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$1,000,000 - $2,000,000 Florida Keys Properties For Sale - Real Estate

Total Listings 506
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$1,700,000
Marathon
Sombrero Beach Village   - MM: 49.50
2 Bed, 2 Baths, 1,057 SqFt Days Listed: 8
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp40ft.Concre

Welcome to your tropical paradise dream island escape in the FL Keys, located in the heart of Marathon! Wake up each day to post card worthy ocean views right from your deck. Step outside and boat directly through the channel with direct ocean access nearby. Boat ramp is included! Property is a short walk to Sombrero Beach, and within easy strolls to local shops and restaurants in central Marathon.With an open-concept layout, soaring cathedral ceilings, and sleek tile floors throughout, the home is designed for comfort and relaxed coastal living.The property offers an expansive corner lot with plenty of room for an RV! Whether youre looking for a tranquil vacation getaway, or a profitable investment property, or a little of both, this home delivers.This home is a dream for savvy investors, boating enthusiasts, or anyone seeking a turnkey Florida Keys cruise-and-chill residence. Dont miss this rare opportunity to own a slice of paradise in one of the most sought-after areas of the Florida Keys!This property is rented as a vacation rental and booked consistently throughout the year. The listing includes furniture, and an airconditioned Golf Cart!

$1,700,000
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 1,464 SqFt Days Listed: 88
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift70ft.

Fishermans Paradise Found just minutes to Tavernier Creek. This tastefully updated 3/2 comes complete with an expansive 70ft Dock, a newer 27 K boat lift,a sweet in ground pool complimented by a large Tiki Hut for pool side entertainment and accented with an attractive outside lighting system. Inside you will find a lovely updated kitchen with Quartz Countertops, newer cabinets, stainless steel appliances, as well as vinyl plank flooring throughout, impact windows and doors, and a large third floor primary bedroom with a balcony looking east over water.Outside the living and dining area you have a large covered, waterfront patio, perfect for dining or morning coffee, or entertaining.Downstairs, a high ceiling, climate controlled garage is paired beside a covered carport for your car or boat protection.And outside, youll meet a paved permeable driveway, a fenced in yard, attractive landscape and an impressive sprinkler system.Call now for an appointment. See you there!

$1,701,000
Key West
Key West Realty Cos Subdivisi   - MM: 3.00
8 Bed, 8 Baths, 3,200 SqFt Days Listed: 168
Multi-Units - Active - Waterfront No
Side of Island: Median - Dockage: None

Prime 2 duplexes, each a 2/1 up & 2/1 down for a total of 8 bedrooms, 4 baths. Each unit has a generous covered porch extending the living area to the outdoors. Behind and between the 2 buildings is vacant land, room for a pool or outdoor storage, etc. Off-street parking for 4 cars. Theres a lovely specimen Buttonwood tree at the entry to the property. A good investment for owner occupancy and rental income otherwise. Property Data Card is found in Documents.

$1,720,000
Marathon
Key Colony Subdivision   - MM: 53.00
5 Bed, 5 Baths, 2,416 SqFt Days Listed: 21
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 100ft.Concrete

Tropical Waterfront Escape | 11243 3rd Avenue Gulf, Marathon, FL 33050Welcome to your ultimate Keys getaway -- a spacious and stylish waterfront retreat in the heart of Marathon thats fully equipped for vacation rental success or relaxed tropical living. With 5 bedrooms, 4 full baths, and a flexible layout that comfortably hosts up to 12 guests, this property offers a rare blend of island charm, income potential, and exceptional amenities.Step inside to discover an inviting open-concept interior featuring a chefs kitchen with a gas range, stainless appliances, and generous prep space. The primary suite is a private sanctuary complete with a king bed, sofa bed, and spa-inspired ensuite bath. Additional guest rooms are thoughtfully appointed with a mix of king, queen, and twin accommodations -- ideal for large families or groups.Outdoors, unwind by the 330 sq ft private pool, complete with TWO new tiki huts -- one poolside and another near the fish cleaning station for added shade and entertaining. The brand-new putting green, oversized yard, and game zone (including ping pong, Pac-Man, foosball, basketball, and giant yard games) make this home the perfect playground for all ages.Boaters and anglers will love the 115-ft private dock with water and power -- plenty of room for multiple boats. A bait freezer, ice maker, and shaded cleaning station add convenience for your next big catch. Theres even room to park an RV, plus additional space for cars and trailers.This property is being sold fully furnished and vacation rental ready, complete with future bookings and repeat guests, making it an easy turn-key investment. An affordable assumable flood policy sweetens the deal.Dont miss this rare opportunity to own a piece of paradise that truly has it all -- space, income, lifestyle, and location.Schedule your private showing today and get ready to live the dream in the Florida Keys! Interior Photos are coming soon!

