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

Charming pool home with ample space for tranquil living and entertaining in the fabulous Florida Keys. This conch style home has open living areas with delightful pool and garden views that enhance its spacious feeling. Step into a sanctuary where paved paths meander through a backyard paradise. Enjoy a BBQ patio w/buffet area, outdoor bar with sink and buffet area, large pergola with adjoining deck and built-in seating that surrounds a fire pit area. Additional areas invite cozy seating and accommodate large gatherings. Nested into the greenery is a picturesque bathhouse. Screened porch and large dining room overlook the turquoise-colored pool which is the centerpiece of this very special home. Mature landscaping provides all-around privacy and is a gardeners delight with native and exotic plants, fruit and herb gardens, and a variety of fragrant and colorful displays. Privacy fence with two gated entries surrounds the back and side yards. Current owners never experienced flooding inside this elevated ground-level home. Well-maintained interiors and upgrades include impact doors and windows, paved entryway with additional side ramp access, AC and ducts, re-roof, spray foam roof insulation, Samsung range and refrigerator, pantry, and pool resurfacing, pump, filler, and deck paint. Features include an extra-large laundry/storage room with washer and dryer, storage shed, large utility yard with 10 work bench, irrigation, trash corral, garden lighting. Paved frontage, circle driveway, ample parking, room for boat and RV with 110/30 hookup. Extra-large third bedroom would also make a great media room. This lovely home is on a street that enjoys a peek-a-boo view of the Atlantic waters with pedestrian access to a small, neighborhood shoreline. Conveniently located near parks, the beach, and many other famous attractions. Dont miss the opportunity to make this paradise cottage home your own!

Seller has this property listed with VRBO. Rental income for 2024 was over $80,000 for the year. Wide water views from this beautiful renovated furnished condo boasting a fantastic floor plan compared to other condos, is attractively decorated with an updated and modern coastal look. Many windows for natural light and a huge L-shaped balcony boasting pocket sliding doors for indoor/outdoor living space. Kitchen has white countertops, newer SS appliances, and a terrific bar/butlers pantry w/ wine refrigerator. Main bedroom opens to the balcony, has large step-in shower and dual sinks. Other features include impact glass windows & doors, natural stone floors, plantation shutters, a barn door, extra storage and covered parking (trucks & pets OK). Full-time residents can homestead this property and receive mail or use as a vacation home with the option to rent through on-site Hawks Cay or personally through rental outlet of your choice (Airbnb, VRBO, VACASA, etc.). Optional membership to resort fitness center, tennis, kids and adult activities. Seller will respond to all offers.

Experience unparalleled coastal living on serene Flamingo Island in Marathon. Built in 2021 by Design Center to the latest building codes, this immaculate single-family home offers modern design and impeccable craftsmanship. Set on a spacious 7,200 square foot lot, this haven features nearly 1,400 square feet of living space with three bedrooms and two bathrooms. From the moment you arrive, youll be impressed by the brick-paved double driveway, large carport (that can be enclosed for additional storage), and low-maintenance, beautifully landscaped yard. Inside, an open-concept living area flows effortlessly into the gourmet kitchen. Enjoy an abundance of natural light, matte tile flooring, LED lighting, 9 foot ceilings, and stylish 5.5 inch baseboards. The chefs kitchen shines with an expansive navy island, white shaker cabinetry, sea foam glass tile backsplash, white quartz countertops, under-cabinet lighting, and fingerprint-resistant appliances. The primary suite offers a peaceful retreat with abundant windows and en-suite bath with double vanities, quartz counters, and step-in tiled shower. Two additional guest bedrooms complete the home while the guest bath includes a tub/shower combo and a quartz-topped vanity. An enclosed laundry area with a tankless water heater adds convenience. Additional highlights include tinted windows for energy efficiency and privacy, poured concrete subfloor, and an assumable flood insurance policy at only $876 yearly. Theres ample space for parking your boat, trailer, and toys, or to install a pool and tiki hut. Ideal for a primary home or second getaway to live the true Florida Keys lifestyle. Owners have engineered plans for new owner to enclose the front porch for additional living area, and add an expansive wood deck right off the primary ensuite, if ever desired. Located just a bike ride from Sombrero Beach and walking distance to the Florida Keys Country Club, dont miss your chance to own this impeccably maintained home.

