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

Total Listings 564
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$1,499,000
Windley Key
Windy Cove   - MM: 84.00
3 Bed, 3 Baths, 1,680 SqFt Days Listed: 7
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock

Peaceful Palms - Luxury Oceanfront Living in the Florida KeysWelcome to Peaceful Palms, a newly developed gated coastal community offering 15 exclusive high-end townhomes in the heart of the Florida Keys. This oceanfront retreat boasts breathtaking views of the renowned Sandbar and Alligator Reef Lighthouse, providing the perfect blend of luxury, relaxation, and investment potential.Each three-bedroom, three-bathroom townhome is thoughtfully designed with expansive balconies on both the second and third floors, a spacious garage, and pet-friendly accommodations. Owners and guests can enjoy stunning sunrises, an oceanfront pool, and dockage available for rent, making it an ideal escape for those who love life on the water.Additionally, Peaceful Palms is designed to accommodate weekly rentals with the proper permitting, offering an incredible opportunity for investors. With the possibility of new building permits becoming unavailable in the Florida Keys, now is the time to secure your place in this sought-after destination. Dont miss the chance to own a piece of paradise!

$1,499,000
Key Largo
Pirates Cove   - MM: 98.00
3 Bed, 3 Baths, 1,976 SqFt Days Listed: 33
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davit Pads,Boat Lift

Welcome to bayfront living at its finest! Nestled in a tranquil coastal community of Key Largo, this solid concrete home offers unparalleled views and serenity that will captivate you, step onto the concrete roof or relax in the screened-in porch, and youll immediately understand why this home is truly special with bay views for days. The expansive view of the wide canal creates a sense of space and tranquility, providing the perfect backdrop for relaxation and enjoyment. The 50 concrete dock comes with a 15,000 # boat lift, strategically positioned maximizing space for your boat as well as additional water toys, or friends and family to conveniently use. Upstairs, youll find two bedrooms and one bath, thoughtfully designed to maximize comfort and functionality. The primary bedroom is a haven of relaxation, offering stunning canal views and pocket doors that invite the gentle bay breeze to flow effortlessly through the home. One of the highlights of this home is its versatile layout. With a legal 1 bed, 1 bath unit downstairs featuring a convenient kitchenette, this space offers endless possibilities. Whether youre hosting guests or craving a private retreat, this separate unit provides flexibility. As you unwind in the comfort of your living space or soaking in the beauty of the outdoors, every corner of this home is designed to enhance your lifestyle and elevate your experience here in the Florida Keys. Located near the heart of Key Largo and just 30 minutes from the mainland this location is truly the most convenient.

$1,499,000
Lower Matecumbe
Lower Mat Beach   - MM: 74.00
3 Bed, 3 Baths, 1,920 SqFt Days Listed: 159
-11.82% ($201,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 60ft.Concrete

Incoming producing property with future bookings already in place! This two story-waterfront property in the Florida Keys within Lower Matecumbe Key (near mile marker 74) 3 bedrooms and 3 baths total (2 bed/1bath on the second floor, 1bed/1bath on first floor, and 1 full bath on exterior) on the ocean side with 1,920 sq ft of living space. Second floor has 2 bedrooms, 1 bath and first floor has 1 bedroom and 1 bath with an additional full bathroom on the exterior of the property. This unique canal front property offers a 6,600 sq ft total lot size with access to the open ocean and bay within minutes. 60 FT concrete dock offers space for your boats, jets skis and more. 2 boat lifts included in the purchase, one can hold up to 10,000 lbs and other 15,000 lbs. Plenty of parking for multiple cars within the actual property. Furniture can be included in the sale. Call us today for in-person/virtual showings.

$1,499,000
Key Largo
Key Largo North Marniers Club   - MM: 97.00
3 Bed, 3 Baths, 1,876 SqFt Days Listed: 20
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin,Other Dockage

