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$4,499,000
3 Beds ⋅ 4 Baths ⋅ 620861 MLS
Some waterfront homes offer a view. This one creates an entire lifestyle around it. Set along the Gulf within the sought-after gated Stirrup Key community, this beautifully appointed CBS residence captures panoramic open-water views, unforgettable sunsets, and a rare sense of privacy. Electronic gated entry and tropical surroundings create an immediate sense of arrival while extensive upgrades reflect elevated living and effortless enjoyment. Contemporary design and relaxed coastal living come together through an open, light-filled floor plan. Expansive impact windows and sliding glass doors frame the water from every angle, bringing the ever-changing Gulf backdrop into the interior. The chef's kitchen features quartz countertops, Bosch stainless appliances, custom cabinetry, and a seamless connection to the dining and living areas. Solar panels further enhance the home's thoughtful, energy-conscious design. The thoughtfully designed layout includes two spacious primary suites, each offering private balcony access and sweeping water views. A third guest bedroom, guest bath, private gym, and an additional full bath add comfort and versatility. Outdoors, the property unfolds as a private tropical escape. A waterfront pool, covered entertaining area, outdoor shower, and multiple gathering spaces create the perfect setting for relaxed afternoons and memorable evenings. Mature fruit trees surround winding garden pathways leading to peaceful seating areas and a waterfront fire pit. A deeded boat slip with lift in the private marina is located just steps from the front door, offering exceptional convenience on the water. Along the open-water shoreline, a private kayak dock with lift provides direct access to exceptional kayaking and paddleboarding from your own backyard. Just minutes from shopping, dining, and The Marathon International Airport, this exceptional residence offers a rare combination of open-water beauty, boating access, privacy, and effortless island living.

108 Sunset Dr, Marathon
$2,028,000
5 Beds ⋅ 5 Baths ⋅ 619816 MLS
Stirrup Key is one of Marathon's most established gated communities offering residents a private community boat ramp with immediate open water access, and this is a rare opportunity to own a newly completed custom-built modern pool home by the highly respected local builders, Design Center. Unlike many areas of the Florida Keys, Stirrup Key is a true residential community with no weekly vacation rentals, creating a more private and consistent neighborhood environment without constant turnover or short-term rental traffic. This stunning 3-story residence offers 5 bedrooms, 5 full baths and 3,467 sqft of living space with multiple rear balconies overlooking the water views and surrounding tropical setting. Designed with both luxury and durability in mind, exterior highlights include a long modern paver driveway leading to the enclosed garage plus covered carport for additional parking, EV charging station pre-wire, concrete block construction, poured solid columns, metal roof, spray foam insulation, hurricane impact windows and doors throughout and pre-wiring for a future home generator. The thoughtfully designed floorplan allows convenient ground-level entry adjacent to the garage. The custom kitchen features solid wood soft-close cabinetry with 42' uppers, cabinet crown, LED under-cabinet lighting, quartz counters, upgraded plumbing fixtures, modern backsplash and GE Profile appliances. Each bath offers custom tile floors, designer tiled showers with frameless glass and upgraded mirrors, lighting and fixtures. Additional interior features include 10ft ceilings, 8ft solid core doors with modern hardware, LED recessed lighting throughout, 5' baseboards, zero-maintenance luxury vinyl plank flooring throughout and expansive closets in all bedrooms. The backyard was designed for entertaining with a custom heated concrete pool featuring a pebble finish, sunshelf, color-changing LED lighting and a travertine paver deck. There is ample room to park a boat trailer or RV.

199 Stirrup, Marathon
$450,000
619794 MLS
Rare vacant buildable lot opportunity in the gated community of Stirrup Key Subdivision in Marathon. This separate parcel is offered with a transferable building right and approved building plans already in place, creating a valuable head start for a buyer, builder, or investor looking to build in the Florida Keys. In a market where buildable land and development rights are limited, this property offers a strong opportunity to secure a scarce parcel with much of the early planning already completed. The included transferable building right and approved plans may help reduce the time, uncertainty, and upfront work often associated with vacant land development in the Keys. Ideal for a buyer looking to build a custom residence, a builder seeking a future project, or an investor evaluating long-term value in one of Marathon's established gated communities. Located in Stirrup Key, the property offers a private setting with convenient access to shopping, dining, boating, the airport, and daily necessities in Marathon. Centrally positioned in the Middle Keys, the location also provides convenient routes north toward Miami and south toward Key West. A rare opportunity to purchase a buildable Florida Keys lot with a transferable building right and approved plans already in place. Buyer and buyer's agent to verify all information, including building right, approved plans, permitting status, zoning, setbacks, development potential, utilities, and association requirements.

