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

Real estate in the Upper Florida Keys includes some of the most popular areas to purchase condos and homes in the Keys.  Upper Keys homes can be found in Upper Matecumbe, Lower Matecumbe, Windley Key, Plantation Key, and the ever popular Islamorada real estate market and Key Largo real estate market.  Homes for sale in the Upper Keys are quite popular for their seamless combination of a convenient northern location near the mainland, and its stunning tropical atmopshere.  Residents of Upper Keys properties have an abundance of popular restaurants nearby, not to mention some of the best off-shore snorkeling, diving, and fishing in the Florida Keys.

Total Listings 495
Order By:

$265,000
Plantation Key
Plantation Villas   - MM: 88.50
1 Bed, 1 Baths, 895 SqFt Days Listed: 497
-11.64% ($34,900) 3 Price Changes : Last Change 128 Days Ago
Condo - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Nice and quiet 1/1 located in the desirable Plantation Villas on Plantation Key. This is a upper corner unit with Tile throughout. Impact Cat 5 hurricane windows and newer AC. Tub shower combination in bath. Large walk-in closet in bedroom with lots of storage and ceiling fans throughout. Beautiful Yard area for outdoor enjoyment. This development has a pool, clubhouse and picnic area. Located near Founders Park with lots of activities and beautiful beach.

$270,000
Key Largo
Sherrill Park   - MM: 92.50
2 Bed, 2 Baths, 660 SqFt Days Listed: 473
-10.00% ($30,000) 3 Price Changes : Last Change 190 Days Ago
Mobile Home - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Welcome to this mobile home in Tavernier! This cozy 2-bedroom, 1-bathroom mobile home offers the perfect blend of affordability and location. Nestled in a prime spot close to the beach, boat ramps, picnic areas, and ball fields. Tavernier is known for its picturesque surroundings, friendly community, and easy access to local amenities, shops, and dining options.

$275,000
Key Largo
Baywood   - MM: 104.00
3 Bed, 3 Baths, 2,352 SqFt Days Listed: 7
Fractional Ow - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Othe

Experience all the allure of Fishermans Cove fractional Ownership. where you can enjoy unparalleled views at a fraction of the price. This property cannot be rented out only the condo owners can Revel in the spaciousness of this expansive 3-bedroom, 3-bath condo, boasting direct bay access that sets the stage for breathtaking sunsets. Step into a haven of convenience, as this meticulously designed property anticipates your every need - simply pack your toothbrush and youre all set. Fishermans Cove does not permit rentals, ensuring that exclusive privileges are reserved solely for property owners. Enjoy unrestricted access to the expansive rooftop owners deck, stay active in the fully equipped gym, and luxurious private cabanas designed just for you. Embark on your own expeditions with the distinct advantage of having two boats ready for your use: a 26 Sea Fox and a 24 Contender. As well as the convenience of access to both bayside and the ocean. On average Owners take advantage of spending an average of 5 to 7 weeks per year within these highly coveted residences, although the opportunity for enjoyment extends beyond this range with no limit, allowing you to truly embrace a life of lavishness and tranquility. Strategically situated above the renowned Big Chill, youll have easy access to dining and entertainment experiences. The swift journey from Miami grants you a short trip, conveniently placing an array of experiences at your fingertips.

$300,000
Key Largo
Calusa Campground   - MM: 101.50
2 Bed, 2 Baths, 300 SqFt Days Listed: 222
-14.04% ($49,000) 3 Price Changes : Last Change 20 Days Ago
Mobile Home - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Boat

Ready to rent daily or live in 2016 North Trail Caliber ! Lot Conveys in the sale and HOA fees are extremely low at $175.00 a month. Own a piece of paradise today! Calusa campground and marina offers breathtaking sunset views, a large pool, activities, 24-hour dockage, a boat ramp, boat storage and more! The rentals in Calusa do very well and the unit will pay for itself so why wait! start enjoying the Keys life right away!

$309,000
Key Largo
Key Largo Kampground   - MM: 101.50
1 Bed, 1 Baths, 306 SqFt Days Listed: 175
-8.85% ($30,000) 1 Price Change : Last Change 22 Days Ago
Mobile Home - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Citation RV with two slide outs, metal roof and a large utility shed. New Hurricane tie downs ten-gallon dual source hot water heater, two Mitsubishi Mini Splits with elevated stands for outside component new flooring in the kitchen and living area. Queen-size pull-out futon in living room. Commercial Grade free standing awning with LED lighting and two oscillating fans. Enjoy the vacation setting at Key Largo Kampground, offering pool, beaches, boat ramp, club house, manned security gate, volleyball, bocce & Shuffleboard courts, a childrens playground, and rentals by the day. A well-kept area with a wonderful community to be a part of.

