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Upper Florida Keys Real Estate for Sale, Homes and Condos in the Florida Keys

Total Listings 532
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$1,200,000
Key Largo
Blue Wtr Trailer Vill   - MM: 92.50
2 Bed, 2 Baths, 864 SqFt Days Listed: 71
-7.69% ($100,000) 1 Price Change : Last Change 17 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 40ft.

A genuine boaters paradise, this property is perfectly situated with eastern exposure on the last canal from the open water with convenient access to Tavernier Creek to access the Bay and the very best diving, fishing, and snorkeling opportunities around. Enjoy peek-a-boo ocean views from the wide sun deck that is perfect for entertaining, cooking out, or for dining al fresco. Master your inner captain, with a 40 concrete dock and a 10k lift. Plus, the association maintains the channel and pilings for guiding lights back home. Take advantage of the shady deck in the afternoons, daily views of the glorious sunrise, and tranquil surroundings at this quiet cul-de-sac location. A newer metal roof, accordion shutters, and an abundance of enclosed storage for all your water toys, gear, and essentials compliment this freshly painted and charming home. Positioned just around the corner from Harry Harris Park that offers an easy to launch boat ramp, beach and ball fields, this location provides easy living with quick access to shopping, dining, and local activities. Dont miss this chance to embrace the Keys lifestyle and make this unique property yours!

$1,200,000
Key Largo
Buttonwood Bay   - MM: 96.00
2 Bed, 2 Baths, 1,147 SqFt Days Listed: 100
Townhouse - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Assigned Dock,Basin,

Discover the perfect bayfront retreat in Buttonwood Bay! This beautifully remodeled 2-bedroom, 2.5-bathroom turnkey unit comes fully furnished and offers stunning sunset views from nearly every room. A secluded bayfront cove just steps from your backyard adds to the charm, truly setting this home apart from the rest. The unit includes an assigned 36-foot boat slip, conveniently located near the boat ramp, marina, and fuel dock. This 42-acre resort-style community also includes a private beach, pool, tennis and pickleball courts, and trailer storage. This is a must-see property and wont last long!

$1,200,100
Windley Key
Pelican Cove Resort   - MM: 85.50
3 Bed, 3 Baths, 1,680 SqFt Days Listed: 118
-14.28% ($199,900) 2 Price Changes : Last Change 27 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock

Peaceful Palms is a newly-constructed coastal development and spruced weekly vacation rental located in the gated community of Islamorada, Florida. This high-end property includes 15 townhomes, all positioned to offer oceanfront locations and views. Residents can enjoy stunning sights of the Sandbar and Alligator Reef Lighthouse, along with beautiful sunrises. For those interested in boating, there are oceanfront docking facilities available. The development also features an oceanfront pool, making it an ideal spot for a Florida Keys vacation or investment. Each townhome includes three bedrooms, three bathrooms, a spacious garage, and balconies on the second and third floors with oceanfront views. The property is pet-friendly and located near excellent fishing and diving spots. With the possibility of new building permits being limited in the Florida Keys, investing in Peaceful Palms could be a timely opportunity. Currently, the townhomes are available at pre-construction prices.

$1,225,000
Key Largo
Sexton Cove   - MM: 106.00
3 Bed, 3 Baths, 1,200 SqFt Days Listed: 21
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 45ft.

WATERFRONT CBS, Elevated home, Metal Roof, Impact Windows, tile floor, TURN KEY! Sold as shown 3/2. 45 Composite Dock super Clean and Cute. Covered parking, downstairs storage workshop area, Upstairs large balcony, The Canal opens on to Blackwater Sound, with a quick ride thru Adams Cut & Largo Sound youre on the Ocean. Blackwater Sound has the annual Christmas Boat Parade and fireworks. Gilberts, Carribean Club and more.. A great Body of water to play on.45 minutes South friom Miami and you are in paradise.

$1,225,000
Lower Matecumbe
Bay Harbour   - MM: 75.00
3 Bed, 3 Baths, 2,026 SqFt Days Listed: 288
-3.92% ($50,000) 1 Price Change : Last Change 176 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Slip30ft.

