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$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
$479,000
2 Beds ⋅ 1 Baths ⋅ 618964 MLS
What a gem! This elevated two-bedroom half-duplex offers tons of natural light and peaceful peek-a-boo open ocean views from the living areas and from the porch and fabulous 240sf (!!) covered deck. Situated second in from the ocean on a quiet dead-end street, here's a rare opportunity to buy in a sought-after Middle Keys location at this price, with a lot of bang for the buck! Light, bright and neat, this home features a very private low-maintenance yard with room for a pool and your Keys toys, a metal roof, an open floorplan, and no HOA. An opportunity for superb location, price, and peek-a-boo ocean views seldom presents itself, so don't wait! Live here and relish in the sunny Keys lifestyle or rent it out and generate income. Seven-day-minimum rentals are permitted. Favorite location near beaches, boat ramps, shopping and activities. FaceTime TOURS ARE AVAILABLE FOR QUALIFIED BUYERS!

1297 73rd St, Marathon
$2,790,000
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
$7,000,000
618926 MLS
'United States Bankruptcy Auction. The Listing Price is for MLS Purposes only. The Auction will take place Live via Zoom on Thursday, September 10, 2026 at 11 AM ET. Bidder Registration Packages and Qualifying Deposits are due on or before Tuesday, September 8, 2026 at 5:00 PM ET. https://www.dropbox.com/scl/fo/6zvlde9vkafsi4gyurrge/AFbZzVpEx4s1umkeSKne1Us?rlkey=9ejdq1stq5w01ifjwsdhdrzyh&st=nzppom5j&dl=0 Rare oceanfront development opportunity in the heart of the Florida Keys. Encompassing nearly 6 acres of pristine oceanfront land in Grassy Key, this exceptional parcel presents an ideal canvas for developers seeking to create luxury residential units with direct oceanfront and beach access. Surrounded by unspoiled natural beauty and tranquil beaches, the property offers immediate proximity to shopping, fine dining, spas, marinas, and world-class boating. Residents will enjoy unparalleled access to deep-sea fishing, scuba diving, snorkeling, and vibrant coral reefs, all set against the backdrop of the Keys' iconic turquoise waters. Located in Marathon, often referred to as the Heart of the Florida Keys, the site benefits from a highly desirable central Keys location, conveniently positioned between the Upper Keysâ€''such as Islamoradaâ€''and the Lower Keys, including Key West. Marathon is known for its rich maritime history, local airport, and accessibility, serving as a central hub comprising islands such as Vaca Key, Duck Key, and Grassy Key. A truly rare offering combining scale, location, and oceanfront presenceâ€''an exceptional opportunity to develop a legacy project in one of Florida's most coveted coastal destinations. Please read the broker's remarks for detailed information on this offering.

57478 Overseas Highway, 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
$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
$2,995,000
6 Beds ⋅ 6 Baths ⋅ 616770 MLS
Luxury Waterfront Estate & Premier Vacation Investment - Marathon, FL Introducing The SaltyLime, a rare new-construction waterfront estate completed in 2024 and designed to deliver both tropical elegance and outstanding rental performance. This fully turnkey 6-bedroom, 6-bath property blends the relaxed lifestyle of the Florida Keys with resort-style amenities and seamless indoor-outdoor living. The main house features three spacious king suites and a custom nautical themed bunk room, while two detached bungalows each offer private king suites with individual climate control, creating accommodations for up to 14 guests. Every detail has been thoughtfully designed, from the professionally styled interiors to the island-inspired kitchen with a bar area for entertaining. Outside, expansive living spaces include a heated and cooled saltwater pool and spa, a two-story tiki deck, expansive outdoor living area, and 90 feet of deep-water dockage with slips for up to four boats. As an investment, The SaltyLime has proven itself from the start, generating 32 weeks booked and more than $235,000 in its first year and has already secured over $280,000 in current and future reservations, all supported by a flawless 5-star guest review record across all platforms. The estate comes fully furnished and rental-ready, complete with branding and website, décor, future bookings and systems already in place, making it an effortless transition for new owners. Perfectly suited for boaters, anglers, and families alike, this property is more than a vacation home—it's a high-performing asset and a slice of Keys paradise ready to be enjoyed