Whether youre looking for a dream vacation getaway or a lucrative investment opportunity, this oceanfront gem at Mariners Club offers the best of both worlds with flexible daily and weekly rental options in one of the most sought-after communities in the Florida Keys. This exceptional ground-floor oceanfront condo offers breathtaking views of the Atlantic Ocean and direct access to an expansive oceanfront pool. Meticulously designed, this three-bedroom retreat boasts elegant marble floors, sleek granite countertops, and upscale finishes throughout.Step out onto your private balcony through impact-resistant sliding doors to enjoy mesmerizing ocean vistas just steps away from the Oasis pool-perfect for relaxing or entertaining. This uniquely situated unit provides the ultimate convenience and privacy. As a resident of Mariners Club, youll have access to the largest freshwater pool in the Florida Keys--an impressive 7,800-square-foot Oasis pool. Nearby, a second pool, a Hot Tub with a waterfall, and sweeping views of the Atlantic create the perfect setting for both relaxation and recreation.The community also features a secure, deep-water marina, indoor pickleball court, fitness center, tennis courts, a game room, and a stylish Club House with a 2,000-square-foot catering hall--ideal for weddings and special events. With 24-hour gated security, an on-site property manager, as well as a full-time dock master, Mariners Club offers unparalleled convenience and peace of mind.The flexibility of weekly and daily rental options makes this property an excellent investment opportunity. Pets are welcome for owners and long-term renters.To join this prestigious community, a $45,000 refundable equity membership fee is required at closing. Dont miss your chance to embrace the luxurious, laid-back lifestyle at Mariners Club.

$1,499,000
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 1,640 SqFt Days Listed: 28
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits50ft.Concrete

Waterfront Home in desirable Plantation Key where you will discover the ultimate Florida Keys living in this completely remodeled 3-bedroom, 2-bathroom concrete home and enhanced with impact windows and doors, a new metal roof, and an open floor plan both upstairs and down, this home is designed for modern living.Step outside to an expansive backyard, perfect for entertaining or relaxing. Enjoy a round of mini golf or unwind under the waterfront tiki hut. The low-maintenance yard complements the 50 concrete deep-water dockage, offering immediate Florida Bay access and quick proximity to the Atlantic Ocean for offshore fishing, sandbar excursions, and waterfront dining.Whether youre seeking a full-time residence or a vacation retreat, this home is perfect to enjoy the lifestyle!

$1,499,000
Key Largo
Lake Surprise Properties   - MM: 106.00
4 Bed, 4 Baths, 2,103 SqFt Days Listed: 390
-24.94% ($498,000) 4 Price Changes : Last Change 29 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits197ft.

***LARGE CONCRETE WATERFRONT ***WITH CONCRETE ROOF,*** 4 bedroom, 4 bath home with*** HIGH 10 CEILINGS*** is located in ***COMMUTABLE KEY LARGO and boasts ***197 FEET OF DEEP-WATER CONCRETE DOCK .***SUNSET VIEWS this custom built home is located on the corner of the main canal into Lake Surprise and Blackwater Sound it is minutes by boat to the Adams Cut Waterway, and the open Atlantic Ocean. This custom built home offers the unyielding strength of concrete block, 5,000 psi concrete, impact windows and doors, plus accordion shutters! Panoramic views of the sunset can be enjoyed from the top floor separate studio apartment and enormous roof top entertainment deck. The main living floor offers an interior staircase from the understory parking area and has three bedrooms and 2 full bathrooms. The lower level has plenty of interior concrete storage room, covered parking for multiple cars and a non-conforming full apartment, and a dockside shower house with extra toilet for the boaters. Other notable features include, tiled floors throughout, large walk in closet, jetted tub and shower in the master bath, with a bidet, recessed lighting , cherry kitchen cabinets and an inviting screened patio overlooking the water and the nightly sunset views. 1 hour to Miami International Airport and yet a tropical world away!!!

$1,500,000
Key Largo
Key Largo Ocean Resorts   - MM: 94.50
3 Bed, 3 Baths, 1,591 SqFt Days Listed: 137
-5.06% ($80,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Boat Ramp

Beautiful turnkey home, fully furnished--great location in the private community Key Largo Ocean Resort. Amenities include a recreational building with a pool, tennis courts, basketball courts, gym, playground, community boat ramp, full-service marina, and fishing pier. This home has spectacular ocean views from the rooftop terrace and includes an elevator. Easy to show, short notice OK. On-site Mon-Fri 8am-3pm. Owner/Agent

$1,549,000
Key Largo
Key Largo North Marniers Club   - MM: 97.00
3 Bed, 3 Baths, 1,876 SqFt Days Listed: 21
Condo - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges,Othe

