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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 215
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$449,000
Windley Key
Windy Cove   - MM: 84.00
2 Bed, 2 Baths, 800 SqFt Days Listed: 34
PreConstructi - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges,Othe

RARE OCEANFRONT LOT OPPORTUNITY IN ISLAMORADA! BUILD w/ NO DELAYS -your dream waterfront home in the fabulous Florida Keys--this prime buildable lot comes with a Development Right Letter in hand from the Village of Islamorada. Enjoy unobstructed ocean views and multi-million dollar scenery, with the flexibility to build a CBS or modular home on stilts (2BD/2BA engineered plans included). The owner also has a $250K quote for a top-of-the-line Jacobsen modular home for a turnkey option. Max height to build 35ft allowing a 2 story home if one desires. Currently, there is a livable 1BD/1BA RV on-site (RV must be replaced with a home). The lot is solid coral rock--no fill needed! This boaters paradise offers dock privileges, boat storage, a private boat ramp, and a fish cleaning station. Located in a private 48-unit community with low HOA fees, pet-friendly policies (two pets, any size), and just minutes from downtown Islamoradas restaurants, shops, grocery stores, the Art District, and a scenic bike path. Experience breathtaking sunrises and sunsets from your future home--dont miss this rare chance to own a slice of paradise in the Florida Keys! ☀️🌊

$475,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
5 Bed, 5 Baths, 2,900 SqFt Days Listed: 12
Fractional Ow - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 55ft.Cut/Natural

New co-ownership opportunity: Own one-eighth of this professionally managed, turnkey home by Pacaso. Tucked within the coveted White Marlin Beach enclave, this canal-front retreat captures the essence of refined Florida Keys living. Framed by swaying palms and a gracious front entry, the 5-bedroom, 3.5-bathroom residence offers a seamless blend of comfort and coastal elegance.The open-concept main level is bathed in natural light, with soaring ceilings, oversized windows, and glass doors that connect the living area to the private pool and tranquil canal beyond. A bright, gourmet kitchen anchors the space with JennAir appliances, dual sinks, and generous cabinetry--ideal for effortless entertaining. A bay window in the dining area frames serene views of the pool.The main-floor primary suite features a custom walk-in closet and direct access to the patio and pool. Upstairs, a second spacious bedroom offers a large closet and a Jack-and-Jill bath shared with an adjoining guest room. Two additional bedrooms provide ample accommodations for family and guests. The home comes fully furnished and professionally decorated.

$564,000
Key Largo
Ocean Pointe   - MM: 92.50
2 Bed, 2 Baths, 841 SqFt Days Listed: 101
-5.69% ($34,023) 1 Price Change : Last Change 33 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock,Boat

Newly Renovated 2 bedroom, 2 bathroom condo in highly desirable Ocean Pointe is being offered fully furnished. Stunning sunrises and NIGHTLY RENTALS allowed with an array of amenities that include; Security 24/7, Heated Pool, Private Sandy Beach, Marina with Direct Ocean Access, Private Waterfront Lounge and Cafe, Boat Ramp, Gazebo, and Boardwalk. Close to restaurants and groceries. Property is perfect for a primary residence, or income producing property. If you choose to rent, you can hire the onsite rental agency or choose anyone you like. This is NOT a condo-hotel. Showings are limited due to unit being a busy rental. Buyer to verify all facts. Impact Windows And impact sliding glass doors.

$599,000
Key Largo
Key Largo Trailer Village   - MM: 101.50
2 Bed, 2 Baths, 864 SqFt Days Listed: 91
-6.41% ($41,000) 1 Price Change : Last Change 55 Days Ago
Mobile Home - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 20ft.Rip Rap

This updated waterfront home is nestled on a spacious corner lot with plenty of room for a 20-foot boat! Recent improvements include fresh paint, a new central AC unit, laminate flooring, artificial grass, a brand-new 6x12 storage shed, and renovated bathrooms. The outdoor space is truly exceptional, featuring a sundeck and a screened-in porch, both ideal for enjoying the beautiful surroundings. The jacuzzi has been perfectly placed to provide stunning canal views as you unwind in the evenings. The fully fenced yard offers ample parking for all your water toys! The highly desirable Key Largo Village neighborhood boasts a private beach and two boat ramps right on Florida Bay--one so close, you could practically throw a rock to it! Conveniently located in the heart of Key Largo, its just a short ride to local restaurants and grocery stores.

