Middle Keys Homes for Sale, Single Family Houses, MLS Home Listings

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 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!

Welcome to your private slice of paradise in the heart of Marathon! This delightful 2-bedroom, 2-bath, Single-Family Home offers 1,086 sq. ft. of comfortable living space, perfectly complemented by an expansive 12,666 sq. ft. lot filled with lush, tropical landscaping that ensures privacy and serenity.Built in 1985 and well-maintained, the home features a large, enclosed downstairs area (756 sq. ft.)--ideal for all your storage needs, hobbies, or gear. A rare and convenient bonus: dual access from both 50th Ct. Gulf and 51st Street Gulf, allowing for easy drive-in/drive-out flow from the front and rear of the property.Youll love the covered carport and additional protected space beneath the home--perfect for outdoor storage, a workshop, or keeping your toys out of the elements. Theres also ample parking for vehicles, a boat trailer, or equipment, making this an excellent choice for water lovers and adventurers alike.Step inside via two thoughtfully placed staircases--one leading to the welcoming front entry, and another to the kitchen and spacious balcony. The layout provides a natural flow, ideal for entertaining or simply relaxing at home. The balcony is the perfect perch to unwind and take in the peaceful, tropical views.Located just minutes from schools, shopping, groceries, and local restaurants, this home offers a rare blend of privacy and convenience--an ideal full-time residence, vacation escape, or investment opportunity.

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.

Welcome to 710 10th Street, a charming canal-front home in the heart of Key Colony Beach. To help visualize this homes floorplan and to highlight its potential, virtual furnishings may have been added to photos found in this listing.This delightful 2-bedroom, 2-bathroom residence offers the perfect blend of comfort, waterfront living, and investment potential.Step inside to find a cozy layout. The living area and kitchen flow together well. This creates a warm space for relaxing and entertaining. The home maintains much of its original charm, with plenty of opportunity to add your own personal touches.Situated on a canal, this property provides direct water access, making it an ideal retreat for boating enthusiasts. The backyard offers endless potential for creating a private outdoor oasis, whether you envision a patio for alfresco dining or a lush tropical garden.Located in the picturesque community of Key Colony Beach, this home allows for weekly rentals, offering a fantastic opportunity to generate income when not in use. Its prime location near local dining, attractions, and recreational activities makes it highly desirable for vacationers seeking the perfect Florida Keys getaway.Whether youre looking for a full-time residence, a vacation retreat, or an income-producing rental property, 710 10th Street is a rare find in one of the most sought-after areas of the Keys.EMD 10% for cash, 1% for financed or 1k minimum whichever is greater.BUYERS AGENT IS TO PAY A $200.00 PLUS SALES TAX OFFER MANAGEMENT FEE AT CLOSING OF ANY ACCEPTED OFFER.OFFERS must be submitted on PropOffers.com

Step into your slice of paradise in Marathon Shores at Mile Marker 52.5. This beautifully remodeled 2 bedroom, 2 bath home sits on a spacious 6,000 sq. ft. lot, offering plenty of room both inside and out. It combines coastal charm with modern upgrades, making it the perfect escape, primary residence, or investment opportunity in the Florida Keys.As you pull into the property, youre greeted by an eye catching brick driveway, spacious enough for multiple cars, a boat trailer, or even an RV. Just beyond, an ocean view adds a refreshing coastal touch to your arrival.Remodeled and reroofed in 2019, this home features durable impact windows, combining style and security. Inside, youll find open, sunlit living areas designed for relaxation and entertaining.The property also includes an enclosed storage area. Ideal for keeping your gear organized or creating a flexible BONUS space.Located within walking distance to restaurants, a pharmacy, local shops, and a gym, this home puts island living and everyday essentials within easy reach.Schedule your private showing today!

