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

Total Listings 359
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$1,700,000
Key Colony
Key Colony Beach   - MM: 53.50
3 Bed, 3 Baths, 2,260 SqFt Days Listed: 80
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 305ft.

Beautiful 3 bedroom, 3 bath home in Key Colony Beach. Meticulously maintained home. The top floor offers 2 bedrooms and 2 baths with an open kitchen and living room. The 1st floor has 1 bedroom, 1 bath with a sitting area facing the canal. Both living areas offer great views of the canal. This home comes furnished and has a good rental history.

$1,700,000
Marathon
Sombrero Anglers C N   - MM: 49.50
4 Bed, 4 Baths, 2,752 SqFt Days Listed: 175
-5.56% ($100,000) 1 Price Change : Last Change 2 Days Ago
Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift100ft.

Large duplex in the beautiful Sombrero area. Large rooms and covered parking. Deep water dockage with easy access to Gulf or ocean. 1mile to Sombrero Beach. Washer, dryer with 105A only.

$1,725,000
Marathon
Sea Air Estates   - MM: 52.00
5 Bed, 5 Baths, 2,719 SqFt Days Listed: 74
-13.53% ($270,000) 4 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Slip75ft.

New Price!!! EXCEPTIONAL DEAL TO BE HAD!! We invite you to make your offer and make this your Ultimate Holiday Gift to Yourself! Lowest Priced 5 bedroom waterfront home on the market. Highlights of this home include 2 level living: 1st floor- above flood ground level legal living space for extended family, in-laws or those with mobility issues. The living space has 2 bedrooms, 1 bathroom, dining & living area with screened in patio off the pool. Second floor offer 3 bedrooms, 2 bathrooms, light & bright kitchen with open dining/living area. There is a large screened in patio with views of the canal and your 75 step down seawall and pool that is equipped with a heater and chiller. Plenty of room for multiple trucks/SUV and boat trailers. Large garage for all your fishing/diving gear. Centrally located, 5 minutes to Gulf and 10 minutes out to the Ocean through Vaca Cut. This property will make an exceptional vacation rental with the ability to sleep 12 people. Earn income while you arent using your property, ask us how! A pleasure to show and MOTIVATED SELLER!

$1,795,000
Key Colony
Marina Subdivision   - MM: 54.00
3 Bed, 3 Baths, 1,647 SqFt Days Listed: 5
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 49ft.Concrete

Embrace the Florida Keys lifestyle with this modern half duplex, built in 2023 and featuring 3 bedrooms and 3 baths, all designed with elegance and comfort in mind. Theres nothing better than a new property and this one does not disappoint. Beautiful white kitchen with Quartz countertops, tile flooring throughout and soaring 9 foot ceilings. 2-car garage to store all your boating gear. Picture yourself relaxing by the pool or setting out on your boat from the 49 concrete dock, making every day feel like a vacation. Currently a weekly vacation rental with upcoming bookings in place. The adjoining half duplex, 232 Sadowski is also for sale if you want to purchase the full duplex for extended family or additional rental income. Key Colony Beach is a resort community in the middle Florida Keys with several restaurants, a 9-hole golf course, Sunset Park, sports courts and shopping within biking or walking distance.

$1,795,000
Key Colony
Marina Subdivision   - MM: 54.00
3 Bed, 3 Baths, 1,647 SqFt Days Listed: 5
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 49ft.Concrete

Imagine waking up every day in your dream waterfront home, where modern elegance meets coastal charm. This newly built property, completed in 2023, offers not just a home, but a lifestyle. With a generously sized primary suite, 2 comfortable guest rooms and 3 luxurious baths, this residence is designed for comfort and sophistication. The impressive 9-foot ceilings amplify the natural light, making every corner of the home feel inviting and spacious. The 2-car garage will store all your boating and fishing gear too. But thats not all! Step outside to your very own 49-foot dock, where you can jump on your boat and explore the breathtaking waters of the Florida Keys at your leisure. Whether youre hosting friends by the pool or enjoying a quiet evening on the couch with Netflix, this property is perfect for making lasting memories. Currently set up as a weekly vacation rental with bookings in place, start earning income right away. Key Colony Beach is a resort community in the middle Florida Keys with several restaurants, 9-hole golf course, sports courts and shopping within biking or walking distance. The adjoining half duplex, 230 Sadowski is also for sale if you want to purchase the full duplex for extended family or additional rental income.

