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

Total Listings 425
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$839,000
Marathon
Little Venice   - MM: 53.00
2 Bed, 2 Baths, 941 SqFt Days Listed: 149
-11.68% ($111,000) 5 Price Changes : Last Change 11 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 52ft.Concrete

ONE OF THE BEST PRICED CANAL HOME IN MARATHON! Charming Key Lime Time - Your Waterfront Retreat Awaits!Step into the ultimate Keys escape with Key Lime Time, a picturesque Conch house currently a successful vacation rental, now available for you to make your own.Open Concept Living Area: Retro-inspired with a cozy vibe, this space is perfect for relaxing nights in, featuring plenty of seating for all to gather.Two Cozy Bedrooms: Both furnished with queen beds and a shared modern bathroom, offering comfort and tranquility after a day of exploring.Outdoor Screened Porch: Enjoy your morning coffee or unwind in the evening while taking in serene water views - the perfect spot to relax and soak in the Florida Keys lifestyle.Fully Equipped Kitchen: Whether youre cooking up a feast or mixing tropical drinks, this kitchen has everything you need, including a double oven, air fryer, grill, drip and Keurig coffee makers, and a blender.Sunset Fishing Off the Dock: Drop a line from the dock and catch snapper as you watch the stunning sunset paint the sky - a true Keys experience.Deep Water Dockage: A 52-foot dock with synthetic decking and a custom floating dock offers easy access for your boat and water adventures. The open-water Atlantic Ocean is just a few homes away! Located on a turquoise canal in the heart of Little Venice, Marathon, Key Lime Time provides direct access to both the Atlantic and Gulf waters, making it ideal for boating, fishing, and enjoying the tranquility of waterfront living. Whether youre seeking a peaceful getaway or a savvy investment opportunity, this enchanting home has it all.Dont miss your chance to own this perfect piece of paradise!

$849,000
Marathon
Harbor Isle   - MM: 48.50
2 Bed, 2 Baths, 1,152 SqFt Days Listed: 33
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 50ft.

Location! Location! Location! Ocean side deep water home with an impressive 50ft of canal frontage! Spectacular waterfront home with views of Boot Key Harbor from your private deck! Rare deep-water canal with ocean access just minutes from your private dock! Enjoy this Renovated home with 2 beds and 2 full baths! Large outdoor entertaining space with kitchen and covered parking! whether youre looking for your own private deep water home or a 7-day vacation rental this is one that you must see!

$849,000
Marathon
Harbor Isle   - MM: 48.50
2 Bed, 2 Baths, 1,152 SqFt Days Listed: 16
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 50ft.

Location! Location! Location! Ocean side deep water home with an impressive 50ft of canal frontage! Spectacular waterfront home with views of Boot Key Harbor from your private deck! Rare deep-water canal with ocean access just minutes from your private dock! Enjoy this Renovated home with 2 beds and 2 full baths! Large outdoor entertaining space with kitchen and covered parking! whether youre looking for your own private deep water home or a 7-day vacation rental this is one that you must see!

$849,000
Duck Key
Marina Vil Hwks Cay   - MM: 61.00
3 Bed, 3 Baths, 1,364 SqFt Days Listed: 692
-43.21% ($646,000) 9 Price Changes : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other Dockage

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.

$849,990
Marathon
Seawatch   - MM: 53.50
3 Bed, 3 Baths, 1,602 SqFt Days Listed: 138
-2.91% ($25,510) 1 Price Change : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other Dockage,None

