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

Total Listings 406
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$1,740,000
Plantation Key
Venetian Shores   - MM: 86.00
3 Bed, 3 Baths, 1,568 SqFt Days Listed: 88
-10.77% ($210,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 70ft.

Venetian Shores location for under $2M! This spacious and solid concrete house has an excellent location right off Snake Creek for fast access to both Ocean & Bay, fuel, bait and provisions. Enjoy 70 of commercially zoned dockage in the best Islamorada location available! Upstairs features an open floor plan with gourmet kitchen and breakfast bar, office area, bonus room, roomy bedrooms and two full bathrooms. Downstairs guest suite with bathroom & kitchen plus screened patio to access the outside tiki hut and nice outdoor living on the canal.

$1,740,000
Marathon
Key Colony Subdivision   - MM: 53.00
5 Bed, 5 Baths, 2,526 SqFt Days Listed: 176
-7.94% ($150,000) 2 Price Changes : Last Change 62 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Concrete

Welcome to Sea Glass Dreams, an exquisite waterfront retreat in Marathon, FL, where luxury, relaxation, and adventure await. AFFORDABLE $958 CURRENT FLOOD INSURANCE! This spacious vacation rental is sold rental-ready and comes with advanced bookings in place, offering instant income potential. With five beautifully designed bedrooms and four bathrooms, it comfortably accommodates up to twelve guests, making it ideal for families, friends, and large gatherings.Inside, the master suite provides a king bed, sofa bed, and spa-like ensuite bathroom, creating a private haven of relaxation. Additional bedrooms offer a mix of king, queen, and twin beds, along with cozy sitting areas for unwinding. The open-concept kitchen, outfitted with a gas range and modern appliances, offers a welcoming space for preparing meals and gathering with loved ones.Outside, youll find a stunning 330-square-foot private pool, perfect for refreshing swims or lounging poolside. A brand-new putting green adds to the fun, with ample space for dining al fresco or relaxing with a drink while taking in the canal views. Boating enthusiasts will appreciate the 115-foot private dock, with space for 2+ boats, complete with water and power, for easy access to the Gulf.The property is a haven for fishing enthusiasts, with a convenient fish cleaning station, bait freezer, and small commercial ice maker near the dock. Inside, a well-equipped game room features ping pong, Pac-Man, basketball, foosball, a putting green, and giant yard games, ensuring entertainment for everyone.Huge lot with room for an RV and several cars.Sea Glass Dreams is a turnkey investment opportunity, set up to welcome guests right away and provide seamless income potential in a dream vacation setting.TWO new tiki huts being added: 12x12 added in the front of the pool, 8x10 by the fish cleaning station.

$1,749,000
Cudjoe Key
Cudjoe Gardens   - MM: 21.00
3 Bed, 3 Baths, 1,872 SqFt Days Listed: 79
-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
Key West
Monroe Investement Co Subdivi   - MM: 2.00
3 Bed, 3 Baths, 1,785 SqFt Days Listed: 20
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.

$1,749,000
Key West
Gwynn Subdivision   - MM: 1.00
3 Bed, 3 Baths, 1,897 SqFt Days Listed: 126
-12.51% ($250,000) 2 Price Changes : Last Change 44 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Step into Key West history with a modern twist at the Kali Zoi House, a meticulously maintained gem nestled in lush tropical surroundings in Old Town Key West. Originally built in the early 1900s & updated in 1988, this fully furnished home offers nearly 1,900sqft of spacious living. Located near everything (Duval Street, beaches, etc.), this home combines historic charm with unbeatable convenience.Experience the charm of Old Town with the inviting covered front porch, an ideal spot to enjoy your morning coffee. The first floor features 3 bedrooms & 2 bathrooms. Two of the bedrooms include ensuite bathrooms, with one also offering a second entrance for guest access. The primary suite has a private exit to the backyard. Upstairs, youll find an expansive living room, dining area, & a stunning open kitchen with beautiful striped Mahogany cabinets. A third full bath completes the layout. Enjoy the island breezes from the newly redone wraparound balcony, tucked up in the treetops, offering a tranquil retreat. Unwind in the private backyard, ideal for entertaining or relaxing in the (heated or chilled) cocktail pool. The yard is fully fenced. Additional features youll love: X-Flood Zone, New Roof (2022), New Hot Water Heater, Recently Upgraded Upstairs Porches & Deck, Fully Furnished (Indoor & Outdoor): Move-In or Vacation Rental Ready!Currently part of a successful vacation rental program with a wonderful reputation, Kali Zoi House is perfect as a family getaway or a promising investment opportunity.

