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30 Bonita Ave, Key Largo
$650,000
3 Beds ⋅ 2 Baths ⋅ 621924 MLS
YOUR FLORIDA KEYS PARADISE IS ALMOST READY! 80% Complete -- The Final 20% Is All About YOU! Imagine owning a home in the beautiful Florida Keys where you get to add the finishing touches and make it truly your own! This solidly constructed CBS home offers 1,553 square feet of living space, 3 bedrooms, and 2 bathrooms. With approximately 80% of the construction already completed, the hard work is largely behind you. Now comes the exciting part -- choosing the final details that reflect your personal style. Whether you envision a modern coastal retreat, a tropical Keys getaway, or your forever home, this property gives you the opportunity to create something uniquely yours.Property Highlights: 1,553 sq. ft. of living space, 3 spacious bedrooms, 2 bathrooms, Solid CBS (concrete block) construction, Approximately 80% complete, Customize the remaining finishes to your taste. Why settle for someone else's design when you can put your own signature on your Florida Keys dream home? The foundation is there. The possibilities are yours. Your Keys paradise is waiting! Located across the Key Largo High School.

30 Bonita Ave, Key Largo
200 Wrenn St Unit APT 206, Tavernier
$529,000
2 Beds ⋅ 2 Baths ⋅ 621923 MLS
KEYS LIFE! Enjoy beautiful ocean views from your balcony. Fully remodeled plus all new furniture!! Very spacious 2 bedroom/2 bath perfect as a full-time home, vacation home or investment opportunity! This private complex on the ocean is very well maintained and offers an amazing oceanfront heated pool, sandy beach area, new fully equipped gym and newly remodeled clubhouse. Spend your afternoons by the updated heated pool and sundeck or launch your kayak or paddleboard right from the beach on property. Enjoy grilling your fresh 'catch of the day' on the beach under a or dine at any one of the fantastic local restaurants nearby. Shopping and attractions are a short distance away. Property manager onsite is very helpful. Washer/Dryer on every floor. Pets welcome, 50 lb. max for 1 or 2 dogs combined.

200 Wrenn St Unit APT 206, Tavernier
2601 S Roosevelt Blvd Unit APT 305C, Key West
$835,000
3 Beds ⋅ 2 Baths ⋅ 621922 MLS
Live the Key West lifestyle just moments away from Smathers Beach. Discover an exceptional opportunity to own a 3-Bedroom, 2-Bathroom Condominium in one of Key West's most desirable locations. Situated directly across from the island's famous Smathers Beach, this residence offers the perfect combination of location, comfort, and resort-style amenities. Inside, the home is move-in ready and features central A/C, beautiful kitchen, and 3 well sized bedrooms. This creates a comfortable and inviting space for immediate occupancy, a second home or your Key West investment property. Enjoy tropical views overlooking one of the community's two swimming pools, surrounded by beautifully maintained grounds at Key West by The Sea. Owners enjoy the amenities of two swimming pools, tennis court, secured electronic gates for HOA off-street parking. The location of the building is wonderful. You can start your morning with sunrises along Smathers Beach, spend your afternoons by the pool, or travel along the Ocean Beach Walk. Three Bedrooms, 2 Bathrooms, Resort-Style Amenities. This is Key West Living. Welcome to Key West by The Sea in Key West, Florida.

2601 S Roosevelt Blvd Unit APT 305C, Key West
79 Mutiny Pl, Key Largo
$3,700,000
4 Beds ⋅ 3 Baths ⋅ 621921 MLS
Wide-open Florida Bay views stretch as far as you can see from this 4 bedroom, 3 bath bayfront home in Key Largo's sought-after Buccaneer Point. Set right on the water with sweeping, unobstructed views, this is the Keys lifestyle at its best: mornings on the water, afternoons by your heated pool, and sunsets over the bay every evening. Take the boat out for a day of fishing or waterskiing, launch the jet skis from your own lift, then head to dinner in Key Largo or Islamorada. As the first of the Florida Keys, Key Largo puts you on island time without the long drive down the Overseas Highway, and only about an hour from Miami. The kitchen is outfitted with high-end appliances throughout, including a Viking gas range top, Thermador double wall ovens, a Bosch dishwasher and a Sub-Zero refrigerator with two freezer drawers. The primary suite opens to water views with a walk-in closet and a spa-like bath. An oversized two-car garage with EV-ready charging and abundant storage, a gated lot, tropical landscaping, a paver driveway and a bayside tiki complete the picture. Your bayfront escape is waiting.

