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165 Colson Dr, Cudjoe
$1,645,000
3 Beds ⋅ 2 Baths ⋅ 621554 MLS
Beautiful modern design meets tropical estate living in this stunning half-acre property on Cudjoe Key! Just 21 miles from Key West, with Key West International Airport offering a growing list of flights reaching all over the country, this private retreat puts island life within easy reach. Built in 2023, this 3 bed / 2 bath coastal contemporary offers 1,696 sq ft of light-filled living beneath soaring 15-ft vaulted ceilings, plus expansive covered porches that catch the ocean breeze and frame stunning open-water views. Thoughtfully upgraded by the current owners, the property now offers a complete Keys lifestyle with a new concrete pool and sun shelf, poolside tiki hut, lush grass lawn, new tropical landscaping, and custom black aluminum fencing - a rare bonus in the Keys and a dream for four-legged family members. Offered beautifully furnished and move-in ready, with like-new Restoration Hardware and Room & Board furnishings, making it easy to begin enjoying the Keys lifestyle from day one. Built to last with CGI impact windows and doors, metal roof, blown-in foam insulation, Cambria Quartz, and Sonos throughout. Wired for an exterior elevator lift, with a free-standing storage shed built to 180 mph, and ample parking for an RV, trailer, and toys. No HOA. Public utilities include FKAA water service, connection to municipal sewer, Keys Energy for electric service, and high speed digital cable. For boating, access to the Blimp Rd community boat ramp or the Cudjoe Gardens Marina are just five minutes away. Enjoy some of the Keys' best restaurants and cafes nearby, with nightly live music and outdoor dining. This is fantastic Keys living! Check out the video to see more.

165 Colson Dr, Cudjoe
7501 Gulfstream Blvd, Marathon
$1,638,888
3 Beds ⋅ 3 Baths ⋅ 617406 MLS
Welcome to 7501 Gulfstream Blvd in Marathon, FL. This one-level contemporary ranch style home is ready for you make it your own island paradise home. This gated home is tucked back in one of the best neighborhoods in Marathon. The home features: vaulted ceilings throughout, updated kitchen and bathrooms, durable bamboo flooring, dual zone A/C, large open living area, separate den/office space, huge storage area, dockage and waterfront screened porch, garage and there is plenty of room for a pool. LOCAL ENGINEER HAS CONFIRMED DOCK CAN BE EXTENDED. Call today for more information and schedule a private viewing.

7501 Gulfstream Blvd, Marathon
540 Sombrero Beach Rd, Marathon
$1,635,000
2 Beds ⋅ 2 Baths ⋅ 620395 MLS
Located in Marathon's desirable Sombrero area, this waterfront home combines immediate boating access, thoughtfully designed outdoor living, and close proximity to Sombrero Beach. The property offers 76 feet of waterfront, a 40-foot dock, and immediate access to open water--an ideal setup for fishing, diving, or simply enjoying life on the water. When you're not on the boat, Sombrero Beach is just moments away. Recent improvements totaling more than $300,000 have transformed the outdoor spaces into an extension of the home. A custom pool and spa with sun shelf, travertine decking, outdoor grilling and bar area, updated landscaping, extensive landscape lighting, multiple covered and screened patios are among the property's notable upgrades. A climate-controlled 500-square-foot lower-level bonus area provides additional flexible space for storage, recreation, hobbies, or a home gym. The property has also proven itself as a highly successful vacation rental, with 2026 year-to-date income and existing future bookings already exceeding $100,000 net to the owner. The assumable flood insurance policy, currently just $1,289 per year, further enhances the property's appeal. Looking ahead, existing architectural plans provide the opportunity to add three additional bedrooms, creating a five-bedroom home and further maximizing this sought-after Sombrero Beach location. Enjoy the home as it is today, with its proven rental performance, while retaining the option to expand in the future. Immediate boating access, proximity to Sombrero Beach, thoughtfully designed outdoor living, proven rental performance, and future expansion potential come together in a property that offers the best of Keys living.