This spectacular oceanfront property offers flexibility with weekly and daily rentals, making it a lucrative investment opportunity right from the start. Immerse yourself in unparalleled tropical luxury at Mariners Club, a prestigious community nestled in the heart of the Florida Keys. This stunning ground-floor oceanfront unit provides breathtaking views of the Atlantic Ocean and easy access to a vast oceanfront pool. The fully furnished three-bedroom condo features marble floors, granite countertops, and stylish finishes. Enjoy mesmerizing ocean views from the spacious balcony, accessible through impact-resistant sliding doors.Mariners Club boasts the largest freshwater pool in the Florida Keys, an expansive Oasis swimming pool covering 7,800 square feet. Adjacent to the Club House, youll find a second pool and a Grotto Hot Tub with a waterfall, providing a picturesque setting overlooking the Atlantic. Additional amenities include a secure deep water marina, tennis courts, a well-equipped fitness center, indoor pickle ball court, and a club house. The community is secured with 24-hour gated security and features an on-site property manager and a full-time dock master.Pets are welcome for owners and long-term renters, enhancing the propertys appeal. Dont miss this exceptional opportunity to embrace the tropical lifestyle at Mariners Club, where luxury meets exclusivity.To join this exclusive community, a $45,000 equity membership fee is required at closing, fully refundable upon resale. Se Habla Espanol.

$1,550,000
Plantation Key
Port Of Call   - MM: 88.50
2 Bed, 2 Baths, 1,248 SqFt Days Listed: 506
-10.14% ($175,000) 3 Price Changes : Last Change 180 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Slip

Ocean View Completely Remodeled Townhouse in Beautiful Islamorada!This beautifully updated town home offers 2 bedrooms, 2 bathrooms and a powder room including an ocean view Master Suite, with private porch and roof top deck, an amazing kitchen, with sunroom dining, open living space with ocean views and a screened porch. Located in Private Port of Call allowing weekly rentals with only 10 units featuring an ocean front pool, boat slip, sandy beach, carport, storage, laundry room in the unit with a pantry. This is a great investment opportunity with excellent rental income. Call for an appointment today!

$1,550,000
Upper Matecumbe Key Islamorada
Grove Park   - MM: 81.50
2 Bed, 2 Baths, 1,556 SqFt Days Listed: 61
-3.13% ($50,000) 1 Price Change : Last Change 31 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Welcome to one of downtown Islamoradas most exclusive properties- a spacious estate thats hitting the market for the first time in generations. This ranch-style home sits proudly on four contiguous lots in the peaceful Grove Park Subdivision, offering something thats increasingly scarce in the Keys: space to breathe. With two bedrooms, a 3rd Bedroom option, and an oversized garage (50 x 26) thats perfect for an artists studio with office Loft, boat and car storage plus a Workshop, and Utility buildings. Space to park your RV or Camper. This property gives you room to live and create.Step outside and youll find yourself in a tropical paradise. Fruit trees dot the landscape, and carefully planned gardens create a private sanctuary. Lounge in your Gazebo and an in-ground pool (25 x 40) beckons on those warm Florida afternoons, while the lush landscaping ensures your privacy from the world beyond.Location? It doesnt get better than this. Take a short stroll and youre in the vibrant heart of Islamorada. Wander through Artists Alley, browse local shops, or treat yourself to dinner at some of the Keys finest restaurants - all just minutes from your front door.This property isnt just a home - its a blank canvas of possibilities in paradise. And with properties like this becoming increasingly rare in the Keys!

$1,550,000
Key Largo
Rock Harbor Condo   - MM: 97.50
3 Bed, 3 Baths, 1,876 SqFt Days Listed: 65
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin,Other Dockage

Nightly Rentals permitted! Enjoy water views from the over-sized balcony and large master suite. This unit comes furnished w/ marble floors, granite counter tops, new stainless steel appliances, washer/dryer, impact doors & windows, plus new A/C. Mariners is a gated community offering a clubhouse, fitness center, 2 pools, jacuzzis & grotto, a 43 slip marina with dry storage, indoor/outdoor pickleball courts, basketball & tennis. Mariners Club is one of the few places in the Keys that allows nightly rentals. An incredible investment opportunity.

$1,575,000
Key Largo
Anglers Park   - MM: 103.00
3 Bed, 3 Baths, 1,689 SqFt Days Listed: 3
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges,Davi

PRICED TO SELL...11.2 ft above Flood (X Flood zone) single level family home On Adams Cut waterway. Home is Situated on 8300 SF lot. The architectural unique home is deceivingly spacious on the inside. The tall ceilings accentuate the living areas giving it an open concept. The home offers 3 generous bedrooms and 2 baths, ensuite master bedroom w/ large walk-in closet, kitchen with gas stove, separate laundry room, and separate large storage room. Brick pavers add to the outdoor patio entertainment area with a tiki expanding over the roof line. There has been approval to install an 11 x 19 pool. The serene waters stretching over Adams Cut offers excellent boating options for easy and convenient access to the Ocean and Bay on wide canal. Shrimp or fish off the dock. Close to main land, shopping, restaurants.

