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

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?

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.

Invest in Paradise: Oceanfront Luxury CondoDiscover the ultimate blend of resort-style living and lucrative investment opportunity with this exquisite, newly rebuilt, fully furnished, oceanfront condo. Nestled within the exclusive Ocean Isles Fishing Village, this stunning two-story townhouse offers 850 square feet of pure coastal elegance.Imagine waking up, grabbing your coffee and heading down to the marina or pool for breathtaking panoramic ocean views! This concrete block masterpiece boasts a meticulously designed interior featuring a gourmet kitchen, spacious living area, and two luxurious bathrooms. The master suite is your personal oasis, complete with a private ensuite.Beyond your private retreat lies a world of endless possibilities. Soak up the sun by the enormous pool, where ocean breezes and stunning vistas create the perfect backdrop for relaxation. For boating enthusiasts, the private boat ramp and dockage (for owners only!) offers direct access to the open water.As an investor, this property is a dream come true. Heavily rented now and with lots of futire bookings!! The Florida Keys thriving tourism industry ensures high demand for seven-day rentals, promising exceptional returns. Experience the unparalleled joy of owning a piece of paradise while generating substantial income.As a full- time, or part-time resident, this is your dream chance for affordable Keys living~Dont miss this golden opportunity to own a slice of island life. The tranquility and serenity are second to none! Ocean Isles is a much sought after island retreat. Come check out this secure and gated community and fulfill your dream of owning your own slice of paradise!! Contact me today to schedule a private tour.

Its MARCH MADNESS and the SELLER SAYS BRING ALL OFFERS! Best bang for your buck in Marathon! 2/1 POOL HOME! This adorable half-duplex has it all! OCEAN VIEWS! PRIVATE 12 X 24 IN-GROUND POOL! PRIVATE HOT TUB! HOT/COLD OUTDOOR SHOWER! 5438 SF HOMESITE, FULLY FENCED for privacy & perfect for entertaining! A wide variety of fruit producing banana, starfruit, mango, orange, cherry trees & coconut palms adorn the yard! Airport and boat ramp close by! It is truly a MUST SEE! Call now for a free tour!

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!

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!

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.

Tranquility Bay Beach House Resort. Great investment opportunity with nightly rental capability. Lovely 2 bedroom beach house located in a lush resort area. White Sandy Beach surrounds the beautifully landscaped grounds, one of the two tropical pools, Jack Nicklaus putting green. Have the option of casual ocean side bar on the beach or fine dining in the resort restaurant. Enjoy the expansive beach or simply relax at one of the largest family pools in the Keys right outside of your back door. Dont forget about the tiki bar located ocean side where you will be able to unwind and watch some of the most amazing sunsets in the world. Current rental income available by request.

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 with an enclosed balcony adding 90 sq ft of living area. The waterfront community pool has also been recently renovated. 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. Annual $100 Marina Fee. Dont miss out on this incredible opportunity to live the Keys lifestyle! Contact us today to schedule a viewing.

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.

*** GREAT PROPERTY** in the Heart of Little Venice Marathon. 2/1 Brand New with Permits all permits closed. No HOA - 7 day Min Rental Restriction. Ready to be sold! Send serious offers ONLY. Easy to show, with Appointment as its Tenant Occupied. DO NOT walk around the property.

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!

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!! wind Insurance is $4158.42, Flood is $531, Home Owners is $1645.78

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!

Lemon Cove Condominium is just minutes from Sombrero Beach! This two-story townhouse is an end unit. Entrance is ground level with the living room, kitchen, dining area and half bath on the ground level. Upper level has 2 spacious bedrooms with ensuite full baths plus a separate laundry area. Remodel was completed in 2020 down to new studs! All electrical and plumbing was updated, along with a new kitchen, with stainless appliances, and new bathrooms, all with Granite countertops. Over 9 ceiling heights which makes the unit feel very open and spacious. Beautifully furnished as well. Tons of storage on both levels. Large, screened porch with storage for your beach chairs & gardening tools. Plant all the flowers & greenery in your private yard area till your hearts content! Complex has lush tropical landscape throughout the grounds with professional yard maintenance. Like to barbeque, theres even an EGG BBQ grill right outside your screened porch! Pet friendly with board approval. Large Tiki hut on the canal, great for pool parties with an outdoor T.V. to watch your favorite sports game while sitting by the canal! Boat dockage privileges for up to a 26 ft vessel, first come first serve, with a total of 6 boats max. Just one-half mile to Sisters Creek from your dock! Walk or bike to Sombrero Beach in minutes. Close to restaurants, grocery stores, golf, tennis and the Marathon Airport, all that Marathon has to offer. Located in the heart of the Fabulous Florida Keys!

