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320 Calzada De Bougainville, Marathon
$995,000
2 Beds ⋅ 2 Baths ⋅ 619535 MLS
Turnkey Investment Opportunity just 0.3 miles from iconic Sombrero Beach, generating an impressive $116,000 in short-rental income in 2025. Fully furnished and 100% rental-ready, this property includes local rental management & future bookings already in place- allowing a new owner to step in and start earning immediately! (Future rentals must be honored by buyer) Enjoy the best of Keys living with a heated pool, lush private fenced yard and multiple porches including screened spaces for seamless indoor-outdoor living. Inside, the open-concept layout features abundant natural light and a modern kitchen ideal for entertaining. Built in 2016 to modern hurricane standards with impact windows, impact doors and durable Hardie board siding, plus covered parking and ample storage below, this home is as functional as it is inviting. Experience the best of island living near the beach while benefiting from consistent rental income- without the expense and upkeep of a seawall or dock.

320 Calzada De Bougainville, Marathon
150 E 63rd St, 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
100 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
100 Tingler Ln, 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
8188 Aviation Blvd, 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
12411 Overseas Hwy Unit 36A, 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
800 39th St Unit 28, Marathon
$120,000
619192 MLS
Deep water boat slip for sale at Emerald Flats in Marathon, FL! Ideally located in the heart of the Florida Keys, Slip 28 is within walking distance to restaurants, Marathon Community Park, and water activities, with Sombrero Beach, Bahia Honda State Park, Islamorada, and Key West all just a short drive away. Amenities include on-site parking, gated man-gate access, bathroom facilities, water and electric at each slip, a sandy beach area, concrete seawall, and newly built finger piers. Slip 28 includes 30 amp service, one 20 amp outlet, plus water. There is also adequate separate power available for a boat lift should the buyer choose to add one, subject to separate purchase and proper permitting. Temporary overnight stays may be permitted with board approval for periods under 72 hours, with no more than 6 days per month, subject to association rules. Boat lifts are allowed with separate purchase and permitting. A great opportunity to enjoy convenient boating access in a prime Keys location.

800 39th St Unit 28, Marathon
427 89th St, Marathon
$675,000
2 Beds ⋅ 2 Baths ⋅ 617668 MLS
Affordable entry into the Keys lifestyle! Easy living in paradise awaits at this solid CBS half-duplex in Marathon. Step out to your 35-ft. dock on a clean, deep canal with quick access to the open ocean, making boating, fishing and island adventures effortless. Inside, enjoy a freshly painted open layout, tile floors and a granite kitchen, while the low-maintenance backyard offers the perfect space for relaxing or entertaining. Ideal as a weekend escape, second home or full-time residence, with the City of Marathon allowing weekly rentals. Your piece of the Florida Keys is ready!

427 89th St, Marathon
135 Coco Plum Dr Unit APT 3B, Marathon
$520,000
2 Beds ⋅ 2 Baths ⋅ 619286 MLS
This oceanfront condo at Coco Plum Beach Villas is ready for its next chapter. A true blank slate, this 2-bedroom, 2-bath residence offers the chance to remodel and design your own Florida Keys retreat exactly the way you want it. Similar units in the building highlight the appeal of the layout, with approximately 1,280 square feet, split bedrooms, screened porch/balcony space, and sweeping Atlantic views in this intimate 16-unit community. Residents enjoy amenities including an oceanside pool, tiki hut, sandy beach access, covered parking, and tennis/pickleball, all adjacent to Coco Plum Beach. For buyers with vision, this is an opportunity to create a personalized oceanfront getaway, full-time residence, or investment property (weekly rentals allowed) in one of Marathon's most desirable waterfront settings. Now priced at appraisal!

