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

Total Listings 407
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$725,000
Key Colony
Key Colony Beach   - MM: 53.50
2 Bed, 2 Baths, 1,080 SqFt Days Listed: 73
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 37ft.Concrete

FULL Duplex also available. Opportunity Knocks for you to create your Island Home on 11th St in Key Colony Beach. Both half and full duplex now available, 460 & 470, rent one live in the other! Wide open living, dining and kitchen. Big primary bedroom with updated bath. Private guest bedroom and hall bath plus, lots of storage. Screened porch and 37.5 ft canal front with step down dock. Plenty of room to add a pool. ONLY 5 minutes or less to the open ocean and gulf. HUGE carport and lots of parking covered and uncovered to complete your tropical escape.

$725,400
Marathon
Flamingo Island   - MM: 49.50
3 Bed, 3 Baths, 1,120 SqFt Days Listed: 145
-12.54% ($104,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Welcome to 598 Copa D Oro, a charming retreat located in the highly sought-after neighborhood of Flamingo Island in Marathon. 3 bedroom 2 bathroom home with fantastic bonus room buyers must see to appreciate. Perfectly situated near Sombrero Beach, offering easy access to restaurants, entertainment, and the turquoise blue waters of the Florida Keys. The open floor plan creates a welcoming space for gatherings, and the private balcony provides a peaceful spot to enjoy the tropical breezes.Set on a spacious lot, this property offers ample room for boats, trailers, storage, or parking, making it ideal for boating enthusiasts. With quick access to open water, youll enjoy some of the best fishing and water activities the Keys have to offer. Whether youre looking for a permanent residence, a vacation home, or an investment opportunity, this property captures the essence of island living. Dont miss your chance to make it yours!

$735,000
Key Colony
Key Colony Beach   - MM: 53.50
3 Bed, 3 Baths, 1,264 SqFt Days Listed: 354
-11.39% ($94,500) 2 Price Changes : Last Change 154 Days Ago
Half Duplex - Active - Waterfront No
Side of Island: Ocean - Dockage: n/a

Welcome to your dream home in the heart of the Florida Keys! This stunning brand new construction half duplex offers the perfect blend of luxury, comfort, and convenience. Located in the picturesque Key Colony Beach, this 3-bedroom, 2-bathroom property is an ideal investment opportunity or a full-time residence. As you step inside, youll be greeted by an open and airy floor plan that seamlessly combines the living, dining, and kitchen areas. The modern kitchen is a chefs delight, featuring elegant quartz countertops and top-of-the-line Whirlpool appliances. Whether youre hosting a dinner party or preparing a quiet meal at home, this kitchen is equipped to meet all your culinary needs. The spacious bedrooms provide ample space for relaxation, featuring pristine bathrooms. The property also includes a convenient laundry room, ensuring that everyday chores are a breeze. Designed with durability in mind, this home boasts hurricane impact glass doors and windows, as well as a sturdy metal roof, providing peace of mind during stormy weather. One of the standout features of this property is its prime location. Situated right across from the City-maintained park, youll enjoy easy access to outdoor activities and scenic views. Additionally, there is an exciting opportunity to purchase the adjoining unit, allowing you to own the entire duplex. Whether youre looking for a savvy investment or a place to call home, this half duplex in Key Colony Beach is a must-see. Embrace the Florida Keys lifestyle and make this exceptional property yours today!

$735,000
Key Colony
Key Colony Beach   - MM: 53.50
3 Bed, 3 Baths, 1,264 SqFt Days Listed: 354
-11.39% ($94,500) 2 Price Changes : Last Change 154 Days Ago
Half Duplex - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Welcome to your dream home in the heart of the Florida Keys! This stunning brand new construction half duplex offers the perfect blend of luxury, comfort, and convenience. Located in the picturesque Key Colony Beach, this 3-bedroom, 2-bathroom property is an ideal investment opportunity or a full-time residence. As you step inside, youll be greeted by an open and airy floor plan that seamlessly combines the living, dining, and kitchen areas. The modern kitchen is a chefs delight, featuring elegant quartz countertops and top-of-the-line Whirlpool appliances. Whether youre hosting a dinner party or preparing a quiet meal at home, this kitchen is equipped to meet all your culinary needs. The spacious bedrooms provide ample space for relaxation, featuring pristine bathrooms. The property also includes a convenient laundry room, ensuring that everyday chores are a breeze. Designed with durability in mind, this home boasts hurricane impact glass doors and windows, as well as a sturdy metal roof, providing peace of mind during stormy weather. One of the standout features of this property is its prime location. Situated right across from the City-maintained park, youll enjoy easy access to outdoor activities and scenic views. Additionally, there is an exciting opportunity to purchase the adjoining unit, allowing you to own the entire duplex. Whether youre looking for a savvy investment or a place to call home, this half duplex in Key Colony Beach is a must-see. Embrace the Florida Keys lifestyle and make this exceptional property yours today!

