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

Total Listings 499
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$1,800,000
Windley Key
Pelican Cove Resort   - MM: 85.50
3 Bed, 3 Baths, 1,680 SqFt Days Listed: 92
-5.26% ($100,000) 1 Price Change : Last Change 19 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock

Peaceful Palms - is a newly-built luxury coastal development situated in the gated community of Islamorada, FL. This upscale property features 15 high-end townhomes, all boasting an oceanfront location, as well as oceanfront views. You can enjoy spectacular views of the acclaimed Sandbar and Alligator Reef Lighthouse, as well as breathtaking sunrises. For boating enthusiasts, there are oceanfront docking facilities available for rent. Additional amenities include an oceanfront pool, making it an ideal location for a Florida Keys getaway and investment property. Once assessments and approvals have been completed this year, Peaceful Palms is set to cater to weekly vacation rentals, a rarity in Islamorada. Each townhome comes with three bedrooms, three bathrooms, a spacious garage, and balconies on the second and third floors with oceanfront views. Peaceful Palms is pet-friendly. The world-class fishing and diving opportunities of Islamorada are an added attraction. With the potential halt in issuing new building permits in the Florida Keys, investing in Peaceful Palms presents a unique and timely opportunity.

$1,850,000
Key Largo
Key Largo Ocean Resorts   - MM: 94.50
4 Bed, 4 Baths, 2,200 SqFt Days Listed: 74
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp

Beautiful turnkey modern new construction home. Corner lot with water views. Amazing roof deck with entertainment room on top floor, giving an extra floor of living space. Open floor plan and perfect for entertaining or large families. Private community of Key Largo Ocean Resort, packed with brand new amenities such as pool, clubhouse, tennis & basketball courts, clubhouse, playground, gym, fishing pier and community ramp. See video for virtual tour.

$1,879,999
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 2,048 SqFt Days Listed: 213
-1.05% ($20,000) 1 Price Change : Last Change 24 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift50ft.

Boaters DelightNestled in desirable Plantation Key Colony on a deep water canal, this coastal themed fortress features a poured concrete roof, CBS construction, and impact glass all around.Moments from Tavernier Creek for ocean access, this fabulous waterfront neighborhoods canals empty into the Florida Bay for the best of all watersports.Inside youll find 3 bedrooms, 3 bathrooms, wet bar, living room, open concept kitchen, dining, and family room.Enjoy a cool beverage in the saltwater cocktail pool while reveling in your piece of paradise.

$1,880,000
Key Largo
Point Pleasant   - MM: 99.50
5 Bed, 5 Baths, 2,957 SqFt Days Listed: 105
-2.84% ($55,000) 1 Price Change : Last Change 20 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Immaculate and spacious island living. This stunning Florida Keys home has two living rooms and five luxurious bedrooms. It is perfect for those who love the finer things in life. Every detail has been carefully crafted, with top-of-the-line upgrades like Brazilian Ipe wood, a Sonos sound system, Lutron smart lighting, 8 ft doors, 9 and 10 foot ceilings, and premium appliances from Bosch and Thor. Theres even a Millesime wine rack system for your finest collection.Enjoy the privacy of your own peaceful hardwood hammock- and right across the street are breathtaking Florida Bay sunsets. The easily accessible concrete rooftop offers another 2,270 sq ft that can be customized for entertainment and island views. Just steps from the Upper Keys Sailing Club, this home is perfect for those who love boating and the water. Relax in your luxurious pool and lanai, complete with an outdoor kitchen. This is more than a home--its a lifestyle waiting for you! Come experience the best of the Florida Keys!

$1,895,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
3 Bed, 3 Baths, 1,804 SqFt Days Listed: 25
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 60ft.

Welcome to White Marlin -- a true fishermans paradise! Step into this beautiful 3-bedroom, 3-bathroom coastal retreat, featuring an open-concept design perfect for relaxing or entertaining. The expansive kitchen with tile countertops offers ample space, and the screened-in balcony lets you enjoy serene views without interruptions. Outside, youll find a 60-foot concrete dock and boat ramp, ideal for fishing enthusiasts, and a refreshing pool to cool off after a day on the water. With a propane backup generator for peace of mind, youre ready for any occasion. Unwind on your private beach and savor breathtaking sunsets over turquoise waters -- a slice of paradise awaits you here!

