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$3,495,000
4 Beds ⋅ 4 Baths ⋅ 619913 MLS
Enter the bougainvillea-lined gates of Casa Feliz, a private oceanfront retreat on Grassy Key offering expansive water views, a white sand beach, and resort-style living. A strong-producing vacation rental with established history and future bookings in place, this exceptional estate presents an attractive investment opportunity. Set on more than 24,000 square feet of lush grounds with mature landscaping, fruit trees, fresh herbs, and .29 acres of bay bottom, Casa Feliz is designed for relaxation and entertaining. An observation pier provides access for kayaking, paddleboarding, fishing, and enjoying abundant marine life. Dockage is available nearby at Duck Key Marina or Grassy Key Marina, if desired. The property's unique orientation captures both sunrise and sunset views, a rare feature in the Keys. Outdoor amenities include a saltwater pool with cascading waterfalls, spillover spa, and a fully equipped poolside cabana featuring a wet bar, refrigerator, ice maker, and cooking area. A fire table and beachside fire pit offer inviting spaces to gather beneath the stars. Completely renovated down to the studs in 2022, the three-story residence was redesigned to maximize ocean views throughout. Four custom bedroom suites, each with a private en-suite bath, comfortably accommodate guests. The top-floor penthouse suite features a private balcony, 180-degree ocean views, custom 96-inch circular bed, and kitchenette with coffee station. Accordion impact-glass doors create a seamless connection between indoor and outdoor living. The gourmet kitchen features Café appliances, an induction cooktop, quartz countertops, mosaic tile backsplash, wine cooler, glass shelving, and multiple dining areas. Additional highlights include a movie theater, library loft, Control4 smart technology, custom millwork, and a mural by a local artist. Come discover why Grassy Key is the place to be.

58652 Overseas Hwy, Marathon
$3,400,000
5 Beds ⋅ 5 Baths ⋅ 619897 MLS
CONSTRUCTION COMPLETE! SeaGlass Cove is a brand-new luxury, gated island community located in the heart of the Florida Keys, adjacent to Duck Key. A rare find of just 14 new construction residences offering direct Atlantic Ocean views, a resort-style pool, pickleball court, and sandy beach with the flexibility of a weekly rental. The first floor offers a private two-car garage and covered cabana with spacious outdoor living space that leads out to the pool deck and beach. The second floor features an open floor plan with spacious kitchen, dining, and great room all overlooking the Atlantic Ocean. One en-suite bedroom on this floor provides seclusion for guests. On the top floor, you'll find the primary suite with a luxurious spa bath, a second guest suite and two additional guest bedrooms that share a bath. Luxuriously finished with high-end KitchenAid appliances, waterfall quartz countertops, full-height backsplashes, and much more. Additionally, this residence offers upgrades including an outdoor summer kitchen, an exterior spiral staircase from the second down to the first floor, and a fire pit. SeaGlass Cove is barefoot luxury at its best!

59720 Overseas Highway Unit 10, Marathon
$3,100,000
5 Beds ⋅ 5 Baths ⋅ 619896 MLS
CONSTRUCTION COMPLETE! MOVE-IN AND RENTAL READY! SeaGlass Cove is a brand-new luxury, gated island community located in the heart of the Florida Keys; adjacent to Duck Key. A rare find of just 14 new construction residences offering direct Atlantic Ocean views, a resort-style pool, pickleball court, and a sandy beach with the flexibility of a weekly rental. The first floor offers a private two-car garage and covered cabana with spacious outdoor living space that leads out to the pool deck and beach. The second floor features an open floor plan with spacious kitchen, dining, and great room all overlooking the Atlantic Ocean. One en-suite bedroom on this floor provides seclusion for guests. On the top floor, you'll find the primary suite with a luxurious spa bath, a second guest suite and two additional guest bedrooms that share a bath. Luxuriously finished with high-end KitchenAid appliances, waterfall quartz countertops, full-height backsplashes and much more. Additionally, this residence offers upgrades including an outdoor summer kitchen, an exterior spiral staircase from the second floor down to the first floor, and a fire pit. SeaGlass Cove is barefoot luxury at its best!

