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

Total Listings 519
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$1,099,999
Marathon
Flamingo Island   - MM: 49.50
2 Bed, 2 Baths, 1,200 SqFt Days Listed: 153
-4.35% ($50,000) 1 Price Change : Last Change 84 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

This impeccably maintained Flamingo Island Pool home has been beautifully updated to embrace the Keys Island lifestyle. Dont miss the opportunity to live in this highly sought-after neighborhood just steps from the Florida Keys Country Club, a 6,500-yard, Mark Mahannah-designed golf course that offers a challenge to golfers of all levels. Step into your well-appointed kitchen that boasts quartz countertops, large center island with custom double chandelier lighting and extra seating perfect for entertaining family and friends. Stainless steel appliances including a Whirlpool gas range, gorgeous, tropical custom tile backsplash, bright and spacious white cabinets, recessed lighting and a stylish dining banquette rounds off this well-designed kitchen. Large master suite with updated bathroom, large closet, crown molding and beautiful view from your porch overlooking the gorgeous 35-foot pool and mature landscaped fenced-in yard. Guest bedroom is spacious with a large closet and the same beautiful view! Guest bathroom, extra storage closets as well as front-load washer and dryer complete this gorgeous living space! Large 7,690 square foot lot with low-maintenance vinyl privacy fence, mature landscaping, 35-foot, heated pool with custom concrete surround and waterfall feature. Built-in gas grill, underground sprinklers, LED lighting, 4-car garage with plenty of storage in the downstairs with access from the garage and pool area. Oversized driveway for all your cars and toys! House comes turnkey, fully furnished, just bring your swimsuit and get ready to enjoy your new pool home on Flamingo Island!

$1,099,999
Key Largo
Key Largo Ocean Resorts   - MM: 94.50
4 Bed, 4 Baths, 1,584 SqFt Days Listed: 225
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
Big Pine Key
Palm Villa   - MM: 30.50
4 Bed, 4 Baths, 2,493 SqFt Days Listed: 962
-26.67% ($400,000) 2 Price Changes : Last Change 415 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

ONE-OF-A-KIND! Custom-built home on a large 31,250 sqft lot. Built in 2010. 4bd/3bth plus office or bonus room for a total 2493 sqft. Perfect for 2 working professionals from home or a big family. Good size bedrooms; 2 are en suite. Rooms are large. Below the house, there is a concrete slab (3,014 sqft) with covered parking or patio, and a nice large bar that can seat 15 people for entertaining. 20 KW propane generator. Large kitchen with custom concrete counter tops, custom edges, and inlays. Doorways have nice bamboo trim. Walk in pantry. 2 on-demand water heaters. Jetted tubs in two of the bathrooms. Commercial grade bamboo flooring. Surround sound system, Impact windows & doors. Back and front patio decks. Metal roof. Paver driveway. Plenty of room for a pool, vehicles, and boat. Three entrances to the five lots for additions or parking. 2 other large concrete slabs on property. County owned property across whole street. Only 3 homes on the street. Beach within 10 mins, public boat ramps, and parks. Rented till 7/31/25 $5000. mo. util. not included.

$1,100,000
Upper Matecumbe Key Islamorada
Hammock   - MM: 83.50
3 Bed, 3 Baths, 1,518 SqFt Days Listed: 252
-15.38% ($200,000) 3 Price Changes : Last Change 72 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

This beautiful 4-year-old ground-level home features 3 bedrooms and 2 bathrooms. The kitchen boasts stunning all-wood cabinets, granite countertops, and stainless steel appliances. Marble tile floors extend throughout the house, creating a luxurious and cohesive feel.The home includes a large screened porch off the back two bedrooms, perfect for enjoying the surrounding tropical tree canopy. The house is well-lit with all LED lights and features ceiling fans inside and on the porches, providing comfort and energy efficiency.The bathrooms have been thoughtfully designed with backing that will allow for the installation of handicap bars, ensuring accessibility for all. The two-car garage with doors at the front and back provides easy access to the backyard. The low-maintenance landscaping is complemented by a sprinkler system, making upkeep a breeze.For those with a penchant for boating, the home is conveniently close to marinas. Additionally, it is near shopping facilities and some of the best restaurants in the Florida Keys, offering a blend of convenience and leisure.