$1,799,000
Marathon
Sombrero Properties   - MM: 49.50
4 Bed, 4 Baths, 3,432 SqFt Days Listed: 49
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 95ft.Concrete

Welcome to your personal paradise at this exquisite half duplex on Boot Key Harbor, offering mesmerizing waterfront harbor views from the living room, kitchen and master bedroom. Perfectly situated for boating and fishing enthusiasts, this concrete stilted structure features a metal roof (2018) and impact windows (2021), ensuring durability and peace of mind. With over 3,000 square feet of living space, this roomy home easily accommodates large families or groups and all their watercraft. The residence has 4 spacious bedrooms and 4 1/2 bathrooms, including 2 ensuite bedrooms to host your special guests. The lower level features a versatile full apartment with potential for separate long term rental, providing great investment potential. Employ just the ground floor apartment or the entire property for 7-day vacation rental income. With approximately 60 feet of prime deep water waterfront, the property includes 3 separate boat slips, a 10k boat lift, and docks equipped with power, water, and a swim ladder, making it ideal for all your boating and water activities. A fish cleaning station on the sturdy seawall adds to convenience, while cool trees provide shade for relaxing. 3 levels of porches give you comfortable access to amazing sunsets and harbor views. Watch the boats motor by all day long and catch the Holiday Lighted Parade from your front row seat. Or enjoy cool breezes and a peaceful golf course view from your cozy front porch. Comfort is paramount with an elevator for easy access, 3 air conditioning units (2 replaced recently), roomy laundry room, an air-conditioned garage and multiple storage spaces. Ride your golf cart to the beach and nearby shopping and restaurants. Just minutes from a full-service Marina, Sisters Creek and Gulf-side boating, this stunning home is a must-see. Whether youre seeking a full-time residence, a vacation retreat, or an income-generating investment, embrace the coastal life on Boot Key Harbor in Marathon today!

$1,799,000
Marathon
Tinglers Island   - MM: 49.50
2 Bed, 2 Baths, 1,722 SqFt Days Listed: 323
-7.74% ($151,000) 3 Price Changes : Last Change 10 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 100ft.

SOMBRERO BEACH HOME. Walk, bike, kayak, paddle board and/or boat to Sombrero Beach from your new home. Located only a few minutes by boat out to great fishing, boating and snorkeling. This 1,722 sq. ft. home features 2 bedrooms and 2 bathrooms. The home boasts high ceilings in the living room, a fireplace, a dedicated laundry room and a bonus room that may operate as an office, play room or third sleeping room. The lot size is 12,197 sq. ft. There are plenty of parking spaces in front of the home and covered parking. Outside amenities include a swimming pool, private landscape and a 100 ft. concrete seawall. The favorable storage space on the ground level allows you to store all your beach and boating toys. The home features a newer metal roof, swimming pool and exterior elevator.

$1,799,999
Marathon
Coco Plum Beach   - MM: 54.50
3 Bed, 3 Baths, 2,354 SqFt Days Listed: 61
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage

Dont miss this incredible chance to own your own piece of paradise in the heart of the Florida Keys! This beautiful property boasts two floors, featuring 3 bedrooms and 3 full bathrooms, with stunning water views and direct ocean access. Ideally situated just minutes from Sombrero Beach and a variety of dining options, it offers the perfect blend of relaxation and convenience.

$1,850,000
Key Colony
Key Colony Beach 1st Addn Amd   - MM: 53.50
4 Bed, 4 Baths, 2,293 SqFt Days Listed: 155
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift37ft.Concre

Welcome to your coastal haven in Key Colony Beach--a paradise for those seeking a beautiful home and a relaxed lifestyle. This gem of a property with eastern exposure is offered fully furnished. Featuring 2-zone AC, marble pavers, and elegant finishes like Granite and marble counter and vanity tops. Boasting 9-foot ceilings, crown molding, a garage, concrete seawall, boat lift, and a step-down dock for a 37-foot boat, this residence seamlessly blends luxury with functionality. Enjoy the heated pool and the tropical ambiance in your backyard. Make this Key Colony Beach retreat your haven for a life of tranquility and leisure. Other half of this building (540 9th) can also be bought at the same price as 550 9th.

$1,850,000
Key Colony
Key Colony Beach 1st Addn Amd   - MM: 53.50
4 Bed, 4 Baths, 2,293 SqFt Days Listed: 363
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 37ft.Concrete

Welcome to your coastal haven in Key Colony Beach--a paradise for those seeking a beautiful home and a relaxed lifestyle. This gem of a property with eastern exposure is offered fully furnished. Featuring 2-zone AC, marble pavers, and elegant finishes like Granite, quartz, and marble countertops. Boasting 9-foot ceilings, crown molding, a garage, concrete seawall, and a step-down dock for a 37-foot boat, this residence seamlessly blends luxury with functionality. Enjoy the heated pool and the tropical ambiance in your backyard. Make this Key Colony Beach retreat your haven for a life of tranquility and leisure. Other half of this building (550 9th) can also be bought at the same price as 540 9th.