$1,899,000
Key Largo
Buccaneer Point   - MM: 98.00
3 Bed, 3 Baths, 2,553 SqFt Days Listed: 119
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp,Other Dock

Experience the perfect blend of modern design and island-inspired luxury with this stunning home, situated on a generous 13,607 sq. ft. lot in Buccaneer Point Estates. Come enjoy waterfront living on a tranquil lake featuring an in-ground swimming pool with the added benefits of solid concrete block construction, a durable metal roof, along with impact-resistant windows and doors throughout.This home features 3 bedrooms, 2 full baths, and 2 half baths, all within a spacious open-concept layout. High 10 ceilings and 8 doors contribute to a bright and airy atmosphere, while custom trim details add a refined touch. The well-appointed kitchen includes custom cabinetry, Quartzite countertops, a stone accent wall, stainless steel appliances, a gas range, and under-cabinet lighting.Additional highlights include walk-in closets with built-in shelving, plantation shutters, porcelain flooring, and designer lighting fixtures. The property also offers tiled terraces and stairs for easy indoor-outdoor living, a functional laundry room, ground-floor storage, and pre-wiring for security and surround sound. This home combines comfort and sophistication, offering a refined living experience.

$1,899,000
Key Largo
Key Largo Beach   - MM: 100.00
4 Bed, 4 Baths, 1,341 SqFt Days Listed: 31
-5.05% ($101,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Slip

Welcome to the Love Shack, where paradise awaits! This turnkey 4-bedroom, 2.5-bath canal-front home offers the ultimate easy-living island lifestyle. Whether youre seeking an exceptional investment opportunity or a personal retreat, this property checks all the boxes and is remarkably low-maintenance. Fully equipped and ready to generate income as an Airbnb (minimum 28-day rentals) or serve as your private escape, this home is a must-see. A boaters dream, the home boasts deepwater dockage with immediate ocean access. Conveniently located, you can stock up on bait, ice, and fuel just down the canal at the Pilot House Marina and Key Largo Fisheries. Savor the local charm of Key Largo, featuring fresh seafood, signature cocktails, and famous conch fritters at the many fantastic neighborhood restaurants. It doesnt get much better than this! The home showcases tasteful updates throughout, including all new impact windows and doors for added peace of mind. Outside, youll find a beautiful covered terrace overlooking the canal, a dedicated cornhole area, a fire pit, multiple seating areas perfect for entertaining, and ample storage space and parking for vehicles and trailers. Built with solid concrete and Dade County pine, this home is as charming as it is durable. Simply bring your suitcase--this property is fully furnished and move-in ready. The fabulous location near Key Largo Park offers access to brand-new pickleball courts, serene walking paths shaded by trees, tennis courts, and a playground for children. This home truly provides access to an array of amenities, all within the neighborhood. Call today to schedule your private showing and experience all that the Love Shack has to offer!

$1,900,000
Windley Key
Pelican Cove Resort   - MM: 85.50
3 Bed, 3 Baths, 1,680 SqFt Days Listed: 93
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock

Peaceful Palms - is a new construction luxury coastal property, in a gated community, located in the heart of the Florida Keys. It offers 15 new high-end townhomes. Its positioned right on the oceanfront, and provides stunning views of the renowned Sandbar and Alligator Reef Lighthouse. It has breathtaking sunrises, oceanfront docking facilities available for owners and guests, an oceanfront pool, and is perfect for a Florida Keys get-away and investment property.

$1,950,000
Lower Matecumbe
White Marlin Beach   - MM: 74.50
4 Bed, 4 Baths, 1,629 SqFt Days Listed: 52
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits70ft.Concrete

Discover unparalleled Keys living at 190 Gulfview Dr in Islamoradas exclusive White Marlin Beach. This exquisite 4-bedroom, 3-bath home boasts 70 feet of private dockage with seamless access to both ocean and bay waters. Enjoy a sparkling pool with covered entertainment space, an expansive upstairs balcony, and abundant storage for your gear. The additional downstairs living area offers extra flexibility, perfect for guests. With private access to White Marlin Beach, youll be steps from pristine sands and breathtaking sunsets. This property offers exceptional rental history with repeat guests and strong cash flow which make this an outstanding investment. Embrace luxury island living at its finest!

