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

Total Listings 409
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$909,000
Marathon
Ocean Isles Fishing   - MM: 52.50
1 Bed, 1 Baths, 1,714 SqFt Days Listed: 94
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock,Boat

Ocean Isles Fishing Village Is an oceanfront complex. That sits on 7 acres. Brand new concrete construction in the middle of the fabulous Florida Keys. This unit 44 is one of the largest in the complex with 1714 Sq FT of living space. The 2nd floor is a large open space that could potentially be 2 or 3 bedrooms and a full bathroom. 1st floor is open floor plan with full kitchen and a full bathroom. Complex features include a private boat ramp, first come docking if you prefer to leave your boat in the water. Large ocean front pool.

$919,000
Marathon
Tranquility Bay   - MM: 48.50
3 Bed, 3 Baths, 1,320 SqFt Days Listed: 112
Condotel - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Introducing a stunning poolside retreat now available on the market! This charming two-story townhome is ideally situated just steps from a magnificent resort-style pool, a cozy beachside tiki hut, and a pristine white sandy beach with breathtaking Gulf of Mexico views. The appeal of these beach amenities is unmatched in the area.Tranquility Bay is well-known for its exceptional offerings, perfect for families seeking a dream getaway. Enjoy a state-of-the-art fitness center, a delightful putting green, and the acclaimed Butterfly Cafe, all complemented by the relaxed atmosphere of TJs Tiki Bar right by the water. The resort maintains a strict non-smoking and no-pets policy (with the exception of service animals), ensuring a peaceful environment for all guests.Unit #22 showcases meticulous upkeep, featuring three bedrooms with cathedral ceilings and two bathrooms upstairs, along with a convenient half bath downstairs. Bright white balconies and spacious patios provide ideal spots for relaxation and outdoor enjoyment.Owners can enjoy up to 35 days annually in this luxurious home while also benefiting from strong rental income opportunities to help offset ownership costs. An on-site property manager oversees the property, ensuring smooth operations and peace of mind for both owners and guests. B&BATVAI

$925,000
Key Colony
Monte Christo   - MM: 53.50
2 Bed, 2 Baths, 1,360 SqFt Days Listed: 103
-7.04% ($70,000) 2 Price Changes : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Once you step into this peaceful oceanfront sanctuary, youll want to call it home. The stunning views of the azure waters of the Florida Keys are a serene backdrop for your daily retreat. Nestled along a pristine, sandy beach, this renovated condo offers a seamless blend of modern elegance and coastal charm. Youll love the herringbone pattern tile flooring, the sophisticated built-in cabinet in the living room and the mini bar with wine and beverage refrigerator. The kitchen is a culinary haven with an island for gathering friends and family and a brand new refrigerator. Your spacious primary suite boasts gorgeous ocean views, sliders for access to the porch and a walk-in closet. The generous wraparound porch is perfect for watching the sunrise with your coffee or relaxing with your favorite book. The guest suite offers privacy for your guests with an ensuite, room for two double beds and an abundance of closet space. The laundry room has a brand new washer and dryer. Unit 2-203 is being sold furnished including very nice Tommy Bahama furniture. Exclusions are the two fish on the built-in cabinet and all kitchen items. The porch furniture and grill currently in your private garage are included. Monte Christo is a well-maintained 38-unit oceanfront complex located in the resort community of Key Colony Beach. Pet friendly, 2 cats or 1 dog under 40 lbs. There are two pools, one is oceanfront and the other is a great lap pool with a jacuzzi. Tennis and shuffleboard too. Over 350 feet of sandy beach is yours, along with the beautiful crystal clear waters of the Keys. Dont miss out on this chance to indulge in the ultimate coastal living experience. Schedule your showing today and secure your place in this exclusive oceanfront oasis. Tranquility awaits, make it yours.

$925,000
Marathon
Little Venice   - MM: 53.00
2 Bed, 2 Baths, 1,038 SqFt Days Listed: 183
-2.53% ($24,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift120ft.

