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$949,000
3 Beds ⋅ 2 Baths ⋅ 620535 MLS
Welcome to 342 Spanish Main Drive, a beautiful canal-front home in the heart of Cudjoe Key, offering the perfect combination of waterfront living, modern comfort, and laid-back Florida Keys charm. This two-story residence features 3 bedrooms and 2 full bathrooms, thoughtfully designed for both everyday living and relaxing island escapes. The bright, open interior is move-in ready and includes a stylish eat-in kitchen with stainless-steel appliances, comfortable living spaces, and plenty of natural light throughout. Enjoy the Florida Keys lifestyle from the spacious covered porches on both levels, where you can sip your morning coffee, unwind with an evening cocktail, or simply take in the peaceful canal views. Large sliding glass doors open to the upper porch, creating a seamless indoor-outdoor living experience that's perfect for entertaining family and friends. Boaters will appreciate the canal-front location with dockage directly behind the home, offering plenty of space for your boat and easy access to both the Gulf and Atlantic. Spend your days fishing, diving, exploring sandbars, or cruising the beautiful Lower Keys waters right from your backyard. Additional features include two garages--a rare find in the Keys--along with ample parking for vehicles, trailers, and guests. Conveniently located just 30 minutes from Key West and within walking distance of the iconic Square Grouper Bar & Grill, this property offers the ideal balance of tranquility and accessibility. 342 Spanish Main Drive is an exceptional opportunity as a full-time residence, vacation home, or waterfront investment property. Come experience the boating lifestyle and island living you've been dreaming about.

342 Spanish Main Dr, Cudjoe
$1,680,000
3 Beds ⋅ 2 Baths ⋅ 620533 MLS
Rare Mixed-Use Opportunity with Spectacular Ocean Views in Islamorada MM 74.5. Endless possibilities await at this highly visible, commercially zoned property located directly on the Overseas Highway at Mile Marker 74.5. Offering breathtaking open Atlantic Ocean views and exceptional highway frontage, this unique property is ideal for investors, entrepreneurs, or anyone seeking the perfect live-work lifestyle in the Florida Keys. Originally permitted as a three-unit apartment building, the property is currently configured with two primary living/work spaces, creating the opportunity for a buyer to explore the potential for a third apartment or reconfigure the property to suit their vision, subject to local approvals. Whether you're looking to maximize rental income, establish a business with residential accommodations, or create a one-of-a-kind family compound, the flexibility here is exceptional. The Neighborhood Commercial (NC) zoning opens the door to a wide variety of commercial uses while the existing residential layout also lends itself beautifully to conversion into a spacious single-family residence with incredible ocean views. Imagine waking each morning to the sunrise over the Atlantic while operating your business from one of Islamorada's most recognizable and accessible locations. The property offers generous parking, excellent visibility, fenced outdoor space, and a location surrounded by restaurants, shopping, marinas, and the best of the Florida Keys lifestyle. Opportunities with this combination of commercial frontage, residential flexibility, income potential, and unobstructed ocean views are exceptionally rare. Whether your vision is investment, business, residential living, or a combination of all three, this is a property where imagination truly becomes opportunity.

74450 Overseas Hwy, Islamorada
$3,100,000
2 Beds ⋅ 3 Baths ⋅ 620532 MLS
Beach House Paradise in Summerland Key. Nestled in one of the Lower Keys' most desirable oceanside communities, this exceptional oceanfront retreat offers the perfect blend of luxury, privacy, and island living. A charming thatched-covered lanai and custom bamboo-etched glass doors welcome you into an open-concept floor plan where floor to ceiling windows frame breathtaking Atlantic Ocean views. The spacious living area flows effortlessly to an expansive waterfront terrace overlooking the pool, creating the ultimate indoor-outdoor lifestyle. Designed for entertaining, the lower level features a custom tiki-style bar, outdoor cooking area, hot tub, and multiple gathering spaces. Relax by the resort-style pool, unwind on your private sandy beach beneath the swaying palms, and enjoy the unparalleled beauty of oceanfront living. Located just minutes is Summerland Key's private airstrip, world class boating, fishing, diving and the renowned Looe Key reef, this exceptional property offers the very best of the Florida Keys lifestyle. 361 Avenue D is a rare opportunity to own your own slice of paradise.