207 Stirrup, 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
$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
$1,976,212
4 Beds ⋅ 3 Baths ⋅ 605925 MLS
Paradise found in the coveted gated community of Stirrup Key where there are NO transient rentals!! This one is a boater's and fisherman's dream where you can pull right up in your back yard on a beautiful private lagoon, where dolphins and manatees are often spotted! Dock your vessel easily as there is 104' of water frontage & a 4 poster 20#+ lift, as well as, a double Jet Ski dock. Store all your gear in the abundant storage this stunning concrete block home with/metal roof and impact windows has to offer! In addition to the two car garage there is a workshop an envy for car enthusiasts! Enjoy your catch by the pool under the tiki hut or covered patio area, or take the elevator to the third floor where you can take in stunning water views while you cook dine or entertain in the beautiful island kitchen with granite countertops and stainless appliances and open living area!! 2nd & 3rd floors have screened in patios! Wonderful for relaxing on breezy afternoons without the annoyance of insects. Lots of rooms for guests, office or hobby room. Easy access to the gulf and the Atlantic!! Hurry this one will not last long and this beautiful home can be offered turn key!!

105 Pirates Cove Dr, Marathon
$2,675,000
4 Beds ⋅ 3 Baths ⋅ 614358 MLS
For Sale by Owner/agent & priced below market value! Discover your dream waterfront lifestyle on an expansive 13,135 sq ft lot with breathtaking open water views. This 4-bed, 2.5-bath plus loft home offers 3,260 sq ft of luxury. Built in 2018, it features superior CBS construction, a metal roof, and impact windows, all elevated 11 ft above sea level. Your backyard oasis includes a sandy beach/yard, travertine deck, pool, and jacuzzi. Plus, a permitted plan (a $100k value) is ready for a 20K lb boat lift, 2 jet ski lifts, and 60 ft yacht pilings. A separate marina deeded dock can be included in the sale for an additional $150K - 12ft wide, 20 ft long, useful up to 9.5 ft beam Located in the exclusive gated community of Stirrup Key https://www.cbs17.com/business/press-releases/ein-presswire/843690199/marathon-property-serves-as-case-study-in-coastal-resilience-and-insurance-savings/ Marathon Property Serves as Case Study in Coastal Resilience and Flood Insurance Savings MARATHON, FL - August 27, 2025 - A recently listed property in Marathon, Florida, is drawing attention as a case study for mitigating financial and environmental challenges in the Florida Keys' real estate market. The residence, located at 101 Windy Point Circle, highlights how thoughtful construction and community planning can provide long-term stability for coastal homeowners facing escalating insurance costs and development pressures. Homeownership in the Florida Keys has long been associated with high property values, but the increasing cost of flood insurance presents an equally significant financial hurdle. Under FEMA's Risk Rating 2.0, insurance premiums are now calculated based on individual property-specific factors, including a home's elevation, construction type, and proximity to water. This shift has resulted in a substantial increase in rates for many coastal properties. The home at 101 Windy Point Circle serves as a notable counterpoint to this trend. The property, built in 2018 with superior CBS (concrete block and stucco) construction and elevated 11 feet above sea level, has an annual flood insurance premium of just $1,273. This rate is grandfathered and can be transferred to a new owner, creating a substantial and recurring financial advantage. The property's resilient design was tested in 2017 during Hurricane Irma, where it sustained minimal to no damage, a testament to its elevated construction and durable metal roof. Alex Baglioni, CEO of Bluecastle Lending, Realty & Title, commented on the property's value. "As a professional in the real estate industry, the long-term value of this home's construction and elevation was immediately apparent," Baglioni stated. "The low, grandfathered-in flood insurance cost was a huge factor. This property is a smart investment in resilience and financial security that directly addresses some of the biggest challenges of owning property in the Florida Keys today." Beyond its financial resilience, the property addresses another key issue affecting the Florida Keys: the impact of tourism on residential neighborhoods. The growth of short-term rentals has created widespread concerns over constant visitor traffic, noise complaints, and parking issues. The exclusive, gated community of Stirrup Key, where the home is located, maintains a strict policy prohibiting short-term rentals. This provides a serene, residential atmosphere and a quiet retreat from the constant traffic and noise often associated with high-turnover tourist areas. According to market data, this regulation has contributed to a consistent increase in property values within the community, demonstrating that this peaceful benefit also offers a notable financial gain. The property also offers a rare amenity for a mariner. The residence holds a highly coveted, government-approved permit for a dock extension in the backyard, allowing for the construction of a dock to accommodate a 60-foot yacht, a boat lift, and two jet ski lifts. The ability to berth a vessel of this size directly on open water, but still protected in a cove, is an uncommon feature in this location. The 2,620-square-foot residence features four bedrooms and sits on a 0.3-acre lot. The property is currently listed for sale by the owner/agent. About Bluecastle Lending, Realty & Title: Bluecastle Lending, Realty & Title is a Florida-based company specializing in real estate, mortgage lending, and title services. The firm provides comprehensive solutions for buyers and sellers, leveraging extensive market knowledge to navigate the complexities of Florida's real estate landscape.