Looking for an incredible deal on a stilted home in Marathon, just a short walk from the iconic 7 Mile Bridge? This charming 2-bedroom, 2-bath home is your perfect island getaway! With soaring cathedral ceilings, a spacious elevated deck, and a large yard, theres plenty of room to enjoy the island lifestyle. Built with quality in mind, this home features a durable metal roof, ensuring peace of mind in any weather. The bright and airy kitchen boasts extended Quartz countertops, offering extra space for cooking or casual dining. A unique spiral staircase leads to a cozy loft and convenient laundry room. The oversized, low-maintenance yard surrounded by palm trees provides ample parking and endless possibilities for a beautiful flower garden or outdoor living room. Whether you are buying for your primary residence, as a second home or vacation rental, you wont find a better location at this price. 7 Day Vacation Rentals are permitted with a license. Dont miss out--schedule a tour today and make this your new home in paradise! B&BATVAI

CHARMING SINGLE FAMILY HOME ON A HUGE FENCED LOT in a wonderful residential neighborhood. Very close to the boat ramp on Dodge Lake so launching your boat is very accessible. This 3 bedroom 2 bath home has a nice kitchen, updated bathrooms, and convenient laundry. There is a storage shed on the rear fence in the back yard. Plenty of play space for the kids and dogs to run around.

Welcome to a rare gem in Grassy Key--this unique property offers an incredible opportunity to own a piece of Florida Keys history. Nestled on a spacious 20,000 sq ft (.46-acre) lot surrounded by mature shade trees, this charming 2-bedroom, 1-bathroom original Conch bungalow offers 1,160 sq ft of character and potential.Once home to the beloved Hidey Hole Bar & Grill, the building has been thoughtfully converted into a cozy residence featuring high ceilings in the living and dining areas, impact windows, concrete construction and metal roof.The expansive lot offers plenty of room to grow--add a pool, tiki hut, guest house, or other accessory structures to make the most of this tropical oasis.Located conveniently near dining, shopping and boat ramp, this home combines island living with unbeatable access to all the Keys have to offer.This property includes a transient rental license, allowing for weekly, monthly, or annual rentals--a perfect investment opportunity or tropical getaway with income potential.Dont miss out on owning a piece of Florida Keys history!

Welcome home to this gently used and meticulously maintained home in Sunset Bay on Grassy Key. Lucky for you, your impact windows and doors (2019) and your metal roof have already been installed. Enjoy relaxing on the generous, covered front porch enjoy natures bounty of birds and wildlife on the lake/salt pond. This stilted GEM has 3 bedrooms for you and your family to enjoy home in the Keys. The primary suite has private deck and nice walk-in closet. The larger guest bedroom also has walk-in closet with build-ins for extra storage. TONS of parking for multiple vehicles, RV, Boat / Jetski trailer and more. Located in Sunset Bay, a wonderful, friendly community and only a brief 3 block walk takes you to Sunset Bay Park, where friends and neighbors enjoy the nightly sunsets and fishing or just relaxing on the community dock. Now, is the time to come Home to 220 Kyle in Sunset Bay on Grassy Key!

The best of what tropical life has to offer! Nestled in the hardwood hammocks for ultimate privacy, yet only minutes away from boat ramp, fishing, and shopping in the heart of the Florida Keys. Step into a spacious open area adorned by vaulted, cathedral ceilings. New stainless appliances enhance an updated kitchen with granite countertops. Installed cargo lift will effortlessly get your groceries and furniture to the main level of this stilted home. Elongated, composite rear deck features two impact resistant sliding doors with access from both the main and guest room. Relax after a long day on the water in the spa tub or at the backyard tiki. Plenty of room for a pool on this .18 acre lot. Wrap around driveway. Loaded with extras you need to see for yourself to appreciate!

This Cozy and Charming 3 bedroom 2 bath home is located in Little Venice neighborhood of Marathon, one house from Atlantic Ocean. The property is fully updated and renovated. Large Kitchen with GE profile appliances. New mini split A/Cs in 4 rooms. Washer & dryer inside. Fenced yard offering privacy and serenity. Perfect for vacation rentals or just to live in. Seller motivated, easy to show.

Zoned for mixed-use, this property offers commercial potential. Remodeled in 2018 and extremely well-maintained, this three bedroom, two bathroom home in Marathon offers 2,069 sq. ft. of living space with modern upgrades. The primary bedroom features its own private separate entrance, a very spacious California Closet, and double sinks in the primary bathroom with Washer & Dryer. The home boasts 24x24 gleaming tile throughout, an expansive living area with large windows that fill the space with natural light, and an efficient kitchen with ample cabinet space. Enjoy the covered patio and 900+ sq. ft. of outdoor space. Situated on a 9,359 sq. ft. lot with plenty of space for shade and fruit trees. Additional highlights include concrete block construction, a durable metal roof, impact resistance windows, accordion and panel shutters for storm protection, and ample parking, including trailer storage. Located in the center of the Florida Keys, minutes from the ocean, dining, and shopping. Call today to schedule a showing!