79 Mutiny Pl, Key Largo
20 Durham Ct, Other
$5,000
4 Beds ⋅ 2 Baths ⋅ 621920 MLS
Foreclosure Auction Ends November 12, 2026 at 10:00 AM EST. Explore this charming 4-bedroom, 2-bath residence set in a peaceful and well-located Palm Harbor community. The list price is the opening bid for the online auction. Sold As-is. Explore more details and submit your bid through Federa Home App.

20 Durham Ct, Other
5063 Sunset Village Dr, Duck Key
$675,000
2 Beds ⋅ 3 Baths ⋅ 621919 MLS
Spectacular open-water views, unforgettable sunsets, and a completely updated, turnkey villa at Hawks Cay Resort! Welcome to Sunset Village, where this beautifully appointed 2-bedroom, 2.5-bath waterfront retreat combines the ultimate Florida Keys lifestyle with exceptional vacation rental potential. Fully updated and approved to meet Hawks Cay's newest rental program standards, this villa is ready to enjoy without the expense or hassle of additional renovations or upgrades. Inside, you'll find a refreshed coastal interior featuring granite countertops, stainless steel appliances, a newer A/C system (2020), fresh paint, and updated furnishings that meet the resort's current requirements. Step outside onto your private waterfront deck off the living room or retreat to your private balcony off the primary bedroom. Both offer breathtaking water views and front-row seats to spectacular Florida Keys sunsets! Enjoy kayaking, paddleboarding, and the beautifully renovated Sunset Pool just steps away, along with the exceptional amenities and experiences of Hawks Cay Resort. With nightly rentals permitted and the villa already meeting the resort's newest rental program standards, this property offers an attractive opportunity for personal enjoyment and rental income potential. Whether you're seeking a private island escape, a vacation rental investment, or the best of both worlds, this Sunset Village villa delivers! Completely updated. Rental program approved. Unforgettable sunsets. Your Hawks Cay paradise awaits!

5063 Sunset Village Dr, Duck Key
38 Bass Ave, Key Largo
$1,950,000
3 Beds ⋅ 2 Baths ⋅ 621918 MLS
THE CUT! Pool and boatlift permits in hand! Adam's Cut connects the bay to the ocean, putting the best of the Florida Keys right at your doorstep. Whether heading bayside for dinner, exploring the backcountry, or running offshore for a day of fishing, few locations offer this level of convenience and access. From shrimping off your dock in the winter to year-round people-watching, there's always something happening on the Cut. This rare ground-level waterfront home is situated in an X flood zone and offers an inviting, functional layout highlighted by tall ceilings and 8-foot interior doors. Clean, comfortable, and easy to maintain, the home is ready to enjoy today while offering the opportunity to take it to the next level. With the permitting process already completed for a new pool and 20,000 lb boatlift, much of the groundwork has been done, leaving the next owner the opportunity to finish the property to their liking. Come experience the lifestyle, convenience, and endless activity that make living on Adam's Cut so special.

38 Bass Ave, Key Largo
1115 Sombrero Blvd Unit 101A, Marathon
$585,000
2 Beds ⋅ 2 Baths ⋅ 621917 MLS
Curated for those with a desire for a front row seat of Boot Key Harbor, Spanish Galleon awaits. Waterfront two bedroom, two bathroom corner unit with nearly 1,100 square feet and first come first serve, assignable dockage for a 30 foot vessel. With no stairs to climb, first level location offers effortless access, making it ideal for all ages. Be greeted by views of Boot Key Harbor from the wall of tinted impact sliders with new motorized shades upon entry. The updated kitchen boasts granite countertops, plenty of cabinet storage, brand new stainless steel appliances, and a stackable washer-dryer. New hot water heater, all new interior paint, light fixtures, fans, hardware, and 3 new smart-TV's all provide a modern aesthetic and peace of mind. As a corner unit, enjoy additional tinted, impact windows that fill the space with natural light, and an enclosed porch making this one of the larger units in the complex. Wake up to breathtaking Boot Key Harbor views from the primary bedroom and enjoy the same stunning vistas from the living area and kitchen. First come first serve dockage is assignable at only $300 per year (30 foot boat maximum). Conveying fully furnished, just bring your bathing suit to lounge in the on-site pool. With this location on desirable Sombrero Boulevard, venture to the 9 hole golf course at Florida Keys Country Club, or to grocery stores, restaurants, and other conveniences minutes away. Both the state and city required Building Recertification and Structural Integrity Reserve Study are completed. Fully funded reserves ensure long-term upkeep, reflecting the community's proactive management and excellent maintenance. Whether you're looking for a full-time residence, or a vacation getaway, this Spanish Galleon corner condo is an ideal choice. 28 day minimum rentals allowed once per 6 months. 1 pet allowed per unit.