540 Sombrero Beach Rd, Marathon
12 Bamboo Ter, Key Haven
$1,600,000
3 Beds ⋅ 3 Baths ⋅ 620898 MLS
Nestled along a peaceful canal in the highly desirable Key Haven neighborhood, just minutes from Key West, this beautifully updated waterfront home offers the perfect blend of island tranquility and modern comfort. With a private waterfront seawall, this residence invites you to fully embrace the Florida Keys lifestyle--whether that means sunset cruises, kayaking at dawn, or simply enjoying the water views from home. Inside, light-filled living spaces create an inviting flow, complemented by a picturesque kitchen featuring beautiful stone countertops, stainless steel appliances, and custom cabinetry with ample storage. Multiple living areas provide flexibility for entertaining or everyday living, all enhanced by calming canal views. The primary suite offers a private retreat with water views, an en suite bath, and a spacious walk-in closet, while additional bedrooms--including a studio-style space with private entrance--add versatility for guests, in-laws, or a home office. Outdoor living shines with a covered lanai, bricked patio, and lush tropical landscaping, creating a private oasis just beyond the doors. Perfectly positioned close to dining, entertainment, and attractions, this Key Haven canal-front home delivers relaxed waterfront living with easy access to everything Key West has to offer. Seller financing available to qualified buyer!

12 Bamboo Ter, Key Haven
110 Ave F, Big Coppitt
$1,600,000
3 Beds ⋅ 3 Baths ⋅ 620773 MLS
Incredible and meticulously maintained waterfront oasis! Situated on an expansive 17,000+ sq. ft. lot with 100+ feet of seawall, this exceptional property offers breathtaking panoramic water views, a heated pool, and lush tropical landscaping that creates a true five-star resort experience. The bright, open-concept living and kitchen area is filled with natural light, perfectly framing the stunning waterfront setting and unforgettable sunset views. Designed for both entertaining and everyday living, the seamless indoor-outdoor flow makes the most of the home's spectacular surroundings. Privately tucked away from traffic, this peaceful retreat offers the privacy and serenity that make the Florida Keys lifestyle so special. Unlike many waterfront homes, this property provides ample space for all your boats, vehicles, and recreational toys. A spacious garage and a large detached carport offer covered storage for boats, RVs, and more, keeping them protected from the elements. Located just 10 minutes from Key West, this rare waterfront gem combines luxury, space, and functionality in one extraordinary package.

110 Ave F, Big Coppitt
1504 Flagler Ave, Key West
$1,599,999
7 Beds ⋅ 5 Baths ⋅ 619911 MLS
Endless possiblities! Two units to rent for the investor or live in one and produce income from the other unit. Downstairs you have a 3/1.5 with an open floor plan and covered porch with a patio. Upstairs you have a 2/1 floor plan and a mother in law lock out. All units have W/D hook ups and central air. Low maintence yardcare. Covered and dedicated parking with street parking as well. Great location close to downtown and the beaches. Owner is a general contractor and has lived in the home since 1972 and added the second story in 1994.

1504 Flagler Ave, Key West
234 Allen Ave, Key Largo
$1,599,000
3 Beds ⋅ 2 Baths ⋅ 621197 MLS
Florida Keys living at its best! Absolutely lovely and truly a must see deepwater dockage with concrete dock and 20 thousand pound boatlift for your large boat 3 Bedroom 2 bath open living with beautiful kitchen with quartz counter tops downstairs large outdoor kitchen for all your friends & family entertainment all furniture included this area has a homeowners park with boat ramp and beach is a voluntary association with picnic area

234 Allen Ave, Key Largo
239 W Seaview Dr, Duck Key
$1,599,000
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 flood policy of $1,288.94+/- is assumable. Ample parking offers high-clearance carport perfect for your RV. Extensive storage available inside and out. 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! Offered partially furnished; list of exclusions available. This home is a must see. B&BATVAI

239 W Seaview Dr, Duck Key
426 Calle Limon, Marathon
$1,599,000
5 Beds ⋅ 5 Baths ⋅ 618246 MLS
High-performing vacation rental located in the highly sought-after Sombrero Beach neighborhood, just a short walk to the beach. This fully furnished, turnkey property offers immediate income potential while also delivering an exceptional Keys lifestyle — truly a home that checks every box. Featuring 5 bedrooms and 5 bathrooms, the residence is thoughtfully designed for both guests and owners, including a legal bedroom and bath on the first floor. All living areas are above flood, offering peace of mind along with functionality. The home has been extremely well maintained and continues to perform strongly as a vacation rental. The main living level showcases a bright open-concept floor plan with high ceilings, modern finishes, and abundant natural light. The spacious kitchen includes sleek cabinetry, stone countertops, stainless steel appliances, and a large breakfast bar, seamlessly connecting to the dining and living areas. Sliding doors open to a balcony ideal for outdoor dining and enjoying island breezes. The primary suite serves as a private retreat with generous proportions, a walk-in closet, and a spa-inspired bathroom featuring a soaking tub and separate glass-enclosed shower. Each additional bedroom includes its own private bath, enhancing comfort and privacy for guests. A ground-level bedroom with direct access to the pool area adds flexibility for multigenerational living or guest convenience. Outdoor living is a true highlight, featuring a resort-style pool, covered entertaining areas, and a fully equipped outdoor kitchen with BBQ, perfect for hosting and relaxation. Additional features include a metal roof, ample parking, and space for two 20' boats on trailers. While boating is a major draw, this location also appeals to those who enjoy kayaking from Sombrero, beach days, and nearby parks. Whether as an investment, second home, or primary residence, this property checks all the boxes in one of Marathon's most desirable neighborhoods

