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

Total Listings 424
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$595,000
Marathon
Sunset Bay   - MM: 56.00
3 Bed, 3 Baths, 1,056 SqFt Days Listed: 488
-8.46% ($55,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Charm and Comfort in Grassy Key - Your Slice of Paradise Awaits! Discover the perfect blend of cozy living and Florida Keys flair with this delightful 3-bedroom, 2-bath haven situated in the serene Sunset Bay community at Mile Marker 56. With a total interior livable area of 1,056 sqft, this single-family residence provides a quaint and comfortable retreat. Enter inside to a space bathed in natural light, featuring cathedral ceilings and a sought-after split bedroom design for optimal privacy. The heart of the home is adorned with granite counters that offer a sleek and modern touch to the well-appointed kitchen. A dedicated laundry room adds to the convenience factor. Each of the three bedrooms is a sanctuary of peace, promising a restful nights sleep after a day of island adventures. The two full bathrooms are meticulously maintained, providing both comfort and function. Unwind on the patio, the ideal spot for sipping your morning coffee or hosting casual get-togethers. While this home isnt waterfront, youre never too far from the ocean or bay in Grassy Key, with ample opportunities to enjoy the water nearby. Rest easy with central heating and air ensuring your comfort year-round, and a durable metal roof overhead. Parking is a breeze thanks to a carport, with a lot size of 6,098 sqft, youll have just enough green space to enjoy without the upkeep of larger estates. Ready to make your Keys dream a reality?

$599,000
Marathon
Ocean Isles Fishing   - MM: 52.50
1 Bed, 1 Baths, 850 SqFt Days Listed: 91
Condo - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Boat R

Experience coastal living at its finest with this newly rebuilt oceanfront townhouse in the heart of the Florida Keys. Nestled in the highly sought-after Ocean Isles Fishing Village, this seven-acre complex offers the perfect blend of modern amenities and unbeatable location. Step inside this concrete block construction that allows for seven-day rentals and discover a spacious two-story floor plan, totaling 850 sq. ft. On the main floor, youll find a fully equipped kitchen, a cozy living room, and a half bath. Make your way to the top floor to find a luxurious master bedroom complete with a full bathroom and two private balconies each with views of the Atlantic Ocean. Unwind and recharge at the enormous pool area where you can bask in the warm Florida Keys sun and take in the stunning ocean views. Enjoy easy access to the water with a private boat ramp, allowing you to conveniently take your vessel in and out of the water whenever you please. With protected boating access at the Marina, featuring a new seawall, bulkhead, and docks, youll have smooth sailing for all your water excursions. The central location of Ocean Isles in Marathon makes it the perfect home base for exploring all the Florida Keys have to offer, whether youre headed South or North. Dont miss your chance to own a piece of paradise in one of the most desirable locations in the Keys. Come see it for yourself today!

$599,000
Key Colony
Casa Clara   - MM: 53.50
2 Bed, 2 Baths, 994 SqFt Days Listed: 146
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Start your day with a coffee or unwind with an evening cocktail while taking in stunning views of the Atlantic Ocean from this beautifully updated 2-bedroom, 2-bath condo on the top floor of Casa Clara. This turn-key unit is fully furnished and move-in ready, allowing you to dive right into paradise! The kitchen has been newly renovated and features quartz countertops, stainless steel appliances, a composite sink with a hands-free faucet, modern cabinets with soft-close doors, and a custom-built pantry. Youll also find an in-unit stackable washer and dryer, along with new waterproof Pergo wood flooring in both bedrooms.Casa Clara is nestled directly on the Atlantic Ocean in Key Colony Beach, known as the Gem of the Florida Keys. This beachfront community boasts exceptional amenities, including over 500 feet of private white sand beach with ocean access, an oceanfront lap pool, shuffleboard and tennis courts, a fishing pier with a cleaning station, a community game room, and elevator access. Embrace the small island vibe of Key Colony Beach with convenient walking and biking access to nearby restaurants, shops, parks, charter boats, and a par-3 golf course. Dont miss out on this slice of paradise--schedule a showing today! 14-day Rentals Allowed!