1115 Sombrero Blvd Unit 101A, Marathon
100 Camino Real St, Marathon
$1,695,000
3 Beds ⋅ 2 Baths ⋅ 621916 MLS
Set along a mangrove-fringed basin in the heart of Marathon, this three-bedroom, two-bath waterfront pool home at 100 Camino Real is a rare offering for the serious boater. The property opens to a huge, deep water harbor with plenty of turnaround room, and large draft boats can park perpendicular to the dock, an uncommon advantage in the Florida Keys. A floating dock welcomes your boat, kayaks and paddleboards, with the region's celebrated fishing and diving just beyond. Behind the home, a private backyard oasis unfolds: a saltwater pool and spa, a shaded patio with outdoor bar, low-maintenance turf lawns and lush, mature landscaping that ensures privacy. It is a setting made for sunset gatherings and easy island living. Inside, 1,344 square feet of light-filled living space overlooks the water, with engineered hardwood floors, recessed lighting and hurricane impact sliding glass doors leading to wraparound decks. The kitchen, remodeled in 2025, pairs rich wood cabinetry with crisp quartz surfaces, generous center island and stainless appliances, opening to a dining area framed by water views. The primary suite enjoys its own private deck, added in 2019 with a new impact slider, an ideal spot for morning coffee or an evening glass of wine. Both bathrooms were thoughtfully remodeled in 2022, and solid core doors throughout lend a quiet, substantial feel. The ground level adds valuable bonus space, plus home gym area and storage room, offering flexibility for hobbies, guests' gear or the tools of the waterfront life. Peace of mind is built in. A new metal roof (2026), impact windows (2019), new A/C (2020) and a tankless water heater (2020) are complemented by the pool's 2020 conversion to saltwater. Just minutes from Sombrero Beach, marinas, dining and the conveniences of Marathon, this beautifully maintained residence is ready to be enjoyed from the first day.

100 Camino Real St, Marathon
576 Hammock Dr, Rockland
$400,000
621914 MLS

576 Hammock Dr, Rockland
701 Spanish Main Dr Unit LOT 403, Cudjoe
$275,000
621915 MLS
YOUR KEYS ESCAPE STARTS HERE! 🌴 Imagine waking up to island breezes, spending your days on turquoise water, and ending every evening with a Florida Keys sunset. Lot 403 in Venture Out, Cudjoe Key's sought-after gated community, gives you the freedom to do it your way: park your RV and start enjoying island life today, then build your dream home when you're ready. That's right, this lot comes with the RIGHT TO BUILD, which is rare and valuable in the Keys! Zoned URM, with rentals allowed, it's perfect as a weekend getaway, a full-time home, or an income-producing investment. Just minutes from Big Pine Key and about 25 minutes to Key West. Opportunities like this don't last. Schedule your showing today!

701 Spanish Main Dr Unit LOT 403, Cudjoe
1043 84th St, Marathon
$1,599,000
2 Beds ⋅ 2 Baths ⋅ 621913 MLS
Wide-open Atlantic views take center stage at this beautifully remodeled waterfront home in Marathon. Walls of windows frame the ocean from the living area, kitchen, and primary suite, bringing natural light and blue-water views into everyday life. Built in 2019 and thoughtfully updated with contemporary finishes, this home pairs a striking interior with approximately 85 feet of seawall, a boat lift, and a private boat ramp. The open living area makes the most of the setting, with expansive glass wrapping around the room and doors opening to the waterfront deck. A sleek fireplace adds a warm touch, while the covered outdoor seating area offers a shaded spot for morning coffee, ocean breezes, and watching the boats pass. The redesigned kitchen features dark cabinetry, glass-front display cabinets, stainless-steel appliances, and a large island with seating. Distinctive blue stone accents across the island and behind the cooktop bring the colors of the water indoors, creating a memorable focal point without competing with the view. In the primary suite, sliding glass doors open directly to the deck overlooking the Atlantic. Glass-front wardrobe cabinetry provides generous storage, while the updated bath features a floating double vanity, gold-tone fixtures, and a spacious glass-enclosed shower. An additional room offers flexibility for an office or guest space. An exterior elevator provides convenient access to the elevated living level, and the open area below offers covered parking and room to relax or entertain out of the sun. A metal roof and impact-resistant windows and doors complete the home. With immediate ocean access, a boat lift, and your own boat ramp, getting out for fishing, lobstering, and diving is easy. Weekly rentals are permitted, offering flexibility for a full-time home, personal getaway, or vacation rental. The standout feature, though, is the one you'll enjoy every day: the ocean stretching out before you.