101 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
$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
$2,299,000
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
$4,900,000
3 Beds ⋅ 4 Baths ⋅ 605505 MLS
Unique 1.75 acres (2 separate adjoining lots) of private property located in gated Stirrup Key includes 3 protected basin docks. This unique property offers a separated buildable lot (38,333 SF lot)providing a great opportunity for those buyers looking to create their own private estate for themselves or a multigenerational compound for your family. Awesome views from 660 Ft of open water that provides you sunrises and sunsets from this home. Spectacular views from the sunset Gazebo offers the picturesque 7 mile Bridge off in the distance. This custom built Mediterranean style home features the beauty, tranquility and privacy of your very own resort. Gulf views everywhere from the 11,000 SF court yard patio with spacious tiki hut for another entertaining area. A beautiful pool and deck, on the same level of the great room for easy entertaining from the kitchen. The 100 ft of 3 tiered terraced gardens with palm trees includes an easy walk way down to the patio with mature palms, majestic date palms and many other numerous plants for the gardeners delight. Architectural designed cathedral ceilings in every room includes beautiful wood Bahama shutters. Spacious great room includes a coral fireplace and walk out access to the pool with gulf views. There are separate wings for the master suite and guest bedrooms. The master suite includes his and her closets and skylights in the master bath. Additional features include an elevator, a 12,000 gallon cistern, garage for your car & golf carts and large storage area includes a pool table, a 2nd washer and dryer, and work benches. Short drive to Marathon airport!

111 Windy Point Cir, Marathon
$4,000,000
4 Beds ⋅ 4 Baths ⋅ 611147 MLS
Enjoy Resort Style living in your own piece of private paradise in the coveted and gated community of Stirrup Key, on a double lot with unobstructed Open Water Views & endless Sunsets!! 2nd lot is buildable and can be separated and Sold. Two Primary Suites, media room with Murphy bed! Downstairs Studio with full bath makes a great 'In-Law', Caregiver Suite, Office or extra Bedroom! No rentals for a period of less than one year!! This property has been completely transformed top to bottom with high end appointments, tankless water heater, Solar, impact windows, doors, & sliders. Stainless steel Bosch Kitchen appliances, polished porcelain tile floors, IPE wood screens & accents, outdoor shower, large downstairs entertaining area, Catalina Hot Tub, fenced with electronic gate, & Garden Oasis with Art & mature Fruit trees, pineapples, bananas, Star Fruit, Avacado & four Mango trees of three different varieties!! Kayak dock with lift and your own deeded slip with lift in private subdivision Marina!! Can you see yourself in that amazing heated & chilled pool with a cold libation in your hand. This home is what dreams are made of!! Bring your toothbrush & move in as furniture, art & electronics are negotiable.

108 Sunset Dr, Marathon
$1,000,000
3 Beds ⋅ 3 Baths ⋅ 611771 MLS
Exceptional Opportunity in the Exclusive Stirrup Key Gated Community This Gulf-front property presents a rare chance to own the least expensive home in one of the most prestigious neighborhoods of the Florida Keys. Nestled on an oversized 0.33-acre lot, this 3-bedroom, 3-bathroom home offers unparalleled value and the potential to craft your ideal coastal retreat. It's being sold AS-IS without a boat slip, making it the perfect canvas for your dream upgrades. Key highlights: Spacious layout: 1,802 sq. ft. of living space with endless possibilities for customization. Prime location: Located near MillionAir at Marathon Airport, ideal for convenient travel. Prestige and Privacy: Secure living in a sought-after gated community, surrounded by upscale homes and breathtaking Gulf views. Opportunities like this don't last long in Stirrup Key. Whether you're a retiree looking for a peaceful getaway or an investor ready to unlock its full potential, this home stands as a remarkable investment in a highly coveted location. Vacant Easy to Show, schedule your showing with us.

351 Stirrup, Marathon
$249,000
605515 MLS
Looking for the perfect spot to build your luxury dream home? Consider this 1/4 acre plus lot, overlooking the stunning Gulf waters. This gated and private subdivision is designed for the discerning buyer who values privacy and exclusivity. Forget about the hassle of transient vacancies - this neighborhood is full of locals who love to gather and socialize. But the real draw of this subdivision is its access to the water. Bring your boat because there's a private boat ramp exclusively for residents. You can launch within minutes and be out on the Gulf of Mexico or Florida Bay in a flash. And with TBR purchased separately, Plus house plans already designed for this lot, you can start building right away. But the real draw of this subdivision is its access to the water privacy, and Local Island Vibe. This area is known for its million-dollar homes and stunning vistas. And for pilots, it's a dream come true. The subdivision is just minutes from the airport, making it easy to jet off on your next adventure. Don't wait, make your dream home a reality today! House plans are for a 4bed, 3.5bath with office that could be a 5th bedroom. 2 car garage that empty into house and 3672 sf under roof.

