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

Total Listings 433
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$510,000
Marathon
Sunset Bay   - MM: 56.00
2 Bed, 2 Baths, 874 SqFt Days Listed: 46
-0.97% ($5,000) 1 Price Change : Last Change 17 Days Ago
Half Duplex - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Quiet comfort and lush greenery surround you in this home. A brick paver driveway leads you to this 2 bed/1 bath remodeled beauty with granite counters, stainless appliances, updated bath, fenced back yard with a dip pool and deck. New roof in 2020, and new shutters in 2024. Walk one block to breathtaking sunsets at the neighborhood park, or hop on your bike and take a ride on the trail just up street. This is what island living is all about.

$510,000
Marathon
Knights Key Village   - MM: 47.00
3 Bed, 3 Baths, 1,215 SqFt Days Listed: 161
-10.53% ($60,000) 3 Price Changes : Last Change 2 Days Ago
Half Duplex - Active - Waterfront No
Side of Island: Ocean - Dockage: None

This 3 bedroom 2 bath stilt home with ocean views and views of the seven mile bridge. This 1/2 duplex is only attached by the deck there are no adjoining walls.

$515,000
Marathon
Spanish Galleon   - MM: 50.00
2 Bed, 2 Baths, 1,056 SqFt Days Listed: 153
-6.36% ($34,999) 2 Price Changes : Last Change 39 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Other

This beautifully updated condo offers full views of Boot Key Harbor from the back and full views of a public golf course in the front. Have coffee enjoying the sunrise over the golf course and cocktails while viewing spectacular sunsets over the open harbor, as boats parade through the channel. Minutes to open water by boat, this complex offers available boat slips for up to 30 boats. Enjoy the pool while watching the harbor dolphins play or shop the many stores Marathon has to offer. This condo is minutes to grocery shopping, dining out and outdoor activities galore. Located minutes from the famous Sombrero Beach for a day in the sand and sun and full service marinas, boat ramps and all your fishing needs at your finger tips. This location is convenient to amenities, yet quite and tranquil for peaceful island life. This condo offers everything on your island wish list with a budget less than half the cost of a single family home. You get it all with the ease and convenience of condo living saving time and money on upkeep and repairs providing endless amounts of island living time. Go fishing, boating, swimming, golfing, and snorkeling instead of maintenance and yardwork. Make the most of island living and enjoy everything the Florida Keys has to offer. Your paradise is waiting! The City of Marathon is prime fishing, diving and dinning and only 45 minutes to the intrigue of historical Key West.

$524,500
Key Colony
Sea Isle Condominium   - MM: 53.50
2 Bed, 2 Baths, 990 SqFt Days Listed: 83
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Enjoy the convenience of having a private beach access steps away from your door! Come see for yourself why this property has been treasured by the family for over 45 years. Indulge in the beauty of the Florida Keys with this rare opportunity to own a pristine beachfront condo. This freshly painted ground level two-bedroom, two-bathroom haven offers breathtaking views of the Atlantic Ocean from every window. Sip your morning coffee enjoying the morning breeze on the balcony as the waves lap the shores and the sun rises above the horizon. With a private beach access at your feet, you can easily spend your days lounging on the white sandy beach, swimming in the crystal clear water, and soaking up the warm Keys sunshine. The condo itself is a turn-key vacation rental, fully furnished and bookings already in place. With similar oceanfront condos grossing over $75,000 in the past year with quite a few weeks of owner usage, this property has the potential to generate significant rental income. The spacious master bedroom boasts unparalleled views of the ocean, creating a peaceful and serene setting for relaxation. The property also includes a large heated pool, a tiki hut for shade, and a BBQ area for grilling up your catch of the day. Youll have everything you need for the ultimate beach vacation. This is your chance to own a piece of paradise in the coveted Key Colony Beach. Come see for yourself what makes this property special!

$524,999
Marathon
Royal Plum   - MM: 54.50
1 Bed, 1 Baths, 656 SqFt Days Listed: 173
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Discover paradise at 133 Coco Plum Drive, #35. This beautifully renovated vacation rental features a south-facing porch that overlooks the stunning turquoise waters of the Atlantic. Enjoy direct access to Coco Plum Beach, perfect for sunbathing, swimming, and long walks along the shore. A jogging and bike path is conveniently located just across the street, enhancing your outdoor experience. This unit is clean, fully furnished, and turn-key, with a modern open layout and a kitchen equipped with stainless steel appliances. Has impacted windows and doors with accordions over the impact windows for added safety and energy efficiency. One of the few condos that allow weekly rentals, it also offers on-site management as an option, making it an attractive investment. Relax at the refreshing pool after a day of kayaking or paddleboarding. The panoramic ocean views from your private terrace create a perfect backdrop for sunset gatherings with family and friends. This property embodies coastal living, ideal for both relaxation and adventure, making it a dream destination year-round. Imagine waking up each morning to the stunning sight of the sun rising over the horizon. As evening falls, the beachfront transforms into a picturesque setting for sunset watching. Coco Plum Beach is known for its soft sands and clear waters, offering a tranquil escape from the hustle and bustle of daily life. This oceanfront truly embodies the essence of coastal living, making it a dream destination for both relaxation and adventure. Whether youre looking for a personal retreat or an investment property, this condominium offers the best of both worlds in a prime location.