361 Ave D, Summerland
$898,000
2 Beds ⋅ 2 Baths ⋅ 620526 MLS
The first thing you'll notice when you walk through the door isn't the vaulted ceilings or the tropical landscaping. It's the quiet feeling that you've already arrived home. Just one-third of a mile from Sombrero Beach, 422 Calle Limon is tucked into one of Marathon's most sought-after neighborhoods. This elevated 2-bedroom, 2-bath home offers 1,458 square feet of inviting living space with vaulted tongue-and-groove wood ceilings, tile flooring throughout, spacious bedrooms and bathrooms, and an upstairs laundry room. Downstairs, two additional conforming rooms provide flexible space for a home office, studio, hobbies, or guests. Step outside to a backyard that naturally becomes the heart of the home. Mature tropical landscaping, fruit trees, a peaceful herb garden, multiple outdoor gathering areas, a fire pit, and a custom covered bar and grilling area create a setting you'll enjoy year-round. There's even room to add a pool, while the expansive covered parking beneath the home offers plenty of space for vehicles, guests, and all the toys. Built with durable combination construction and a tile roof, annual homeowners, wind, and flood insurance total just over $8,810. This isn't a backyard you'll admire from inside. It's where mornings begin with coffee, afternoons stretch into conversations under the palms, friends gather around the bar, and evenings wind down beside the fire pit. Houses are built with concrete and wood. Homes are built with moments like these.

422 Calle Limon, Marathon
$1,850,000
3 Beds ⋅ 3 Baths ⋅ 620517 MLS
Stunning single family home in Key Largo. Great Opportunity to make it your home or for Income producing Vacation Rental, minimum 28 days. Silestone kitchen countertops. KraftMade kitchen and bathroom cabinets. Large lot on a canal with room for all your toys. Shared boat ramp. Poured concrete Gable Ends. Cistern system underground with two 2500 gallons water holding tanks. Solar Hot Water Heater. Impact Windows and Doors. Secondary Water Shield Metal roof. Landscaped with over 30 coconut trees. Available for immediate occupancy. Easy to show.

1513 Shaw Dr, Key Largo
$2,250,000
3 Beds ⋅ 2 Baths ⋅ 620513 MLS
Welcome to Your Slice of Paradise in the Florida Keys Discover the perfect blend of island charm, waterfront living, and investment potential in this fully furnished, turnkey home in the heart of Marathon. Whether you're searching for a vacation getaway, a full-time residence, or a proven income-producing property, this exceptional home offers it all. Property Highlights 3 Bedrooms | 2 Bathrooms Bonus room/flex space perfect for guests, a home office, or additional living space Fully furnished and move-in ready Excellent vacation rental history 17,000 lb boat lift 150 feet of seawall Private tiki hut for relaxing and entertaining Short walk to Sombrero Beach Just a 3-minute idle boat ride to the open Atlantic Ocean Minutes from the iconic Sombrero Key Lighthouse Exceptional boating access with quick ocean access Beautiful outdoor living spaces designed to embrace the Florida Keys lifestyle Wake up to gentle ocean breezes, spend your days boating or relaxing on the beach, and unwind beneath the tiki hut as the sun sets. With outstanding boating access, a sought-after location, and a successful vacation rental history, this waterfront retreat is the perfect opportunity to experience the very best of island living. Live like you're on vacation every day in the beautiful Florida Keys.

64 Tingler Ln, Marathon
$899,000
3 Beds ⋅ 2 Baths ⋅ 620512 MLS
Bring your water toys & experience island living in this newly built waterfront home in Summerland Key. The residence offers 3 bedrooms 2 bathrooms spacious modern design & trim. A durable metal roof, Hardie-board siding, impact windows and doors. Enjoy relaxing or entertaining on the covered porch, step out on the composite dock and be on the open ocean or Gulf in minutes, perfect for boating, fishing and sunset cruses. Keys biking trail steps away. Great local restaurants, convenient local island grocery store. Private Summerland Key Airstrip. Centrally located between Marathon and Key West, this property combines modern construction, waterfront convenience, low maintenance and easy access to both Keys' amenities. Ideal for a vacation retreat or full time home. Schedule your private showing today.

