Upper Matecumbe Key Islamorada Homes on the Bay / Gulf Side For Sale

Welcome to Keys Cottage, a delightful haven nestled in the heart of Downtown Islamorada. This enchanting three-bedroom, two-bath residence exudes charm and offers an abundance of space for relaxation and entertainment. Savor your morning coffee on the inviting outdoor porch, surrounded by lush landscaping that enhances the serene atmosphere. The expansive front and backyard provide ample room for outdoor activities and gatherings. Ideally situated, you are just moments away from renowned dining establishments such as Ziggie & Mad Dogs, Chef Michaels, Pierres, and Kaiyo Grill and Sushi. Experience the perfect blend of comfort and convenience in this idyllic retreat.

This beautiful 4-year-old ground-level home features 3 bedrooms and 2 bathrooms. The kitchen boasts stunning all-wood cabinets, granite countertops, and stainless steel appliances. Marble tile floors extend throughout the house, creating a luxurious and cohesive feel.The home includes a large screened porch off the back two bedrooms, perfect for enjoying the surrounding tropical tree canopy. The house is well-lit with all LED lights and features ceiling fans inside and on the porches, providing comfort and energy efficiency.The bathrooms have been thoughtfully designed with backing that will allow for the installation of handicap bars, ensuring accessibility for all. The two-car garage with doors at the front and back provides easy access to the backyard. The low-maintenance landscaping is complemented by a sprinkler system, making upkeep a breeze.For those with a penchant for boating, the home is conveniently close to marinas. Additionally, it is near shopping facilities and some of the best restaurants in the Florida Keys, offering a blend of convenience and leisure.

AUCTION BIDDING OPEN: BIDDING ENDS 12/5. PREVIOUSLY LISTED AT $5.5M.CURRENT HIGH BID $2.85M. Showings By Appt.Opulent and stylish island castle; the epitome of class and luxury make this home one to remember. Located on a quiet and private island with only three residences, your secret great escape tucked away in the heart of downtown Islamorada awaits. Adorned with Swarovski crystal chandeliers, beautiful finishings sweeping staircase, elevator, 9 hole golfing green, 5 car garage, extreme storage options and parking, double living rooms, open and spacious relaxing and entertaining verandas throughout, third floor primary suite, and multiple ample docking areas example just a few rarities this property has to offer. Two docks, one with lift. Excellent boating location.

This exquisite bayfront Islamorada property features a main home with four bedrooms, four full bathrooms, and two half bathrooms, along with a guest house offering two bedrooms and one bathroom. The kitchen features marble countertops, a gas range, and counter seating. With a separate dining area and 30 ft high ceilings in the great room, floor-to-ceiling windows offer breathtaking views of the bay waters and dynamic sunset skies. The infinity edge pool with a spa offers reflections of beautiful palms and exquisite landscaping. The outdoor cabana kitchen is perfect for al fresco dining, and the boat basin with dockage allows for easy access to the waters of Florida Bay. A whole-house generator ensures uninterrupted comfort and tiki torches light the backyard terraces. Dont miss the waterfalls cascading into the boat basin, creating a truly serene retreat.

SERENITY CAY is an unparalleled and extraordinary estate nestled in the heart of Islamorada. This exclusive 3.37-acre compound offers utmost privacy with its gated and fenced entrance. As you enter the property, a picturesque driveway winds through lush tropical landscaping, setting the stage for the opulence that awaits. The gardens host raised beds, lemon, lime and avocado trees, banyan and native trees and a coral rock stone fire circle. The main house, spanning an impressive 6,935 sq. ft. (5B/6.5B), and the charming 1,353 sq. ft. cottage (2B/2B) both exude elegance and sophistication. Expansive shaded verandas extend from both residences, providing a seamless transition between indoor and outdoor living and providing expansive lounging enjoyment around the private, heated and chilled infinity edge pool and spa. With a total of 6,830 sq. ft. of shaded decking adorned with exquisite travertine stone flooring, youll have ample space to relax and entertain while enjoying the breathtaking views. Situated on the Florida Bay, this tropical retreat boasts an array of exceptional features. Two protected boat basins, complete with jetties, a waterfall, boat ramp, and a boat lift in the second protected boat basin, ensure that your boating desires are met. The 230 of water frontage on the bay allows for unforgettable sunsets and rare, but easy access to the oceanside, just one mile away. Additionally, the property extends 150 into the Florida Bay, further enhancing its value. The main residence is truly grand, featuring 5 luxurious ensuites, including 2 master suites and a bunk room with 6 bunks, each with its own expansive balcony. With 7 full baths, 1 air-conditioned pool bath, and 1 half bath, every convenience is catered to. The house also boasts 5 surround-sound media rooms, including a soundproof office/critical listening room. Attached 2-car garage, workshop and a 2,500 sq. ft. full boat house, which can also accommodate 2 cars or 1 car and 1 boat on a trailer.