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

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.

Excellent opportunity for those looking to purchase housing units for their employees or for those investors looking to purchase rental property in the Keys. This property is a being sold as a full duplex. Each side is a 3 bedroom 2 bath 1,036 sq ft with covered parking. The property is deed restricted for affordable housing and must follow HUD rental guidelines and early evacuation restrictions. There are (3) full duplex properties for sale. 83 Coco Plum, 85 Coco Plum and 225 Pescayo. Purchase one duplex or all three. Construction completion is estimated to be finished by April 2025

CONSTRUCTION IS ALMOST COMPLETED! Excellent opportunity for those looking to purchase housing units for their employees or for those investors looking to purchase rental property in the Keys. This property is a being sold as a full duplex. Each side is a 3 bedroom 2 bath 1,036 sq ft with covered parking. The property is deed restricted for affordable housing and must follow HUD rental guidelines and early evacuation restrictions. There are (3) full duplex properties for sale. 83 Coco Plum, 85 Coco Plum and 225 Pescayo. Purchase one duplex or all three. Construction completion is estimated to be finished by April 2025

CONSTRUCTION ALMOST COMPLETE! Excellent opportunity for those looking to purchase housing units for their employees or for those investors looking to purchase rental property in the Keys. This property is a being sold as a full duplex. Each side is a 3 bedroom 2 bath 1,036 sq ft with covered parking. The property is deed restricted for affordable housing and must follow HUD rental guidelines and early evacuation restrictions. There are (3) full duplex properties for sale. 83 Coco Plum, 85 Coco Plum and 225 Pescayo. Purchase one duplex or all three. Construction completion is estimated to be finished by April 2025

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!

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.

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.

Discover your slice of paradise with this spacious 3-bedroom, 2-bathroom home, nestled in a serene and private setting. Surrounded by lush tropical foliage and backing up to the Crane Hammock Nature Preserve, this property offers unparalleled privacy with no rear neighbors.Built in 2012 and elevated on columns, this 1,700+ square-foot home combines modern construction with an open and airy design. The heart of the home is the large screened-in back porch, perfect for enjoying the peaceful views of your fully fenced 7,700-square-foot lot. The expansive yard provides plenty of space for pets, toys, or a custom outdoor entertainment area beneath the house. There is plenty of room for a large pool!The home also includes a generous storage area/workshop on the ground level, ideal for all your tools and gear. Located in one of Marathons most unique neighborhoods, youll enjoy winding streets shaded by dense foliage, setting it apart from other areas in the Keys.Just steps away, the community boat ramp and waterfront park give residents exclusive access to the Gulf of Mexico, perfect for boating, kayaking, or simply soaking in the sunset. Situated in the heart of Marathon FL, youre close to shopping, dining, and local attractions, blending convenience with a tranquil lifestyle.This property also offers short-term rental potential, allowing stays as brief as seven nights, making it an excellent investment opportunity.Whether youre seeking a private retreat, a vacation rental, or a permanent residence, this tropical haven delivers the best of the Keys. Dont miss out on this unique gem!

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.

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.

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!!!

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.Recent 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!

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.

Enjoy waterfront living at this Bonefish Yacht Club townhome in Coco Plum, where boat traffic drifts by and coastal breezes set the scene. This spacious residence features three large bedrooms, each with its own private bath, offering comfort and privacy. A screened porch provides a relaxing space to take in the channel views, while the open-air balcony off the primary bedroom offers a front-row seat to passing boats.Built with durable concrete construction, this townhome is equipped with a new metal roof (2024), impact windows, and an impact-rated door for added peace of mind. Recent appliances enhance the well-appointed kitchen, and the home is offered tastefully furnished. Covered parking adds convenience, and the community amenities include a pool, tiki hut, and tennis court.Just a short distance from Coco Plum Beach, this home also allows for 7-day rentals, presenting both a personal retreat and an investment opportunity. Unlike condominiums, this property has a low maintenance fee and is exempt from Floridas Milestone Inspections and Structural Integrity Reserve Study requirements. Dont miss this chance to own a well-maintained waterfront townhome in a sought-after location. Schedule a showing today.

This is your opportunity to own your townhome in the Middle Keys premier resort, Tranquility Bay. Enjoy steady rental income with this very spacious 3 bedroom 2 1/2 bath end unit with bump out dining area. The interior boasts an expansive open floor plan living area with well appointed furnishings and outstanding open water views from private porches and balconies. The resort grounds offer mature manicured tropical tropical landscaping, 2.5 acres of sandy beach, two pools,, Jack Nicklaus putting green, volleyball courts, on site water sports, an upscale on site restaurant and a convenient casual beachfront tiki bar. Dont just dream about resort life, call today and start to live it.

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!

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.

This beautifully furnished, rental-ready condo offers stunning open water views and direct sightlines to the dock. Already an established vacation rental, generating approx. $40K/yr. thanks to the rare allowance for weekly rentals in this well-maintained condo community. Boaters will love the instant ocean and bay access, with Vaca Cut Channel just moments away. This pet-friendly community features dockage, a heated pool, elevated concrete buildings with newer metal roofs, and new hurricane impact windows and doors. This condo lives like a single-family home with two levels, two private wrap-around balconies, and designated covered parking for three vehicles. Inside, the open floor plan maximizes space and views, with a granite kitchen and sizable island plus a convenient half bath. Upstairs, enjoy two spacious bedrooms and baths, including a master suite with breathtaking Caribbean water views. Come embrace low maintenance living and the flexible lifestyle this condo will afford you!

This 3-bed, 2-bath CBS concrete home, just 3 years old, features custom stonework, impact windows & doors, and upscale finishes throughout. While not on a canal, enjoy breathtaking ocean views from the elevated terrace. With high-end appliances, energy-efficient systems, and close to dining and shopping, this home offers Keys living without the waterfront price.

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.