Own a piece of paradise perfectly situated at the southern point in Key Colony Beach. This turnkey property not only offers comfort with tropical decor, but it also provides an incredible investment opportunity. This beautiful oceanfront townhouse, features three spacious bedrooms and three bathrooms. This home is ideal for both relaxation and entertaining. Enjoy breathtaking ocean views right from your living room, or step outside to your pocket beach, where soft sand and the gentle sounds of the waves await. The community amenities elevate this property to another level and includes a sparkling, oceanfront pool, soothing hot tub, a fishing pier, and a sports court--everything you need for a resort-like lifestyle for ultimate unwinding, outdoor enthusiasts, and friendly competitions. This townhouse offers both tranquility and access to all the best island living has to offer. This townhouse is ideal for both personal enjoyment and rental income. With onsite property management in place, you can easily rent out the home on a weekly basis, making it a hassle-free investment that generates income when youre not using it. The island of Key Colony Beach also offers walking paths to playgrounds, restaurants, and a Par 3 golf course. Also steps away from Sunset Park to picnic or reflect outside of Key Colony Point. Dont miss out on this exceptional opportunity to own a stunning oceanfront property. Schedule a viewing today!

Great weekend getaway, retirement home or vacation rental on 9th Street in Key Colony, the GEM of the Florida Keys. Lovingly maintained, updated and enjoyed by same family for over 40 years! Upon walking in the front door your eyes will be immediately drawn to the views of the wide, deep canal. This open living room, dining room and kitchen flow easily onto the spacious, covered porch where your tropical lifestyle has been extended. Dock your boat &/or jet skis at this 33 ft dock, where you can easily launch your Kayak or Paddleboard, or throw a line over and catch fish right off your step-down dock. The brief cruise to Vaca Cut is less than 10 minutes and you will arrive at the open ocean and open gulf. Since both 271 and 261 are now available, buy one for you and rent the other for your Vacation Rental Investment Property. KCB has biking and walking paths throughout the 15 street City, marina, 3 restaurants, Golf, Pickle Ball, Tennis, Basketball, Bocce Ball, Horseshoes, Playgrounds, Post Office, Police Dept and Sunset Park. Come see what living in Paradise can be for you, your friends and family! It is time to make tropical memories here, in paradise.

This is a rare opportunity to own the best priced DIRECT OCEANFRONT 2 bedroom, 2 bathroom condo in Key Colony Beach. Located in the highly exclusive Monte Christo complex, this 1,260 sq. ft. unit offers breathtaking ocean views from the kitchen, dining room, living room, and master bedroom. This meticulously maintained condo is move-in ready, with furniture negotiable, allowing you to personalize the space to your liking. Plus, enjoy the benefits of condo living with no maintenance responsibilities, so you can spend more time enjoying the views and less time on upkeep. The Monte Christo community offers fantastic amenities, including two pools, tennis and shuffleboard courts, and a detached one-car garage. Situated in an ideal location, youre just minutes from Million Air Marathon Airport, Baptist Fishermens Community Hospital, local dining, parks, and marinas, with a short walk to the golf course and professional pickleball courts. Not only is this a beautiful home, but its also a strong investment opportunity with rental bookings already secured for 2025, making it ready to generate immediate rental income. Whether youre looking for a serene oceanfront retreat or a profitable vacation rental, this condo offers unmatched value, comfort, and convenience. Schedule your showing today.

Least Expensive Villa with deeded boat slip. This beautiful villa at 7101 Harbor Village has 2 bedrooms 2.5 Bathrooms is the combination of luxury, convenience, and investment potential. You have the option to purchase the villa separately if you choose not to buy the boat slip.The villa is currently managed by the owner, and rental income and sellers disclosure details are available upon request. This property offers a prime location with direct access to the ocean, making it a great place to enjoy the Florida Keys lifestyle. The home features granite countertops and stylish finishes, creating a comfortable and modern living space. If you are looking for an investment, this villa can be rented daily. You can choose to enroll it in the Hawks Cay rental program or continue renting it privately. If you prefer, you can keep it as your private getaway and not rent it at all.The villa is close to popular attractions like Angler & Ale, Hawks Cay Resort, and other local restaurants and shops. If you want even more amenities, you can join Club Duck Key, which offers access to a pool, hot tub, tennis, and pickleball courts, social events, and a clubhouse with a full kitchen for an annual membership fee. The home is also just a short drive to Marathon, where you can find grocery stores, restaurants, and other essentials. Key West is about an hour away, and Miami is just a two-hour drive.This is a rare opportunity to own a villa in a highly desirable location. Whether you want a vacation home, an investment property, or both, this villa offers flexibility and great potential. Contact us today to learn more or schedule a private tour.

Welcome to The Keys Escape! This fully renovated two bedroom/two bathroom waterfront gem is located on a quiet dead end street on the south side of Key Colony. Impact windows and doors, stainless steel appliances, new floors and a brand new kitchen are just a few of the upgrades done to this property. Enjoy unrestricted access to both the ocean side as well as the gulf side for endless water activities. Property boasts hundreds of 5 star reviews on numerous rental platforms and has a track record of high occupancy with many guests revisiting year after year. Whether youre looking for a personal residence or an investment property- or a little bit of both- this property has it all.