$699,000
Key Largo
Anglers Park   - MM: 103.00
3 Bed, 3 Baths, 1,384 SqFt Days Listed: 40
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: None

This concrete home is currently set up as a 2-bedroom, 1-bath concrete home, this property offers stunning open-water views of Largo Sound. Zoned SC (Suburban Commercial), it presents an extremely RARE opportunity to experience Florida Keys living while generating income through short-term rentals--permitting for 7-day stays with a vacation rental license.The upper level features 2 bedrooms, 1 bath, and an open-concept living area where breathtaking water views can be enjoyed from the living room, dining area, and kitchen. While the home requires some renovations, its a fantastic opportunity for those with construction expertise.The home includes impact windows and doors ready for installation. The legal downstairs space, which requires updates will add an additional 2 bedrooms, 1 bath, and a garage. The spacious yard offers ample parking from both sides and plenty of room for a pool!

$715,000
Key Largo
Calusa Campground   - MM: 101.50
2 Bed, 2 Baths, 500 SqFt Days Listed: 9
Mobile Home - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift35ft.

Stunning waterfront Calusa property includes a 2022 Elevation RV with less than 2 years of use. Easy bay access.15K boat lift. Master bedroom with a king-size bed and a full-size bathroom with shower, split loft. 3 a/cs, ceiling fans, large kitchen with plenty of cabinets, electric full size stove w/ oven and refrigerator. Fully furnished and ready for you to move in. The lot has a covered outdoor terrace. It includes the 10 x 8 aluminum storage shed. Use it as a weekend get-a-way or rental income. Calusa is one of the few communities in the Florida Keys that allow short term rentals. Just an hours drive south from Miami and you are in paradise. Calusa has many amenities like a marina/boat ramp, temporary dockage, boat storage, 24-hour security, tennis and basketball court, playground, laundry rooms, pool and recreational hall. Additionally, the property is located close to several restaurants, shopping, entertainment, and health care. Come see it and you will love it!

$749,000
Key Largo
Ocean Reef Shores   - MM: 905.00
2 Bed, 2 Baths, 1,776 SqFt Days Listed: 21
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Concrete

$995,000
Key Largo
Blue Wtr Trailer Vill   - MM: 92.50
2 Bed, 2 Baths, 864 SqFt Days Listed: 173
-23.46% ($305,000) 4 Price Changes : Last Change 51 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!NOT a manufactured home.

$1,050,000
Key Largo
Key Largo Mob Homesites   - MM: 104.50
2 Bed, 2 Baths, 924 SqFt Days Listed: 72
Mobile Home - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift60ft.

Beautifully renovated mobile home! Open kitchen! A wonderful tropical oasis centrally located in Key Largo close to schools and shopping & a quick 45 minute ride to Miami! Amazing opportunity for an air bnb! Wonderful outdoor entertaining space! 60 dock with boat lift! Room for lots of toys! New siding added in 2024!

$1,075,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
3 Bed, 3 Baths, 1,888 SqFt Days Listed: 15
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!

$1,099,000
Key Largo
Pirates Cove   - MM: 98.50
3 Bed, 3 Baths, 2,380 SqFt Days Listed: 45
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Basin,Boat Li

We want to welcome you to the FL Keys, to this great 3-bedroom, 3 bathrooms, 2-story concrete home situated in Pirates Cove community MM98. This stunning property has water access to the bay and ocean with a 15,000lb boat lift and a set of davits on a concrete dock. This house was updated a few years ago and has a good rental history, with a little TLC it will come a long way. This houses windows & doors are impact resistance. A roof top observatory to provide spectacular views of Bay and amazing sunsets. This home provides the excellent Florida Keys lifestyle. Upon entering the home, youll immediately appreciate a spacious living area with lots of natural light and an amazing kitchen. Customize with Dade County pine beams for a modern look. The open floor plan seamlessly flows from the living room to the dining and a fully equipped kitchen, making it perfect for entertaining family and friends. This floor offers 2 bedrooms and 2 bathrooms. The 2nd floor offers 1 bedroom, 1 bathroom, living room and a wet bar area. This is plenty of room for a large family and or guests. All information deemed accurate, buyer to verify all facts. Dont miss out on this rare opportunity in paradise. Lets schedule your appointment today, you will love it and stay.

