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$1,324,000
2 Beds 2 Baths 620478 MLS
Turnkey and income-producing, this beautifully updated waterfront half-duplex is the perfect opportunity to own a slice of paradise while continuing its successful vacation rental legacy. Ideally situated on a quiet canal with stunning water views in the highly desirable Key Colony Beach, this 2-bedroom 2-bath stilted CBS construction half-duplex offers the ideal blend of relaxation, boating, and investment potential. Inside you will find vaulted ceilings, abundant natural light, and coastal-inspired decor. With beautiful water views from the kitchen, dining, and living area. Step outside to your private tropical oasis featuring a new 50' dock with quick access to the open water, a fish cleaning station, and multiple outdoor entertainment areas. Don't miss out on the rare opportunity to own a high-performing vacation rental with stunning water views on beautiful Key Colony Beach.

101 N Coral Ln, Key Colony

$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

$199,000
620471 MLS
Ocean ''peeks'' on this corner lot adds to the serenity you will get here at Lot 610 in the gated community of Venture Out on Cudjoe Key. Easy access on 2 sides of the lot. This property can do transient rentals!! As part of the Venture Out community, you'll enjoy an array of amenities at your doorstep. Dip into the massive saltwater swimming pool overlooking the ocean, or take advantage of the marina store and fuel station. Sports enthusiasts will love the two lighted tennis courts, pickleball, basketball, and bocce courts. The recreation hall and community pavilion host a variety of activities and events, making it easy to connect with neighbors and make new friends. This golf cart-friendly community also features a boat ramp, giving you direct access to the stunning waters of the Florida Keys. Whether you're looking for a vacation home, rental investment, or a permanent paradise, this property has it all! Don't miss your chance to live the Florida Keys lifestyle—schedule your private showing today! Venture Out is a gated community with sixty-nine acres of tropical paradise situated on the island of Cudjoe Key, Florida, a short 23.8 miles north from the southernmost point of the U.S. in Key West Florida. A 659 Unit private residential condominium association consisting of both RV and mobile homes, both available for short term and long-term rentals. With exceptional access to both the Atlantic Ocean and the Gulf of Mexico, this tropical island environment is perfect for all your ocean needs. Excellent Rental Potential!! This lot can be combined with MLS Listing at a discounted package price! MORE PICS COMING SOON!

701 Spanish Main Dr Unit LOT 610, Cudjoe

$1,825,000
2 Beds 2 Baths 620470 MLS
RARE OPPORTUNITY TO PURCHASE IN CASA MARINA FOR ONLY $835 PRICE PER SQUARE FOOT. (34% BELOW market value) 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

$695,000
2 Beds 2 Baths 620469 MLS
Remodeled waterfront home! Located in a lovely neighborhood with a boat ramp right around the corner! Exterior of property has open parking as well as covered parking for multiple vehicles. Below home is surrounded by lattice to give additional shade and privacy. So much potential downstairs for outdoor entertainment.The main living area has gone through a full renovation. Kitchen boast sleek quartz countertops and newly installed cabinets and backsplash. Both bathrooms have been upgraded. Gorgeous high end tiling in shower and floor, accompanied by new vanities. Throughout the house is luxury plank vinyl flooring and crown molding to make this home shine even more. Off main living area is an expansive back deck for relaxation. Local grocery store, dog park, and food/beverage only minutes away! Like what you see? Call today!

29172 Rose Dr, Big Pine

$584,900
2 Beds 2 Baths 620466 MLS
Updated home in a prime central Key West location! Perfect for a local buyer or as an affordable second home in a quieter part of town, this move-in-ready property offers comfort, convenience, and tropical charm. The home features two generously sized bedrooms, two full bathrooms, and is situated on a corner lot in New Town. Warm wood flooring runs throughout, while the kitchen and dining area showcase Corian countertops, stainless steel appliances, classic wainscoting details, and a timeless neutral coastal palette that creates a bright, relaxed island atmosphere. French doors offer a bright and inviting living area and open to a composite deck and a lush, fully fenced yard, creating an ideal setting for indoor-outdoor living. Enjoy your morning coffee from the upstairs porch overlooking the tropical landscape, complete with a peek-a-boo view of the nearby park and recreational facilities. The private, gated yard is a true island retreat, featuring banana and mature mango trees that produce an abundance of fruit, vibrant bougainvillea, and an outdoor shower that's perfect after beach or boating days. Additional highlights include off-street parking, no HOA fees, and a welcoming townhome-style layout designed for easy living. Conveniently located near schools, shopping, beaches, grocery stores, sports fields, and movie theaters, this home offers the best of the Key West lifestyle, with everyday conveniences just a short walk or bike ride away.

