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

Condominiums for sale in the Middle Keys can be found in popular areas including Marathon, Grassy Key, Coco Plum, and Long Key.  The Middle Keys real estate market is located in an area where great eateries, shopping areas, and sport fishing can be found, and purchasing a Middle Keys condo for sale is a great way to be in the heart of it all.  Browse the Florida Keys MLS to see all listings of apartments for sale in the Middle Keys.

Total Listings 134
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$359,900
Marathon
Key Harbor   - MM: 49.50
1 Bed, 1 Baths, 547 SqFt Days Listed: 29
Condo - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,None

Welcome to this charming 1-bedroom, 1-bath waterfront condo at the popular Skip Jacks Resort in the Florida Keys, where you can experience the beauty of island living at an attractive price. With the owner offering seller financing for qualified buyers, this is an excellent opportunity to make the Florida Keys your home or getaway. A $50,000 down payment at 5.5% interest, with a 30-year amortization and a 3 or 5-year balloon, makes this the perfect opportunity to get into the Keys. With the proper licensing, it can be rented nightly, weekly, or monthly as an attractive vacation rental. Low HOA Fee of $618+/- a month (collected quarterly). Skip Jacks Resort & Marina offers fantastic amenities, making it a true gem in the heart of the Keys. Enjoy resort-style living with a sparkling pool, tiki bar, tennis courts, and sand volleyball courts. The Blu-Bistro restaurant serves up delicious meals, and the game room/gym is perfect for keeping active. Live music and poolside events ensure theres always something exciting happening. For boating enthusiasts, Skip Jacks offers a convenient on-site boat launch, and with the condos canal-front location, you can easily enjoy a day out on the water. The property allows for flexible rental options, including nightly, weekly, or monthly rentals with the proper licensing. This presents an excellent opportunity to establish a vacation rental and start generating income.The community also offers easy access to Sombrero Beach, as well as a variety of local restaurants, grocery stores, and a post office--all within walking distance. Whether youre looking for a vacation home, investment property, or a slice of paradise in the Florida Keys, this condo at Skip Jacks Resort is the perfect place to start your next chapter. Additional photos coming soon. B&BATVAI

$364,000
Marathon
Key Harbor   - MM: 49.50
1 Bed, 1 Baths, 547 SqFt Days Listed: 64
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,None

Welcome to Skip Jack condominiums. This 1 bedroom, 1 full bath unit is offered furnished so all you need to do is bring your toothbrush and enjoy all that the Florida Keys has to offer. The unit has been recently updated with plank tile flooring throughout, but the best part is the water views and resort amenities with the availability to rent the unit nightly or weekly, with proper licensing, when you arent enjoying it yourself. Amenities include: resort sized pool, tennis court, volleyball court, boat ramp, on-site restaurant and walking distance to additional bars/restaurants and shopping. Call today for more information and to schedule a private viewing.

$375,000
Marathon
Marathon Country C W   - MM: 49.50
1 Bed, 1 Baths, 687 SqFt Days Listed: 104
-4.82% ($19,000) 1 Price Change : Last Change 41 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock150ft

Beautiful and newly renovated 2nd floor, open concept, waterfront condo with amazing canal views. Building has undergone concrete repairs and new paint. No assessments! Interior features brand new hot water heater, ss refrigerator, ss stove, ss microwave and sink. Freshly painted throughout and updated with quartz countertops. Located in the heart of the Florida Keys. Walking distance to the golf course, shopping centers, banks and an easy bike ride to Sombrero Beach. Large heated and cooled swimming pool with community room, and clean laundry facilities. Watch the manatees and boats go by while relaxing on your balcony. Great affordable primary residence or 2nd/vacation home with low HOA fees. Rentals allowed for 30 day minimum up to 3 rentals per year. Eight dock slips on a first come first served basis. Each docking space is limited to a watercraft of 25 or less as recorded on the boats registration form. One (1) small pet weighing under twenty pounds is permitted per unit. ONE (1) parking space is allocated for each unit. An extra vehicle may be parked on a space-available basis, provided they do not occupy space required for a one vehicle owner, otherwise a second vehicle must be parked behind the owners first vehicle.

