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$1,399,000
3 Beds ⋅ 2 Baths ⋅ 619835 MLS
Welcome to your ROOFTOP RETREAT - a beautifully remodeled waterfront home at 22939 Gasparilla Lane in Cudjoe Key, where panoramic ocean views and relaxed Keys elegance come together in perfect harmony. From the spectacular rooftop deck to the light-filled interior, shimmering turquoise water creates a breathtaking backdrop throughout the home. This thoughtfully updated 3-bedroom, 2-bath concrete block residence offers 1,434 square feet of refined coastal living, enhanced by rich wooden ceilings that add warmth, character, and timeless island charm. The open living spaces flow effortlessly to the screened porch overlooking the canal -- the ideal setting for morning coffee, sunset cocktails, or unwinding after a day on the water. Designed with both comfort and functionality in mind, the property features a new metal roof, covered parking, fenced grounds, and a spacious downstairs utility/workshop area perfect for boating gear, paddleboards, fishing equipment, or hobbies. Perfectly positioned on a canal in the Lower Keys with easy boating access, Rooftop Retreat captures the essence of waterfront living with unforgettable ocean vistas and an inviting coastal atmosphere. Whether you're searching for a private island getaway, a second home, or an exceptional investment opportunity, this property delivers the very best of the Keys lifestyle.

22939 Gasparilla Ln, Cudjoe
$1,399,000
3 Beds ⋅ 3 Baths ⋅ 616464 MLS
Discover a rare opportunity in the heart of Duck Key at 1 Trinidad Street. This exceptional compound spans over an acre of land, offering remarkable potential for redevelopment, expansion, or as a long-term investment. Whether you choose to renovate the existing home, design your dream estate, or hold as a strategic asset, the scale and privacy this property provides are unmatched in the area. The existing structure is a solid, concrete-built three-story home featuring 3 bedrooms, 2.5 bathrooms, porcelain flooring, and impact windows—a durable foundation to enjoy now or reimagine entirely to suit your vision. Prime Location: Ideally situated directly across from the Duck Key Clubhouse, just steps from the pool, tennis courts, and social amenities, this property blends lifestyle appeal with investment value—offering one of the most sought-after settings in the Florida Keys.

1 Trinidad St, Duck Key
$1,399,000
3 Beds ⋅ 2 Baths ⋅ 618382 MLS
Discover a serene escape nestled in the heart of the Lower Florida Keys. Located in Cudjoe Cove, a boutique gated community of just nine homes, this 3-bedroom, 2-bath conch cottage offers unbeatable views and direct access to the ocean. Built of durable concrete with a standing seam metal roof and impact-rated windows, the home is designed for coastal resilience. A long tropical walkway leads you to your deeded dock equipped with water and electric, giving you effortless ocean access just steps from your door. The interior is light, open, and welcoming, with a focus on bringing the outside in. Enjoy a wraparound porch that frames panoramic views of the Atlantic, while inside you'll find an open floor plan with tile floors and island-inspired charm throughout. The entire second level is dedicated to a spacious primary suite, complete with a cozy sitting area overlooking the sea. Cudjoe Cove offers low HOA dues, a resort-style pool with waterfall, and trailer storage. Just 20 minutes from Key West and moments from restaurants, a marina, and conveniences — this home is ideal as a full-time residence, a second home, or a vacation getaway.

21250 Conch Dr, Cudjoe
$1,399,000
3 Beds ⋅ 2 Baths ⋅ 617068 MLS
Welcome to the extraordinary! Unique in design this 3 bedroom home in highly desirable community of Stillwright Point, one of Key Largo's most sought after waterfront communities. Approximately a 1/4 acre lot, 86ft of deep-water dockage and its own boat ramp make this a prime location for power or sail enthusiasts. The outside accommodations are complimented that with spacious rooms, large open kitchen, large dining and living area in a hexagonal design. From the main level and top floor there is an exceptional vantage point of the sound as well as full on view down the waterway as it bends behind the residence. While this home needs some updates, seller has loved and enjoyed it since 1995. It now awaits the next owner to transform this unusual and charming Keys treasure into their own piece of paradise.