Waterfront Sanctuary in Marathon, FL - 11282 2nd Ave OceanWelcome to your coastal paradise--a fully remodeled 2-bedroom waterfront retreat designed for both relaxation and adventure.This property boasts an impressive 160-foot dock with a 17,000 lb. boat lift, providing direct access to world-class fishing and diving. Reach the Atlantic in just 2 minutes and the Gulf in 5 minutes via the Flow-Through canal.Inside, youll find a spacious master suite, a beautifully updated kitchen featuring granite countertops and stainless steel appliances, and an inviting open-concept living space--all fully furnished and move-in ready.The outdoor living area includes a private patio with accordion shutters and a hot tub, perfect for unwinding after a day on the water. Bikes and kayaks are also included, allowing you to fully embrace the outdoor lifestyle.Centrally located in the heart of Marathon, this home is just minutes from top dining, entertainment, and local attractions. Ample parking makes hosting guests convenient.With a strong rental history, this property is ideal as a vacation rental or personal Florida Keys retreat. The adjacent home is also for sale, offering a rare opportunity to own two waterfront properties side by side.Dont miss this chance to experience waterfront living in the Florida Keys. Schedule your private tour today.

$944,000
Marathon
Gulfpointe   - MM: 53.50
2 Bed, 2 Baths, 1,352 SqFt Days Listed: 180
-5.13% ($51,000) 3 Price Changes : Last Change 19 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Firs

Oceanfront Move-In Ready Home - Coastal Living Awaits! This beautifully updated, bright, and airy two-story townhome offers 2 spacious bedrooms and 2.5 baths, with breathtaking Gulf views from almost every room and on the wrap around balcony.The home is thoughtfully designed with soft coastal hues throughout and a smart, functional kitchen. Both bedrooms are located upstairs, ensuring maximum privacy and comfort. Additional features like impact-resistant glass windows and a durable metal roof offer peace of mind during storms.Enjoy the convenience of a two-car covered parking space and take advantage of being within walking or biking distance to local restaurants. Plus, owners are permitted to have two small pets, making this a truly versatile and desirable home.Located above the flood zone, this home is just steps from the sparkling community pool and private boat dock just off Vaca Cut Channel.Gulfpointe 2 allows short-term vacation rentals (7-day minimum), making it an ideal property for both personal enjoyment and rental income. If youre looking for a low-maintenance, secure, and private community, this is the perfect spot.Whether youre looking for a permanent residence, a vacation retreat, or an income-generating property, this townhome is a must-see. Dont miss out on this opportunity to own a piece of paradise! B&BATVAI

$949,000
Duck Key
Plantation Island   - MM: 61.00
3 Bed, 3 Baths, 1,566 SqFt Days Listed: 7
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Move-In Ready Duck Key Gem! Island Living at Its Best and for the Best Price! Discover this immaculate elevated 3-bedroom, 2-bath home in the heart of Duck Key. Enjoy effortless island living with a spacious screened-in covered patio, perfect for relaxing or entertaining year-round. New impact-rated windows and doors accentuate the home with natural light and offer stunning, breezy island views.With two covered carports and plenty of additional open-air parking, theres room for all your guests and toys. This elevated home is truly low-maintenance and move-in ready--no renovations needed--making it one of the best values on Duck Key today.Located on a golf cart-friendly island, youll have the option to join Club Duck Key, offering resort-style amenities including a heated and chilled pool, pickleball court, outdoor grilling pavilion, and a screened Grand Lanai with a full kitchen--ideal for gatherings and events.Boaters and adventurers will love having two marinas, a boat ramp, water sports, and several great restaurants all within minutes. Duck Key Marina offers indoor and outdoor boat storage, fuel and boat rentals.Dont miss this chance to own a piece of paradise under $1 million dollars.--schedule your private showing today! B&BATVAI

$949,000
Duck Key
Marina Vil Hwks Cay   - MM: 61.00
3 Bed, 3 Baths, 1,337 SqFt Days Listed: 39
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage,None

Experience breathtaking open water vistas from each room through the expansive screened-in balcony. This Marina Villa condo showcases a split bedroom design, where the primary bedroom and its ensuite connect to one bedroom which feature twin beds, while the second suite and bathroom provide guest privacy at the opposite end of the residence. The condo boasts numerous enhancements, such as custom tile inlays in the bathrooms, tile and high-end vinyl flooring, and a fully equipped kitchen with a double bowl farmhouse sink. Additional storage cage on the ground level to store bikes and water toys. Covered parking available on the ground level with an elevator for added convenience. It is part of the Preferred rental program with a proven rental income. Just bring along your water toys and dive into the vibrant lifestyle of the Keys.