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.

This stunning two-bedroom waterfront villa is perfectly located in the highly sought-after Marina Village at the world-renowned Hawks Cay Resort. With breathtaking water views and just steps from the main resort, marina, and Angler & Ale restaurant, this townhome offers the ultimate island lifestyle. Inside, youll find elegant granite countertops, sleek stainless-steel appliances, and an open, airy design that showcases the spectacular waterfront scenery. Step outside to soak in the beauty of the turquoise ocean, enjoy endless water sports, or take advantage of convenient dock options located directly behind the property. For those seeking investment potential, this villa can be enrolled in the resorts optional rental program, offering substantial income opportunities while providing access to an array of world-class amenities. Enjoy five sparkling pools, five unique dining options, a private childrens park, pickleball and tennis courts, a full-service spa, and so much more. Dont miss your chance to own a piece of paradise and indulge in the luxury and excitement of Hawks Cay Resort! Sold as-is. All offers are welcome. Priced to sell.

Prime sunset views, nightly rentals, and an unbeatable Florida Keys resort lifestyle--what more could you ask for? Welcome to 5035 Sunset Village Drive, a beautifully updated two-bedroom, two-and-a-half-bathroom villa in the prestigious Hawks Cay Resort. Whether youre looking for a serene vacation retreat or a highly desirable investment property, this villa checks all the boxes. With a rare two-night minimum rental policy and optional on-site resort management, this property offers both flexibility and strong rental potential. Step inside to discover coastal-inspired upgrades throughout, including an updated kitchen with granite countertops, stainless steel appliances, and a high-top bar. Tile flooring runs throughout the main level, complementing the open-concept living and dining areas, which flow effortlessly onto the waterfront porch--ideal for soaking in the world-class sunset views. A convenient half-bath and in-unit laundry complete the first floor. Upstairs, two private bedroom suites await. The waterside suite boasts a private balcony overlooking breathtaking sunsets and an updated en-suite bath. The street-side suite includes an expansive owners closet, offering additional storage. Both bedrooms feature plush, updated carpeting for added comfort. As part of Hawks Cay Resort, owners and guests enjoy unparalleled amenities, including five pools, a full-service marina, five dining options, a childrens park, pickleball and tennis courts, a world-class spa, and more. Additional features include accordion and manual roll-down shutters for storm protection and an assumable flood insurance policy for peace of mind. Dont miss this opportunity to own a piece of paradise in one of the Florida Keys most sought-after destinations!

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.

Your dream home awaits in the heart of beloved Key Colony Beach! Ideal for primary or secondary residence. This East-facing, CBS-constructed half duplex was built in 2020 to the latest building codes and has been immaculately maintained ever since. With no stairs to climb, enjoy peace of mind with elevation above flood, impact windows and doors, durable metal roof, tankless hot water heater, stunning tile flooring, and affordable yearly insurances. Step inside to an open-concept living and dining area that flows effortlessly into the expansive modern kitchen--a chefs delight. Featuring sleek quartz countertops, stainless steel appliances, and driftwood-style cabinetry, this space is both stylish and functional, offering ample cabinet space to keep everything organized. Custom closet systems in all closets, and window shades on all windows. The fenced-in backyard is a lush private oasis, complete with St. Augustine grass, irrigation system, and tropical landscaping that enhances the island vibe. Room for a pool! Enjoy your morning coffee while watching the sunrise on the back porch. A side yard with a storage shed, gravel, and stepping stones adds extra convenience and low maintenance. With a freshly painted interior and exterior, pavered driveway, and assumable flood policy, begin island life right away. Key Colony Beach features a world of luxury amenities - 9-hole par 3 golf course, tennis/pickleball courts and dog park within walking distance plus restaurants, DKs Beach Boutique, Cabana Club, and Sunset Park. Farmers Market during season. Dont miss this opportunity to own a turnkey oasis in one of the most sought-after communities in the Florida Keys!