$525,000
Marathon
Puerta Del Sol   - MM: 50.50
3 Bed, 3 Baths, 1,040 SqFt Days Listed: 137
-5.41% ($30,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Concrete 3 bedroom, 2 bathroom home with a great back yard, fully fenced and pet friendly. Newer metal roof.

$535,000
Marathon
Coral Club   - MM: 50.00
2 Bed, 2 Baths, 938 SqFt Days Listed: 242
-2.73% ($15,000) 3 Price Changes : Last Change 1 Day Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock31ft.

Coral Club is located in the beautiful neighborhood of Sombrero Beach. This two bedroom two bathrooms waterfront condominium with open floor plan offers you the serenity the Florida Keys has to offer. A balcony over looking the water while you sip your morning cup of coffee watching the many species of fish in the canal. This condo has a bonus room perfect for an office space. Just steps away you have a storage room to store all your rods or beach essentials. Walking distance to Sombrero Beach. Grocery store is conveniently up the road. Ride you bike to the beach or grocery store, restaurants. The condominium recreational area has a heated pool, a clubhouse with a full kitchen, a half bath, and a tiki hut. Whether you are looking for a permanent residence, second home, or investment property, this one checks all the boxes. A must SEA!

$539,900
Marathon
Little Venice   - MM: 53.00
2 Bed, 2 Baths, 832 SqFt Days Listed: 39
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

What a lovely island escape! This updated and oh-so-charming Marathon bungalow is ideally located near everything that makes the Florida Keys magical--world-class diving and fishing, scenic kayak trails, pristine state parks, gorgeous beaches, and, of course, legendary tiki bars.Designed for easy living from Day 1, this solid concrete home features newer roof, windows, and AC units, plus a beautifully renovated kitchen and bath, a spa, and the convenience of onsite laundry. Fully furnished and completely turnkey, its an active vacation rental with glowing reviews--giving you the flexibility to enjoy it yourself or let it generate income effortlessly.Whether youre looking for a laid-back island retreat or a savvy investment, this low-maintenance property is ready to welcome you to island life!Buyer to verify all information.

$545,000
Key Colony
Casa Clara   - MM: 53.50
2 Bed, 2 Baths, 994 SqFt Days Listed: 105
-4.39% ($25,000) 1 Price Change : Last Change 1 Day Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage170ft.

Welcome to Casa Clara, where island living meets modern convenience. This inviting 2-bedroom, 2-bath condo features a refreshed kitchen and updated baths, offering a relaxed retreat with ocean views from living, primary bedroom and balcony. Unwind on Casa Claras private 600-foot white sandy beach, take a refreshing dip in the large heated swimming pool, or enjoy a friendly match on the private tennis, pickleball and shuffleboard courts. A 150-foot fishing pier invites you to unwind by the oceans edge. With a full-time onsite manager ensuring every need is met and 14-day rentals allowed, Casa Clara offers a worry-free escape thats perfect for both personal enjoyment and investment potential. Here in Key Colony Beach you can walk or bike the entire city to the Marina, Restaurants, Post Office, Sunset Park and More. You Deserve This!

$549,000
Marathon
Spanish Galleon   - MM: 50.00
2 Bed, 2 Baths, 1,096 SqFt Days Listed: 82
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock,Boat