$599,000
Marathon
Sea View Condo   - MM: 52.00
2 Bed, 2 Baths, 1,143 SqFt Days Listed: 207
-4.85% ($30,500) 1 Price Change : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock25ft.

Enjoy stunning open ocean views from every room in this beautifully updated, direct oceanfront, ground level unit. Located in the heart of Marathon Seaview Condo is a peaceful community nestled at the end of a quiet street. This unit has been updated, comes fully furnished and turn key ready. Sliding glass doors open from each room of the unit welcoming you to pristine views of the Atlantic. A fishermans dream, this condo sits at the end of a deep water channel. Hop on the boat docked just outside your bedroom door and its a straight shot out into the open water of the Atlantic and a short boat travel to the Gulf. With only 12 units you will find serenity as you face due South and can enjoy stunning morning sunrises or the beautiful skies of the sunsets in the evenings. This is the first time this unit has been for sale in over 30 years. Dont miss this rare opportunity to own your own spectacular piece of paradise!

$599,900
Key Colony
Casa Clara   - MM: 53.50
2 Bed, 2 Baths, 994 SqFt Days Listed: 99
-0.84% ($5,100) 1 Price Change : Last Change 28 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

VERY NICELY APPOINTED CONDO UNIT WITH VIEW OF THE BEACH. INCLUDES FURNISHINGS AND ART WORK. Some rentals in place into 2025 and are to be honored. Please ask listing agents for specific dates. Wonderful Beach and large pool, tennis court, shuffle board courts, beautifully landscaped interior courtyards, and full time Condo Mgr.

$605,000
Marathon
Tranquility Bay   - MM: 48.50
2 Bed, 2 Baths, 850 SqFt Days Listed: 91
Townhouse - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Discover Paradise at Tranquility Bay Beach House Resort in the Florida Keys. Step into your very own two-bedroom tropical retreat in the heart of Marathon! This stunning villa offers breathtaking ocean and pool views, all while being just steps from the resorts premier amenities. Whether youre seeking the ultimate Florida Keys getaway or a savvy investment opportunity, this property delivers it all. With excellent rental income potential, its a smart choice for investors looking to balance relaxation with returns. Picture yourself unwinding on the beautifully landscaped grounds, taking a dip in one of two tropical pools, a morning workout session in the fitness center, or challenging your skills on the Jack Nicklaus putting green. Stroll along the pristine white sandy beach, sip on a cocktail at TJs Tiki Bar by the water, or savor fine dining at the resorts Butterfly Cafe, all without leaving the property. This charming two-story townhome offers the perfect blend of luxury and convenience. Owners can enjoy up to 35 days annually for personal use while benefiting from substantial rental income to offset ownership costs. Plus, with on-site management handling daily operations, youll experience effortless ownership and complete peace of mind. Dont miss the chance to own this slice of paradise, your dream Florida Keys escape awaits!

$615,000
Marathon
Sombrero Ridge Two   - MM: 49.50
2 Bed, 2 Baths, 973 SqFt Days Listed: 161
-2.38% ($15,000) 2 Price Changes : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Slip30ft.Concre

Welcome to your dream Keys lifestyle! This charming 2-bedroom, 2-bathroom condo has everything you need at an unbeatable price. Imagine waking up to stunning views of Boot Key Harbor, enjoying beautiful sunrises and sunsets, and taking in the peaceful golf course scenery. Youll love the convenience of having your own assigned boat slip. The spacious floor plan and low HOA fees make this condo a fantastic find. Inside, youll find tastefully remodeled interiors and a recently renovated waterfront community pool. Plus, theres an outside owners closet and kayak storage. The condo comes fully furnished and equipped with a washer and dryer, so its ready for you to move in. Located in Marathon, youre close to everything--beaches, boating, biking, shopping, dining, and golf. Yet, its tucked away on a quiet, low-traffic street, offering peace and tranquility. Please note, no pets are allowed except for service animals. Dont miss out on this incredible opportunity to live the Keys lifestyle! Contact us today to schedule a viewing.