$1,100,000
Big Pine Key
Pine Channel Estates   - MM: 29.50
2 Bed, 2 Baths, 1,120 SqFt Days Listed: 31
-3.93% ($45,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 75ft.Concrete

Experience tropical living at its finest with this tropical home! Just four houses in from the open water, this charming property features 2 bedrooms and 2 bathrooms, flooded with natural light and adorned with porcelain tile throughout.Step into updated tile bathrooms boasting frameless shower doors, and a remodeled kitchen with solid wood cabinets and granite countertops.Enjoy the tranquility of low decibel, quiet central air installed in 2023. Relax upstairs on the screened patio with no see um screen and peek a boo views, or head downstairs to the ground-level tiled covered patio, the perfect spot for outdoor gatherings.For fishing enthusiasts, theres a covered fish cleaning station, a 75-foot concrete seawall with step-down dock, 30 amp electric, and water access.This home is built to withstand the elements, with hardy board siding, impact doors and windows, and a new metal roof. New composite stairs and aluminum handrails were also added in 2023, all external under-house plumbing has been replaced.Partially furnished, with room for a pool, RV, boat, and trailer parking, as well as a garage (large enough to hold a boat on a trailer) and storage space, this property offers everything you need for a tropical paradise lifestyle. Currently used part time as a vacation rental with many repeat clients.

$1,100,000
Little Torch Key
Jolly Roger Estates   - MM: 28.50
3 Bed, 3 Baths, 1,576 SqFt Days Listed: 40
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 60ft.Concrete

Discover Conch Cottage, a charmingly updated 3-bedroom, 2-bathroom single-family home designed with a thoughtful split floor plan. This inviting retreat showcases bright, spacious rooms adorned with crown molding, recessed lighting, and elegant tile flooring throughout. The kitchen is a chefs delight, featuring granite and quartz countertops, stainless steel appliances, and plenty of cabinet space.Step outside to your private oasis, complete with 60 feet of dockage along a 50-foot-wide canal--perfect for boating enthusiasts with easy access to the ocean and bayside. The fenced backyard is packed with amenities, including a 312-square-foot screened patio, a tiki hut, a permitted detached gear storage/utility room, an outdoor shower, and a convenient fish cleaning station.Blending coastal charm with modern sophistication, Conch Cottage offers the ultimate in luxury and comfort. Fully furnished and turn-key, this home is ready for you to embrace the paradise lifestyle today!

$1,100,000
Summerland Key
Summerland Beach   - MM: 25.00
3 Bed, 3 Baths, 1,680 SqFt Days Listed: 280
-8.33% ($100,000) 1 Price Change : Last Change 11 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: First Come Dock

Exquisite Summerland Key Oasis...Unparalleled Privacy & Ocean Views with an expansive lot of16,860 sq ft, walled and landscaped for ultimate PRIVACY. Though not directly waterfront, enjoy exclusive access to the community dock at Bergen Park a few blocks away, which is allocated only for use by these Summerland Key Owners. Step into a luminous living space, graced by soaring cathedral ceilings, channeling abundant natural light throughout, offering 3 spacious bedrooms and 2 well-appointed baths, designed for both comfort and style. For Sunrise to Sunset magical moments, an easily accessible rooftop sanctuary offers panoramic Ocean Views, perfect for relaxation or entertaining. Retreat to the Outdoor Living Room, a large covered porch overlooking the pristine in-ground pool, complemented by flourishing fruit and majestic palm trees. OR relax poolside at the perfectly shaded Lobster Trap Bar. Generous 1,680 sq ft of living space is enhanced by a large 2-car garage and additional ground-level storage, ensuring ample room for all your needs. 2021 Renovation included new impact windows and doors, hardi-siding, and roof, plus a custom T&G ceiling. Experience the epitome of coastal living in this meticulously crafted Summerland Key home, where unparalleled privacy meets spacious comfort. As the owner is currently preparing the property and organizing for the move, live showings are extremely limited until June 1st, however other showing options are available, contact your agent for details.