Bay Harbour condos, located at MM 74.5 on Lower Matecumbe is a very desirable community. BAY HARBOUR ALLOWS 7-DAY RENTALS. Transient Rental License can be obtained from the Village of Islamorada that allows weekly rentals which are restricted in most communities in Islamorada and indeed all of Monroe County. This 2,000 sq. ft three-bedroom, two and a half bathrooms has a view of the sunrise on the Atlantic Ocean. A 30 boat slip is included which allows quick access to Florida Bay and a short ride will bring you to the ocean through channel 2 or channel 5. This gated community boasts a fantastic pool and hot tub along with a gym, clubhouse and tennis courts. Landscaping and maintenance of the property is professionally directed by the on-site property manager. This unit is equipped with propane gas range. Floor plan dimensions in photos are very close estimates. Buyer to verify.

$1,225,000
Lower Matecumbe
Bay Harbour   - MM: 75.00
3 Bed, 3 Baths, 2,026 SqFt Days Listed: 58
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Slip3

Ideal location in the desirable Bay Harbour community. Convenient access to Florida Bay and the Atlantic Ocean. Community amenities include a pool, hot tub, gym, and clubhouse. Perfect for year-round living or as a vacation rental as Bay Harbour allows 7-day rentals with a Village Vacation Rental License. This condo has a 16,000# boat lift in the designated boat slip.

$1,239,000
Plantation Key
Coral Harbour   - MM: 88.00
2 Bed, 2 Baths, 1,330 SqFt Days Listed: 344
Condo - Active - Waterfront No
Side of Island: Ocean - Dockage: Boat Slip50ft.

50 slip comes with this 2 bedroom / 2 bathroom condo in Coral Harbour. The units boasts 1,330sf of living space, peek-a-boo ocean views, large outdoor living area, impact windows and sliding glass doors, washer and dryer in the unit and a spacious kitchen. Primary bedroom and living area has impact sliders that lead to the outdoor living area. This complex has many great amenities - marina, fuel dock with diesel and gasoline, ice, boat ramp, pool, clubhouse, saltwater lagoon with beach, car washing station, covered parking, tennis courts, bocce ball, horseshoe, gated community and amazing landscaping.

$1,249,000
Key Largo
Key Largo North Marniers Club   - MM: 97.00
4 Bed, 4 Baths, 2,688 SqFt Days Listed: 67
-7.48% ($101,000) 1 Price Change : Last Change 1 Day Ago
Townhouse - Active - Waterfront No
Side of Island: Ocean - Dockage: Basin,Other Dockage

Perfect combination of Florida Keys getaway and income producing investment property! Mariners Club is a gated resort-style ocean front community with all the amenities you could ask for: deep water dockage, two beautiful pools overlooking the Atlantic, deep water marina, tennis, indoor and outdoor pickleball, Keys beaches, clubhouse, gym, dry rack boat storage. Youll be proud to host a house full of friends and family here - and youll have plenty of space! Four bedrooms and four bathrooms - all with a flexible layout. This three-story unit has a 1/1 guest suite on the entry level with a kitchenette and living room. The middle and top floors house three more bedrooms and three baths - plus bright kitchen/living/dining areas overlooking a lovely patio. The spaces can be connect or separated just by closing a door! Perfect for when youve got guests that need a little extra privacy. Fresh new flooring and paint throughout the entire unit, updated furnishings and deck spaces. The enormous primary suite even has a rooftop deck with peekaboo ocean views. This pretty home is a must-see. Impact windows and doors mean you are always storm ready. The association cares for the grounds and keeps the lush tropical vibe going strong. This is as low maintenance as you can get. Its all fun and no honey-do list for you! Mariners Club has no min/max on owner use or rental nights. Use a local property manager or rent on your own any way you like. This is very unusual in the Upper Keys! Pets are A-OK for owners and renters of longer than 6 months. Due from buyer at closing: $45,000 equity membership refundable at closing, non refundable $10,699.20 capital contribution. Grossed more than $180K in last 12 months.

