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

This three-story townhome in the Bonefish Yacht Club community offers resort-style living at its finest. The property is part of a vacation rental program, providing an excellent investment opportunity. Constructed with a durable concrete structure, metal roof, and impact windows, this townhome is designed to withstand the elements while offering modern comforts.The welcoming foyer leads to a thoughtfully designed interior featuring covered parking, two ensuite bedrooms, and balconies off each room. The third floor boasts vaulted ceilings and a recently installed A/C unit. The home is sold furnished (with some exclusions) and is turnkey ready.The kitchen is equipped with stainless steel appliances, granite countertops, an eat-at bar, and a dining area, while the living space opens to a private balcony with breathtaking views of the marina and Key Colony Channel. The primary bedroom also has direct access to the balcony, ensuring you can start your day with stunning vistas.The Bonefish Yacht Club community offers an array of amenities, including a swimming pool, updated tiki hut, tennis courts, and private beach access. The marina features a community building with a workshop, air-conditioned common living room, laundry facilities, and full his-and-her bathrooms. Other amenities include an ice machine, bait freezer, fish cleaning stations, and an outdoor kitchen/bar area. The tropical grounds are beautifully maintained, with shaded sitting areas, BBQ spots, and on-site pineapple and banana plants shared among the community.Located just half a mile from Coco Plum Beach and a short boat ride to the Valhalla Sandbar or the reef at Sombrero Lighthouse, this townhome is perfect for use as a full-time residence, a vacation getaway, or a rental property with weekly rental potential. This property is a must-see!

Welcome to your dream three bedroom, two bathroom home in the heart of Key Colony Beach! This stunning half-duplex sits on an oversized corner lot shy of 8,300 sq. ft., offering privacy and ample space. Located within walking distance to Sunset Park, Cabana Club, top-rated restaurants, golf, tennis, pickleball courts, and the post office, this home places you in the center of the coveted Keys lifestyle. Plus, with our very own police department, security is always a priority. Youll appreciate the expansive parking area, perfect for multiple vehicles, and a 1-car garage for additional storage or vehicle protection as you arrive. Step inside to find vaulted ceilings, creating a bright, airy ambiance that flows effortlessly through the open-concept kitchen, dining, and living areas. Step outside to your private, fenced-in patio, ideal for morning coffee, sunset cocktails, or weekend BBQs. Whether looking for a turnkey, move-in-ready home or a highly desirable vacation rental, this property is the perfect investment. Boat Owners - an exclusive dry storage rack at The Boat House is available for purchase, accommodating up to a 32 boat with a 10 beam. Inquire for details! Motivated sellers! Dont miss your chance to own a slice of paradise in Key Colony Beach. Call today for a private showing!

Located in the heart of Marathon... this cute & quaint CANAL FRONT, 3 bed/ 2 bath SINGLE family home is perfectly situated close to BOOT KEY HARBOR & is close to ALL the best shopping & restaurants in town. With approx. ~37.7 Ft of concrete seawall enjoy fishing and outdoor water activities with ease from your Move-in ready waterfront cottage! This property is unique, easy to maintain and will make the PERFECT second home or rental/investment property. The OPEN concept interior has modern stainless steel appliances, granite counter tops, a NEW METAL ROOF (2024), tented 11/24 and a newer AC (2021) with an on-demand water heater. Plenty of room to store items on the side of home within a private fenced-in area. You will love... relaxing in the shade after a long successful day on the water and preparing your dinner from your fish cleaning station. Enjoy the sea breezes that surround you...from your expansive porch complete with composite Trex decking . Quick and easy boating access to the OCEAN side or Gulf from the 7 Mile bridge. Property is ready for you to move in and to become your NEW ISLAND ESCAPE! Call today to schedule a showing~this 3 bedroom home is priced to sell & weekly rentals are allowed, this WILL NOT last long!!!

Motivated Sellers! Great opportunity to own a FULL duplex in Marathon! Owner financing available for qualified individuals. #396 is a 3BD/2BA & #398 is a 2 BD/1BA. Additional listing at 452/454 50th St Gulf. Call for more details!

Motivated Sellers! Great opportunity to own FULL duplexes in Marathon! Owner financing available for qualified individuals. 2/1 on each side of duplex. Additional listing located at 396/398 50th St Gulf! Call for more details!

Triplex in the heart of Marathon. Configured as 3/1, 1/1, and studio apartment. Great income property fully occupied. On 10,000 sf lot with large storage in back. Great quiet neighborhood close to the ocean.