23940 Overseas Hwy, Summerland
$2,499,000
3 Beds ⋅ 3 Baths ⋅ 620442 MLS
Welcome to your slice of paradise in the village of Islamorada! This solid concrete waterfront home was completely updated in 2007 including seawall, all plumbing and electrical and new concrete roof engineered to add another floor. The home has 3 bedrooms, 3 bathrooms and 75 feet of deep water dockage in one of the most desirable boating locations in the Florida Keys. Built with impact windows and doors, this home provides peace of mind while embracing the relaxed island lifestyle. Situated just one house in from Florida Bay, you'll enjoy breathtaking sunset views nearly every evening. Located just moments from Tavernier Creek, you'll have quick and convenient access to the Atlantic Ocean, making it the perfect location for anglers, boaters, and water enthusiasts alike. Inside the home offers comfortable living with 2/2 upstairs with walk in closets, high ceilings and crown molding and a large screen porch to watch sunsets. A spiral staircase leads to a 1/1 downstairs with kitchen and open living area. Plenty of storage and work area downstairs and a garage. Convenience is unmatched with a prime location close to schools, grocery stores, movie theaters, restaurants, shopping, and all the amenities that make island living so enjoyable. Whether you're searching for a full-time residence, a vacation home, or an investment in one of the Keys' most sought-after communities, this waterfront gem offers the perfect combination of location, boating access, quality construction, and endless potential.

239 Plantation Ave, Tavernier
$1,650,000
3 Beds ⋅ 2 Baths ⋅ 620510 MLS
LOOKING FOR A KEYS HOME WITH SOLID CONSTRUCTION? Check out this updated 3BD/2BA CBS home in desirable Pine Channel Estates, Big Pine Key -- just 30 miles from Key West and offering low-maintenance living at its finest. Step through the door into an open floor plan filled with natural light. Impact-resistant sliding glass doors blend indoor and outdoor living, while 32''x32'' porcelain tile runs throughout. The kitchen is a showstopper -- quartz counters, stainless steel appliances, two pantries, and plenty of cabinet space. The primary suite is a true retreat with an ensuite bath, two walk-in closets, and a sitting area with room for a couch or desk. Enjoy the screened porch off the living room and master suite for extended outdoor living, then head downstairs to nearly 1,000 sq. ft. of garage and storage space, a covered carport, garden shed, screened sitting area, - all leading out to your private boat lift and davits. The 46 ft. wide canal offers easy access to both the Atlantic and back country, with 75 ft. of concrete seawall and davit ready to go. Poured concrete floors and impact-resistant windows and doors throughout make this home feel like a fortress. Outside, low-maintenance living continues with artificial turf that stays green without a lawnmower in sight, plus a tiki hut, 4-hole putting green, and a newly added paver driveway. With canal frontage and salt pond views, this is your private oasis in the heart of the Florida Keys -- your favorite fishing and dive spots are just minutes away by boat. Come live the Keys life!

29667 Forrestal Ave, Big Pine
$1,695,000
4 Beds ⋅ 5 Baths ⋅ 620508 MLS
**Waterfront Key Largo Retreat with Direct Ocean Access** Experience the best of Florida Keys living in this exceptional canal-front CBS home featuring a durable concrete roof, over 3,100 sq. ft. of living space, and direct ocean access. Perfectly positioned for boating, fishing, diving, and water adventures, this property offers the ideal blend of comfort, convenience, and island lifestyle -- with easy mainland access for commuting. The spacious two-story residence is designed for both everyday living and entertaining. The second floor main level features an open-concept layout connecting the living room, dining area, and kitchen, creating a welcoming space for gatherings with family and friends. The upper level includes a beautifully appointed new primary suite with a spacious bedroom and private bath, along with a guest bedroom, guest bathroom, and a versatile office/multi-purpose room with an additional full bath. A permitted first-floor addition, completed in 2001, provides added flexibility with two bedrooms, one and a half baths, and a garage -- ideal for guests, extended family, or additional living space. Boaters will appreciate the 60-foot split-level concrete dock with step-down access, perfect for kayaks, paddle boards, and lower-profile vessels. The property also offers ample parking for boats, RVs, and trailers, making it easy to enjoy everything the Florida Keys has to offer. Wake up, step outside, and head straight to the water for a morning paddle, fishing excursion, dive adventure, or sunset cruise. This is your opportunity to own a true Key Largo waterfront retreat and embrace the lifestyle you've been waiting for.

1210 Cactus St, Key Largo
$1,349,000
3 Beds ⋅ 2 Baths ⋅ 620505 MLS
Location is everything! If you are dreaming about the Key Largo lifestyle, it doesn't get much better than this. This beautifully maintained 3-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and coastal living. Located just minutes from world class fishing, iconic sandbars, waterfront dining, and easy ocean and bay access, you'll spend less time driving and more time enjoying everything the Florida Keys has to offer. Whether you're looking for a primary residence, weekend getaway, or investment opportunity, this is a rare chance to own in one of Key Largo's most desirable locations. Schedule your private showing and experience it for yourself.