$739,000
Marathon
Sombrero Subdivision   - MM: 49.50
3 Bed, 3 Baths, 1,000 SqFt Days Listed: 186
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 39ft.Concrete

Welcome to your dream waterfront retreat at 330 25th St in Marathon, Florida. This fully furnished, turnkey home features three bedrooms and two bathrooms, making it the perfect getaway for families or groups. With an impressive 39 feet of concrete seawall, this property is a haven for boating enthusiasts and water lovers alike. The east-facing orientation ensures cool, shaded evenings, ideal for unwinding after a day spent on the water. Elevated on sturdy concrete columns. Inside, youll find modern amenities, including impact windows, beautiful granite countertops, and elegant tile flooring throughout. The outdoor space is equally inviting, with a fenced yard that includes a paved deck and a side yard entertainment area, perfect for gatherings and outdoor fun. Situated on a deep-water canal, youre just minutes away from the iconic 7 Mile Bridge and Sombrero Beach, making this location truly exceptional. Convenience is key, with power and water readily available at the dock, along with a fish cleaning station for your fresh catches. Currently enrolled in a vacation rental program, this property offers excellent investment potential while serving as your personal paradise. Dont miss the opportunity to own this easy-to-maintain home in the Florida Keys. Schedule your private showing today and start living the lifestyle youve always dreamed of!

$739,000
Key Colony
Key Colony Beach 1st Addn Amd   - MM: 53.50
2 Bed, 2 Baths, 1,008 SqFt Days Listed: 79
-4.65% ($36,000) 3 Price Changes : Last Change 8 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Island life on the beach in Key Colony is what you have been dreaming of and what you deserve! Brand new, less than 2 years old, with wide open layout, 10 ft ceilings, triple impact sliders in living and primary suite plus BIG covered balcony. This all leads to your views of the manicured grounds, pool, pristine blue ocean and white sand beach.Your private storage room is adjacent to your covered parking for 2 vehicles. For easy access, use the elevator or stairs on each side of the building. Perfect for your retirement home, weekend get-away or vacation rental in the heart of the Florida Keys, Key Colony Beach.

$749,000
Key Colony
Key Colony Beach Botel   - MM: 53.50
2 Bed, 2 Baths, 902 SqFt Days Listed: 281
-6.26% ($50,000) 2 Price Changes : Last Change 116 Days Ago
Half Duplex - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: 32ft.Concrete

Own your very own piece of Paradise! Stilted half duplex on boating canal in Key Colony Beach with dockage. Easy access to the Atlantic Ocean. Two bedrooms, two baths, 600 sq ft enclosed downstairs storage. Upstairs porch with westerly view overlooks the water. New metal roof (2018), HVAC unit, water heater, washer, dryer, and fridge, Lifetime dock (2015). Short walk to Sparkys and The Island Fish Co.Currently a rental with Cabana Club membership. B&BATVAI

$749,900
Key Colony
Key Colony Beach 1st Addn Amd   - MM: 53.50
3 Bed, 3 Baths, 1,599 SqFt Days Listed: 85
-2.61% ($20,100) 1 Price Change : Last Change 6 Days Ago
Half Duplex - Active - Waterfront No
Side of Island: Ocean - Dockage: None

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

$750,000
Marathon
Grassy Key   - MM: 58.90
3 Bed, 3 Baths, 1,548 SqFt Days Listed: 58
-6.13% ($49,000) 1 Price Change : Last Change 15 Days Ago
Single Family - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

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

$750,000
Key Colony
Key Colony Beach   - MM: 53.50
2 Bed, 2 Baths, 885 SqFt Days Listed: 158
-7.41% ($60,000) 3 Price Changes : Last Change 14 Days Ago
Half Duplex - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: 30ft.Concrete

** NEW IMPROVED PRICE ** MOTIVATED SELLER ** Bring an offer for this fabulous 2-bedroom, 2-bathroom half-duplex, which is situated along a clean, wide canal with 30 feet of dock space, providing easy access to the open ocean. The property boasts an updated kitchen and bathrooms, spacious bedrooms, and a lovely screened-in porch. It comes fully furnished, making it ready for immediate move-in. Located at the end of the street, it offers privacy and a view of Shelter Bay. There are bikes, kayaks, and a fish-cleaning table. Key Colony is known as the GEM of the Florida Keys. You can walk or bike to the pickleball courts, 9-hole golf course, walking path, sunset park, restaurants, shopping, marina, and post office. Only an hour to Key West or Key Largo. Own your very own piece of paradise!!!