$325,000
Windley Key
Windy Cove   - MM: 84.00
1 Bed, 1 Baths, 406 SqFt Days Listed: 198
-13.33% ($50,000) 4 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: Dock Privileges,Othe

Rare Opportunity! A quaint concrete bunker in the heart of Islamorada, with ocean views, nicely updated w/travertine flooring, newer electrical panel, impact windows and more. An extraordinary opportunity for a Keys getaway at an affordable price. Its the perfect blend of charm and practicality, offering comfort, security, and stunning views all in one package. The storage closet is a nice touch, providing extra space for gear and supplies, perfect for a fishing camp vacation. And who could resist the allure of the rooftop deck covered with Chickee Hut, where you can unwind while watching the mesmerizing sunrises and sunsets over the ocean? With ample parking on site and a low association fee of just $139 a month, its a practical choice for those seeking an affordable yet luxurious retreat in the Florida Keys. And the presence of the Atlantic Ocean Jetty Area and Chickee hut within the complex only adds to the appeal, offering a taste of true Keys living. Dock Privileges located in the complex and close to Snake Creek Marina. This truly is a dream coastal hideaway where you can experience the magic of Florida Keys sunrises and sunsets firsthand!

$340,000
Key Largo
Calusa Campground   - MM: 101.50
2 Bed, 2 Baths, 300 SqFt Days Listed: 238
+0.03% ($100) 2 Price Changes : Last Change 2 Days Ago
Mobile Home - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: First Come Dock,Boat

Key Largo !Calusa! Beautifull Resort 33 Acres on the Bayside with swimming poolboat ramp clubhouse & first come dockprivate gate with security .This lot come with a RV with 2 bedroom 1 bathlowest price with a assumable mortgage

$350,000
Key Largo
Largo Gardens   - MM: 102.00
2 Bed, 2 Baths, 720 SqFt Days Listed: 74
Mobile Home - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Great huge lot with plenty of room for expansion! Build a new home or remodel this home! This is a 3/2 Mobile Home plus Den/Man Cave. Two laundry rooms with Massive Carport/Workshop. Updated kitchen with granite countertops. Newer bathrooms. Plenty of space for RV, Boats & more. Two big sheds on premises that stays at closing along with the furniture. Seller says home is LARGER than tax roll. Buyer to verify.

$360,000
Plantation Key
Plantation By The Sea   - MM: 87.50
2 Bed, 2 Baths, 1,041 SqFt Days Listed: 563
-30.64% ($159,000) 12 Price Changes : Last Change 12 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Buyers were unable to sell their home so heres your Great Opportunity to own in Islamorada! This two bedroom, 1.5 bath townhome is only 3 in from the ocean and offers partial views. The front and back balconies have been pushed out making the unit more spacious. Fully furnished and ready for new owners. Plantation By The Sea, with 200 on the Atlantic Ocean is a gated community which offers a large clubhouse with kitchen, ping pong table, pool table, and entertaining area, an oceanfront pool and sunning area, poolside restrooms, BBQ area, Kayak and Canoe storage, updated workout room, sauna, covered parking, outside storage closet and friendly neighbors! Close to Founders Park and lots of great restaurants. Monthly fees are among the lowest in the area, and no upcoming assessments. Brand new water heater and upgraded electric. Easy to show!

$360,000
Key Largo
Calusa Campground   - MM: 101.50
2 Bed, 2 Baths, 350 SqFt Days Listed: 144
Mobile Home - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: First Come Dock

The Florida Keys dream is right here for you! Located in the Key Largo Calusa Campground community, this 35 Hornet 2005 RV 2/1 with a rental history is on the market! Located a few feet from the Florida Bay, this community offers multiple amenities including: boat-ramp, clubhouse, tennis court, playground, pool, and more! Come enjoy the outdoors all year round! Daily rentals in Calusa Campground!