Not Provided
$1,399,000
3 Beds ⋅ 2 Baths ⋅ 617709 MLS
Originally built as the developer of Cudjoe Gardens personal residence, this exceptional Mid-Century Modern waterfront Turn-Key home captures the effortless glamour of Palm Springs design blended with the laid-back sophistication of the Florida Keys. Offered fully furnished with 3 Bedrooms and 2 Baths, the residence has been beautifully remodeled with meticulous attention to detail, honoring its architectural roots while embracing modern luxury. Impact doors and windows, wide-plank engineered wood flooring, and an updated chef's kitchen with gas range create interiors that are both stylish and functional—ideal for relaxed living and elegant entertaining. The serene Primary Suite is a private sanctuary, featuring expansive picture windows that frame stunning views of the home's massive, newly refurbished waterfront pool, evoking a true resort-style experience. Designed for the boating enthusiast, the property offers deep-water dockage on a flow through canal with a concrete dock and 10,000-lb boat lift, providing effortless access to open water. A whole-house generator with automatic transfer switch ensures uninterrupted comfort and peace of mind year-round. Located within one of the Keys' most desirable waterfront neighborhoods, residents enjoy access to the Cudjoe Gardens Marina a full-service marina with fuel, bait, refreshments, and boat ramp, along with a beloved Bent Prop waterfront restaurant—all just moments from home This is a rare opportunity to own a historically significant, architecturally distinctive residence that seamlessly blends mid-century design, modern upgrades, and an unparalleled waterfront lifestyle.

51 Drost Dr, Cudjoe
$1,399,000
2 Beds ⋅ 2 Baths ⋅ 617647 MLS

1126 Grand St, Key Largo
$1,398,000
3 Beds ⋅ 2 Baths ⋅ 620387 MLS
Extensively renovated CBS pool home in desirable Duck Key featuring luxury finishes, smart-home technology, and contemporary coastal design. This beautifully updated Florida Keys retreat offers an exceptional blend of modern style and island living, highlighted by a dramatic multi-story screened porch that captures natural light, tropical breezes, and seamless indoor-outdoor living. The designer kitchen serves as the heart of the home, showcasing an oversized quartz waterfall island, premium smart appliances, custom cabinetry, and a spacious walk-in pantry. Throughout the home you'll find soaring tongue-and-groove ceilings, oversized interior doors, designer lighting, and high-end finishes throughout. The luxurious bathrooms have been thoughtfully redesigned with custom tile work, floating vanities, LED mirrors, premium fixtures, and spa-inspired showers that create a true resort-style experience. Thoughtful upgrades and attention to detail are evident throughout every room. Outside, enjoy a beautiful new pool surrounded by an expansive paver deck, creating the perfect setting for entertaining or relaxing in the Florida Keys sunshine. The impressive screened outdoor living area offers a unique architectural feature, providing an inviting space to enjoy island breezes year-round. Elevated construction provides abundant enclosed storage, flexible bonus space, and room for hobbies, fitness equipment, or additional storage needs. Professionally prepared engineering plans for a future expansion are also available, offering additional flexibility and value for future owners. Located in the sought-after community of Duck Key, just minutes from world-class boating, fishing, waterfront dining, and resort amenities. A rare opportunity to own a fully renovated luxury home in one of the Florida Keys' most desirable island communities.

209 Corsair Rd, Duck Key
$1,395,000
2 Beds ⋅ 4 Baths ⋅ 621163 MLS
NEW LISTING IN OLD TOWN WITH OFF STREET PARKING! This Old Town investment property comes fully furnished so you can move right in or start renting immediately. It is a legal duplex with two units, each having one bedroom and one and a half bathrooms but could easily be converted to a single family home. Located on a fenced corner lot in Old Town, it's just blocks from Duval Street, making it very convenient for dining, shopping, nightlife and enjoying the Key West sights The home has updated kitchen and baths, ductless AC units, hardwood floors, vaulted ceilings, and skylights. It's a perfect mix of modern style and classic Keys architecture. Live in one unit and rent out the other, have a dedicated private guest space, or use both to generate income. Each unit has its own private outdoor area and laundry. There is a welcoming front porch perfect for morning coffee. Desired X Flood Zone!