1043 84th St, Marathon
189 Carroll St, Islamorada
$1,250,000
3 Beds ⋅ 3 Baths ⋅ 621912 MLS
Newly Remodeled 3-Bed, 3-Bath Home in the Heart of Islamorada This beautifully remodeled 3-bedroom, 3-bath home is located on Upper Matecumbe in the heart of Islamorada, offering the perfect combination of luxury, comfort, and island style--all on one level. The open-concept floor plan features a spacious living area ideal for entertaining, a modern kitchen with stainless steel appliances and granite countertops, and three generous bedrooms each with its own bathroom. Built with solid concrete construction, impact windows, and elevated above flood, this home provides durability and peace of mind. Enjoy modern finishes throughout and a large outdoor deck perfect for relaxing or hosting gatherings. Situated on a quiet street with beach access at the end of the road, this home offers both convenience and tranquility. Close to world-class dining, shopping, and some of the best fishing and diving in the Florida Keys. Excellent rental potential--buy one or both adjoining homes for added investment opportunity. 'The adjacent residence offers a rare opportunity to expand into a multi-residence estate or income-producing property.' 'The neighboring home may be acquired to create an exceptional multi-home setting ideal for extended family living or rental income.' 'Purchasing the nearby residence allows for a flexible use property, suitable for private family living or investment purposes.' 'The adjoining property presents a unique opportunity to establish a private multi-home arrangement or enhance rental potential.' 'With the option to acquire the neighboring home, buyers can create a distinctive residential setting with income potential.'Buy both homes and get a $25,000 reduction. Rental Available longterm $6,000 per month

189 Carroll St, Islamorada
191 E Carroll St, Islamorada
$1,250,000
3 Beds ⋅ 3 Baths ⋅ 621911 MLS
Newly Remodeled 3-Bed, 3-Bath Home in the Heart of Islamorada This newly remodeled 3-bedroom, 3-bath home is located on Upper Matecumbe in the heart of Islamorada, offering the perfect blend of modern comfort and island living. The unique layout features 1 bedroom and 1 bathroom downstairs, and 2 bedrooms and 2 bathrooms upstairs--ideal for guests or extended family. Built with solid concrete construction and impact windows, this home is elevated above flood and designed for peace of mind. Inside, enjoy an open-concept living area perfect for entertaining, a spacious kitchen with stainless steel appliances and granite countertops, and bright, generously sized bedrooms. Modern finishes and high-quality craftsmanship shine throughout. Step outside to a large deck perfect for soaking up the Florida Keys sunshine. Located on a quiet street with beach access at the end of the road, this property offers convenience and tranquility. Close to world-class restaurants, shops, and some of the best fishing and diving in the world. Excellent rental potential--buy one or both adjoining homes for added opportunity. 'The adjacent residence offers a rare opportunity to expand into a multi-residence estate or income-producing property.' 'The neighboring home may be acquired to create an exceptional multi-home setting ideal for extended family living or rental income.' 'Purchasing the nearby residence allows for a flexible use property, suitable for private family living or investment purposes.' 'The adjoining property presents a unique opportunity to establish a private multi-home arrangement or enhance rental potential.' 'With the option to acquire the neighboring home, buyers can create a distinctive residential setting with income potential. Buy both homes and get a $25,000 reduction. Home currently leased for 1 yr.

191 E Carroll St, Islamorada
1701 Laird St, Key West
$2,900,000
2 Beds ⋅ 2 Baths ⋅ 621910 MLS
Striking contemporary design and total privacy converge in this elevated retreat, situated just moments from Higgs Beach and the White Street Pier. Set behind a distinct pivoting red gate and architectural wall, the home opens to a beautifully curated showcase of natural light and clean geometric lines. The entry foyer--featuring a bright desk nook and a floating open-tread staircase--leads into a living area enclosed by floor-to-ceiling glass and transom windows framing views of the lush grounds. The minimalist kitchen centers on crisp white finishes, custom cabinetry, and premium Bosch appliances, complemented by a stylish glass-door pantry for seamless storage. Designed for privacy, a main-level guest suite is tucked behind a pocket door, providing a self-contained wing complete with an ensuite bath and generous closet space. The entire upper level is reserved for the primary suite, highlighting a spacious walk-in closet and a beautifully appointed ensuite bathroom. Step outside the bedroom onto a private balcony to enjoy an open-air soaking tub set beneath the night sky. Outdoors, mature tropical foliage surrounds the property to create a completely private sanctuary. An expansive heated pool and sunbathing deck form the centerpiece of the backyard, while a covered dining pavilion featuring a built-in grill and counter space makes outdoor entertaining effortless. Tucked to the side, a tranquil Zen garden with a fountain offers a quiet spot to relax. This exceptional residence offers modern luxury and sophisticated living just steps from the ocean.