135 Coco Plum Dr Unit APT 3B, Marathon
443 Sombrero Beach Rd, Marathon
$2,789,000
5 Beds ⋅ 5 Baths ⋅ 619236 MLS
Weekly rental income-producing property with open water access and dockage on desirable Sombrero Beach Road. This 5-bedroom, 5-bath coastal villa is a proven vacation rental offering immediate income potential in the heart of Marathon, just moments from Sombrero Beach. Thoughtfully designed across three levels, the home features light-filled interiors with a coastal palette of soft blues and crisp whites, creating a relaxed luxury feel. Modern finishes, spacious living areas, and seamless indoor-outdoor flow enhance the overall appeal. An elevator provides convenient access to all levels, and multiple balconies capture tropical breezes and water views. Private dockage with direct open water access makes this an ideal property for boating and fishing enthusiasts. The outdoor area includes a private pool and ample space for entertaining, adding to its strong rental performance. Located just a short walk or bike ride to Sombrero Beach, known for its sandy shoreline, calm waters, and beautiful sunsets. Ideal as an investment property, second home, or full-time residence with income potential.

443 Sombrero Beach Rd, Marathon
477 W 105th St, Marathon
$689,000
4 Beds ⋅ 2 Baths ⋅ 619113 MLS
Motivated Seller! Discover the charm of island living in this beautifully maintained 3-bedroom, 2.5-bath home in the heart of Marathon. Built in 2008, this elevated residence offers both comfort and functionality, perfect for full-time living or a relaxing coastal retreat. The spacious layout provides ample room for entertaining, while large windows invite in natural light and island breezes. The home also features generous storage and a two-car garage, offering plenty of space for vehicles, gear, and more.

477 W 105th St, Marathon
865 50th St, Marathon
$4,490,000
5 Beds ⋅ 5 Baths ⋅ 619048 MLS
Stunning Gulfside Waterfront Residence with Panoramic Water Views. Experience exceptional waterfront living in this 2022 built home featuring 5 bedrooms and 4.5 bathrooms, perfectly positioned on the Gulf side with breathtaking water views from nearly every room. The main level offers a bright and open layout designed for both comfort and entertainment. A spacious modern kitchen showcases elegant cabinetry, quartz countertops with a striking waterfall edge, and premium stainless-steel appliances. The kitchen flows seamlessly into the large dining and living areas, complete with a stylish wet bar, creating the perfect space for hosting and relaxing. This level also includes a convenient half bath and a utility room with laundry. Upstairs, the second-floor features five generously sized bedrooms and four full bathrooms. The expansive primary suite offers ample space, a beautifully designed modern bathroom, and a private porch where you can enjoy breathtaking sunset views over the water. Two additional bedrooms share a Jack-and-Jill bathroom and provide access to a balcony overlooking the pool and waterfront. A fourth bedroom, currently used as a home office, is located near another full hallway bathroom. The fifth bedroom is a private suite with its own ensuite bathroom. Outdoor living is just as impressive, featuring a large patio area ideal for entertaining, a spacious saltwater pool, and a 55-foot dock with a 20,000 four post Cradle Boat Lift, making this property perfect for boating enthusiasts and waterfront relaxation. Over 1,000 Square Feet of balconies covered porches and patios for added outdoor living space. Additional highlights include a 1,550 ft square foot paver driveway and a 2 ½ Car plus garage with ample storage space. This exceptional property combines modern design, generous living space, and stunning Gulfside views, creating a truly remarkable coastal home offering excellent convenience for boat owners.

865 50th St, Marathon
1262 Marlin Dr, Marathon
$619,990
3 Beds ⋅ 2 Baths ⋅ 619008 MLS
Located in the heart of Marathon, this property offers an excellent opportunity to enjoy the Florida Keys lifestyle. Situated just a short 2-minute walk from the nearby public boat ramp, providing quick and convenient water access for boating, fishing, and exploring the beautiful surrounding waters. The property is centrally located near local restaurants, shopping, and attractions while still offering the relaxed atmosphere that makes the Keys so desirable. Whether you are looking for a primary residence, vacation retreat, or investment opportunity, this location offers both convenience and coastal charm.