$1,249,999
Key Largo
Key Largo North Marniers Club   - MM: 97.00
4 Bed, 4 Baths, 2,498 SqFt Days Listed: 11
Townhouse - Active - Waterfront No
Side of Island: Ocean - Dockage: Basin

Nightly Rentals Allowed! Luxury Oceanfront Gated Community with 24 hour security, protected 40 slip deep water marina, 2 large pools, tennis / pickleball courts, club house, pool house ,fitness room, and boat rack storage. This 3 story townhouse is 2498 sq. ft, 3 bedroom 3 bath on main 2nd and 3rd floor living area plus 1/1 suite on the ground level, 2 a/c units, impact windows, tile floors, kitchen cabinets with granite counter tops, stainless steel appliances, high ceilings with crown molding, extended master bedroom, enclosed balcony, roof top sun deck, plenty of storage closets, and much more. An Equity Membership Fee of $45K (fully refundable when sold) is required as well as a working capital contribution to the HOA.

$1,250,000
Upper Matecumbe Key Islamorada
Beacon Reef   - MM: 83.00
2 Bed, 2 Baths, 1,275 SqFt Days Listed: 179
-3.85% ($50,000) 2 Price Changes : Last Change 10 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock

A Boaters Dream! Deepwater dockage on the oceanside of desirable Upper Matecumbe Key! Beautiful Beacon Reef condo complex has a newly renovated pier with available shore power can fit up to 35 boat. Unit 405 is one of the rarely available units that come with deeded covered parking spacious enough for a boat & trailer as well as your car or truck. Immaculate and cared for, Unit 405 has had the same owner since 94. Features include amazing open water ocean views from covered balcony and primary bedroom. Kitchen has been updated with stainless steel appliances and custom cabinetry. Primary bathroom has been updated with added closet space. All windows are impact. The Beacon Reef complex is expertly and exquisitely maintained top to bottom with a long list of First class amenities such as resort style tropical landscaping with shady palm trees, lush green grass & a sandy beach w/ lounge chairs. Zero entry, large walk-in pool. Chickee hut and multiple BBQs for entertaining. . Private sauna & gym overlooking the ocean. Club house with kitchen available to homeowners for private functions. A great investment as monthly rentals are allowed upon approval.

$1,250,000
Key Largo
Largo Sound Park   - MM: 103.50
3 Bed, 3 Baths, 2,496 SqFt Days Listed: 140
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Spacious floorplan home with lovely natural light. Split bedrooms. Solid concrete built. The pool will need to be resurfaced. Nice location on the upper deck patio. Property is in an X flood zone. This is a home for a large family to enjoy and is located in one of the premier sought after neighborhoods. The Great waterfront park with beach and boat ramp. Located near the school and also to shopping. Easy commute to Miami. The extra lot offers plenty of parking for all your vehicles and other toys, as well as a nice privacy

$1,250,000
Key Largo
Pirates Cove   - MM: 98.50
2 Bed, 2 Baths, 1,040 SqFt Days Listed: 85
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 40ft.

Dont miss this CHARMING ground level CBS Home that sits on a large corner lot with 40 of concrete dockage and a very wide canal basin. Featuring 2 bedrooms, 2 bathrooms, tongue and groove ceilings, Luxury vinyl flooring, impact windows, metal roof , and modern fencing surrounding the property. This home is offered Turn-Key, furniture and furnishings included. Come sit and relax on the back patio while watching the Manatees play in the basin. Desirable neighborhood with private boat ramp, clubhouse, and beach area only 30 minutes from the mainland. Easy to show!

$1,259,000
Plantation Key
Indian Waterways   - MM: 89.00
3 Bed, 3 Baths, 1,491 SqFt Days Listed: 329
-15.79% ($236,000) 13 Price Changes : Last Change 7 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift34ft.

