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$524,777
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 1,506 SqFt Days Listed: 58
-16.14% ($101,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Fixed Bridge

Charming 2-Bedroom Cottage with Serene Privacy in Big Pine Key. County owned lots to the North, South, and West ensures privacy.Nestled in the heart of Big Pine Key, this 2-bedroom, 1.5-bathroom cottage offers the perfect combination of tranquility, privacy, and natural beauty. With no development allowed to the west, youll enjoy an extra layer of seclusion, allowing you to fully embrace the surrounding wildlife and peaceful atmosphere.A short walk from the renowned Blue Hole, one of the areas most sought-after natural attractions, this home is ideal for nature lovers and those seeking a relaxed lifestyle in the Florida Keys. Whether youre an avid boater or just love the water, this property boasts convenient access for boats with up to a 3ft draft and 9ft bridge clearance, giving you easy access to the vibrant waters of the Keys.Inside, youll find a cozy, cottage-like space full of potential. The home offers the opportunity to add your personal touch and TLC, transforming it into the perfect retreat. The peaceful surroundings, coupled with the warm, inviting vibe of the home, make this the ideal spot to relax and unwind.If youre seeking a slice of paradise where you can create your dream home, this is the perfect opportunity. Come and see for yourself why Big Pine Key is one of the best-kept secrets in the Keys!

$524,999
Marathon
Royal Plum   - MM: 54.50
1 Bed, 1 Baths, 656 SqFt Days Listed: 177
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Discover paradise at 133 Coco Plum Drive, #35. This beautifully renovated vacation rental features a south-facing porch that overlooks the stunning turquoise waters of the Atlantic. Enjoy direct access to Coco Plum Beach, perfect for sunbathing, swimming, and long walks along the shore. A jogging and bike path is conveniently located just across the street, enhancing your outdoor experience. This unit is clean, fully furnished, and turn-key, with a modern open layout and a kitchen equipped with stainless steel appliances. Has impacted windows and doors with accordions over the impact windows for added safety and energy efficiency. One of the few condos that allow weekly rentals, it also offers on-site management as an option, making it an attractive investment. Relax at the refreshing pool after a day of kayaking or paddleboarding. The panoramic ocean views from your private terrace create a perfect backdrop for sunset gatherings with family and friends. This property embodies coastal living, ideal for both relaxation and adventure, making it a dream destination year-round. Imagine waking up each morning to the stunning sight of the sun rising over the horizon. As evening falls, the beachfront transforms into a picturesque setting for sunset watching. Coco Plum Beach is known for its soft sands and clear waters, offering a tranquil escape from the hustle and bustle of daily life. This oceanfront truly embodies the essence of coastal living, making it a dream destination for both relaxation and adventure. Whether youre looking for a personal retreat or an investment property, this condominium offers the best of both worlds in a prime location.

$529,900
Plantation Key
Sea Gulls   - MM: 90.00
2 Bed, 2 Baths, 1,179 SqFt Days Listed: 198
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Spectacularly remodeled spacious 2 bedroom/2 bathroom condo with huge balcony. Milestone inspection done and passed. NO upcoming special assessments. Excellent fishing on property at the point. Reserves at 60%! Start renting right away for a minimum of 28 days. Currently vacant easy to show. Call listing agent. Pets welcome. Washer/Dryer on every floor. Beautiful Clubhouse and Gym.

$530,000
Little Torch Key
Coral Shores Estates   - MM: 28.00
2 Bed, 2 Baths, 863 SqFt Days Listed: 166
-3.64% ($20,000) 1 Price Change : Last Change 34 Days Ago
Mobile Home - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Welcome to 27969 Lobster Tail Trail, located in Little Torch Key. This home could be your perfect turnkey get away or home sweet home ! The bright and airy open concept living, dining and kitchen areas invite you inside. Fresh flooring, lighting features and a gorgeous electric fireplace are a few of the features you are sure to love ! Two generous sized bedrooms, two full baths, and laundry closet complete the homes cozy interior. Step outside and enjoy your private swimming pool, or jump in the swimming canal for paddle boarding and kayaking, or just lounge on the deck for a little time in the sun or to watch the most stunning sunsets in the evening. Fully fenced in private front and back yard and plenty of off street parking. Public boat ramp is just down the street for all your boating needs. Dont miss out on this home! Schedule your private tour now !*Please note , this is a plugged swimming canal.