59720 Overseas Highway Unit 9, Marathon
$1,675,000
3 Beds ⋅ 2 Baths ⋅ 619885 MLS
From the moment you arrive, this charming waterfront cottage invites you to leave the outside world behind. Tucked among lush tropical landscaping, its soft yellow exterior, metal roof, and classic white-picket charm set the mood for something unforgettable. Welcome to Key Lime Kottage, a turnkey 3-bedroom, 2-bath waterfront retreat in Grassy Key, where time slows, conversations last longer, and every day feels like a Florida Keys vacation. Inside, the open living, dining, and kitchen areas flow effortlessly, creating a warm setting for relaxed meals and time together. Outside, Key Lime Kottage becomes your secluded resort. The screened-in pool and spa, covered lounging area, and tropical privacy invite you to unwind. Imagine floating beneath the sun, relaxing in the spa, and sharing a toast as the sky turns gold and coral. A composite dock leads through the mangroves toward open Gulf views. Begin the morning with coffee by the water, launch a kayak or paddleboard, or sit together and enjoy the soothing rhythm of the Keys. Currently in a vacation-rental program, Key Lime Kottage combines personal enjoyment with income-producing potential. Its waterfront setting, open-water views, pool, spa, privacy, and turnkey condition create the resort experience guests seek--and want to revisit year after year. Conveniently located near the Dolphin Research Center, The Wreck Restaurant, downtown Marathon, shopping, marinas, and Million Air, the home feels private yet connected. You are not simply purchasing a property. You are investing in peaceful mornings, poolside afternoons, romantic sunsets, and a Florida Keys lifestyle guests will remember long after leaving. Could Key Lime Kottage become your private escape, income-producing retreat--or both? Kindly provide at least 24 hours' notice for showings. Saturdays during guest check-in and check-out windows are preferred.

58773 Overseas Hwy, Marathon
$2,399,000
4 Beds ⋅ 5 Baths ⋅ 619881 MLS
Looking for the best of both worlds? Enjoy your vacation home and let it pay for its self when your not. Since January 2024, 229 Pescayo has hosted 113 stays across 860 guest nights and generated $512,831 in accommodation revenue. An incredible 88% occupancy rate 4.96 / 5.0 guest rating Fully furnished, income-generating from day one -- zero ramp-up period This isn't a fixer-upper with 'potential.' It's a proven, cash-flowing short-term rental with the reviews, occupancy, and forward bookings to prove it -- built in 2023 and already established as one of the area's busiest vacation rentals. Why It Performs: Every finish was chosen to drive nightly rate and occupancy, not just curb appeal. Boaters and premium-amenity guests are the target market, and the property is built to convert them into repeat bookings: 72' of deep-water dockage, water & electric at dock, outdoor lighting Less than 10 minutes to open water & Vaca Cut for Gulf access Heated pool with paver decking Covered entertaining area + large covered upper terrace for shaded, salt-air living 240V EV charger 800 sq ft storage enclosure Aluminum gated vehicle access + security cameras The Property: Double doors open into an open-concept kitchen and living space -- quartz countertops, tile backsplash, built-in wine cooler, and tile flooring throughout. Four master suites, each with a private bath, plus an additional half bath for guests. Sold fully furnished -- dishes, linens, smart TVs, all of it. Bottom Line: No lease-up, no renovation, no guesswork on rates. Bring your boat -- the income is already running.

229 Pescayo Ave, Marathon
$2,390,000
619872 MLS
Fast track your way to receiving a building permit for the home of your dreams. A stunning opportunity to build exactly what you envision for this beautiful ocean front lot, completely cleared and filled to grade. Preexisting home has been removed, thus allowing for a super fast permitting process. once your architectural plans have been submitted you could be breaking ground in two to three months. This 1/2 acre + lot is located in the heart of Marathon, walking distance to the popular Sombrero Beach and Park. There is a bike path/walking path that winds through the golf course, past Publix Shopping Center, the best beach in the Keys and lovely quiet neighborhoods. In five minutes you can be at the Marathon International Airport, Fishermans Hospital or Home Depot. Marathon is a friendly fishing and diving village with many restaurants and shops. The boating access from this lot will accommodate a boat with up to a 4' draft and the channel is clearly marked. Dock Permit readily obtainable.

88 A Tingler Ln, Marathon
$4,599,000
619871 MLS
Seize Your Dream with Fast-Tracked Building Permits!** Unlock the potential to construct your ideal oceanfront retreat on this exceptional estate-sized lot. This stunning 1.5-acre parcel is completely cleared and filled to grade, allowing for an expedited permitting process. With the preexisting home already removed, you can start building in just two to three months after submitting your architectural plans. (ROGO exempt) This property has been divided into two parcels, offering the flexibility to create one or two homes, depending on your vision. It's perfectly situated in the heart of Marathon, just a short stroll away from the renowned Sombrero Beach and Park. Enjoy access to a scenic bike and walking path that meanders through the nearby golf course and connects to the Publix Shopping Center, the best beach in the Keys, and charming neighborhoods. You'll find Marathon International Airport, Fisherman's Hospital, and Home Depot within a quick five-minute drive. Marathon is known for its friendly fishing and diving community, boasting an array of restaurants and shops. The boating access from this lot can accommodate vessels with a draft of up to 4 feet, and a dock permit is already applied for and readily obtainable. Don't miss this rare opportunity to make your seaside dream a reality!