709 Olivia St, Key West
$1,395,000
4 Beds ⋅ 2 Baths ⋅ 619542 MLS
Life on the water feels effortless at 34 Key Haven Road! Set along a wide canal in one of Key Haven's most desirable pockets, this 4 bedroom, 2 bathroom home is designed for those who want to be on the boat within minutes and back home just as easily. From the moment you arrive, the elevated setting and clean curb appeal set the tone. Step inside and the home opens up into a bright, modern layout where the kitchen naturally becomes the center of it all. With updated finishes and stainless steel appliances, it connects to both living areas, creating space to gather, relax, and entertain. As you move through the home, your attention is drawn toward the water. Sliding glass doors from both the main living area and primary bedroom lead to a spacious covered patio. Just a few steps down, the canal becomes an extension of your backyard, offering quick access to both the Atlantic and Gulf. The layout offers flexibility, including a fourth bedroom with its own entrance, ideal for guests, a home office, or additional privacy. Outside, a 60ft concrete seawall and generous dockage space make it easy to accommodate your boating lifestyle. With a metal roof, shutters, and an elevated lot helping to keep insurance costs very manageable, this is a home that blends practicality with the kind of lifestyle that makes the Keys so special. Simple, functional, and centered around the water, just the way it should be!

34 Key Haven, Key Haven
$1,390,000
3 Beds ⋅ 3 Baths ⋅ 615301 MLS

94825 Overseas Highway Unit 108, Key Largo
$1,390,000
2 Beds ⋅ 2 Baths ⋅ 616971 MLS
Located on a tranquil canal-front setting in the desirable Plantation Key Colony, this impeccably updated, turnkey ground-level residence offers two bedrooms, two baths, 50 ft of coveted dockage, and boat slip with immediate bay access. Meticulously maintained and ready for carefree island living. The home's concrete, ground-level construction enhances both durability and ease of maintenance, while a fresh, clean aesthetic unfolds inside and out. Recent upgrades and improvements include brand new metal roof, impact windows and doors, new interior and exterior paint, new interior doors, energy efficient appliances, new sewer line, and re-thatched tiki hut. Updates to the attached pull through garage includes new door rollers, lock hardware, and upgraded flooring and wall finishes, all designed to keep the property in turnkey condition. This home is for those who embrace water-based recreation with easy bay and ocean access via Tavernier Creek, a boat slip with ramp through the garage, and new fish cleaning station with electric and water hookup. The voluntary homeowners association offers a bayfront HOA park with a new boat ramp, beach, and picnic area. With its ideal location and exceptional features, this canal home presents a unique opportunity to embrace the vibrant lifestyle of the Upper Keys.

251 Azalea 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
$1,375,000
4 Beds ⋅ 3 Baths ⋅ 620962 MLS
All this home needs is YOU! Located just one block in from the bay in Key Largo's popular Sexton Cove, this 2014 build offers 4 bedrooms, including an office/den/4th bedroom, 2.5 baths along with a laundry room and workshop! The spacious floorplan offers a nice sized living area with a proper dining space, and open kitchen with granite tops, wood cabinets and island for entertaining. The generous primary suite includes ample closet space & large en suite bath with shower, tub, dual sinks & water closet. With coveted Southeast exposure, the double decker covered porches overlook your 62ft concrete dock with davits and the 80ft wide canal - perfect for taking in the morning sunrise and afternoon cocktails! This solidly built home has been fortified with impact windows & doors, a metal roof and a new ac installed in 2026. Fully furnished down to the dishes along with a fully stocked workshop with a work bench, ice machine and more. Covered parking for 3 cars and tons of open space for your RV, boat trailer and even room for a pool! Sexton Cove offers a private boat ramp just down the street, membership is optional at just $150 per year. The 80ft wide, yet short canal offers direct access to the Florida Bay and the ocean beyond for excellent proximity to the world class fishing, boating and diving Key Largo is known for. Numerous bars & restaurants nearby that can be reached by car, foot or boat! Close enough to the mainland yet a world away.... call today and enjoy the beauty of Keys living!

