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Upper Keys Homes for Sale, Single Family Houses, MLS Home Listings

Total Listings 361
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$1,325,000
Key Largo
Pirates Cove   - MM: 98.50
3 Bed, 3 Baths, 1,350 SqFt Days Listed: 146
-9.68% ($142,000) 2 Price Changes : Last Change 10 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Ramp6

Prestigious Pirates Cove - Secluded Lake/Front Basin Home - Direct Ocean & Bay access in just minutes - 3Bed/2 Baths - The Upper Level is a 2 Bedroom/ 1 Bathroom & Lower Unit is a **Grandfathered in designated 1Bedroom/1 Bathroom with a Full Kitchen. Solid Concrete Dock equipped with a 15000 LB boat lift & Separate Jet Ski lift -Also property is Secured by an Electric Gate & Fenced in Yard complete with Shaded Patio area with Pavers and Tropical Landscaping - fish cleaning station & storage. Centrally located near Shopping, Schools & Restaurants.

$1,349,000
Key Largo
Lake Surprise Properties   - MM: 106.00
2 Bed, 2 Baths, 960 SqFt Days Listed: 170
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Davits,Boat Lift60ft

Bring Your Boat and Start enjoying Keysliving at this Beautiful Bayside Home in Key Largo! 60 foot Concrete Dock with 10,000 lb Lift, completely Fenced in with Top of the Line Synthetic Grass and a Wonderful Tiki Hut for Outdoor Entertaining! Just Move in and bring your Clothes as this Home is fully furnished and Equipped to Enjoy right away or take over Monthly Rental Reservations. Less than an hour drive from Miami and Near all the best Restaurants and nearby Activities the Keys has to offer both on Land and by Water!

$1,350,000
Key Largo
Key Largo Ocean Resorts   - MM: 94.50
3 Bed, 3 Baths, 1,695 SqFt Days Listed: 65
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Boat Ramp

This newly built CBS home in desirable Key Largo Ocean Resort with a very tasteful and modern look. This home was built with a boaters mind set, 10ft high columns to accommodate your boat, community boat ramp and storage. Hurricane ready, CBS, impact doors and windows, elevator, 360 degrees lookout rooftop with amazing views, of ocean, bay, sunrise, and sunset. Very nice and open, kitchen and island with seating space, stainless steel appliances, 3 beautiful bedrooms and 2 baths. This turnkey home is ready and waiting for you. Come tour with us and discover lots more. Community offers, 24-hour security, clubhouse, gym, pool, playground, basketball Tennis court visitor parking. Too much to mention all.

$1,350,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
4 Bed, 4 Baths, 1,459 SqFt Days Listed: 32
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Your Slice of Paradise Awaits in Downtown IslamoradaDiscover the perfect blend of modern coastal living and convenience with this beautifully remodeled ground-level duplex in the heart of Islamorada. Located just a moment from the famous Cheeca Lodge and the vibrant Arts District, youll be surrounded by charming shops, restaurants, and galleries.Property Highlights: Two Separate Units PLUS a Guest Space: Each of the two dwellings is thoughtfully designed with a bright, airy ambiance to complement the island lifestyle. Use one unit for yourself and rent out the other, and/or welcome family and friends to visit! Durable Construction: Built with concrete and topped with a sturdy metal roof, this home is designed to withstand the elements. Impact windows and doors provide added protection and energy efficiency. Private Outdoor Oasis: The fully fenced yard features an electric gate, artificial turf for low maintenance, and lush landscaping with vibrant tropical foliage, perfect for relaxing or entertaining.Why Youll Love It:Whether youre looking for a permanent home or a vacation retreat, this property delivers the ideal Florida Keys lifestyle. The Village of Islamorada recognizes two dwelling units, adding significant value to the property.Dont miss your chance to own this coastal gem in an unbeatable location! Buyers should be able to convert this building in to one single-family home and transfer one of the building rights to another Village non-waterfront lot that is deemed appropriate by the Village. Two units are recognized by the Village. Buyers must confirm all with Village of Islamorada.

$1,350,000
Upper Matecumbe Key Islamorada
Misc Upper Matacumbe   - MM: 82.00
3 Bed, 3 Baths, 960 SqFt Days Listed: 434
-3.57% ($50,000) 3 Price Changes : Last Change 58 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Beautiful Downtown Islamorada Cottage! This newly constructed home is located on an oversized lot with a pool, outdoor entertaining area, plenty of storage, parking, and handicap access. The home features 3 bedrooms & 3 bathrooms with two of the bedrooms ensuite. The home offers a great floor plan and has been tastefully decorated with a beautiful kitchen including stainless steel appliances. This is a great investment with rental history. Dont miss the opportunity to own where you can walk and ride your bike to all the places downtown Islamorada has to offer including shopping, restaurants, bars, and all the amenities The Sports Fishing Capital of the World has to offer!