$533,995
Cudjoe Key
Venture Out   - MM: 23.00
2 Bed, 2 Baths, 718 SqFt Days Listed: 327
-17.72% ($115,005) 1 Price Change : Last Change 2 Days Ago
Mobile Home - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 35ft.Concrete

Motivated seller! Possible Seller Financing. Discover island living at 701 Spanish Main Dr, Unit 335 in Cudjoe Key, FL. 2Bd/1Ba successful vacation rental located in a premium location on the water with open water views and features a 35 concrete seawall for docking a boat. Dock is equipped with dock posts, cleats, water, and storage. Large patio space to enjoy paradise overlooking the water, with table and grill for outdoor dining. This property promises both convenience and relaxation. Dont miss your chance to own a piece of paradise. Venture Out community amenities abound, including a sparkling swimming pool, tennis courts, boat ramp, and clubhouse, ensuring endless opportunities for recreation and relaxation just steps from your door. Conveniently located just minutes from Key West and all the attractions of the Lower Keys, this waterfront gem offers the ideal combination of seclusion and accessibility. Whether youre seeking a weekend getaway or a year-round residence, 701 Spanish Main Dr, Unit 335, is sure to exceed your expectations. Dont miss out on this unparalleled opportunity to experience the ultimate Florida Keys lifestyle - schedule your private showing today!

$535,000
Marathon
Coral Club   - MM: 50.00
2 Bed, 2 Baths, 938 SqFt Days Listed: 246
-2.73% ($15,000) 3 Price Changes : Last Change 1 Day Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock31ft.

Coral Club is located in the beautiful neighborhood of Sombrero Beach. This two bedroom two bathrooms waterfront condominium with open floor plan offers you the serenity the Florida Keys has to offer. A balcony over looking the water while you sip your morning cup of coffee watching the many species of fish in the canal. This condo has a bonus room perfect for an office space. Just steps away you have a storage room to store all your rods or beach essentials. Walking distance to Sombrero Beach. Grocery store is conveniently up the road. Ride you bike to the beach or grocery store, restaurants. The condominium recreational area has a heated pool, a clubhouse with a full kitchen, a half bath, and a tiki hut. Whether you are looking for a permanent residence, second home, or investment property, this one checks all the boxes. A must SEA!

$539,000
Marathon
Spanish Galleon   - MM: 50.00
2 Bed, 2 Baths, 1,096 SqFt Days Listed: 86
-1.82% ($10,000) 1 Price Change : Last Change 1 Day Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock,Boat

Curated for those with a desire for a front row seat of Boot Key Harbor, Spanish Galleon awaits. Waterfront two bedroom, two bathroom corner condo with nearly 1,100 square feet and 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 sliding glass doors upon entry. The updated kitchen boasts granite countertops, plenty of cabinet storage, updated appliances, and even a stackable washer-dryer. Recently replaced AC provides peace of mind. As a corner unit, enjoy additional 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 master 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 communitys proactive management and excellent maintenance. Whether youre 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.

$545,000
Key Colony
Casa Clara   - MM: 53.50
2 Bed, 2 Baths, 994 SqFt Days Listed: 109
-4.39% ($25,000) 1 Price Change : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Other Dockage170ft.

Welcome to Casa Clara, where island living meets modern convenience. This inviting 2-bedroom, 2-bath condo features a refreshed kitchen and updated baths, offering a relaxed retreat with ocean views from living, primary bedroom and balcony. Unwind on Casa Claras private 600-foot white sandy beach, take a refreshing dip in the large heated swimming pool, or enjoy a friendly match on the private tennis, pickleball and shuffleboard courts. A 150-foot fishing pier invites you to unwind by the oceans edge. With a full-time onsite manager ensuring every need is met and 14-day rentals allowed, Casa Clara offers a worry-free escape thats perfect for both personal enjoyment and investment potential. Here in Key Colony Beach you can walk or bike the entire city to the Marina, Restaurants, Post Office, Sunset Park and More. You Deserve This!