$949,000
Key Colony
Egret   - MM: 54.00
2 Bed, 2 Baths, 1,308 SqFt Days Listed: 305
-4.62% ($46,000) 1 Price Change : Last Change 93 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Experience endless ocean views from this northeast-facing penthouse unit, where the soothing sound of waves greets you at the shore. Situated in The Egret on KCB, this exclusive complex features just six owners, making it the perfect retreat for those seeking privacy. Enjoy access to the sandy beach, pool area, and outdoor kitchen right by the pool. The gated community offers parking for one vehicle, and an elevator conveniently takes you directly to your front door. This move-In ready 2-bedroom, 2-bathroom unit boasts a lovely patio with stunning vistas. B&BATVAI

$949,000
Marathon
Harbor Isle   - MM: 48.50
3 Bed, 3 Baths, 1,152 SqFt Days Listed: 155
Mobile Home - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Concrete

Welcome to 1254 James Ave, Marathon, FL 33050! This beautifully updated home offers 3 bedrooms and 2 bathrooms, making it the perfect coastal retreat. Step outside to a covered porch facing south, where you can enjoy warm breezes and stunning views of Boot Key. The home is located just steps away from kayak trails, offering easy access to water adventures. The property also features a 60-foot seawall, ideal for boating enthusiasts or those looking to launch kayaks and explore the nearby trails just across the water.Inside, the home has been thoughtfully remodeled, including a fully renovated master bathroom featuring a dual vanity and stylish new floors. The partially fenced yard provides privacy and a secure outdoor space, designed with families in mind. The fencing offers added peace of mind by helping protect kids and toddlers from wandering near the seawall, in addition to keeping pets safe.A concrete pad outside provides extra parking or outdoor activity space, while the garage accommodates one car or can be used for storage. With excellent views, modern updates, and a prime location close to water access, this property is a must-see for those looking to enjoy the best of Florida Keys living.

$949,000
Marathon
Bonefish Townhouses   - MM: 54.50
3 Bed, 3 Baths, 1,857 SqFt Days Listed: 78
-2.67% ($26,000) 1 Price Change : Last Change 21 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Discover a move-in ready townhome that delivers practical design and roomy comfort with a fantastic location near the water. This property features three generous bedrooms, each paired with its own bathroom to provide privacy and flexibility. The well-planned kitchen is enhanced by quality appliances, making meal preparation and entertaining a delight. Enjoy the outdoors from a screened porch that overlooks the channel or step onto a balcony off the primary bedroom to watch boats glide by. Preferred concrete construction and a new metal roof are enhanced by impact windows and an impact-rated door that ensures safety and durability. Covered parking, low maintenance, and amenities such as a pool, tiki hut, and pickleball/tennis court add to its convenience and appeal. This well-maintained property with easy access to Coco Plum Beach and the option for weekly rentals makes this a highly appealing choice. Reach out today to schedule your private showing.

$960,000
Key Colony
Key Colony Beach 1st Addn Amd   - MM: 53.50
2 Bed, 2 Baths, 908 SqFt Days Listed: 11
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 37ft.Concrete

Nestled in the heart of the Florida Keys, located in Key Colony Beach! This immaculate two bedroom, two bath half duplex has it all! 37 1/2 ft. Dock, Tranquil salt water pool, tiki hut, screened porch, putting green, and plenty of parking with paver driveway! The home has been updated with a new roof 2023, new air 2022, appliances, washer, dryer, pool pump and heater! Quick access to the ocean and Gulf. Currently a seven day vacation rental home. Call today for your private tour of this beauty!