$1,875,000
Marathon
Lida Subdivision   - MM: 51.50
4 Bed, 4 Baths, 2,160 SqFt Days Listed: 391
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 50ft.Concrete

Introducing an exquisite fairly new constructed home in Marathon, FL, boasting four bedrooms, 4.5 bathrooms, and breathtaking waterfront views. This luxurious property features an inviting pool, perfect for relaxation and entertainment. Embrace coastal living at its finest, complete with a private dock, providing seamless access to the crystalline waters. With modern design elements and a prime location, this home offers the ultimate blend of comfort, style, and serene waterfront living. This is a great opportunity to have a beautiful modern home in the Keys and to generate income! Contact me today to schedule a private viewing and experience the charm of this beautiful property.

$1,890,000
Duck Key
Center Island   - MM: 61.00
4 Bed, 4 Baths, 3,319 SqFt Days Listed: 269
-5.50% ($109,995) 2 Price Changes : Last Change 98 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: n/a

DUCK KEY-Experience Luxury Island living at its finest in this newly constructed 2020 CBS home w/superior craftsmanship & meticulous attention to detail. Architecturally designed to maximize space & comfort, this home offers a 3,319+/- sqft of living space, encompassing 4 bedrooms and 3.5 baths. Upon entering, youll be greeted by timeless elegance. A stunning marble staircase sets the tone for the homes sophisticated aesthetic. The open concept layout & soaring high ceilings enhance the sense of spaciousness, while the huge kitchen & island offer loads of cabinets, quartz countertops, ss appliances & wine cooler that beckons to aspiring chefs & entertainers alike. 2 bedrooms are conveniently located on the main level, offering flexibility and convenience. Ascend to the 2nd floor to discover an impressive primary suite that offers peek-a-boo views of Toms Harbor, primary bath with soaking tub & oversized shower. Theres an additional bedroom & a versatile loft space which provides the option to convert the loft into a 5th bedroom. Main floor laundry rm. Outside, oversized balconies adorned with travertine tile invite you to soak up the beauty of Duck Key, while the lush landscaping, brick paver driveways & sprawling oversized 12,413 sqft lot create a serene outdoor oasis. Take a refreshing dip in the 15 x 30 pool or simply unwind amidst the beautiful mature shrubbery that surrounds you and offers privacy. Plenty of parking both open & covered. Conveniently located & walking distance to the Hawks Cay Resort, residents have easy access to the resorts restaurants, attractions & boat ramp (available to residents for a small fee) or join Club Duck Key. With too many features to list, this newly constructed, well-maintained home presents a rare opportunity for discerning buyers seeking luxury coastal living. Dont miss your chance to make this gem your own. POSSIBLE OWNER FINANCING. ATTRACTIVE TERMS. Call for details. B&BATVAI

$1,890,000
Marathon
Marameade Amd   - MM: 49.50
4 Bed, 4 Baths, 2,750 SqFt Days Listed: 213
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Slip,Other Dock

Boot Key Harbor home located in a protected basin hurricane hole. Deep water access to the Atlantic close to all types of amenities spacious four bedroom , three bath home on a extra large lot. Newer roof 2018. Had been a vacation rental for years nicely decorated with several new upgrades throughout. At one time had approved Dive boat business on site. Owners will hold a mortgage with half down. Endless possibilities lots of off street parking last house on the road. Could have a large extra wide power or large sailboat here in deep water with 85 feet of dockage lots potential for more than one boat

$1,890,000
Marathon
Key Colony Subdivision   - MM: 53.00
5 Bed, 5 Baths, 2,526 SqFt Days Listed: 49
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Concrete

