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

Discover this incredible new listing in Outdoor Resorts at Mile Marker 66 in the Florida Keys, offering parking for two cars and a 30ft boat. Enjoy access to the parks exceptional amenities, including pickleball, a swimming pool, pool tables, a gym, and more, all within a community that boasts its own marina with fuel and a private beach. Dont miss this great opportunity to own a piece of paradise in the Florida Keys!

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

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.

Charming 2/1 Half Duplex in Marathon, FL - Prime Location! 🌴 Florida Keys!This nicely remodeled 2-bedroom, 1-bath half duplex is the perfect long-term rental investment, or personal retreat. Located in a 7-night rental zone, it offers strong income potential and is one of the most affordable 2-bedroom homes in Marathon. Built with concrete block construction, a metal roof, and impact windows, this home is built to last. The tropical yard is filled with fruit trees and has plenty of space for a garden, plus a storage shed for all your outdoor gear. With ample parking, theres room for cars, boats, or a small RV.This home is in a prime location, just a short walk to restaurants, shopping, a pharmacy, and other conveniences. The Gulf of America is only steps away, offering serene waterfront views. For boating and fishing enthusiasts, the city boat ramp is just minutes away, providing easy access to both the Atlantic and the Gulf. Whether youre into world-class fishing, diving, or snorkeling, this home puts it all within reach. Dont miss this chance to own a turnkey Keys retreat at an unbeatable price--call today for a showing!

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!

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.

Vacation year round in this cozy, one bedroom, one bathroom home. Enclosed community with 24-hour security. Amenities include: Clubhouse, Gym, Tennis and Basketball courts, Swimming pool for adults and a kiddie pool for the little ones. Marina and Mini store with gas for Boats and Vehicles. Boat Ramp and Boat trailer storage. A real delight for Fishing and Boating. About five minutes to Gulf and Ocean. You own the land. For more information or to view, please contact Listing Agent.

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.

Charming Conch House that has been fully updated with new roof, impact rated windows & doors, tankless water heater, updated electrical panel, and interior remodel with coastal finishes. This one bedroom & one bath home is affordable retreat for your winter getaway or full-time homestead. Backyard is fully fenced with outdoor spa included for your own tropical ossias. Located in the heart of Marathons Little Venice District. Property can also be used for weekly vacation rentals for cashflow.

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

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.

Fully remodeled 1/1 CBS home in the Florida Keys. Tile flooring throughout, SS appliances, washer/dryer, impact windows and doors, tankless water heater. Marathon allows rentals as little as 7 days. Fenced backyard with screened porch for privacy and entertainment, BBQ area and plenty of parking in front and on side of property with a pull through front and rear gate to facilitate boat and trailer parking. Close to shopping, restaurants and boat ramps. No Association. Come enjoy the Keys lifestyle!!

Fall in Love with this Little Gem in Outdoor Resort.Discover the charm of resort-style living in this lively gated waterfront community spanning 35 acres. This 2-bedroom, 1-bathroom property offers a plethora of amenities & endless charm. Ideal for both personal enjoyment and investment, its highly rented and sought after.Dont miss your chance to own a piece of paradise in this exclusive resort community. Contact us today to schedule a viewing!

Discover peaceful coastal living with this thoughtfully designed 1-bedroom, 2-bathroom townhouse nestled in picturesque Marathon, Florida inside the gated community of Ocean Isles. Fully furnished and newly constructed offering 850 square feet of comfortable, single-level living space, this property presents an ideal opportunity for those seeking a serene retirement, relaxing seasonal home, or income generating potential.Step inside to find modern interiors ready to become your personal sanctuary. The primary bedroom promises restful nights accompanied by gentle ocean waves. Both bathrooms feature contemporary fixtures and beautiful finishes, perfect for those prioritizing comfort, security, and simplicity.The propertys greatest assets are its oceanfront location, private boat docks, tiki huts, and vibrant community. Enjoy direct water access for your vessel, making spontaneous boating adventures a daily possibility. The communitys spectacular pool--the finest in the Keys--requires no maintenance on your part. The well-maintained recreation center, accessible oceanfront tiki huts, and convenient outdoor grills create perfect settings for entertaining visiting family or meeting new friends in the community.Whether youre looking to establish permanent roots or seeking a seasonal retreat, this property offers the ideal balance of independence and community living. The steady vacation rental market in Marathon also provides flexibility for those interested in generating additional income when not in residence.Located in a peaceful neighborhood within Marathon, youll find yourself surrounded by like-minded neighbors who appreciate the areas tranquil atmosphere. Gentle walks along nearby Sombrero Beach, convenient access to medical facilities, and proximity to local shops and restaurants make daily living both enjoyable and practical.Welcome home to your piece of paradise in Marathon--where relaxed coastal living meets comfort and convenience.

AMAZING KEYS GETAWAY! Completely turn key home ready for you and your family to come make it your own. Community has it all! Basketball, Tennis, Pickeball, Marina, Gas Station, Private Beach, Pool, Banquet Hall, Sauna, Full Gym and Much more! Home is being sold fully furnished with almost everything you need including toys and a 6 seater golf cart! Parking on lot for up to 27 boat and 2 cars. Lots of storage and sleeps 10! Tiki Hut with TV, High Speed Internet, Combo Grill, beautiful turf, outdoor fridge and sink, outdoor shower. There is NOTHING MISSING! Just bring your flipflops and be ready to enjoy yourself!