426 Calle Limon, Marathon
499 Sombrero Beach Rd, Marathon
$1,595,000
3 Beds ⋅ 2 Baths ⋅ 621413 MLS
Welcome to 499 Sombrero Beach Road, a fantastic opportunity to own a piece of the Florida Keys lifestyle in Marathon! Ideally situated just off U.S. Highway 1 at approximately Mile Marker 50, this property offers a convenient location with easy access to Sombrero Beach, local restaurants, shopping, boating, fishing, and everything that makes Marathon such a sought-after Keys destination. This property provides a great balance of accessibility and the laid-back atmosphere the Middle Keys are known for. One of the few sand beaches of the Keys- Sombrero Beach is just down the bike path, a wonderful place to enjoy a day in the sun, take a swim, or catch a spectacular Keys sunset. Marathon is renowned for its world-class recreational opportunities, including boating, offshore and backcountry fishing, diving, snorkeling, and waterfront adventures. From this location, you'll be conveniently positioned to explore the surrounding islands while still being close to everyday amenities, restaurants, marinas, and local attractions. On site 56' dock was replaced in 2023 and features fish cleaning station, water and electric. The wide canal and premium 5' deep water access allows for larger boats than the average Keys property. Whether you're looking for a full-time residence, a vacation getaway, or an investment opportunity, 499 Sombrero Beach Road is a perfect opportunity. Established, professionally managed, licensed, weekly vacation rental. Come experience the relaxed pace, tropical surroundings, and endless outdoor recreation that make Marathon such a special place to call home. Updates include remodeled kitchen and baths, impact French doors, a metal roof (2021), and AC (2023). It's fully turnkey, with furnishings and future bookings included.

499 Sombrero Beach Rd, Marathon
182 Venetian Way, Sugarloaf
$1,595,000
3 Beds ⋅ 3 Baths ⋅ 620823 MLS
Experience classic Florida Keys waterfront living in this spacious canal-front retreat on Sugarloaf Key, offering boating access, expansive indoor-outdoor living, and just a short drive to Key West. 3,000 square feet of finished living space including 4 bedrooms and 3 baths. Situated on a wide canal with ample room for a future dock, offering the opportunity to create your own boating paradise. The massive chef's kitchen features copious marble countertops, abundant cabinetry, generous seating, and opens seamlessly into the impressive great room--ideal for entertaining family and friends. The open concept living spaces open onto a large canal-side deck that extends your living space outdoors. The spacious primary suite offers tranquil canal views and a spa-inspired bath with a soaking tub positioned to take in the waterfront scenery. A skylit bonus room offers endless possibilities as a fitness room, artist's studio, or sunroom. The nicely landscaped 13,000-square-foot property offers a circular drive, mature tropical plantings, and abundant parking for guests, boats, and recreational vehicles. Whether you're seeking a full-time residence, seasonal escape, or exceptional waterfront investment, this distinctive Sugarloaf Key home offers the space, setting, and Florida Keys lifestyle you've been waiting for.

