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Upper Keys Waterfront Homes for Sale, Single Family Houses, Open Water, Ocean and Bay / Gulf Views

Waterfront homes for sale in the Upper Keys feature some of the most beautiful views in the Florida Keys.  Upper Keys waterfront houses include those in popular locations such as Islamorada and Key Largo - both known for their superior fishing and diving, which creates an even stronger demand for homes on the water, both bayfront and oceanfront homes in the Upper Keys.  Browse the Florida Keys MLS to view all waterfront properties in the Upper Florida Keys.

Total Listings 189
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$475,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
5 Bed, 5 Baths, 2,900 SqFt Days Listed: 93
-4.81% ($24,000) 1 Price Change : Last Change 2 Days Ago
Fractional Ow - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 55ft.

New CO-OWNERSHIP opportunity: Own 1/8 of this professionally managed, turnkey home. Swaying palms and a gracious front entry leave no doubt that relaxation awaits in this new construction Florida Keys home. The 5-bedroom, 3.5-bathroom home is along a canal in sought-after White Marlin Beach. The open-concept main floor has soaring ceilings, oversized windows and glass doors connecting the living space to the pool and waterway beyond. The bright gourmet kitchen features JennAir appliances, two sinks and spacious cabinets. A bay window in the dining area serves up a pool view. The main floor primary bedroom includes a custom closet and opens to the pool and patio. The main bedroom upstairs has a large closet and a Jack & Jill bath leading to another guest bedroom. With two additional bedrooms, the home easily accommodates family and friends. The home comes fully furnished and professionally decorated. There will be six 1/8 shares and one 1/4 share sold.

$495,000
Windley Key
Windy Cove   - MM: 84.00
2 Bed, 2 Baths, 800 SqFt Days Listed: 132
-9.17% ($50,000) 1 Price Change : Last Change 5 Days Ago
PreConstructi - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges,Othe

Least expensive oceanfront lot with immediate building capability!! Owner wants offer! RARE FIND.....BUILDABLE OCEANFRONT LOT WITH RV. Oceanfront Slice of Paradise in the Florida Keys! INCREDIBLE OCEAN VIEWS. Owner has quote $250k from start to finish to put in a Jacobsen Top of the line Modular Home, ask for details. BUILD with a Development Right Letter from the Village of Islamorada in hand, no wait to build your dream home! Located in fabulous Islamorada with Multi-Million Dollar Views! Currently livable 1 bedroom and 1 bath RV on lot. RV cannot be replaced with another RV-if removed must build. Lot is on solid coral rock-not fill. Future potential is to build a modular or concrete home on stilts for one or two levels of living area. Owner also has engineered plans(full document available upon request) for a 2/2 concrete home that can be provided to buyer at no charge (6,000.00). Very easy to build either CBS or modular on this lot with no hassles from Village of Islamorada Letter In Documents. Perfect for primary home or vacation spot to enjoy magnificent Florida Keys sunrises and sunsets. Complex amenities includes dock privileges, boat storage, fish cleaning station, common oceanfront jetty and boat ramp-ask for more details. You own the land in a neighborhood comprised of 48 units with low monthly fees at 139 a month. Two domestic pets allowed any size. Only a couple miles away from Heart of Islamorada offering the Art District, Restaurants, grocery store, gym and more. Fantastic bike path for the bikers, runners and walker enthusiasts. Hurry this will not last!!!

$998,000
Key Largo
Seaside Subdivision   - MM: 94.50
2 Bed, 2 Baths, 1,148 SqFt Days Listed: 45
Single Family - Kick-out - Waterfront Yes
Side of Island: Ocean - Dockage: None

What a view for less than $1Million! This offering includes not just the lot with the house but also a very large oceanfront lot across the street. Walk your kayak or paddleboard to the ocean and enjoy the Keys life! No need to go to a homeowners park! This spacious home features CBS construction and a concrete roof, 2 bedrooms, 2 full baths and a large downstairs garage/enclosure. Enjoy the ocean views from the open living area and the primary bedroom. The screened lanai is the perfect place to enjoy the ocean views with your morning cup of coffee or an adult beverage in the afternoon shade. This corner property is fully fenced and has a walk gate plus 2 sets of double gates for easy access. This neighborhood is well located and close to restaurants, schools and shopping. Close enough to Miami for a daily commute, but a world away! Come and start living your Keys life!

$1,075,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
3 Bed, 3 Baths, 1,888 SqFt Days Listed: 6
PreConstructi - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Your tropical dream awaits with the lowest-priced waterfront lot featuring an active building permit in Islamorada. Imagine waking up to sunlit mornings, salty breezes, and the soft embrace of warm sand beneath your feet. Welcome to White Marlin Beach, where your vision of paradise comes to life.Vacant lots with active building permits are a rare find, and this one is ready for you to create your dream retreat. Picture a three-bedroom, four-bathroom island escape blending coastal charm with modern luxury. Two spacious, sunlit stories are designed for relaxation, complete with an elevator to ensure comfort and convenience. Expansive porches invite you to unwind, sip your morning coffee with bay views, feel the ocean breeze in your hair, and enjoy evenings under a canopy of stars. New construction offers more than a fresh start--it brings favorable insurance rates, a solid foundation, and the confidence of quality craftsmanship.This is your gateway to maritime bliss. The private homeowners park features one of the few sandy beaches in the Keys, perfect for building sandcastles, watching sunsets, and creating cherished memories.This property offers convenient access to vibrant dining, boutique shopping, and an inspiring arts scene. Its more than just a property; its an invitation to embrace the island lifestyle.Opportunities like this dont wait. Ready to turn your dream into reality? Dive into your future at White Marlin Beach--your tropical oasis is calling!