$1,350,000
Plantation Key
Fontaine Lake   - MM: 90.00
3 Bed, 3 Baths, 1,952 SqFt Days Listed: 18
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Live the dream in this elevated Plantation Key home, perfectly designed for comfort and island living. The main house, freshly painted throughout the interior, with new LED lighting and ceiling fans, features three bedrooms and two baths. The guest bath has been upgraded with a new vanity and shower doors. A coastal-inspired open floor plan flows seamlessly into a well-appointed kitchen with stainless steel appliances, a gas cooktop, and a stylish bar area with a wine cooler.The lower level of the main house offers a finished storage area with bathroom facilities, providing extra functionality and convenience.Step outside to your private oasis--a screened-in pool surrounded by lush landscaping for the perfect island escape. Modern upgrades include a tankless water heater, whole-house generator, propane tank, and a water softener for added comfort.A separate two-story guest house, built in 2018, offers flexible living arrangements with one-bedroom, one-bathroom accommodations on each level. It features a spacious living area and a large kitchenette with newly upgraded quartz countertops and backsplash, along with a brand-new stainless refrigerator. The home is complete with new LED lighting and ceiling fans, LPV flooring throughout, and impact-resistant windows and doors, making it an ideal space for guests or rental potential.Located in the heart of Plantation Key, youre just minutes from world-class fishing, dining, and outdoor adventures. Plus, with a boat ramp nearby, getting out on the water is effortless. All this, just 90 minutes from Miami and two hours from Key West! Buyer to verify all facts.

$1,392,000
Key Largo
Cross Key Waterways   - MM: 103.00
3 Bed, 3 Baths, 2,064 SqFt Days Listed: 15
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davit Pads,Boat Lift

Paradise turn key Key Largo...Gorgeous and is centrally located in the entrance of Key Largo on the bayside. *55ft dock with NEW 25,000lb Boat Lift...The solid concrete roof is perfect for a 3rd floor addition or a Roof to sundeck. Beautiful sunsets to end your day. The home features new tile, new interior & exterior paint, modern kitchen with granite tops and new appliances. New central AC upstairs and downstairs. Main level has the main bedroom with a bathroom and also has a 1/2 bath for guest. The property is fenced with ample parking for boat trailers & RV. A wide deep canal sits in the back with 55 feet of concrete seawall & dock with davits. There is a large terrace downstairs with a granite counter and sink for entertaining while you enjoy the dock area. Interior stairs provide easy flow from the downstairs living area to the second floor. There you have a gorgeous modern grey wood kitchen with modern granite tops and stainless appliances, family room, 2 bedrooms and a complete bath. This home also has a wrap around balcony upstairs. From the kitchen you walk into a amazing sundeck terrace tiled, with Astro-turf, and a BBQ grill / summer kitchen area to kick back and enjoy the sunset views.All impact windows and doors.Sun Bahama shutters and beautiful Pergola.New 8 x 12 storage shed. Bring your boa. 1hour & 2 minutes to Mia Airport.Call for your private tour or any questions

$1,399,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
2 Bed, 2 Baths, 900 SqFt Days Listed: 18
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp25ft.

BEST VALUE CANAL HOME! Nestled in the sought-after White Marlin Beach subdivision on Lower Matecumbe Key, this corner lot, two-bedroom, one-bath home offers direct canal access to Florida Bay, making it a boaters dream. Enjoy the private, gated neighborhood beach, perfect for soaking in Islamoradas breathtaking blue-green waters.With +/-140 feet of shoreline, this property offers endless possibilities. It currently features 25 feet of existing dock and a boat ramp, providing convenient access to world-class fishing, sandbars, and sunset cruises. A spacious yard and downstairs parking area allows for all those water toys to be stored for days of fun on the water.Inside, this cozy canal-front retreat features an open-concept living area with plenty of natural light streaming through impact windows. The kitchen offers spacious cabinets and counters, while the comfortable bedrooms provide a relaxing escape after a day on the water. With a functional layout and inviting atmosphere, this home is ready for your personal touch to create the perfect Florida Keys retreat. The surrounding unique large corner lot provides a clean palette for designing the ultimate outdoor living experience in Islamorada.A rare opportunity to own in one of Islamoradas most desirable waterfront communities. This is the LEAST EXPENSIVE waterfront single-family residence on island in Lower Matecumbe Key the Village of Islamorada. Bring your vision and make this Keys retreat your own!