182 Venetian Way, Sugarloaf
643 Indies Rd, Ramrod
$1,595,000
3 Beds ⋅ 2 Baths ⋅ 618915 MLS
Nestled on the picturesque shores of Ramrod Key, this stunning waterfront property is the epitome of tropical luxury. With 3 bedrooms, 2 bathrooms, and 2,229 square feet of thoughtfully designed living space, this home offers an ideal blend of comfort and high-end amenities on a spacious 9,000 square foot lot. Completely remodeled in 2018, including a new roof, this property is ready for immediate enjoyment. Step into an open-concept living area featuring 10-foot ceilings, while the master bedroom boasts soaring cathedral ceilings with beautiful whitewashed cypress, adding a coastal charm to the elegant interior. The kitchen is a chef's dream, featuring quartz countertops, cherry hardwood cabinets with self-closing doors, a gas cooktop, and a convection oven. The master bathroom includes a luxurious 6-foot jetted tub with an on-demand water heater, creating the perfect place to unwind. Outdoor living is equally impressive, with a heated pool, two tiki huts featuring custom bars, and a spacious wrap-around deck offering panoramic open-water and sunset views. Boaters will appreciate the property's 14,000-pound boat lift, excellent boating access, and 50-amp shore power along with RV hookup complete with sewer connection. Relax by the gas fire pit, pick fresh fruit from the yard, and entertain with ease thanks to the exterior and interior sound systems. This fenced property, perfect for pets, also includes underground power, Wi-Fi, a 50-amp RV hookup, and plenty of storage. For the avid angler there's a fish-cleaning station and an outdoor shower. Combining privacy, luxury, and functionality, this Ramrod Key Oceanside gem is a slice of paradise waiting to be enjoyed. Easy and fun to show!!!

643 Indies Rd, Ramrod
2519 Staples Ave, Key West
$1,575,000
4 Beds ⋅ 4 Baths ⋅ 621374 MLS
Welcome to 2519 Staples Avenue, a fully reimagined residence in the heart of Midtown Key West, set on a rare 10,000 sq ft corner lot along one of the area's most bicyclable and desirable streets in Midtown. Recently completed renovations offer the opportunity to be the first to live in this thoughtfully rethought home, where modern upgrades meet relaxed island living. Spanning approximately 2,100 sq ft, the property features 4 bedrooms and 3.5 bathrooms, with a layout designed for both comfort and functionality. The primary suite serves as a private retreat, complete with direct access to the backyard, a spacious walk-in closet, and a beautifully appointed ensuite bathroom. Outdoor living is where this home truly stands out. A newly installed pool with elegant deck jets creates a serene, resort-style setting, fully enclosed for privacy. The new addition of a bright and airy pool room offers a seamless indoor-outdoor flow- perfect for entertaining or unwinding. There is a separate sitting and dining area for eating and lounging el fresco. Beautiful mature fruit trees provide shade and produce fruit annually. Additional upgrades include all impact windows and doors, providing peace of mind and energy efficiency throughout. New sewer and plumbing pipes to the road. New electrical and a new water heater. There is plenty of parking for a boat, a truck, a golf cart and a car. Properties offering this combination of lot size, location, and new construction-level renovations are exceptionally rare in Key West. Whether you're seeking a full-time residence, a family home, or a vacation retreat, this property delivers. House is being offered fully furnished minus personal items, art, and rugs. A true standout opportunity in Midtown, don't miss it!

2519 Staples Ave, Key West
365 Loeb Ave, Key Largo
$1,565,000
3 Beds ⋅ 2 Baths ⋅ 620142 MLS
Discover the essence of the Florida Keys lifestyle with approximately 165 feet of prime ocean-side dockage with a seawall and another 35 ft of buildable concrete/wood dockage in Key Largo. Perfectly positioned on a corner lot at the end of a quiet street, this exceptional waterfront property offers outstanding privacy and direct boating access to the open ocean in approximately 10 minutes via a single waterway. The main residence features three bedrooms and two baths, enhanced by soaring 10-foot ceilings, rich Brazilian cherry wood floors, granite kitchen countertops, and elegant marble-topped bathroom vanities. The spacious primary suite includes a large walk-in closet and a luxurious custom-built bath with a deep soaking tub. A separate in-law cottage provides the ideal space for guests, extended family, or an income-producing opportunity. A private balcony overlooks the water, while the expansive dock is designed for boating, fishing, and waterfront entertaining. Located just minutes from John Pennekamp Coral Reef State Park, you are surrounded by some of the finest diving, snorkeling, and natural beauty in the Florida Keys. With easy access via Blackwater Sound and close proximity to Jewfish Creek, you are only minutes from both the Atlantic Ocean and Florida Bay - offering the best of both worlds.