$374,900
Key Largo
Key Largo Trailer Village   - MM: 101.50
3 Bed, 3 Baths, 1,120 SqFt Days Listed: 78
Mobile Home - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Great Location Corner lot n Key Largo Bayside, ENJOY private homeowners park with two boat rampand beach & picnic area for only $225.00 yearly.Manufacture mobile home fixer upper orthis would make a nice location for a replacement home with out going through the long permitting Process

$375,000
Key Largo
Key Largo Kampground   - MM: 101.50
2 Bed, 2 Baths, 316 SqFt Days Listed: 340
-9.64% ($40,000) 3 Price Changes : Last Change 2 Days Ago
Mobile Home - Active - Waterfront No
Side of Island: Ocean - Dockage: Dock Privileges,Boat

2022 Coleman Lantern 263BH RV located in the quiet and secluded Key Largo Kampground. Deeded lot conveys with the sale (you own the land). Lot alone can be negotiable without RV transfer. 2 Bedroom/1Bath RV sits on a double entry lot that can park one boat trailer and one car or two cars and has a grandfathered shed which is no longer allowed by the county on RV Lots....perfect for vacation rentals storage. Low HOA dues of $184, one night rentals and all the amenities of the campground makes this perfect for investors. Over 40 acres of family fun includes marina, boat ramp, boat storage, rentable slips, two beaches, heated pool, owners room, volleyball and basketball courts, shuffleboard, playground, clubhouse and more! Rental history available and comes TURNKEY. Enjoy as your second home while it pays for itself! Or make it your permanent residence.

$375,000
Windley Key
Windy Cove   - MM: 84.00
2 Bed, 2 Baths, 400 SqFt Days Listed: 11
Mobile Home - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges

Discover your dream retreat in the Florida Keys! This charming cottage built 2023 offers 2 bedrooms, 2 baths, and tasteful furnishings that embody the relaxed Keys lifestyle--all at an affordable price. Enjoy the benefits of a low $139/month association fee, making this a practical yet luxurious choice for your coastal escape. The community features an Atlantic Ocean Jetty Area and a Chickee hut, perfect for soaking in the serene island atmosphere. Comes tastefully furnished. Dock privileges and close proximity to Snake Creek Marina make it ideal for boating enthusiasts. Experience breathtaking ocean views from your porch or sit at the Jetty watching sunrises and sunsets over the Atlantic Ocean. Access to amenities that enhance your Keys lifestyle. This is more than a home--its your private slice of paradise. Dont miss the chance to make this coastal hideaway yours!

$379,000
Key Largo
Harris Ocean Park   - MM: 93.00
3 Bed, 3 Baths, 1,152 SqFt Days Listed: 7
Mobile Home - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Located at the end of the street for more privacy with a nicely landscaped yard. Roomy screen porch for your enjoyment. Plenty of outdoor living areas to enjoy with an open sun deck in your back yard. Large living and ding area for your entertaining around the breakfast bar. Central air and heat for your comfort along with three bedrooms and two full bathrooms. Boat launching area and picnic area at the County Park along with swimming area. Pet friendly in the park, just not at the beach area.

$380,000
Key Largo
Calusa Campground   - MM: 101.50
2 Bed, 2 Baths, 400 SqFt Days Listed: 20
Mobile Home - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Other Dockage

Welcome to Calusa Campground, your Florida Keys retreat on the bayside of Key Largo! This incredible property is located in the highly sought-after, clean, family-oriented community that offers exceptional amenities, including a manned gated entry for enhanced security, boat ramp with dockage, community pool, clubhouse, and playground. Basketball and tennis courts and a relaxing picnic area overlooking the bay. The lot includes a 2010 35.5 KYRV featuring two bedrooms and one bath. The second bedroom has a loft with three beds. The open-concept living, dining, and kitchen area provides a spacious feel, while a large shed offers additional storage and all the essentials for effortless indoor and outdoor entertaining. This property also presents an excellent investment opportunity.

$380,000
Key Largo
Key Largo Kampground   - MM: 101.50
2 Bed, 2 Baths, 304 SqFt Days Listed: 329
-2.56% ($10,000) 1 Price Change : Last Change 190 Days Ago
Mobile Home - Active - Waterfront No
Side of Island: Ocean - Dockage: Dock Privileges,Boat

This oversized pull through 62 long RV lot allows for larger RVs or park models. Included in the Sale is a 2021 Wildwood 39 long, 2 bedroom and 1 bath spacious unit., a 10x10 shed, grills, firepit, bikes a kayak, all dishware, cookware and silverware. Practically turn key there might even be a brand new toothbrush waiting for you! A similar unit is netting over $42,000 a year in daily rentals! The deeded lot conveys with the home, so you will own a slice of paradise! Come and Live in Key Largo Kampground or capitalize off of the special zoning which allows for each homeowner to do daily rentals. The association dues are only $204.00 a month. This fee includes Sewer, basic cable and helps to maintain all that Key Largo Kampground & Marina has to offer. 40 acres of pure enjoyment. Including a marina, 2 swimming pools, 2 beaches, boat storage, as well as various activities such as volleyball, basketball, beanbag toss, shuffleboard, a playground and much more!