1262 Marlin Dr, Marathon
111 Windy Point Cir Unit & Lot 78, Marathon
$4,400,000
3 Beds ⋅ 4 Baths ⋅ 619002 MLS
Now priced UNDER recent appraised value of $4,500,000! Embrace the RARE opportunity to own 1.75 acres of open water paradise in the prestigious, gated community of Stirrup Key. Over 600' feet of direct, open Gulf frontage, you'll enjoy spectacular sunrises and sunsets from nearly every vantage point, including a charming sunset gazebo overlooking the iconic Seven Mile Bridge in the distance. The custom Mediterranean-style residence captures the essence of resort living with expansive pavered patios, sparkling elevated pool, and spacious lounging areas absolutely perfect for entertaining against a stunning Gulf backdrop. Five protected basin docks provide sheltered boating access in the marina, while terraced tropical gardens cascade toward the water, lined with mature palms and lush landscaping for a serene coastal ambiance. Inside, soaring cathedral ceilings, wood plantation shutters, and an airy great room with real coral fireplace showcase timeless Keys craftsmanship. The split-bedroom layout ensures privacy, with a luxurious master suite featuring dual closets and skylit bath, plus separate guest quarters. Additional highlights include an elevator, 12,000-gallon cistern, huge garage for cars and golf carts, and a large lower-level storage area with workbenches, pool table, and extra laundry facilities. This gated community, with unique architecture, fewer lots, limited rentals and higher quality restrictions help to sustain a premium and private feel. Only minutes from the Marathon Airport, this one-of-a-kind estate combines open-water grandeur with island tranquility, a true Florida Keys sanctuary.

111 Windy Point Cir Unit & Lot 78, Marathon
14 Ave F, Marathon
$2,780,000
4 Beds ⋅ 4 Baths ⋅ 618953 MLS
SERIOUS BOATERS--THIS IS THE ONE TO SEE. Exceptional waterfront opportunity in Marathon offering 110 feet of concrete dockage with dual 40-foot finger piers on an approximately 200-foot-wide canal with direct Atlantic access. Bring the boats, jet skis and kayaks--this property was designed for enjoying life on the water. This private waterfront retreat offers over 3,200 square feet with four bedrooms and three-and-a-half baths, a dramatic two-story great room, expansive windows and generous spaces for gathering and entertaining. Outside is where this property truly separates itself: extensive dockage for multiple vessels, floating jet ski and kayak docks, davits, fish-cleaning station and ice machine, plus a heated pool and spa surrounded by tropical landscaping. Weekly rentals are allowed, offering an attractive opportunity for buyers seeking a Florida Keys second home with the potential to generate additional rental income when not in personal use. Morning boat rides. Afternoons by the pool. Evenings overlooking the water. This is the Florida Keys lifestyle buyers come here to find.

14 Ave F, Marathon
1 Ave F, Marathon
$1,649,999
2 Beds ⋅ 2 Baths ⋅ 618917 MLS
1 Ave F, Marathon, FL 33050. Beautiful canal front home for sale in Marathon Florida. This inviting property features a spacious lanai, stretching across the back of the home, offering serene views of the canal and out to the open ocean great for relaxing and entertaining. Inside you'll find an open area and airy living room, dining room, and kitchen designed for effortless gatherings and coastal living. The home has two comfortable bedrooms and two full baths. The generous carport easily accommodates up to four vehicles and includes an underground storage shed for added convenience. A wonderful opportunity to enjoy the Florida Keys lifestyle with water views, boat slip, ample space and exceptional outdoor living with no HOA fees.

1 Ave F, Marathon
6099 Overseas Hwy Unit LOT 20E, Marathon
$329,000
1 Beds ⋅ 1 Baths ⋅ 618890 MLS
This charming 1-bedroom, 1-bath waterfront property offers 23 feet of private dockage with direct access straight out to the Atlantic Ocean. Relax and entertain with a spacious outdoor kitchen, convenient outdoor shower, and additional storage. There's also a connection in place for a possible washer and dryer hookup for added flexibility. Seller has engineered and permitted drawings for a boat lift. Whether you're seeking a weekend escape or full-time Keys living, this property delivers the ultimate coastal lifestyle.