Be prepared to fall in love with Seawatch in Marathon. Featuring 48 units situated on 17 lush acres of manicured grounds, this community is ideal for those who enjoy seclusion and amenities galore. Recently completing Floridas required Milestone Inspection with Reserve Study almost finalized, relax at Unit 104 in Building 6 that features two bedrooms plus a bonus room (used as an office) and two updated bathrooms. Feel one with nature amidst views of the natural hammock and peek-a-boo views of the on-site marina. Step into the stunning Chefs kitchen featuring Carrera quartz countertops and backsplash with a modern, waterfall edged peninsula, white-oak cabinets, and all new appliances including two dishwasher drawers. Find updated ocean blue interior and closet doors with glass paneling. Open the new impact sliders to enjoy a true indoor-outdoor space and plant sanctuary amidst the 400 square foot screened-in porch. Master bathroom is complete with a marble topped double vanity and new glass shower enclosure. Custom shelving in the master closet too. Contemporary guest bathroom with custom tile flooring and walls, opaque glass and black hardware shower enclosure, glass sink, and Carrera quartz topped vanity. With an additional bonus room that would easily convert into a third bedroom, enjoy room for all. If that is not enough, stay active at the tennis & pickleball courts or workout at the on-site gym. Relax by the brand new million-dollar pool and spa. Store your vessel, boat trailer, or even golf cart in the storage barn with 35-foot tall ceilings. Grill out at the on-site pool cabana or host gatherings at the clubhouse. With all of these amenities, youll never want to leave... but if you do, enjoy immediate access to the Gulf or Ocean through Vaca-Cut from the on-site marina (boat slips for rent). With the conveniences of Marathons private airport, grocery stores, and restaurants nearby, this is the way to enjoy the finer things in the Florida Keys!

$853,000
Key Colony
Key Colony Beach 1st Addn Amd   - MM: 53.50
2 Bed, 2 Baths, 1,020 SqFt Days Listed: 13
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 33ft.Concrete

Duplex on 9th Street in Key Colony, The GEM of the Florida Keys. Lovingly maintained, updated and enjoyed by same owners for over 50 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 extends. Dock your boat or jetski 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 cruise to the 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!Professional Photos soon.

$859,000
Key Colony
Key Colony Beach   - MM: 53.50
2 Bed, 2 Baths, 900 SqFt Days Listed: 128
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 30ft.Concrete

Half Duplex in the beautiful community of Key Colony Beach. Remodeled with top quality finishes. Entry doors are Anderson impact, windows are Dbl. Pane PGT, sliding glass doors are Low-E Anderson. All stainless appliances, granite counters, 7 insulation in ceiling throughout, tile flooring, Key Colony Beach offers convenience to its own post office, restaurants, marina, shopping, par 3 golf course, pickleball and tennis courts, basketball, bocce ball, horseshoes. Marathon Airport is only 10 minutes away, Key West International Airport is a 1-hour drive.

$859,000
Key Colony
Monte Christo   - MM: 53.50
2 Bed, 2 Baths, 1,260 SqFt Days Listed: 91
-4.45% ($40,000) 2 Price Changes : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

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.

$865,000
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 950 SqFt Days Listed: 61
-1.14% ($10,000) 1 Price Change : Last Change 2 Days Ago
Townhouse - Active - Waterfront No
Side of Island: Ocean - Dockage: Dock Privileges,Boat

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.

$880,000
Marathon
Faro Blanco   - MM: 48.00
3 Bed, 3 Baths, 1,650 SqFt Days Listed: 148
-6.38% ($60,000) 2 Price Changes : Last Change 26 Days Ago
Condo - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Welcome to Faro Blanco, one of the Middle Keys most iconic locations. This gorgeous three-bedroom, two-bathroom condo has recently been completely gutted and fully remodeled with the necessary permits ready for you to move in. With its open floor plan, youll find plenty of room to stretch out and enjoy this homes wide open water views. The kitchen has been tastefully designed with Cambria Montgomery Quartz countertops, custom white cabinets, and stainless steel appliances. As you enter the primary bedroom, youll be able to enjoy open views of the Gulf of Mexico and its own private entrance onto the screened-in patio. The airy, coastal-style Armstrong tile installed over soundproof underlayment throughout the home will bring a piece of the Keys right into your living space. With a Carrier AC unit and ducts, a Tempra Trend tankless hot water heater, and all impact-resistant windows, you wont have to worry about repairs - this home is truly move-in ready. Plus, youll have access to three luxurious pools, fitness center, and a discount at the nearby Faro Blanco resort restaurant. With magnificent views of the Gulf and the remarkable Faro Blanco lighthouse right within reach, this beautiful condo is not an opportunity to be missed.

$889,000
Long Key
Outdoor Resorts   - MM: 65.60
2 Bed, 2 Baths, 900 SqFt Days Listed: 52
Mobile Home - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

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.