$549,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 1,020 SqFt Days Listed: 160
-21.46% ($150,000) 4 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Slip

Nestled within the peaceful surroundings of the Key Deer Refuge, this charming 2 bedroom, 1 bathroom canal-front home offers a unique blend of nature, privacy, and easy access to water adventures. The homes inviting, light-filled interior embraces the essence of a classic Keys residence, with spacious, well-designed rooms. The open living area, filled with natural light from large windows, seamlessly connects to the kitchen, creating a warm, welcoming space perfect for both entertaining and quiet relaxation. Tropical light filters through every corner, framing serene canal and garden views that enhance the homes tranquil ambiance. Each bedroom offers ample space for rest and rejuvenation, while a bonus room provides flexible options as a cozy home office, additional storage, or hobby space. For those who love the water, this property is a true paradise. A private on-site boat ramp allows for convenient small-vessel access, while a larger neighborhood boat ramp around the corner provides even more options for boaters. Just minutes from open water, the home is ideally situated for enjoying the Keys renowned fishing, snorkeling, and diving. The neighborhood is equally appealing, combining a quiet setting with access to all essential conveniences. Nearby, youll find local shopping, popular restaurants, and vibrant bars, plus the Big Pine Community Park for outdoor recreation. The Key Deer Refuge across the street creates a natural buffer, adding privacy, preserving the local beauty, and offering occasional sightings of the charming Key Deer.This home perfectly balances a tranquil, island lifestyle with modern comforts, making it an ideal place for anyone seeking the best of Florida Keys living.

$549,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 936 SqFt Days Listed: 139
-21.46% ($150,000) 3 Price Changes : Last Change 17 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Slip

CBS home on two lots with a county owned lot to the west which means there is a vacant lot on each side of the home. Located on a 50-foot-wide canal with a cut in boat slip. Only a short ride out to open water. Quiet street with lots of privacy, new roof in 2023, fenced yard. Close to shopping, Bahia Honda state park and beach and a short ride to Key West. Neighborhood boat ramp, lots of wildlife as this home is in the National Key Deer Refuge and boarders on the Great White Heron Refuge.

$550,000
Marathon
Keys Rv/mobile Home Condomini   - MM: 50.50
2 Bed, 2 Baths, 480 SqFt Days Listed: 42
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 30ft.

Incredible opportunity to own a piece of paradise! This waterfront 2 bedroom 1 full bathroom is move in ready. Spacious kitchen with plenty of storage, open floor plan perfect for entertaining. Under house parking and plenty of room for kayaks, grilling, complete with a dock. Wonderful community with community boat ramp, several laundry rooms, oceanside picnic areas, club house, and pet friendly! Oceanfront pavilion where you can enjoy the ocean breeze or watch a sunrise! Perfect for a home away from home or year round living. Enjoy fishing, boating, kayaking, right in your back yard or a take a quick boat ride to the ocean! Newer a/c (2022), impact windows & door.

$550,000
Marathon
Ocean Isles Fishing   - MM: 52.50
1 Bed, 1 Baths, 850 SqFt Days Listed: 26
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Dock Privileges,Boat

Breathtaking townhouse, 1 BR 2 Bath on 7-acre waterfront complex located oceanside in Marathon, Fl. This retreat is designed to accommodate 4 people and is steps away from open ocean views, where you can fish off the docks, lounge under one of the many Tiki huts, or cool off in the swimming pool that overlooks the Atlantic. The clubhouse is equipped with a ice machine along with convenient grilling stations to cook your fresh catch. The vacation rental market in Marathon provides flexibility for those interested in generating additional income and allows for seven day rentals. This unit is set up for rentals with the City of Marathon and has a fantastic rental history available for review. Ocean Isles has easy access to the water with a private boat ramp for owners, allowing you to conveniently take your vessel in and out of the water. With protected boating access for owners at the Marina, featuring a new seawall, bulkhead, and docks, youll have smooth sailing for all your water excursions. The central location of Ocean Isles in Marathon makes it the perfect home base for exploring all the Florida Keys. This townhouse has a Washer and Dryer hookup ready to go or there is a laundry facility available on the property.