$1,749,000
Key West
Riviera Shores   - MM: 3.00
5 Bed, 5 Baths, 2,022 SqFt Days Listed: 12
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!

$1,750,000
Key West
Key West Realty Cos Subdivisi   - MM: 3.00
2 Bed, 2 Baths, 1,612 SqFt Days Listed: 56
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

This luxury, elevated, one-level home, on a rare double lot with a lush, tropical resort-style pool area, fenced with complete privacy, is tucked in the heart of midtown Key West. This tropical oasis features a supersized primary bedroom suite, extra-large 2nd bedroom/guest bathroom, and built-in Murphy bed/bookcase for extra guests. All surrounded by mature landscaping, elegant landscape lighting, a wrap-around porch overlooking the fabulous heated/chilled pool with soothing waterfalls, and a large pool deck for lounging in the Key West sun.This home is filled with charm, even the guest bathroom features an artistic ocean-inspired coral mosaic. Designed for entertaining, the open-concept showcases high ceilings, abundant natural light from many windows and French doors, accented wood beams, and gleaming hardwood floors. The chefs kitchen is a dream, complete with a 5-burner gas range, granite countertops, spacious center island with built-in wine/beverage chiller. The inviting indoor-outdoor living and multiple outdoor seating areas make it ideal for all occasions, whether hosting guests or enjoying a quiet evening.The elegant primary suite serves as a private oasis offering a sitting area, luxurious bathroom with a large tub, walk-in shower, and a walk-in closet. The outdoor living areas include a tranquil, covered, lighted outdoor pavilion for meditation, yoga, or dining outdoors, multiple seating/lounging/dining areas, and a fire pit, creating the perfect atmosphere for both relaxation and entertaining.Additional highlights include impact windows and doors, metal roof, no-maintenance turf, and an irrigation system. Offering off-street parking with a motorized gate and room for multiple vehicles (a car plus RV/boat area with 30 amp circuit) as well as a security system with cameras, this home blends luxury, privacy, and functionality. Live the Key West lifestyle in this stunning, meticulously maintained property.

$1,750,000
Key Colony
Key Colony Beach 1st Addn Amd   - MM: 53.50
4 Bed, 4 Baths, 2,293 SqFt Days Listed: 490
-5.41% ($100,000) 1 Price Change : Last Change 2 Days Ago
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 37ft.Concrete

Welcome to your coastal haven in Key Colony Beach--a paradise for those seeking a beautiful home and a relaxed lifestyle. This gem of a property with eastern exposure is offered fully furnished. Featuring 2-zone AC, marble pavers, and elegant finishes like Granite, quartz, and marble countertops. Boasting 9-foot ceilings, crown molding, a garage, concrete seawall, and a step-down dock for a 37-foot boat, this residence seamlessly blends luxury with functionality. Enjoy the heated pool and the tropical ambiance in your backyard. Make this Key Colony Beach retreat your haven for a life of tranquility and leisure. Other half of this building (550 9th) can also be bought at the same price as 540 9th.

$1,750,000
Key West
Old Town Unrecord   - MM: 1.00
2 Bed, 2 Baths, 759 SqFt Days Listed: 123
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: 15
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 66ft.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 66 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.