$1,724,000
Marathon
Coco Plum Beach   - MM: 54.50
3 Bed, 3 Baths, 2,354 SqFt Days Listed: 235
-4.22% ($75,999) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

Dont miss this incredible chance to own your own piece of paradise in the heart of the Florida Keys! This beautiful property boasts two floors, featuring 3 bedrooms and 3 full bathrooms, with stunning water views and direct ocean access. Ideally situated just minutes from Sombrero Beach and a variety of dining options, it offers the perfect blend of relaxation and convenience.

$1,724,000
Key West
Waddells Subdivisiondivision   - MM: 2.00
3 Bed, 3 Baths, 1,512 SqFt Days Listed: 117
-12.71% ($251,000) 5 Price Changes : Last Change 6 Days Ago
Single Family - Contingent - Waterfront No
Side of Island: Median - Dockage: None

Magical in the Meadows! An exceptional opportunity to own this charming Conch cottage, originally built in 1892 and meticulously renovated to preserve its historic character while offering modern comforts.Currently configured as two bedrooms plus a versatile office/third bedroom and two bathrooms, this beautifully maintained home is nestled in a highly sought-after, quiet, and friendly neighborhood--just moments from everything Key West has to offer.This quintessential property showcases exquisite craftsmanship, including custom built-ins, crown molding, and trim handcrafted by a master shipbuilder. Architectural highlights include soaring ceilings, stunning Dade County Pine throughout, custom skylights. For exterior enhancements, welcoming front porch, privacy fencing, plus copper gutters and elegant outdoor lighting. The fully fenced property has been recently painted, enhancing its pristine curb appeal.Step into your private backyard oasis, where Ipe wood decking surrounds a sparkling pool with a brand-new heater and chiller. An outdoor shower completes the experience, perfect for embracing the laid-back luxury of island living.This one-of-a-kind home embodies the epitome of Key West charm and style--dont miss your chance to make it yours and enjoy the ultimate in Key West living!

$1,725,000
Key Haven
Key Haven 2nd Add   - MM: 5.00
4 Bed, 4 Baths, 1,743 SqFt Days Listed: 52
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 60ft.Concrete

34 Key Haven Rd is located in a beautiful section of Key Haven where the canals are wide and the lots are elevated. This newly renovated home will catch your eye with its sleek curb appeal consisting of a large turf front yard, new 4 ft retaining wall and a freshly painted exterior. Inside you have a 4 bedroom 2 bath open concept with two living areas and a white and bright modern kitchen with stainless appliances in between. The master has a walk in closet and an ensuite bath. The main living room and master bedroom have glass sliding doors which open to the spacious covered outdoor area. A couple steps down will take you to the beautiful clean canal for all of your boating fun! To top it off you have low insurance rates due to the elevation, accordion shutters and metal roof!

$1,725,000
Key West
Old Town Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,440 SqFt Days Listed: 5
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Stunning Single Family Home located in the Heart of the Cultural Mecca of Key West.Built in 2019 with Elevation and Superior craftsmanship in mind featuring Hardie Board SIding, metal roof and Impact windows and doors, this home will provide you the modern & luxurious comforts you desire and safety and reassurance of your investment.An easy stroll to Duval St., Ft. Zach Beach and Amphitheatre will allow you to indulge in the Vibrant Art Scene and explore a plethora of Galleries, Restaurants and Eclectic Cafes that showcase the unique flavor of Old Town Key West.A perfect integration of indoor/outdoor living is achieved with its Modern Open Floor Plan, with kitchen and living room overlooking the stunning pool, its beauty accentuated by the cascading waterfall, sun filled patio and tropical landscaping. The combination of all the elements has resulted in a true Key West Masterpiece.Additional Features include, Impact Glass Windows and Patio Doors, Wide Plank Hardwood Floors, Stunning Custom Kitchen, Impeccably finished bathrooms, Covered Exterior Porches both front and back and on both levels, Off Street Parking, Above Flood Construction, and home is being offered furnished with a few exceptions for a seamless transition.