Welcome to Sea Glass Dreams, an exquisite waterfront retreat in Marathon, FL, where luxury, relaxation, and adventure await. AFFORDABLE $958 CURRENT FLOOD INSURANCE! This spacious vacation rental is sold rental-ready and comes with advanced bookings in place, offering instant income potential. With five beautifully designed bedrooms and four bathrooms, it comfortably accommodates up to twelve guests, making it ideal for families, friends, and large gatherings.Inside, the master suite provides a king bed, sofa bed, and spa-like ensuite bathroom, creating a private haven of relaxation. Additional bedrooms offer a mix of king, queen, and twin beds, along with cozy sitting areas for unwinding. The open-concept kitchen, outfitted with a gas range and modern appliances, offers a welcoming space for preparing meals and gathering with loved ones.Outside, youll find a stunning 330-square-foot private pool, perfect for refreshing swims or lounging poolside. A brand-new putting green adds to the fun, with ample space for dining al fresco or relaxing with a drink while taking in the canal views. Boating enthusiasts will appreciate the 115-foot private dock, with space for 2+ boats, complete with water and power, for easy access to the Gulf.The property is a haven for fishing enthusiasts, with a convenient fish cleaning station, bait freezer, and small commercial ice maker near the dock. Inside, a well-equipped game room features ping pong, Pac-Man, basketball, foosball, a putting green, and giant yard games, ensuring entertainment for everyone.Huge lot with room for an RV and several cars.Sea Glass Dreams is a turnkey investment opportunity, set up to welcome guests right away and provide seamless income potential in a dream vacation setting.

$1,895,000
Marathon
Sombrero Properties   - MM: 49.50
4 Bed, 4 Baths, 2,114 SqFt Days Listed: 56
Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 110ft.

Imagine the potential with this prime opportunity to own a full waterfront duplex located on Sombrero Beach Road in Marathon. Stilted 4 bedroom, 4 bathroom, 2,114 interior square foot duplex with new 110 foot concrete seawall, in-ground pool, decking, and front porch. Large circular, paver driveway with ample parking spaces and trailer storage - room for many toys! Each side offers 2 bedroom, 2 bathrooms and 1,057 square feet. Find open concept living areas, kitchens, dining, washer/dryer on both sides plus enjoy the water views from the enclosed sun porches. Excellent choice for a weekly vacation rental or family home in the Florida Keys. Or live in one side, and rent the other. Lower level offers two garages and enormous storage space perfect for an anglers room and cabana. Walk, bike, or golf cart down to Marathons Sombrero Beach, just 1 mile away! Immense 110 feet of dockage with deep water access allows for multiple vessel parking of all sizes. Low maintenance graveled yard and landscape. Opportunities abound with this property: live in one side and rent the other, or rent both sides and use as a second home away from home. If youve been searching for a prime investment opportunity with excellent location, this waterfront duplex in Marathon is waiting for you.

$1,898,000
Marathon
Key Colony Subdivision   - MM: 53.00
4 Bed, 4 Baths, 2,565 SqFt Days Listed: 52
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits77ft.Concrete

Immaculate and stunning, this Marathon home is the epitome of craftsmanship and beauty, maintained meticulously by full-time owners with an eye for detail. Nestled in lush landscaping, this 3-story residence offers complete privacy and curb appeal with a paver driveway and a flawless exterior. Step onto the 77 ft. concrete dock, complete with a step-down for easy boat loading and 2 sets of davits offer immediate Gulf access along with quick ocean access through nearby Vaca Cut. The homes hurricane-impact windows & doors provide security, while spacious interiors with impeccable finishes highlight the main level, featuring a modern granite kitchen, over-sized laundry room/office, and a half bath, all leading to a covered porch overlooking palms and water. Upstairs, find 3 bedrooms, including a master suite with a walk-in closet, ensuite bath, and a private balcony with tropical views. At ground level, more elevated legal living space complete with its own patio, bedroom and bathroom with exterior access. Tucked away in a quiet and beloved Gulfside neighborhood, this pristine, turnkey property awaits!

$1,899,000
Marathon
Waloriss Subdivision   - MM: 49.50
3 Bed, 3 Baths, 2,492 SqFt Days Listed: 35
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Situated in the heart of Marathon just minutes from Sombrero Beach, this custom-designed modern home offers a perfect mix of luxury, functionality, and sustainability on a sprawling half-acre lot. A heated and chilled saltwater lap pool, with a tranquil waterfall takes center stage in the backyard, surrounded by a stunning coral stone patio. The beautifully landscaped grounds feature over 40 species of palms, tropical fruit trees, and raised garden beds. Sustainability is a highlight of this home, with a rainwater collection system, irrigation, and monarch butterfly sanctuary designation, ensuring that this lush environment thrives year-round. Additionally, a state-of-the-art solar power system makes electricity bills virtually nonexistent, further enhancing the eco-friendly appeal of this remarkable property. Inside, the home boasts an open-concept layout filled with natural light streaming through large impact-resistant windows and impressive 8-foot doors. The chefs kitchen is a showpiece of contemporary design and functionality, featuring custom frameless cabinetry, seamless stainless-steel countertops, high-end Thermador appliances, and a solid mahogany island that doubles as a gathering space for family and friends. The layout includes two luxurious primary suites, each with its own en suite bath and generous closet space. The main suite features his-and-her closets and spa-inspired finishes, while the second primary suite offers equal comfort and privacy. Additionally, visitors will enjoy the ultimate retreat, as the well-appointed guest bedroom is accessed through private entrance and features a private en suite bathroom. This unique space is ideal for hosting extended family, income producing, or serves as a private office or studio. Enjoy the convenient ample open and off-street parking for vehicles and trailer storage. Just minutes from Sombrero Beach, this property offers the perfect balance of tranquil privacy and access to all the best of Marathon.