$395,000
Key Largo
Key Largo Trailer Village   - MM: 101.50
2 Bed, 2 Baths, 828 SqFt Days Listed: 41
Mobile Home - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Mobile home with large addition, homeowner park with boat ramps available.

$399,000
Key Largo
Calusa Campground   - MM: 101.50
2 Bed, 2 Baths, 300 SqFt Days Listed: 56
Mobile Home - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Boat

Carefree living can be yours at Calusa Campground 33 acres on the bayside, with swimming pool, boat ramp and beautiful clubhouse. A turnkey property ready for good times. This lot is steps to the pool and near the boat ramp, and on the last street in - so not a lot of drive by traffic.Use as a full time residency, part time or a great income potential. There is a 36 Forrest River Wildwood RV which conveys in the sale. Also a huge well built awning gives you lots of wonderful shade so you can enjoy the outdoor patio living. Rentals in Calusa do very well and this unit will pay for itself. Dont wait!!! Time to start enjoying the Keys lifestyle today.

$399,000
Lower Matecumbe
Islamorada South   - MM: 76.50
1 Bed, 1 Baths, 518 SqFt Days Listed: 280
-3.86% ($16,000) 1 Price Change : Last Change 3 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock25ft.

Islamorada South....One of the BEST kept secrets in Islamorada! This is a one bedroom, fully updated unit with a screened porch includes a GARAGE! The Spacious garage perfect for storing your weekend toys. Bring your boat! There is always space on the dock for your 25 boat. Clean your catch dockside on the cleaning table. Secured boat and trailer storage is available. It is just a short jaunt to the ocean or the bay. Immediate ocean access from the dock gets you to some of the best fishing, diving & crystal clear waters these islands are known for. Conveniently located on Lower Matecumbe Key yet just minutes from downtown Islamoradas famous restaurants, shops, galleries & breweries. For an intimate complex, the amenities are grand. Play a game of pickle ball in the morning, tennis in the afternoon, cool off in the pool or enjoy a game of horseshoes or shuffleboard with your neighbors after dinner or meditate under the tikis. Islamorada South provides a real community feel....come join the community!

$399,500
Upper Matecumbe Key Islamorada
Palms Of Isla   - MM: 80.00
1 Bed, 1 Baths, 409 SqFt Days Listed: 293
-0.13% ($500) 1 Price Change : Last Change 114 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp

Who says oceanfront living in the heart of the Florida Keys is not affordable? This cute 1-bedroom studio condo, with amazing view of Alligator Reef Lighthouse is nestled within the prestigious Palms of Islamorada. It offers 409 square feet of all the space you need. Begin your days in serene bliss as you greet the sun rising over the Atlantic, painting the sky with hues of pink and gold right from your own doorstep. Take advantage of the Mens Gym or Womens Gym before enjoying the views from the Oceanfront pool, providing the perfect oasis of relaxation. For the adventurers at heart, the legendary Bud & Marys Marina is merely a stones throw away, offering endless fishing expeditions into the bountiful waters of the Keys. Culinary delights await next door at Lazy Days, where you can savor your catch with a backdrop of the oceans expanse or explore the flavors of the Keys across the highway at the newly revived Papa Joes Restaurant /Tiki Bar, an ideal spot to unwind and enjoy the sunset.Located at mile marker 79.9, the Palms of Islamorada places you at the center of it all, surrounded by the natural beauty and vibrant culture of the Keys.

About the Upper Florida Keys

The Upper Keys are perfect for those who enjoy a little bit of everything.  The upper islands offer the most diverse and vast array of options in the Keys.  Like eating out?  The Upper Keys are home to a great collection of both fine dining establishments and easy casual hangouts.  Are you a nature-lover?  Spots like John Pennekamp Coral Reef State Park and Dagny Johnson Key Largo Botanical State Park provide a unique Florida Keys ecological experience while highlighting the natural flora and fauna of the Upper Florida Keys; and the enchanting Florida Everglades is just a short drive away.  Consider yourself an angler?  The Upper Florida Keys - namely Islamorada - is universally considered the best place in the world for sport fishing, with both reef, deep water, and backcountry fishing available.  Interested in mainland activities such as sporting events, museums, or cultural destinations?  Downtown Miami and other metropolitan areas can be reached in under an hour.  In fact, one of the best things about the Upper Florida Keys is their proximity to the mainland, while still feeling a tropical world away from it all.

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 12-23-2024.
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