Own 1/8 of this professionally managed, turnkey waterfront retreat in Key Colony Beach--The Gem of the Florida Keys--at a fraction of the cost! This is not a timeshare, but true real estate ownership, allowing you to enjoy luxury homeownership in the Keys with hassle-free management.Surrounded by pristine waterways, this newly constructed 2021 home sits on a prime 80 ft wide waterfront lot and offers direct boating access to both the Gulf and the Atlantic Ocean. A 30-foot private dock awaits out back--ideal for your boats, jet skis, paddleboards, or launching into the open water for a day of fishing and fun.After a day on the water, relax in your concrete in-ground pool, perfectly positioned on the east-facing patio for shaded afternoons. The expansive covered outdoor kitchen and dining area create a seamless indoor-outdoor lifestyle, perfect for entertaining or simply unwinding in style.Inside, the open-concept great room connects effortlessly to the gourmet kitchen, a chefs dream with premium Thermador appliances, a large island, and ample counter space. Upstairs, a cozy family room with wet bar opens to a private balcony overlooking the peaceful canal.The primary suite offers a spa-like retreat with a dual sink vanity, soaking tub, and tiled walk-in shower. With four additional bedrooms and bathrooms, theres plenty of room for family and guests to enjoy in comfort.Fully furnished and professionally decorated, this luxury home is maintained by a dedicated management team--providing the ultimate in stress-free ownership. Whether youre looking for a second home or a smart vacation rental investment, your waterfront paradise is waiting. Schedule your private tour today!

This spacious, detached pool-side townhome offers the perfect blend of comfort, convenience and coastal living within the secure confines of a gated, pet-friendly community. Covered parking leads to the ground-level foyer with ample storage space, transitioning to the elevated main living areas youll find a private balcony with pool views, laundry area, a convenient half bath and a versatile dining room. Nestled upstairs are the airy bedrooms, and access to the 2nd private balcony. Enjoy low-maintenance living in this well-kept community with affordable HOA fees of just $312/mo. With no transient rentals, its perfect for a full-time home, vacation retreat, or high-demand annual rental. And water access is just around the corner, with nearby public boat ramps and beautiful Sombrero Beach!

Discover the ultimate Florida Keys lifestyle in this 1-bedroom, 1.5-bathroom condo, located in the highly sought-after Ocean Isles Fishing Village. Set on seven acres of beautifully maintained, serene oceanfront grounds, this complex combines modern amenities with an unbeatable location right in the heart of the Keys.This concrete block construction condo offers a spacious two-story layout, ideal for a personal retreat or an income-generating property, with the flexibility of seven-day rentals.Ocean Isles provides a wealth of amenities, including a large oceanfront pool, a clubhouse, tiki huts, and fish cleaning stations for the avid angler. Boating enthusiasts will love the private boat ramp and first-come, deep-water dockage, offering easy access to the ocean. The newly updated marina features a seawall, bulkhead, and docks, ensuring smooth, protected boating for all your aquatic adventures.The central Marathon location makes this condo the perfect home base for exploring the Florida Keys, with world-class fishing, diving, and dining right at your fingertips.This is a rare opportunity to own a slice of paradise in one of the Keys most desirable communities. Schedule your private showing today!

LOWEST PRICED OPEN WATER VIEW 2 BEDROOM 2 BATH CONDO. MAKE AN OFFER on this dynamic waterfront condo in Lady Alexander located across from the Sombrero Golf Course overlooking beautiful Boot Key Harbor. Freshly painted and lovingly cared for this complex has stunning open water views, dockage with quick Ocean and Gulf access, a fantastic pool deck with covered entertaining area and heated pool. If boating is not your thing the complex has kayak and paddleboard storage with easy launch from the dock to explore all the wildlife in the area. If you love to walk or bike there is a bike bath in front of the complex that goes around the golf course and down to Sombrero Beach. Just a quick distance to grocery shopping and restaurants and a short walk to cocktails and live music. This unit is located on the second floor and the complex has an elevator for hauling groceries or for those with mobility issues. Beautiful water views from the screened in patio, living room, kitchen and master bedroom. Mandatory engineer inspections completed over two years ago & logged in with the City! This is a great complex for those looking to be a part of a wonderful and enthusiastic fishing community. Low condo fees cover water, sewer, exterminating, building insurance and common area maintenance.

Original Keys Conch House! BUILT TO LAST! They dont make them like this anymore! Just think of all the history this adorable conch home has but with all the modern conveniences of a remodeled property with granite counter tops, full backsplash in kitchen and high impact windows! Central location with easy walking distance to restaurants, churches and shopping. Easy installation of fencing and landscaping will make it your own private sanctuary and give space for the kiddos and pets to play. This is a versatile property that would work great for the first time home buyer, investor, work force housing or the snow bird who wants a sunny Keys getaway! Easy to assume flood policy, a breeze to show. Get into your new Keys home today! Ask me about the City grant or Home Town Heros program that helps buyers get into their forever homes!