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

Total Listings 524
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$899,000
Lower Matecumbe
Beachwood   - MM: 75.50
3 Bed, 3 Baths, 975 SqFt Days Listed: 39
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

ISLAMORADAS BEST KEPT SECRET! If you are looking for wide open views of the ocean, cool breezes and a sandy beach, this is the home for you. Dont miss out on the chance to have $4M views for a fraction of the cost. This gorgeous community holds only seven townhome-style condos in all, so youll enjoy peace and privacy along with sun & moon rises over the ocean. Enjoy the sparkling oceanfront pool and hot tub. Cook your catch and enjoy family time by the chickee hut - with a bar and TV for watching the big game. Sandy beach and long fishing pier will make it easy to enjoy the water. Anchor up or moor your boat just off shore and use the pier for pick up and drop off. Inside, youll find big views along with three bedrooms and two full baths. Enter from your open, breezy porch into the living room with huge impact sliders. The kitchen offers stainless appliances, granite counters and Atlantic views from the sink. Up a short flight of stairs are two guest bedrooms, laundry and a full bath. Up just a few more steps to the primary bedroom with ensuite bath and - you guessed it - more ocean views! Youll love the durability of the metal roof, impact windows and doors, tall concrete pilings and Hardie board siding. Covered parking high enough for a boat with a T top! Offered furnished and ready for your family to enjoy. Two rentals per year max, with 30 day minimum and board approval required. One pet up to 20 lbs allowed. Please do not enter the property without an appointment.

$899,000
Upper Matecumbe Key Islamorada
Coral View   - MM: 81.00
3 Bed, 3 Baths, 2,016 SqFt Days Listed: 106
-5.37% ($51,000) 2 Price Changes : Last Change 14 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

This lovely home is classic Keys on the outside, with modern elegance on the inside. Secluded on high ground in the heart of downtown Islamorada, this accommodating three-bedroom, two-bath residence offers abundant space for relaxation and entertainment, including an inviting back porch, surrounded by lush landscaping that enhances the serene atmosphere. The expansive front and back yards provide ample room for outdoor activities and gatherings. Ideally situated, you are within easy walking distance to the beaches, great restaurants, and grocery shopping. Experience the perfect blend of comfort and convenience in this idyllic retreat.

$899,000
Key Largo
Port Largo   - MM: 100.00
3 Bed, 3 Baths, 1,421 SqFt Days Listed: 15
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Discover Your Private Tropical Oasis at 90 Marina Avenue!Nestled in the prestigious Port Largo community, this charming 3-bedroom, 2-bathroom single-family home offers a rare opportunity to own a double-lot tropical retreat in Key Largo. Surrounded by lush landscaping, this property feels like a secluded paradise, yet its just moments from the best local amenities.Inside, the home boasts a spacious, 250-square-foot enclosed porch--perfect for relaxing or entertaining year-round. Step outside to a beautiful wood deck designed for BBQ gatherings, with ample room to add a pool and space for your boat. This home also includes a large storage shed for all your outdoor essentials. Key features include a 2-year-old air conditioning system, durable metal roof, impact windows and doors, and ground-level construction that is above flood--a true gem in the Keys.Residents enjoy optional access to the exclusive Port Largo Homeowners Park for only $250 per year, featuring a private boat ramp and recreational spaces. Just minutes from the community park, top shops and dining spots, this home is perfectly located to enjoy the best of the area.Live the Florida Keys lifestyle to the fullest in this idyllic Port Largo property!

$899,000
Plantation Key
Summer Sea   - MM: 88.50
3 Bed, 3 Baths, 1,567 SqFt Days Listed: 207
-5.27% ($50,000) 2 Price Changes : Last Change 15 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Boat

Island Life Awaits...Islamorada Getaway and great investment property allowing weekly rentals. Unique penthouse condo features a spacious private rooftop deck offering views of both the Ocean and the Gulf. Plus, youll have your own deeded covered parking spot. Beautifully remodeled, 3/2 and beautifully furnished! Fantastic layout - 1567sq ft of living space all on one level.The Summer Sea is pet friendly and offers first-come dockage to 26 OA. Bayside pool, spa, sunset beach, party room, gym, billiard room, storage and so much more.Some ocean views from almost every room. Above the unit is a private rooftop lounge with covered wet bar perfect for entertaining or just chilling while you soak in the views. Ideal for sunrise and sunset lovers. Prime Location: Situated close to Founders Park, shops, and restaurants, youll have the best of Islamorada at your fingertips. This penthouse condo is not just a home; its a lifestyle. Dont miss your chance to own a piece of paradise in one of the most sought-after destinations in the world. Schedule your private tour today and prepare to be captivated by the natural beauty of this incredible property!