$1,750,000
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 1,690 SqFt Days Listed: 34
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

This Conch House is filled with Key West Charm that all starts with the covered front porch perfect for relaxing. Entertain with ease in todays kitchen with its marble countertops, stainless steel appliances, and farmers sink. The open dining and living room continue to flow through French Doors to the outdoor living area with a private wraparound porch, sun deck, and heated dipping pool. A bedroom and full bathroom are on the main level offering one story living. Two large bright and airy bedrooms with vaulted ceilings and a bath are upstairs. Bahama hurricane shutters, metal roof, storage inside and outside, off-street parking.

$1,750,000
Key Largo
Key Largo Ocean Resorts   - MM: 94.50
4 Bed, 4 Baths, 2,200 SqFt Days Listed: 204
-5.41% ($100,000) 1 Price Change : Last Change 2 Days Ago
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.

$1,750,000
Plantation Key
Plantation Key Colony   - MM: 90.00
3 Bed, 3 Baths, 1,740 SqFt Days Listed: 41
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift875ft.

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 Unlisted   - MM: 1.00
3 Bed, 3 Baths, 1,440 SqFt Days Listed: 120
-2.72% ($49,000) 1 Price Change : Last Change 71 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Welcome to 205 Virginia Street, a meticulously crafted single-family home nestled in the heart of Old Town Key West. Built in 2019, this residence seamlessly blends the historic charm of the area with modern construction standards. As you step inside, youll be greeted by an open and inviting living space adorned with wood floors and bathed in natural light. The gourmet kitchen boasts quartz countertops and a high-end stainless steel appliance package, catering to both culinary enthusiasts and those who appreciate quality craftsmanship. The home offers three bedrooms and two and a half bathrooms. The large primary suite possesses an enormous covered deck and beautiful ensuite. The second bedroom features a private balcony and custom-built shelving, providing ample storage and display options. The third bedroom may also be configured as a formal dining room, perfect for entertaining guests. Venture outside to discover your private island oasis. The heated pool, complemented by a soothing waterfall, invites relaxation year round. Surrounded by lush tropical landscaping, brick walkways, a classic picket fence, and coveted parking spot, the outdoor space is designed for both tranquility and entertainment. Covered porches on both levels, front and back, offer serene spots to enjoy the balmy Key West evenings. Constructed with durability in mind, the home is built to withstand 180 mph hurricane winds and features impact windows and doors with concrete siding, providing peace of mind and low insurance rates. Location is paramount, and 205 Virginia Street does not disappoint. Situated just a few blocks from the vibrant Duval Street, youre within walking distance to an array of restaurants, entertainment venues, and the rich cultural experiences that Key West offers. Despite its proximity to the lively downtown, the property is tucked away in a peaceful neighborhood, offering the best of both worlds. Experience the perfect charm and modern luxury at 205 Virginia Street.

$1,750,000
Big Pine Key
Pine Channel Estates   - MM: 29.50
2 Bed, 2 Baths, 1,444 SqFt Days Listed: 143
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits125ft.Concrete

15,500 SQ. FT. DOUBLE LOT in desirable Pine Channel Estates - bordered by areca palms providing a bit of privacy, the corner property offers an impressive 125 ft. of concrete seawall with a step-down dock and davits, and 20 ft. of concrete seawall across the end of the canal. The CBS home sits approximately in the middle providing elbow room all around - theres plenty of space for adding a pool, parking an RV, boat trailer and more. A huge, screened porch across the back overlooks the canal; 16 ft. pocket sliders open from the great room to the porch for extended outdoor living. 1444 sq. ft. of living area, 2BD/2BA with the potential to add a 3rd bedroom. Additional features include a convenient walk-around porch, covered parking, attractive paver drive, storage enclosure, metal hip roof. Excellent boat access to the ocean or back country for fishing and diving, and its a short boat ride across Pine Channel to the dock at Kikis Sandbar & Grille for lunch or dinner and music. Gorgeous sunsets can be enjoyed nightly as one looks down the length of the clean, deep canal. Add your personal touch and updates to create your exceptional piece of Keys paradise! Just 30 miles to Key West.