1701 Laird St, Key West
101 Front St Unit 23, Key West
$1,675,000
2 Beds ⋅ 3 Baths ⋅ 621909 MLS
Completely renovated and offered fully turn-key, The Foundry #23 is a rare opportunity to own a beautifully updated townhome in the heart of Old Town Key West. Located within the highly sought-after gated community of Truman Annex, this residence seamlessly blends timeless Key West charm with sophisticated modern upgrades, making it ready for immediate enjoyment from day one. Inside, every detail has been thoughtfully redesigned, from the custom Hansen & Bringle cabinetry and quartz countertops to the stainless steel kitchen appliances. The spacious primary suite features generous closet space and a beautifully reimagined bath with custom cabinetry and a linen closet. Throughout the home, elegant finishes including travertine and hardwood flooring, crown molding, custom baseboards, and handcrafted railings create a refined coastal feel. Additional upgrades include impact-rated windows and doors, recessed square LED lighting with dimmers, reconfigured A/C ductwork, new ceiling fans, a new washer and dryer, and a new water heater. The bathrooms have been completely refreshed with updated layouts, vanities, fixtures, and finishes. Step outside and enjoy the unmatched convenience of downtown Key West living. Nestled within the private, gated Truman Annex, you're just a short stroll from Duval Street's restaurants, shops, and nightlife, the Ernest Hemingway Home, Fort Zachary Taylor Beach, and the waterfront. Whether you're searching for a primary residence, a lock-and-leave island retreat, or an investment property, The Foundry #23 offers the rare combination of turn-key convenience, exceptional craftsmanship, and one of the most desirable locations in Key West.

101 Front St Unit 23, Key West
330-340 4th St, Key Colony
$1,795,000
3 Beds ⋅ 4 Baths ⋅ 621908 MLS
WATERFRONT BEAUTIFULLY RENOVATED DUPLEX 330-340, 2BR 2BA Upper Level, 1BR 1.5BA Lower Level, both with Full Kitchens, in Key Colony Beach, a NO HOA Municipality, on Marathon Island MM53. New 15K lbs. Boat Lift 2022, 60 Ft Deep Water Dock, Extra Wide Canal, Multiple Electrical Outlets, 3 Fresh Water Spigots. House is equipped with Surge Protection, and a Transfer Switch for a portable generator. Exterior Motion Lights equipped with Security Cameras. EXCELLENT RENTAL INCOME OPPORTUNITY, 7 Day Rentals allowed. Rent the Upper and Lower units to separate parties at the same time, and or live in one and rent the other unit. Beautiful New Pool Heated-Chilled 2022, with a Saltwater system that uses a salt generator, offering lower maintenance, softer water, and reduced skin-eye irritation. New Pool-Cool Deck concrete patio in 2022, that reduces surface temperatures. Outdoor Shower. Metal Roof 2013. Hurricane Accordion and Metal Bahama Shutters in 2021. Upgraded Electrical system in 2022. Upgraded Flooring, Doors, and Windows. New HVAC upper unit, and New Mini-Split AC unit in the lower unit. Upper Level Covered Balcony, beautiful views of the new Sparkling Pool and Boat Dock-Canal. Ample Storage, 3 large outdoor access rooms, and a shed. Excellent Parking 12 Cars, 2 RVs, and 2 Boats/Trailers storage. Ocean side, minutes to World Class Fishing-Diving in the Gulfstream, Coffins Patch Reef, and Sombrero Reef Lighthouse. Easy Bayside access via Vaca Cut in minutes. Join the Cabana Club, steps away, for beach access and excellent dining. Key Colony Beach amenities includes a Golf Course 9 Hole Par 3, Tennis and Pickle Ball Courts, Basketball, Bocce Ball, Corn Hole, Horseshoes. Enjoy the Parks, Playgrounds, Walking and Bike pathways. Key Colony Beach, Paradise Awaits!

330-340 4th St, Key Colony
31g Miriam St, Stock Island
$799,000
3 Beds ⋅ 2 Baths ⋅ 621907 MLS
This spacious, 3 bedroom, two bath home on a corner lot in Stock Island, comes with a recently updated one bedroom, one bathroom guest suite as well as a work shop for plenty of storage. This home is perfect for a family looking to live within minutes of Key West, schools, and marinas. Be a part of the growing Stock Island community and set up a showing today.