398 70th St, Marathon
$1,999,999
3 Beds ⋅ 2 Baths ⋅ 614056 MLS
Discover an extraordinary waterfront oasis in the heart of the Florida Keys. Located just moments from the pristine sands of Sombrero Beach, this elegant estate blends modern sophistication with the relaxed charm of coastal living. Designed for the discerning buyer, every detail of this property reflects luxury, comfort, and an unparalleled boating lifestyle. Elevated foundation - permitted for finished interior living space, unlike many other properties in the area. Expansive Two-Story Detached Garage - At 50 feet in length, this impressive structure is ideal for storing all your Florida Keys toys--boats, jet skis, and luxury vehicles or even your class A motorcoach. Composite Dock & Boat Lift with 69 feet of premium dockage, enjoy easy deep-water access to the Atlantic Ocean. The 18,000 lb. boat lift is perfect for safeguarding your vessel while offering effortless on-the-water adventures. Two-Car Garage An additional attached two-car garage provides even more space for vehicles and storage. There is a new condenser coil in the AC unit, a new tankless hot water heater and a new whirlpool washer and dryer. Whether you're an avid boater, a beach lover, or simply seeking a private retreat, this estate delivers a lifestyle where every day feels like a vacation. Schedule your private tour today and experience the best of Marathon's waterfront luxury. Live where others vacation - 415 Sombrero Beach Rd is your gateway to paradise.

415 Sombrero Beach Rd, Marathon
$1,975,000
616648 MLS
Vacant Bay Side Lot with Dock Slip - Marathon, FL Build your dream home in the heart of the Florida Keys! This vacant lot on the bay side offers a rare opportunity to create your own tropical retreat. Enjoy direct access to the water with an assigned boat dock slip—perfect for boating, fishing, and soaking in stunning Keys sunsets. Located in a desirable Marathon community, this property combines convenience with the unmatched beauty of island living. Whether you're planning a full-time residence, vacation home, or investment property, this lot provides the perfect foundation for your vision.

990 41st St Unit 7, Marathon
$2,975,000
5 Beds ⋅ 5 Baths ⋅ 608751 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, 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, custom closets, 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 7, 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
$1,800,000
1 Baths ⋅ 618764 MLS
Commercial Lot with a building for storage or employee housing. One full NEW bathroom connected to the sewer, 3 phase electric post with meter and 2 saltwater wells. Includes lifetime use of a dock (association owns common areas including docks. HOA fee is $800/yr) The Commercial Boat is a 43 feet Torres with a 3406 Caterpillar Motor, 800HP, twin disco transmissions, GPS, Radio, water pressure system, and an all hydraulic traps pulling system. Also included is 2,586 stone crab tags/certificates and 2,500 stone crab plastic traps (1-2 years new), 4 shipping containers (20ft each) & a working forklift. Located at Fisherman's Point. MU-M district is intended to establish areas suitable for uses which are essential to the commercial maritime industry, including sales and service of fishing equipment and supplies, seafood processing, fishing equipment manufacturer and treatment, boat storage, restaurants, retail and affordable housing residential uses.

271 20th St, 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
$414,000
1 Beds ⋅ 1 Baths ⋅ 618531 MLS
Experience the best of the Florida Keys boating lifestyle at this updated waterfront 1 BR and 1 BA remodeled and beautifully updated condominium in Marathon, Florida. Nestled along a peaceful 200-foot-wide deep-water canal with 6+ feet of control depth and no bridge restrictions, this Coco Plum Middle Keys retreat offers direct boating access ideal for sailboats, sportfish vessels, and cruisers. The water front condo includes an assigned boat slip accommodating vessels up to approximately 43 feet, making it easy to enjoy world-class fishing, sandbar excursions, and sunset cruises right from your backyard. Inside, sliding glass doors fill the home with natural light and open to a private waterfront balcony overlooking the canal. Coastal finishes and a turnkey design create a comfortable, low-maintenance space perfect as a primary residence, second home, or investment property. Air B&B host with all amenities, past and future guest bookings, and furnishings with the exclusion of a few personal items, can convey. Residents enjoy resort-style amenities including a heated pool, waterfront tiki huts with grilling areas, maintained dockage, and boat trailer parking. Located in Marathon in the heart of the Middle Keys, this waterfront condo is less than one mile from Coco Plum Beach and conveniently positioned along US-1, approximately 40 miles from Key West and 40 miles from Key Largo. Marathon International Airport, waterfront dining, shopping, and local marinas are all just minutes away. Private, peaceful, and ideally located, this rare Florida Keys waterfront condo combines deep-water dockage, rental flexibility, and effortless island living. Short-term rentals are permitted with a 7-night minimum, offering exceptional income potential in one of the Florida Keys' most desirable boating destinations (vacation rental license transfer subject to buyer inspection and governing authority approval). Seller is offering a $5,000 credit at closing- call for more details.