3201 Pearl Ave, Key West

$1,199,000
3 Beds 3 Baths 620352 MLS
This 3 bedroom Beach Home is found in a PRIME location at Tranquility Bay Resort. Additionally this property offers the largest floor plan with an extended dining space with natural light flowing in from all around the surrounding sandy beaches. Beautifully designed and located directly on the WHITE SANDY BEACH- an excellent choice for families or groups. With spacious layouts and modern amenities, this home provides a comfortable and relaxing environment for your entire family to enjoy. INVESTMENT POTENTIAL IN THIS LOCATION is exceptional and with Tranquility Bays' reputation and high occupancy rates, the property has strong rental potential, especially for vacationers seeking a luxurious getaway. The ability to reserve personal time while still generating income makes it an attractive option for investors. Make this your income producing family place to make memories for a lifetime. The lagoon-style pool offers a tropical feel, perfect for unwinding under the sun. The onsite Butterfly Cafe Restaurant is a long standing favorite of locals, which in itself speaks volumes. The restaurant overlooking the pool and grounds is a convenient option for guests to enjoy dining without leaving the resort. The fitness center, adult pool, and putting green add to the recreational options available. Being located on the white sandy beach is exclusive to ONLY a handful of beach homes. The location also allows for easy access to water activities like swimming, snorkeling, and kayaking. After a day in the sand or on the water take in our Breathtaking Florida Keys sunsets from your expansive porch. The surrounding area is rich with opportunities for exploring nature, local wildlife, and the vibrant marine ecosystem in our FABULOUS Florida Keys! Call for further details.

2600 Overseas Highway Unit 5, 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 $6974 per year). Compare these insurance costs to the others currently on the market. Newer Rheem central AC. Community boat ramp nearby. Property occupied by tenant with several months remaining on lease. Please allow at least 48 Hrs show notice. Canal front living just a short drive into Key West.

25 Puerta Dr, Big Coppitt

$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

$3,900,000
620460 MLS
A truly once in a generation opportunity to build your dream estate in the heart of Islamorada's coveted Lower Matecumbe. This exceptional vacant homesite is one of the few remaining parcels of its size available in all of Islamorada, offering an incredibly rare combination of breathtaking ocean views and expansive wide canal views. Encompassing over 32,000 square feet, this extraordinary property provides the perfect canvas for a custom waterfront residence designed to capture spectacular sunrises, refreshing ocean breezes, and the unmatched beauty of the Florida Keys. Its unique setting offers the best of both worlds--open water vistas in the front and a wide canal in the rear, creating an unparalleled lifestyle for boating enthusiasts and those seeking privacy, space, and unforgettable scenery. Opportunities to acquire a property of this caliber have become increasingly scarce in Islamorada, where large vacant parcels are exceptionally limited. Whether you're envisioning a private family compound or a legacy waterfront estate, this one-of-a-kind offering represents a chance to create something truly extraordinary in one of the Florida Keys' most desirable destinations.

74900 Overseas 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

$360,000
1 Baths 620452 MLS
Experience elevated island living at Ocean Isles Fishing Village, a beautifully rebuilt 7-acre gated oceanfront community in the heart of the Florida Keys. These newly constructed concrete block residences are built above flood elevation and offer the rare advantage of 7-day rentals, making them an exceptional choice for a vacation getaway, income-producing investment, or full-time residence. This immaculate, spacious studio is currently operating as a successful short-term rental with existing reservations in place. The new owner has the flexibility to honor the bookings for immediate rental income or cancel them for personal use. Thoughtfully designed for comfort and functionality, the studio features a queen-size Murphy bed that easily folds away to maximize living space during the day, tile flooring throughout, a full kitchen with new appliances, and an LG washer/dryer tower. The monthly HOA fee of just $528 includes both wind and flood insurance, providing exceptional value and added peace of mind. Residents enjoy an outstanding collection of resort-style amenities, including an Olympic-size waterfront pool overlooking the marina, an air-conditioned clubhouse, tiki huts, grilling areas, an ice machine, and fish-cleaning stations. Boating enthusiasts will appreciate the private boat ramp, assigned owner boat slips, and the newly rebuilt seawall, bulkhead, docks, and protected marina, safely sheltered by Jack Tar Flats. Ideally located in the heart of Marathon, Ocean Isles Fishing Village is just minutes from restaurants, shopping, attractions, and the airport. With quick access to both the Atlantic Ocean and the Gulf, world-class fishing, diving, boating, and island adventures are always within easy reach. Don't miss this rare opportunity to own an affordable piece of paradise in the Florida Keys, where resort-style amenities, an unbeatable boating lifestyle, and exceptional investment potential come together in one spectacular waterfront community.

