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

Total Listings 361
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$605,000
Marathon
Tranquility Bay   - MM: 48.50
2 Bed, 2 Baths, 850 SqFt Days Listed: 29
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!

$605,000
Key Colony
Casa Clara   - MM: 53.50
2 Bed, 2 Baths, 994 SqFt Days Listed: 37
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.

$617,500
Marathon
Lady Alexander   - MM: 49.50
2 Bed, 2 Baths, 1,023 SqFt Days Listed: 10
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,First

TOP FLOOR, END UNIT, OCEAN VIEWS! Artist condo with gorgeous views from living, dining, kitchen, master and guest bedroom! FANTASTIC LOCATION, tucked away at the quiet end of the complex, away from the pool with quick OCEAN and GULF access and multiple marinas near by for fueling up for a day of boating. If you are into cruising, dine by boat at one of the many bars and restaurants just a short ride from the condo or walk to waterfront dining just a few blocks down at Dockside. The beautiful Sombrero Country Club is across the street for those that like to take in a round of golf. There is a nice bike path in front of the condo that goes around the golf course and straight down to Sombrero Beach for those into biking and walking. Grocery shopping is just a few minutes up the road. The complex is well maintained and managed with heated pool, outdoor entertaining area, storage unit, kayak and bike station. No need to shutter up every time you head home, the condo has high impact windows and sliders. Enjoy a glass of wine on your screened in patio and watch the sailboats drift by. The condo board is exceptional and in good shape. Low condo dues include water, exterminating, exterior insurance and common area maintenance. Currently 1 boat slip available for an incoming buyer (fee is $370.00 a year) Easy to show to qualified buyers. Building just painted!

$622,000
Key Colony
Key Colony Beach 1st Addn Amd   - MM: 53.50
2 Bed, 2 Baths, 1,031 SqFt Days Listed: 205
-1.27% ($8,000) 2 Price Changes : Last Change 65 Days Ago
Half Duplex - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Located deep in the heart of Key Colony Beach is this updated and stilted 2 bedroom 2 bath half duplex that is seconds away from beautiful beaches, a 9 hole golf course, restaurants and a marina. This CBS house was built in 1982 and has been recently upgraded with new appliances, countertops, tiles, floors, impact windows and more! This home also offers a spacious walk-in closet in the primary bedroom, a downstairs patio, laundry room and a garage. Use as your as your vacation getaway or utilize as an investment property with the 7 day rentals allowed. Highly motivated, bring your offers!

$624,999
Marathon
Little Venice   - MM: 53.00
2 Bed, 2 Baths, 1,096 SqFt Days Listed: 19
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

CBS SINGLE FAMILY HOME -Brand New House, Priced to Sell. NO HOA - Airbnb Ready with only 7 day min rental. Close to Airport, Stores and Restaurants.Easy to Show - Contact Listing Agent DO NOT Disturb the Tenants.! DO NOT WALK AROUND THE PROPERTY. It is tenant Occupied.

$625,000
Duck Key
Village At Hawks Cay   - MM: 61.00
2 Bed, 2 Baths, 900 SqFt Days Listed: 58
-2.34% ($14,999) 1 Price Change : Last Change 4 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!

$627,000
Marathon
Sombrero Ridge Two   - MM: 49.50
2 Bed, 2 Baths, 973 SqFt Days Listed: 99
-0.48% ($3,000) 1 Price Change : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Slip30ft.Concre

Inflation buster alert! This amazing 2/2 condo has everything you need to live the keys lifestyle at an amazing price. Open views of Boot Key Harbor and Sunsets and Sunrise and golf course views, assigned boat slip # 17 /$100 annual fee , spacious floor plan , low HOA fees and has been tastefully remodeled. The waterfront community pool has been recently renovated and there is an outside owners closet and kayak storage. NO SPECIAL ASSESSMENTS IN SIGHT!Fully furnished and equipped. Washer and Dryer in unit. This unit is super close to all of the conveniences of Marathon...beach, boating, biking, shopping , dining and Golf yet its tucked away on a super low traffic street for peace and tranquility. No pets except service animals.

$628,900
Key Colony
Casa Clara   - MM: 53.50
2 Bed, 2 Baths, 994 SqFt Days Listed: 50
-0.16% ($1,000) 1 Price Change : Last Change 2 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.

$629,000
Marathon
Tranquility Bay   - MM: 48.50
2 Bed, 2 Baths, 850 SqFt Days Listed: 34
-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.

$629,500
Marathon
Sea View Condo   - MM: 52.00
2 Bed, 2 Baths, 1,143 SqFt Days Listed: 145
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 this spectacular piece of paradise!