$965,000
Duck Key
Center Island   - MM: 61.00
3 Bed, 3 Baths, 1,974 SqFt Days Listed: 166
-27.17% ($360,000) 5 Price Changes : Last Change 1 Day Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Tropical Elegance Awaits discover your ultimate island escape in the exclusive paradise of Duck Key! This impressive 1,974-square-foot home offers the perfect balance of luxury, comfort, and tropical charm, nestled on an expansive 3 lot property totaling 21,875 sq ft. With its ideal location and incredible amenities, this property delivers the Florida Keys lifestyle at its finest. Step inside to an inviting open floor plan, perfectly designed for entertaining family and friends. The main living area flows effortlessly into an additional living room with a bar, creating a versatile space for gatherings. A cozy fireplace adds warmth and ambiance, making this home a comfortable retreat year-round. The 3 generously sized bedrooms and 2 baths provide ample space for relaxation. Outdoor Oasis with Every Detail Covered. The exterior of the home is a showstopper! A new concrete pool with both a heater and chiller takes center stage in the beautifully landscaped yard, offering year-round enjoyment. Relax under the tiki hut, the perfect spot for sunset cocktails or shaded afternoons. A circular driveway and 3-car garage provide ample parking and storage for vehicles and water toys alike. Owner has a flood policy that is assumable. Duck Key is an exclusive and welcoming community where golf carts are a common mode of transportation. Enjoy a short ride to local attractions like Angler and Ale, Hawks Cay Marina, and the luxurious Hawks Cay Resort. For even more perks, consider joining Club Duck Key, which offers a pool, hot tub, tennis and pickleball courts, social events, and a clubhouse with a full kitchen for an annual membership fee. Short drive from Marathon, where youll find grocery stores, restaurants, and other essential conveniences. Just over a hour drive to Key West and 2 hours to Miami. Dont miss your opportunity to own on Duck Key!

$975,000
Marathon
Little Venice   - MM: 53.00
3 Bed, 3 Baths, 1,320 SqFt Days Listed: 35
-15.88% ($184,000) 1 Price Change : Last Change 6 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 50ft.

The Gem of Little Venice -- Where Sunrise Meets the Sea and Dreams Find a Dock. 1168 6th Ave Ocean, Marathon, FL Welcome to your Cottage. Flood/Wind/FF is in the Document Section.Imagine waking up every morning to the soft sound of ocean waves and the gentle glow of the sunrise right outside your back door. This home, known as The Gem of Little Venice, gives you that feeling every single day.From your private 50-foot dock, you can fish, hop on your boat, or just sit and watch the moonlight dance on the water. Youre looking straight out at the Atlantic Ocean, with easy access to the Gulf of Mexico/America through Vaca Cut. Its the best of both worlds for anyone who loves the sea.This home was updated after Hurricane Irma. Everything -- from the plumbing to the electrical, flooring, and kitchen -- was rebuilt with permits and passed inspection by the City of Marathon. That means you can move in with peace of mind and enjoy every moment.Inside, its bright, fresh, and beautifully decorated. The kitchen has granite countertops. The sewer assessment is already paid in full -- no surprise costs. You can rent out this property min 7 days vacation rental or live here full time, use it as a relaxing getaway, or investment property. Its furnished, decorated, and ready for you.To schedule a private showing, youll need to send a pre-approval letter or proof of funds. This home has already attracted attention, Motivated Seller Must Sell.If youve been looking for something special, this could be it.

$975,000
Key Colony
Key Colony Beach 1st Addn Amd   - MM: 53.50
2 Bed, 2 Baths, 960 SqFt Days Listed: 30
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 37ft.

Paradise found! You will fall in love with everything this ABOVE FLOOD TURN-KEY waterfront half duplex has to offer....situated in a prime location in renowned Key Colony Beach. Steps from the GOLF clubhouse, TENNIS/pickle ball courts, trailer storage area and only a quick boat ride to the Ocean or Gulf side (via the Vaca Cut). This CBS built 2 bed/ 2 bath home comes with your very own backyard POOL oasis and well maintained 37.5 Ft. CONCRETE dock. Privacy fencing and an expensive shaded LANAI make this home the perfect place to enjoy all the ocean breezes that surround you. Other notable features include; a METAL roof, IMPACT windows and doors, HIGH cathedral ceilings with character and a modern coastal kitchen with stainless steel appliances and stone counter tops. LOW insurances and plenty of room to park multiple cars and storage area under the home. Enjoy the bike/walking paths with a quick ride to sunset park. Island is very safe and family friendly. This property is currently a vacation rental and will make a great second home/primary home or investment property. Call today, because with so many PERKS under $1M, this property will NOT last!!!