$750,000
Marathon
Coco Plum Villas   - MM: 54.50
2 Bed, 2 Baths, 1,280 SqFt Days Listed: 105
-6.13% ($49,000) 1 Price Change : Last Change 34 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Cut/Natural

Easy to Show! Motivated Seller! Are you dreaming of a DIRECT Oceanfront condo in the FL Keys? This end unit offers a serene coastal lifestyle with stunning views! This well-maintained furnished condo is an ideal choice for those seeking a permanent home or a relaxing vacation getaway! Call today to schedule a tour!

$750,000
Marathon
Vaca Village   - MM: 49.50
5 Bed, 5 Baths, 1,896 SqFt Days Listed: 67
-3.23% ($25,000) 1 Price Change : Last Change 27 Days Ago
Duplex - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

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

$750,000
Marathon
Vaca Village   - MM: 49.50
4 Bed, 4 Baths, 2,064 SqFt Days Listed: 67
-3.23% ($25,000) 1 Price Change : Last Change 2 Days Ago
Duplex - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

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

$750,000
Marathon
N Marathon Shores   - MM: 51.50
3 Bed, 3 Baths, 1,668 SqFt Days Listed: 331
-9.09% ($75,000) 5 Price Changes : Last Change 64 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Welcome to your dream home on Gulfstream Blvd in the heart of Marathon, Florida Keys! This stunning single-family residence offers the perfect blend of luxury, comfort, and convenience. Located close to a variety of amenities including top-rated restaurants, grocery stores, Sombrero Beach and the Harbor Dr. boat ramp, this home is ideal for those seeking the quintessential Florida Keys lifestyle. Step inside to discover an open floor plan that seamlessly connects the living, dining, and kitchen areas. The gourmet kitchen is a chefs delight, featuring a propane Viking range, stove, and hood, a Sub-Zero refrigerator, and a wet bar sink with a garbage disposal. Mexican tile and terrazzo flooring add a touch of elegance and durability throughout the home. This beautiful residence boasts 3 spacious bedrooms and 2 modern bathrooms, plus a bonus Florida Room that can be used as an office, playroom, or additional living space. The newer washer/dryer, A/C, and dishwasher ensure you have the latest in home conveniences. Outside, enjoy the privacy of a fenced-in backyard, perfect for relaxing or entertaining, complete with a storage shed for all your outdoor gear. The pavered driveway, impact windows and doors, and metal roof provide both security and peace of mind. Large yard provides the possibility of putting a pool in your backyard! Dont miss this opportunity to own a piece of paradise. Schedule a showing today and experience the luxury and convenience this home has to offer.Envision entertaining friends in your spacious, open living area or whipping up gourmet meals in your dream kitchen. Relax in your private, fenced backyard - the perfect spot for those lazy Sunday afternoons or starlit evening gatherings. Picture yourself strolling to nearby Sombrero Beach, savoring exquisite meals at local hotspots, or setting sail from the nearby boat ramp. Your new home is your personal oasis, where indoor and outdoor living blend seamlessly.

$765,000
Key Colony
Key Colony Beach   - MM: 53.50
2 Bed, 2 Baths, 1,115 SqFt Days Listed: 259
-10.00% ($85,000) 3 Price Changes : Last Change 75 Days Ago
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift30ft.Concre

Charming Waterfront Property in Key Colony Beach a 2-bedroom, 2-bath half duplex that perfectly combines comfort, style, and a prime location. This beautiful waterfront property offers an ideal tropical retreat or a lucrative investment opportunity. As you step inside, youll be greeted by a spacious interior featuring a sunroom that fills the space with natural light, creating a warm and inviting atmosphere. The modern kitchen boasts granite countertops and stainless steel appliances while having a view of your backyard. The open floor plan seamlessly connects the living and dining areas, making it perfect for entertaining guests or relaxing after a day on the water. The home features low-maintenance vinyl flooring throughout, ensuring both durability and a sleek aesthetic. Outside, youll find 30 feet of dockage equipped with a boat lift, providing direct access to the water and just a quick 5-minute boat ride to the open ocean. Whether youre a fishing enthusiast or enjoy cruising the turquoise waters, this property is a boaters dream. Additional amenities include a covered carport, within walking distance to the Cabana Club (membership required), playgrounds, restaurants, Par 3 golf course and can fuel your boat and get bait at the Key Colony Beach Marina. Driving distance to Marathon Airport, grocery stores and other local amenities. The propertys prior history as a successful vacation rental adds potential for it to become an income-producing investment. Dont miss out on this rare opportunity to own a slice of paradise in Key Colony Beach. Schedule your private tour today and experience waterfront living at its finest!

