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Middle Keys Condos for Sale - Condominiums, Florida Keys Real Estate

Total Listings 132
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$497,000
Marathon
Ocean Isles Fishing   - MM: 52.50
1 Bed, 1 Baths, 850 SqFt Days Listed: 26
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock,Boat

Discover peaceful coastal living with this thoughtfully designed 1-bedroom, 2-bathroom townhouse nestled in picturesque Marathon, Florida inside the gated community of Ocean Isles. Fully furnished and newly constructed offering 850 square feet of comfortable, single-level living space, this property presents an ideal opportunity for those seeking a serene retirement, relaxing seasonal home, or income generating potential.Step inside to find modern interiors ready to become your personal sanctuary. The primary bedroom promises restful nights accompanied by gentle ocean waves. Both bathrooms feature contemporary fixtures and beautiful finishes, perfect for those prioritizing comfort, security, and simplicity.The propertys greatest assets are its oceanfront location, private boat docks, tiki huts, and vibrant community. Enjoy direct water access for your vessel, making spontaneous boating adventures a daily possibility. The communitys spectacular pool--the finest in the Keys--requires no maintenance on your part. The well-maintained recreation center, accessible oceanfront tiki huts, and convenient outdoor grills create perfect settings for entertaining visiting family or meeting new friends in the community.Whether youre looking to establish permanent roots or seeking a seasonal retreat, this property offers the ideal balance of independence and community living. The steady vacation rental market in Marathon also provides flexibility for those interested in generating additional income when not in residence.Located in a peaceful neighborhood within Marathon, youll find yourself surrounded by like-minded neighbors who appreciate the areas tranquil atmosphere. Gentle walks along nearby Sombrero Beach, convenient access to medical facilities, and proximity to local shops and restaurants make daily living both enjoyable and practical.Welcome home to your piece of paradise in Marathon--where relaxed coastal living meets comfort and convenience.

$499,000
Marathon
Townhomes Of Sisters Creek   - MM: 48.50
3 Bed, 3 Baths, 1,512 SqFt Days Listed: 61
Townhouse - Active - Waterfront No
Side of Island: Ocean - Dockage: None

This spacious, detached pool-side townhome offers the perfect blend of comfort, convenience and coastal living within the secure confines of a gated, pet-friendly community. Covered parking leads to the ground-level foyer with ample storage space, transitioning to the elevated main living areas youll find a private balcony with pool views, laundry area, a convenient half bath and a versatile dining room. Nestled upstairs are the airy bedrooms, and access to the 2nd private balcony. Enjoy low-maintenance living in this well-kept community with affordable HOA fees of just $312/mo. With no transient rentals, its perfect for a full-time home, vacation retreat, or high-demand annual rental. And water access is just around the corner, with nearby public boat ramps and beautiful Sombrero Beach!

$499,000
Marathon
Ocean Isles Fishing   - MM: 52.50
1 Bed, 1 Baths, 850 SqFt Days Listed: 112
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock,Boat

Discover the ultimate Florida Keys lifestyle in this 1-bedroom, 1.5-bathroom condo, located in the highly sought-after Ocean Isles Fishing Village. Set on seven acres of beautifully maintained, serene oceanfront grounds, this complex combines modern amenities with an unbeatable location right in the heart of the Keys.This concrete block construction condo offers a spacious two-story layout, ideal for a personal retreat or an income-generating property, with the flexibility of seven-day rentals.Ocean Isles provides a wealth of amenities, including a large oceanfront pool, a clubhouse, tiki huts, and fish cleaning stations for the avid angler. Boating enthusiasts will love the private boat ramp and first-come, deep-water dockage, offering easy access to the ocean. The newly updated marina features a seawall, bulkhead, and docks, ensuring smooth, protected boating for all your aquatic adventures.The central Marathon location makes this condo the perfect home base for exploring the Florida Keys, with world-class fishing, diving, and dining right at your fingertips.This is a rare opportunity to own a slice of paradise in one of the Keys most desirable communities. Schedule your private showing today!

$499,000
Marathon
Lady Alexander   - MM: 49.50
2 Bed, 2 Baths, 1,023 SqFt Days Listed: 144
-11.68% ($66,000) 2 Price Changes : Last Change 27 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,First

LOWEST PRICED OPEN WATER VIEW 2 BEDROOM 2 BATH CONDO. MAKE AN OFFER on this dynamic waterfront condo in Lady Alexander located across from the Sombrero Golf Course overlooking beautiful Boot Key Harbor. Freshly painted and lovingly cared for this complex has stunning open water views, dockage with quick Ocean and Gulf access, a fantastic pool deck with covered entertaining area and heated pool. If boating is not your thing the complex has kayak and paddleboard storage with easy launch from the dock to explore all the wildlife in the area. If you love to walk or bike there is a bike bath in front of the complex that goes around the golf course and down to Sombrero Beach. Just a quick distance to grocery shopping and restaurants and a short walk to cocktails and live music. This unit is located on the second floor and the complex has an elevator for hauling groceries or for those with mobility issues. Beautiful water views from the screened in patio, living room, kitchen and master bedroom. Mandatory engineer inspections completed over two years ago & logged in with the City! This is a great complex for those looking to be a part of a wonderful and enthusiastic fishing community. Low condo fees cover water, sewer, exterminating, building insurance and common area maintenance.