3 Snipe Rd, Key Largo
$1,375,000
4 Beds ⋅ 3 Baths ⋅ 619317 MLS
WATERFRONT GEM. Located on Big Coppitt, this location is only five miles from Key West and all destination resort amenities, restaurants, and the downtown Historic District . Adjoined by 130' frontage of a deep canal and 80 feet of multi level concrete seawall, this Boater's paradise has quick access to the Key West Harbor, fabulous Coral Reef diving, offshore fishing and back country beaches, lobster diving and wrecks. An open floor plan with updated kitchen greets you upon entry of this elevated home. One ensuite bedroom and two additional guest bedrooms, share the second bath and laundry area round out the main floor. A large open composite deck faces the canal off the living area, providing over 400 sf of additional outdoor space. The third level is a master suite with large walk in closet and custom bath. The lower level includes a large 900 sf permitted storage area, covered parking for two vehicles from the paver driveway. Construction features include Hardi-board cement based siding and soffits, white metal roof, and plenty of yard for your toy storage, boat trailers, and guest parking. Plenty of Room for a pool and Tiki.

9 Jade Dr, Big Coppitt
$1,374,499
4 Beds ⋅ 3 Baths ⋅ 618156 MLS
Duck Key Pool Home with Legal Downstairs Living & Exceptional Flexibility. Beautifully updated 4BR/3BA pool home on the desirable island of Duck Key, thoughtfully renovated with permits and designed for comfortable coastal living. A standout feature of this home is the legal, permitted downstairs living area (pre-1973), which offers a private space complete with a living room, bedroom, bath, and kitchenette. This flexible layout is ideal for extended family, long-term guests, or creating a separate retreat within the home--an increasingly rare advantage in the Florida Keys. Upstairs, the main living area features updated finishes and generous closet space throughout, providing both comfort and functionality. The home is offered fully furnished and move-in ready, allowing for immediate enjoyment. Step outside to your own private tropical setting, featuring: a sparkling pool and tiki hut for entertaining; lush landscaping with pineapple, fig, starfruit, and avocado trees; a private putting green; and partial Atlantic Ocean views. Additional highlights include two attached garage spaces and access to a voluntary homeowners clubhouse. Conveniently located near Duck Key Marina and Hawk's Cay Resort amenities, with optional memberships available. A rare opportunity to own a versatile, move-in-ready home in one of the Florida Keys' most sought-after communities. Check out the marina and the perks of being a homeowner on Duck Key. https://www.duckkeymarina.com/ for boat slips, https://hawks-cay-resort.playbypoint.com/f/hawks-cay-resort/memberships, https://www.hawkscay.com/, and http://www.clubduckkey.com/ for memberships! All in your backyard.

247 W Seaview Cir, Duck Key
$1,370,000
5 Beds ⋅ 3 Baths ⋅ 616064 MLS
FLORIDA KEYS WATERFRONT VALUE 5 BEDROOMS • DIRECT GULF ACCESS • TWO-STORY LAYOUT Located in Marathon, this spacious two-story waterfront property has direct Gulf access, flexible living space, and future rooftop deck potential with possible bay views from upper-level enhancements. The home is functional and move-in ready, with prior updates already completed and major systems operational. Natural light, multiple living areas, and the flexible layout provide opportunities for full-time living, seasonal use, guest space, boating lifestyle, or future personalization over time. Expansive outdoor deck space and waterfront positioning create room to enjoy boating, fishing, water activities, and relaxed Florida Keys living. The property layout also allows flexibility for future outdoor enhancements, tropical landscaping, shaded entertaining areas, or additional outdoor living concepts. With l waterfront inventory in the Florida Keys, this property presents a chance to secure a larger waterfront home in Marathon with long-term flexibility and future potential. Property is being sold as it is, allowing the next owner flexibility to personalize and update over time.