$385,000
Marathon
Sea View Condo   - MM: 55.00
1 Bed, 1 Baths, 754 SqFt Days Listed: 238
-3.51% ($14,000) 1 Price Change : Last Change 74 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock,Boat

LOWEST PRICED OCEAN FRONT CONDO ON THE MARKET! MONTHLY DUES ONLY $647 A MONTH! Hidden Oceanfront Gem located on a quiet residential street in the heart of Marathon. Seaview Condominium is a 2 story complex located on the Atlantic Ocean. Boaters and die hard fisherman will delight in the location. No more wasting time and fuel getting out to the Ocean, youre already there! This condo is serious about their dockage and they are getting ready to replace and add more slips to their seawall. This unit has been tastefully updated with beautiful tile flooring throughout, SS appliances and full tile backsplash in the kitchen. A convenient stackable washer & dryer and updated bathroom with pebble stone flooring and tiled shower walls. The complex is pet friendly and has plenty of parking. Lowest priced unit in the complex and private end unit makes this property a fantastic deal. Call for your showing appointment.

$386,000
Marathon
Royal Plum   - MM: 54.50
1 Bed, 1 Baths, 656 SqFt Days Listed: 144
-2.03% ($8,000) 1 Price Change : Last Change 3 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Welcome to Royal Plum Condo Unit 22. This 1 bedroom 1 bath unit is spacious and being an end unit is flooded with natural light. Located on Coco Plum Dr you are right next to Marathon without all the hustle of traffic, only steps from expansive sandy beach, resort sized swimming pool and private tennis court and pickle ball. Whether you are looking for a full time home or just an escape this is perfect because when youre not there you can rent it on a weekly basis. Call today for more information and schedule a private tour of the unit and grounds.

$399,000
Duck Key
Marina Apts   - MM: 61.00
1 Bed, 1 Baths, 510 SqFt Days Listed: 7
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp

Dont miss your opportunity to own this beautifully renovated 1-bedroom, 1-bathroom condo nestled on Duck Key, Immerse yourself in the tranquil beauty of the surroundings from this ground floor unit. Imagine starting your day with a breathtaking sunrise over the Atlantic, then stepping out your door to embark on a fishing trip or rent jet skis or kayaks for an exhilarating adventure on the water. Whether youre seeking a second home, rental investment, or full-time residence, this property caters to your every need. Completely remodeled in 2023, every aspect of this condo exudes modern elegance and comfort. From the freshly painted walls , new wiring, new floors, new bathroom, and A/Cs to the brand-new smart TV, no detail has been overlooked. The kitchen has been remodeled with new stainless steel appliances, while the bathroom shines with contemporary fixtures and finishes. Step outside and indulge in the array of amenities Duck Key has to offer. From the nearby Sole Water Sport with kayak and boat rentals, and Anglers Ale House offering delicious food and spirits. Duck Key Club is featuring a pool, clubhouse, tennis courts. So many attractions close by in Marathon and the famous Dolphin Research center. Everything you desire is within reach and every day becomes a spectacle of natural beauty. Whether youre seeking a weekend getaway or a permanent retreat, this condo presents a perfect opportunity to own a slice of paradise on Duck Key. Dont miss your chance to experience the ultimate in easy, affordable waterfront Florida Keys living.

$399,000
Marathon
Bonefish Towers   - MM: 54.50
Bed, Baths, 513 SqFt Days Listed: 291
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Concrete

6th floor unit in the one and only high rise in all of Florida Keys surrounded by magnificent panoramic views of the Ocean and Bay from every window - Bonefish Towers. Spectacular views of the Ocean and Bay right from your private balcony watching beautiful sunsets over the Bay and view of Key Colony Beach and Bonefish Towers Marina and fishing pier while watching boats go by right from your living room and balcony, Meticulously maintained and tastefully updated newer bathroom and floors throughout, tankless water heater which allows for an extra closet space, undersink instahot for a nice cup of tea or coffee in the morning, walk in closet, new A/C unit 2023, newer high grade hurricane proof PGT wall to ceiling sliders, custom murphy bed which allows for a deep 9 queen size mattress with a 3 memory foam topper, flat screen TV mount for a 75 TV, double sinks vanity in the bathroom. Easy living with luxurious amenities and plenty of parking for owners and guests. Amenities include, tennis court also lined for pickleball, heated pool with pool house and sauna and tiki hut, shuffle board, corn hole, fishing pier with fish cleaning tables, BBQ grills and outdoor gathering space with tables and chairs, brand new exercise room, rec room with pool table and big screen TV, beach area and tiki hut. Security and manager on duty. Low HOA - $570 monthly includes insurance, cable, internet, outside building maintenance, parking, water.