31g Miriam St, Stock Island
88 Bay Dr, Saddle Bunch
$2,499,000
4 Beds ⋅ 2 Baths ⋅ 621906 MLS
Open water, fabulous sunsets and the Lower Keys lifestyle right outside your back door! This solid 4-bedroom, 2-bath concrete block and stucco home enjoys expansive open-water views, with impact windows and doors throughout. Step through the French doors from the living area to the deck and pool, where the ocean is directly ahead of you. Low tropical plantings preserve the view--even while you are in the pool--while mature palms and native trees provide shade and privacy. An outdoor shower is perfectly placed for rinsing off after a swim or a day on the boat. Relax poolside, sit on the dock, watch the boats and paddleboarders pass by, and enjoy the sunset. Located at Mile Marker 15, approximately halfway between Key West and Big Pine Key, this island is loved for its convenient Lower Keys location and friendly neighborhood atmosphere. Walk or bike around the neighborhood and before long you may know the neighbors--and their pets--by name. The nearby County park offers a boat ramp, tennis, pickleball, basketball and volleyball courts, plus a fenced children's playground. Local favorite Baby's Coffee is right here on the island. Boaters can head into the backcountry for Snipes Point and Marvin Key, or toward the Atlantic for offshore fishing beyond American Shoal Light. The surrounding waters offer snorkeling, fishing, diving, spearfishing and lobstering. Boating access is approximately 3 feet and best suited to shallow-draft, outboard-powered boats, commonly 19-22 feet. And perhaps the best feature is the simplest: the water is always there. Enjoy it from inside the home, from the pool or sitting dockside. Morning, afternoon or sunset, it is a view that simply doesn't get old.

88 Bay Dr, Saddle Bunch
130 Plantation Ave, Tavernier
$1,769,000
3 Beds ⋅ 2 Baths ⋅ 621905 MLS
Beautiful All CBS Classic Keys Waterfront Home! Experience the ultimate Florida Keys waterfront lifestyle in this beautiful 6-bedroom, 4-bathroom CBS home, featuring an impressive 75 feet of deep-water dockage along an extra-wide canal with quick, direct access to the Ocean and Bay! This spacious home offers an inviting open floor plan, a gourmet kitchen with granite countertops and stainless steel appliances, and plenty of room for family and friends. Step outside to your own tropical paradise! Enjoy a private swimming pool, relaxing hot tub, and an expansive, fully fenced backyard surrounded by lush tropical landscaping. The outdoor living space is perfect for entertaining, featuring a decked pool area, Tiki Bar, and charming gazebo. Conveniently located near restaurants, schools, and shopping, this exceptional waterfront property offers the perfect combination of comfort, convenience, and the Keys lifestyle. Bring all your boats, fishing gear, and water toys! There's plenty of room for everything!

130 Plantation Ave, Tavernier
955 122nd St, Marathon
$3,195,000
3 Beds ⋅ 2 Baths ⋅ 621904 MLS
**RARE WATERFRONT OPPORTUNITY IN EXCLUSIVE YACHT HARBOR ISLAND!** Discover one of Marathon's most desirable waterfront homesites, perfectly positioned on Vaca Cut with breathtaking sunset views and direct boating access to both the Atlantic Ocean and Gulf. Offered for sale for the first time in nearly 30 years, this oversized lot-and-a-half boasts an impressive 155 feet of water frontage, including 135 feet of brand-new 2026 seawall and a rare 20-foot-wide private boat ramp! This highly desirable feature makes the property a true boater's paradise, offering exceptional convenience and access to world-class fishing and cruising. The existing residence requires substantial renovation or redevelopment and is being offered AS-IS. The seller has building plans specifically designed for the property, or bring your own vision to life and create your dream Florida Keys waterfront estate. The expansive lot offers potential space for a resort-style pool, tiki hut, garage, RV parking, boat storage, and more, subject to applicable approvals. This remarkable homesite offers endless possibilities in one of Marathon's most sought-after oceanfront locations!

955 122nd St, Marathon
1411 Truman Ave Unit 3, Key West
$589,900
1 Beds ⋅ 1 Baths ⋅ 621903 MLS
Up in the Treetops on Truman Avenue. Climb the white staircase, step onto your private retreat, and the street seems to disappear. This second-floor 1 bedroom, 1 bath condo at 1411 Truman Avenue sits in the tree canopy. Windows look out on green leaves and palm fronds, and the southern exposure brings in soft, steady light all day. It's turnkey and ready for the moment you arrive. Tasteful furnishings stay, and the finishes are done with care: wood-look tile floors throughout, a granite kitchen with stainless appliances, crown molding, plantation shutters, and ductless split AC. A stacked washer and dryer has its own closet, and the bedroom includes a walk-in closet with built-in storage. The condo fee covers all building insurance, including flood and wind, plus exterior maintenance and water. The location is The Meadows, one of Key West's most desirable neighborhoods. Duval Street is less than a mile away and the Historic Seaport is about a mile, so you can walk, bike, and leave the car parked. And the value is hard to beat: this is the lowest price per square foot of any 1 bedroom, 1 bath condo currently for sale in The Meadows and Old Town. Bring a toothbrush and your flip flops. Everything else is already here.