$1,899,000
Marathon
R & R Subdivisiondivision   - MM: 48.50
8 Bed, 8 Baths, 2,780 SqFt Days Listed: 241
Multi-Units - Active - Waterfront No
Side of Island: Ocean - Dockage: None

A unique investment gem optimally positioned in the heart of the Florida Keys. This four-unit apartment building presents a fantastic opportunity for investors or business owners seeking employee housing solutions. Each of the four apartments in this building offers a comfortable living space with two bedrooms and one bathroom. Long-term tenants are currently in place. The separate metering of electricity for each unit is a thoughtful touch, allowing tenants to manage and pay for their own usage, which is a benefit for both the landlord and the tenants alike. Parking is often at a premium in the Keys, but not at this property. There is ample on-site parking available, ensuring that residents and their guests have convenient and secure places to park their vehicles. This is a significant advantage in the region and adds to the attractiveness of the property for prospective tenants. Additionally, the presence of a laundry room out back offers an added layer of convenience for residents. This shared facility means that tenants do not need to leave the comfort of their complex for laundry services, adding to the appeal of the apartments. For local business owners, this property represents a strategic investment in the future of their enterprise. With the challenge of securing affordable housing being a key factor in employee retention, owning this apartment building could be a decisive move to ensure the stability and longevity of your workforce. New owner can apply for affordable housing units and if awarded by the city would be able sell the 4 market rates off which are currently going for approx. 200k each. Inquire for details. By providing your employees with a comfortable and convenient place to live, you can foster loyalty and reduce the turnover that often plagues businesses in high-demand living areas. In summary this investment offers a rare blend of steady income potential and strategic benefits for business owners.

$1,899,000
Key Colony
Key Colony Beach   - MM: 53.50
3 Bed, 3 Baths, 1,995 SqFt Days Listed: 24
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Slip60ft.Concre

Be captivated by the charm and meticulous design of this canal-front Key Colony Beach home, offering the ultimate coastal lifestyle. This 3-bedroom, 3-bathroom stilted single-family home boasts a thoughtfully updated interior with quality finishes throughout. Featuring two master ensuites, a coastal-inspired decor, and an open-concept layout, this residence is perfect for both entertaining, relaxation, and has amazing potential as a rental property.The spacious kitchen, with its large countertop, is a centerpiece of the home, making it ideal for entertaining guests and families. Equipped with high-end cabinets and modern appliances, its a chefs delight. All bathrooms have been beautifully remodeled with stylish and durable materials. A metal roof, impact-resistant windows, and elevated construction ensure low insurance costs and peace of mind during stormy seasons.Step outside to your private oasis, complete with a heated fiberglass pool, 60-foot concrete dock, and a boat lift for easy access to the ocean. The outdoor living spaces, including a deck and seating areas, make this property ideal for enjoying the Florida Keys stunning weather and views.Whether youre looking for a vacation rental investment or a serene second home, this property is turnkey and ready to impress. Conveniently located near bike paths, the beach, and other Key Colony Beach amenities, this home is a true gem.Schedule your private showing today and experience the best of the Florida Keys!

$1,925,000
Marathon
Little Venice   - MM: 53.00
3 Bed, 3 Baths, 1,832 SqFt Days Listed: 12
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift75ft.

Stunning open water views of the Atlantic ocean directly from your living room! This 3 bedroom 3 bath home features a spacious open floorplan, with large bedrooms and over 1800 sq. feet of living space. Meticulously updated and ready for your family to begin your FL Keys adventure! Lower your boat on the 17K pound boat lift directly into the Atlantic ocean, point south and the next stop is the Bahamas. Absolutely one of the best locations on the island for boating access to the Gulf or Atlantic. Room for a pool. Plenty of parking for you and your guests. Walk to restaurants and shops from this quaint community of Little Venice in Marathon FL.

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 12-25-2024.
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