88 Tingler Ln, Marathon
$1,250,000
4 Beds ⋅ 4 Baths ⋅ 619866 MLS
Beautifully renovated and fully turnkey duplex located on a deep-water canal in the heart of Marathon. This rare income-producing property features TWO spacious homes, 2BD/2BA on each side, each unit offers approximately 927 sq. ft. of updated coastal living with impact windows and doors, granite countertops, stainless steel appliances, tile flooring throughout, and covered parking. Renovated in 2020, the property blends modern finishes with the relaxed Florida Keys boating lifestyle. A true boater's dream, each side offers its own 30' concrete dock and seawall (60' total) complete with 30-amp shore power and fresh water hookups. Enjoy quick ocean access and easy Gulf access via Vaca Cut, making this an exceptional setup for anglers and boating enthusiasts alike. The waterside outdoor spaces are designed for entertaining and enjoying the Keys lifestyle, featuring string lighting, solar-lit dock pilings, under-dock fish lights that attract snapper and tarpon, and frequent manatee visits along the canal. Located directly next door to Oceanfront Park, owners and guests enjoy immediate access to one of Marathon's premier waterfront parks offering pickleball courts, a dog park, kayak launch, open green space, waterfront walking trails, playgrounds, exercise equipment and community events. Conveniently located 4 miles from Sombrero Beach, and 1.5 miles from Coco Plum Beach. Currently tenant occupied with both units rented month-to-month. This property also has strong vacation rental potential. Ideal opportunity to live in one side while renting the other, or maximize income potential with a fully turnkey investment property in one of the Florida Keys' most desirable boating communities. Current Insurances are very reasonable: $3,841 Flood (Covers both sides) 576 - $4,303 Wind 574 - $4,129 Wind 576 - $860 HO/Liability 574 - $721 HO/Liabilty (Pictures are of 576 99th, 574 is the same layout/finishes. Access can be arranged

574 & 576 99th St, Marathon
$2,095,000
5 Beds ⋅ 3 Baths ⋅ 619837 MLS
A rare opportunity to own a fully renovated waterfront home that delivers both the Florida Keys lifestyle and exceptional investment potential. Offering five legal bedrooms, three legal bathrooms, and seven-day vacation rentals, this turnkey property presents projected rental income of up to $170,000 annually (per pro forma), making it equally appealing as a primary residence, second home, or income-producing investment. Located on a deep-water canal with approximately 75 feet of concrete dockage, a boat lift, fish-cleaning station, and private pool, you'll enjoy quick, easy access to the Gulf and the Atlantic through Vaca Cut--putting world-class fishing, sandbars, waterfront restaurants, and open water just minutes from your dock. Inside, the home has been completely reimagined with designer finishes throughout. An open-concept floor plan, beautifully renovated kitchen and baths, and light-filled living spaces create a sophisticated yet relaxed coastal retreat that's ready to enjoy from day one. With generous parking for vehicles and trailers, ample outdoor entertaining space, and one of Marathon's most desirable boating locations, this property offers a rare combination of luxury, convenience, and strong income potential. Whether you're looking for a high-performing vacation rental or your own private piece of the Florida Keys, this home delivers the best of both.

112 Bruce Ct, Marathon
$1,250,000
3 Beds ⋅ 3 Baths ⋅ 619797 MLS
This extraordinary Mid-Century modern single-family home is a private tropical oasis at the (rarely available) end of a canal with direct-ocean access. The luxury resort-style patio features Travertine tile, a heated pool with a sun shelf, and custom landscape lighting for evening entertaining. The home's original craftsmanship is high-lighted by tongue and groove Florida Pine ceilings, grand archways, and wooden beams. The floor to ceiling windows and doors provide for natural light flowing into the home from sunrise until sunset. The open-concept living area connects to an updated kitchen with stainless steel appliances and granite countertops. The master suite boasts a hand-scraped Acacia Hardwood accent wall, barn doors, an oversized Travertine shower, and a floating sink. Two additional bedrooms in a separate wing provide guest privacy with a shared updated bathroom with an Italian marble shower. This oversized fenced lot at 8,362 sq/ft provides a tropical sanctuary in paradise. Whether you're looking for an established and profitable rental property or you're ready to embrace the dream of a Florida Keys lifestyle, this turnkey property delivers.