$399,000
Marathon
Stirrup Key Condo   - MM: 52.50
2 Bed, 2 Baths, 1,176 SqFt Days Listed: 165
Condo - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Discover your next home in this charming 2 bedroom, 1.5 bathroom condo that is located in a serene community that offers plenty of green space for outdoor enjoyment. With ample room for parking directly under the unit, convenience is at your doorstep. A community boat ramp is nearby if you would like to take full advantage of the adventures the beautiful Florida Keys has to offer!! This pet friendly property is perfect for those who love the outdoors. This property does have a hurricane impact door and windows.

$399,000
Marathon
Royal Plum   - MM: 54.50
1 Bed, 1 Baths, 655 SqFt Days Listed: 113
-9.11% ($40,000) 1 Price Change : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Come set your toes in the sand at the Royal Plum Club! This 1 bedroom & 1 bath condo offers partial views of the Atlantic Ocean & complex resort size pool from patio while sipping your morning coffee! Beach, tennis court, pool, and tiki hut are all just 25 steps away from front door. Unit has hurricane rated windows & doors. Complex offers on site management for weekly rentals if you wish to earn cashflow, and have it pay for itself! All exterior maintenance is included for a truly hands-free paradise setting! Must sea setting for your wintertime retreat, full time living, or just your next weekend escape in the fabulous Florida Keys!

$400,000
Marathon
Stirrup Key Condo   - MM: 52.50
2 Bed, 2 Baths, 1,176 SqFt Days Listed: 57
Townhouse - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Enjoy peace of mind with this 2 bedroom, 1 1/2 bathroom townhome in Marathon, Florida. This unit features new Impact-Resistant windows and door, new flooring, an updated kitchen, walk-in closets and covered parking. The inviting main level boasts an open floor plan living area with dining, kitchen, a half bath and balconies. Upstairs are two spacious bedrooms with a full bathroom and generous closets ideal for the family. Privately nestled in a tropical area protected by lush vegetation, residents can enjoy calming views of the mangrove forest from the observatory deck. Parking is conveniently situated below the condo building. Privately owned storage units are allowed. Quiet, pet-friendly community conveniently located close to all that the heart of the Florida Keys has to offer. Call today for more information and to schedule a private viewing.

$408,888
Key Colony
Sea Isle Condominium   - MM: 53.50
2 Bed, 2 Baths, 990 SqFt Days Listed: 106
-5.98% ($26,000) 1 Price Change : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Paradise found in Key Colony Beach with weekly rentals allowed! Discover oceanfront bliss at the highly sought-after Sea Isle Condominiums, offering an unparalleled Florida Keys lifestyle with amenities galore. Stroll along the private white sand beach, dip into the pool, or unwind amid lush, meticulously maintained grounds featuring a tiki hut and serene grassy spaces. This third-floor turnkey condo boasts two bedrooms, two bathrooms, and nearly 1,000 square feet of thoughtfully designed living space. Wake up to breathtaking ocean views from the primary bedrooms private balcony or catch a glimpse of the sea through the guest bedroom window. The beautifully updated kitchen is a chefs delight with granite countertops, wood cabinetry, and newer appliances, offering both style and functionality. The open-concept living and dining area make entertaining a breeze, while the recently installed 2021 AC and water heater provide peace of mind. This condo already has $20,000 in rental bookings for 2025, professionally managed by the associations on-site rental team, ensuring a seamless return on investment. Beyond Sea Isles impressive amenities, immerse yourself in the vibrant lifestyle of Key Colony Beach. Within walking distance, enjoy tennis and pickleball courts, a 9-hole par-3 golf course, two childrens playgrounds, a dog park, marinas, and an array of restaurants and bars. Dont miss the iconic Sunset Park, where stunning views and community events await. Quarterly condo fee is $2,550, excluding building insurances. Conveying fully furnished with rentals in place. Whether youre seeking a serene getaway, an investment property, or both, this is your chance to own a slice of paradise in the Florida Keys!