More for less in Islamorada? How about 3 bedrooms 3 baths, solid masonry construction with poured roof, impact doors and windows, fresh ac, fresh kitchen and stainless appliances, washer/dryer, 12x11 laundry/storage room, 34ft of concrete dock with 10,000 lbs lift, fully fenced with 3 gates, separate storage building, huge 16x20 chickee for outside entertaining, covered patio area approx. 30x12 for entertaining, floating laminate floor throughout home, screen enclosed balcony for entertaining top side and walk around balcony on this Keys charmer. There is also a community boat ramp and park for residents use for a modest annual fee. Centrally located on Plantation Key, this residence is close to shopping, dining, schools, medical care and hospital, recreation and Founders Park, Marinas and fish and dive charters. Come take a look and see for yourself what 203 Mohawk has to offer!

$1,275,000
Key Largo
Lake Surprise Properties   - MM: 106.00
3 Bed, 3 Baths, 1,248 SqFt Days Listed: 249
-3.77% ($50,000) 1 Price Change : Last Change 126 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Boat Lift60ft

Location, location, location... ideally situated in North Key Largo for boating, fishing, diving, dining, shopping & more. Convenient for commuting. Whether you are seeking a primary residence, vacation getaway, or an investment property, dont miss your opportunity to own this piece of paradise. Lovely 3/2 waterfront pool home located in desirable Lake Surprise Estates. Elevated by concrete columns w/ a spacious ground floor storage room. 60 concrete dock w/ lifts & an addl concrete pad. Easy access to the bay & ocean. Spacious floorplan, vaulted ceilings & tile throughout. Kitchen w/ granite countertops, stainless appliances & an expansive island. Completely fenced, electric gate & lots of room for all your water toys. Simple to maintain salt-water pool, accordion shutters up-stairs & newer metal roof. Large, covered wrap-around patio & 2nd floor porch, perfect for gorgeous sunset views. Plenty of space to enjoy w/ your loved ones.

$1,275,000
Key Largo
Key Largo Beach   - MM: 100.00
5 Bed, 5 Baths, 2,129 SqFt Days Listed: 102
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

New Modern Living! This is a 2024 new never lived in property with Solid concrete walls and roof. Full impact windows and doors and built in a high area with the latest FEMA elevation providing safety for storms and hurricanes. Second level main house offers Three bedrooms and two bathrooms, laundry and upgraded appliances. wine cooler wood cabinetry with LED lighting and stone tops (quartz). Island stove /oven with ample seating. A large covered terrace to let the outdoor natural light dance inside your beautiful home. High ceilings with eight foot doors makes the interior feel spacious and luxury is everywhere you turn. Ground level has two bedrooms with one full bathroom and a complete living area. All appliances are energy efficient. Two covered parking spaces with a vaulted beautiful ceiling in the carport. Out door kitchen/BBQ area and a large patio are all nestled in a variety of mature landscaping for your privacy. Walking distance to local Restaurants, markets, shopping boat ramps and marinas. And a Huge County Park with Pickle ball/ tennis courts ,pools and walking trails for your comfort.

$1,285,000
Key Largo
Pirates Cove   - MM: 98.50
2 Bed, 2 Baths, 1,120 SqFt Days Listed: 26
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift50ft.Concre

Charming Key Largo Bungalow with Bay Views and Boating Access! Discover the essence of Florida Keys living in this meticulously maintained 2-bedroom, 2-bathroom bungalow. Situated on a wide canal with immediate bay access, this home is a boaters dream come true. Spacious open-concept living area with vaulted wood beam ceiling is perfect for entertainment and relaxation. The primary bedroom features an en suite bathroom for added privacy and convenience. Step outside to enjoy a 50-foot concrete dock with a 14,000-pound boat lift, perfectly equipped for all your water adventures. Relax in the screened lanai, offering serene canal views, or entertain with ease in the built-in outdoor kitchen, ideal for grilling and cocktails under the Florida sun. After a long day of fishing, unwind in the hot tub or refresh yourself in the convenient outdoor shower. Tasteful details throughout make this home truly a tranquil Florida Keys paradise. Located in a vibrant community with a clubhouse and boat ramp nearby, this property blends charm and convenience. Just over an hour from Miami International Airport, its your gateway to the ultimate Keys lifestyle!