$618,900
Key Colony
Casa Clara   - MM: 53.50
2 Bed, 2 Baths, 994 SqFt Days Listed: 112
-1.75% ($11,000) 2 Price Changes : Last Change 4 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Top floor condo with unobstructed ocean views in the Key Colony Beach Casa Clara community. Just off the generous parking area is a convenient elevator access to all levels or take a stroll through the lush atrium courtyard for the stairs. Inside this 3rd floor unit the neutral living spaces flow into both the kitchen and private balcony. The kitchen offers ample counter space plus a large pantry housing the much desired in-unit washer and dryer. This piece of paradise will feel nice and quiet with the impact windows and doors. You will truly feel the luxury with the priceless amenities like oceanfront pool, sandy beach, fishing pier, tennis court, shuffleboard court, and a community room with a kitchen. Come live the luxury life or use as an income producing vacation getaway.

$619,000
Key Colony
Casa Clara   - MM: 53.50
2 Bed, 2 Baths, 1,034 SqFt Days Listed: 31
Condo - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: None

BEAUTIFULLY FINISHED AND FURNISHED OCEAN FRONT UNIT. The balcony seats you just above the beach, with the sound of the ocean lapping at the shore.Updated appliances, furnishings, and 14 day rentals allowed. This really terrific unit is convenient to the pool and other amenities at the complex including the office with full time office manager. Sellers are retaining all Art Work and personal items.

$624,777
Marathon
Reimanns Subdivision   - MM: 51.00
2 Bed, 2 Baths, 768 SqFt Days Listed: 93
-3.73% ($24,223) 2 Price Changes : Last Change 3 Days Ago
Half Duplex - Active - Waterfront No
Side of Island: Ocean - Dockage: None

***PRICED TO SELL! Vacation rentals on the books! ***Come see this beautiful home with a PRIVATE POOL & HOT TUB before the next vacation rental checks in! With ocean views and a huge fully fenced yard(5438sf), this very well maintained, nautically themed half-duplex in the heart of Marathon would make a perfect island getaway, vacation rental or primary residence! Hot/Cold shower downstairs is perfect for overflow guests or rinsing off to enjoy the pool! Fruit producing banana, starfruit, mango, orange, cherry trees & coconut palms adorn the yard, which is perfect for entertaining! Airport and boat ramp close by! Best bang for your buck in Marathon! It is truly a MUST SEE! OPEN HOUSE THIS SAT 2/22 from 11-1 or call now for private showing!

$625,000
Marathon
Crains Subdivision   - MM: 58.00
2 Bed, 2 Baths, 864 SqFt Days Listed: 13
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

PRIVATE, ELEVATED/ABOVE FLOOD, AND SURROUNDED BY NATURE--YOUR PARADISE AWAITS!Tucked away at the end of a quiet street in Grassy Key, this elevated home offers privacy, tranquility, and a breathtaking natural backdrop with protected conservation land surrounding you. Just minutes from Marathon, youll love the peaceful sounds of nature while still being close to all the BEST shops and restaurants in the Middle Keys.Situated on a spacious 7,500 sq. ft. lot, this 2-bedroom, 2-bathroom home boasts a METAL roof (installed in 2018) and a freshly updated driveway with new rock & mulch beds. Theres ample space for multiple vehicles, as well as boats, trailers, or even an RV. Covered parking beneath the home adds extra convenience along with a separate enclosed storage area.Ascend the staircase and take in the open side patio, perfect for enjoying the sunshine & island breezes. The expansive enclosed front porch, accessible from the side patio, living room and kitchen areas, provides the perfect spot to relax & unwind ALL YEAR long.Inside, the spacious living room seamlessly flows into the well-appointed kitchen, which features ample cabinetry, generous counter space, a GAS range and sliding doors that open to the patio--perfect for indoor-outdoor living. The OPEN CONCEPT design leads to a hallway that connects the guest and main bedroom areas, creating a natural flow & separation throughout the home.Recent updates include new light and fan fixtures in the bedrooms & living area, as well as freshly painted rooms throughout. The flooring has also been updated, with brand-new carpet in the guest bedroom and stylish wood plank vinyl flooring in the living and kitchen areas.Just a short walk away, youll find Sunset Bay Park, a scenic waterfront community park known for its vibrant wildlife and easy access to nearby bike trails.This peaceful & natural retreat is the paradise youve been searching for--schedule your showing today, before its too late.

