay access via Snake Creek. Take in breathtaking sunrises and sunsets from your own slice of paradise. Whether you're seeking a full-time residence or the ultimate Florida Keys retreat, this home delivers the best of the Keys lifestyle. YOU OWN THE LAND!
Bring your toothbrush, everything else you need is included in this move-in ready property where you OWN THE LAND. Rent it, vacation or live here in the heart of Islamorada. This fully renovated unit has TWO PARKING SPOTS, patio and spacious storage shed. The top to bottom renovation includes a liquid silicone coating on the roof, new paint in and out, all new plumbing from the water meter to all new faucets. New drain pipes throughout direct to the street. Electric includes all new switches and receptacles, new 220v service for the dryer and AC. New manufactured floor coverings over new sub-floors throughout, and new joists in the slide outs. The entire unit has 4' of spray foam insulation on the bottom, providing excellent insulation, sound proofing and sturdiness. Brand new (Sept 2025) oversize central (through the duct under the floor, to 4 outlets in the floor), heat and AC, keeps this unit cool in summer and warm in winter. Full sized toilet with bidet, stackable washer and (220v) dryer. Fridge with ice maker, queen bed with 4' memory foam topper and memory foam pillows. Kitchen offers a refrigerator and microwave (no stove), hot plate and kitchenware. Like new propane grill with two tanks is stored inside the shed. There is space under the unit for a john boat, kayaks, or small inflatable. About 40' from the boat ramp, and elevated enough to survive the 100 year storm. In 2017 when Irma hit, this unit didn't budge and remained dry, right on the edge of the high-water level. The park has a new sewer system and no currently upcoming assessments. Monthly HOA fees of $149 include common area and road maintenance. Come enjoy this piece of Florida Keys paradise in Islamorada!
ANGLERS REEF HOME THAT PAYS FOR ITSELF! Islamorada's Upscale Oceanfront Gated Community that allows Vacation Rentals, This home features 2 bedrooms, 2.5 bathrooms with carport & 4 porches. Upgrades include Brazilian Cherry hardwood floors, kitchen with granite countertops and SS appliances with 2 breakfast bars & tons of cabinet space. The home also has a composite decking & railing, a metal roof & impact doors & windows. The community features 2 sandy beaches, a pool & marina on the Atlantic Ocean. Home has been in rental program for many years with a good following. Own your vacation home for free & more. Great investment. Call today for a showing!
Exclusive Anglers Reef Resort-style oceanfront home in Islamorada -- a rare coastal gem. Nestled inside a gated community with resort-caliber amenities, a private marina and two sandy beaches, this fully furnished two-story single-family retreat offers 2 bedrooms and 2.5 baths -- ideal for saltwater lovers or savvy investors. Thoughtfully upgraded with elegant, durable finishes: impact-rated windows and doors, brand-new stainless steel appliances, custom wood cabinetry, and gleaming granite countertops. Recently insulated with closed-cell spray foam for superior R-value, structural reinforcement, and an effective air and moisture barrier. Freshly painted in and out. Step outside to direct ocean access and easy runs to the famed Islamorada Sandbar -- perfect for boating, snorkeling, or sunset cocktails. Meticulously cared for as a private vacation haven and lightly used, the property blends turnkey luxury with strong rental potential. Weekly rentals are allowed (7-night minimum). Pet-friendly and perfectly situated for life in the Florida Keys. Owner/Agent -- call anytime with questions.

The data relating to the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Florida Keys Board of Realtors® Florida Keys MLS, Inc. Real Estate listings held by brokerage firms other than the owner of this site are marked with the MLS logo and detailed information about them includes the name of the listing broker's office. Information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that data is deemed reliable but is not guaranteed accurate.
Windley Key is located in Florida. Windley Key, Florida has a population of 3,525.
The median household income in Windley Key, Florida is $77,423. The median household income for the surrounding county is $73,153 compared to the national median of $69,021. The median age of people living in Windley Key is 55.3 years.
The average high temperature in July is 89.3 degrees, with an average low temperature in January of 62 degrees. The average rainfall is approximately 47.7 inches per year, with 0 inches of snow per year.