615 Cuda Ln, Key Largo
$799,000
3 Beds ⋅ 1 Baths ⋅ 620504 MLS
This newly remodeled 3-bedroom, 1-bathroom home is perfectly positioned on a spacious lot in the heart of Big Pine Key, offering 10,275 sq ft of land and an incredible 75 feet of waterfrontage, with a concrete seawall. With quick access to the ocean via Spanish Harbor Channel, this is a boater's dream come true. Inside, enjoy peace of mind with impact-rated windows and doors, a sturdy metal roof, and stylish modern finishes throughout. Outside, there's plenty of room to expand, entertain, or simply relax and soak in the serene Keys lifestyle. Located just minutes from shopping, dining, and Big Pine Community Park, this home combines privacy and convenience in one of the Lower Keys' most desirable neighborhoods.

550 Pine Ln, Big Pine
$849,000
3 Beds ⋅ 3 Baths ⋅ 620501 MLS
Adorable 2 bed ,1.5 bath single family home in Pearlman neighborhood with separate 1-1 cottage anchored by a picturesque Royal Poinciana tree out front! Features a large (16 X 15) screen room between the main house & the cottage. You can pass from the main house thru the screened room into the cottage & still be under roof. Cottage does have its own separate entrance. Use the cottage as an extension of the main house or as separate living space, she-shed, man-cave, studio, work out room or home office. Roof replaced in 2016. Exposed beam ceilings in kitchen and dining areas. For those familiar with the 'Sunshine Homes' in KW, you know they were built with crawl spaces between the ground & the floor, taller attics w/ pull-down stairs, beautiful hard wood floors & asbestos siding. Most of main house still has original hard wood floors & the cottage has bamboo flooring. Sellers say interior of house did not flood during Wilma. 3712 Duck affords you yard space, room for pool, carport with additional off-street parking & one of KW's most desirable New Town neighborhoods. Convenient location is close to schools, shopping, theaters, medical offices, ball fields, beach, airport, golf course & hospital. Just a short ride into Old Town & world-famous Duval St.. Make your next home at 3712 Duck Ave!

3712 Duck Ave, Key West
$6,200,000
5 Beds ⋅ 5 Baths ⋅ 620499 MLS
Don't miss this rare and exceptional opportunity to have your dream waterfront masterpiece begin construction in 2026! Located in the prestigious, gated community of Shark Key, 36 Cannon Royal is an extraordinary west-facing lot that spans nearly 14,500 square feet and boasts approximately 130 feet of waterfront, delivering breathtaking sunset views over the Gulf waters. The sale of this property includes the completed construction of a 4,624 square-foot single family residence in accordance with the approved architectural plans and all associated permits. This thoughtfully designed 5-bedroom, 4.5-bath home features an elevator, a high-end chef's kitchen, loft, outdoor shower, fire pit, outdoor kitchen, and multiple porches/balconies that set the tone for a seamless indoor-outdoor lifestyle. The expansive fifty foot resort-style pool with sun ledge completes the vision of perfectly tailored island life. Additional conveniences include a two car garage, ample storage, and large covered patio located on the ground level. 36 Cannon Royal is a fully realized, ready-to-build waterfront estate offering luxurious coastal living, impact-rated construction, and peace of mind without compromising comfort or design. Shark Key residents enjoy exclusive amenities including a clubhouse, private beach, swimming lagoon, and pickleball/tennis courts- just minutes away from the world-class dining, arts, and entertainment of iconic Key West. Current architectural plans of 36 Cannon Royal are pending review by Shark Key ARB.

36 Cannon Royal Dr, Shark Key
$14,995,000
11 Beds ⋅ 9 Baths ⋅ 620489 MLS
Welcome to Morton Manor, an exceptional gulf-side waterfront estate set on 2.82 private acres where luxury, privacy, and resort-style living come together in this extraordinary Florida Keys compound. Encompassing 8,515 sq. ft. of living space, this property features a 5-bedroom, 4.5 bath CBS main residence accompanied by two detached guest homes and a garage apartment, offering a total of 11 bedrooms and 8.5 baths designed to comfortably accommodate family and guests alike. The main home showcases an open-concept floor plan with expansive living and dining areas, two wet bars, elevator access, multiple laundry areas, and spacious guest accommodations, creating an ideal setting for both everyday living and large-scale entertaining. The detached bungalows and garage apartment provide additional flexibility for extended family, visitors, or exceptional rental opportunities while maintaining privacy throughout the estate. Impact-rated windows and doors, a durable metal roof, and quality construction provide lasting peace of mind. The outdoor amenities rival those of a private resort. Relax beside the pool, gather beneath multiple tiki huts, challenge friends to a game on the pickleball court or putting green and enjoy beautifully landscaped grounds. Boating enthusiasts will appreciate the 100' dock complete with 30-amp and 50-amp shore power, yacht dockage and 10K & 20K lb boat lifts. Positioned on the gulfside, the property offers easy access to world-class fishing, boating, snorkeling coves, sandbars, and unforgettable sunset cruises. Dining, marinas, and shopping are less than ten minutes away, and the Florida Keys Marathon International Airport is approximately 4 miles from the property for seamless private aviation access. Whether you're searching for a private family compound or an exceptional investment opportunity, Morton Manor offers a rare combination of acreage, waterfront living, luxury amenities, and versatility that is seldom found in the Florida Keys.