6099 Overseas Hwy Unit LOT 20E, Marathon
2394 Coco Plum Dr, Marathon
$11,000,000
18 Beds ⋅ 21 Baths ⋅ 615103 MLS
Welcome to an unparalleled collection of THREE designer residences on one of the most exclusive waterfront parcels in the Florida Keys. Located just steps from Coco Plum Beach and the Atlantic Ocean, this rare investment opportunity is the ultimate blend of luxury, lifestyle, and income potential. Professional Designed and built by D'Asign Source in 2019, each residence is a testament to timeless architecture, sophisticated interiors, and exceptional craftsmanship. Each of the three homes spans off 4,066 square feet and features 6 spacious bedrooms and 6.5 bathrooms with custom millwork and designer fixtures. The interiors are professionally furnished with a curated blend of comfort and elegance, complemented by expansive ceiling heights, open-concept living areas and balconies throughout. Designed with privacy in mind, each home includes its own private pool, tiki hut, and a dock offering deepwater and direct ocean access. Impact windows and doors provide storm security and peace of mind, while each home offers three (3) air conditioning units to ensures optimal climate control on each level. Boating an abundance of storage on each level, an oversized laundry room, walk in pantry and en- suite accompanying each room. Whether you envision a serene family compound, a luxury short-term rental business, or an exclusive corporate retreat, this property offers incredible versatility and value. Zoned for weekly rentals, the income potential is substantial, making this one of the most attractive investment opportunities in the Florida Keys.

2394 Coco Plum Dr, Marathon
11231 2nd Ave, Marathon
$535,000
2 Beds ⋅ 2 Baths ⋅ 618736 MLS
Welcome to your slice of paradise in beautiful Marathon! Perfectly situated near the airport for easy access, this thoughtfully remodeled CBS 2-bedroom, 2-bath home blends modern finishes with cozy coastal charm. Recently renovated with attention to detail, the interior features stylish updates, a warm and inviting ambiance, and a functional layout designed for comfort and relaxation. New Metal roof July 2024. Step outside to your private, fenced backyard oasis complete with a brick-paved patio and lush tropical landscaping -- including your very own banana tree. It's the perfect setting for morning coffee, evening cocktails, or entertaining under the island sky. Whether you're seeking a 7-day rental income opportunity or your own personal retreat in the Keys, this property offers flexibility, privacy, and island living at its best. Don't miss this opportunity to own a piece of paradise at an affordable price!

11231 2nd Ave, Marathon
59761 Overseas Hwy, Marathon
$699,000
2 Beds ⋅ 2 Baths ⋅ 615225 MLS
Looking for a no-frills Florida Keys escape with unbeatable dockage? Welcome to your ultimate fish camp in Grassy Key! This standalone home with no HOA offers instant bay access and quick ocean access from a 60-foot deep-water dock. A large exterior storage building is perfect for all your gear. Inside, the home is spacious and has been updated with new electrical, a new water heater, brand-new doors and windows, and a newer metal roof (2020). Tucked away in the quieter part of Marathon yet easily accessible off US-1, it's the ideal weekend retreat for boaters and anglers.