280 100th St, Marathon
$2,249,000
4 Beds ⋅ 3 Baths ⋅ 619793 MLS
Over 3400 sqft of Luxury Living is featured with this 2007 custom built CBS in the gated community of Stirrup Key Sub in Marathon. Elevated water views, a deeded boat slip, protected community marina, multiple outdoor living areas and a private pool. Designed for both everyday comfort and entertaining, this multi-level home offers generous interior space, flexible living areas, and a thoughtful indoor-outdoor layout. The ground level features a three-car garage, ample storage, and direct access to the pool area, creating an easy flow for relaxing, hosting, and enjoying the Keys lifestyle. The second floor serves as the main living level with two bedrooms, two full baths, a full kitchen, and open living and dining areas that extend onto a large screened lanai. This level is ideal for casual gatherings, quiet mornings, and evening breezes. The third floor offers a private primary suite, sitting area or fourth bedroom, bar/kitchenette, fireplace, spa-style bath, and an expansive lanai with peaceful elevated views. A spiral staircase leads to the fourth-floor widow's walk, finished with travertine flooring and a water hookup. From this vantage point, panoramic views stretch across Marathon and toward the Gulf, creating a quiet setting for sunrise, sunset, and open-air relaxation. A private nature path winds through preserved surroundings and leads to a Gulf-front observation dock, ideal for wildlife viewing and enjoying the surrounding natural setting. Additional features include a lift to the second floor for added convenience. Centrally located in Marathon, the home offers convenient access to shopping, dining, & daily necessities. With a deeded marina slip, elevated water views, pool, garage space, storage, multiple lanais, and a flexible custom layout, this property offers a rare combination of privacy, space, and boating access in Marathon. Schedule a private showing to experience this custom home and deeded marina slip in person.

205 Stirrup, Marathon
$684,000
2 Beds ⋅ 3 Baths ⋅ 619770 MLS
Perfectly positioned just steps from the pristine shores of Sombrero Beach, premier shopping, and vibrant nightlife, Lemon Cove stands in a class entirely its own. No other condominium residence in the area offers such a rare combination of generous private parking, breathtaking canal frontage, impeccably manicured grounds, and a resort-style pool -- all seamlessly curated for the discerning buyer. This exceptional 2-bedroom, 2.5-bathroom canal-front residence commands sweeping views of both the sparkling pool and tranquil canal, framed by generously proportioned living spaces and refined, upscale finishes throughout. Every detail has been thoughtfully considered, offering an effortless lifestyle where luxury and low-maintenance living exist in perfect harmony. For those who have envisioned waking each morning to the serene beauty of waterfront living -- without compromise -- this is your moment to live near the beach!

591 Sombrero Beach Rd Unit APT 1B, Marathon
$2,100,000
5 Beds ⋅ 4 Baths ⋅ 619765 MLS
Welcome to Casa Sirena, a refined waterfront retreat in Marathon offering comfort, privacy, and strong investment appeal. Seller Financing available! This five bedroom, three bath home includes a convenient outdoor pool bath and is ideally positioned with water frontage on two sides. Boaters will appreciate 100 feet of durable composite dockage, a jet ski lift, and a private boat ramp shared with just one neighbor. The home enjoys close proximity to Boot Key Harbor, with easy access to waterfront dining by boat, as well as a straightforward route to the Gulf via Knight Key Channel and immediate Ocean access. The surrounding Vaca Key and Boot Key provide a natural buffer, offering added protection from the elements. Outdoor living is central to the property, with lush tropical landscaping, a saltwater pool, tiki hut, and expansive wraparound patios accessible from all rooms. Inside, the open floor plan connects the living, dining, and kitchen areas, creating a comfortable and functional space. The kitchen is equipped with high end appliances suited for everyday use or hosting. Additional features include a spacious two car garage with ample storage, an extra washer and dryer, refrigerator, freezer, and workbench. The home is offered fully furnished and turnkey, ready for personal use or as a vacation rental. Privacy fencing, a security system, and gated dock and ramp access complete the offering.