365 Loeb Ave, Key Largo
947 Gulf Dr, Summerland
$1,559,000
3 Beds ⋅ 2 Baths ⋅ 621442 MLS
Set on a deep, clean flow-through canal with no-bridge access to the Atlantic, this well-maintained Summerland Key home is designed for boating and outdoor living. The property offers approximately 60 feet of dockage, davits, and two swim ladders, making it easy to enjoy fishing, diving, and days on the water. Inside, the home offers three bedrooms, two baths, a spacious living area, dining space, and kitchen. Travertine flooring runs throughout the main living spaces, while the open layout brings in plenty of natural light. The kitchen features granite countertops, stainless steel appliances, generous cabinetry, and ample workspace. A screened veranda of approximately 280 square feet overlooks the canal and provides plenty of room for outdoor dining, relaxing, and enjoying the Keys lifestyle. The primary suite includes a private bath, generous closet space, and direct access to the outdoor living area. Two additional bedrooms provide comfortable space for family or guests. Downstairs, the elevated design creates extensive covered parking and storage with room for multiple vehicles, boats, trailers, and recreational gear. The fenced lot is surrounded by mature palms and tropical landscaping, adding privacy and a relaxed Keys feel. Located in an established Summerland Key neighborhood close to dining, shopping, and everyday conveniences, the property combines excellent boating access, generous outdoor space, and a practical three-bedroom layout for full-time or seasonal living.

947 Gulf Dr, Summerland
29424 Forrestal Ave, Big Pine
$1,550,000
3 Beds ⋅ 2 Baths ⋅ 620317 MLS
If you've been dreaming of easy waterfront living in the Keys, this beautifully furnished CBS home in friendly Pine Channel Estates is ready to welcome you. Built in 1989 with solid construction, it offers 1,392 sq. ft. of living space, poured concrete floors on pre-stressed beams, and an impressive 754 sq. ft. garage/storage area. Inside, cathedral ceilings and high transom windows bring in plenty of natural light and give the home an open, comfortable feel. Outside, enjoy 75 ft. of canal frontage with a step-down dock, two boat lifts, one of which is rated for 14,000 lbs., and very quick boat access to Pine Channel, the ocean, and the backcountry. The split-bedroom floor plan offers 3 bedrooms and 2 baths; overlooking the canal, the south-facing screened porch provides additional outdoor living. Accordion shutters and a metal roof add peace of mind. Permitted in 2007, the elevator is no longer functional and is being sold as-is. This is a solid, comfortable Keys home where boating, sunshine, and life in paradise are right outside your door.

29424 Forrestal Ave, Big Pine
169 Venetian Way, Islamorada
$1,550,000
5 Beds ⋅ 3 Baths ⋅ 619545 MLS
Experience Coastal Luxury and privacy with this exceptional 5 bedroom, 3 bath home on two lots!! Over 2900 sq. ft. of thoughtfully designed living space. Constructed of concrete with impact windows and doors and recently painted inside and out, this home blends style, safety, and comfort. The property's coastal architectural charm is highlighted by a beautiful wrap-around porch and a curved pavered driveway leading to the air-conditioned garage. the main floor includes three bedrooms and 2 baths, featuring a master suite at the end of the home with private access to the backyard and heated pool. Upstairs two large bedrooms share a Jack-and-Jill bath, ideal for family or guests. The chef's kitchen boasts stainless steel appliances, an eat-in area, and a full walk-in pantry, flowing seamlessly into the sun-room and open living/dining area with a canal view. The outdoor living spaces are designed for entertaining and relaxation, including a heated pool with Jacuzzi, torch-lit ambiance around the pool, a fire pit and beautifully landscaped grounds. An air-conditioned shed - currently used as a potting shed - can easily serve as a playroom, art studio, or man cave. Boating enthusiasts will love the boat storage with in-and-out service less than 5 minutes away, offering reduced maintenance and added protection. Convenient access nearby to boat ramps at Founders Park, which also offers a sandy beach, pool, dog park, and sports field. Many community events held here - and you can just walk over to them. This home is set in a private, desirable neighborhood near upscale dining and amenities. Luxury, versatility, and lifestyle in one perfect package. Please schedule your private showing today to experience 169 Venetian Way!!

169 Venetian Way, Islamorada
1791 Grouper Dr, Marathon
$1,539,000
3 Beds ⋅ 2 Baths ⋅ 621017 MLS
Proven rental income meets the Florida Keys lifestyle in this solid CBS Marathon home featuring 60 ft. of concrete dockage with instant Gulf access. This well-established weekly rental property averages $105K in annual gross rental income and boasts 144 VRBO reviews with a 9.8 rating. (Future rentals must be honored by buyer). Enjoy a heated cocktail pool with sun shelf and waterfall spa, plus a fenced, low-maintenance yard and ample paver parking for boat trailers, RVs, and vehicles. Additional highlights include impact windows and doors, a metal roof and two storage sheds. Come see why this established, beloved neighborhood is such a special place to call home!