59761 Overseas Hwy, Marathon
90 Tingler Ln, Marathon
$5,995,000
5 Beds ⋅ 5 Baths ⋅ 618602 MLS
Private oceanfront estate behind the gates of Tingler Island, one of Marathon's most exclusive and sought-after communities. Designed in timeless Caribbean West Indies style, this exceptional residence is perfectly oriented with coveted southern exposure—capturing refreshing ocean breezes, warm natural light, and the rare privilege of both sunrise and sunset views over open water. Set along a premier stretch of true oceanfront, the property offers unobstructed, forever ocean views, highlighted by a spectacular infinity-edge pool that blends seamlessly into the horizon. The setting is serene, private, and truly irreplaceable. Offered fully furnished, the home features travertine marble flooring throughout the main living level, rich hardwood floors upstairs, and beautiful custom woodwork throughout. Light-filled living spaces flow effortlessly, complemented by spacious bedrooms and a well-appointed kitchen ideal for entertaining, complete with a dedicated wine cooler. An upstairs private lounge and bar open to a walk-out oceanview terrace—an unforgettable setting for sunset cocktails and evening gatherings. The bar is equipped with a wine refrigerator, dishwasher, and ice maker for effortless hosting. Additional highlights include a two-car, climate-controlled garage with ample storage. Ideally located within walking distance to Sombrero Beach, with access to a scenic bike and walking path along Sombrero Beach Road, and just minutes from shopping, dining, grocery stores, and golf-cart-friendly island conveniences. Seller financing available for qualified buyers, presenting a rare opportunity to secure a premier oceanfront estate with enhanced flexibility. Homes of this caliber, privacy, and oceanfront position are seldom offered. Schedule your private showing and experience Tingler Island living firsthand.

90 Tingler Ln, Marathon
111 Stirrup Key Woods Rd Unit 2B2, Marathon
$340,000
2 Beds ⋅ 2 Baths ⋅ 614591 MLS
Welcome to Stirrup Key Woods. This spacious home represents truly affordable and comfortable living in the Florida Keys with wide open concept living areas, updated and expanded kitchen, spacious bedrooms, one full bathroom updated with stone tile, a half bath, covered parking for two vehicles, impact resistant windows and doors, metal roof, New HVAC system, and great location offering privacy and ease of access to bike paths, public boat ramps and all of the amenities that Marathon has to offer. Call today for more information and schedule a private tour.

111 Stirrup Key Woods Rd Unit 2B2, Marathon
11250 5th Avenue Gulf Ave, Marathon
$1,450,000
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
115 Windy Point Cir, Marathon
$4,400,000
3 Beds ⋅ 3 Baths ⋅ 617542 MLS
Experience the charm and character of this Gulf-front Old Florida Keys fishing lodge located in Stirrup Key, one of Marathon's most exclusive gated communities. Known for its large estate lots, deep-water access, and serene open-Gulf vistas, Stirrup Key offers privacy, prestige, and a true island lifestyle, just minutes from the conveniences of Marathon. The property consists of two lots in total for a combined size of 39,500 sf. The home sits on one of the few deep-water sites in Stirrup Key with upgraded 165 foot pier dock with 6 new pilings, where the water is so clear you can watch tarpon, angelfish, snapper, nurse sharks, lobsters and rays gliding beneath the dock. Beautifully maintained and elevated above flood, the residence features 3 bedrooms, 3 baths, and a loft that can serve as a fourth bedroom or home office. Brand new roof and impact windows and sliders were recently installed for peace of mind. The open-concept great room boasts massive ceilings and walls of windows showcasing 180-degree Gulf views. A spacious kitchen with center island and new range, Gulf front bar, wide overhanging eaves, exposed wood beams, and natural stone accents showcase classic tropical lodge architecture, perfect for entertaining. The primary suite with a large ensuite bath provide comfort and style, while a screened porch opens to the heated pool, positioned behind lush landscaping for afternoon shade. Outdoors, you'll find a sandy beach area, irrigated native landscaping, and expansive decks perfect for sunset gatherings. Additional amenities include two garage bays, one carport bay, a workshop, garden shed, and abundant storage. Stirrup Key residents enjoy the peace of a gated, low-density community with a 365 day rental minimum, ensuring tranquility and exclusivity year-round. With its unmatched combination of deep water, open-Gulf views, and spacious multi-lot layout, this property is a true rarity in the Florida Keys with potential for expansion.