57733 Morton St, Marathon
$3,500,000
5 Beds ⋅ 3 Baths ⋅ 620480 MLS
Gulf Views with lots of living indoors and out! Looking for a spacious home with 5 bedrooms and 3 baths, a very large pool, easy boating access and 112' of concrete dockage. House is U shaped and takes advantage of pool views from practically every room. Located in the exclusive Roosevelt Point subdivision on a quiet Gulf side street. Situated on two lots that can be separated. This property is already licensed for vacation rentals and has future rentals in place. Loads of parking for your RV, Boats and Toys.

555 70th St, Marathon
$1,699,000
3 Beds ⋅ 4 Baths ⋅ 620477 MLS
Experience the best of Key West living at 809 Washington Street #102, located in the exclusive Casa Marina neighborhood. This exquisite 3-story townhome offers a 3-bedroom, 3.5-bath residence (sleeps 8-10) showcasing nearly 1,800 sq ft of sophisticated island style, featuring high-end finishes, bright open living spaces, a gourmet kitchen with stainless steel Viking appliances, seamless indoor-outdoor living, and one deeded parking space. Relax in your own private tropical oasis, complete with a heated pool and lush landscaping, perfect for entertaining and unwinding in paradise. With only a short walk to the beach, restaurants, famous Duval Street and entertainment, 809 Washington offers the perfect blend of island luxury and walkable Key West living and adventures.

809 Washington St Unit # 102, Key West
$750,000
3 Beds ⋅ 3 Baths ⋅ 620476 MLS
Finally, a Florida Keys home that offers the perfect balance of island living and flexible space for family and guests. Ideally located in Tavernier between Key Largo and Islamorada, this solid concrete residence with concrete roof delivers everything buyers come to the Keys for: easy boating, a walkable neighborhood with Settlers park near by and a versatile floor plan designed for everyday living. The main level features an updated open concept kitchen and living area that flows seamlessly onto a spacious screened wraparound porch, creating the perfect setting to enjoy ocean breezes and indoor-outdoor living year-round. Two bedrooms and two full bathrooms complete the upstairs living space. On the lower level, a private one bedroom, one bath guest suite with its own entrance offers exceptional flexibility. Whether used for visiting family and friends, extended guests, a home office, or private guest quarters, the legal separate living space provides both comfort and privacy with direct access to the tropical backyard. Outside, you'll find a fenced yard with lush tropical landscaping, covered parking, and plenty of room to personalize your outdoor space. Within view is the neighborhood boat ramp, offering quick access to Tavernier Creek, the Atlantic Ocean, and Florida Bay, making it easy to enjoy world class fishing, diving, and boating whenever the mood strikes. Built for lasting peace of mind, the home features solid reinforced concrete construction, a concrete roof, impact windows and doors, and durable finishes designed to withstand the Florida Keys environment while offering potential insurance advantages. Whether you're searching for a full-time residence, vacation getaway, or a home with flexible guest accommodations, this property offers an exceptional opportunity for any investment, to enjoy the Florida Keys lifestyle!

