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

PRICE REDUCED TO SELL! 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!

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.

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?

Reduced 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!

Seaview Condos boast some of the most stunning open water views in Marathon! This fully remodeled two-bedroom, one-bath unit is ready for you to move in. Recent upgrades include new tile flooring, a modern kitchen with appliances, new impact windows and doors, and a beautifully renovated bathroom. Step right out from your kitchen to the dock where you boat is waiting for you.The oceanfront condo features its own private boat ramp and ample parking, with dockage available on a first-come, first-served basis for owners. Residents enjoy the added privacy of being located at the end of 97th Street, with two assigned parking spots per unit--one of which could accommodate a boat trailer. It is hard to find a better location for this price! B&BATVAI

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.

We absolutely love this 2/1 half-duplexlocated in the heart of Marathon! It 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! Its beautifully decorated with a beachy theme and ready for you to move right in! 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!

Built in 2015, this elevated 3 bedroom, 2 bath home offers solid construction, impact windows and doors, and a well-planned layout that combines comfort with practicality. Inside, 9-foot ceilings and crown molding add a polished touch throughout. The kitchen features 42 upper cabinets, a pantry, and a functional layout that opens to the main living area. The generous primary suite includes a walk-in closet and dual-sink en-suite. A separate laundry room adds convenience, and covered parking beneath the home provides ample space for vehicles and storage. A spacious screened-in balcony extends the living space outdoors--ideal for enjoying ocean breezes and glimpses of the water. Directly behind the property, site work has begun on a new luxury development that will further enhance the surrounding area and add long-term value. Low insurance costs are another plus, with a current flood policy of $841/year and wind at $3,520/year. A well-rounded offering that combines comfort, location, and long-term potential--all in one move-in ready package.

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!

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.

Welcome to Hawks Cay - Your Perfect Island Getaway or Investment!Now offered at *$599,999* -- the *lowest-priced home* at Hawks Cay! Priced below market value for a quick sale. Act fast before the seller changes their mind!This turnkey, fully furnished 2-bedroom, 2-bath waterfront townhome features:- Stainless steel appliances and granite countertops- Spacious bedrooms and updated baths- Private back patio with canal front views, plunge pool & outdoor dining - Front porch with lush garden viewsEnjoy unobstructed turquoise water views and full access to 5-star resort amenities (with onsite hotel rental program). Flexible Rental Management Options:- *On-Site Hotel Program*: Full resort access, - *Third-Party Management*: flexible owner use*Key Notes:- All painting projects are complete- nearby marina options available.- HOA covers trash, sewer, extermination, and common areas.**Seller is motivated ~ Bring an offer! **

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 in the hallway. Remodel was completed in 2020 down to new studs! All electrical and plumbing was updated, new hot water heater, A/C and a new kitchen, with stainless appliances, 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 landscaping 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.

Welcome to 103 Stirrup Keywoods Road - A Hidden Gem in the Heart of MarathonNestled among lush native trees and tropical vegetation, this charming 3-bedroom, 2-bath single-family home offers the perfect blend of privacy, warmth, and island living. Lovingly maintained by the same owner for over 30 years, this stilted home sits on an oversized lot, offering ample space and endless potential--including room for a pool.Step inside and feel right at home. The interior is cozy and inviting, with natural light pouring in through large windows that showcase the surrounding greenery. The home features a washer and dryer for your convenience, and the layout is both functional and comfortable, ideal for full-time living or a peaceful vacation getaway.Recent updates include a durable metal roof installed in 2017, providing peace of mind and modern appeal. Insurance information is available upon request.Located in a well-loved neighborhood, this property is centrally positioned--just minutes from Marathons best dining, shopping, beaches, and marinas. Whether youre looking to relax in a serene setting or enjoy the vibrant Keys lifestyle, this property is a rare find with the perfect balance of seclusion and accessibilityDont miss your chance to own a beautiful slice of paradise at 103 Stirrup Keywoods Road!

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!

Discover an incredible opportunity to own a beautifully appointed two-bedroom, two-and-a-half-bathroom villa at the Village at Hawks Cay within the world renowned Hawks Cay Resort, located in the heart of the Florida Keys. Inside, youll find coastal-inspired decor, displaying white kitchen cabinetry, stainless steel appliances, granite countertops, and tile flooring throughout. Additional features include Impact windows and slider (2020) roof replaced in 2019 and updated AC in 2018. Step outside to your private patio oasis, complete with a splash spa pool and breathtaking views of the turquoise canal waters just beyond your backyard. With open guest parking and flexible ownership options, this villa is perfect as a personal getaway, an income-generating investment, or both. The property can be enrolled into the resorts rental program or can be rented privately, allowing for daily rentals to maximize income potential and overall value. Whether youre looking to relax, explore, or invest, this villa offers the ultimate Florida Keys lifestyle. Contact us today to schedule a viewing and experience it for yourself!

This charming two bedroom, two bath waterfront half duplex is the perfect combination of relaxation, convenience, and investment potential. Fully furnished, the home is move-in ready or ideal for vacation rental guests. The open-concept living and dining area offer views of the water, while the well-equipped kitchen features modern appliances and a breakfast bar for casual dining. Each bedroom is spacious, with the primary suite boasting its own private bath with walk in shower. The second bedroom also has easy access to the second full bath, making this layout perfect for families or guests. Step outside to backyard featuring new artificial turf where you can enjoy the serene waterfront setting, or take advantage of your 30-foot dock, providing direct access to the water for boating, fishing, and water sports. As an active vacation rental, this property has a proven track record of generating rental income, making it a fantastic investment opportunity. Plus, the Cabana Club membership can be transferred to the new owner, offering access to exclusive amenities including a pool, private beach, and clubhouse, further enhancing the appeal for guests and providing year-round enjoyment for you. This waterfront retreat offers the best of both worlds--an exceptional vacation getaway and an income producing rental property.

Escape to paradise with this spacious townhouse-style condo offering stunning beach and ocean views in the heart of Key Colony Beach, Florida Keys. Let the sights and sounds of the sea sweep you into the relaxed rhythm of island life.With over 1,300 square feet of living space, theres plenty of room for you, your family, and friends to entertain, unwind, and create unforgettable memories. Whether youre looking for a retirement oasis, weekend escape, or investment property, this beachside gem has it all for you .NEW Photos - Virtual Tour and Floor Plan are now available. Experience the full charm of this Florida Keys retreat!

This immaculate two-bedroom, two-bath canal-front townhome offers a delightful blend of Florida Keys charm and modern updates. Step inside and be greeted by updated main level flooring, a bright white kitchen with stainless steel appliances, and a spacious living area enhanced by a stylish baluster staircase. Indulge in the Florida lifestyle on your expansive private patio, one of the few that boasts additional square footage. This thoughtfully designed space includes a resurfaced spa/dipping pool with decoratively tiled steps that lead into the refreshing pool waters. Enjoy serene canal views, creating an ideal retreat for relaxation and entertainment. The primary suite is a true retreat, featuring an ensuite bathroom and a bedroom overlooking the tranquil waterway. A guest bedroom with a private balcony provides additional space for family or friends. High ceilings in the bedrooms further enhance the sense of spaciousness. An updated HVAC system, only a couple of years old, offers much more energy-efficiency and peace of mind. This townhome presents a fantastic opportunity for those seeking a relaxed waterfront second or vacation home in the Florida Keys.

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!