11250 5th Avenue Gulf Ave, Marathon
$1,350,000
4 Beds ⋅ 2 Baths ⋅ 621134 MLS
Your place in Key West awaits. Located in Midtown, just minutes from the energy of Duval Street, this updated two-unit property offers the flexibility to live here, escape here, or explore its income potential. Whether you're looking for a full-time residence, a tropical getaway, or a property that can help offset the cost of ownership, this is an opportunity to experience Key West on your own terms. Enjoy slow mornings, bike rides through the island, days on the water, unforgettable sunsets, and some of Key West's best dining, entertainment and nightlife just minutes away. With two separate living spaces, approximately 1,760 sq ft of living area, and a 6,433 sq ft lot, the property offers versatility for both personal use and additional income. Come for the lifestyle, stay for the possibilities.

1300 Ashby St, Key West
$1,350,000
3 Beds ⋅ 2 Baths ⋅ 620485 MLS
Welcome to 103 Key Haven Road! This home is on an over-sized lot, which overlooks a small bay, and has mangrove and sunset views. The expansive back yard feels very private and has a large patio area. There is plenty of room for your boat along the seawall, and it is the perfect spot to watch sunset. The 3 bedroom home is livable as it is, or you can add your own current updates.

103 Key Haven, Key Haven
$1,350,000
3 Beds ⋅ 3 Baths ⋅ 619160 MLS
Experience luxury coastal living at its finest in this exceptional corner residence located in the highly sought-after Key Largo Ocean Resort. This stunning three-level new construction home features a private elevator and a spectacular rooftop terrace offering breathtaking panoramic ocean views--enjoy sunrise and sunset vistas from the terrace and every room. Designed for the most discerning buyer, the home showcases porcelain flooring throughout, superior craftsmanship, and comes beautifully furnished for immediate enjoyment. Every window features serene ocean views, creating a bright and tranquil atmosphere throughout the residence. Perfect as a primary residence, vacation home, or investment property, this home offers no rental restrictions--ideal for both annual and seasonal rentals. Key Largo Ocean Resort is a gated community with 24-hour security and resort-style amenities including a clubhouse, pool, fitness center, pickleball courts, tennis courts, and basketball courts. Enjoy direct ocean access and the ultimate Florida Keys lifestyle.

94825 Overseas Highway Unit 209, Key Largo
$1,350,000
3 Beds ⋅ 2 Baths ⋅ 618944 MLS
THIS IS FLORIDA KEYS LIVING AT ITS BEST!! Truly a Tropical Oasis, this Stunning 3 Bedroom 2 Bath Key Largo canal front retreat on a large corner lot with 65 feet of concrete dock and quick, one minute access to the Bay and Ocean thru Adams Cut will impress!! This 2006 impeccable home with all the modern luxuries you could want features gorgeous hard wood floors throughout. The open concept living area is beautifully presented with soaring vaulted ceilings, a huge kitchen island for entertaining, stainless-steel appliances and motorized window treatments and plantation shutters! Step into your spacious primary bedroom and enjoy a spa like bathroom where you can unwind and relax. Downstairs you will find a very large patio perfect for Sunday afternoon BBQ's with friends and family. The 65' concrete dock is equipped with a 15,000 lb boat lift and davits. Plenty of room for your water toys here!! This home has it all for the boating enthusiast! LOCATION! LOCATION!! Conveniently located in Lake Surprise, MM 106 Bayside. Absolutely one of Key Largo's premier neighborhoods, close to shopping, amazing restaurants and outdoor fun. A 20-minute drive to the mainland makes this home a perfect choice for those seeking the best of both worlds! Long Key Road is the first canal in from Blackwater Sound, you'll be out on the water in seconds. Don't miss this opportunity to own this stunning canal front home in Lake Surprise.