103 52nd St, Marathon
$1,300,000
3 Beds ⋅ 3 Baths ⋅ 614988 MLS
Experience the pinnacle of oceanfront living in this breathtaking townhome within the highly sought-after Bonefish Yacht Club — a private, upscale enclave nestled along the sparkling waters of the Atlantic. This meticulously maintained 3-story residence offers exceptional coastal elegance, privacy, and resort-style amenities. Step into an open-concept living space that seamlessly blends indoor comfort with outdoor serenity. Enjoy water views from multiple balconies, perfect for morning coffee or sunset cocktails. The interior features a thoughtfully designed floor plan, and refined coastal décor creating a serene sanctuary ideal for both full-time residence or a luxury vacation escape. One of the property's most coveted features is the included 40' legal, liveaboard boat slip — offering deep water, direct ocean access with no fixed bridges, making it an ideal choice for avid boaters, fishermen, or those seeking the freedom of the open sea at their doorstep. Wake up and step aboard for a day on the water, with world-class sportfishing, diving, and island hopping just minutes away. The Bonefish Yacht Club community provides residents with a resort-like atmosphere, complete with amenities such as a pool, clubhouse, marina, and a peaceful, private setting that captures the essence of luxurious, laid-back island living. Don't miss your opportunity to own a piece of paradise in one of the Florida Keys' most desirable communities.

95 Coco Plum Dr Unit 5D, Marathon
$920,000
619630 MLS
Experience the ultimate Florida Keys waterfront lifestyle with this rare oversized boat slip located in the highly sought-after Coco Plum Beach neighborhood of Marathon. Situated in the exclusive Coco Plum Beach Yacht Club. Boasting an impressive 22-foot x 80-foot slip with a 65 foot dock, this slip is perfectly suited for accommodating larger vessels with ease. Positioned on the oceanside, you'll enjoy direct, bridge-free access to open water - an exceptional advantage for avid boaters and anglers alike. Tucked at the very end of a secure, gated section of the marina, this prime location offers enhanced privacy along with quick effortless navigation straight to the ocean. Enhancing the experience is a generous 11' x 30' tiki hut creating an inviting outdoor living space just steps from your vessel. The slip is fully equipped with Electric, water and pump out services for maximum convince. A dedicated storage unit provides ample space for all your boating gear and equipment. The marina offers convenient amenities including a community pavilion, bathhouse, and on-site laundry facilities. With a premium location and a strong rental income potential, opportunities like this - featuring large slips paired with land based living amenities - are increasingly rare. Don't miss your chance to own a unique piece of paradise. Survey on file; Dimensions 38' x 82' x 68'

100 Ve I, Unit A, Marathon
$180,000
619623 MLS
This is a property for someone thinking about the future, not just today. The lot measures 110' x 110' (just over a quarter acre), is cleared, and sits on a 100-foot-wide, boatable canal with quick access to open water. It's directly across from Cocoplum Beach, giving it a quiet, natural setting that's hard to find. You'll notice there are already homes on this street, including next door, and the two streets leading in show a similar pattern -- one side built out, the other still open. These larger parcels create space, privacy, and a peaceful feel tucked away from US-1. As it stands today, the lot does not meet current density requirements to be built on as a standalone parcel. A site condition letter from the City will be obtained and provided so buyers have a clear understanding of its current status. There are also three adjoining privately owned lots. While there are no guarantees, a future owner could explore the possibility of assembling multiple parcels or changes over time that may affect what's allowed. This is best suited for someone who understands the current limitations, doesn't need to build right away, and sees value in holding a unique piece of property for the long term.

Ave M, Marathon
$3,500,000
4 Beds ⋅ 5 Baths ⋅ 609718 MLS
CONSTRUCTION COMPLETE! MOVE-IN AND RENTAL READY! SeaGlass Cove is a brand-new luxury, gated island community located in the heart of the Florida Keys adjacent to Duck Key. A rare find of just 14 new construction residences offering four and five-bedroom floor plans all with direct Atlantic Ocean views, a resort style pool, pickleball court, sandy beach, and the flexibility of a weekly rental. The first floor offers a private two car garage and covered cabana with spacious outdoor living space that leads out to the private beach and pool deck. The second floor features an open floor plan with spacious kitchen, dining and great rooms all overlooking the Atlantic Ocean. One en-suite bedroom on this floor provides seclusion for guests. On the top floor you'll find the primary suite with luxurious spa bath and three additional guest bedrooms. The homes are finished with high end KitchenAid appliances, waterfall quartz countertops, full height backsplashes, custom closets and much more. Additionally this residence offers upgrades including: elevator, outdoor summer kitchen, exterior spiral staircase to first floor, custom millwork, brass fixtures and fire pit. SeaGlass Cove is barefoot luxury at its best.

59720 Overseas Highway Unit 8, Marathon
$182,500
618026 MLS
Looking for the perfect home for your boat? This 40' side-tie slip at the Boat House Marina provides a stress-free docking experience. Up to 40' LOA and the slip is 13.42' wide. You can stay on board 5 consecutive nights and up to 10 nights per month. Electric is metered and water is included in the association fees, making this a convenient and cost-effective choice for any owner. Please note that the slip is currently rented through 8/31/2027, offering immediate rental income for an investor or a future-planned spot for your own vessel. The Boat House Marina is known as one of the nicest marinas in the Middle Keys and offers a protected basin with quick access to both the Atlantic and the Gulf. Don't miss this opportunity to own a premier dockage spot in the heart of the Keys!