$1,099,999
Key Largo
Key Largo Ocean Resorts   - MM: 94.50
4 Bed, 4 Baths, 1,584 SqFt Days Listed: 226
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Other Dock

Luxurious 4/3.5 in gated Key Largo Ocean Resort, a golf-cart friendly community featuring 24/7 security gate, clubhouse, fishing pier, marina, onsite boat ramp, basketball & tennis court, swimming pool, gym, kids park and so much more! And thats just the beginning! This home features an open floor plan with master suite on the main level, thick granite on all counters throughout. Kitchen is equipped with a wine cooler! Upper level has an additional master suite plus two more bedrooms. Every bedroom closet has upgraded build-in drawers and shelves. 2 AC units, metal roof, spray foam insulation, covered parking for multiple vehicles or even your boat, interior laundry, tankless hot water heater, outside shower, artificial turf, and lush landscaping. There is also a large storage room on the ground level for all your fishing & water toys. Electric box was also upgraded to include generator plug-in. It doesnt get any better than this. Dont miss this opportunity! Four bedroom homes in this community are rarely available. Picture yourself relaxing on the balcony after a long day of fishing and snorkeling in the crystal clear waters of the Florida Keys. Sit back and enjoy ocean breezes and a frozen cocktail! And bonus........Furniture is included! There are so many upgrades in this home! This is a great home for large families or even as an investment property! Additionally, owners can get on the wait list for a boat slip (additional fee for slip). However, a slip is not necessary as there is an on-site boat ramp and you can store your boat and trailer right under your stilt home! Competitively priced and will go FAST! Paradise is calling your name! Blink and it will be gone!

$1,100,000
Plantation Key
Coral Harbour   - MM: 88.00
3 Bed, 3 Baths, 1,553 SqFt Days Listed: 254
-15.38% ($200,000) 2 Price Changes : Last Change 64 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Boat Slip3

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. Step into luxury with this unique top-floor condo at Coral Harbour Club. The kitchen stands out with its custom design, offering modern appliances and plenty of space for culinary adventures. The master bedroom features a bespoke layout with high-end finishes, providing a serene retreat with stunning ocean views.Enjoy the convenience of partial furnishings, allowing you to easily add your personal touch to this beautiful home. The spacious living area is perfect for entertaining guests or relaxing after a day on the water. Speaking of water, the included deeded 35 slip is a rare find and a boaters dream, making this condo an ideal choice for those who love the ocean.Coral Harbour Club offers a range of amenities for residents, including a sparkling pool, a welcoming clubhouse, and private beach access. Located in a prime area, youll enjoy easy access to local shops, dining, and recreational activities, all while being steps away from the beautiful coastline.

$1,150,000
Key Largo
Harborage   - MM: 97.50
3 Bed, 3 Baths, 1,704 SqFt Days Listed: 187
-8.00% ($100,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Concrete

Welcome to your dream home in the highly desirable Harborage subdivision in Key Largo! This brand new, tri-level waterfront home offers the perfect blend of luxury and functionality with an open floor plan designed for modern living and perfect for entertaining. Features 3 Bedrooms, 2.5 bathrooms. The Harborage subdivision is known for its exclusive amenities, including direct ocean access, a boat ramp, a sparkling pool, and a welcoming clubhouse. This is waterfront living at its finest! Dont miss your chance to own this incredible waterfront property in one of Key Largos most sought-after neighborhoods.

$1,150,000
Key Largo
Bermuda Shores   - MM: 103.00
2 Bed, 2 Baths, 800 SqFt Days Listed: 72
-8.00% ($100,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Boat Lift45ft

This is a turnkey traditional Keys house perfect for the outdoor/boating enthusiast or those simply seeking a cozy, peaceful retreat. Nestled on a small footprint with huge amenities, you can have it all, just an hour from the hustle and bustle of Miami. The home is available fully furnished with tasteful, whimsical decor. Featuring two bedrooms and one bath upstairs, you can enjoy the views from the wrap-around second story balcony or enjoy coffee and sunsets on the screened-in porch. Downstairs is a 506 sq ft enclosed bonus area/guest quarters. Enjoy the various covered sitting areas or play pool and table tennis, go for a swim in the fitness/swim spa or sit under the chickee hut and enjoy the breeze. For the Sportsman, the dock is set for all your needs. Keep the boat high and dry on the 10,000lb boat lift with boarding step and upgraded high-speed motor. There is also one davit, perfect for jetskis. Clean and prep your catch at the covered, powered and plumbed fish station. A SWAT Mosquito misting system is installed throughout the property to control mosquitos and no-seeums. Zero maintenance landscaping. Direct bay access plus quick ocean access via Adams Cut. Roll in, fill the pantry and coolers and enjoy your time!

$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!

$1,200,000
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
Upper Matecumbe Key Islamorada
Bay Hammock   - MM: 83.20
3 Bed, 3 Baths, 1,844 SqFt Days Listed: 4
PreConstructi - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Assigned Dock,Basin,

Rare opportunity to build on this permitted lot in the highly desirable Bay Hammock community. ***ASSIGNED BOAT SLIP INCLUDED WITH LOT.*** This exclusive gated neighborhood is located on Upper Matecumbe Key conveniently located close to everything downtown Islamorada has to offer. Totaling just over 12,000 sq ft this lot has ample space for a home of your dreams.Protected Bayfront marina with boat ramp, observation pier and fillet table. This is very rare opportunity to own a property in a gated community in Downtown Islamorada that also comes with a assigned boat slip. Dont wait make this property yours today.

$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.

$1,250,000
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 2 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.

$1,285,000
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.

$1,367,000
Key Largo
Pirates Cove   - MM: 98.50
3 Bed, 3 Baths, 1,350 SqFt Days Listed: 115
-6.82% ($100,000) 1 Price Change : Last Change 40 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.

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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