103 Long, Key Largo
$1,350,000
4 Beds ⋅ 4 Baths ⋅ 611780 MLS
Beautiful turnkey modern new construction home. Corner lot with water views. Amazing roof deck with entertainment room on top floor, giving an extra floor of living space. Open floor plan and perfect for entertaining or large families. Private community of Key Largo Ocean Resort, packed with brand new amenities such as pool, clubhouse, tennis & basketball courts, clubhouse, playground, gym, fishing pier and community ramp. See video for virtual tour.

94825 Overseas Highway Unit 253, Key Largo
$1,349,000
4 Beds ⋅ 3 Baths ⋅ 621156 MLS
Tucked into the natural landscape of Grassy Key, 235 Tropical Avenue offers a unique combination of space, privacy and the unhurried character that defines life in the Middle Keys. Set on a 15,000-square-foot lot in Crains Subdivision, this concrete stilted residence offers more than 3,600 square feet of living space, impact windows and doors, and generous indoor-outdoor areas designed around the Florida Keys lifestyle. An expansive open layout creates room to gather, entertain and settle in comfortably, with multiple living spaces and an easy connection to the outdoors. Lush native vegetation surrounds the property, creating a remarkable sense of privacy and seclusion. The partially fenced backyard centers around an inviting in-ground pool with waterfall, tanning shelf and water features, setting the stage for long afternoons outside and evenings under the palms. Ample parking provides room for multiple vehicles and boat trailers, an especially valuable feature for enjoying life on the water. Above it all, a rooftop observation deck captures ocean views and a beautiful perspective across Grassy Key. Watch the light change over the horizon and native birds gather around the natural salt ponds behind the property. Crains Subdivision also offers a community sunset park, while a public boat ramp is just minutes away for convenient access to the surrounding waters. Centrally positioned between Marathon, Duck Key and Islamorada, the home is convenient to Curry Hammock State Park, Dolphin Research Center, waterfront dining, marinas, fishing, diving, paddling and the Florida Keys Overseas Heritage Trail. Whether envisioned as a full-time residence or a private Florida Keys retreat, 235 Tropical Avenue feels connected to its surroundings, offering a spacious and secluded setting from which to experience the water, wildlife and easy rhythm of Grassy Key.

235 Tropical Ave, Marathon
$1,349,000
3 Beds ⋅ 2 Baths ⋅ 620916 MLS
Look no further--this exceptional property truly has it all. This beautifully maintained CBS home boasts open-water views and is situated on an oversized lot on an extra-wide, deep canal, great for bigger boats, and just three houses in from the end. You'll be up on plane in seconds, with unparalleled boating access to both the Atlantic and Gulf. Ideally located closest to the premier backcountry of the Lower Florida Keys, this is the perfect property for the fishing and diving enthusiasts and still only 20 minutes to Key West. Built by Tom Ryan Construction, this solid CBS 3-bedroom 2-bath home is almost 1,300 square feet, and has a spacious, open feel, created by the thoughtful layout and vaulted ceilings in the main living area. The kitchen features granite countertops, a convenient breakfast bar, and a dedicated dining area, making it ideal for both everyday island living and entertaining. The primary suite has a walk in closet and french doors leading out to the porch, while the second bedroom has a pocket door creating another convenient ensuite for guests. Most days you'll enjoy outdoor dining or cocktails and the relaxed island life from the covered, screened porch overlooking the canal with open water views of Kemp Channel. The views continue into the primary suite and kitchen, offering a beautiful waterfront backdrop throughout the home. The lower enclosure provides plenty of space for a vehicle, workshop, and storage. Two 500-gallon cisterns provide ample water for maintaining the lush tropical landscaping. The solid concrete step down seawall features davits each with a 5,500 lift capacity. This property is the ideal location to be able to spend a stellar day on the water, then head to Key West to one of the many fabulous restaurants for dinner, and finish the evening listening to live music or take in a show at one of our unique boutique theaters. You can have it all.

