Upper Matecumbe Key Islamorada Waterfront Homes, Condos, and Properties for Sale, Florida Keys Real Estate

A classic Islamorada retreat. This private home is located in the exclusive bayfront gated community of Pen Key Club in the heart of Islamorada. The lovely one-story home offers three bedrooms and three bathrooms with panoramic views of the open water from every angle. Enjoy magnificent sunsets while relaxing in the living room or charming sitting areas on the open bay. In addition, the Pen Key Club offers a pool and boat dockage in a protected boat basin. This offering is Florida Keys living at its finest!

Beautifully renovated 3 bedroom condominium in the Palms of Islamorada. Top floor end unit in southerly building with open ocean views. Walk to fine dining, great fishing boats, both offshore & back country, and a great diving/snorkeling operation. Large private balcony with view of Alligator Light. Unit has been converted to 2 bedroom but will be returned to 3 bedroom if Buyer desires.

Beautifully renovated 2 bedroom condominium in the Palms of Islamorada, walk to fine dining, great fishing boats, both offshore and back country, and a great diving/snorkeling operation. Total restoration down to the studs including new wiring, plumbing, walls, flooring, and ceilings. Offered completely furnished with all amenities TVs, new appliances including washer/dryer. Ready to enjoy starting the day of closing.

Exclusive gated oceanfront condo in the heart of Islamorada. This one-story residence offers three bedrooms and two bathrooms, and is in turnkey condition. The property also has covered parking and an excellent rental history. Amenities include a sandy beach, a beautiful new pool, and a convenient location near shops, dining, the Arts District, and marinas that will book fishing and diving excursions.

An extremely rare and stunning private island, accessible by car, Terras Key is a gated Caribbean Island located at Mile Marker 79.7 in Islamorada. Jutting into the blue-green waters of the Atlantic Ocean, Terras Key features a 2,000+- driveway enabling you to reach restaurants and shopping easily.Enjoy the conveniences of the modern world, including all utilities, while surrounded with the privacy of your own +15.5 Acre Island with miles of open water views and views of Alligator Reef Light. The compound includes 5 bedrooms and 4 baths, pool, cabana, dockage, and a tennis court. This extraordinary private island is a landmark in Islamorada and the Florida Keys and has not been offered for sale for over 27 years.

Nestled in tranquil bay overlooking Alligator Reef, in the heart of Islamorada, Maison Residences offers the only 4-bedroom condominiums in Islamorada. A rare opportunity to own in a luxurious community featuring its own private white sandy beach and a 155 Day Dock. At only a 90 minute drive from Miami, this remarkable paradise offers the perfect playscape for swimming, boating, fishing and more. Resort style pool and spa can be viewed from the oversized living terrace. Just a short distance from the islands finest restaurant, parks and marinas, this quiet, private and gated community brings a new standard of living to The Florida Keys. Pre-construction in final phase with expected date of delivery end of 2020. ADA Compliant, Smart home, 10 Ceilings and more.

Exquisite direct oceanfront condo in the luxury community of Beacon Reef and located directly on the beach. Walk down your private exterior stairs and you are right on the most beautiful sandy beach in Islamorada. This is the Florida Keys condo with the ocean views and beach you have been dreaming of. The condo offers 2 bedrooms, 2 baths, renovated kitchen and bathrooms, gorgeous balcony, Jacuzzi tub, plenty of closet space, and new appliances. 5 star community amenities include sandy beach, boat dockage, zero-entry pool and hot tub, pier with seating and fishing stations, clubhouse and fitness center with ocean views & poolside tiki hut with grills.

NEW CONSTRUCTION. CORAL COVE an intimate gated community of 9 site-built homes in the heart of downtown Islamorada. Bayfront with boat basin and dock, each home has its own private pool, state of the art amenities and details plus light and bright natural stone and wood finishes and just steps away from all that Islamorada has to offer.Developers are FL licensed real estate agents.

Here is your chance to own a great, income-producing piece of the iconic Cheeca Lodge & Spa in the heart of Islamorada. This beautiful double queen bedded resort view room is a great investment and can be your vacation spot for up to 28 days per year! Cheeca has long been the resort of choice for families, romantic getaways and more than one President. You will have your choice of 3 great restaurants, 2 bars, 2 pools (with a 3rd coming soon), 6 lighted tennis courts, a 9-hole, par 3 golf course, a Spa and workout facility, along with Camp Cheeca for kids. This unit has experienced over 80% occupancy and offers a great return on investment.

Gorgeous Ocean View Condo with Newly Remodeled Kitchen and Bathrooms. Top Floor two bedroom two bathroom condo with a private covered balcony. All windows and doors are impact resistant, brand new AC and water heater. Palms of Isla features an oceanfront pool, hot tub, tiki bar/grill area, sandy beach, boat ramp, indoor gym facility, kayak/paddle board launch and storage area. Secured gate entrance, covered assigned parking and plenty of parking for your guests. Home away from home or use as an excellent vacation rental property.

Oceanfront, Top Floor, Completely Renovated 2 Bedroom, 2 Bath Condo Unit at The Palms of Islamorada. All the work has been done, no need for the expensive and timely pain of a condo remodel. New kitchen and baths, new windows and shutters, new AC and hot water heater. The complex features an oceanfront pool and hot tub, a relaxing beach, his and hers gyms, an outdoor grill and tiki area, kayak/SUP launch ramp and gorgeous open-water views of Alligator Lighthouse and Terra Key. The Palms is conveniently located near Lazy Days Restaurant, Midway Cafe and Coffee Bar, Amara Cay Resort and Bud n Marys Marina. Downtown Islamorada, offers a wide array of restaurants and shops and is less than a mile away.