$649,000
Marathon
Sombrero Subdivision   - MM: 49.50
3 Bed, 3 Baths, 1,451 SqFt Days Listed: 75
-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
Reimanns Subdivision   - MM: 51.00
2 Bed, 2 Baths, 768 SqFt Days Listed: 31
Half Duplex - Active - Waterfront No
Side of Island: Ocean - Dockage: None

LOOK NO FURTHER! Move in ready 2/1 with heated/chilled PRIVATE pool! Ocean views from deck & living room. The oversized lot is fully fenced and includes fruit producing coconut palms, banana, starfruit, mango, orange & cherry trees! Very well maintained, nautically themed half-duplex in the heart of Marathon! Would make a perfect island getaway, vacation rental or primary residence! Airport and boat ramp close by! Best bang for your buck in Marathon! It is truly a MUST SEE! Call now for private showing!Visit the virtual tour in the photos!

$649,000
Marathon
Ocean Isles Fishing   - MM: 52.50
1 Bed, 1 Baths, 850 SqFt Days Listed: 126
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.

$649,999
Marathon
Faro Blanco   - MM: 48.00
3 Bed, 3 Baths, 2,100 SqFt Days Listed: 1068
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

$650,000
Key Colony
Monte Christo   - MM: 53.50
2 Bed, 2 Baths, 1,352 SqFt Days Listed: 6
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

This spacious 2-bedroom, 2-bath condo offers exceptional value for oceanfront living in the highly sought-after Monte Christo community, just steps from a white-sand beach and sparkling turquoise waters. Inside, the open-concept layout flows naturally between the living, dining, and kitchen areas, creating an inviting space ideal for entertaining or unwinding after a day by the beach. Sliding glass doors from the living/dining area and both bedrooms open onto an expansive 58-foot-long patio -- a private outdoor retreat where ocean breezes and lush surroundings set the stage for relaxation. The community amenities enhance the experience even further. Enjoy private garage parking, a pristine oceanfront pool, a separate lap pool, tennis courts, and shuffleboard. Stroll the private beach, soak up the sun, or unwind in the beautifully maintained grounds. With an on-site manager ensuring your comfort and peace of mind, living here is both convenient and rewarding. Experience oceanfront living where comfort, convenience, and island charm come together.

$650,000
Marathon
Harbor Isle   - MM: 48.50
3 Bed, 3 Baths, 1,040 SqFt Days Listed: 83
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!

$650,000
Marathon
Little Venice   - MM: 53.00
3 Bed, 3 Baths, 1,040 SqFt Days Listed: 67
-7.01% ($49,000) 2 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!!

$659,000
Marathon
Stirrup Key Woods   - MM: 52.50
4 Bed, 4 Baths, 1,152 SqFt Days Listed: 37
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

CHARMING HOME IN THE WOODS, STIRRUP KEY WOODS TO BE EXACT. Built by Islander Homes in 1980 3 bedrooms, 2 baths 1152 sq. ft. of living space with 576 sq. ft enclosed downstairs storage. Beautiful foliage on almost a quarter acre of property with plenty of room for a pool and tiki. Many features to this home: Nov. 2023 Solar panels with transferable lease agreement, July 2023 Lemaire 3 ton 15 Seer2 A/C 10 year parts and labor transferable warranty, May 2023 2023 GE Range and Microwave, GE counter depth refrigerator, July 2018 metal roof, September 2016 home updates, 8 x 30 front and back composite deck, Jen Wen missile impact front and back doors, PGT SH200 series Miami Dade product approval window glass sliding door. This home is complete with accordion hurricane shutters for all windows and sliding glass door, seamless gutters, Honda generator, motion detector security lighting and fruit bearing key lime tree.

$669,000
Marathon
N Marathon Shores   - MM: 51.50
2 Bed, 2 Baths, 960 SqFt Days Listed: 110
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Fantastic home with a Huge yard (100X150) in one of the most desirable neighborhoods in Marathon. This 2 bedroom 1 bath home is located a few homes from the boat ramp. Perfect family home with lots of room to park a boat/RV and many cars and still plenty of room for a pool

$669,000
Marathon
Crains Subdivision   - MM: 58.00
2 Bed, 2 Baths, 1,160 SqFt Days Listed: 47
-6.95% ($50,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

LOCATION, LOCATION, LOCATION, brings you here. A rare to fine opportunity in Grassy Key. This home sits on a 20,000 sq ft, .46-acre lot with lots of shaded trees, beautiful 2/1 original 1160 sq ft conch bungalow, with room to grow. Once back in the days this building housed the famous Hidey Hole Bar & Grill. It was converted and renovated into a comfortable home with high ceilings in the living and dining area, a jacuzzi tub, impact windows, metal roof, lots of storage freshly painted. Plenty of room for expansion, such as a pool, tiki, accessory structure and more! Conveniently nearby, shopping, restaurants, boat ramps fishing, snorkeling diving and more. Become the owner of a historical landmark of the Florida Keys! This home has a transient license and can be rented weekly, monthly, or yearly. Investment opportunity waits for you! Dont miss out.

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 12-24-2024.
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