$975,000
Duck Key
Marina Vil Hwks Cay   - MM: 61.00
3 Bed, 3 Baths, 1,414 SqFt Days Listed: 166
Condo - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Live your best life in this gorgeous 3-bedroom, 2-bath penthouse at Hawks Cay Marina, where coastal elegance meets modern comfort. Featuring soaring vaulted ceilings and expansive floor-to-ceiling windows, this home captures stunning views of the marina and lush great lawn, creating a serene and picturesque setting. Enjoy al fresco dining on the spacious screened-in balcony, or simply relax and take in the breathtaking surroundings. B&BATVAIRecent upgrades include a new air conditioning system and the resorts stylish vacation rental furniture package. Soft, soothing shades of white, gray, and blue enhance the peaceful coastal vibe. The building offers an elevator, covered parking, and a private storage unit for added convenience.Resort amenities include three sparkling swimming pools, eight tennis courts, a natural sandy beach lagoon, Coral Cay Kids Camp, a Dolphin Training Center, and three on-site restaurants/bars. Plus, with the marina just steps away, you can easily board a world-class fishing charter for an unforgettable adventure. Dont miss your chance to own this exceptional piece of paradise!

$975,000
Marathon
Flamingo Island   - MM: 49.50
4 Bed, 4 Baths, 2,532 SqFt Days Listed: 240
-18.75% ($225,000) 4 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

This move-in ready 2 story home is located in one of Marathons best neighborhoods. With over 2500 sq. feet, this expansive 4 bedroom 3 bath home is perfect for a large family. The main living area, kitchen, primary suite and 2nd bedroom and guest bath are located upstairs with an interior staircase that leads you downstairs to your den, 2 more bedrooms, bathroom and laundry room. Oversized fenced in yard is perfect for entertaining with lots of room for a pool.New roof, appliances, ADT security system and much more.

$979,000
Long Key
Outdoor Resorts   - MM: 65.60
2 Bed, 2 Baths, 975 SqFt Days Listed: 4
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Concrete 2BD/2.5BA home in a private gated community in the Florida Keys with direct ocean & bay access. Features include 1/2 bath, laundry & storage room on ground level. Enjoy world-class fishing, a private beach, tennis, gym, sauna, marina, playground, dog park, convenience store, and more. Security on-site. Zoned to allow third-floor addition if desired. Ideal for vacation, rental, or full-time use! Golf cart included!

$980,000
Marathon
Little Venice   - MM: 53.00
2 Bed, 2 Baths, 900 SqFt Days Listed: 318
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 55ft.

Updated cottage in Charming Little Venice named for its canals and quaint bridges. New impact windows and doors, new roof, A/C and freshly painted! located on a clear blue canal seconds from the Ocean, just one street away. Vacation Rental licensed for income!

$985,000
Marathon
Knights Key Village   - MM: 47.00
4 Bed, 4 Baths, 1,918 SqFt Days Listed: 58
-1.01% ($10,000) 1 Price Change : Last Change 2 Days Ago
Duplex - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Located in the highly coveted Knights Key neighborhood, this stunning stilted FULL duplex presents an incredible opportunity for a family vacation retreat, investment property, or both! Ideally situated on a 9,200 square foot lot just minutes from the iconic 7 Mile Bridge and the beloved Sunset Grill, this home places you at the heart of all that Marathon has to offer. Each side of this well-maintained duplex boasts two spacious bedrooms, two bathrooms, and a versatile loft area--perfect as a third sleeping space, office, or extra storage. The new composite decking extends your living space outdoors, providing the perfect setting for enjoying the tropical breeze. Plus, with recently replaced A/C units and fresh exterior paint, you can enjoy comfort and peace of mind year-round. Designed for both functionality and breathtaking views, the homes elevated construction with solid concrete stilts enhances durability while maximizing the coastal lifestyle. Whether you choose to live in one unit and rent the other or capitalize on the rental income from both, this property offers endless possibilities in one of Marathons most desirable waterfront communities.

$985,000
Key Colony
Key Colony Beach Botel   - MM: 53.50
2 Bed, 2 Baths, 1,290 SqFt Days Listed: 144
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 40ft.Concrete

A sought-after opportunity to own a single-family home in Key Colony Beach at this price point--an excellent alternative to a half-duplex. This bungalow-style 2-bedroom, 2-bath home features vaulted ceilings throughout and a bright, updated interior. The open living area extends to a back patio with beautiful sunset views, creating the perfect spot to unwind. With 40 feet of dockage and direct ocean access, boating, fishing, and exploring the water are right at your doorstep. Weekly vacation rentals are permitted, making it a great option for personal use or investment. Located in Key Colony Beach, a sought-after enclave offering a marina, golf course, pickleball and tennis courts, bocce, playgrounds, walking and biking paths, and waterfront dining, this home delivers the best of island living at an exceptional value.

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 05-09-2025.
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