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

Renovated, highest quality. New heated pool, ipe deck, new metal shingle roof, entire two bedroom is brand new.6,254 square feet of land, corner lot, park your RV, add guest house, etc. Two on site parking spaces. Home was renovated to convert to single family, currently set up as two units, one two bedroom, two bath with large sleeping loft and a one bedroom, one bath, (two legal units). Both floor plans attached, as is and the proposed conversion to single family. Tennis courts across the street. Keep as is and rent one side or easily finish conversion to single family. Room for your RV on the very large fenced lot. Current owners are licensed Florida Realtors.

Waterfront Retreat in Sugarloaf Key - A Boaters Dream!Located on prestigious Sugarloaf Key, only 20 minutes from Key West, this meticulously maintained 4-bedroom, 3-bathroom home offers seamless indoor-outdoor living with breathtaking water views and boating access to world-class fishing and diving. The 12,500 sqft lot is situated in a prime location only one in from open water on a crystal-clear, wide canal with a 100-foot concrete seawall, davits, and ample dockage. Surrounded by lush tropical landscaping, it feels like a private sanctuary, where swaying palms and rare bird sightings create a peaceful retreat. The open-concept living space features a well-appointed kitchen with stainless steel appliances, an island, and generous storage. A split-bedroom floor plan ensures privacy, with two primary suites on opposite ends of the home. The 2 guest rooms are separate with a shared bathroom which makes this home ideal for ultimate privacy for guests. Additional highlights include a home theater room and an expansive covered entertaining area beneath the home, complete with a custom-built bar and a cozy fire pit. Outdoor spaces include spacious decks, a screened in covered porch, a private rooftop terrace for sunset views and stargazing, and a one-of-a-kind outdoor shower, crafted from an original Key West ticket booth. A separate enclosed room on the ground level offers flexibility as a massage space or additional storage. A large garage, covered parking, and a circular driveway provide ample space for vehicles and guests. With plenty of room to add a pool, this home offers endless possibilities to enhance your outdoor living experience. Whether youre hosting a gathering or unwinding after a day on the water, this exceptional property captures the best of the Florida Keys lifestyle. Dont miss this rare opportunity to own a prime waterfront home in Sugarloaf Key! Check out the 3D floorplan to view the sprawling layout and video here https://tinyurl.com/4c46fzsm

ANGLERS REEF OCEANFRONT HOME WITH DEEDED DOCK. RARE OPPORTUNITY to own an oceanfront home in the prestigious Anglers Reef development in Islamorada. Deeded boat slip accommodating up to a 31 ft boat included in offering. A beautiful 2-bedroom, 2.5-bath, 2-story home with 2 porches and a balcony overlooking the Atlantic Ocean. Located in the gated community of Anglers Reef on Windley Key approximately half way between Miami and Key West. This property contains 2 large bedroom suites with bathrooms on the 2nd floor. A living room, kitchen, dining room and powder room on the main level. Looks out on the community pool and marina (see included video). Upgrades include impact windows/doors, metal roof, composite decks/railings, granite counter tops with wood cabinets, tile floors downstairs and bamboo floors upstairs, shutters/blinds, brand new dishwasher and refrigerator. The community features 2 sandy beaches, pool, gated entry, marina, kayaks and paddle boards. Perfect home for primary residence, vacation family home or investment property. Call today for a showing

(OPEN HOUSE: Sunday, May 18th from 1pm-3pm) Experience the prestigious Coco Plum Beach neighborhood for yourself with this solid, custom built, well maintained, concrete block home just .5 mile from the beach! This property offers 110 feet of canal frontage on one of Marathons deepest and widest canals--15 feet deep and 200 feet wide--perfect for serious boaters, complete with your own private boat ramp on the property and 8,000 lb. davits. The home features 2,046 sqft upstairs with 3 spacious bedrooms and 2 bathrooms and a 3rd floor custom bar. Plus an extra 950 sqft air-conditioned downstairs area ideal for entertaining and storage. Recent upgrades include a new elevator, central A/C, all impact windows and doors, fresh backyard landscaping, and spalling repairs completed. With ample storage, unbeatable water access, location to beach, and significant short-term rental potential in one of the Florida Keys most sought-after neighborhoods, this property offers both an exceptional lifestyle and a lucrative investment opportunity.