12399 Overseas Highway Unit 41, Marathon
$365,000
618579 MLS
SELLER IS OPEN TO OFFERS! Experience the quintessential Florida Keys lifestyle at Sombrero Marina, a casual and welcoming community in the heart of protected Boot Key Harbor. This slip is OWNED BAYBOTTOM. Per the survey, the slip is 87' long, 20.56' wide at the dock and 21.64' wide at the outside pilings. Up to 75' LOA and max 18'9'' beam, per the dockmaster. Slips capable of accommodating vessels up to 75' LOA are exceptionally rare to find in Keys, making this a unique opportunity for owners of larger yachts. This expansive slip also offers the security of baybottom ownership, allowing for full-time liveaboard status. Additionally, convenient financing is available through a local bank to make your island transition seamless. This slip is as versatile as it is spacious, serving as a perfect seasonal home for your vessel or a reliable permanent residence. When you aren't using the slip yourself, the on-site dockmaster can rent the slip out for you, providing a hands-off way to offset ownership costs. Life here is defined by ease; you are just steps away from the iconic Dockside restaurant for live music, meals and a great social atmosphere. The slip includes 30/50 amp service and a deeded land footprint directly in front--ideal for a golf cart. Don't miss this chance to secure one of the few large-scale liveaboard slips in the heart of the Keys.

35 Sombrero Blvd Unit B1, Marathon
$375,000
610716 MLS
Discover a rare opportunity to own an oversized boat slip with live-aboard approval in the desirable Cocoplum neighborhood of Marathon. Offering an impressive 22' width, 80' length, and 6' draft, this slip easily accommodates larger vessels, and a recently removed piling maximizes your available space. Nestled on the ocean side, you'll enjoy direct, fast, no-bridge access to the open water, perfect for avid boaters and anglers. Positioned at the end of the marina in a secure, gated section, the slip offers added privacy and quicker navigation straight to the ocean. A spacious Tiki hut extends your living area onto land, creating an inviting space for relaxing, entertaining, and embracing the island lifestyle. Stylish faux-wall panels on each side provide privacy while still capturing refreshing tropical breezes. It's a versatile, blank canvas ready for your personal touch. The marina features a community pavilion, bath house, and laundry facility, and this slip includes multiple storage units for all your gear and equipment. With a strong monthly rental potential and an unbeatable location, large slips with dedicated land-living amenities like this are truly hard to find. Don't miss the chance to experience this exceptional boat slip in paradise. Your ideal Keys retreat awaits!

100 Ave I, Unit 6, Marathon
$185,000
617753 MLS
Slip 6 will accommodate up to a 48' LOA. New decking just installed on the finger pier. Its location in the basin keeps you protected. This 24-slip liveaboard marina will win you over alone with all of the amenities! Not to mention how it's immaculately maintained. Deep water access with 7' controlling depth per the dockmaster, buyer to confirm. Situated on the gulf side, you can enjoy beautiful sunsets in the covered pavilion right behind your slip. In the community building, there is an adorable 1 bedroom, 1 bath apartment upstairs that is available for you when you haul-out or for your guests when they come to visit. A community living, dining and full kitchen is downstairs, along with a laundry room with 2 sets of washer/dryers and two bathrooms with showers. The icing on the cake is the well-equipped workshop that is at your disposal. An ice machine and BBQ grills are also available. There is a small boat basin, next to the boat ramp, for boats up to 23.5' LOA, available at a fee. Kayak and paddleboard racks and boat trailer storage too (as available). As soon as you come through the gate at Harbour Cay Club, you will be sold on this gem of a marina in the Florida Keys! Seller will consider financing with 50% down. The buyer and their boat do need to be approved by Harbour Cay Club. Buyer must have a boat when they submit an offer.