$625,000
Marathon
Bonefish Towers   - MM: 54.50
1 Bed, 1 Baths, 797 SqFt Days Listed: 17
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Welcome to the tallest building in the Florida Keys. This 6th floor unit provides stunning open water views, a large bedroom with a bathroom, two large walk in closets, and ample natural light. This complex has something for everyone. Tennis, pickleball, swimming, saunas, a gym, billiards, onsite management, fishing and ample parking. Dont miss your opportunity to call this stunning unit home.

$625,000
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 900 SqFt Days Listed: 120
-2.34% ($14,999) 1 Price Change : Last Change 34 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Lowest priced home in Hawks Cay!! Ready for a perfect a turnkey investment and an ideal getaway? Unwind on Duck Key at the exclusive Hawks Cay Resort, where 5-star amenities meet some of the highest rental income potential in the Florida Keys with only a minimum 2-night stay. This turnkey, tastefully designed 2-bedroom, 2-bath waterfront townhome features a fully equipped kitchen with stainless steel appliances and granite countertops, spacious bedrooms and baths, private plunge pool, an outdoor dining area with a garden, and a welcoming front porch. Take in unobstructed views of crystal-clear turquoise waters from this impeccably maintained, one-of-a-kind property. Centrally located in the Florida Keys, it offers easy access to both Miami and Key West. Just a short walk to all resort amenities and dining, providing convenience and luxury at your fingertips. Dishes, linens, and furnishings included--just bring your toothbrush! Now is the time to invest in paradise--schedule your showing today!

$629,000
Marathon
Tranquility Bay   - MM: 48.50
2 Bed, 2 Baths, 850 SqFt Days Listed: 96
-1.56% ($10,000) 1 Price Change : Last Change 2 Days Ago
Condotel - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Discover coastal charm in this two bedroom, two and one half bath home in the heart of Tranquility Bay! Fully furnished and featuring granite countertops, stainless steel appliances, and a convenient half-bath downstairs. Centrally located on the tropical grounds, your back porch view includes the lush Jack Nicklaus putting green and open-water views of the Gulf. Unwind and enjoy the private 2.5-acre white sandy beach or take a dip in one of the three pools this resort has to offer. Staying active here is a breeze! Kayaks, jet skis, and paddleboards are all available on site. Imagine catching an incredible sunset at the oceanside tiki bar after fine-dining at the resort restaurant. This opportunity is perfect for making memories -- and rental income! Owners can enjoy up to 35 days annually and have the rest of the year to generate those rental dollars. Theres truly something here for everyone.

$630,000
Marathon
Little Venice   - MM: 53.00
3 Bed, 3 Baths, 1,040 SqFt Days Listed: 129
-9.87% ($69,000) 3 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Great location in Marathon! Enjoy a short stroll to nearby restaurants, shops, fishing, attractions, water views, and more!! Imagine waking up to the sound of seagulls and owning a Florida Keys stilted Category 5 rated modular home built in 2015 in the Little Venice Subdivison ! This 3 bedroom, 2 bath home features Hurricane Impact Windows and Doors, Metal newer roof, Hardiboard siding, Stainless appliances, completely tiled interior, granite counters, and more! The columns are stucco, there are pavers underneath, and a 13 x 4 covered porch off of the kitchen This is the perfect opportunity to own a vacation retreat, investment opportunity, or primary residence. The completely fenced yard offers covered parking for up to 4 vehicles, and wonderful outside living space. Dont miss out on making this beautiful Florida Keys house your new home, and begin enjoying the Florida Keys Lifestyle!!