105 Ave D Unit APT 113, Marathon
$8,750,000
618856 MLS
Waterfront motel and marina property in Marathon offered with thirteen transferable transient building rights, highway frontage, and redevelopment potential. Sea Cove is located on Overseas Highway with approximately 200 feet of US-1 frontage, more than two acres of buildable uplands, and additional bay bottom ownership. The property has a long history of marina and lodging use and includes an existing boat ramp with direct boating access. The site has historically supported motel operations, marina services, and small retail activity. The offering includes the real estate together with thirteen transferable transient building rights that allow nightly rental use within the City of Marathon, subject to zoning and City approval if relocated. Previous planning and engineering work studied redevelopment of the site as a marina focused project. Concept plans illustrate a dry boat storage structure of approximately 33,000 square feet accommodating roughly 150 dry racks together with approximately 30 wet slips. Prior discussions have also included extended dockage approaching 550 feet and potential marina services including fueling facilities, subject to required approvals. The site includes significant waterfront area together with bay bottom ownership that has historically supported dockage and marina activity. Showings by appointment only. Please do not visit the property or speak with employees without listing agent present.

12685 Overseas Hwy, Marathon
$1,000,000
618582 MLS
Seller Financing possible. Commercial Mixed Use lot with seafood business, now available. Sale includes business, traps, both lobster and crab tags, 43' Torres boat and all equipment. Lot is part of the Fisherman's Pointe HOA ($800.00 annually) which includes a deeded and assigned boat slip at the newly renovated pier. Property has both water and sewer as well as a separate electric meter. The Mixed Use-Maritime (MU-M) zoning district is designed for areas essential to the commercial maritime industry, including boat storage, seafood processing, fishing equipment sales, and related retail, restaurant, and affordable housing uses. It encourages a pedestrian-oriented mix of commercial and maritime activities. The MU-M district is part of the City's broader efforts to manage water access and protect its maritime heritage.

212 20th St, 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
$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
$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
$500,000
2 Beds ⋅ 2 Baths ⋅ 618269 MLS
'United States Bankruptcy Auction. The Listing Price is for MLS Purposes only. Actual Price will be determined at Auction. The Auction will take place Live via Zoom on Thursday, September 10, 2026 at 11 AM ET. Bidder Registration Packages and Qualifying Deposits are due on or before Tuesday, September 8, 2026 at 5:00 PM ET. https://www.dropbox.com/scl/fo/6zvlde9vkafsi4gyurrge/AFbZzVpEx4s1umkeSKne1Us?rlkey=9ejdq1stq5w01ifjwsdhdrzyh&st=nzppom5j&dl=0 Excellent opportunity to own a two-story duplex in the heart of Marathon. Each unit offers 1 bedroom and 1 bathroom, situated on a generous 10,591 SF lot. Ideal for redevelopment, expansion, or construction of a larger duplex, subject to local approvals. Prime location near popular restaurants, Sombrero Beach, Marathon Sandbar, Florida Keys Marathon Airport, and Curry Hammock State Park. A versatile property with strong upside potential in the Middle Keys.

329 63 Court Gulf Ct, Marathon
$1,099,000
3 Beds ⋅ 3 Baths ⋅ 613231 MLS
Welcome to a breathtaking beach house in Tranquility Bay Resort, where luxury meets profitability. This 3-bedroom, 3-bathroom waterfront townhome offers the perfect blend of a tropical escape and an income-producing investment. Nestled in an idyllic location just steps from the Gulf and pristine white sandy beaches, this stunning property boasts direct open-water views of the bay. The ground floor features a spacious living area, a convenient half bathroom, and a private porch perfect for relaxing or entertaining. Upstairs, the primary bedroom includes an en-suite bath and a large private porch with mesmerizing water views, while two additional guest bedrooms, a full bathroom, and a laundry area complete the second floor. Tranquility Bay Resort offers an array of amenities, including two resort-style pools, a sandy beach, a tiki bar for sipping cocktails while enjoying stunning sunsets, a fitness center, a Jack Nicklaus putting green, and the award-winning Butterfly Café. With beautifully landscaped grounds and endless opportunities for watersports, this is the ultimate destination for relaxation and recreation. As one of the top income-producing properties in the Middle Keys, Tranquility Bay Beach Homes have earned multiple TripAdvisor awards and are a favorite among guests. Owners can enjoy up to 35 days annually for personal use while generating rental income. On-site management handles all operations, providing effortless ownership and peace of mind. This turnkey property is more than a home—it's your opportunity to balance personal enjoyment with smart investment potential. Experience the Florida Keys lifestyle, where relaxation and returns meet. Don't wait—your slice of paradise awaits at Tranquility Bay Resort!