$559,000
Cudjoe Key
Venture Out   - MM: 23.00
2 Bed, 2 Baths, 816 SqFt Days Listed: 74
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 17ft.Concrete

Welcome to your tropical retreat! This 2-bed, 1.5-bath canal-front mobile home in Cudjoe Key offers open ocean access and the perfect blend of comfort and affordability. Located in the desirable Venture Out community, this property is also a proven income-producing vacation rental, making it a fantastic investment opportunity.Venture Out is a residential condominium community with 24-hour gated security and no age restrictions. The home includes parking for one vehicle, and the community allows transient (1-day) rentals, as well as two pets. Residents enjoy a heated saltwater oceanfront pool, jacuzzi, marina with a fuel dock, convenience store, boat launch, and recreational courts for pickleball, basketball, and tennis.This property is only 19 miles from Key West, offering proximity to shopping, dining, and entertainment while providing a serene getaway. Whether youre seeking a vacation home, a rental income property, or your own slice of paradise, this one has it all.

$559,000
Cudjoe Key
Venture Out   - MM: 23.00
2 Bed, 2 Baths, 667 SqFt Days Listed: 60
-1.76% ($10,000) 1 Price Change : Last Change 2 Days Ago
Mobile Home - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 35ft.Concrete

Boating enthusiasts will love the 35-foot concrete dock, complete with five sturdy posts, a fish cleaning table, cleats, and a swim ladder for easy access to open water.This turn-key, 2-bedroom, 1-bathroom home is move-in ready and located in the desirable Venture Out community, offering 24-hour gated security for peace of mind.Inside, the guest bedroom features two twin beds, a TV, a closet, and a stacked washer/dryer, while the master bedroom boasts a queen-size bed, TV, and a full bathroom.Owners benefit from transient licensing, allowing 1-day rentals. With 102 nights already booked at an average nightly rate of $244.58, this property has $24,946.80 in future bookings, making it a profitable investment. Currently, the home is used half for personal enjoyment and half for vacation rentals, offering a perfect balance of personal use and income potential.Designed for convenience, the property features a side door entrance, ramp access, and ample storage space underneath.Community amenities include a heated pool, hot tub, marina with a ship store, fuel dock, two boat ramps, tennis courts, pickleball courts, and more. Plus, residents are welcome to bring two pets!Dont miss this opportunity to own a profitable, fully equipped vacation rental in one of the most desirable locations in the Florida Keys. Review the attached documents for a detailed rental analysis.

$559,000
Little Torch Key
Coral Shores Estates   - MM: 28.00
2 Bed, 2 Baths, 960 SqFt Days Listed: 30
Mobile Home - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 49ft.Concrete

This move-in ready, canal-front home is the perfect Keys retreat! Offered fully furnished, it features 2 bedrooms, 2 bathrooms, and plenty of updates, including a new metal roof (2022), laminate flooring, 2023 kitchen appliances, and 2024 washer & dryer. The spacious back porch has fresh decking and screens, perfect for enjoying the ocean breeze. The 49 concrete seawall has room for multiple boats, and the neighborhood boat ramp makes getting on the water a breeze. Whether youre looking for a full-time home or a weekend escape, this one is ready to go--just bring your boat!

$564,000
Key Largo
Ocean Pointe   - MM: 92.50
2 Bed, 2 Baths, 841 SqFt Days Listed: 70
-5.69% ($34,023) 1 Price Change : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock,Boat

Newly Renovated 2 bedroom, 2 bathroom condo in highly desirable Ocean Pointe is being offered fully furnished. Stunning sunrises and NIGHTLY RENTALS allowed with an array of amenities that include; Security 24/7, Heated Pool, Private Sandy Beach, Marina with Direct Ocean Access, Private Waterfront Lounge and Cafe, Boat Ramp, Gazebo, and Boardwalk. Close to restaurants and groceries. Property is perfect for a primary residence, or income producing property. If you choose to rent, you can hire the onsite rental agency or choose anyone you like. This is NOT a condo-hotel. Showings are limited due to unit being a busy rental. Buyer to verify all facts. Seller is Installing Impact Windows And impact sliding glass doors.Also check off that feature.