$1,100,000
Key Largo
Calusa Campground   - MM: 101.50
3 Bed, 3 Baths, 1,575 SqFt Days Listed: 130
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Firs

Start living the Keys life in this recently built 3 Bedroom, 2 Bathroom custom concrete Unit that is light filled with modern upgraded features & has the most spectacular Sunset Views on the Bay.Set up as a successful Short Term Vacation Rental with 2-3 night minimums & can negotiate furniture.1 hr drive from Miami & close to everything the Keys has to offer.

$1,100,000
Plantation Key
Coral Harbour   - MM: 88.00
3 Bed, 3 Baths, 1,553 SqFt Days Listed: 253
-15.38% ($200,000) 2 Price Changes : Last Change 64 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Boat Slip3

NOTICE TO CHC BUYERS: Coral Harbour reserves are funded to the amount required by law and passed 10 year Milestone inspection with the highest rating available. Step into luxury with this unique top-floor condo at Coral Harbour Club. The kitchen stands out with its custom design, offering modern appliances and plenty of space for culinary adventures. The master bedroom features a bespoke layout with high-end finishes, providing a serene retreat with stunning ocean views.Enjoy the convenience of partial furnishings, allowing you to easily add your personal touch to this beautiful home. The spacious living area is perfect for entertaining guests or relaxing after a day on the water. Speaking of water, the included deeded 35 slip is a rare find and a boaters dream, making this condo an ideal choice for those who love the ocean.Coral Harbour Club offers a range of amenities for residents, including a sparkling pool, a welcoming clubhouse, and private beach access. Located in a prime area, youll enjoy easy access to local shops, dining, and recreational activities, all while being steps away from the beautiful coastline.

$1,100,000
Cudjoe Key
Cudjoe Gardens   - MM: 21.00
2 Bed, 2 Baths, 1,312 SqFt Days Listed: 47
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 80ft.

Welcome to your perfect coastal retreat! This inviting 2-bedroom, 2-bath home plus office offers the ideal blend of comfort and convenience for boating enthusiasts. Nestled on the Oceanside with no bridges to navigate, it boasts a private 15,000 lb boatlift on 80 ft concrete dock a generous 4-ft draft making it a dream for those who love the water. Relax and unwind in the screened patio, perfect for enjoying the gentle sea breeze. adventures and serene waterfront living. Dont miss the chance to make this slice of paradise your own!

$1,100,000
Marathon
Grassy Key   - MM: 58.90
3 Bed, 3 Baths, 1,509 SqFt Days Listed: 6
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges,Boat

This place has it all! Open water views can be yours at this Ocean Front A-Frame in private Lions Lair of Marathon. Outdoor Amenities include a pool, dockage for boats of 25 and under, boat ramp, tiki hut, boat trailer storage, clubhouse, and a paved path out to the jetty point. The Ocean Views greet you as you walk in this well built half duplex with impact windows and doors, 3 bedrooms, 2 baths and an office loft bonus space. Large outdoor deck that is perfect for morning coffee or an evening cocktail while enjoying the view. This is one of the premiere locations in Lions Lair offering the most privacy and convenient location to the marina and amenities. Association fees are only $1500 per year and no rentals are allowed, so you do not have to worry about being surrounded by noisy vacation rentals. Truly a unique and well built home in a hard to beat location, book your showing today!

$1,100,000
Key West
Old Town Unlisted   - MM: 1.00
2 Bed, 2 Baths, 756 SqFt Days Listed: 83
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Uncover the possibilities of this classic Old Town Key West conch cottage! Beneath the shade of a mature mango tree, the front porch welcomes you to a 2-bedroom, 1-bath renovation project providing the ideal canvas to make it your own. With coveted gated off-street parking and an expansive backyard with space for a pool and outdoor living, this property has room to create the ultimate island retreat.Located in the highly desirable X Flood Zone and Transient License Receivership Zone, this property is just a half block from Duval Street, offering easy access to all of the amenities of Old Town. HNC-1 zoning allows this property to become a transient license receiver property (it currently does not include a transient license).