$1,575,000
Key Largo
Pirates Cove   - MM: 98.50
3 Bed, 3 Baths, 1,106 SqFt Days Listed: 77
-3.08% ($50,000) 1 Price Change : Last Change 33 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp100ft.Concr

Just what you have been looking for! Double Lot Canal Front Home in Pirates Cove. Enjoy over 100 feet of dockage and stunning Florida Bay views from this beautifully updated ground-level concrete home. Set on two spacious lots, the property offers the flexibility to separate the lots if desired. With 3 bedrooms, 2 bathrooms, and plenty of indoor and outdoor entertaining space, this home is perfect for boating enthusiasts and those who love sunsets. The home features a bright, open interior with natural light, a welcoming family room and open concept living, kitchen & dining. Outside, the low-maintenance, resort-style yard provides exceptional privacy and includes a tiki hut for relaxing or entertaining. Theres ample parking for an RV, boats and or multiple vehicles. Located in Pirates Cove, this home offers access to a community boat ramp, a charming beach, and a private clubhouse through a voluntary HOA. Conveniently situated near schools, top-rated local restaurants, and shopping, with quick access to the mainland, this property is ideal for vacationers or full-time residents. Dont miss the chance to own a piece of paradise in this welcoming neighborhood! Call today.

$1,599,000
Key Largo
Twin Lakes   - MM: 103.00
4 Bed, 4 Baths, 1,646 SqFt Days Listed: 78
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

Paradise found in this waterfront concrete home with an excellent Key Largo location! Located just a few homes in from the open bay, and very close to the Adams Cut Waterway, allowing fast ocean and bay access. Upstairs is a wide open concept floor plan, sit up bar, kitchen with pantry, vaulted tongue and groove ceilings, tiled floors, 3 bedrooms and 2 bathrooms, and an expansive screen porch. Downstairs is a large covered entertainment area with barbeque, commercial ice machine, bar and seating area, a full garage and a 1 bedroom 1 bath apartment with separate entry. The large dock has 75 feet on the water, a new 17,000 pound boat lift, a hot tub spa, and room for a generous sized pool. The deep water canal is 60 feet wide. Adams drive is being renewed and repaved to raise the street and work is well under way! Completion should be early in the year. 1 hour to Miami International airport and yet a tropical world away!

$1,599,000
Windley Key
Windy Cove   - MM: 84.00
3 Bed, 3 Baths, 1,680 SqFt Days Listed: 7
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock

Peaceful Palms - Luxury Oceanfront Living in the Florida KeysWelcome to Peaceful Palms, a newly developed gated coastal community offering 15 exclusive high-end townhomes in the heart of the Florida Keys. This oceanfront retreat boasts breathtaking views of the renowned Sandbar and Alligator Reef Lighthouse, providing the perfect blend of luxury, relaxation, and investment potential.Each three-bedroom, three-bathroom townhome is thoughtfully designed with expansive balconies on both the second and third floors, a spacious garage, and pet-friendly accommodations. Owners and guests can enjoy stunning sunrises, an oceanfront pool, and dockage available for rent, making it an ideal escape for those who love life on the water.Additionally, Peaceful Palms is designed to accommodate weekly rentals with the proper permitting, offering an incredible opportunity for investors. With the possibility of new building permits becoming unavailable in the Florida Keys, now is the time to secure your place in this sought-after destination. Dont miss the chance to own a piece of paradise!

$1,600,000
Key Largo
Dove Creek   - MM: 94.00
3 Bed, 3 Baths, 1,242 SqFt Days Listed: 19
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 70ft.

This concrete 3-bedroom 2-bath waterfront home offers the perfect blend of durability and coastal living. Enjoy fast ocean access from your private concrete dock, ideal for boating enthusiasts. The fully fenced property features a pavered driveway and plenty of space to build a pool. Inside, youll find solid wood doors, baseboards and cabinets, adding warmth and quality in a home. A spacious storage area on the first floor provides ample room for gear and equipment. Dont miss this opportunity to own a well-built waterfront home in the Florida Keys.

$1,600,000
Key Largo
Stillwright Point   - MM: 105.50
4 Bed, 4 Baths, 1,116 SqFt Days Listed: 110
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift60ft.