$564,900
Marathon
Harbor House   - MM: 50.00
2 Bed, 2 Baths, 969 SqFt Days Listed: 44
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,Boat S

Nothing compares if youre looking for that special open waterfront home or investment, look no further than this fabulous Harbour House condo. Milestone completed and no upcoming assessments! This is a two bedroom, two bath unit overlooking the coveted Boot Key Harbor. Enjoy your morning coffee or an evening cocktail watching amazing sunsets from your patio. Just steps away from the back door is your 30 boat slip. Complex amenities include a heated pool that overlooks the harbor with a grilling area, clubhouse, private community boat ramp, kayak storage, two laundry facilities, bike area, individual storage units and an elevator. Boating enthusiasts will love the deep water access and quick Ocean/Gulf access through the 7 Mile bridge. Enjoy the open waters and explore the beautiful surroundings of the Florida Keys. Take in a round of golf just across the street at the Sombrero Country Club. Turnkey for investors: this unit is being sold furnished. What the other Condos are missing, you will most likely find here! Rentals allowed with a 28 day minimum and pet friendly. With its prime location, and fantastic water views, this is the perfect place to call home or your vacation getaway in the Florida Keys.

$569,000
Cudjoe Key
Venture Out   - MM: 23.00
2 Bed, 2 Baths, 758 SqFt Days Listed: 273
-5.17% ($31,000) 6 Price Changes : Last Change 2 Days Ago
Mobile Home - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 35ft.

The furniture is included and so is the golf cart! BRAND NEW PAVER PATIO! Turn-key 2/2 with 35 of private dockage is ready to generate a lucrative income with nightly rentals allowed. This amenity-rich, gated community is perfect for investors or seasonal/full-time residents! LOWEST-PRICED 2/2 WATERFRONT IN VENTURE OUT! Direct, deepwater ocean and Gulf access, great fishing, and gorgeous sunrise/sunset skies all from your backyard! Diligently maintained, impact sliders (plus most windows), panels and accordions for extra protection, gas stove, lots of storage, and a tropical yard situated on a quiet street. Only about a half hour from Marathon or Key West, the quintessential Keys lifestyle in golf cart-friendly Venture Out is second to none. With a 24-hr guard-gated entry, Venture Out has an oceanfront heated pool, hot tub, beach, marina with fuel and ships store, a private boat ramp, trailer parking, pickleball and tennis courts, an active clubhouse (worship, mah jongg, bingo, plays, holiday events, etc), and kids pool and playground. This community offers it all and this home is MOVE-IN/RENT-OUT READY. Great opportunity to get in at a GREAT PRICE!

$569,000
Marathon
Lady Alexander   - MM: 49.50
2 Bed, 2 Baths, 1,023 SqFt Days Listed: 111
-7.85% ($48,500) 1 Price Change : Last Change 42 Days Ago
Condo - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Assigned Dock,First

TOP FLOOR, END UNIT, OCEAN VIEWS HUGE PRICE REDUCTION!! Artist condo with gorgeous views from living, dining, kitchen, master and guest bedroom! FANTASTIC LOCATION, tucked away at the quiet end of the complex, away from the pool with quick OCEAN and GULF access and multiple marinas near by for fueling up for a day of boating. If you are into cruising, dine by boat at one of the many bars and restaurants just a short ride from the condo or walk to waterfront dining just a few blocks down at Dockside. The beautiful Sombrero Country Club is across the street for those that like to take in a round of golf. There is a nice bike path in front of the condo that goes around the golf course and straight down to Sombrero Beach for those into biking and walking. Grocery shopping is just a few minutes up the road. The complex is well maintained and managed with heated pool, outdoor entertaining area, storage unit, kayak and bike station. No need to shutter up every time you head home, the condo has high impact windows and sliders. Enjoy a glass of wine on your screened in patio and watch the sailboats drift by. The condo board is exceptional and in good shape. Low condo dues include water, exterminating, exterior insurance and common area maintenance. Currently 1 boat slip available for an incoming buyer (fee is $370.00 a year) Easy to show to qualified buyers. Building just painted!

$575,000
Key Largo
Ocean Pointe   - MM: 92.50
2 Bed, 2 Baths, 826 SqFt Days Listed: 360
-7.85% ($49,000) 3 Price Changes : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: First Come Dock

Great investment chance! 2-bed, 2-bath Condo in popular Ocean Pointe Suites, well-kept and ready for use. Earn income when youre away. Top-notch amenities include a spacious pool area with 14 person spa, lighted pickleball and tennis courts, beach area with chickee huts, clubhouse, and naturally protected Marina with boat ramp. Trailer storage offered. Nightly rentals allowed. Condo comes fully furnished, set to go with strong rental history. Perfect for a getaway spot that pays for itself. Dont miss this rare opportunity in a prime location!

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 04-04-2025.
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