1791 Grouper Dr, Marathon
193 Golf Club Dr, Key West
$1,500,000
4 Beds ⋅ 3 Baths ⋅ 620988 MLS
Located within the private Sanctuary enclave of the Key West Golf Club, this 4-bedroom, 3-bath residence offers rare privacy, coveted west-facing sunset exposure, and direct frontage along the 18th hole of the Rees Jones-designed course, all within the City of Key West. With approximately only 10 homes in the entire Key West Golf Club community offering 1,800 square feet or more of living space, opportunities at this size are exceptionally limited and rarely come to market. Inside, new tile flooring runs throughout, complementing a bright, open floor plan designed for effortless everyday living and relaxed entertaining. Expansive living and dining areas are filled with natural light and transition seamlessly to the outdoor space, where a private pool overlooks manicured fairways and wide-open skies. The setting is tailor-made for sunset gatherings, evening swims, or simply unwinding as the sun drops over the course. The well-appointed kitchen remains connected to the main living areas, creating a functional and social heart of the home. Generously sized bedrooms provide flexibility for guests, family, or a dedicated home office. Upstairs, a private balcony captures elevated golf course views and dramatic western skies, offering a peaceful retreat that feels distinctly removed from the everyday. The double-gated Sanctuary adds an extra layer of privacy and security, while residents enjoy access to two community pools and a fitness center. The golf clubhouse is just a short walk away. Nearby dining and daily conveniences allow you to enjoy the island lifestyle without always heading downtown, while Old Town Key West remains just minutes away. Approximately 15 minutes from the historic district, this property delivers a rare balance of tranquil gated living and easy access to beaches, boating, dining, and the vibrant energy that defines Key West. A sunset-facing golf course residence of this size, in this setting doesn't come around often!

193 Golf Club Dr, Key West
119 Peace Ave, Tavernier
$1,500,000
3 Beds ⋅ 2 Baths ⋅ 620623 MLS
Single Family Residential Key Largo property with canal view. With FEMA MAP actualized and currently active since 02/18/2005. C3 Kitchen updated, bathrooms updated. Satisfactory condition for the age and type of structure. With canal frontage with dockage and inmediate open water access. Three bedrooms and two bathrooms and covered rear deck with canal view.

119 Peace Ave, Tavernier
1821 Harris Ave, Key West
$1,500,000
9 Beds ⋅ 7 Baths ⋅ 619617 MLS
Right in the heart of Key West, this income-producing triplex is the kind of property investors are always asking for--strong numbers, solid layout, and a location that never goes out of style. The property features three spacious units, each offering 3 bedrooms and 2 bathrooms, making them highly desirable for long-term tenants. The front unit stands out with its single-level design--larger than the others and perfect for tenants who prefer the ease of one-story living. The two rear units are thoughtfully designed as two-story layouts, with living, kitchen, and entertaining space on the main level, and all bedrooms and bathrooms tucked upstairs for privacy. From an investment standpoint, the numbers speak for themselves. The units are currently rented at $4,500, $3,500, and $3,400 per month, bringing in a total annual income of $136,800 on long-term leases--steady, reliable cash flow in one of the most in-demand rental markets in the country. And then there's the location. You're just minutes from the coastline and a quick ride to downtown Key West, where all the restaurants, nightlife, and charm come together. Tenants love it here--which is exactly what you want as an owner. Whether you're looking to expand your portfolio or secure a high-performing asset in the Florida Keys, this triplex checks all the boxes.

1821 Harris Ave, Key West
1151 Sugarloaf Blvd, Sugarloaf
$1,499,000
3 Beds ⋅ 2 Baths ⋅ 621524 MLS
Truly unique and private estate property on the desired Sugarloaf Blvd. in Sugarloaf Shores. Ground level CBS house sits on 2 waterfront lots. Totaling over 1.3 acres of land and approx. 400 ft. of canal front. Amazing view up the canal to the open water. The large floor plan featuring 3 bedrooms, 2 baths, den/office and fireplace. Kitchen has stainless appliances, quartz countertops and lots of storage for your inner chef needs. Covered back porch perfect for outdoor entertaining. Keep all your fishing equipment and/or water toys nicely organized in the large 2 car garage with laundry, extra freezer and storage shelves. Enjoy the ease of launching kayaks and paddle boards from your own private ramp into the canal.