$1,735,000
Key Colony
Key Colony Beach 1st Addn Amd   - MM: 53.50
4 Bed, 4 Baths, 2,040 SqFt Days Listed: 87
Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 75ft.Concrete

FULL DUPLEX now Available! Nicely updated and lovingly maintained by this family for over 40 years... Live in one & Rent the other! Or just enjoy the room & privacy, for all of your family and friends. Come, share the wonderful Island Life here on 9th Street in the fabulous Florida Keys! This 100 ft wide canal gives you access to both the open ocean and open gulf with a brief (5 min) boat/jets ki ride or paddle (10 min) The 42 foot dock on the south side provides ample room for your boat and other water vessels. The north side has 33 ft of dockage, so with both (75 ft total) you can bring your vessels totally 70+ ft & they will have a comfortable dock to call home port! The 4 bedroom & 4 bathrooms for the full duplex, with over 2,000 sf of living area to enjoy and relax. Tons of parking for all of your toys too! Covered carport and storage room on south side. Yes, you can have your island home in Paradise her in Key Colony Beach! Walk or bike the entire, 15 Street, City to: marina, golf, pickle ball, tennis, bocce ball, playgrounds, horseshoes, Post Office, City Hall, Police Dept, Sunset Park & more... Whats your hurry, you are here.

$1,749,000
Duck Key
Plantation Island   - MM: 61.00
3 Bed, 3 Baths, 2,819 SqFt Days Listed: 313
-10.31% ($201,000) 3 Price Changes : Last Change 10 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Motivated seller--submit your offer today! Discover an unparalleled residence in Duck Keys exclusive community--a gem now available for the first time. Boasting ocean views from every window and a breathtaking 360-degree panorama from the rooftop deck, this ICF-built corner location defines quality with its diamond-standard construction and poured concrete roof. Enjoy the luxury of a gated yard, RV parking with hookups, a solar-heated pool, Built-in Lazy Man grill, gourmet kitchen featuring Viking appliances, and a 3-stop hydraulic elevator with the potential to reach the rooftop deck. Additional highlights include a Pecky Cypress Ceiling in the living room, a master bedroom suite with granite accents, walk-in shower, double vanities, walk-in closet, and plantation shutters. Solid mahogany interior doors, impact windows and doors, and electric blinds showcase the meticulous craftsmanship throughout. This Duck Key home epitomizes quality--schedule your appointment today. B&BATVAI

$1,749,000
Key West
Riviera Shores   - MM: 3.00
5 Bed, 5 Baths, 2,022 SqFt Days Listed: 59
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Tropical Retreat in Key West - Renovated 5BR/3BA with Pool, Guest Cottage, & Income PotentialWelcome to your slice of paradise! This beautifully renovated 5-bedroom, 3-bathroom home in sunny Key West is the perfect blend of island charm and modern luxury. Whether youre searching for a private getaway or a high-performing investment, this property offers it all.The main home features a spacious, light-filled layout with contemporary finishes and coastal-inspired decor throughout. With five bedrooms and three full bathrooms, theres plenty of room for family and guests to relax in comfort. The home is sold fully furnished, making it 100% turnkey from day one.Step outside into your own private oasis, complete with a sparkling pool and lush tropical landscaping -- perfect for lounging, entertaining, or soaking up the island sun. Just beyond the pool, a detached guest cottage offers additional space for visitors or extra rental income.Ideally located near a public boat ramp, this property provides easy access to world-class boating, fishing, and island-hopping adventures.Currently enrolled in a successful vacation rental program, this home is a proven income-producing asset with excellent potential for continued returns.Property Highlights:-5 Bedrooms / 3 Bathrooms-Renovated Interior - Sold Fully Furnished-Private Pool & Outdoor Living Area-Detached Guest Cottage-Close to Boat Ramp for Easy Water Access-Active Vacation Rental with Strong Income HistoryDont miss this rare opportunity to own a fully turnkey investment property in one of Key Wests most desirable neighborhoods. Schedule your private showing today!

$1,749,000
Summerland Key
S Summerland Key Yac   - MM: 25.00
3 Bed, 3 Baths, 1,144 SqFt Days Listed: 15
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 240ft.Concrete

So many opportunities at this 3 Bedroom 2 Bath canal front property located in the Commercial Fishing District boasting 240 of road frontage with excellent highway visibility and 240 of waterfront with full concrete dock and seawall, just one property in from the open water. Located in the Special Fishing District on Summerland Key where home businesses including commercial fishing and boat mechanics are allowed. Excellent canal dockage with quick and easy access to the gulf and ocean. The newly remodeled coastal style home offers impact windows, metal roof, vinyl plank flooring, open kitchen with white shaker cabinetry and quartz counters, new baths and a split floor plan. The 3 adjacent lots are cleared and buildable, offering full concrete docks. Commercial Fishing Zoning allows for many uses.