23057 Bluegill Ln, Cudjoe
$1,349,000
3 Beds ⋅ 2 Baths ⋅ 620505 MLS
Location is everything! If you are dreaming about the Key Largo lifestyle, it doesn't get much better than this. This beautifully maintained 3-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and coastal living. Located just minutes from world class fishing, iconic sandbars, waterfront dining, and easy ocean and bay access, you'll spend less time driving and more time enjoying everything the Florida Keys has to offer. Whether you're looking for a primary residence, weekend getaway, or investment opportunity, this is a rare chance to own in one of Key Largo's most desirable locations. Schedule your private showing and experience it for yourself.

615 Cuda Ln, Key Largo
$1,349,000
2 Beds ⋅ 2 Baths ⋅ 612863 MLS
This exceptional furnished waterfront home offers luxurious comfort, modern upgrades, and excellent boating access, complete with a heated pool, 60 feet of dockage, and a charming tiki hut. Rated '10 - Exceptional' on VRBO, it is also a proven vacation rental with future bookings already in place. Inside, tile floors and tasteful nautical décor create a bright, inviting feel. The living area features a leather sofa, loveseat, 55-inch smart TV, and free WiFi. The kitchen is well equipped with granite countertops, stainless steel appliances, a farm sink, and an island with seating for four, while the dining area comfortably seats six. The primary suite includes a king-size bed with a gel memory foam mattress, a 32-inch smart TV, and a private bath with a walk-in shower. The guest bedroom offers two queen beds, a smart TV, and access to a second full bath with a walk-in shower. An indoor washer and dryer, linens, and pool towels add convenience. Outside, the spacious deck and tiki hut feature a dining area, swings, and a 45-inch TV overlooking the water. The pool area includes brand-new chaise lounges and an outdoor dining set. Boaters and anglers will appreciate the bait freezer, commercial ice machine, fish cleaning station, and direct deep-water access to both the Gulf and Atlantic. Recent updates include a new range, bait freezer, and kitchen faucet in 2024; HVAC, tiki hut, and commercial ice machine in 2020; and a metal roof with impact windows in 2019. Ideally located near the 7-Mile Bridge and Vaca Cut, this home is perfect for boating, fishing, relaxing, or enjoying the best of the Keys lifestyle.

8188 Aviation Blvd, Marathon
$1,349,000
3 Beds ⋅ 3 Baths ⋅ 619055 MLS
Discover waterfront living in Jolly Roger Estates on Little Torch Key. This beautifully maintained 3 bedroom, 3 bathroom canal-front home offers quick boating access to open water, making it ideal for fishing and island adventures. Designed for the Florida Keys lifestyle, the property features a private pool, tiki hut, and spacious outdoor entertaining areas overlooking the canal. Boaters will appreciate the dock and 14,000-lb boat lift, providing easy access for larger vessels. Whether you're seeking a full-time residence or a luxury island retreat, this home delivers the perfect blend of comfort, boating, and relaxed Keys living.

845 Pirates Rd, Little Torch
$1,349,000
3 Beds ⋅ 2 Baths ⋅ 617009 MLS
Turnkey vacation rental on 75ft deep-water canal with heated pool & dock -- one canal to Gulf, 10 min to Vaca Cut. Impact windows, metal roof, new HVAC, PVC plumbing, 200-amp electric -- every major system updated. Smart home with remote pool heat. Commercial ice machine. Sold fully furnished & rental-ready. Steps from quiet nature preserve. Screened porch & carport. New washer/dryer & fridge.