$1,099,999
Key Largo
Key Largo Ocean Resorts   - MM: 94.50
4 Bed, 4 Baths, 1,584 SqFt Days Listed: 328
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
Key Largo
Key Largo Beach   - MM: 100.00
2 Bed, 2 Baths, 864 SqFt Days Listed: 48
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Boat Slip

Turnkey waterfront living! One of the lowest-priced waterfront single-family homes in the Upper Keys. Located on the oceanside, this move-in-ready home presents an incredible opportunity for waterfront living at an exceptional value. Upstairs, youll find a bright and inviting 2-bedroom, 1-bath layout featuring charming Dade County pine ceilings, tile throughout, and an updated kitchen and bath with stainless steel appliances. The home is equipped with impact windows and doors, plus a new roof installed in 2022. Downstairs offers a separate guest suite and ample storage for all your fishing gear. The covered patio and spacious outdoor area provide the perfect space to relax, enjoy the ocean breeze, or fish right from your dock. The property boasts 60 on the water with a dock and a cut-in boat slip, a 10,000 pound boat lift and immediate ocean access with no fixed bridges. Just one canal from Pilot House Marina and Key Largo Fisheries, youll have quick and convenient access to bait, ice, and fuel. Located near Key Largo Parks new Pickleball courts, walking trails, playground, basketball and tennis courts, the Jacobs Aquatic Center and much more. Quick commute to the mainland. Dont miss this rare opportunity to own an affordable waterfront home in Key Largo. Call today.

$1,150,000
Key Largo
Harborage   - MM: 97.50
3 Bed, 3 Baths, 1,704 SqFt Days Listed: 289
-8.00% ($100,000) 1 Price Change : Last Change 52 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.

$1,189,000
Key Largo
Cross Key Waterways   - MM: 103.00
2 Bed, 2 Baths, 1,160 SqFt Days Listed: 92
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Assigned Dock,Boat L

*** Price Reduced to Sell *** Amazing waterfront home with concrete dock located in sought after Cross Key Waterways in Key Largo Paradise. This 2-Bedroom and 2-Full Bathroom vacation or permanent dream home also offers a bonus air-conditioned utility/cabana room with fridge on 1st floor. Brand new hurricane impact doors installed on 1st and 2nd floor. Open wide balcony w/ fresh canal views. Brand new pavers driveway. A private dock w/ a boatlift for up to a 18k pounds boat. The beautiful canal will take you to the Open Ocean in less than 2 minutes for all your fishing adventures. Patio yard is large enough to build your relaxing pool. Existing Heated Spa will stay w/ new owner along w/ small Tiki Bar. Ready to move in!

$1,199,999
Key Largo
Calusa Campground   - MM: 101.50
2 Bed, 2 Baths, 350 SqFt Days Listed: 89
Mobile Home - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift80ft.Concre

Bay views and a rare double lot! This 3,165 sq. ft. corner RV lot is buildable and offers ample space to park your boat, jet skis, cars, trailer, and more. Included in the sale is a 2005 North Point Jayco Fifth Wheel.Enjoy stunning Bay views and breathtaking sunsets from your 80 ft. concrete dock with a boat lift. The community features resort-style amenities, including a pool, tennis and basketball courts, playground, community boat ramp and dock, two laundry facilities, and bathhouses with showers. Plus, theres a scenic bayside area perfect for sunset watching. Dont miss this incredible opportunity to own a slice of paradise in Key Largo!

$1,250,000
Key Largo
Pirates Cove   - MM: 98.50
2 Bed, 2 Baths, 1,120 SqFt Days Listed: 128
-2.72% ($35,000) 1 Price Change : Last Change 61 Days Ago
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!

$1,250,000
Key Largo
Dove Creek   - MM: 94.00
2 Bed, 2 Baths, 1,232 SqFt Days Listed: 158
-3.85% ($49,999) 1 Price Change : Last Change 4 Days Ago
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 furnishings are negotiable? Dont wait call today to take a look.

$1,275,000
Key Largo
Cross Key Waterways   - MM: 103.00
3 Bed, 3 Baths, 1,296 SqFt Days Listed: 94
-1.92% ($25,000) 1 Price Change : Last Change 56 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift40ft.Concre

Stunning Stilted 3-Bedroom Home with Bay Access & ElevatorDiscover this beautiful stilted 3-bedroom, 2-bathroom home, perfectly designed for comfort and convenience. Featuring spacious bedrooms with incredible closet space, this home also boasts a large storage room on the ground floor and an elevator for easy access.Located just two canals from the open bay, youll enjoy quick ocean access via Adams Cut--ideal for boating and water enthusiasts. The property offers a fantastic entertaining area, covered parking, and ample space to store your toys and trailer. 40 of seawall with a 20,000LB boat lift in the process of being installed.Dont miss this opportunity to own a waterfront gem in a prime location!

$1,275,000
Key Largo
Lake Surprise Properties   - MM: 106.00
3 Bed, 3 Baths, 1,248 SqFt Days Listed: 351
-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.

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 05-05-2025.
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