Curated for those with a desire for a front row seat of Boot Key Harbor, Spanish Galleon awaits. Waterfront two bedroom, two bathroom corner condo with nearly 1,100 square feet and assignable dockage for a 30 foot vessel. With no stairs to climb, first level location offers effortless access, making it ideal for all ages. Be greeted by views of Boot Key Harbor from the wall of sliding glass doors upon entry. The updated kitchen boasts granite countertops, plenty of cabinet storage, updated appliances, and even a stackable washer-dryer. Recently replaced AC provides peace of mind. As a corner unit, enjoy additional windows that fill the space with natural light, and an enclosed porch making this one of the larger units in the complex. Wake up to breathtaking Boot Key Harbor views from the master bedroom and enjoy the same stunning vistas from the living area and kitchen. First come first serve dockage is assignable at only $300 per year (30 foot boat maximum). Conveying fully furnished, just bring your bathing suit to lounge in the on-site pool. With this location on desirable Sombrero Boulevard, venture to the 9 hole golf course at Florida Keys Country Club, or to grocery stores, restaurants, and other conveniences minutes away. Both the state and city required Building Recertification and Structural Integrity Reserve Study are completed. Fully funded reserves ensure long-term upkeep, reflecting the communitys proactive management and excellent maintenance. Whether youre looking for a full-time residence, or a vacation getaway, this Spanish Galleon corner condo is an ideal choice. 28 day minimum rentals allowed once per 6 months. 1 pet allowed per unit.

$550,000
Marathon
Ocean Isles Fishing   - MM: 52.50
1 Bed, 1 Baths, 850 SqFt Days Listed: 22
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges,Boat

Breathtaking townhouse, 1 BR 2 Bath on 7-acre waterfront complex located oceanside in Marathon, Fl. This retreat is designed to accommodate 4 people and is steps away from open ocean views, where you can fish off the docks, lounge under one of the many Tiki huts, or cool off in the swimming pool that overlooks the Atlantic. The clubhouse is equipped with a ice machine along with convenient grilling stations to cook your fresh catch. The vacation rental market in Marathon provides flexibility for those interested in generating additional income and allows for seven day rentals. This unit is set up for rentals with the City of Marathon and has a fantastic rental history available for review. Ocean Isles has easy access to the water with a private boat ramp for owners, allowing you to conveniently take your vessel in and out of the water. With protected boating access for owners at the Marina, featuring a new seawall, bulkhead, and docks, youll have smooth sailing for all your water excursions. The central location of Ocean Isles in Marathon makes it the perfect home base for exploring all the Florida Keys. This townhouse has a Washer and Dryer hookup ready to go or there is a laundry facility available on the property.

$550,000
Marathon
Keys Rv/mobile Home Condomini   - MM: 50.50
2 Bed, 2 Baths, 480 SqFt Days Listed: 38
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 30ft.

Incredible opportunity to own a piece of paradise! This waterfront 2 bedroom 1 full bathroom is move in ready. Spacious kitchen with plenty of storage, open floor plan perfect for entertaining. Under house parking and plenty of room for kayaks, grilling, complete with a dock. Wonderful community with community boat ramp, several laundry rooms, oceanside picnic areas, club house, and pet friendly! Oceanfront pavilion where you can enjoy the ocean breeze or watch a sunrise! Perfect for a home away from home or year round living. Enjoy fishing, boating, kayaking, right in your back yard or a take a quick boat ride to the ocean! Newer a/c (2022), impact windows & door.

$559,000
Key Colony
Cay Condo   - MM: 53.50
2 Bed, 2 Baths, 1,234 SqFt Days Listed: 144
Condo - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: None

Welcome to the Cay Condos. This spacious condo offers two bedrooms, two full bathrooms, kitchen that is open to the open living and dining areas. Best of all enjoy the ease of access with the ground level location and walk directly out to the manicured grounds just steps from sandy beach or the swimming pool and the unit windows have been updating making it rental ready for when you are not using it. The Cay offers lush tropical grounds, over 250 of sandy oceanfront beach, heated swimming pool, common room, off street parking and walking distance to all that Key Colony Beach has to offer. Call today to see this well appointed condo on the friendliest walking community island in the Keys.

$564,900
Marathon
Harbor House   - MM: 50.00
2 Bed, 2 Baths, 969 SqFt Days Listed: 40
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Boat S

Nothing compares if youre looking for that special open waterfront home or investment, look no further than this fabulous Harbour House condo. Milestone completed and no upcoming assessments! This is a two bedroom, two bath unit overlooking the coveted Boot Key Harbor. Enjoy your morning coffee or an evening cocktail watching amazing sunsets from your patio. Just steps away from the back door is your 30 boat slip. Complex amenities include a heated pool that overlooks the harbor with a grilling area, clubhouse, private community boat ramp, kayak storage, two laundry facilities, bike area, individual storage units and an elevator. Boating enthusiasts will love the deep water access and quick Ocean/Gulf access through the 7 Mile bridge. Enjoy the open waters and explore the beautiful surroundings of the Florida Keys. Take in a round of golf just across the street at the Sombrero Country Club. Turnkey for investors: this unit is being sold furnished. What the other Condos are missing, you will most likely find here! Rentals allowed with a 28 day minimum and pet friendly. With its prime location, and fantastic water views, this is the perfect place to call home or your vacation getaway in the Florida Keys.