$499,950
Marathon
Spanish Galleon   - MM: 50.00
2 Bed, 2 Baths, 1,056 SqFt Days Listed: 154
-9.10% ($50,049) 3 Price Changes : Last Change 1 Day 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: 84
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: 174
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.

$535,000
Marathon
Coral Club   - MM: 50.00
2 Bed, 2 Baths, 938 SqFt Days Listed: 243
-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!

$545,000
Key Colony
Casa Clara   - MM: 53.50
2 Bed, 2 Baths, 994 SqFt Days Listed: 106
-4.39% ($25,000) 1 Price Change : Last Change 2 Days 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: 83
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: 23
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.

$559,000
Key Colony
Cay Condo   - MM: 53.50
2 Bed, 2 Baths, 1,234 SqFt Days Listed: 145
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: 41
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: 108
-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!

$579,500
Marathon
Bonefish Towers   - MM: 54.50
1 Bed, 1 Baths, 797 SqFt Days Listed: 53
-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: 909
Condo - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: None

$585,000
Key Colony
Casa Clara   - MM: 53.50
2 Bed, 2 Baths, 994 SqFt Days Listed: 148
-7.13% ($44,900) 4 Price Changes : Last Change 1 Day Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Top floor condo with unobstructed ocean views in the Key Colony Beach Casa Clara community. Just off the generous parking area is a convenient elevator access to all levels or take a stroll through the lush atrium courtyard for the stairs. Inside this 3rd floor unit the neutral living spaces flow into both the kitchen and private balcony. The kitchen offers ample counter space plus a large pantry housing the much desired in-unit washer and dryer. This piece of paradise will feel nice and quiet with the impact windows and doors. You will truly feel the luxury with the priceless amenities like oceanfront pool, sandy beach, fishing pier, tennis court, shuffleboard court, and a community room with a kitchen. Come live the luxury life or use as an income producing vacation getaway.

$595,000
Marathon
Ocean Isles Fishing   - MM: 52.50
1 Bed, 1 Baths, 850 SqFt Days Listed: 244
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

Invest in Paradise: Oceanfront Luxury CondoDiscover the ultimate blend of resort-style living and lucrative investment opportunity with this exquisite, newly rebuilt, fully furnished, oceanfront condo. Nestled within the exclusive Ocean Isles Fishing Village, this stunning two-story townhouse offers 850 square feet of pure coastal elegance.Imagine waking up, grabbing your coffee and heading down to the marina or pool for breathtaking panoramic ocean views! This concrete block masterpiece boasts a meticulously designed interior featuring a gourmet kitchen, spacious living area, and two luxurious bathrooms. The master suite is your personal oasis, complete with a private ensuite.Beyond your private retreat lies a world of endless possibilities. Soak up the sun by the enormous pool, where ocean breezes and stunning vistas create the perfect backdrop for relaxation. For boating enthusiasts, the private boat ramp and dockage (for owners only!) offers direct access to the open water.As an investor, this property is a dream come true. Heavily rented now and with lots of futire bookings!! The Florida Keys thriving tourism industry ensures high demand for seven-day rentals, promising exceptional returns. Experience the unparalleled joy of owning a piece of paradise while generating substantial income.As a full- time, or part-time resident, this is your dream chance for affordable Keys living~Dont miss this golden opportunity to own a slice of island life. The tranquility and serenity are second to none! Ocean Isles is a much sought after island retreat. Come check out this secure and gated community and fulfill your dream of owning your own slice of paradise!! Contact me today to schedule a private tour.

$599,000
Marathon
Tranquility Bay   - MM: 48.50
2 Bed, 2 Baths, 850 SqFt Days Listed: 32
Townhouse - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Tranquility Bay Beach House Resort. Great investment opportunity with nightly rental capability. Lovely 2 bedroom beach house located in a lush resort area. White Sandy Beach surrounds the beautifully landscaped grounds, one of the two tropical pools, Jack Nicklaus putting green. Have the option of casual ocean side bar on the beach or fine dining in the resort restaurant. Enjoy the expansive beach or simply relax at one of the largest family pools in the Keys right outside of your back door. Dont forget about the tiki bar located ocean side where you will be able to unwind and watch some of the most amazing sunsets in the world. Current rental income available by request.

$599,000
Key Colony
Casa Clara   - MM: 53.50
2 Bed, 2 Baths, 994 SqFt Days Listed: 182
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Start your day with a coffee or unwind with an evening cocktail while taking in stunning views of the Atlantic Ocean from this beautifully updated 2-bedroom, 2-bath condo on the top floor of Casa Clara. This turn-key unit is fully furnished and move-in ready, allowing you to dive right into paradise! The kitchen has been newly renovated and features quartz countertops, stainless steel appliances, a composite sink with a hands-free faucet, modern cabinets with soft-close doors, and a custom-built pantry. Youll also find an in-unit stackable washer and dryer, along with new waterproof Pergo wood flooring in both bedrooms.Casa Clara is nestled directly on the Atlantic Ocean in Key Colony Beach, known as the Gem of the Florida Keys. This beachfront community boasts exceptional amenities, including over 500 feet of private white sand beach with ocean access, an oceanfront lap pool, shuffleboard and tennis courts, a fishing pier with a cleaning station, a community game room, and elevator access. Embrace the small island vibe of Key Colony Beach with convenient walking and biking access to nearby restaurants, shops, parks, charter boats, and a par-3 golf course. Dont miss out on this slice of paradise--schedule a showing today! 14-day Rentals Allowed!

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 04-01-2025.
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