$1,749,000
Cudjoe Key
Cudjoe Gardens   - MM: 21.00
3 Bed, 3 Baths, 1,872 SqFt Days Listed: 126
-6.72% ($126,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits,Boat Lift90ft

Meticulously maintained and located in the desirable boating community of Cudjoe Gardens, this nearly 1,900 sq ft home includes 90 feet of dockage, a 10,000 lb boat lift, hurricane impact windows, doors, and garage door, as well as a gorgeous pool creating your own private oasis. A boaters paradise with easy access to both ocean side and gulf side! The inside boasts 3 spacious bedrooms and an open kitchen/living room floor plan. Whether youre enjoying a morning cup of coffee on the spacious front porch, catching some sun on the outdoor poolside patio, or relaxing in the screened in porch, this home truly offers endless leisure. It also comes with the convenience of being down the street from the amazing Bent Prop restaurant and Cudjoe Gardens Marina!

$1,749,000
Windley Key
Windy Cove   - MM: 84.00
3 Bed, 3 Baths, 1,680 SqFt Days Listed: 121
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock

Peaceful Palms - Luxury Oceanfront Living in the Florida KeysWelcome to Peaceful Palms, a newly developed gated coastal community offering 15 exclusive high-end townhomes in the heart of the Florida Keys. This oceanfront retreat boasts breathtaking views of the renowned Sandbar and Alligator Reef Lighthouse, providing the perfect blend of luxury, relaxation, and investment potential.Each three-bedroom, three-bathroom townhome is thoughtfully designed with expansive balconies on both the second and third floors, a spacious garage, and pet-friendly accommodations. Owners and guests can enjoy stunning sunrises, an oceanfront pool, and dockage available for rent, making it an ideal escape for those who love life on the water.Additionally, Peaceful Palms is designed to accommodate weekly rentals with the proper permitting, offering an incredible opportunity for investors. With the possibility of new building permits becoming unavailable in the Florida Keys, now is the time to secure your place in this sought-after destination. Dont miss the chance to own a piece of paradise!

$1,749,000
Key West
Monroe Investement Co Subdivi   - MM: 2.00
3 Bed, 3 Baths, 1,785 SqFt Days Listed: 67
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Visualize yourself at this peaceful tropical residence, situated on a sprawling corner lot, enveloped by lush mature foliage. As you approach the front door, youll be greeted with a variety of native and exotic plants including a glorious frangipani tree at your front door. Step through the doors of the single level home to discover three bedrooms and two bathrooms, a large kitchen, open-concept living spaces, and a large den that can easily be converted into a fourth bedroom, or home office. The home features a ceramic microbead roof overlay for energy efficiency, central air, and hurricane shutters. The expansive backyard contains an off-street parking space suitable for an RV, as well as ample space for a pool along with an abundance of mature landscaping. Ideally located just minutes from the beaches, vibrant entertainment district, and all the iconic attractions Key West has to offer, this corner-lot property combines convenience with potential. With generous parking and a prime location, its perfect whether youre looking to elevate the existing home or reimagine the space entirely. Versatile, full of character, and brimming with opportunity--this is a rare find in the heart of Key West.

$1,750,000
Plantation Key
Lake Harbor   - MM: 89.50
5 Bed, 5 Baths, 2,779 SqFt Days Listed: 193
-20.45% ($450,000) 3 Price Changes : Last Change 35 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits50ft.

Welcome to your slice of paradise in Islamorada! This stunning canal-front property offers direct bay access and quick, convenient ocean access, making it a boaters dream. Concrete home boasts 5 bedrooms, 3.5 baths - 2,779 sq of elegant living. Upstairs features 3 spacious bedrooms, 2baths plus powder room,. Two separate living areas upstairs provide ample space for relaxation and entertaining. The designer kitchen with generous chefs pantry is perfect for culinary enthusiasts, while the Chicago brick pavers add timeless charm.The ground level features a permitted, private 2-bedroom, 1-bath mother-in-law suite, ideal for guests or extended family. Outside, the private, lushly landscaped yard is adorned with fruit trees, creating a serene oasis. With its unbeatable location, abundant storage, and exceptional features, this home is a rare gem in the heart of the Florida Keys.Dont miss this opportunity to enjoy the best of waterfront living in Islamorada!