115 Windy Point Cir, Marathon
57223 Morton St, Marathon
$35,000,000
9 Beds ⋅ 10 Baths ⋅ 613902 MLS
Zephyr Cove; the extravagant aquatically inspired retreat that you deserve. Located on the breathtaking waterfront nestled along the Gulf and designed and built by D'Asign Source. This stunning estate invites you to experience the perfect balance of luxury, tranquility, and adventure. With both fresh and saltwater elements woven into its design, every detail has been thoughtfully crafted. At the heart of the property lies a lazy river loop infinity pool, complete with bridges, swim-up pool bar in gazebo, spa with table, lap pool, beach-style entries, and waterfall grotto plus gas fire pit, putting green, and tropical gardens. From floating under the sun, entertaining guests, or enjoying a peaceful evening by the water, this home was manifested for unforgettable moments. Grand main residence vaunts an impressive private primary wing and elegant open spaces designed for comfort and entertainment. Indoor amenities include a temperature-controlled wine room, game room, home theater, fitness center, and conference room; endless ways to unwind and enjoy life. Two additional charming two-bedroom villas and a separate two-bedroom guest house are perched next door, perfect for hosting family and friends with style and privacy. Designed for the ultimate coastal lifestyle with outdoor kitchen and dining areas set against breathtaking Gulf views, ideal for entertaining or simply soaking in the beauty of your surroundings. Ample dockage and multiple boat lifts for your toys, located right between Vaca cut and Tom's Harbor Cut for easy Ocean access. Expansive garages and storage spaces provide ample room for vehicles, boats, and all essentials. Whole-home 130kw generator in its own private structure, ensuring peace of mind no matter the season. This is where everyday life feels like you're being pampered at a lavish resort. Step into a world where the beauty of nature meets unparalleled craftsmanship and let the magic of the Gulf welcome you home. 15 min to private airport.

57223 Morton St, Marathon
7501 Gulfstream Blvd, Marathon
$1,638,888
3 Beds ⋅ 3 Baths ⋅ 617406 MLS
Welcome to 7501 Gulfstream Blvd in Marathon, FL. This one-level contemporary ranch style home is ready for you make it your own island paradise home. This gated home is tucked back in one of the best neighborhoods in Marathon. The home features: vaulted ceilings throughout, updated kitchen and bathrooms, durable bamboo flooring, dual zone A/C, large open living area, separate den/office space, huge storage area, dockage and waterfront screened porch, garage and there is plenty of room for a pool. LOCAL ENGINEER HAS CONFIRMED DOCK CAN BE EXTENDED. Call today for more information and schedule a private viewing.

7501 Gulfstream Blvd, Marathon
500 22nd St Unit 1-4, Marathon
$1,175,000
8 Beds ⋅ 4 Baths ⋅ 618043 MLS
Attention investors and business owners: This four-unit apartment building presents a compelling opportunity in the heart of the Florida Keys, offering immediate income with long-term strategic value. Each of the four units features a comfortable two-bedroom, one-bath layout, with long-term tenants currently in place, providing stable cash flow from day one. Each apartment is separately metered for electricity, allowing tenants to manage their own usage--an added benefit for ownership efficiency. The property also offers ample on-site parking, a valuable amenity in the Keys, along with a shared laundry facility located at the rear of the property, enhancing convenience for residents. The property is currently operating at an approximate 5.87% cap rate, with clear room for growth. Rents are presently below market, creating a realistic path for increased returns, with projections indicating the potential to achieve a 7.4%+ cap rate over time as adjustments are made in accordance with applicable guidelines. Long term, this deed-restricted affordable housing property may be particularly attractive for local employers seeking workforce housing solutions and investors focused on sustainable, community-oriented assets. Ownership may support employee retention while maintaining consistent demand in a high-need market. This offering represents a rare blend of steady income, upside potential, and long-term stability in one of the most sought-after areas of the Florida Keys.