Updated Oceanfront 2/2 Condo with Ocean Views & Dockage! This is the downtown Islamorada condo youve been waiting for with nothing left to do! Elegantly updated kitchen, updated flooring, updated baths and fully furnished and offered turn key so its ready to move right into and enjoy! Step out on to your private balcony and take your private spiral stairs directly to the pool gate! Going boating? Take the spiral stairs down to your storage closet, grab your poles and go! Beacon Reefs one-of-a-kind dock features step-down finger piers for easy loading for any size boat up to 38 ft. with power, water and even ice at the end of the dock! Ocean view gym, clubhouse, beach-entry pool w/oversized hot tub and high-end tropical landscaping make this condo feel like a premier luxury resort!

Beauty, tranquility and paradise abound in this Direct Ocean Front Condo. Featuring almost 1500sf of living space, this spacious 3 bedroom, 2 full bathroom condo directly overlooks the breathtaking crystal blue waters of the Atlantic Ocean and has expansive views from every room. You cant beat the location in the Heart of Islamorada where you can walk, ride your bike or boat to all restaurants, art galleries and shopping that this top world destination has to offer. Open floor plan for your living and dining area which again has amazing views. Relax on the over sized and private balcony, also great for entertaining. Updated kitchen with granite counters, solid wood cabinetry and lots of storage. Superb amenities, which include pool, hot tub, kayak storage, gym, ocean front lounging.

What a View! Rare 2/2 condo with an expansive full ocean view from the minute you open the door! This direct oceanfront residence in beautiful Beacon Reef offers a front row view of the deep blue Atlantic, Alligator Lighthouse and Beacon Reefs one-of-a-kind dock complete with tiki hut and lovely evening lighting. Move-in ready with updated kitchen and baths PLUS a coveted covered parking spot to tandem park two cars or keep your boat/trailer onsite. Beacon Reef is located in downtown Islamorada near everything by land or sea. By boat, the Islamorada sandbar is minutes away along with great fishing and diving. By land, the new Publix is across the street and downtown is less than a mile away with fine dining, shopping, events and local nightlife. Resort-style pool, spa, gym & more!

Breathtaking Ocean views from this 3 bedroom 2 bath unit that is centrally located in Islamorada at The Palms of Islamorada. You have floor to ceiling windows that provide spectacular ocean views from the Livingroom, Kitchen, master bedroom and guest bedroom with panoramic ocean views from the large private open terrace. All 3 bedrooms have walk-in closets and closets throughout the condo for plenty of storage space. Kitchen has wood cabinets, granite countertops with stainless steel appliances and 2 ovens that come in handy when entertaining. Some of the many features of the gated complex are covered parking, ocean front pool and spa, tiki hut, gym, clubhouse with kitchen and a kayak launch with storage rack. Steps away from Bud and Marys for all of your boating needs.

Rare waterfront multi-unit apartment building in the heart of Islamorada, walking distance to numerous businesses and restaurants. There are 2 2-bedroom apartments, 2 1-bedroom apartments, and 2 garages. Plenty of parking in the front and huge backyard overlooking a large boat basin.

Exceptional Venetian Shores home with 100ft. dock and views of Snake Creek! Move right in to this 5 bedroom beauty with an ELEVATOR! Featuring a private master suite on the 3rd level, gourmet kitchen with open living and dining areas and soaring Cypress ceilings. Full guest quarters downstairs with huge garage & separate tackle room. 15,000lb. Boat lift and 5,000 lb. davits & 2 fishcleaning stations on the dock. Beautifully landscaped with fruit trees, exotic palms and orchids. This home has plenty of storage, Plantation Shutters throughout and a screened porch which encompasses the second and third levels. 3 separate air conditioners for climate controlled comfort as well as a central vacuum system.

Experience Florida Keys charm in this Seaside cottage retreat in the heart of Islamorada. Offering an island-style main house with 2 bedrooms and 2 baths, wrapped by a gracious lanai leading to your private pristine beach and sparkling Atlantic Ocean. Guest quarters with 2 bedrooms/1bath atop a 2 car garage offer space for visitors and all your cars and toys. Gated private setting, this extensively remodeled beachfront estate on 3/4 acres is conveniently located near shopping, dining and world class fishing and diving.

Natural Beach Oceanfront Estate - enjoy the barefoot elegance of this custom Poured Concrete GREEN island home. Featured in Fine Home Building & Natural Home magazines, historic Red Cross home lovingly remodeled plus 2 thoughtful, Eco friendly architect designed & built additions add modern, artistic feel. Custom Everything! Enjoy living on the best island, separate living spaces, high arched ceilings, private outdoor shower, spacious beachfront drivethrough 3 car garage, fabulous views, orchard, solar panels, cistern, and so much more! If you long for brilliant design where indoor and outdoor living are seamlessly integrated, you will love this home. Please call to schedule your private tour- experience artistic excellence, unity with nature, & sheer bliss.

Welcome to Maison Residences, your private oceanfront retreat in Islamorada. Enjoy open ocean views as soon as you step inside the front door! The view widens as you walk through the kitchen and dining area to the living area and the open lanai. This same view can be enjoyed from the luxurious master bedroom and balcony. Nature lovers can watch the wading birds feeding in the shallows, the pelicans diving for breakfast and porpoises playing without leaving your porch. Views of the lawn, palm trees, beach, dock and ocean will fill our mind and entice you to come back often. This smart home was finished with great attention to detail and features 10 ft. ceilings, 9 ft. doors, 2 AC units with 3 zones, Wolf and SubZero appliances, privately keyed elevator, 86 ft. resort style pool,