RARE double ocean front lot featuring 120 ft seawall with amazing views. Potential to build large new home and lot size allows for a separate building for mother-in-law apartment right on the ocean! Existing double wide trailer is livable or rentable-occupies 1/2 of property leaving plenty of space for boats, trailers, parking, even a pool!!Close to downtown and airport.

Nestled into a lush hardwood hammock, this property is gated for privacy. The driveway leads you to the Coral House, which is used as a licensed vacation rental. The Coral House has 4 bedrooms and 4 baths, was built in 1992 and is in the X flood zone. Enter through the front door to a large open living and dining area with soaring ceilings and polished concrete floors. The kitchen and family room have large windows to let you enjoy the beautiful garden views and let in the natural light. The primary suite is separated HUGE! 2 other bedrooms and baths are on this level while an upstairs mini suite is accessed through a separate exterior staircase. This property can be purchase with the additional bayfront acre with another single family home and recognized guest cottage. This property can be purchased with the adjacent bayfront acre with a single family home and guest cottage for an additional $5,900,000. MLS 615009

Exclusive opportunity to own this canal-front duplex and the adjacent vacant lot in Indian Waterways subdivision of Islamorada, FL. Each unit features two bedrooms, one bathroom, original custom kitchen cabinetry, and terrazzo floors. A connecting interior door allows the property to function easily as one expansive home or continue to be used as two separate living spaces. Boating enthusiasts will appreciate the 33-foot dock on a wide canal with direct access to the Florida Bay. The combined lots span 0.40 acres and are adorned with mature native plants and trees including Short Leaf Fig, Pigeon Plum, Mahogany, Locust Berry, and Crabwood -- creating a haven for birds and butterflies. Conveniently located near schools, Mariners hospital, grocery stores, shopping, entertainment, and Founders Park, which offers a swimming pool, bayfront beach, playground, pickle ball, tennis, and dog park. Whether youre seeking a primary residence, vacation home, investment, or redevelopment opportunity, this property invites you to live, work, and enjoy the tropical Florida Keys lifestyle.

**Waterfront Paradise: Solid Concrete Home on Deep Water Canal**Nestled along a serene deep water canal, this exquisite solid concrete home awaits its new owner. Embark on a brick paver driveway that leads to a turn-key residence designed to impress.As a boaters paradise, this property boasts a private boat lift, davit, clean out station, and outdoor shower. Access to the communitys boat ramp allows for effortless excursions.Step inside and be captivated by the beautifully furnished interior with breathtaking canal views. The open floor plan seamlessly blends the gourmet kitchen, dining area, and living room, offering an inviting space for entertaining and relaxation. Top-of-the-line appliances and entertainment areas elevate the living experience.The spacious master bedroom and bathroom provide a luxurious oasis with access to a large screened balcony. The master bathroom features a soaking tub, separate shower, and double vanity.The downstairs level offers an enclosed garage with two bay doors and ample storage. A custom-made bar, full bathroom, and additional storage space create a versatile flex room perfect for various uses.The propertys tranquil exterior features lush landscaping, gardens, and a charming front porch. The rear stairs provide convenient access to the waterfront.With a straight shot to the bay and just around the corner from the ocean via Tavernier Creek, this home offers unparalleled access to the water. The neighborhood community offers a boat ramp for members.This dream home is a rare find. Dont miss this opportunity to own a piece of paradise. Call today to schedule a private showing and experience the beauty of this solid concrete waterfront residence. Call Today!

The Ultimate RV / Auto / Toy Vault. Happiness is having the space to enjoy your possessions, rain or shine! Heres an incredible chance to secure a solid and safe haven for your cherished possessions. Why leave your prized possessions behind when you migrate to Key West for the winter? This impeccably crafted structure is engineered to withstand winds of 180 mph and X flood levels. Featuring two expansive 12x14 overhead doors, it also boasts an inviting man cave with a full bath, along with a high quality 2-bedroom, 2-bathroom apartment on the second floor. If youve already acquired everything you desire, this building could be the missing puzzle piece to keep your possessions conveniently close at hand. Countless delightful surprises await the aficionado of toys. Perfect for boats, cars, RVs, or hobbies. This building offers endless possibilities. It is zoned as mixed-use land and is currently used as a residence with toys. Building is 2,730 sq. ft. total; Upstairs APT with 2 bd/2 ba is 805 sq. ft.; Garage with full bath is 1,925 sq. ft. Owners are licensed Real Estate agents.