$1,100,000
Key Colony
Stevens Subdivision   - MM: 53.50
3 Bed, 3 Baths, 1,750 SqFt Days Listed: 300
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

Indulge in the coastal luxury of Key Colony Beach; the Crown Jewel of the Florida Keys. Live large in your (((Three Bedroom Two Bathroom))) spacious condo. The good news is that weekly rentals are permitted and there are current and upcoming reservations. Revel in your ensuite master fit for a king. Experience the pinnacle of oceanfront living and create unforgettable memories. Perfect your golf game on your executive Par 3 golf courses just steps away. Fly in to the Marathon executive airport and be in your ocean side retreat in minutes! Improve your health, fitness, strength & agility and play tennis or even pickleball-the fastest growing sport in America! You will love the beautiful Key Colony oceanfront park that offers playgrounds and activities for the entire family. Walk or bike to delicious dinning options. Use your ocean side aquatics facility and do your laps then sunbathe by the sea. Enjoy the good life with family and friends. Whatever your pleasure Key Colony Point has it all and, you deserve it all. Call for a live or virtual showing - today!

$1,100,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
2 Bed, 2 Baths, 1,464 SqFt Days Listed: 66
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: DavitsConcrete

This home is located on a beautiful 75 ft wide canal and has approximately 60 ft of seawall. Triton Seas Center is located on the same canal, just putt over and fill the boat up for a day of fishing and diving. Features a newer roof (2021), impact doors and windows, A/C (2022), fenced yard and appliances. This unique home plan and location make this home a must see.

$1,100,000
Marathon
Key Colony Subdivision   - MM: 53.00
3 Bed, 3 Baths, 1,275 SqFt Days Listed: 82
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift75ft.Concre

Welcome to 11300-1st Avenue Gulf. This 3 bedroom 2 bathroom single family, ground level, canal front home offers open water access to both the Gulf and the Atlantic Ocean, and a screened in, heat optional, 8x18 in ground pool. Open floor plan, master bedroom has ensuite bathroom, outdoor screened patio dining area next to pool. Conveniently located near great restaurants, post office, shopping. Call for more information and schedule a viewing of this home. Priced to sell!

$1,100,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
3 Bed, 3 Baths, 1,195 SqFt Days Listed: 90
-4.26% ($49,000) 1 Price Change : Last Change 59 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift40ft.Concre

Welcome to Blackbeard Lane on Cudjoe Key, a stunning stilted home that perfectly combines modern elegance with the charm of the Florida Keys. Built in 2012 and thoughtfully updated, this property boasts 3 bedrooms and 2 bathrooms across 1,195 sq. ft. of beautifully designed living space.The heart of the home is the expansive open-concept living area, seamlessly connecting to a chefs kitchen adorned with high-end appliances, custom cabinetry, a pot filler, and a striking Dade County Pine hood. The primary suite features an ensuite bathroom with custom finishes and generous walk-in closets, while two additional guest rooms share a stylish guest shower.Attention to detail is evident throughout, from the contemporary flooring to the Dade County Pine accents. The home is equipped with impact-resistant windows and a newer roof (2018), ensuring low insurances and peace of mind. Set on a spacious 6,000 sq. ft. lot, this property is a true boaters paradise, featuring a 40-foot seawall and a 10,000 lb boat lift, making it easy to explore nearby destinations like the American Shoal Lighthouse and Looe Key Sanctuary. Additional amenities include an outdoor shower, ample parking, and a downstairs enclosed garage for extra storage.Experience the best of Florida Keys living in this exceptional home!Property is owned by a licensed Real Estate Agent.

$1,100,000
Marathon
Sombrero Anglers Club N   - MM: 49.50
2 Bed, 2 Baths, 1,028 SqFt Days Listed: 45
Half Duplex - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: 28ft.