$765,000
Key Colony
Key Colony Beach Club   - MM: 53.50
2 Bed, 2 Baths, 972 SqFt Days Listed: 8
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Welcome to your coastal retreat where modern luxury meets breathtaking ocean views. This beautifully appointed condominium offers the perfect blend of style, comfort, and convenience, nestled right on the shoreline. Located on the top floor, this residence features sweeping ocean vistas that can be enjoyed from both the living room and the main bedroom, thanks to oversized telescoping sliding glass doors that are impact-rated for peace of mind during storm season.Step inside to discover a thoughtfully designed interior with two spacious en suite bedrooms, providing privacy and comfort for residents and guests alike. The main bedroom features a spa-like bathroom with a walk-in shower accented by elegant river rock tile, while the second suite includes a soaking tub -- perfect for relaxing after a long day at the beach.The heart of the home is a contemporary kitchen, complete with a large island ideal for entertaining, sleek stainless steel appliances, and a stylish glass tile backsplash that adds a touch of coastal flair. Ceiling fans and central AC ensure year-round comfort, while the on-demand water heater provides instant hot water whenever you need it.Durable impact windows and doors throughout offer security and energy efficiency, and the units proximity to the elevator adds an extra layer of everyday convenience. Whether youre enjoying a morning coffee with a sea breeze on the balcony or unwinding inside your serene living space, this home is designed to maximize your enjoyment of coastal living.HOA fees include cable, water and building insurance adding to the worry-free lifestyle this property offers. With high-end finishes, unbeatable views, and a prime location, this residence is the perfect place to enjoy the very best of oceanfront living.Call for a private tour today.

$765,000
Marathon
Grassy Key   - MM: 58.90
3 Bed, 3 Baths, 1,008 SqFt Days Listed: 139
-3.95% ($31,500) 1 Price Change : Last Change 88 Days Ago
Single Family - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Enjoy complete privacy in this gated property on Grassy Key at the end of Cocoanut Ave. A true escape with manicured outdoor living areas, heated pool, large storage, screened porch, tropical landscaping, ample parking and RV hook-up parking. The elevated home offers 3 spacious bedrooms, 2 bathrooms, an open floor plan living area and screened porch overlooking the pool. The home is in excellent condition ready for you to move right in and start living your best Keys life. Call today for more information and schedule a private tour.

$767,000
Marathon
Paraiso Estate   - MM: 51.00
3 Bed, 3 Baths, 1,232 SqFt Days Listed: 287
-3.76% ($30,000) 1 Price Change : Last Change 73 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

A delightful residence located in a serene and secure central Marathon neighborhood. This well-kept home is tastefully decorated and features upgraded hurricane impact windows and renovated interiors. The yard landscaping is designed for privacy, adorned with mature palm trees and other tropical plants, offering ample space for a potential pool addition. Additionally, the lower level includes a storage area for tools and recreational equipment. Conveniently situated near Marathon Airport, shopping facilities, and upscale dining establishments

$768,000
Key Colony
Key Colony Beach   - MM: 53.50
2 Bed, 2 Baths, 1,573 SqFt Days Listed: 88
-6.06% ($49,500) 1 Price Change : Last Change 60 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Convenient, spacious and private are many of the words used to describe this elegant ranch style island home. Featuring an attached carport where you can simply drive to your front door! There are no long flights of stairs to climb, offering ease and comfort. This single floor home is elevated above flood and has low transferable insurance. When you enter the home you will be impressed by the spacious floor plan, high vaulted ceilings, and large private screened in porch overlooking the private, tropical fenced in back yard. The impressive interior accommodations include Brazilian cherry hardwood flooring throughout, upgraded LED lighting for energy savings and an updated kitchen with granite counter tops. The exterior of this home boasts a newer roof from 2018 and a new 13.5KW generator offering safety and security. There is also a separate office and laundry room that is accessed from the covered parking area, or back porch. Close and conveniently located near grocery stores, hospital, restaurants, and major shopping outlets. Catch the evening sunset at the Sunset Park. There is also a community golf course, tennis, pickleball and bocce courts located right down the street. The owners have generously offered to pay for one year passes to the private beach, only five minutes walking distance away. This private island sanctuary on Key Colony Beach offers the ideal combination of island living and modern conveniences. Imagine all that awaits you in this friendly island neighborhood! Call now to schedule your very own private showing, this opportunity will not last!

$774,900
Marathon
Sombrero Subdivision   - MM: 49.50
3 Bed, 3 Baths, 1,000 SqFt Days Listed: 200
-3.02% ($24,100) 1 Price Change : Last Change 96 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 37ft.

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

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 05-09-2025.
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