$890,000
Key Colony
Monte Christo   - MM: 53.50
2 Bed, 2 Baths, 1,360 SqFt Days Listed: 414
-32.83% ($435,000) 5 Price Changes : Last Change 39 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

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.

$899,000
Marathon
Gulfpointe   - MM: 53.50
2 Bed, 2 Baths, 1,352 SqFt Days Listed: 96
-5.27% ($50,000) 1 Price Change : Last Change 46 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: First Come Dock

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.

$899,000
Key Colony
Key Colony Beach   - MM: 53.50
3 Bed, 3 Baths, 1,184 SqFt Days Listed: 127
-14.38% ($151,000) 4 Price Changes : Last Change 1 Day Ago
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 30ft.

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!

$899,000
Key Colony
Key Colony Beach 1st Addn Amd   - MM: 53.50
2 Bed, 2 Baths, 1,185 SqFt Days Listed: 54
Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 37ft.

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.

$899,000
Key Colony
Key Colony Point   - MM: 53.50
3 Bed, 3 Baths, 1,929 SqFt Days Listed: 37
-6.84% ($66,000) 1 Price Change : Last Change 6 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

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!

$899,000
Duck Key
Marina Vil Hwks Cay   - MM: 61.00
3 Bed, 3 Baths, 1,358 SqFt Days Listed: 85
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

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.

$899,957
Marathon
Dorsett Subdivision   - MM: 59.00
2 Bed, 2 Baths, 1,000 SqFt Days Listed: 62
-9.20% ($91,147) 2 Price Changes : Last Change 1 Day Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Dock Privileges

Motivated Sellers - Current Appraisal in hand. Enjoy island living in the Heart of the Florida Keys! This pristine 2-bedroom, 3-bathroom concrete home on a double lot has been well maintained and completely updated. This residence combines modern comfort and conveniences while strategically located on a private road, ensuring peace, privacy, and water views with an Old Florida vibe. This location provides quick access to the Florida Bay and the Atlantic Ocean with world class fishing and diving. Residents benefit from exclusive use of a community boat ramp, dock and park; perfect for aquatic adventures, leisurely afternoons by the water or spectacular sunsets. A wonderful place to relax but also for entertaining guests with an open floor plan, fabulous outdoor living areas and serene tropical gardens with landscape lighting. The home features concrete construction, new impact windows and doors, metal roof, a spacious garage and functional lower level with ample storage inside and out. There is plenty of off street, RV and boat parking. The property backs up to Florida State Land and natural hammock. Lifestyle amenities nearby add to this homes appeal, just minutes from Grassy Key and Duck Key restaurants, the Dolphin Research Center, Keys Cable Waterpark, and walking/biking trails. The City of Marathon is 10 miles away for the convenience of more dining options, shops, grocery stores, home improvement stores, the famous Seven Mile Bridge and the white sands of Sombrero Beach. Also within 30 minutes of Islamorada and one hour to Key West, insuring youre never short of places to explore and enjoy. Art and furniture negotiable. A 2021 Sea Born FX24 center console boat, fishing and dive gear also available.

$900,000
Conch Key
Conch Key   - MM: 62.50
6 Bed, 6 Baths, 2,704 SqFt Days Listed: 89
Duplex - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

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

$900,000
Conch Key
Conch Key   - MM: 62.50
3 Bed, 3 Baths, 1,368 SqFt Days Listed: 57
-18.18% ($200,000) 2 Price Changes : Last Change 9 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 50ft.

What an incredible retreat in this stunningly upgraded 3-beds, 2-bath fishing cottage on the iconic Conch Key, Florida. Every aspect of this home has been thoughtfully enhanced for both comfort and style. Impact windows and doors, a metal roof, while the interior shines with quartz countertops, bamboo hardwood floors, and exquisite cedar and Dade County pine accents throughout. The homes layout offers more than meets the eye, with an additional 896 square feet upstairs, providing ample space to accommodate your needs. Enjoy 50 feet of dockage on a pristine canal, perfect for large, deep-draft boats with quick access to both the Gulf and the ocean. Ideally located just north of Marathon and Duck Key. With weekly rentals allowed, this is perfect as an income-producing investment as well.

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 04-01-2025.
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