$899,000
Plantation Key
Coral Harbour   - MM: 88.00
2 Bed, 2 Baths, 1,330 SqFt Days Listed: 34
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Boat Slip

NOTICE TO CHC BUYERS: Coral Harbour reserves are funded to the amount required by law and passed 10 year Milestone inspection with the highest rating available.Lake front with ocean views! Coral Harbour Club offers EV fueling, boat ramp, tennis, pickleball, bocci ball, pool, clubhouse, and fuel dock. This unit comes with a deeded 30 boat slip. The unit? Pictures are worth a thousand words! This is an end unit allowing for more natural light. Elevator or stairs, your choice. Enclosed porch and large open porch. Perfect for entertaining.

$899,000
Plantation Key
Indian Harbor   - MM: 89.00
3 Bed, 3 Baths, 1,305 SqFt Days Listed: 146
-2.81% ($26,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Welcome home to this light and bright, newly renovated Indian Harbor residence! Open & airy living space, concrete roof, covered parking and large & shady screened porch make this an easy, breezy place to call home. Conveniently located near schools, shopping, Founders Park AND right around the corner from the neighborhood homeowners park with boat ramp. Everything so fresh & clean, you can move right in.

$899,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
1 Bed, 1 Baths, 840 SqFt Days Listed: 85
Condotel - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges

Exquisite Oceanfront at Historic Cheeca Lodge Resort and Spa in Islamorada! Welcome to your unparalleled opportunity to own an exceptional income-producing property in the heart of Islamorada. This MAIN LODGE OCEANFRONT condotel, situated in the renowned Cheeca Lodge Resort and Spa, offers the perfect blend of luxury, convenience, and investment potential. Beautiful King Bedded Oceanview Room. Experience the epitome of luxury with 5-star dining options. Immerse yourself in the tropical paradise with 2 tiki bars, spa, workout facility, and multiple pools. Enjoy direct access to the beach and dock. Stay active with 6 lighted tennis courts and a fitness center. Indulge in various water sports amidst lush tropical gardens. Nightly rentals allowed, providing a lucrative income stream. Onsite management ensures hassle-free property maintenance and guest services. Walking distance to outstanding restaurants, galleries, breweries, and shopping. Proximity to Islamoradas famous art district adds cultural charm to the surroundings. Seize this rare opportunity to own a piece of paradise in one of Islamoradas most iconic and historic destinations.

$900,000
Key Largo
Bahia Mar   - MM: 102.50
3 Bed, 3 Baths, 2,378 SqFt Days Listed: 34
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Room to luxuriate in this large CBS ground level home with ***NEW METAL ROOF*** located on an oversized *** 1/4 ACRE OF LAND*** (12,600 Square Feet) , a rarity in the Keys! Located IN A ***NO FLOOD ZONE***, this home offers three large bedrooms and 2 bathrooms, a full sized garage, separate laundry room, enormous family room and a formal living room. ***LARGE SCREENED PATIO*** Generous windows and sliders allow for an abundance of ambient light. Foyer entry, circular driveway, corner lot, ***ROOM FOR A POOL*** . Just a stones throw to Pennekamp State Park and boat ramps with excellent bay and ocean access and sandy beach. 1 hour to Miami, so easily commutable.

$920,000
Key Largo
Key Largo Ocean Resorts   - MM: 94.50
3 Bed, 3 Baths, 1,700 SqFt Days Listed: 11
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Boat Ramp

Brand New Construction. Modern and tastefully done. Open floor plan. Beautiful kitchen perfect for entertaining with book matched countertops, tray ceiling island with stovetop and hood with accent lighting. Bar under staircase with wine cooler, niches and wood accents. Polished Concrete floors throughout. Three bedroom, 3 full bath. Primary bedroom with his and hers closets. Storage room on ground level (120sqft). Paver driveway. New gated community with pool, clubhouse, gym, playground, basketball/pickle/tennis courts, fishing pier and community ramp. Great for families. Call/text for tours Mon-Fri 8am-3pm.