Fantastic investment opportunity 2 Bed -1 Bath **Waterfront location**: With a private oceanfront beach and a 15K-LB boat lift, this property is perfect for water enthusiasts.**Amenities galore**: The 35-acre resort offers a huge pool, hot tub, tennis courts, clubhouse, dog park, store, bocce ball, boat trailer storage, marina, and boat ramp. **Security**: 24-hour gated security provides peace of mind for owners and renters.**Remodeled home**: The property has been remodeled, offering a modern and comfortable living space.**Expansion potential**: With the option to build up to 3 stories, the skys the limit for renovation and expansion possibilities. Great vacation rental history. A unique combination of lifestyle and investment benefits, making it an attractive opportunity for those looking to purchase a vacation home or rental property.

Welcome to your island oasis on beautiful Duck Key! This charming 3-bedroom, 3-bathroom home offers the perfect blend of comfort, style, and functionality. Each of the three spacious bedrooms features its own en suite bath, providing privacy and convenience for family and guests alike. One of the suites is exceptionally large, making it a great option for an additional living space, den, or flex room. Step outside into your private paradise -- the backyard boasts a fabulous pool with a built-in spa, all controlled by a remote heater system for year-round enjoyment. The screened-in patio provides a comfortable, bug-free zone to relax or dine al fresco. Host unforgettable cookouts at the fully equipped outdoor kitchen, complete with a Big Green Egg smoker and ample prep space. Inside, youll find a generous living area perfect for gatherings, and a galley-style kitchen with granite countertops, a stainless refrigerator, and even a chest freezer dedicated to bait -- ideal for fishing enthusiasts. Entertain with ease thanks to the indoor wet bar, featuring your very own kegerator -- pour cold drafts without ever leaving home.Just one block away, youll find Club Duck Key, a private membership club offering an impressive array of amenities -- including a clubhouse, pool, tennis courts, pickleball courts, bocce ball, horseshoe courts, and even a basketball court. Its the perfect place to stay active, socialize, and enjoy island living to the fullest.Whether youre looking for a full-time residence, vacation getaway, or rental investment, this well-appointed Duck Key home is a rare gem.

Full or Each Half Duplex - Now Available!If you need a bigger dock than most 1/2 duplexes in Key Colony Beach, here it is.... This 42 ft Dock with concrete seawall and wooden step down dock s ready for you and your BIG Boat! Plus, an exceptionally maintained family owned, by same family for over 40 years. The pride and care given to this Keys residence is obvious upon entering the open concept kitchen, dining and living room. The big impact slider and large living room window create a bright open space with amazing views of the 100 ft wide canal. These refreshing water views will lure you out onto the covered porch for entertaining, dining and relaxing. Now you and your family are invited to create wonderful memories too! Anglers, boaters, divers and nature lovers will appreciate the brief 5 minute cruise to the open ocean and open gulf. Ideally located to several airports: only 10-15 minutes to Marathon Intl, just over an hour to Key West Intl, 2 hrs to Miami Intl Airport or 2.5 hrs to FLL Intl. Come home to Key Colony Beach, the GEM of the FL Keys. Here you can bike on the entire, 15 Street City, enjoy Pickle Ball, Golf, Marina, 3 Playgrounds, Bocce Ball, Horseshoes, Post Office, 3 Restaurants and Sunset Park. Paradise is waiting for you here....this island life CAN be YOURS!

Luxury 2nd floor CORNER unit offers Breathtaking Open Water Unobstructed Panoramic Views of the Ocean. Extra side windows allow for an abundance of natural light to flow throughout this open floor plan. The moment you step through the doors is like looking over your very own Infinity Pool. Enjoy the Sunrise, Sparkling Turquoise Waters and White Sandy Beach in this Southeast facing Unit on Key Colony Beach. Recently updated so move in ready! Wrap-around Balcony allows you to bring the outside in and enjoy all the Florida Keys has to offer. Unit comes with detached 1 Car Garage, 2 Pools, Tennis and Shuffleboard Courts and is centrally located making it easy to explore our beautiful Island attractions and restaurants.

This beautifully remodeled 3/3 home in the Marathon Keys offers stunning waterfront living with direct ocean access. Featuring a boat lift, its perfect for boating enthusiasts. The tastefully updated, turnkey property is ready for immediate move-in, offering a perfect blend of comfort and coastal charm. All new Appliances, Property has 2 a/c Systems, Termite Treatment 2024, Dont miss out on this rare opportunity to own a slice of paradise!

Owner financing Possible. 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!