148 Sunrise Dr, Tavernier
$1,649,000
3 Beds ⋅ 4 Baths ⋅ 620472 MLS
DUCK KEY Showpiece. 2023 CBS home with high-end finishes features 3 bedrooms, 4 baths, large pool overlooking tropical island foliage in a private setting. Open floor plan, gourmet kitchen equipped with quartz countertops, custom cabinetry, and a distinctive full-wall ceramic backsplash. An additional 750+/- sqft of lower-level living includes a full bath that is perfect for a 4th bedroom, guest suite or game room. Designer touches and premium builder finishes throughout. Fenced outdoor living space, balconies, dedicated BBQ w/outdoor kitchen area, shed, privacy & more. Built for peace of mind, the property features a metal roof, full impact windows & doors ensuring low insurance costs. The current $1,288.94+/- flood policy is fully assumable. Ample parking and extensive storage are available inside and out. Custom furnishings included with some exclusions. Experience the relaxed island lifestyle that Duck Key has to offer. Easy access to world-class amenities at the Hawk's Cay Resort, nearby boat ramps, dining options, and a variety of activities. Membership to the exclusive Club Duck Key is available to further enhancing the island experience. Don't miss your chance to own a piece of paradise--schedule your showing today! This home is a must see. B&BATVAI

239 W Seaview Dr, Duck Key
$1,899,000
2 Beds ⋅ 2 Baths ⋅ 620470 MLS
Life feels a little different in Casa Marina. The streets are quieter, the homes are beautifully maintained, and everything from the beach to Old Town is just a short walk or bike ride away. Tucked within one of Key West's most desirable neighborhoods, 1115 South Street captures everything people love about living here. Step inside and the home immediately feels open and inviting. Ten foot ceilings, warm Brazilian cherry floors, and an abundance of natural light create spaces that feel both elegant and comfortable. The entire first floor is designed for gathering, anchored by an impressive kitchen with abundant cabinetry, expansive countertops, and high end appliances that make cooking and entertaining equally enjoyable. As beautiful as the interior is, your attention naturally shifts outdoors. French doors open to a private tropical backyard where a large swimming pool, separate hot tub, and coral stone patios with IPE decking create a peaceful setting for relaxing or entertaining. Surrounded by mature landscaping, the backyard feels like your own private retreat. With both bedrooms located upstairs, the home offers a thoughtful separation between everyday living and personal space. The primary suite even enjoys its own balcony overlooking the backyard, providing a quiet place to begin or end the day. Beautifully maintained and thoughtfully designed, this is a home where every detail encourages you to slow down, entertain often, and enjoy the best of Key West living.

1115 South Street, Key West
$5,999,000
5 Beds ⋅ 7 Baths ⋅ 620457 MLS
Experience modern coastal luxury in Islamorada, where elevated design meets premier waterfront living. Built in 2017, this custom contemporary estate offers over 5,100sf of thoughtfully designed living space, set just 2 lots from the bay and across from a tranquil mangrove preserve that enhances both privacy and natural beauty. Boaters will love the setup - 100' of dockage with 2 elevator boat lifts (20,000lb and 15,000lb), plus easy access to Everglades National Park and the Atlantic Ocean through the 65' Channel 5 Bridge. Inside, the home feels open, bright, and refined. There are 5 ensuite bedrooms and 2 half baths, each bedroom featuring its own ductless A/C along with the central system. The primary suite includes a cozy sitting area, his-and-hers closets, and partial bay views. A secondary primary suite opens directly to the pool deck, offering privacy for guests or family. The top level centers around a stunning great room with vaulted ceilings, fireplace, and a chef's kitchen with high-end appliances - the perfect setting for entertaining. On the lower level, a relaxed family room with fireplace and wet bar creates another comfortable gathering space. Additional features include laundry on both floors, an elevator, 2-car garage, and gated circular drive. Out back, the saltwater pool, outdoor kitchen, and sound system create a true resort-style atmosphere. The east-facing orientation means warm morning sunshine, shady afternoons, and gentle ocean breezes. With CBS construction, metal roof, whole house generator and impact windows and doors, this home blends luxury, comfort, and peace of mind. This is waterfront living for those who value both elegance and ease - the Keys lifestyle at its finest.

430 Palm Dr, Islamorada
$2,399,000
4 Beds ⋅ 5 Baths ⋅ 620464 MLS
Experience the best of Florida Keys waterfront living in this stunning canal-front home, built in 2019 and thoughtfully designed for both luxury and comfort. This fully furnished 4-bedroom, 5-bath residence offers an open-concept floor plan with a beautifully appointed kitchen featuring stainless steel appliances, ample cabinetry, and generous space for entertaining. Step outside to your private backyard oasis complete with a heated pool, outdoor kitchen, and 75 feet of dockage, providing easy boating access. Additional features include a separate laundry room, downstairs storage for all your boating and fishing gear. Located in a highly desirable neighborhood, this home is ideal as a primary residence, vacation getaway, or investment property. Whether you're relaxing poolside, entertaining family and friends, or heading out on the water, this property offers the perfect blend of luxury, convenience, and the laid-back Florida Keys lifestyle.