$925,000
Key Largo
Landings Of Largo   - MM: 98.00
3 Bed, 3 Baths, 1,361 SqFt Days Listed: 9
Townhouse - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Slip,

Stunning Townhouse in the Heart of Key Largo!Experience the exceptional lifestyle at the highly sought-after Landings of Largo. This rarely available townhouse, featuring a versatile 3rd bedroom and bath, has been beautifully remodeled to reflect contemporary sophistication. Nestled within a gated, bayside community, offering exclusive amenities, including a-state-of-the-art marina with a 30 ft deeded slip and a 12,000 Lb. boatlift Located near the unloading area for effortless transfers and gear loading. Additional features include covered parking with ample storage, a dedicated outdoor living and entertainment space complete with its own half bath. Offered fully furnished and turnkey for you to move in and enjoy. Enjoy a wealth of amenities designed to elevate every moment:aTwo swimming pools, heated during the winter and chilled in the summer for year-round enjoyment. aLighted tennis and pickleball courts Basketball hoop and bocce court.aPrivate marina with boat ramp, boat and trailer storage in community. aFishing and sunset pier. aClubhouse with a fitness center aLush, shaded grounds and gated security aJet-skies are allowed aTwo pets allowedLocated in the heart of Key Largo, this serene community provides convenient access to the areas best dining, shopping, and outdoor adventures. Whether youre savoring the sunset at the pier, enjoying resort-style amenities, or heading out on the water, this home offers unbeatable value and the most sought-after features for a life well-lived.This is a rare opportunity to own in one of Key Largos most desirable communities. Schedule your private showing today and experience the pinnacle of coastal living.

$925,000
Plantation Key
Coral Harbour   - MM: 88.00
3 Bed, 3 Baths, 1,553 SqFt Days Listed: 34
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 30ft.

Coral Harbor Club is Located in Islamorada. The Condominium has been extensively remodeled and comes with a boat slip. Beach views from your porch. This ground level condo is situated on the corner of the beach, walk out your screen door and theres the beach. The condo has had extensive upgrades. New floors, new kitchen, new stainless steel appliances, New motorized rolling hurricane impact rolling shutters on your 400 sq. Ft. Porch. Newer AC, New washer and dryer, freshly painted. A must see to appreciate. Comes completely furnished. Coral Harbor Club is completely gated with lunch tropical landscaping and amenities like an ocean front marina, boat ramp, pool and club house, tenniss courts, pickle ball, bocce, baseball courts, beach, paddle board/kayack launch, pichnick tables, . You can walk or bike inside your gated community. Closed proximity to the best restaurants, shopping and entertainment. Moly one hour from Miami.

$925,000
Key Largo
Port Largo   - MM: 100.00
3 Bed, 3 Baths, 1,404 SqFt Days Listed: 163
-7.49% ($74,900) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Welcome to the esteemed Port Largo neighborhood. This immaculate 3-bedroom, 2-bathroom home features a desirable in-law suite on the lower level, perfect for guests or extended family. Recently upgraded with a new metal roof and impact-resistant windows and doors, installed in 2023, and a new a/c in 2022. An electronic gate and white pvc fencing surrounding the entire property combines safety with elegant coastal living. Step inside to discover stylish luxury vinyl flooring throughout, complementing the bright and airy ambiance. The primary bathroom has been thoughtfully updated, offering a serene retreat. Ample covered parking and entertainment space enhance the propertys appeal, while the spacious yard provides room for your boat trailer and the potential for a refreshing swimming pool. As a valued resident of Port Largo, youll have access to the private Homeowners Park, which includes boat launching facilities and direct access to the ocean for a nominal annual fee. Just a block away, Key Largo Community Park offers a wealth of recreational activities, including pickleball, skateboarding, baseball, disc golf, tennis, basketball, and the Jacobs Aquatic Center. Ideally situated in the heart of Key Largo, this home provides convenient access to a diverse array of dining options and local attractions. Experience the ultimate coastal lifestyle in this exceptional property.