1151 Sugarloaf Blvd, Sugarloaf
1220 122nd St, Marathon
$1,499,000
4 Beds ⋅ 3 Baths ⋅ 620915 MLS
Discover Exceptional Waterfront Living on a Protected Lagoon in Marathon! Nestled in a quiet and highly desirable Marathon neighborhood, this beautifully updated 2,328 sq. ft. waterfront residence offers the ultimate Florida Keys lifestyle. Offered turnkey and fully furnished--with seller financing options available--this property also holds incredible potential as a weekly vacation rental. Inside, enjoy bright, open living areas featuring 4 bedrooms and 3 full bathrooms, plus a generous bonus room/den--perfect for a home office, media room, or potential 5th bedroom. The showstopping interior features a rare, one-of-a-kind indoor pool! In a truly unique layout, every bedroom features French doors that open directly onto the indoor pool deck, offering private access for family and guests alike. Step outside to 30 feet of dockage on a protected lagoon with quick access to the Ocean and Gulf. Don't miss this rare opportunity for luxury, tranquility, flexible purchasing terms, and income-generating potential!

1220 122nd St, Marathon
135 Tequesta St, Tavernier
$1,499,000
3 Beds ⋅ 3 Baths ⋅ 620538 MLS
Waterfront 3/3 Canal Home located in the Best Islamorada Plantation key Location. Great Vacation Rental is being sold furnished . Turnkey with 5 star reviews ! Large bedrooms with King Beds. Metal Roof , Smart TVs, Quartz countertops , Split level living layout which works great as in law quarters ,open kitchen , Modern bathrooms, Great living room with open kitchen, Washer & Dryer, Screened in wrap around porch overlooking the water. 60 ' of Canal Frontage. 2 car garage, New AC, New appliances, large yard area plenty of parking , 60' Private Dock , Beautifully remodeled. Member of Founders Park with access to pickleball. swimming Pool , Beach, tennis and more. Own your own slice of paradise

135 Tequesta St, Tavernier
11563 4th Ave, Marathon
$1,499,000
2 Beds ⋅ 2 Baths ⋅ 620337 MLS
Experience the Florida Keys lifestyle on a double lot in Marathon's sought-after Little Venice. This 2 bed/2 bath waterfront retreat boasts open-water views, 100' of concrete dockage with a 20,000 lb boat lift, and a resort-style outdoor living area built for entertaining. The backyard features a pool(heated or chilled), hot tub, poolside cabana with sink and refrigerator, mature tropical landscaping, and expansive decks for soaking up sunsets or unwinding after a day on the water. Practical boating amenities include power, water, lighting, and a fish-cleaning station; RV hookups and ample parking accommodate guests and all your toys. Inside, cathedral ceilings create a bright, airy living space while every bedroom enjoys its own private bath for comfort and privacy. Notable updates and systems: newer metal roof, tankless water heater, large laundry/utility room, and abundant storage. Located in a weekly-rental zone, the property offers strong income potential as a primary home, vacation getaway, or investment. From open-water vistas to thoughtful outdoor spaces, this home captures everything the Keys have to offer.

11563 4th Ave, Marathon
22 Mangrove Ln, Key Largo
$1,495,000
3 Beds ⋅ 2 Baths ⋅ 621491 MLS
Welcome to Paradise Point at Lake Surprise II, an exclusive gated community where luxury meets tranquility. Located at the beginning of Key Largo at Mile Marker 106 on the bayside, this private community features only 30 homes. This property is ideally positioned in just seven homes from the bay and offers exceptional waterfront living. Main features CBS construction with two levels of living space Main residence with 3 bedrooms and 2 bathrooms Plus a new full one-bedroom apartment downstairs Property Highlights Bay canal frontage with direct water access Concrete dock measuring 37 feet approx. , plus an additional 8 feet with polymer-treated wood -Two 5,500-pound boat davits Fishing station and built-in outdoor kitchen and entertainment area A family-size jacuzzi -Impact windows - Impact doors all trough out the residency Parking for 4-5 vehicles, plus RV parking with a 50-amp connection Income property or permanent living - Short term lease available ask for details. Upper level 3 Bed 2 full baths -tile floors open layout - combined living dining and open kitchen 'white cabinets '3 separate sliding doors 'open to and wraparound terrace -high ceilings - main glass door - Decorated to perfection - furniture is negotiable - Upper level is rented - lease expired February 2027 Ground level 1 full apartment - design to perfection - high ceilings - open small kitchen granite top built in cabinets - 3 closets - impact windows - new bathroom with outdoor access - One screen porch - one cover outdoor porch connects to the back patio - canal- concrete dock over 40 Ft - jacuzzi - shed storage - boat davits - deep canal - partial bay view - Gated private community - Camera security control - New listing - price right - easy to show