Exquisite Marina Villa at Hawks Cay Resort - 8203 Marina Villa Drive. Discover the epitome of island living in this beautifully remodeled 2-bedroom, 2-bath condo . Ideally situated with serene views of the marina, this unit combines coastal charm with modern luxury. Step inside to find impact windows and doors for peace of mind and luxury vinyl plank flooring that complements the bright, airy ambiance. The sleek quartz countertops and stainless steel appliances elevate the open-concept kitchen, while upgraded furniture throughout ensures a stylish and comfortable retreat. Both bathrooms have been tastefully remodeled with high-end finishes, enhancing the overall appeal. Relax on the large screened-in porch, perfect for enjoying breathtaking sunrises over the marina. With a strong rental history and active participation in the Hawks Cay Rental Program, this condo is a fantastic investment opportunity or personal getaway. Experience resort-style amenities when part of the Hawks Cay Rental Program such as 5 different pools, restaurants, spa, kids club, saltwater lagoon, Dolphin connection and more. Right out your back door is access to world-class fishing, water sports, and the unparalleled beauty of the Florida Keys. Dont miss this rare opportunity to own a piece of paradise! Offered fully furnished and turnkey - schedule your private showing today!

Enjoy condo living on the Gulf in this two bedroom 2-1/2 bath elevated unit with covered parking for up to 3 vehicles. Excellent choice for a full-time residence, Keys fishing getaway or investment property, as weekly vacation rentals are allowed within this complex. Well maintained condo community with dockage, heated pool and pickleball court. Upstairs is master bedroom with ensuite bathroom, guest bedroom, and full hall bath. Downstairs is an open floor plan with living room, kitchen, dining room, and half bath. Balconies on both levels, new hurricane impact windows and doors, metal roof, concrete construction. Boaters will love the finger piers directly on the Gulf with instant ocean and Gulf access. Vaca Channel is minutes away. New HVAC with heat, new dishwasher, new disposal, new stove and hood. New queen sleeper sofa, 3 smart TVs.

Stunning Oceanfront Condo with Breathtaking Views ! Step into coastal luxury with this beautifully designed 2 bedroom 2 bathroom oceanfront condo at Monte Christo. Situated just steps from the golden sands of the beach, this unit captures the essence of beachside living where sunrise and sunset views are unmatched. The master suite is your own private retreat, with a king-sized bed, direct patio access, and, of course, those stunning ocean views. The second bedroom is equally as inviting, with ample closet space and a serene atmosphere. Updated Kitchen and Laundry room inside the unit. This Unit is currently in the Vacation Rental Program.Other amenities include 2 resort-style pools, assigned detached one-car garage, tennis court and shuffleboard. With its prime location on Key Colony Beach, youll have easy access to all the best restaurants, shopping, and entertainment, yet still enjoy the tranquility of oceanfront living.Dont miss your chance to own this piece of paradise. Schedule a tour today and experience the magic of living on the beach.

Waterfront Gem with Excellent Boating Access!Discover the ultimate Florida Keys retreat in Grassy Key! This beautifully remodeled waterfront home sits on a canal just one canal away from open water, offering a quick and easy ride to the bay for world-class boating, fishing, and water adventures. With 70 feet of concrete dockage, a 15,000 pound boat lift, and a tiki hut, this property is a boaters dream. The spacious yard provides plenty of room to relax and enjoy the laid-back island lifestyle. Step inside to find a tastefully updated interior featuring an open-concept kitchen with quartz countertops, a gas range, double oven, and stainless steel appliances perfect for the home chef. Throughout the home, luxury vinyl plank flooring adds both style and durability. Located in Grassy Key, this home is just a short drive to Marathon, where youll find restaurants and shopping. The Dolphin Research Center is just a mile down the road to be able to explore the Keys wildlife. Its also convenient to Duck Key, home of the renowned Hawks Cay Resort Whether youre looking for a full-time residence, vacation getaway, or investment property, this home offers the perfect blend of comfort, convenience, and waterfront living. Dont miss this opportunity--schedule your private showing today!

Stunning Ocean Views! This is an amazing 2 bedroom 2 bath condominium situated overlooking the pristine waters at Hawks Cay Resort and Marina. Located on the prestigious island of Duck Key in the beautiful Florida Keys. This condo is beautifully upgraded with the Hawks Cay Resort Coastal furniture package, impact resistant windows/sliders, stainless steel appliances and is located in a very prime waterfront area at Hawks Cay Resort.Close to both the main resort, marina and restaurants. Take advantage of 61 acres of resort amenities if registered in the resorts rental program and earn income while not using the property. Keep all of your water toys secure in the external storage cage area included on lower level behind the garage. Covered parking available in ground level parking area, which keeps your vehicle out of the hot Florida sun, This is a must see condo! Call us today to schedule a showing.