1466 Overseas Hwy Unit Slip 6, Marathon
$895,000
3 Beds ⋅ 2 Baths ⋅ 619508 MLS
Welcome to your slice of paradise in the heart of Marathon! This exceptional ocean-side retreat is where luxury, lifestyle, and opportunity come together in one unforgettable property. This beautifully reimagined 3-bedroom, 2-bath half duplex offers an expansive 1,342 sq ft of spacious, stylish and light-filled living space--an incredibly rare find for a property of this kind in the Florida Keys. Step outside and you're instantly connected to what makes the Keys so special: 50 feet of brand-new dockage with direct ocean access, making it effortless to spend your days boating, fishing, or cruising turquoise waters at a moment's notice. Inside, no detail has been overlooked. This home has been completely renovated from top to bottom and is offered fully furnished and turnkey--just bring your flip-flops and start living (or earning). The stunning new kitchen, impact windows and doors, brand-new A/C, and sleek, modern finishes create a fresh coastal vibe that feels both luxurious and relaxed. The outdoor space is just as impressive, with a fully rebuilt dock designed for both peace of mind and peak functionality--perfect for accommodating your boat and embracing the ultimate Keys lifestyle. Whether you're searching for a private waterfront escape, a full-time residence, or a high-performing investment, this property checks every box. With short-term rentals allowed, the income potential is as attractive as the setting itself. And for those looking to dream even bigger, there's a rare opportunity to purchase the full duplex--unlocking maximum flexibility, privacy, and earning potential on an entire ocean-access property. Opportunities like this don't come around often--own a spacious, fully renovated waterfront home in one of Marathon's most sought-after locations and start living the life most people only dream about.

150 E 63rd St, Marathon
$895,000
3 Beds ⋅ 2 Baths ⋅ 619502 MLS
Welcome to your slice of paradise in the heart of Marathon! This beautifully reimagined 3-bedroom, 2-bath waterfront retreat offers 1,342 sq ft of spacious stylish, coastal living--an exceptionally rare find for a half duplex in the Florida Keys. Perfectly positioned on the ocean side, you'll enjoy direct ocean access and 50 feet of brand-new dockage--ideal for boating, fishing, and embracing the laid-back Keys lifestyle right from your backyard. Fully renovated from top to bottom, this home is offered completely furnished and turnkey, making it effortless to move in or start generating rental income immediately. Inside, you'll find a stunning new kitchen, impact windows and doors, a new A/C system, and sleek, modern finishes throughout. Step outside to your rebuilt dock, designed for both peace of mind and the ultimate boating experience. With short-term rentals allowed, this property delivers incredible flexibility--whether you're seeking a private island escape, full-time residence, or a high-performing investment. Even better, there's an option to purchase the full duplex, creating a rare opportunity to own an entire ocean-access property with outstanding income potential. Opportunities like this don't come around often--secure your dream waterfront lifestyle in one of Marathon's most sought-after locations!

100 E 63rd St, Marathon
$1,350,000
619492 MLS
One of the best buildable lots in the City of Marathon for large boats and immedate ocean access. Can't find the right home? Build your own! 11,354 square foot right on Bonefish Channel with very deep water the Atlantic Ocean just moments away. Dock permit is available with some reconfiguration required. Subject lot, and the adjacent lot 246 Pescayo are also available as a double lot (see listing #614973) Building plans for home on both lots are available as well

248 Pescayo Ave, Marathon
$2,899,000
619491 MLS
Build your dream oceanfront home in the prestigious gated community of Sunrise Isle, a coastal island of just 20 properties located next to beautiful Sombrero Beach in the heart of Marathon. Build anytime you like as the property comes with a deeded City of Marathon Transferrable Building Right subject to the conditions of the City of Marathon. Generous 40,249 sq. ft. ocean and canal front lot (a rare find in the Keys) boasts approximately 104 ft. beach frontage and approximately 467 ft. deep water canal frontage with the option for boat dockage on two separate sides of the canal. A brand new concrete seawall offers superb boating access to both the Ocean and Gulf for world-class fishing and diving. Fly into Marathon's Jet Center just minutes away and once home walk to beautiful Sombrero Beach or enjoy golf, dining and shopping just seconds away. Don't miss this opportunity to build your custom waterfront home in the Fabulous Florida Keys.

94 Sunrise Dr, Marathon
$1,500,000
619485 MLS
One of the best buildable lots in the City of Marathon for large boats and immedate ocean access. Can't find the right home? Build your own! 10,444 square foot right on Bonefish Channel with very deep water the Atlantic Ocean just moments away. Lot has a City of Marathon TRB on the lot so no waiting to start construction. Dock permit is available with some reconfiguation required. Subject lot, and the adjacent lot 248 Pescayo are alos available as a double lot (see listing #614973. Building plans for home on both lots are available as well.