$1,975,000
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 2,070 SqFt Days Listed: 34
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift50ft.Concre

Experience sun-soaked days on the water and live in one of the most popular neighborhoods in the Upper Keys; this updated three-bedroom, two-bath canal home offers fun and frolic opportunities. Enjoy outdoor living with a new pool and spa, turf backyard, covered patio, protected dockage with a 10,000 lb boat lift, an enclosed garage, and plenty of storage. As you enter, youll be greeted by a bright, airy living space that seamlessly flows into the dining area and modern kitchen. The kitchen features contemporary finishes and ample counter space, making it a delightful spot for culinary creations. The first living level also hosts two bedrooms and a tastefully remodeled bathroom with laundry facilities for your convenience. The back door leads to elevated covered and open porches. Upstairs, the third floor encompasses the primary suite with an enormous bath, closet, and private balcony. The charm of this home extends to the exterior, where tropical fruit trees line the brick paver driveway, enhancing the lush surroundings. Furniture can be purchased for those seeking a turnkey experience, allowing a seamless transition into your new home. The voluntary homeowners association offers a bayfront HOA park with a brand-new boat ramp, beach, and picnic area. With its ideal location and exceptional features, this canal home presents a unique opportunity to embrace the vibrant lifestyle of the Upper Keys. Dont miss your chance to make it your own!

$1,995,000
Key Largo
Port Largo   - MM: 100.00
1 Bed, 1 Baths, 784 SqFt Days Listed: 340
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 43ft.

***Exclusive Contractor Opportunity*** Location, Location, Location! Enjoy breathtaking ocean views and secure deep-water dockage in the sought-after Port Largo Subdivision. Situated next to the homeowners park, enhancing the expansive ocean views. This residence is poised for transformation into a stunning masterpiece with the right touch. Seize this excellent project opportunity, especially with the impending building moratorium. Embrace the two essential elements of Keys living - panoramic ocean views and convenient deep-water dockage!

$1,999,000
Plantation Key
Indian Waterways   - MM: 89.00
4 Bed, 4 Baths, 2,441 SqFt Days Listed: 227
-13.09% ($301,000) 2 Price Changes : Last Change 45 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Boat Lift140f

140 of boat dockage in desirable Indian Waterways! This charming canal-front home is situated on an oversized lot with approximately 180 of waterfront. The upstairs of the home features an open and inviting living room and kitchen area, with vaulted wood ceilings, 3 bedrooms, 2 large bathrooms, and a screened in porch that overlooks the water. Downstairs you will find a large, above-flood, fully equipped 1 bedroom, 1 bath area with bonus room, laundry and living room. A 20k pound boat lift AND boat davits are already in place for your water toys. New AC units installed in 2018. Fully fenced in yard with rolling gate for privacy. Stroll down to Sunset Point or to the private bay-front Homeowners Park in the neighborhood for nightly sunset celebrations. Dont miss out on this opportunity to own 180 of Islamorada water front!

$2,000,000
Key Largo
Key Largo North Marniers Club   - MM: 97.00
4 Bed, 4 Baths, 2,635 SqFt Days Listed: 191
-11.07% ($249,000) 1 Price Change : Last Change 80 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges

THE HOLY GRAIL of Keys Real Estate! TOP FLOOR Penthouse style 4 bedroom condo in exclusive Mariners Club in Key Largo w/ views, dockage & short term rental capability! The epitome of luxury & convenience, this over 2,600sqft condo in the Dolphin building overlooks the private deep water marina & the sparkling Atlantic ocean. Built in 2004 of solid concrete, this rare 4 bedroom flat includes other high quality finishes such as travertine floors, crown molding, impact windows, rounded drywall corners, & gourmet kitchen with wood cabinets, granite counters & stainless appliances. Primary suite enjoys stunning ocean views & a large ensuite bath with walk in closets, jet tub, marble shower & water closet. There are 3 additional spacious bedrooms & 2 additional full baths. Each bedroom has upgraded tile flooring & additional windows for extra light afforded by the end unit location. Enjoy the sunrise & moonrise from the large balcony which also gives you a great view of your boat docked in the deep water harbor right out your back door. Owner benefits include the largest pool of any condo in the upper Keys & a secondary pool with grotto; private marina with dry stack boat storage & in/out service; indoor pickleball courts; tennis; gym; clubhouse; billiards, manned entry gated community, & more. Worried about the hassle of maintenance? Rest easy knowing that a professional management company takes care of everything for you. When not in residence, you have the opportunity to rent your condo with no minimum rental restrictions to generate rental income, helping to offset carrying costs, making this property as practical as it is luxurious. This condo has an established rental history & following, making it easy for your continued success. Escape the cold northern winters and make this your ideal retreat. Whether youre seeking a seasonal getaway or a year-round residence, this condo offers the perfect blend of comfort, convenience, and resort-style living.