$1,299,000
Plantation Key
Indian Waterways   - MM: 89.00
3 Bed, 3 Baths, 1,344 SqFt Days Listed: 15
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 60ft.

Move in ready ! Must see this charming Islamorada home just waiting for you to call it your own! Well priced 3/2 all on one level, open floor plan, vaulted ceilings, 60 dock and easy bay / ocean access make this coveted neighborhood home the perfect spot for creating Florida Keys memories. Light and bright interior, new luxury plank flooring, fresh paint , move in ready, bring boat and water toys to your dock and let the fun begin. Great location on Plantation Key gives you handy access to groceries, restaurants, breweries, water sports, charter & dive fleets and schools. Free entrance to the gem of Islamorada, Founders Park, with Olympic size pool, tennis, pickle ball, vita course, beach /dog park and boat launch. Indian Waterways Neighborhood has its own private boat ramp and bay front access park for a small annual fee. All this and just little over an hour to International Airport in Miami. (Adjacent vacant lot next door available MLS 608621)

$1,299,999
Key Largo
Dove Creek   - MM: 94.00
2 Bed, 2 Baths, 1,232 SqFt Days Listed: 56
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 60ft.

Dont miss out on this east of US 1 canal front home with amazing views. Updated kitchen with quartz counters, Impact windows and doors throughout with shutters for extra protection. Tile floors, paver driveway, screened patio with no see-um screens, Fenced area of yard for pets, custom shades, upgraded appliances, the list is long and impressive. Dont forget the tiki with custom lighting and lots of space under home for entertaining and relaxing. Did I mention its furnished as well. Dont wait call today to take a look.

$1,299,999
Windley Key
Anglers Reef   - MM: 85.00
2 Bed, 2 Baths, 1,314 SqFt Days Listed: 96
-13.33% ($200,000) 2 Price Changes : Last Change 75 Days Ago
Single Family - Contingent - Waterfront No
Side of Island: Ocean - Dockage: Other Dockage

PRICE REDUCTION: Anglers Reef. *7 DAY RENTAL LICENSE* Looking for a second home that pays for itself? Or an investment property w/ an even higher return? This beautiful home situated in Islamorada, better known as Village of the Islands, is already generating income w/ short term rentals to offset your carrying costs. Live the world famous tropical lifestyle & fish for dinner half of the year, cover your mortgage by charging others to enjoy the same experience the other half! Remodeled 2/3 home with 4 porches, 2 carports, ocean views and a community pool. Upgrades include impact windows & doors, a metal roof, new plank vinyl floors, kitchen includes stainless steel appliances, wood cabinets and granite counter tops. Anglers Reef is Islamoradas Upscale Oceanfront Gated Community with 52 homes. Amenities include gated entryway, a marina, community pool on the Ocean, 2 sandy beaches & quaint streets to take walks. Call today for a showing.

$1,300,000
Plantation Key
Futura Yacht Club   - MM: 88.50
2 Bed, 2 Baths, 1,298 SqFt Days Listed: 109
-13.04% ($195,000) 1 Price Change : Last Change 2 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp,Boat Slip3

Florida Keys Dream! Open Bay Views, Sunsets and Great Ocean/Bay Boating Access ... all in Islamorada! This Futura Yacht Club 2/2.5 townhome includes a 39 ft. deeded boat slip with electric and water just steps outside your door. Futura is truly the Swiss Army knife of Keys communities because it offers one of everything you need, including an onsite boat ramp, onsite boat and trailer storage, spacious pool, two tennis and pickle ball courts, basketball court, shady green space for picnics, and lots of open space for walks and bike rides. The townhomes also allow two pets any size AND the HOA allows weekly rentals. The beach area has a fish cleaning station, kayak and stand-up paddle racks, and owners can now put boat lifts in their slips. If great boating in Islamorada is your Keys dream, its time to wake up in Futura Yacht Club!

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 01-23-2025.
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