Located just off Sombrero Beach Road, this elevated 2 bedroom, 1 bathroom half duplex offers the perfect blend of coastal charm, privacy, and convenience. Situated in a quiet, low-traffic neighborhood, it provides direct access to both the Ocean and Gulf via Sisters Creek. Ideal for boating and water activities.Relax on the spacious balcony, offering beautiful views of the tranquil waterway, with convenient access to the canal just steps away. This prime location, positioned near the lagoon, provides the perfect setting for water activities such as kayaking, paddleboarding, and more. Just 1.3 miles from Sombrero Beach, youre close to all the fun yet far enough to enjoy peace and quiet. Plus, with nearby walkways and bike paths along Sombrero Beach Road, youll enjoy the convenience of morning or afternoon strolls and bike rides.For boaters, the property features 44 feet of dockage with a 15,000 lb boat lift and concrete dock, ready for your next adventure. After a day on the water, unwind in your signature swim spa, the perfect spot to relax. With plenty of parking for vehicles, boat trailers, or an RV, space will never be an issue. The home also boasts a metal roof installed in 2017, offering added hurricane protection and potential insurance credits. Additional features include 475 sq ft of enclosed storage, a metal shed, and a carport with off-street parking.Whether youre looking for a full time residence, a vacation getaway, or an investment property, this waterfront gem offers exceptional value and endless possibilities.

Welcome to your private oasis on Grassy Key, where your closest neighbors are the dolphins! Just steps away, youll find the S.S. Wreck & Galley Grill, Grassy Key Marina, a bait shop, and a grocery store--everything you need for the perfect island lifestyle. This 3-bedroom, 2-bathroom stilted home is the epitome of privacy, relaxation, and Florida Keys living. Designed for comfort and durability, this elevated home features impact windows and doors, a metal roof, and Hardie board siding, all updated in 2018. Inside, 1,548 sq. ft. of thoughtfully designed space awaits, with brand-new Lifeproof flooring throughout and an abundance of natural light. The kitchen is fully equipped with stainless steel appliances and a brand-new refrigerator, while the primary suite offers a spa-like retreat with a jacuzzi tub and double vanity. A versatile bonus room provides space for an office, play area, or creative nook. But the true magic happens outdoors! Step into a tropical escape featuring a custom heated & chilled concrete pool, six-person jacuzzi, and an expansive outdoor kitchen and bar--perfect for entertaining under the swaying palms. The MistAway mosquito control system ensures uninterrupted enjoyment of your private backyard oasis. Situated on an oversized, fully fenced lot, theres ample space for parking boats, trailers, and all your island toys. Beneath the home, additional storage provides a perfect place to stow gear for fishing, diving, or boating adventures. Enjoy unparalleled tranquility with the Dolphin Research Center bordering the property, guaranteeing no neighbors on two sides!

This beautifully remodeled Conch house sits on an expansive 1.5-lot property--a rare find in the area! With 90 feet of waterfront and a 60-foot concrete dock ready for use, this home is perfect for boating enthusiasts. Plenty of room for potential expansions and a pool, providing excellent opportunities for customization. Additional features include a spacious garage, an air-conditioned shed, and a brand-new electrical system with a backup generator. The home boasts all-new appliances and stunning restored terrazzo floors. Enjoy quick deep-water access to the Atlantic, Tennessee Reef, and Florida Bay, with Long Key State Park just a mile away. Residents also have access to the City of Laytons tennis courts. A prime location for anyone who loves fishing and waterfront living!

Brand New Oceanfront Complex never lived in. Concrete construction in the heart of Marathon. This complex allows minimum seven day rentals. Impact doors & windows, metal roof, aluminum railings. Oceanfront club house for everyone to enjoy, a boat ramp and new marina with boat slips for homeowners only. The marina gives you ocean or gulf access thru Vaca Cut.

Extraordinary in every way! Casa Kokomo is your ticket to chic island living. Enjoy and/or make money from Day One! Exquisitely furnished and updated and super comfortable 2 bedroom / 1 Bath waterfront half-duplex that is the perfect getaway and/or investment property that is ideal for pampered vacation rentals. 7-day rentals permitted. Gated and serenely private. Exceptional and fresh updates throughout the entire home. Newer central and ductless A/Cs, new stainless kitchen with Gas stove, freshly updated bathroom, updated water heater, metal roof. Light bright and relaxing Sunroom overlooks the canal, relaxing hot tub and alfresco dining. 32-foot concrete dock with easy access to open water. Great parking. Close proximity to Sombrero Beach. Major shops, Theater, restaurants, and Boutiques are less that 1/4 mile away. World-class fishing, diving, and sandbar hopping are just a quick boat ride away. Phenomenal rental potential. Sellers have started short term rentals this year with exceptional results. Opportunity is Knocking ... Loudly!!