$569,000
Marathon
Lady Alexander   - MM: 49.50
2 Bed, 2 Baths, 1,023 SqFt Days Listed: 107
-7.85% ($48,500) 1 Price Change : Last Change 42 Days Ago
Condo - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,First

TOP FLOOR, END UNIT, OCEAN VIEWS HUGE PRICE REDUCTION!! Artist condo with gorgeous views from living, dining, kitchen, master and guest bedroom! FANTASTIC LOCATION, tucked away at the quiet end of the complex, away from the pool with quick OCEAN and GULF access and multiple marinas near by for fueling up for a day of boating. If you are into cruising, dine by boat at one of the many bars and restaurants just a short ride from the condo or walk to waterfront dining just a few blocks down at Dockside. The beautiful Sombrero Country Club is across the street for those that like to take in a round of golf. There is a nice bike path in front of the condo that goes around the golf course and straight down to Sombrero Beach for those into biking and walking. Grocery shopping is just a few minutes up the road. The complex is well maintained and managed with heated pool, outdoor entertaining area, storage unit, kayak and bike station. No need to shutter up every time you head home, the condo has high impact windows and sliders. Enjoy a glass of wine on your screened in patio and watch the sailboats drift by. The condo board is exceptional and in good shape. Low condo dues include water, exterminating, exterior insurance and common area maintenance. Currently 1 boat slip available for an incoming buyer (fee is $370.00 a year) Easy to show to qualified buyers. Building just painted!

$574,000
Marathon
Reimanns Subdivision   - MM: 51.00
4 Bed, 4 Baths, 1,575 SqFt Days Listed: 137
-11.56% ($75,000) 3 Price Changes : Last Change 16 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Seller will consider all offers! Dont miss this opportunity with a variety of potential uses. Currently, this duplex has two units, the seller would retain one of the building to convert the property to a single-family home. 4 bedrooms and 3 bathrooms. This would make a great vacation rental or employee housing with lots of room for parking and boat trailer storage. Currently the property is used as a duplex and offered for sale MLS #611845 as-is. To convert the property to single family, contact the city of Marathon for details. There is an area that would make a great hallway joining the units inside which is shown on the floor plan.

$579,500
Marathon
Bonefish Towers   - MM: 54.50
1 Bed, 1 Baths, 797 SqFt Days Listed: 52
-7.28% ($45,500) 1 Price Change : Last Change 6 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Welcome to the tallest building in the Florida Keys. This 6th floor unit provides stunning open water views, a large bedroom with a bathroom, two large walk in closets, and ample natural light. This complex has something for everyone. Tennis, pickleball, swimming, saunas, a gym, billiards, onsite management, fishing and ample parking. Dont miss your opportunity to call this stunning unit home.

$584,000
Key Colony
Key Colony Beach   - MM: 53.50
2 Bed, 2 Baths, 1,197 SqFt Days Listed: 908
Condo - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: None

$590,000
Marathon
Little Venice   - MM: 53.00
3 Bed, 3 Baths, 1,098 SqFt Days Listed: 75
-3.12% ($19,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Located on a desirable CORNER LOT in Little Venice, Marathon, this beautifully updated 3-bedroom, 1-bathroom home is an excellent opportunity for a local family in the Middle Keys or anyone seeking a second home or investment property in the Florida Keys.The home has been extensively renovated, with all spalling work completed, offering peace of mind for years to come. A new asphalt shingle roof was installed in 2020, and a fully permitted 240 sq ft addition for a new bedroom and new HVAC split units ensure comfort all year long. The corner lot provides ample parking space and additional storage.Inside, the home has been freshly painted and features a combination of tile and vinyl flooring, offering a clean, modern feel. Windows have been recently upgraded, paired with accordion shutters, the home is filled with natural light, creating a bright, welcoming atmosphere throughout. This home is truly turn key, ready for its next owner!

$590,000
Marathon
S Marathon Shores   - MM: 52.50
3 Bed, 3 Baths, 1,075 SqFt Days Listed: 27
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Nestled in a desirable neighborhood, this charming 3BD/2BA ground-level concrete home offers comfort. The open-concept floor plan is ideal for both relaxing and entertaining, featuring an updated kitchen with stainless steel appliances, a newer water heater, new mini split a/c units and newer roof.Step outside to your spacious fenced-in backyard, offering plenty of room for a pool. A large storage shed provides extra space for all your gear. Enjoy an ocean view from the street!Conveniently located close to great restaurants and shopping, this home is a rare find.

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 03-31-2025.
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