246 Pescayo Ave, Marathon
$599,900
2 Beds ⋅ 2 Baths ⋅ 619471 MLS
Wake up to breathtaking, unobstructed views of Boot Key Harbor from this impeccably maintained waterfront condo where the Salt Life isn't just a saying, it's a daily reality. Perfectly positioned for the true water enthusiast, this residence offers unrivaled access to both the Atlantic Ocean and Gulf of Mexico within minutes, or set a leisurely pace through the serene, protected waterways of Sisters Creek, where dolphin, manatee, & abundant wildlife are your closest neighbors. This is not your average condo association. Building maintenance is treated as a top priority, and the peace of mind that comes with it is built into every detail: ✅ Structural Integrity Reserve Study completed, passed, and approved ✅ Reserves funding -- no special assessments ✅ 2023 -- Pool decking replaced with marine-grade treated wood ✅ 2024 -- New composite privacy fence installed around pool area; overflow guest parking added; entire building freshly painted ✅ 2026 -- Pool decking, breezeways and seawall freshly painted; parking lot reseal scheduled for April 2026 ✅ Hurricane protection throughout -- high-impact windows & doors plus storm shutters on the entire complex ✅ Seawall soil stabilization recently completed, extending and strengthening its long-term integrity. Additional interior upgrades include: ✅ Balcony retiled with no-see-um screens added -- enjoy those harbor views morning to night ✅ AC & air handler replaced (2022) for efficient, reliable cooling ✅ Updated guest bath shower ✅ New vent fans throughout, including a Bluetooth-enabled speaker fan in the master ✅ New closet doors throughout ✅ New dishwasher, microwave, and toilets. What an incredible value to the incoming buyer! All that and don't forget you have a gorgeous Golf Course across the street, a beautiful beach down the road and walkable restaurants & shopping, elevator, personal storage unit, kayak and bike storage as well

1505 Sombrero Blvd Unit APT 205, Marathon
$8,299,999
3 Beds ⋅ 4 Baths ⋅ 619460 MLS
Tucked on the private shores and gated community of Tingler Island, this one-of-a-kind dual-waterfront estate is where the Florida Keys lifestyle reaches its fullest expression. Design/Build by D'Asign Source, meet Bella Vista, a coastal-modern renovation. Experience the ultimate coastal dichotomy: wake to the breathtaking panorama of the Atlantic Ocean, while enjoying the calm, effortless convenience of protected canal-front docking. A rare luxury configuration w/ Main Home on the Open Atlantic Ocean to Guest Home on Canal Frontage. Spend your mornings fishing, afternoons floating in your multi-level infinity pool as it disappears into the ocean horizon & evenings gathered around the gas fire pit beneath swaying palms & stars. The 8' wide by 107' concrete dock accommodates two boat lifts (3,000 & 17,000 lbs) w/ water, electric, & lighting along the full seawall, everything a serious boater needs. The single-bedroom Main Home stuns w/ soaring 18-ft vaulted ceilings, exposed wood beams, & a wall of six floor-to-ceiling glass panels that open to frame the Atlantic as your daily backdrop. The gourmet kitchen features Sub-Zero & Wolf appliances, a Miele coffee system, a 10-ft island, Brittanica quartz countertops, & a temperature-controlled glass wine wall. A sea-inspired chandelier, custom wall paneling & thoughtful finishes flow throughout. The expansive Primary Suite anchors the home w/ ocean views, a floating soaking tub, glass rain shower, dual sinks, & a built-in home office tucked into the layout. The private Guest Home above the double garage offers 2 beds, 2 baths, a kitchenette, private balcony, & its own washer/dryer-ideal for guests or family. Outside, resort-style grounds include a gazebo w/ marble dining table, outdoor kitchen w/ Lynx premium grill & fridge, beach sand, fruit garden, Tuuci marine-grade parasols, tiki torches, Coastal Source audio, 1,000 gallon gas tank & full home generator. Bella Vista isn't just a home, it's your Keys life, fully lived.

100 Tingler Ln, Marathon
$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
$116,000
618667 MLS
Located in the heart of the Middle Keys, Rack 36A at The Boat House Marina offers a prime opportunity to store your vessel in one of Marathon's most convenient full-service marina facilities. This rack is reported to accommodate a vessel with approximately 9.595' max beam, 11.360' max height, and 35.5' max overall length (LOA). Buyer must personally verify all dimensions and fit prior to closing and should schedule a dry fit if needed; buyer should not rely on agent or listing data for fit confirmation. Enjoy easy ownership with scheduled in/out service included in the monthly association fee, plus excellent on-site amenities: dockmaster, fuel, fish-cleaning tiki, boat ramp, and pool. Ideally situated for quick boating access to both the ocean and Gulf, this is an outstanding option for boaters who want convenience, service, and location in Marathon.

12411 Overseas Hwy Unit 36A, Marathon