11285 6th Ave, Marathon
$1,325,000
2 Beds ⋅ 2 Baths ⋅ 620655 MLS
Deep water Canal front home, on large lot in nice neighborhood, it faces an environmentally protected 10-acre lake across the street affording forever views and privacy. Currently the property has a small wooden dock, and building a new customized concrete or wood T-dock with boat lifts should be possible. If purchasing this property solely for the land, having an existing home by-passes the long wait, costs and uncertainty of going through ROGO. In fact you could probably start building your dream home in months not years (check with the local building department to be sure). However, this waterfront sailboat access home offers a livable, sturdy, well insulated and functional 782 sq ft wood frame, site-built house on concrete columns; finish floor is at Elevation 11.71. The lot is large enough that thousands more square feet of living area can be added to the existing home. If remodeling the house, only the exterior walls are load bearing and all interior walls could be removed leaving an approximate 15'6'' x 44'6'' interior open area, large enough for a Big Game Room, and wide enough to accommodate a regulation sized Billiard Table, but probably too small for a skating rink. Or if you prefer, just knock the whole house down and build your dream home from the ground up, (you'll save money on impact fees, water and sewer hook-up). There are many mature trees providing shade and privacy. The canal is deep enough to accommodate most sailboats. The House is built strong, using 2x12 floor and roof joists 16'' o.c. 2x6 exterior wall studs 16''o.c. 3/4'' plywood on roof and floors. 3/4'' plywood on exterior walls with 5/8'' plywood fastened over it. Impact windows and door. 8' ceiling clearance under house. House could easily be wire lathed and stuccoed, sided with cement board, vinyl siding etc. or even completely enclosed with poured concrete or concrete block construction. Home sold As-Is, owner is a licensed real estate agent.

956 Shaw Dr, Key Largo
$1,300,000
2 Beds ⋅ 2 Baths ⋅ 620934 MLS
Summerland Key Cove -- Come by Sea or by Plane A unique opportunity in Summerland Key Cove offering both canal-front living and access to the community's private airport. Whether your Florida Keys lifestyle revolves around boating, flying, fishing, diving, or simply enjoying the water, this property offers a combination that is increasingly hard to find. Built in 1982, this 1,240 sq. ft. concrete block home features 2 bedrooms plus a versatile bonus room that can serve as a guest room, home office, gym, TV room, or additional living space. An approximately 400 sq. ft. screened room overlooking the canal adds substantial outdoor living space. Some major improvements have already been completed, including a 2022 metal roof, 2023 impact windows and doors on the upper level, and updated central A/C in 2020. Connected to central sewer. One of the property's standout features is the approximately 1,240 sq. ft. airplane hangar height of 9ft. Hard-to-find amenity in the Florida Keys--plus approximately 400 sq. ft. of additional storage and a concrete driveway. On the water, the property offers approximately 60 feet of concrete seawall on a 60-foot-wide canal, along with a davit. Two canal exits provide access to Kemp Channel, opening the way to both Atlantic Ocean and Gulf-side boating for fishing, diving, exploring, and enjoying the surrounding Keys waters. Located in an improved subdivision on a Tier III lot in AE-10 flood zone. Fencing is permitted. Access to the Summerland Key Cove airport and marina is available through membership. The home is currently tenant occupied with pets; advance notice is required for showings. NO tresspassing. Rented

486 S Airport Dr, Summerland
$1,300,000
3 Beds ⋅ 2 Baths ⋅ 620833 MLS
Discover the opportunity to own a brand-new home in the highly sought-after Harborage community of Key Largo. Scheduled for completion before the end of 2026, 26 Ocean offers the chance to be the very first to enjoy this thoughtfully designed Florida Keys retreat. The home will feature 3 bedrooms, 2 bathrooms, and a convenient downstairs storage room. Ample covered space below provides flexibility for parking, entertaining, or enjoying the island breeze. Residents of The Harborage enjoy desirable community amenities, including a boat ramp and clubhouse perfectly suited to a relaxed Florida Keys lifestyle. For added confidence, the home will be backed by a comprehensive builder's warranty.

26 Ocean Dr, Key Largo