$635,000
Marathon
Harbor Isle   - MM: 48.50
3 Bed, 3 Baths, 1,040 SqFt Days Listed: 145
-2.31% ($15,000) 1 Price Change : Last Change 31 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Welcome to this charming 3-bedroom, 2-bathroom home nestled in the heart of Marathon, offering a nice location with beautiful views of Boot Key Harbor. The open-concept living area offers plentiful natural lighting, highlighting the tile flooring that runs throughout the home. The kitchen features dark wood cabinets, granite countertops, and stainless steel appliances.Step outside to an inviting open patio, perfect for relaxing or entertaining. With its close proximity to local restaurants, schools, and shopping, this home provides the perfect blend of comfort, style, and convenience. Dont miss the opportunity to make this exceptional property yours!

$649,000
Marathon
Sombrero Subdivision   - MM: 49.50
3 Bed, 3 Baths, 1,451 SqFt Days Listed: 137
-3.42% ($23,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

**Below Appraised Value** This impeccably remodeled 3/2 home is waiting for you in the Florida Keys! Solid concrete block construction with impact windows & doors. 1-car garage. Gourmet kitchen featuring custom cabinetry, farm sink, quartz countertops, and a pot filler above the induction range. All the energy saving conveniences of LED lighting with dimmers, surround sound, tankless water heater, and top of the line washer & dryer. Thoughtfully designed with an en-suite bedroom that could become separate living quarters with its own laundry hook-up. Beautiful garden area for entertaining outdoors. Plenty of parking with space for your boat and trailer. Boat Ramp less than 1/2 mile away! Come and see this delightful home convenient to all the exciting adventures that Marathon offers. No HOA! Owner Agent.

$649,000
Marathon
Ocean Isles Fishing   - MM: 52.50
1 Bed, 1 Baths, 850 SqFt Days Listed: 188
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock,Boat

Welcome to #31 at Ocean Isles Fishing Village. Turn this unit into your perfect weekend beach cottage. This unit has been appointed beautifully and is conveniently located on the corner of the complex just steps away from the entrance to ensure easy access to shopping, dining, and entertainment. If youd rather not leave the community at all, you can enjoy a large pool, a spacious club house, fishing, boat ramp, private marina and phenomenal ocean views. If you have been looking for a reason to make your dream of owning a beautiful piece of The Florida Keys come true, then look no further. Contact us today.

$649,000
Marathon
Ocean Isles Fishing   - MM: 52.50
1 Bed, 1 Baths, 850 SqFt Days Listed: 33
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges,Boat

Stunning 2-Story Oceanfront Townhouse in Ocean Isles Fishing VillageThis newly rebuilt 1-bedroom, 2-bathroom end unit offers 850 sq. ft. of modern living space, elevated above flood level for peace of mind. The spacious upstairs bedroom features a private balcony and en-suite bathroom, while the open-concept living area on the first floor includes a full bath. Enjoy incredible Atlantic Ocean views from the Olympic-sized pool or relax by the tiki hut to watch the sunset. The gated community includes an air-conditioned clubhouse, private boat dock, and assigned boat slips for homeowners. Additional features include brand-new appliances, including a washer/dryer, completely furnished and ground-level parking. Dont miss the chance to own a piece of paradise in the Florida Keys!

$649,999
Marathon
Faro Blanco   - MM: 48.00
3 Bed, 3 Baths, 2,100 SqFt Days Listed: 1130
Condo - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Othe

VA Financing available!!! Extra Large unit with 2100 sf interior living, Spacious with Large bedrooms, Entire complex 2 year old roof and impact windows, This unit has new a/c, updated bamboo flooring, new water save toilets, is top floor and super clean, Enjoy the many great amenities Faro Blanco has to offer including a private covered parking space, elevator, tennis courts and security gate

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 02-24-2025.
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