$419,000
Key Colony
Sea Isle Condominium   - MM: 53.50
2 Bed, 2 Baths, 990 SqFt Days Listed: 145
-6.68% ($30,000) 1 Price Change : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

ALL STATE REQUIRED INSPECTIONS HAVE BEEN COMPLETED AND PASSED WITH FLYING COLORS! Key Colony Beach is a special place. Its even more special in this 2 bed/2 bath roomy unit in the OCEANFRONT complex of Sea Isle Condominium. Choose between relaxing on the Sandy beach just steps from your door, right on the Atlantic Ocean, or take a dip in the pool! Grill out ever night under the tiki Bar or sunbathe on the ocean front lawn! All this and the gorgeous well manicured landscaping make this 990 square foot unit, with an ocean view from your balcony, your very own tropical getaway. Unit is turnkey with recent upgrades replacing the original bathrooms, new tile flooring throughout, along with doors and trim. Key Colony Beach boasts a golf course, pickleball and tennis courts, playgrounds, Sunset Park, and restaurants all within easy walking distance. Sea Isle permits 7 day rentals and this unit has repeat rentals in place with a 5 star rental rating on VRBO. Sellers have a covered, high and dry boat rack also available for purchase for you boaters out there. Quarterly maintenance fee, currently $2,550, does not include building wind insurance.

$420,000
Marathon
Ocean Isles Fishing   - MM: 52.50
Bed, Baths, 386 SqFt Days Listed: 55
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Boat R

Ocean Isles Fishing Village is a seven-acre gated oceanfront complex. New construction with modern amenities in the heart of the Florida Keys. Conveniently located near local restaurants, shopping, attractions, airport. Great for boating enthusiasts, Easy water access with private boat ramp, newly updated marina, fish cleaning stations, assigned boat slips for owners, new seawall, bulkhead, docks, Olympic-sized waterfront pool, air-conditioned clubhouse, ice machine, tiki huts, outdoor grilling area, laundry facilities, stunning views!This studio unit is immaculate and has its own washer and dryer. Ground level parking. Priced to sell. Own your very own piece of paradise! Rentals allowed. Pets with restrictions.

$424,900
Marathon
Key Harbor   - MM: 49.50
1 Bed, 1 Baths, 547 SqFt Days Listed: 73
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp,None

SELLER FINANCING opportunity to qualified buyers. SKIP JACKS in Marathon offers this top floor 1 bedroom, 1bath waterfront condo with the seller offering very attractive owner financing terms at 4.8% interest, 20 yr amort, 5 year balloon with a minimum down payment of $50,000. Take advantage of this opportunity. Overlooking the canal - its the perfect spot to watch the sunset and see the night lights in Boot Key Harbor while enjoying a cool breeze. Whether youre looking for a Florida Keys get-away or investment, this condo has it all. Rent nightly, weekly or monthly with proper licensing. Offers an excellent opportunity to establish as a vacation rental.Skip Jacks Resort & Marina boasts fantastic amenities, including a resort style pool, tiki bar, tennis & sand volleyball, Blu Bistro Restaurant, game room/gym, live music & poolside events. Enjoy these amenities without leaving the property. Need parking for your trailer or RV? Theyve got that covered too! Plus, a convenient on-site boat launch. Sombrero Beach is nearby along with a variety of restaurants, grocery stores, and a post office all within walking distance. LOW HOA Fee of $618+/- month (collected quarterly). Dont miss out on this opportunity. Call today. B&BATVAI

$429,000
Marathon
Harbor Club South   - MM: 50.00
2 Bed, 2 Baths, 1,259 SqFt Days Listed: 29
-13.86% ($69,000) 1 Price Change : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 25ft.

Welcome to your slice of paradise in the heart of the Florida Keys! This 2-bedroom, 1.5-bath townhouse condo is perfectly situated on a deep-water canal, offering convenient access to the open ocean. With dockage available for your 25-foot boat, youll be just minutes from world-class fishing, snorkeling, diving, and boating adventures. Located near Sombrero Beach, Marathon High School, and local shopping, this home offers both convenience and coastal charm. The bright and airy interior features an open-concept living space, a well-equipped kitchen, and a private screened in patio overlooking the water. Upstairs, the spacious bedrooms provide a comfortable retreat after a day of island living. This well-maintained community is financially sound with strong reserves, ensuring peace of mind for homeowners. Whether youre looking for a full-time residence, or vacation getaway, this waterfront condo is an incredible opportunity to own a piece of the Florida Keys lifestyle.