211 Bruce Ct, Marathon
$899,000
3 Beds ⋅ 2 Baths ⋅ 620465 MLS
Calling all Boaters! Elevated 3 bed, 2 bath home with 50 FT concrete seawall boasting fantastic views straight down the canal. Even has davits. Impact rated sliding glass doors (two sets) lead from dining & kitchen areas onto covered balcony at rear of home that faces North into the Gulf of Mexico with view of the underside of Snipes! Location provides easy boating to many of the lower Keys popular 'Back Country' spots such as Snipes Point, Marvin Key & the Mud Keys with NO Bridges. Fishing, snorkeling, diving, paddle boarding, kayaking all from your back door. Underneath home (10 ft high) has pavers & concrete which provides ground level, covered outdoor living / entertaining space, storage room & covered parking. Low maintenance yard has front & sides fenced with sliding gate for vehicle access, plus side yards covered in white coral rock. Metal roof and impact windows on this elevated home gives you lower insurance costs (currently $6641 per year). Compare these insurance costs to the others currently on the market. Newer Rheem central AC. Community boat ramp nearby. Canal front living just a short drive into Key West.

25 Puerta Dr, Big Coppitt
$675,000
3 Beds ⋅ 2 Baths ⋅ 620463 MLS
A Classic Keys Boating Cottage! Exceptional value for a 3 bedroom 2 bath waterfront home in the Lower Keys! With 60' of seawall, enjoy easy boating access to nearby hot spots in the gulf and ocean side. The State Road 4a boat ramp is just a few doors away which is so convenient to launch your boat. Plenty of parking out front and room for a pool. Featuring laminate floors, a dedicated laundry space, on demand hot water heater and a large pantry storage closet.

711 State Road Unit 4A, Little Torch
$2,050,000
6 Beds ⋅ 6 Baths ⋅ 620462 MLS
Attention Developers and Investors! This is a unique opportunity to acquire four parcels totaling 30,000 square feet of prime land just minutes from Key West. Ideally situated at Mile Marker 5, this property boasts a central location near some of the area's most sought-after resorts, dining establishments, and marinas. Whether you're looking to develop a new residential community, a commercial venture, or a combination of both, this land offers incredible potential. Its proximity to key attractions and amenities ensures a steady flow of visitors and residents, making it an ideal investment for future growth and profitability. 7 Electric Meters. 7 Water Meters. MU- Mixed Use Zoning. ROGO exempt for 6 or 7 units may be possible.

5331 5th Ave, Stock Island
$1,295,000
6 Beds ⋅ 3 Baths ⋅ 620458 MLS
3 plex ( 3 separate units) in the heart of downtown Islamorada. A total of 6 bedrooms and 3 baths. Two of the units are remodeled. Walk to Shopping, Boutiques, Bars, Restaurants, World Wide Sportsman/Bas Pro Shops, Florida Keys Brewery. Or take your street legal golf cart. Currently fully rented on annual leases. Would make great 30 days rentals or really great employee housing. Do not miss this opportunity. Two separate electric meters and one water meter.

81160 Old Hwy, Islamorada
$5,950,000
4 Beds ⋅ 4 Baths ⋅ 620455 MLS
Introducing an extraordinary, newly constructed waterfront estate that must be experienced in person. Perfectly positioned on a generous 13,200 sq ft double lot with 120 linear feet of water frontage, this one-of-a-kind residence showcases sweeping bay views, refined custom finishes, and effortless indoor-outdoor living. Designed with an inverted floor plan to maximize the panorama, the main living and entertaining spaces are located on the third floor, where walls of glass frame jaw-dropping bay vistas. The spectacular gourmet chef's kitchen is equipped with Thermador appliances, a large center island, and a discreet hidden pantry. A private elevator services every level. The second floor hosts a family room and three bedrooms, including a serene primary suite, while the fourth bedroom is located on the third floor. Every bedroom captures breathtaking water views and offers access to the 2,400 sq ft of balcony space. Outdoors, the property is equally impressive. The concrete dock and cut-in boat slip have been fully reinforced and rebuilt, providing excellent accommodations for your boat and all your waterfront toys. A beautiful swimming pool and charming gazebo create an ideal setting for entertaining family and friends. Plans are approved by the Army Corps for a new 20K lb boat lift, and final landscaping is scheduled for completion by July 2026. Additional features include ample space for a trailer or RV on the left side of the property and a spacious 278 sq ft storage area, perfect for fishing gear and water-sport accessories. Tucked away on a quiet dead-end street adjacent to a tranquil nature preserve, this home offers exceptional privacy and a peaceful, natural backdrop. Located within the highly coveted Indian Waterways community in the Village of Islamorada, you'll enjoy close proximity to world-class fishing, renowned waterfront dining, boutique shopping, and the unparalleled natural beauty of the Florida Keys. Owner/Agent.