Your Island Paradise Awaits! Fully remodeled waterfront home featuring 4-bed, 2-bath + 2 guest-baths, with an outdoor shower for your convenience when enjoying the saltwater pool. Renovated with porcelain crystal floors, impact windows, new SS appliances & new AC unit. The washer/dryer machines & ample storage space in the utility room add comfort to your life. This captivating corner lot has 2 private docs that fit up to two 24 ft boats, new electric boat-lift, RV hook-up, EV charger & expansive space to park your cars, RVs & other toys! The 45ft yacht is included. Desirable location at the entrance of Key Largo/Black Water Sound, just moments away from national parks, restaurants, entertainment, grocery stores, air & water adventures, and all the best that the FL Keys have to offer! Great income-producing opportunity through short-term rentals!

$1,625,000
Key Largo
Key Largo Ocean Shores   - MM: 100.00
3 Bed, 3 Baths, 1,999 SqFt Days Listed: 35
-4.41% ($75,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits

Discover Your Private Oasis at Lorelane Place in Key Largo Ocean Shores!Welcome to this canalfront concrete home, perfectly nestled on a peninsula at the end of a quiet street. With 117 feet of clear, deep-water canal frontage, this property offers breathtaking views of lush tropical vegetation and serene water vistas.Relax in your beautifully landscaped surroundings, complete with a spacious yard ready to be enhanced with a pool and outdoor kitchen--perfect for entertaining. Unwind under the large tiki hut, overlooking the canal with excellent dockage and easy access to both the Atlantic Ocean and Florida Bay (bridge restriction applies). Enjoy the Florida lifestyle on the screened porch and private balconies, all designed to make the most of your waterfront retreat.Inside, this spacious 3-bedroom, 2-bathroom home boasts an open floor plan ideal for comfortable living and entertaining. Original well-maintained interior. The main floor includes an elevator connecting the ground and first floor, and the ground floor features a spacious workshop and enclosed storage area, offering endless possibilities.Additional features offered is an electric gated entry for added security, full-house generator and a 500-gallon propane tank and a generous amount of parking.This unique property offers privacy, tranquility, and the perfect setting to enjoy the natural beauty of the Florida Keys.

$1,649,000
Windley Key
Windy Cove   - MM: 84.00
3 Bed, 3 Baths, 1,680 SqFt Days Listed: 7
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock

Peaceful Palms - Luxury Oceanfront Living in the Florida KeysWelcome to Peaceful Palms, a newly developed gated coastal community offering 15 exclusive high-end townhomes in the heart of the Florida Keys. This oceanfront retreat boasts breathtaking views of the renowned Sandbar and Alligator Reef Lighthouse, providing the perfect blend of luxury, relaxation, and investment potential.Each three-bedroom, three-bathroom townhome is thoughtfully designed with expansive balconies on both the second and third floors, a spacious garage, and pet-friendly accommodations. Owners and guests can enjoy stunning sunrises, an oceanfront pool, and dockage available for rent, making it an ideal escape for those who love life on the water.Additionally, Peaceful Palms is designed to accommodate weekly rentals with the proper permitting, offering an incredible opportunity for investors. With the possibility of new building permits becoming unavailable in the Florida Keys, now is the time to secure your place in this sought-after destination. Dont miss the chance to own a piece of paradise!

$1,650,000
Plantation Key
Indian Waterways   - MM: 89.00
3 Bed, 3 Baths, 1,769 SqFt Days Listed: 75
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp

This is it!! Your Florida Key Oasis! Quintessentially Key-z, this home has it all ... and then some. Located in the very desirable Indian Waterways Community of Tavernier on Plantation Key. Stylish Two Bedroom / Two Bath Main house plus a super inviting 1/1 guest house that your guests will never want to leave! Relax and entertain in the canal front Tiki hut as you enjoy tropical breezes. Cool off on the Custom Outdoor Shower after you dock your boat. Composite Dock ensures longtime enjoyment. And an Outstanding Double-sided Garage + storage room is a major Bonus!!! As Well as the personal boat ramp, that is perfect for launching/storing a flats boat, skiff, Jet Ski, or Kayak. Both the Main House and Guest House boast gorgeous, exposed wood-beamed ceilings that are gleaming works of Art. Large Bedrooms and stylishly updated Bathrooms. Great privacy with a nature preserve across the Street CBS Construction and a White Picket Fence add to the irresistible charm of this property that personifies Tropical Chic. Super Close proximity to Tavernier Creek via the famous Toilet Set Cut. World Class deep water, reef, and backcountry fishing are mere minutes away as are incredible diving, snorkeling, Lobstering, and sandbar-ing! Come Grab a slice of Florida Keys Living!

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 02-23-2025.
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