$2,000,000
Key Largo
Blue Wtr Trailer Vill   - MM: 92.50
3 Bed, 3 Baths, 1,950 SqFt Days Listed: 54
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 50ft.

Breathtaking views from most of this home and deep water dockage. 115 feet of waterfront. Large open-concept kitchen/dining and living area. Master suite on one side and a private room on the other with bathroom. Downstairs has a room in the garage for overflowing guests. The dock was destroyed in Irma, you should be able to replace it. ( buyer is to verify)This home Needs Some TLC. A three-car garage for all your toys. The interior stairwell has an Elevator Lift. Direct ocean access for amazing fishing and easy access to the bay through Tavernier Creek. Your chance to own a home with magnificent views and deep water dockage. Make an offer on this prime fishermans paradise.

$2,000,000
Plantation Key
Indian Waterways   - MM: 89.00
4 Bed, 4 Baths, 1,500 SqFt Days Listed: 132
-8.88% ($195,000) 1 Price Change : Last Change 2 Days Ago
Duplex - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

This waterfront legal duplex plus the adjacent lot is now for sale! Each side is 2 bedroom and 1 bath with an open floor plan. Both sides have terrazo floors and their own central air condition. Class A shutters and a metal roof for reasonable windstorm insurance. Located in Indian Waterways with access to the neighborhood boat ramp. The lot with the duplex is 10,560 sq. ft. This is a great opportunity to use as is or build a single family home and sell the other building right.

$2,095,000
Plantation Key
Indian Waterways   - MM: 89.00
2 Bed, 2 Baths, 6,600 SqFt Days Listed: 23
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift60ft.Concre

Wow, get ready to impress your family this Christmas with this tropical paradise! This charming Keys home strikes the perfect balance - not too big, not too small, and super easy to maintain. Fully fenced for privacy, it boasts solid CBS construction with a pitched concrete roof, plus impact windows and doors for peace of mind. Dive into the fun with a jetted pool and a 10,000 lb. boatlift on a 60 ft. concrete dock. This home is fully fenced and a sliding gate welcomes you to a spacious pavered parking area and breezeway. Inside, the open-concept kitchen and living room flow seamlessly to the huge canalside terrace through two sets of triple-pocket sliders. Upstairs, youll find two cozy bedrooms and two bathrooms. Downstairs, theres a permitted enclosure with a bath, plus a big covered outdoor entertaining space in the breezeway - perfect for those laid-back Keys nights. The good times continue as you step out to the pool deck, where you can relax in the jetted pool, complete with seating all around. The pool also features a heater and chiller, plus a changing color underwater light - its the ultimate spot to unwind after a day on the water, and the kids will love it too! Out on the dock, youll find the 10,000 lb. boatlift, a fish cleaning table, and a dock ladder. Water and power are available, and theres plenty of extra dock space for friends who drop by. This is the perfect home to live the Keys lifestyle and create memories with loved ones!

$2,100,000
Plantation Key
Venetian Shores   - MM: 86.00
3 Bed, 3 Baths, 2,055 SqFt Days Listed: 49
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Boat Slip4

Welcome to your dream home in the heart of the Florida Keys! This exquisite two-story waterfront residence in prestigious Venetian Shores offers the perfect blend of luxury, coastal charm, and unparalleled boating access to the Atlantic Ocean and Florida Bay with a 40 ft. boat slip steps away. Offered furnished so just bring your toothbrush, or your renters! Brilliant investment in the Florida Keys.With 3 bedrooms and 3 full baths, this home is move-in ready to start living the Keys lifestyle. As you step inside, youll be captivated by the bright, airy spaces adorned with designer furnishings that exude elegance. The open-concept living area seamlessly flows into a gourmet kitchen with all KitchenAid(r) stainless appliances, perfect for entertaining. Porcelain tiles add modern warm appeal. Expansive windows provide stunning canal, peekaboo bay, and marina views. Plus, open water vistas of Snake Creek invite natural light, the beauty of the outdoors and magnificent sunsets in. Downstairs, enjoy a separate apartment for guests, a private office, inlaw suite or teen sanctuary. This home is also equipped with eco-friendly features such as a tankless water heater, solar landscape lighting, whole home Sonos system, security, and whole home water purification system.Step outside to your private paradise! With near instant ocean and bay access, your boat slip can come complete with a KeyWest 244cc boat (offered separately) for exploring the nearby reefs, fishing, or cruising the gorgeous waters of Islamorada, the Sport Fishing Capital of the World.Located in one of the Keys most sought-after Plantation Key neighborhoods, youll be just moments from world-class dining, shopping, vibrant local culture and Founders Park with beach, sports fields, amphitheater and pool complex. Whether youre seeking the serenity of a full-time residence, vacation getaway, or income generator, this home is your ticket to paradise. Call now, this gem wont last!