Your dream island home awaits in the highly sought-after Sombrero neighborhood, just a short walk from the beautiful Sombrero Beach and a quick boat ride to both the Atlantic Ocean and Gulf of Mexico. This beautifully updated half duplex is ideal for full-time living, a second home, or a vacation rental. Imagine enjoying serene canal views from your pool or the second-floor balcony. This elevated residence features a contemporary kitchen adorned with quartz countertops, a pantry, and shaker-style cabinets, all designed for effortless entertaining thanks to its open floor plan. The primary bedroom offers stunning canal views, an updated bathroom, and a spacious walk-in closet with access to a walkable, climate controlled attic for additional storage. Downstairs, youll find an enclosed room that provides ample storage, while the screened enclosure creates a perfect spot for gatherings. The generous yard includes a shed and plenty of space for kayaks, paddleboards, and other outdoor toys, making it an outdoor enthusiasts paradise. With parking available for multiple vehicles, theres also room for an RV or boat trailer. This home has been upgraded with a durable metal roof and hurricane impact windows and doors, ensuring safety and longevity. The expansive lot offers significant privacy, making this an exceptional opportunity to own a stunning home in paradise. Dont let this chance slip away!

$1,100,100
Windley Key
Windy Cove   - MM: 84.00
3 Bed, 3 Baths, 1,680 SqFt Days Listed: 103
+0.01% ($100) 1 Price Change : Last Change 7 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock

Peaceful Palms is a newly-constructed coastal development and spruced weekly vacation rental located in the gated community of Islamorada, Florida. This high-end property includes 15 townhomes, all positioned to offer oceanfront locations and views. Residents can enjoy stunning sights of the Sandbar and Alligator Reef Lighthouse, along with beautiful sunrises. For those interested in boating, there are oceanfront docking facilities available. The development also features an oceanfront pool, making it an ideal spot for a Florida Keys vacation or investment. Each townhome includes three bedrooms, three bathrooms, a spacious garage, and balconies on the second and third floors with oceanfront views. The property is pet-friendly and located near excellent fishing and diving spots. With the possibility of new building permits being limited in the Florida Keys, investing in Peaceful Palms could be a timely opportunity. Currently, the townhomes are available at pre-construction prices.

$1,118,000
Cudjoe Key
Cudjoe Ocean Shores   - MM: 23.00
3 Bed, 3 Baths, 1,225 SqFt Days Listed: 70
+8.54% ($88,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

Wow New Price. Best value in the area!! Discover the ultimate lifestyle with this 3-bedroom, 2-bathroom waterfront canal home on Cudjoe Key, a prime location. This unique property offers the best of both worlds; fast, convenient access to the open waters of the Atlantic Ocean and the tranquil Gulf of Mexico, allowing you to reach prime fishing spots in no time, dive, snorkel and cruise to the Keys sand bars. NUTS & BOLTS1,225 finished living space, additional lower level enclosed storage, Newer Metal Roof, 7,500 sqft Lot, 75 Canal Front, Stainless Appliances, Renovated Kitchen & Baths, Ample off Street parking The homes open floor plan is tiled throughout, providing a dream coastal retreat. Step outside onto a spacious back porch that overlooks the serene canal, perfect for morning coffee or views. The expansive, fenced-in yard offers both privacy and potential for outdoor enhancements.Additional features include ample storage space with a downstairs storage enclosure, covered parking for up to three vehicles, and a quick commute to the vibrant scene in Key West or the relaxed charm of Big Pine Key. Whether youre a fishing enthusiast or simply looking for an escape, this property promises an unbeatable Keys lifestyle with quick access to blue water and endless opportunity.

$1,121,000
Key Colony
Castillo Del Sol   - MM: 53.50
2 Bed, 2 Baths, 1,650 SqFt Days Listed: 20
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Stunning Oceanfront condo with breathtaking views of the white sandy beach and expansive T shaped pool. The ultimate tropical destination. Stroll the tropical grounds or along the beach, fish from the fishing pier, relax or swim laps in the pool. The choice is yours. Inside is an large two story, top floor well appointed unit with cathedral ceiling and a huge loft used as a 3rd sleeping area with large storage closet or as office space or... the options are limitless. The open living area and large primary ensuite have private balconies. Awake to breathtaking views of the ocean and beautifully maintained property. Prepare meals from the well laid out kitchen while conversing with company in the living area and enjoying the view. For added convenience enjoy covered parking and a large private storage room. Key Colony Beach has a lot to offer, restaurants, park, marina, and much more and it is a pleasure to walk or bike the city.

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 01-22-2025.
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