22 Mangrove Ln, Key Largo
36 Park Rd, Islamorada
$1,495,000
4 Beds ⋅ 3 Baths ⋅ 621431 MLS
Stunning new custom pool home in the heart of Islamorada. This exceptional, brand-new ground-level home was thoughtfully designed and expertly crafted with meticulous attention to detail. A professional interior designer curated high-end fixtures and elegant finishes throughout, creating a polished and inviting living space. Offering a rare 4-bedroom, 3-bathroom split floorplan, the home features a spacious open-concept layout ideal for both everyday living and entertaining. Soaring 10-foot vaulted ceilings and oversized 8-foot doors define the home's modern architectural style. Additional highlights include a two-car garage, swimming pool, low-maintenance turf, and quality construction that sets a new standard for homes in the area. Located in desirable downtown Islamorada, you're close to popular restaurants, shopping, a grocery store, and a beloved brewery. With new construction permits currently suspended in Islamorada, opportunities like this are becoming increasingly rare. Don't miss your chance to own one of the last newly built homes in this prime location - this property truly checks all the boxes.

36 Park Rd, Islamorada
41 Sunset Rd, Key Largo
$1,495,000
3 Beds ⋅ 2 Baths ⋅ 621253 MLS
Welcome to 41 Sunset Rd, Key Largo, FL--a beautifully totally remodeled and move-in ready home offering the laid-back Keys lifestyle you've been looking for. This 2-bedroom residence features a dedicated office (that could also be used as a 3rd guestroom) 2 full bathrooms, and a bright, updated interior with upgraded finishes throughout. The heart of the home is a modern kitchen with stainless-steel appliances and stylish design details. Added peace of mind comes with all-new impact windows and impact doors. Step outside to an expansive huge lot with plenty of room for outdoor living, plus space for boat parking and room for all your Florida Keys toys. Complete with a 2-car garage and plenty of parking, convenience is built in. Enjoy walking to the public beach access, a waterfront park, and a boat ramp nearby--ideal for boating, fishing, and relaxing by the water. Don't miss this Key Largo gem!

41 Sunset Rd, Key Largo
1724 Rose St, Key West
$1,490,000
5 Beds ⋅ 4 Baths ⋅ 621031 MLS
Welcome to 1724 Rose Street, a spacious single-family home on a generous corner lot in a quiet Midtown neighborhood, close to Key West's beautiful beaches. The main level features an inviting open-concept kitchen, dining, and living area, along with three bedrooms and two baths. Freshly painted inside and out, the home is move-in ready while offering an opportunity to add your own personal touches and updates. The upstairs addition was done in 2016 offering two additional studio spaces. Both studios provide exceptional flexibility and could potentially be configured with a separate entrance, making them ideal for guests, extended family, a home office, or additional living accommodations. The large corner lot offers off-street parking for 2-3 vehicles, plus abundant on street parking. Out back, the spacious yard has plenty of room to create your own private oasis, with space for a large pool, outdoor lounging and entertaining areas, plus ample storage. With its flexible layout, generous lot, parking, and desirable Midtown location, this property offers numerous possibilities--from a comfortable home for a large family to monthly vacation rental use or employee housing. A rare opportunity to create a spacious Key West retreat with room to grow, customize, and enjoy the island lifestyle.

1724 Rose St, Key West
1119 Calder Rd, Key Largo
$1,490,000
3 Beds ⋅ 2 Baths ⋅ 619109 MLS
Welcome to your slice of paradise in Key Largo's Cross Key Waterways! This newer 3-bedroom, 2-bath home blends comfort and coastal charm with easy-care wood-look tile floors and bright white shaker cabinets throughout. Boaters will love the concrete dock right out back and the quick access to the ocean through Adams Cut. The spacious carport keeps your car and boat protected, while the wide-open canal views set the stage for relaxing mornings and unforgettable sunsets. PLUS!!! Sellers are currently going through the permitting process for a boat lift.

1119 Calder Rd, Key Largo