1411 Truman Ave Unit 3, Key West
325 Calusa St Unit 321, Key Largo
$750,000
1 Beds ⋅ 1 Baths ⋅ 621902 MLS
Oversized corner lot in Calusa Campground offering ~1,000 sq ft more than standard lots with partial bay and canal views. Enjoy the convenience of an assigned boat slip with 15,000 lb lift located directly across the street, making this a true boater's retreat. This fully paved and fenced property is designed for easy Keys living and entertaining, featuring a covered awning with lighting and screening and a beautiful outdoor kitchen. Additional upgrades include a private shed with extra storage, refrigerator, and full-size washer/dryer--a rare and valuable feature in the community. Property includes a 2022 Forest River Salem Grand Villa 42FK destination trailer with approximately 360+ sq ft plus slide-outs, offering a private primary bedroom, spacious loft sleeping area, and open living/kitchen layout, ideal for personal use or rental potential. Owner financing available with 50% down, up to a 10-year term.

325 Calusa St Unit 321, Key Largo
1513 Washington St, Key West
$1,100,000
2 Beds ⋅ 2 Baths ⋅ 621900 MLS
NEW LISTING! This home, nestled in the sought-after Midtown West area, is just a few blocks away from pickleball and tennis courts, beautiful beaches, dining options, and parks. The features of this home include two bedrooms and two baths, with spacious living areas that offer lovely open spaces. The outdoor living area includes a covered deck that is perfect for al fresco dining, entertaining, or relaxing. The kitchen is equipped with a gas range and stainless steel appliances, leading to a large pantry with laundry. The living room includes built-ins for added convenience, and the family room opens up to outdoor areas, enhancing the flow of space. There is room to add a pool. The home also boasts impact-rated windows and doors, central air conditioning, a shed, a fenced yard for privacy and parking!

1513 Washington St, Key West
806 Truman Ave, Key West
$5,365,000
5 Beds ⋅ 6 Baths ⋅ 621899 MLS
Experience the best of Old Town Key West at 806 Truman Avenue, a beautifully appointed transient-licensed residence offering the rare combination of luxury island living and proven rental performance. This distinctive five-bedroom home features approximately 3,223 square feet of living space, thoughtfully designed for both private enjoyment and gracious entertaining. Tropical landscaping, covered porches, a private pool and spa, and separate guest accommodations create a relaxed resort atmosphere with the privacy and character buyers seek in a premier Key West property. Offered furnished, the residence is well suited as a primary home, second home, or high-end vacation rental. The property generated more than $400,000 in rental revenue in 2025, adding meaningful investment appeal to its lifestyle advantages. Situated in the 'X' flood zone, a lower-risk flood designation and outside FEMA's Special Flood Hazard Area. This can be an attractive ownership advantage compared with properties in higher-risk flood zones, particularly when evaluating insurance, flooding potential, and long-term carrying costs. Ideally located in the heart of Old Town, 806 Truman Avenue places owners and guests close to Key West's renowned dining, galleries, entertainment, beaches, and historic attractions. For the buyer seeking a refined island residence with transient-rental capability, established revenue, and exceptional Old Town appeal, 806 Truman Avenue presents a truly compelling opportunity.

806 Truman Ave, Key West
1025 Elgin Ln, Key West
$1,150,000
2 Beds ⋅ 2 Baths ⋅ 621898 MLS
Welcome to 1025 Elgin Lane, an exquisite residence nestled in Key West's Historic Seaport District. This recently updated home seamlessly blends historic charm with modern comforts, offering an unparalleled living experience in one of Florida's most sought-after locales. The interiors are adorned with original Dade County Pine walls and flooring, exuding warmth and character that pay homage to the home's rich heritage. Recent enhancements have elevated the home's functionality and aesthetic appeal, including a new foundation, beautiful new flooring, tastefully updated bathrooms, and fresh paint inside and outside. The home features high ceilings with exposed beams and French doors that open to a private patio, perfect for morning coffee, alfresco dining, or evening gatherings under the stars. The second-floor primary suite offers a private sanctuary, complete with a walk-in closet and an en-suite bathroom featuring a classic clawfoot tub. The downstairs bedroom is generously sized and includes a walk-in closet. The front porch offers a peaceful spot to enjoy the tranquility of Elgin Lane, where minimal traffic enhances the sense of privacy. A designated off-street parking space adds to the convenience of this property. A private walkway provides direct access to Eaton Street, placing local bakeries, shops, and entertainment just steps away. Situated less than a block from the renowned Old Town Bakery and just two blocks from the lively Seaport, the home offers easy access to some of Key West's finest dining, shopping, and attractions. Whether you're seeking a serene personal retreat or a lucrative investment property, this residence offers an exceptional opportunity to own a piece of Key West's storied history.