10877 Overseas Hwy Unit APT 35, Marathon

$950,000
2 Beds 2 Baths 620451 MLS
Coastal Living at 1800 Atlantic - where everyday life is framed by ocean breezes and turquoise water. This highly sought-after oceanfront condominium community offers the rare privilege of walking distance to Smather's Beach on the Atlantic, minutes from the airport, and the effortless ease that makes Key West living so desirable. Stroll along the shoreline in the morning, watch boats drift along the horizon, and spend your afternoons relaxing beside the resort-style Olympic-size heated pool and spa, all set within lush tropical landscaping. Residents enjoy tennis and pickleball courts, an equipped fitness center, assigned covered parking, and professionally maintained grounds--delivering true comfort, simplicity, and peace of mind in a coastal setting. Recent upgrades include impact-rated doors and windows, enhancing storm protection, energy efficiency, and long-term ownership confidence while maintaining a clean, modern coastal aesthetic. Pet owners will appreciate the flexibility of 2 pets allowed (up to 50 lbs total). Monthly association fees include building insurance, exterior maintenance, professional management, water, high-speed internet - offering a truly turnkey lifestyle. Ideally located just minutes from Old Town Key West, you're close to world-class dining, galleries, marinas, and cultural events, yet tucked away in a quiet, oceanfront enclave that feels removed from it all. Whether by bike or a short drive, everything the island offers is within easy reach. Come experience why so many call this their Key West home away from home 🌴.

1800 Atlantic Blvd Unit 218B, 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

$1,385,000
3 Beds 2 Baths 620448 MLS
There is almost nothing like this in Key West: a 2007-built home, raised from the ground up to modern standards. Rare, move-in ready, and free of the surprises that come with much older homes in town. Elevated above the floodplain, with impact windows and doors rated for 175 mph winds and a 16kW standby generator, this is a home built for real peace of mind, whether you are here year-round or away for the summer. Inside, vaulted ceilings soar over travertine floors, granite counters, and stainless steel appliances, including a gas range, set off by warm custom cabinetry. The primary bedroom has a roomy walk-in closet and a spa-style stone shower. Then there is the outside, private, and tropical. Picture morning coffee by the saltwater pool and easy evenings under the covered gazebo, eight around the table with plenty of room for the grilling enthusiast. A wide composite deck and an outdoor shower to rinse off after a swim round out the space. Three bedrooms, two baths, and storage you will actually use: a floored, air-conditioned attic plus generous space under the house. A covered double driveway adds to the everyday convenience. This is the Key West home you have been waiting for.

2313 Fogarty Ave, Key West

$665,000
2 Beds 2 Baths 620447 MLS
3200 Harriet Avenue | Key West, FL Tucked away on a desirable corner lot, this spacious 2-bedroom, 1.5-bath townhouse offers 1,332 square feet of comfortable living and one of the largest floor plans in the community. Combining privacy, generous living space, and exceptional outdoor amenities, this home is a rare find in Key West. One of the property's most appealing features is the absence of HOA fees, allowing you to enjoy all the benefits of homeownership without monthly association dues or restrictive community fees. It's a rare opportunity to own a spacious townhouse with the freedom and flexibility typically associated with a single-family home. Step outside to your own private pool, creating the perfect setting for entertaining, relaxing, or enjoying the tropical island lifestyle year-round. The corner-lot location provides added privacy and outdoor space, making this home feel even more secluded. Inside, the well-designed floor plan offers bright, inviting living spaces with plenty of room to gather, work from home, or simply unwind after a day on the water. Conveniently located in New Town, 3200 Harriet Avenue is just minutes from shopping, dining, schools, beaches, and all that Old Town Key West has to offer. Whether you're looking for a primary residence, vacation home, or investment property, this home delivers an outstanding combination of space, privacy, and the quintessential Key West lifestyle.

3200 Harriet Ave, Key West

$2,050,000
6 Beds 6 Baths 620444 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