Exquisite retreat in the heart of Old Town Key West--an ideal private sanctuary with the added benefit of high-demand rental income. This remarkable home offers refined style, privacy, and a proven rental history, appealing to buyers who value luxury and the allure of a tropical lifestyle. Behind an unassuming facade lies a sophisticated residence filled with high-end details. Restored in 2017, this home features three spacious bedroom suites, each crafted for comfort and seclusion. The open floor plan flows seamlessly from a bright, inviting main living area to a gourmet kitchen equipped with vein-cut onyx countertops, stainless steel appliances, and a dedicated bar with a wine cooler--perfect for both entertaining and everyday indulgence. The living area extends to a private backyard oasis with a covered outdoor lounge, a heated saltwater pool, outdoor shower surrounded by lush greenery. The second-floor suite boasts a private rooftop deck, an ideal space for sunbathing or stargazing. Set in the preferred X Flood Zone, with impact windows and doors, this home blends modern flair with classic Key West charm, featuring light-filled rooms, 14-foot tongue-and-groove ceilings, and white oak hardwood floors. The classic shotgun-style layout guides visitors from the welcoming hallway through to the tropical backyard, creating a tranquil escape perfect for relaxation or entertaining. In a prime location, the property is within walking or biking distance to Key Wests best beaches, restaurants, and shops, allowing you to enjoy all that the area has to offer with no need for a car. Bonus is Off-street parking for a small car, a rare convenience in Old Town. This unique property, features an 8 x 4 Alan Maltz -a local artist- mural in the pool. Enjoy both seclusion and easy access to Key Wests most popular spots. Dont miss your chance to own this luxurious home offering style, charm, and great rental income potential in Old Town! Video tour https://tinyurl.com/1116Packer

Tucked away on one of Key Wests most private and secluded streets--seriously, if youve never been to 913 Watson Street, youve probably never been on this block--this meticulously reimagined historic home, built prior to 1912, is the epitome of island living. Located in the coveted Old Town neighborhood and Key Wests highest elevation (X-500 Flood Zone), this property seamlessly blends historic charm with modern conveniences. Every inch of this residence, completed in April 2025, has been thoughtfully revitalized with no expense spared. Were talking historic-approved impact-rated windows and sliding doors, a brand-new roof, plumbing, electrical, HVAC, and foundation piers, plus gleaming hardwood floors. Step inside the main house, where youll find a bright and airy one-bedroom, 1.5-bath layout featuring a stylish kitchen with all-new appliances, a dedicated laundry room, and tranquil garden and pool views. Oversized sliding doors blur the lines between indoor and outdoor living, leading you to a serene outdoor space complete with a saltwater cocktail pool, water feature, and composite decking--ideal for al fresco dining, lounging, or simply enjoying the tropical ambiance. Directly across from the main home is the separate guest house, which could serve as a second full bedroom or a spacious living room. This versatile space includes a large walk-in closet, en-suite bathroom, and tranquil pool views, offering both comfort and privacy. The property also features a large carport, offering ample space for parking. And lets talk location--walking and biking distance to Key Wests top restaurants, nightlife, and beaches, yet nestled on a street so private, it feels like a secret.

Located in the prestigious gated Truman Annex, this beautifully appointed 2-bedroom, 2.5-bath home offers refined coastal living just steps from Duval Street and Truman Waterfront. Thoughtfully designed with elegant finishes and an open, airy layout, this residence is perfect for those seeking a private sanctuary in Old Town.A private entrance welcomes you into a turn-key interior, where Serena & Lily accents and carefully curated decor create a sophisticated yet relaxed atmosphere. The kitchen features Bosch stainless steel appliances, an induction oven, a farmhouse sink, and a waterfall-edge peninsula with bar seating. The open-concept dining and living areas are designed for both comfort and style, with striking furnishings, a large wall-mounted TV, and plenty of space for entertaining. Two sets of French doors lead to a private, lushly landscaped patio, offering a peaceful retreat for outdoor dining and relaxation. A first-floor powder room adds convenience.Upstairs, 2 bedrooms each with a king size bed provide a luxurious escape. The primary suite boasts French doors opening to a covered balcony, perfect for enjoying the island breeze. The ensuite bath features dual sinks, waterfall faucets, and a beautifully tiled walk-in shower. Down the hall, the second bedroom is a tranquil retreat with ample closet space and access to a hall bath with a walk-in shower.The outdoor space is designed for year-round enjoyment, with a fully fenced paver patio, seating, and a grill. Just a short walk away, the heated community pool offers lounge chairs, shaded tables, and restroom facilities. A designated parking space is conveniently located just steps from the home.216 Fleming Street is just mere blocks away from world-class dining, shopping, and entertainment. This home presently has a transient license and future bookings through 2025 in place. Whether youre looking for a full-time residence, a vacation home, or an investment opportunity, this home offers it all.