$439,000
Marathon
Coco Plum Terraces   - MM: 54.50
1 Bed, 1 Baths, 664 SqFt Days Listed: 102
-6.40% ($30,000) 3 Price Changes : Last Change 24 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Other Dock

Welcome to your slice of paradise! This beautifully updated one-bedroom, one-bath condominium offers the ultimate waterfront living experience. Located on a serene 200-foot-wide canal with a 6-foot control depth, its the perfect haven for boating enthusiasts. With assigned boat slips for $500 per year and a community boat ramp steps away, youll have direct access to the water, accommodating boats up to 50 feet in length.Designed for coastal comfort and style, this unit features modern finishes throughout, ensuring a sophisticated and contemporary feel. Whether youre looking for a weekend retreat or an income-generating vacation rental, this property brings in revenue from short-term stays with only a 7 night minimum. Relax and unwind at the heated and chilled pool, or enjoy the tiki hut and boat trailer parking, designed to make your life easier and more enjoyable. With Coco Plum Beach less than 1 mile walk away, stunning views and a private, serene atmosphere, this condominium offers an exceptional lifestyle for both personal enjoyment and investment opportunity.Dont miss out on this rare opportunity to own a piece of luxury waterfront living!

$440,000
Marathon
Island Club   - MM: 50.00
2 Bed, 2 Baths, 1,001 SqFt Days Listed: 259
-11.82% ($59,000) 3 Price Changes : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock28ft.

Welcome to your piece of Keys Paradise! This spacious 2nd-floor condo features 2 bedrooms and 2 bathrooms, offering canal views and a serene living experience. The newly painted and unfurnished open kitchen, dining, and living area provide a blank canvas for your imagination to run wild with your own taste and decor ideas. The large master bedroom includes an en suite bathroom and overlooks the canal, providing a tranquil retreat. A well-sized guest bedroom is situated near a full guest bathroom, perfect for accommodating visitors. Enjoy the waterfront breezes from the screened-in patio, which offers a relaxing view of the canal and boats. The monthly dues are very reasonable, with fully funded reserves and certification, ensuring a well-maintained community.This condo is the perfect blend of comfort, convenience, and potential, ready for you to make it your own.

$449,000
Marathon
Island Club   - MM: 50.00
2 Bed, 2 Baths, 1,001 SqFt Days Listed: 61
-4.26% ($20,000) 2 Price Changes : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come DockConcr

Waterfront condo for sale at Island Club, a 23 unit community located in the coveted Sombrero area in Marathon. 2 bedrooms, 2 baths, 1001 SF, split floor plan, with water views from the living room and primary suite. Beautifully updated kitchen that will inspire your inner chef and an ingenious pantry to hold all your extra items. Amenities include first come dockage, waterfront pool, tiki hut, community room with full kitchen, workshop and assigned parking for your convenience. There is also a community laundry but this condo has a washer and dryer in the unit. The primary suite includes an extra spacious walk in closet that every woman (or man) will love. The guest room has an ensuite for privacy and great storage. Island Club is within walking distance to the grocery store, shopping options and just 2 miles from beautiful Sombrero Beach. Dont miss this opportunity to make this condo your full time residence or 2nd home, so you can make every day feel like a vacation. Schedule a showing now and start living the waterfront lifestyle you deserve in the Florida Keys! Seller has a flood policy that can be assumed.

$450,000
Marathon
Key Harbor   - MM: 49.50
1 Bed, 1 Baths, 547 SqFt Days Listed: 138
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,None

Welcome to Skipjack. Well maintained 1 bedroom, 1 bath 3rd floor unit overlooking the canal. Make this your Florida Keys getaway or establish as a vacation rental. Rent nightly, weekly or monthly with proper licensing.. Skipjack Resort & Marina offers resort amenities - pool, tiki bar, tennis court, restaurant, trailer/rv parking & more. Boat launch on site. Desirable location. Sombrero Beach nearby. Walking distance to restaurants, grocery, drug stores, post office & more. Enjoy sunset views over Boot Key Harbor. Seller offering owner financing. LOW HOA Fee of $618+/- a month (collected quarterly). Easy to view. B&BATVAI

$459,000
Key Colony
Cay Condo   - MM: 53.50
2 Bed, 2 Baths, 1,234 SqFt Days Listed: 114
-8.02% ($40,000) 2 Price Changes : Last Change 28 Days Ago
Condo - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: None

Discover the charm of oceanfront living at an exceptional value in The Cay Condos, located in the heart of Key Colony Beach. Known for its small-town feel and pristine beaches, this walkable, bikeable island offers a host of amenities, including a par-3 golf course, marina, tennis and pickleball courts, and a variety of local restaurants. This 2-bedroom, 2-bath unit provides a welcoming retreat within a vibrant beachfront community. Residents enjoy a picturesque oceanfront courtyard with a pool, a beachfront tiki hut, a private sandy beach, party room and a community deck perfect for savoring breathtaking sunsets. With first-level living for easy accessibility and a calendar full of community events, this is your chance to embrace the best of Florida Keys living at an affordable price.

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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