$1,770,000
Key Largo
Rock Harbor Estates   - MM: 98.00
2 Bed, 2 Baths, 1,404 SqFt Days Listed: 17
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 120ft.Concrete

This one puts the FUN in FUNKY! One-of-a-kind opportunity to own a canalfront concrete 2/2 house with a concrete dock and seawall that wraps around the end of the canal and connects 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!

$1,774,000
Marathon
Coco Plum Beach   - MM: 54.50
3 Bed, 3 Baths, 2,354 SqFt Days Listed: 188
-1.44% ($25,999) 1 Price Change : 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.

$1,775,000
Marathon
Lida Subdivision   - MM: 51.50
4 Bed, 4 Baths, 2,160 SqFt Days Listed: 518
-5.33% ($100,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 50ft.Concrete

Introducing an exquisite fairly new constructed home in Marathon, FL, boasting four bedrooms, 4.5 bathrooms, and breathtaking waterfront views. This luxurious property features an inviting pool, perfect for relaxation and entertainment. Embrace coastal living at its finest, complete with a private dock, providing seamless access to the crystalline waters. With modern design elements and a prime location, this home offers the ultimate blend of comfort, style, and serene waterfront living. This is a great opportunity to have a beautiful modern home in the Keys and to generate income! Contact me today to schedule a private viewing and experience the charm of this beautiful property.

$1,790,000
Key West
Old Town Unrecord   - MM: 1.00
4 Bed, 4 Baths, 1,680 SqFt Days Listed: 118
-8.21% ($160,000) 1 Price Change : Last Change 85 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to 613 Olivia Street, a charming single-family home nestled in the heart of Old Town, Key West. Built in 1933, and located in the X Flood Zone, this historic residence offers 1,680 square feet of living space on two floors and on a 3,240 square foot lot. This property has been owner occupied for over 30 years. First time on the market in generations. Here is your chance to have that location, location, location home in Historic Old Town Key West.With a white picket fence and spacious front porch framed by stately palm trees, this home features four (4) bedrooms and one and a half (1.5) bathrooms. Its classic architecture, which includes custom crown moulding and Dade County Pine walls, reflects the rich heritage of Key West.Enter the home into the light-filled living room, which connects to the spacious kitchen with vaulted ceilings and wall-to-wall sliders leading to the private and fenced-in backyard. Two bedrooms on the ground floor and two on the second floor. There is also an unused cistern pool in the backyard, with a concrete pad that once was a second structure. The creative possibilities for this home are endless, just steps away from the vibrant culture, dining, and entertainment that Old Town Key West is renowned for. Embrace the potential of this historic gem and envision the possibilities that await at 613 Olivia Street.

$1,790,000
Marathon
Venice   - MM: 52.00
3 Bed, 3 Baths, 1,872 SqFt Days Listed: 343
-10.05% ($200,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Boat Ramp,Boa

This house is an outdoor lovers dream. It has all the amenities for everyone to enjoy. A beautifully proportioned back yard features a pool with built in hot tub. While some guests are in the pool, the others can play on the boat ramp/kayak launch, watching the abundant wildlife in this clean and deep canal. They can also start to try their snorkeling skills! The fur babies also enjoy this rare feature. The rest of the yard features two large seating area, one under a typical thatch hut with an outdoor TV which can also be turned to watch the big game from the pool. There is a fire pit and outdoor shower with hot and cold water. The inside of the house has updated appliances and furnishings. Lots of natural daylight and impact windows throughout. Upstairs screened porch is ideal for some quiet time with a good book or additional seating when you need it. There is a propane standby-instant on generator as an additional feature to this special property. Invite your friends and family, there is room for everyone, located in the heart of town and close to all the activities.

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 05-01-2025.
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