Freshly renovated throughout and nestled on one of Old Towns most coveted streets, youll discover this captivating home steeped in rich history. The kitchen has new granite counters, new stainless-steel appliances & has been opened up to completely transform the space creating a modern feel and functional room. The Richard Roberts home, originally transported from Green Turtle Cay, Bahamas in 1847, stands as a cherished Key West icon. With 4 or 5 bedrooms, 3 baths, plus an office space (or 5th bedroom), its versatile floor plan offers endless possibilities. Enjoy the outdoors with four inviting porches (two on each side), warm wood pine walls, and heart pine floors throughout, this residence has earned 2 stars through the years from the Historical Florida Keys foundation. A wonderful great room or downstairs primary suite effortlessly spills onto a side yard deck & jacuzzi. Access to the second floor is via an outdoor staircase and the third floor hosts a generous bedroom and bath suite or could also serve as two bedrooms. This historically significant home is a true Key West landmark. Just 3 blocks from Duval St. & the waterfront, its quiet neighborhood is walkable to all the shops, galleries & fine restaurants.

This home is not a drive by! Must see inside and the back yard too.....Located on the West Side of the Island with excellent boating access this beautiful pool home is an entertainers dream place. All new paint inside. New Roof as of 01/2025. Stunning Sunsets & Sparkling waters for swimming, snorkeling, paddleboarding .... Home features 3 bedroom suites with full baths plus a powder room too. Impact doors and windows, tile floors throughout, Viking appliances, chefs kitchen, wet bar, icemaker & additional drink fridges. Large Tiki Hut with fans, concrete heated pool and chiller too. Bring your big Boat and Smaller one too.....2 boat lifts (20K and 12K), boat house, outdoor shower, swat mosquito system, RV hookup, Terminix warranty, video surveillance, large storage shed, full home surge protection, ample storage inside and out. All tropically landscaped, paver driveways & yard fenced for your pets and privacy. Full concrete seawall & covered boat slip. Home is offered mostly furnished and outdoor furniture is included too. Location! Location! Location! New Paint inside-neutral color. And New Roof 2025.

Welcome to paradise! This inviting home features an open-concept living area, complete with a large loft that houses two cozy queen beds, a master bedroom, a guest bedroom, and two bathrooms. This well-maintained, three-story home offers ample storage, including a convenient ground-level storage area and workshop. Step outside to enjoy a brand-new refreshing saltwater pool, expansive patio and lush turf. Nestled on a cul-de-sac street, this home is set back from the Overseas Highway in a golf-cart-friendly community. From your 50 dock its quick access to bay and ocean through the Channel #2 and Channel #5 bridges. Relish stunning sunsets at your private neighborhood beach, complete with relaxing chairs, tiki huts, and grills to cook your catch. We cant wait for you to experience it all!

Welcome to this charming Old Florida-style cottage, an ideal weekend retreat nestled on Lower Matecumbe Key in Islamorada! This property is set on nearly half an acre, boasting an impressive 100 ft of private beach frontage directly on the crystal-clear ocean. This cottage is a perfect fixer-upper opportunity, offering you the chance to renovate and personalize the existing structure or build your dream home on this stunning piece of prime real estate. Step inside to discover two spacious bedrooms and two full bathrooms. The interior features beautiful beamed and tongue-and-groove ceilings, adding a touch of character and warmth to the space. Imagine starting your mornings with a cup of coffee or unwinding in the evenings with a glass of wine, all while enjoying breathtaking views of the magnificent Atlantic Ocean. The gentle ocean breezes create a serene atmosphere, perfect for quiet contemplation and entertaining friends and family. With its prime location and charming features, this cottage is a rare find that invites you to embrace the laid-back Florida Keys lifestyle. Dont miss your chance to make this idyllic getaway your own!