Remodeled ground level CBS Conch house nestled on a corner lot near the top of Crane Hammock with an elevation of approximately 9 feet. Open ceiling with large beams typical of original Keys structures (i.e.Keys Fisheries). Modern kitchen with Shaker cabinets and blue bahia 3CM granite countertops with 18 backsplash. 12 4 x 21 2 living room adjoins kitchen in open concept layout. Rustic barn door opens to 3rd bedroom/office. Large master bedroom (12 4 x 14 2) with an ensuite has its own washer/dryer. All bedrooms have a door leading to the backyard. Hurricane windows and doors in the upper level and ensuite. Opposite the kitchen there is one step (11) (currently has a ramp) leading down to a 12 10 x 18 2 sunroom with a storage cabinet. This leads to the mudroom. Which has another washer/dryer and storage cabinets. Also included is a large Sports Afield gun safe that is bolted into the concrete foundation. Safe is rated fire and water resistant. See manufacturer for specific details. There is a large backyard with a sidewalk from the carport to a ramp leading to the 36 back door. Has an in ground gunite salt water pool with pool Pilot and an easy walk in ramp. Home is in a sought after neighborhood with shady winding roads through a lush tropical forest with no dead ends! Perfect for biking or walking without having to get on the overseas highway. Multiple trees, palms and flowering shrubs; including massive Jamaica dogwoods and Gumbo Limbos. The property backs up to the 60 acre Crane Hammock nature preserve and is on a corner lot with only one neighbor. Home has a new A/C system in 2023, new pool heater in 2023, new pool filter in 2024. New washer/dryer in ,mudroom (2024). Deck by pool has a 10 x 16 workshop shed with electricity and A/C. Shed has an overhead storage loft with a chain hoist to handle heavy items. Included are table saw, drill press, bench grinder, large vise and many tools.

Beautiful 5th floor unit with the view of the Gulf, the Marina, Pool and Tiki Hut.This unit has been completely renovated from floor to ceiling, including plumbing, electrical, AC and all new windows.This has been renovated with the top of the line appliances, flooring and fixtures.Truly an amazing unit at Bonefish Towers with views to enjoy all day!Come see for yourself it is move in ready nothing to fix just bring your clothes.This complex offers a secure building, brand new roof, new elevators a Tennis Court, Beautiful updated bath house and new gym area and new equipment, a Fish cleaning dock, shuffleboard, community patio with grills, Tiki huts one on the point and one near the pool area.Also, a car wash station.

Affordable Duck Key Home with Endless PotentialHeres your chance to own a slice of paradise on the highly desired Duck Key! This estate-sale property is an incredible entry-level opportunity to enjoy island living with plenty of room to make it your own.The main level features an open-concept living, kitchen, and dining area that extends to a large deck overlooking your private in-ground pool--a perfect spot for morning coffee or evening sunsets. With two bedrooms and two baths on the main floor, theres plenty of space for relaxation and guests.The lower level includes covered parking, a large storage room, and a patio that opens directly to the pool area. The 7,500-square-foot lot offers endless outdoor opportunities, including space to park your boat, store vehicles, or add a tiki hut or outdoor kitchen to create your dream island retreat.While the home needs some updates, its brimming with potential to become a full-time residence, vacation escape, or investment property. If youve been waiting for a chance to be on Duck Key at a fantastic value--this is it!

This home is in an excellent location on a deep water canal and Boot Key Harbor protection. Easy Boat access to Atlantic & Gulf. Walk or Bike to restaurants, beach, grocery stores and Home Depot, Boat ready with 15,000 lb. Lift on a 60 concrete seawall. This fully furnished 2 Bedroom 2 Bath home is the epitome of comfort & convenience, offering a wide range of features that cater to a relaxing and easy going lifestyle. A 3rd bedroom was converted to open social space with a Murphy Bed for additional Guest. The Home is incased in durable vinyl siding and features impact windows, providing a safe haven from the elements. The Interior has been thoughtfully upgraded,, featuring ceramic tile flooring. An open concept living/dining/kitchen that fosters a sense of unity and togetherness. The Kitchen is a Chefs delight with sleek Granit countertops, wine cooler, ample cabinet space, double pantry & stainless steel Appliances. Facing the Canal there is wall to wall Bay Windows providing full water view & sunlight. A Common Bathroom boasting a double vanity, 2 Large Bedrooms with a King bed and Bathroom in Master Suite and a Queen bed & Futon in 2nd Bedroom. Each room if fitted with window treatments & Blackouts for added privacy and comfort. Ample Closet space ensuring all your storage needs & a Washer/Dryer. For outdoor lovers the screened porch is a perfect retreat. It comes with comfortable fans for those warmer days & a built in Hot Tub for ultimate relaxation. A 2nd covered porch facing the canal with views of Boot Key Harbor & partial Sunsets. Property boast a fish cleaning station, water & electric on the Dock. An outdoor shower adds a touch of luxury to your beach days. The storage/workshop offers ample space for your tools & projects. Partially fenced, features trailer storage & excellent parking options. If you are looking for a vacation home, permanent residence or Rental Income 835 25th St. offers an affordable waterfront lifestyle thats hard to beat.