1025 Elgin Ln, Key West
3312 Northside Dr Unit 605, Key West
$350,000
1 Beds ⋅ 1 Baths ⋅ 621897 MLS
Move-In Ready Island Living with Ocean Views at The Santa Clara Condominium in Key West! Discover your own slice of paradise at The Santa Clara Condominium in this beautifully renovated and furnished 1-bedroom, 1-bath residence, ideally situated on the 6th floor with stunning ocean views from your private balcony! Thoughtfully updated and tastefully furnished, this inviting residence features a beautifully renovated kitchen with stainless steel appliances, tile and laminate flooring, hurricane-resistant windows and doors, and a comfortable, functional layout. Step outside onto your private ocean-view balcony, where you can sip your morning coffee, unwind with your favorite evening beverage, and enjoy the refreshing island breezes. Embrace the best of resort-style living with an impressive array of community amenities, including a swimming pool, tennis court, secure building entry, on-site laundry facilities, plenty of parking, and well-maintained common areas. Extensive renovations were recently completed, and continued improvements enhance the community's appeal. Location, location, location! Nestled in the heart of Key West's desirable New Town neighborhood, The Santa Clara Condominium offers convenient access to fantastic restaurants, shopping, movie theater, sports complexes, beaches, medical facilities, schools, and the airport, and so much more. All the excitement of historic downtown Key West is just a short drive away. Whether you're a first-time homebuyer, savvy investor, seasonal resident, or simply searching for the perfect island getaway, this turnkey condo offers an exceptional combination of comfort, convenience, and tropical charm. Move right in, relax, and start enjoying the Key West lifestyle you've been dreaming of! Opportunities like this don't come along every day. Schedule your private showing today!

3312 Northside Dr Unit 605, Key West
921 Angela St, Key West
$895,000
2 Beds ⋅ 2 Baths ⋅ 621896 MLS
A Key West Antiquity. A fresh point of view. The story of 921 Angela Street reaches into Key West's cigar-making past. The address appears in the city's 1906 directory as the residence of cigar maker Claude Johnson--a connection to the craftsmen who helped shape the island. Today, Dade County pine walls and floors, high ceilings, and a front porch that participates in the neighborhood carry that Old Town character forward. Set in the X-500 flood zone within Key West's Historic District, this two-bedroom, two-bath cottage offers the opportunity for thoughtful renovation--a chance to bring the home into the present while preserving its enduring appeal. Downstairs, the living area, kitchen, and guest bedroom establish a straightforward layout. Upstairs, the primary suite has its own bath and closet. Outside, privacy fencing and mature tropical landscaping frame a backyard ready for your own vision. The rear deck offers space for outdoor dining and quiet afternoons, with the possibility of a cocktail pool, subject to space, permitting, and required approvals. Walk to neighborhood restaurants, galleries, and world-famous Duval Street, or bicycle to the island's beaches and parks. Mornings on the porch. Afternoons by the water. A tropical retreat shaped around the way you want to live. An Old Town original, ready for a little imagination and a thoughtful hand.

921 Angela St, Key West
6 Palmetto Dr, Big Coppitt
$1,499,000
621895 MLS
An Exceptional Gulf-Side Waterfront Opportunity in the Florida Keys! Discover the possibilities of this 12,855-square-foot vacant waterfront parcel in Big Coppitt Key, offering a unique combination of expansive Gulf frontage and protected canal access. Enjoy breathtaking open water views, spectacular sunsets, and the convenience of keeping your boat right at your own property. Existing boating features include a dock with boat lift and a grandfathered small boat launch, providing an ideal setting for boating, fishing, and exploring the surrounding waters. An electric gated entrance adds privacy, while the generous lot size presents exciting possibilities for designing a custom island residence with spacious outdoor living areas, a pool, and garage, subject to applicable building requirements and approvals. Whether you envision a luxurious waterfront escape or your forever home in paradise, this remarkable property offers the space, setting, and boating lifestyle to bring your Florida Keys vision to life. Opportunities to secure vacant waterfront land with both Gulf and canal frontage are increasingly hard to find. Make this extraordinary piece of paradise your own!

6 Palmetto Dr, Big Coppitt
8 Clara Blvd, Key Colony
$350,000
1 Beds ⋅ 1 Baths ⋅ 621894 MLS
Situated on a quiet street in Key Colony Beach, this one bedroom one bath half duplex is waiting for a new owner, to live in it, rent it out for vacations or Long term rental. There is some water view of the canal across the Street.

8 Clara Blvd, Key Colony

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