195 Ojibway Ave, Tavernier
$1,499,000
3 Beds ⋅ 3 Baths ⋅ 620454 MLS
Wake up to breathtaking Florida Keys sunrises from this exceptional oceanside waterfront home in Cudjoe Key. Offering 1,596 square feet of living space on an 8,920-square-foot lot, this CBS-built residence features 3 bedrooms and 3 bathrooms, + Office/beddroom,combining durability, comfort, and the relaxed island lifestyle you've been dreaming of. Designed for both everyday living and entertaining, the home offers spacious living areas filled with natural light and beautiful canal views. Step outside to your private tropical retreat where a heated & chilled saltwater pebble coated pool overlooks the water, creating the perfect setting for morning coffee, afternoon relaxation, or entertaining family and friends. Built to withstand the Keys environment, the home features solid CBS construction and a metal roof for added peace of mind. The oceanside location provides easy access to world-class fishing, diving, snorkeling, and boating adventures. A marina and waterfront restaurant are conveniently located within walking distance, allowing you to enjoy dining, cocktails, and boating amenities just moments from your front door. Whether you're searching for a full-time residence, vacation getaway, or investment opportunity, this waterfront property offers the ideal blend of boating access, outdoor living, and the laid-back charm of the Florida Keys.

21007 4th Ave, Cudjoe
$979,000
4 Beds ⋅ 2 Baths ⋅ 620453 MLS
When value matters, this solid concrete New Town home stands apart with one of the most compelling price-per-square-foot opportunities on the market. Substantial 4-bedroom, 2-bath home featuring a dedicated office, offering an exceptional combination of comfort and functionality. Situated on an expansive 8,448-square-foot corner lot, the property provides 2,111 square feet of living space, two driveways, off-street parking with an attached carport, a Tesla charging station, and ample room to add a pool. Designed for easy living and entertaining, the open-concept kitchen and living area is enhanced by soaring cathedral ceilings with exposed beams and an abundance of large, light-filtering windows that create a bright and inviting atmosphere throughout. A welcoming front porch, set back amongst mature trees, provides the perfect place to relax and unwind. The elevated home features double-pane windows, noise-dampening door improvements, a V-crimp metal roof, and beautiful terrazzo floors that add timeless Key West character. The solid concrete construction offers lasting durability and an excellent foundation to fine-tune and personalize the home to suit your vision. The fully walled property provides privacy and generous outdoor space. With its larger-than-average footprint, oversized corner lot, two driveways, and endless potential for a backyard pool oasis, this home presents an outstanding opportunity to enjoy the very best of Key West living. Whether you're searching for a comfortably sized family home just or a property with the perfect canvas to create your dream home, this opportunity offers exceptional value.

1500 5th St, Key West
$699,000
2 Beds ⋅ 1 Baths ⋅ 620450 MLS
Welcome to your private slice of the Florida Keys at 235 Tarpon Street in Tavernier. Surrounded by lush tropical landscaping, this charming single-level home offers a relaxed island feel with great privacy, generous outdoor space, and easy everyday living. A spacious gravel driveway and covered carport provide plenty of parking, while the inviting front entry sets the tone for the home's warm Keys character. Inside, the home features bright living spaces, white paneled ceilings, terrazzo-style flooring, comfortable bedrooms, a cheerful kitchen with warm accent walls, hand painted David Gill original 'Tarpon at Sunset' on living room wall, light cabinetry, and easy flow between the living, dining, and kitchen areas. The layout feels cozy, functional, and full of natural light. Step outside and enjoy the private backyard retreat, complete with gravel patio space, multiple seating areas, mature tropical hedges, outdoor shower and a storage shed. It is a great spot for morning coffee, evening cocktails, outdoor dining, or simply relaxing after a day on the water. Located in the heart of Tavernier, this property offers convenient access to nearby boating, fishing, diving, restaurants, shopping, medical services, schools, parks, and all the best of the Upper Keys lifestyle. Whether you are looking for a full-time residence, weekend getaway, or Keys retreat, this home delivers easy island living in a highly desirable location.

235 Tarpon St, Tavernier