$1,429,000
Key Largo
Key Largo Beach   - MM: 100.00
3 Bed, 3 Baths, 1,617 SqFt Days Listed: 166
-4.41% ($66,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Boat Ramp,None

Welcome to your future home nestled in prestigious Port Largo neighborhood. This coastal style beautiful concrete home was extremely well built in 2020 with a modern and coastal design. This residence has been meticulously maintained. The spacious home offers 3 bedroom / 2 bath, separate laundry room, a dreamy kitchen w/ quartz counter tops and large center Island, tile thoughout. Indulge in the brand new outdoor pool and heated spa surrounded by sand under your toes, and equipped with a BBQ summer kitchen, outdoor TV. The fresh landscape and PVC fence allowing for privacy. Beyond enjoying the home itself, the community has an HOA Marina, Boat Ramp, and picnic beach area just at the end of the street approx 400 yards. Walk or golfcart to Key Largo Park, brand new 9 Pickle Ball courts, tennis, restaurants, groceries. This home is a rare gem in highly sought after location with a quintessential keys life style. Dont miss the opportunity to make this home your own paradise!

$1,450,000
Key Largo
Key Largo Ocean Resorts   - MM: 94.50
3 Bed, 3 Baths, 1,600 SqFt Days Listed: 339
-12.12% ($200,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Boat Ramp

$1,450,000
Key Largo
Cross Key Waterways   - MM: 103.00
4 Bed, 4 Baths, 2,568 SqFt Days Listed: 59
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits

Investors special!Nestled in an idyllic location, this property offers the ultimate retreat for fishing, diving, and boating enthusiasts. Boasting a solid CBS home with incredible potential. Youll enjoy quick access to both ocean and bay-side adventures, thanks to a spacious concrete 40ft dock. This home is the perfect launching point for your aquatic pursuits.The Sound views from almost every corner of the property are nothing short of spectacular, creating the perfect backdrop for relaxing or entertaining.Key Features:Location: Prime waterfront, offering easy access to ocean and bay-side boating.Home: Spacious two-level layout, with a total of 2,304 sqft of living space (1,152 sqft per level).Bedrooms/Baths: 4 Bedrooms, 3 Bathrooms--perfect for families or as an investment opportunity.Dock: 40ft dock for boating, fishing, and water recreation.Bonus Building: A charming guest quarters for visitors.Whether youre seeking a family home, a vacation retreat, or a smart investment, this property offers endless possibilities. Enjoy sweeping views, serene surroundings, and the ultimate waterfront lifestyle.Dont miss out on this extraordinary opportunity to own a slice of paradise. Schedule your private viewing today and experience firsthand the natural beauty and tranquil setting this home has to offer!

$1,489,000
Key Largo
Key Largo Beach Addition   - MM: 100.00
5 Bed, 5 Baths, 2,157 SqFt Days Listed: 175
-11.10% ($186,000) 3 Price Changes : Last Change 78 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 36ft.

Discover this slice of WATERFRONT paradise nestled in Key Largo! Gorgeous high vaulted ceilings welcome you into this home which features five spacious bedrooms and three bathrooms, boasting 2,157 square feet of stylish living space. Enjoy those OCEAN VIEWS from your living room windows, bedroom or while youre relaxing on your pool deck. Upstairs living space has 3 bedrooms, 2 baths and rec space with 2 bedrooms, 1 bath downstairs. The heart of this property is undoubtedly its irresistible outdoor space. A beautifully designed SALTWATER POOL invites you to soak in the Florida sun on an expansive pool deck thats perfect for entertaining or simply unwinding. The properties oversized corner lot offers over 42 ft of canal front, luscious green vegetation and plenty of parking for you, your toys and guests. Dive into the comfort of high-quality construction detailed with single car garage, metal roof, modern impact windows, doors and skylight. With Stainless steel appliances, wine cooler, granite counter tops and bar top, this kitchen is perfect for all occasions. Laundry access from both floors. This home is In the neighborhood of Key Largo Park, Key Largo Fisheries and more! Close to schools, shopping and 1 hour to Miami.

$1,490,000
Key Largo
Key Largo Trailer Village   - MM: 101.50
3 Bed, 3 Baths, 1,500 SqFt Days Listed: 10
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift45ft.

Experience the ultimate Florida Keys lifestyle in this beautifully maintained waterfront home situated in Key Largo, offering sunset views over the Florida Bay. This solid concrete home features a metal roof, impact windows and doors, and a spacious open-concept living area with 3 bedrooms and 2 bathrooms, this home is designed for comfort and coastal elegance.Step outside to a low maintenance yard and enjoy 45 of deep-water concrete dockage, complete with a 10,000lb boat lift. Additional features include a spacious storage/workshop, covered parking, newer Rudd central a/c, premium tinting on all the windows and a fully fenced yard.Enjoy direct Florida Bay access with nearby Atlantic Ocean access for world-class offshore fishing. As part of the HOA, youll have access to two private boat ramp parks--one featuring a sandy beach and swimming area. Whether youre fishing, boating, or dining at nearby waterfront restaurants, this home is a perfect island retreat.This is an opportunity to embrace the Florida Keys lifestyle--boating, fishing, and sunsets right from your backyard!

$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!!!

$1,499,000
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
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!

$1,500,000
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

$1,550,000
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
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!

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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