$929,000
Key Largo
Riviera Village, Rec Amd   - MM: 104.00
3 Bed, 3 Baths, 1,530 SqFt Days Listed: 10
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Discover the epitome of coastal living in this stunning, newer concrete home nestled in a highly desirable subdivision in Key Largo. This meticulously crafted residence boasts 3 bedrooms and 2 bathrooms, offering a seamless blend of modern comfort and tropical elegance. This home is a true turnkey paradise, tastefully furnished throughout, creating an inviting atmosphere that complements the coastal lifestyle. Enjoy the breezes from the comfort of your screened porch upstairs. The spacious screened-in area downstairs offers a versatile space for entertaining or relaxing. A large enclosed storage area downstairs provides ample space for your outdoor gear, water toys, and more. Experience the best of Florida living with exclusive access to an amazing nearby homeowners park and the convenience of a private boat ramp, dockage up to 3 days, bay front picnic pavilion, beach area and breathtaking sunsets, one of the best HOA parks in the Upper Keys. This home is situated in a prime location where you can explore renowned dining spots and shopping. Dont miss the chance to make this exceptional Key Largo residence your own. Some seller financing offered.

$935,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
1 Bed, 1 Baths, 840 SqFt Days Listed: 358
Condotel - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges

Exquisite Oceanfront at Historic Cheeca Lodge Resort and Spa in Islamorada! Welcome to your unparalleled opportunity to own an exceptional income-producing property in the heart of Islamorada. This MAIN LODGE OCEANFRONT END UNIT condotel, situated in the renowned Cheeca Lodge Resort and Spa, offers the perfect blend of luxury, convenience, and investment potential. Beautiful King Bedded Oceanview Room. Experience the epitome of luxury with 5-star dining options. Immerse yourself in the tropical paradise with 2 tiki bars, spa, workout facility, and multiple pools. Enjoy direct access to the beach and dock. Stay active with 6 lighted tennis courts and a fitness center. Indulge in various water sports amidst lush tropical gardens. Nightly rentals allowed, providing a lucrative income stream. Onsite management ensures hassle-free property maintenance and guest services. Walking distance to outstanding restaurants, galleries, breweries, and shopping. Proximity to Islamoradas famous art district adds cultural charm to the surroundings. Seize this rare opportunity to own a piece of paradise in one of Islamoradas most iconic and historic destinations.

$937,000
Plantation Key
Executive Bay   - MM: 87.00
2 Bed, 2 Baths, 1,403 SqFt Days Listed: 29
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: First Come Dock,Othe

Come live your best life - RIGHT ON THE BEACH! Enjoy SUNSETS, big views, DOCKAGE and the ideal Islamorada location. Boaters enjoy immediate BAY access and quick and easy OCEAN access via Snake Creek to the south and Tavernier Creek to the north. Youll be at all your favorite fishing, diving and dining spots in no time at all. Or - stay home and enjoy the beach right outside your door! Beautifully updated and lovely, this furnished bay front townhouse-style condo is directly on the beach and has TWO bedrooms PLUS a sleeping loft and THREE FULL bathrooms! Youll love having space to host your friends and family in the Keys. See every sunset from your own private balcony overlooking the beach and the bay. Enjoy sunsets and full bay views from almost every room. Bring your boat! First come dockage for boats up to 28 at the dock or up to 35 tethered to a piling. Trailer storage for up to three days. Impact windows and doors plus a metal roof add to the strength of the concrete building. Paddle boarding and kayaking is a breeze from this spot - and storage is no problem at all! This unit has a truly surprising amount of indoor and private outdoor storage. 11x14 locked storage area under the unit for all your water toys, plus additional space for your bikes and more gear is just outside the front door. Bring your furry friends! Two pets OK - no weight restriction. J4 has very easy access to the pool, clubhouse and tennis & pickle ball courts. Parking spaces are right outside your door. Founders Park is adjacent to Executive Bay Club with even more tennis, pickle ball, sandy beach, full service marina and more! Spiral stair case provides access to the second floor where youll find two full bedrooms and two full baths.... then it continues on up to the private sleeping loft. A third full bath is on the first level. Come find out why so many people love living on the beach at Executive bay Club.