Discover an exceptional opportunity to own a three-bedroom, two-bathroom condominium within the prestigious Hawks Cay Resort. This unique floor plan is located in one of just two buildings approved for year-round residential living, making it perfect as a full-time residence, a vacation retreat, or a lucrative investment property. Designed with an open-concept layout, this condo has seen minimal rental use, preserving its pristine condition. The screened-in porch spans the entire backside of the unit, offering breathtaking views and easy access through sliding doors from two bedrooms and the living area. Custom blinds throughout the interior add to its refined coastal charm. The kitchen stands out with upgraded countertops and stainless steel appliances, blending style and functionality. Additional conveniences include extra storage on the lower level of the complex and covered parking options. Whether youre looking to embrace the vibrant Florida Keys lifestyle or escape to your private oasis, this property offers endless possibilities. With significant income potential and a stunning location, this condo is a rare gem you wont want to miss.

Are You Ready to Claim Your Island Dream- Or Will Someone Else Live the Life Youve Imagined at 241 W Seaview Drive? A stunning Key West-style residence nestled on the prestigious island of Duck Key. This is a rare opportunity to own a slice of paradise in one of the Florida Keys most sought-after communities, and the sellers are motivated and ready to make a deal. Bring your offer today and take the first step toward living your island dream!Built in 2018, this thoughtfully designed home offers 1,728 square feet of bright, open living space. With three spacious bedrooms and two modern bathrooms, the home is perfectly suited for a full-time residence, a vacation getaway, or even as a lucrative long-term rental. The wide-open floor plan seamlessly connects the living, dining, and kitchen areas, creating an inviting space thats ideal for entertaining guests or relaxing with family. The kitchen is a chefs delight, featuring elegant quartz countertops and stainless steel appliances, all nestled between the living and dining areas for effortless flow and conversation.Throughout the home, hurricane-impact windows and doors flood the space with natural light, while driftwood-colored, wood-look tile flooring adds a touch of coastal charm and durability. Step outside onto the terrace and imagine starting your mornings with a cup of coffee, embraced by gentle island breezes. Evenings are just as magical, whether youre unwinding in the spa or hosting friends under the stars. Theres plenty of room to add a pool, and the generous side yard provides ample space for your boat, kayaks, or golf cart-perfect for embracing the full Keys lifestyle.Duck Key is renowned for its upscale, golf cart-friendly atmosphere and vibrant sense of community. Residents have the option to join Club Duck Key, which offers access to a private pool, hot tub, tennis courts, and a calendar full of lively community events. Security patrols the neighborhood r

Welcome to Gulfpointe II, a Gulf front community offering lots of amenities including great dockage, large heated and chilled pool and lots of parking. This spacious 2 Bedroom 2 Bath condo offers an open floor plan with panoramic views of the gulf from all angles. Enjoy morning coffee or evening cocktails watching the sunset over the water from one of your. two porches that face different angles so you can capture shade and breezes all day long while enjoying Gulf views. Inside, the open-concept living room is spacious and flooded with natural light, creating a bright and airy feel. The kitchen is functional, with ample counter space for cooking and meal prep and stainless steel appliances. A large island with peninsula seating provides extra seating, perfect for dining or entertaining. The primary bedroom is a private retreat with its own half wrap-around balcony, offering a serene spot to enjoy the views. The room is spacious, with an en suite bathroom featuring double sinks and a generous closet. The guest Bedroom is equally large and comfortable with room for queen and twin beds. Offered furnished and rental ready. Located in Marathon, this condo allows 7 days rentals and offers easy access to local beaches, restaurants, and outdoor activities. With a heated and AC cooled pool, first-come dock, 8 boat slips great for family fishing with dock lights, and community pool and Gulfside views this condo is the perfect place to enjoy the best of the Florida Keys.

Welcome to your Key Colony Beach Escape, a beautifully maintained waterfront 3-bedroom, 2-bath half duplex in the desirable Key Colony Beach. All new impact windows and doors throughout. This charming home features 30 feet of concrete dockage, fish cleaning station, tiki hut, fresh paint, new furniture, and smart TVs in every room. The open-concept living area flows seamlessly into the fully equipped kitchen, complete with a breakfast bar and dining table for six. If you are looking for an investment property, this is it! Active vacation rental with needed licenses and passed inspections ready to be transferred. Enjoy easy access right down the street to the exclusive Cabana Club, with beach and pool privileges just a short walk away. Located near parks, fishing, golf, and local restaurants. Dont miss the opportunity to own this stunning property in the Gem of the Florida Keys! B&BATVAI

Rarely available, large duplex with 3/1 units on both floors. Separate electric meters help improve your ROI. Tenants split the water bill. Great rental revenues this duplex stays rented all the time. New metal roof and electric service upgraded in 2014. separate laundry room for each unit. Barely a scratch from Irma. Gulf views from upper unit. Upper rents for $3000 and lower for $3200. Owner is a Florida real estate licensee

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.