$2,149,000
Key Largo
Harborage   - MM: 97.50
3 Bed, 3 Baths, 2,401 SqFt Days Listed: 211
-5.54% ($126,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits41ft.

JUST REDUCED! Brand New Custom built spacious 3 bed 2 1/2 bath Waterfront home w/a private dock situated in the quaint well established Oceanside Harborage community! Sturdy & beautiful; built to withstand the unknown w/ 8 thick concrete walls including a concrete roof & a bouquet of large impact windows w/10 ceilings throughout and well appointed with luxurious finishes and an elevator. Be the first to enjoy sunrises & sunsets from your choice of 3 patios and 2 floors of living space. This home offers a large open kitchen w/balcony access for entertaining, Master suite w/ incredible sunsets, an extravagant master bath,an additional entertainment/family room, wet bar, laundry room, elevator & more.Hop on your boat from your 41 private dock w/ Davits, & be in the Ocean/Sandbar in less than 5 mins!The Harborage is a quaint beautiful, 2 street community known for its deep water. Maintenance includes yard, clubhouse w/waterfront pool, ice machine, laundry, boat ramp, boat trailer storage, and best of all LOCATION.

$2,150,000
Windley Key
Anglers Reef   - MM: 85.00
2 Bed, 2 Baths, 1,674 SqFt Days Listed: 83
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Slip31ft.

RARE OPPORTUNITY to own an oceanfront home in the prestigious Anglers Reef development in Islamorada. Deeded boat slip accommodating up to a 31 ft boat included in offering. A beautiful 2-bedroom, 2.5-bath, 2-story home with 2 porches and a balcony overlooking the Atlantic Ocean. Located in the gated community of Anglers Reef on Windley Key approximately half way between Miami and Key West. This property contains 2 large bedroom suites with bathrooms on the 2nd floor. A living room, kitchen, dining room and powder room on the main level. Looks out on the community pool and marina (see included video). Upgrades include impact windows/doors, metal roof, composite decks/railings, granite counter tops with wood cabinets, tile floors downstairs and bamboo floors upstairs, shutters/blinds, brand new dishwasher and refrigerator. The community features 2 sandy beaches, pool, gated entry, marina, kayaks and paddle boards. Perfect home for primary residence, vacation family home or investment property. Call today for a showing

$2,175,000
Key Largo
Key Largo North Marniers Club   - MM: 97.00
4 Bed, 4 Baths, 2,635 SqFt Days Listed: 259
+2.35% ($50,000) 2 Price Changes : Last Change 12 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges

Beautiful, luxurious and very comfortable with a great vibe. Perfectly located near the private sandy beach hideaway for relaxation and morning yoga. Exclusive Oceanfront Retreat at Mariners Club - Unit 521 - Newer building Built in 2005; solid concrete construction! Vacation rental with dockage for owners and guests.Discover unparalleled luxury in the most private building at Mariners Club, discreetly nestled by the serene Sandy Beach Cove. This exceptional location offers an intimate setting, capturing breathtaking sunrises and moonlit evenings over the Atlantic.Unit 521 is a meticulously maintained 4-bedroom, 3-bathroom residence, featuring solid, one-of-a-kind furnishings, mirrors, collector items, and unique artwork. Every piece has been thoughtfully curated, adding to the units distinct charm and elegance. The spacious main bedroom (16 x 16) offers stunning views, while the living room (18 x 10.9) overlooks the resort-style pool, tiki lights, and sugar sand beach. The dining room (18 x 11) and kitchen (10 x 23) are designed for both comfort and style, perfect for entertaining. The additional three large bedrooms range from 12 x 11 to 13.10 feet wide, providing ample space and privacy.This unit not only offers a luxurious personal retreat but also represents an incredible investment opportunity, generating substantial income as a vacation rental managed by you or a local vacation rental company. Mariners Club is a gated community offering exclusive amenities, including a clubhouse, fitness center, and pristine beachfront retreat. Experience the ultimate in privacy, luxury, and income potential with Unit 521.

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 12-22-2024.
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