500 22nd St Unit 1-4, Marathon
120 Pirates Cove Dr, Marathon
$1,999,000
4 Beds ⋅ 4 Baths ⋅ 613691 MLS
INVESTORS will appreciate and experience waterfront living at its finest in this beautiful 2 story residence with a ground level elevated entry that has been renovated to achieve the perfect blend of coastal living with upscale entertaining in mind. Thoughtfully designed with an open and airy interior space, and grand entrance that flows effortlessly onto two outdoor balconies makes this residence perfect for entertaining or relaxing and enjoying the bay and sunset views. Features include a beautiful granite kitchen, custom and private bar area, open concept great room and neutral tiled flooring. The spacious chef's kitchen with granite counter tops and stainless steel appliances, a second level master suite with walk in closet, en suite bathroom with jetted tub and separate shower, three well appointed guest bedrooms, 3 bathrooms and office space off the main living area. Windowed porches allow for more living space outside of air-conditioned space as well as more entertaining room. Enjoy fishing off the dock or boating in and out of the area. The nearby community park boasts a small beach, and boat ramp which can be used to launch your boat. Restricted rentals makes this community even more desirable due to less vacation rentals and more serenity. This open water bay front home is located near Marathon Airport and the property can be purchased on one lot or can be combined with two parcels for potentially more living space, a cabana accessory structure, pool, putting green, or pickle ball court. West of Marathon Airport in a gated bay side community. Buy both for future potential living space or simply enjoy the green space overlooking the Florida Bay. Additional lot can be purchase separately and is contiguous to this home on 120 Pirates Cove Drive in exclusive and gated Stirrup Key.

120 Pirates Cove Dr, Marathon
11725 3rd Ave, Marathon
$939,500
2 Beds ⋅ 2 Baths ⋅ 617227 MLS
Waterfront Corner-Lot Gem in Little Venice. Discover refined island living in this stunning 2-bed, 2-bath waterfront residence, perfectly positioned on a corner lot in the highly sought-after Little Venice neighborhood of Marathon. Crafted with enduring CBS construction, this home seamlessly blends modern comfort, coastal elegance, and exceptional boating access. Situated on a wide, flow-through canal that leads directly to open water, this property provides effortless navigation to both the Gulf and the Atlantic Ocean, making this property a true boater's paradise. The 55-foot dock invites you to step aboard and set out for a day on the water or simply unwind with panoramic canal views framed by swaying palms and unbelievable sunsets. Step inside to find bright, open living spaces, in this beautifully updated and meticulously maintained home, which features a new roof (2022), New A/C system, and New Impact-Resistant Windows and Doors- providing peace of mind and energy efficiency. The open-concept living spaces are bathed in natural light, creating an airy, elegant atmosphere. The kitchen and living areas invite you to relax and entertain while overlooking the water. The primary suite provides private waterfront access with large walk-in closet. The corner-lot setting enhances privacy and curb appeal while offering additional outdoor living space perfect for outdoor dining, water toys, or evening cocktails by the canal. Property Highlights: • 2 Bed | 2 Bath • CBS Construction | Corner Lot • 55-Foot Dock on Flow-Through Canal • Direct Access to Gulf & Atlantic • New Roof (2022) | New A/C (2022) | New Impact Windows & Doors (2023) • Premier Boating Location in Desirable Little Venice Neighborhood Keys living where timeless design meets unmatched location. Whether you're seeking a full-time residence, vacation retreat or investment opportunity. Don't miss this turnkey opportunity! Schedule your showing today!

11725 3rd Ave, Marathon
810 62nd Street Ocean St, Marathon
$1,279,000
3 Beds ⋅ 2 Baths ⋅ 618305 MLS
This centrally located 3-bedroom, 2-bath elevated home on 62nd Street in Marathon is move-in ready and packed with Keys lifestyle perks. Ideal for a family residence or a high-performing long- or short-term rental investment, the home features 1,128 sq ft of living space on a 6,000 sq ft lot and was built in 1983. Inside, the flooring has been completely redone throughout, and the homeowner has just completed a professional refresh following long-term tenants, making this property truly turnkey. Downstairs offers excellent storage, a hot tub, and ample parking for multiple vehicles and trailers. Boaters will love the 80 feet of dockage, 20,000 lb boat lift, and very easy ocean access, perfect for fishing, diving, and day trips on the water. Whether you're looking to settle into a comfortable Keys home or capitalize on Marathon's strong rental market, this property checks all the boxes. Bring all offers.

810 62nd Street Ocean St, Marathon