$1,750,000
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 1,740 SqFt Days Listed: 88
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift875ft.

OWNER FINANCING-Plantation Key Colony - Completely UPDATED-Like New - 2/1 up and 1/1 down, Plus -2- more Bonus Room- Great to Live in or Great for Renting out Half and using the other half or making it a Double rental income. Large Concrete Dock 75 Ft. w/ 20,000lb Boat Lift. This Big Lot is 125x75 with a Tiki Hut & Hot Tub. Quick Direct access to Bay & Ocean. Beautiful Homeowners Park on the Bay with a Beach & Boat Ramp. Plenty of room for a new pool. Centrally located near Shopping, Schools, Restaurants and more.

$1,750,000
Key West
Old Town Unrecord   - MM: 1.00
2 Bed, 2 Baths, 759 SqFt Days Listed: 170
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Discover your dream surfers cottage on a tropical island! Built in 1918, this charming home still showcases elements of its historic architecture, blending timeless character with a unique coastal vibe. Located at 1020 Fleming Street in the Historic Seaport area of Old Town Key West, youll be just a short walk from amazing restaurants, great bars, and some of the best fishing and diving charters in the world.This rare gem has not been available on the market for nearly two decades and appears on the Key West map of 1848--dont miss the opportunity to make it yours. Start living your dream today. Call now!

$1,750,000
Marathon
Flamingo Island   - MM: 49.50
3 Bed, 3 Baths, 1,924 SqFt Days Listed: 62
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Concrete

Located in the sought-after Flamingo Island neighborhood in Marathon, this immaculately maintained home offers everything you need to enjoy the Florida Keys lifestyle. Solid CBS construction means peace of mind, while thoughtful details throughout make this home functional and comfortable. The Showstopper? A stunning oversized pool with a built-in jacuzzi--your private resort, right out your back door. Relax under the spacious covered patio, cool off in the pool and soak in the island lifestyle.For boaters, the property has approximately 64 feet of concrete seawall and excellent access to both the ocean and gulf--a dream setup for anyone who loves life on the water. Theres plenty of space for your boating and fishing gear in the storage area and workshop downstairs. Youll also appreciate the covered parking for 3 cars. Inside, the home offers 3 bedrooms and 2 bathrooms with an open, airy layout. The living and dining area boasts vaulted ceilings, creating an inviting and expansive feel. Just off the living area, a bright sunroom with panoramic pool and water views offers a versatile bonus space--perfect as a home office, den, or extra sleeping area for guests or grandkids.The kitchen is generously sized with granite countertops, an island, pantry and plenty of room for cooking and entertaining. The home also features excellent closet space throughout, giving you the storage you need without sacrificing style or flow.Currently used as a winter residence and an established weekly vacation rental, this home offers the best of both worlds--personal enjoyment and income potential when youre not using it. Whether youre looking for a full-time residence, a vacation getaway, or an investment in one of the Keys best-kept secrets--this Flamingo Island gem delivers. Schedule your private showing today! Homes like this dont come around often.

$1,770,000
Key Largo
Rock Harbor Estates   - MM: 98.00
2 Bed, 2 Baths, 1,404 SqFt Days Listed: 64
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 120ft.Concrete

Wow! Imagine the possibilities with 120 feet of continuous dockage wrapping around the end of the canal! One-of-a-kind opportunity to own a canalfront concrete 2/2 house with a concrete dock and seawall connecting to the continuous dock and seawall of your extra half lot across the canal! Be the king of the canal end with this unique spot that offers so many cool combinations of different ways to create your own Florida Keys fun-filled paradise. Theres already a shady tiki hut on the half lot and plenty of extra parking for your toys and trailers. Thoughtfully planted and mature tropical landscaping provides lots of privacy on both sides and a large carambola star-fruit tree is loaded and ripe for picking! The concrete home is a 2/1 upstairs and has grandfathered living space downstairs with an updated full bath and large party porch for entertaining. Theres also a voluntary association you can join for access to the neighborhood homeowners park with boat ramp. The possibilities are endless... this ponderosa property stretches across the canal expanding your options to make this unicorn your very own! Call today... this Grand opportunity wont last!

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 06-17-2025.
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