Blue Moon Tavernier - A Stunning Waterfront RetreatEscape to Blue Moon Tavernier, a newly renovated, spacious getaway in the Florida Keys, just an hour south of the mainland. This 5-bedroom, 2.5-bath home offers plenty of space for the whole family, plus a bonus loft/den and two fully equipped kitchens.Step inside and enjoy abundant natural light, stylish finishes, and open concept living. The first floor features an eat-in kitchen, four bedrooms, 1.5 baths, and a cozy living area--perfect for unwinding after a day on the water. The second floor boasts a full kitchen with a dry bar, a large dining table for 8, a spacious living area with an oversized sectional, and a master suite with a walk-in closet and ensuite bath.Enjoy breathtaking sunsets from the expansive second-floor balcony, complete with dining and lounge areas. The third-floor loft/den is an ideal hideaway for kids and teens, featuring a sofa bed, TV, and board games.Dock your boat right outside on a 60ft concrete dock and access open water in minutes. After a day of fishing, clean your catch on the dock, then relax in one of two outdoor lounge areas. The home features a newly built lanai and a spacious tiki hut with cozy seating.Additional amenities include a large laundry room with full-size washer/dryer and smart TVs in every bedroom.This home is being offered fully furnished.Ready for the ultimate Keys escape? Blue Moon Tavernier is waiting for you!

Significant price adjustment on this exceptional opportunity. Located just off the open bayfront, let your dreams become a reality! Two waterfront lots included in this purchase, each lot deeded separately. One lot is vacant, completely cleared, pearocked, and includes a private boat ramp & 2 floating docks. Built on the second lot is a concrete home with a concrete roof offering 3 bedrooms and 3 full baths with 2B and 2B up, open living, porches on front and back of house, central air, and separate pre-firm large one bedroom guest quarters on ground level. Host your gatherings around your private bar located waterside where stories are shared and memories are made. Two laundry facilities, additional convenience half bath, storage room, undercover parking, and concrete dock and boat lift complete this package. Enjoy the existing home and build a second home on the vacant lot, or add on and build a large home on both lots. Room for a pool and so much more. Situated at the end of a quiet street in Key Largo with no neighbors across the street, the possibilities are endless, as well as the views and nightly Sunsets! This is a true Gem! Being Sold As Is

Welcome to paradise at 22562 Jolly Roger Dr in beautiful Cudjoe Key! This custom built, 4-bedroom, 2-bath home features open water views, a designer kitchen with high-end finishes and Viking appliances. In addition, on the first floor there are two guest bedrooms, an office and bathroom. The second floor is where you will find the third bedroom as well the primary bedroom complete with private balcony, ensuite bathroom and walk in closet. Outside the property boasts double decker porches, covered hot tub, full swim spa, and new dock. In addition to the garage there is ample room for vehicles, boats and extra storage. The property is equipped with RV electrical and sewer hookups for added convenience. The property features impact windows and doors and is a stones throw from American Shoal, Lighthouse, Looe Key Reef, and Square Grouper restaurant.

Sturdy & beautiful. Enter into a bouquet of large impact windows w/10 ceilings throughout. Well appointed with luxurious finishes & 3 large patios. Built to withstand the unknown w/ concrete walls & roof. This 3 bed 2 1/2 bath canal front (Oceanside) home has never been lived in. Be the first to enjoy sunrises & sunsets from your choice of 3 patios over 2 floors of living space. This spacious home offers a large open kitchen w/balcony access for entertaining, Master suite w/ incredible sunsets, an extravagant master bath,an additional entertainment/family room, wet bar, laundry room, elevator, private dock & more. Pool/jacuzzi/outdoor renderings are in process.This peaceful paradise is situated in the quaint well established Oceanside Harborage community! Hop on your boat from your 41 private doc & be in the Ocean/Sandbar in less than 5 mins!The Harborage is a quaint beautiful, 2 street community known for its deep water. Maintenance includes yard, clubhouse w/waterfront pool, ice machine, laundry, boat ramp, boat trailer storage, good vibes and best of all LOCATION.