$945,000
Key Largo
Key Largo Ocean Resorts   - MM: 94.50
3 Bed, 3 Baths, 1,580 SqFt Days Listed: 234
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Dock Privileges,Othe

KEY LARGO OCEAN RESORT custom-built, solid concrete block structure home featuring stainless steel appliances, quartz kitchen countertops, porcelain plank floors, marble bathrooms, keystone detailed wall, built in closets with wood cabinets, cemented/quartz stairs, impact doors and windows, metal roof, and washer and dryer. Storage area on the first level with a three-car parking covered space and additional guest parking on the premises. community. The community boasts a full working marina with a community boat ramp and a fueling station, a club house with gym, tennis and basketball courts, a pool, and a playground. Great opportunity to enjoy your dream home in the Florida Keys.

$945,000
Key Largo
Key Largo Ocean Resorts   - MM: 94.50
3 Bed, 3 Baths, 1,655 SqFt Days Listed: 234
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Dock Privileges,Othe

Key Largo home located right on the ocean side. The community boasts a full working marina with a community boat ramp and a fueling station, a club house with gym, tennis and basketball courts, a pool, and a playground. Enjoy a relaxing open floor plan with stainless steel appliances, porcelain plank floors, marble bathrooms, quartz kitchen countertops, and keystone detailed wall. Custom built closet wood cabinets. Monthly vacation rentals allowed. Storage area on the first level with a three-car parking covered space and additional guest parking on the premises. Hurricane impact windows and doors. Great opportunity to enjoy your dream home in the Florida Keys. Owner/Agent

$949,000
Key Largo
Pamela Villa   - MM: 102.50
6 Bed, 6 Baths, 2,413 SqFt Days Listed: 304
-5.01% ($50,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

MOTIVATED SELLER! Bring your OFFERS! Enjoy this beautiful paradise in KL only 54 min to Miami. 6 BEDS/4BATH in an XFLOOD zone with 3 floors of living space and 3 car garages for all your toys! This home is mother-in-law friendly with a 1st floor apartment with 2 bedrooms, 1 full bath independent living quarters. The 2nd floor features an open floor plan with 2 living rooms, a large dining area, a full bath, and a modern kitchen as well as a master bedroom with ensuite bath. Heading up to the 3rd floor you will find a large and cozy office/play area, laundry room, 3 bedrooms with unbelievable light, and a full bath. Enjoy the breezes from the comfort of your Jacuzzi. Dont miss the chance to make this exceptional Key Largo paradise your own.

$949,000
Key Largo
Lake Surprise Properties   - MM: 106.00
3 Bed, 3 Baths, 720 SqFt Days Listed: 34
Mobile Home - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp50ft.

Discover the charm of waterfront living in this beautifully updated 3-bedroom, 2-bath single wide mobile home nestled within the serene Lake Surprise Estates. This property sits on a spacious 6,000 sq ft lot, with an impressive 60 feet of prime waterfront. Theres ample space for your cherished watercraft, complete with your very own boat ramp for effortless access to the Sexton Cove with close proximity to Adams Cut. Embrace the quintessential Keys lifestyle as you unwind beneath the inviting Tiki Hut, the perfect setting for relaxation and entertaining. After a day of boating adventures, refresh in the above-ground pool, an ideal spot to rinse off the salt and soak in the tranquility of your surroundingsThis property is being offered furnished as shown, allowing you to step into your new lifestyle with ease. For those with aspirations of building a dream home, this unique property also comes with a valuable building right, providing a wonderful opportunity to create your ideal coastal retreat. Located on MM 106, provides close proximity to South Florida. Dont miss your chance to experience the best of island living!

$949,000
Key Largo
Riviera Village, Rec Amd   - MM: 104.00
3 Bed, 3 Baths, 960 SqFt Days Listed: 10
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Other Dockage80ft.

PRICE REDUCTION. Open to Seller Financing. Welcome to this beautiful newly renovated home, turnkey with no expenses spared. This property features a brand new In-ground pool, updated appliances, impact windows, newly installed bathrooms, floors and kitchen. This spacious stilt home features a maintenance free yard with new Astor Turf, outdoor kitchen, large side parking for boat, trailers, or RVs. Steps away the community offers a homeowners park with boat ramp, ample dockage and seating.

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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