Nestled in a beautiful Marathon Florida neighborhood, this concrete-built gem offers a peekaboo view of the Gulf of Mexico and an unbeatable location. The freshly painted interior and exterior, coupled with recent remodeling, give this home a modern, move-in-ready appeal. The expansive fenced yard is perfect for outdoor activities and offers ample space for future expansion, such as a pool or home addition. A freestanding concrete storage building in the backyard provides additional utility. Enjoy peace of mind with impact windows and doors, as well as PVC plumbing under the home, eliminating concerns about outdated cast iron pipes. Parking is a breeze with plenty of space for cars, trucks, RVs, or trailers. Boating enthusiasts will love the neighborhoods public boat ramp, just around the corner, offering easy access to world-class fishing and diving in the Gulf of Mexico. Conveniently located near Publix, Winn Dixie, Home Depot, Sombrero Beach, Marathon Airport, and an array of restaurants and shops, this home combines comfort, practicality, and Florida Keys charm. Your slice of paradise awaits!

This delightful waterfront 2 bedroom 2 bath half-duplex in Key Colony Beach has great boating access to the Ocean or Gulf for all your water activities. Weekly rentals in place making this a great Investment Property. STR approved for 7 night minimum. Dock can accommodate up to an 18 ft. boat. Withing walking distance to the Beach, Shops and great restaurants (text me and Ill tell you my favorites)!

MAJOR price adjustment!!! Welcome to Casa Kokomo--where island dreams meet modern comfort! This waterfront oasis is more than just a home--its a lifestyle. Fully furnished, tastefully updated, and ready to enjoy or rent almost from Day One. This 2-bed, 1-bath (with easy potential for a 2nd bath!) half-duplex is tucked away behind gates for that peaceful, private island feel.Inside, youll find fresh updates throughout--from cool, coastal finishes to a sleek stainless kitchen with a gas stove, ductless and central A/C, a newer water heater, and a crisp, modern bathroom. The sunroom is a sunny sanctuary with views of the canal. Theres an oversized hot tub, and space for alfresco dining under the stars.Dock your boat at the 32-foot concrete dock and youre just minutes from open water adventures--think world-class fishing, diving, and sandbar fun. Located just a quick drive to Sombrero Beach and close to shops, restaurants, a movie theater, and local boutiques--everything you need is within a quarter mile!With 7-day rentals allowed and a history of strong income, Casa Kokomo is calling. Whether youre looking to escape, invest, or both--this is your Keys ticket. Opportunity is knocking ... dont let it sail by!

Spacious 3 Bedroom, 2 Bath Home on Oversized LotWelcome to this beautifully maintained home, built in 2007, situated on an impressive 9,000 square foot lot. Enjoy the freedom of a huge yard, perfect for entertaining, gardening, or relaxing under the shaded patio. This home offers 3 bedrooms, 2 bathrooms, a 2-car garage, and an extra fenced-in RV parking space. There is plenty of room for pets, water toys, and comfortable outdoor living. Located in a peaceful neighborhood with space to spread out, this home provides comfort, storage, and flexibility for your lifestyle. Dont miss the opportunity to own a slice of paradise with room to grow.

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.

NOW Available half (or full!) duplex on 11th St in KCB. 460 11th also available! Design and create your island escape in the bright, open floor plan that is east facing for sunny mornings and shady afternoons on the great screened porch or 37,5 ft dock. Two roomy bedrooms and 2 full baths. Plenty of room to add a pool. Perfectly located with the boater and angler in mind with a concrete dock, on deep & wide canal. All just five minutes to the open ocean and gulf. Come home to paradise here on Key Colony Beach where you can walk or bike the entire city to the marina, post office, city hall, Sunset Park, 3 restaurants, play golf, pickle ball, tennis, bocce ball, horseshoes & basketball. Here is your blank canvas in paradise on Key Colony Beach.