2600 Overseas Highway Unit 83, Marathon
$3,495,000
5 Beds ⋅ 5 Baths ⋅ 618411 MLS
LOCATION LOCATION LOCATION DIRECTLY ON THE GULF W/ GULF OF AMERICA AND MARINA VIEWS! Welcome to an extraordinary opportunity to own a newly constructed, luxury waterfront residence in the heart of the Florida Keys. Located in the exclusive Emerald Landings community in Marathon, this exceptional home offers breathtaking open-water views, a private 50' boat slip included, and a rare private beach, kayak launch, blending high-end coastal living with unmatched boating convenience. Thoughtfully designed for both luxury and functionality, this stunning property features 5 bedrooms and 5 bathrooms, including two spacious primary suites with private balconies overlooking the water. An open-concept floor plan showcases a chef's kitchen with quartz countertops and waterfall island, seamlessly flowing into the living and dining areas--ideal for entertaining or relaxing with panoramic sunset views. Outdoor living is elevated with a heated resort-style pool, expansive patios, and multiple spaces designed for al fresco dining and sunset gatherings. Premium finishes, coastal-inspired design, and modern technology are found throughout the home, offering a turn-key experience for owners and guests alike.This property is the perfect investment opportunity, boasting a proven short-term rental history and strong income potential, while also serving as an ideal future personal residence for those dreaming of a private retreat in the Keys. Whether used as a high-performing vacation rental, a seasonal escape, or a full-time waterfront home, this property offers unmatched versatility. Centrally located near world-class boating, dining, shopping, and beaches, this rare offering combines luxury, location, and lifestyle--a true Keys dream home with income-producing potential. Being offered furnished.

805 39th St, Marathon
$3,549,000
9 Baths ⋅ 614211 MLS
RARE 100' of waterfront re-development opportunity with DEEP WATER DOCKAGE APPROVED! 200' HIGHWAY FRONTAGE! Huge 74,890 SQ FT site with an approved Conditional Use PERMIT for 10 unit and 4 affordable staff group home units. MIXED USE ZONING has many commercial-residential possibilities...for example: could go to 10 market rate units on site, or higher density with affordable housing, or boutique HOTEL if you bring transient rights, etc. Includes a RECERTIFIED two-story raised CBS 6,128 SQ FT building that could be used in so many different ways, includes 2,340 SQ FT of extra outdoor porches. BEST LOCATION near Vaca Cut for easy Ocean-Bay access, easy airport access, SHORT-TERM RENTAL FRIENDLY! 6 TBR's are available separately or no TBR's required for pure commercial use! Contact Peter and Ewa Schwarz 305-394-5171 for more info and a private viewing of this amazing opportunity to get into THE KEYS LIFESTYLE...live, work, business, family compound...you can do it all right here on the water!

14 125th St, Marathon
$11,000,000
18 Beds ⋅ 21 Baths ⋅ 615102 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
$1,570,000
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 limited waterfront inventory in the Florida Keys, this property presents a rare 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
$1,395,000
613825 MLS
Open water views. 7876 sq ft lot with Building Right and Dock Permit at 252 Pescayo Ave just off Coco Plum Dr in Marathon, Fl 33050 89'+/-waterfrontage X 160' ave depth. Active Mangrove Fringe Clearing Permit.

252 Pescayo Ave, 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
$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
$499,000
613692 MLS
INVESTORS! Opportunity to own a contiguous Bay front buildable lot on the Florida Bay within an exclusive gated community in Stirrup Key, Marathon Florida Keys. Buyers to verify permit process or potential to create a ''tie in'' to the existing home on Lot 30. Possibilities are endless depending on your needs. Apply to build an accessory structure and purchase the bay home for a large family retreat. Add a pool and putting green to the single family home for more recreation. Tie in an accessory structure to the existing single family home on extra lot. Park your boat and launch your boat in the homeowner's park.

120 Pirates Cove Dr, Marathon
$1,725,000
4 Beds ⋅ 4 Baths ⋅ 618025 MLS
Magnificent legal duplex in the vibrant heart of the Florida Keys, offering highly sought-after 7-day rental flexibility--an exceptional advantage for investors and homeowners alike. Elevated on stilts, this impressive property features two spacious bedrooms and two full bathrooms on each side, creating the perfect setup for extended families, dual living, or maximizing rental income. Ideally located just four properties from the Atlantic Ocean, the home boasts an expansive 70-foot seawall with quick, easy boating access to open water-making it a true boater's paradise. Both residences have been thoughtfully updated with modern finishes, enhancing comfort, style, and long-term value. Whether you're looking for a high-performing vacation rental, a primary residence with income potential, or a combination of both, this rare duplex offers unmatched versatility in one of the Florida Keys' most desirable locations.

668 & 670 89th St, Marathon