199 Stirrup, Marathon
$3,400,000
4 Beds ⋅ 4 Baths ⋅ 613448 MLS
Nestled in the prestigious gated community of Stirrup Key, this 2013 custom built CBS Open water home features 4 bedrooms 4 bathrooms and is a contemporary coastal masterpiece, showcasing luxurious finishes, panoramic open water views and the ultimate Keys lifestyle. Surrounded by lush tropical landscaping, this property is a private sanctuary, featuring vibrant greenery, fruit trees, and butterfly-friendly gardens that create a serene, natural oasis. In the evenings, outdoor landscape lighting adds an enchanting ambiance making the property ideal for entertaining or quiet relaxation. Inside, the open-concept design is bathed in natural light from floor-to-ceiling impact-resistant windows/doors that frame uninterrupted water views. The main level features a thoughtfully designed layout, highlighted by a chef's kitchen with stainless appliances, custom cabinetry and generous counter space, all perfect for entertaining. The primary suite, conveniently located on the main level, offers a luxurious retreat with spectacular water views, a spa-like en-suite bathroom, and direct access to the outdoor living area. The rear of the property is designed for outdoor living at its finest. An elevated infinity-edge pool blends seamlessly with the horizon, offering a tranquil space to relax while overlooking the water. A private observation platform provides the perfect spot for morning coffee or evening cocktails under the stars. For boating enthusiasts, a deeded boat slip in the community's protected marina is also included. The lower enclosure includes a spacious 2 car garage and an abundance of storage for recreational gear, tools and equipment. This rare gem combines luxury, privacy and convenience and is located just minutes from local restaurants, shopping, beaches and the Marathon Jet Center.

339 Stirrup, Marathon
$2,750,000
3 Beds ⋅ 3 Baths ⋅ 615511 MLS
For statistical purposes only. Gulf/Bay side stilted home.

347 Stirrup, Marathon
$1,125,000
603054 MLS
Large Stirrup Key bay front lot includes a building permit and a deeded boat slip in the sheltered Stirrup Key Marina:, featuring: -Large 1/4 acre+, cleared, bay front lot in highly sought after Stirrup Key, - Plenty of room to build large private residence, - Lots of parking for your vehicles and water toys, - Room to build pool,/decks/lanai, - TBR included, build now, no waiting. -Deeded slip in sheltered marina with no bridge obstructions provides quick access to Gulf and Atlantic Ocean. - Close to the heart of Marathon, f fishing/diving/snorkeling capital of the Keys, - One hour drive to Key West nightlife and two h0ur drive to fabulous Miami. Marathon has some great restaurants, new hospital, new library, and a full service private airport (FBO) w/ car rentals. If you are thinking about building your own luxury waterfront residence in the Keys don't miss this one!

200 Stirrup, Marathon
$2,155,000
3 Beds ⋅ 2 Baths ⋅ 615569 MLS
Discover the refined elegance of this beautifully appointed home located on a canal front in Stirrup Key. Every aspect of this residence reflects high-end finishes, executed with tasteful sophistication. The kitchen boasts granite countertops and stainless-steel appliances, while the floors are premium vinyl for a touch of luxury underfoot. Enhanced for your peace of mind, all windows and doors are impact resistant. Beyond the aesthetic appeal, this home is equipped with a whole-house generator and features a spacious workshop on the ground level, adding both practicality and convenience. The property offers direct to the Gulf of America via a deep-water canal, concrete dock and 12,000 lb. boat lift, perfect for nautical enthusiasts. Nestled within the gated community of Stirrup Key, this home is among predominantly owner-occupied residences, ensuring a peaceful living environment. The community maintains a strict no short-term rental policy, preserving the area's exclusivity and tranquil ambiance. Adding to its allure, this property includes bonus features not accounted for in the total square footage, offering additional private balcony and terrace spaces and spacious storage downstairs This home is truly a gem that needs to be seen to fully appreciate the unique value it offers. Don't miss the chance to make this exquisite property your own.

358 Stirrup, Marathon
$350,000
616563 MLS
Build your dream home on this exceptional 11,600 sq. ft. bayfront lot in the prestigious, gated community of Stirrup Key. Offering open water views, this parcel provides the perfect canvas for a custom residence designed to capture the beauty of the Florida Keys lifestyle. With ample space for your ideal floor plan, this deed-restricted community ensures a neighborhood of high-quality homes while maintaining privacy and exclusivity. Located within the City of Marathon, Stirrup Key combines upscale living with convenient access to world-class fishing, boating, dining, and the best of the Keys. Don't miss this rare opportunity to create your own waterfront paradise in one of Marathon's most desirable enclaves.

313 Stirrup, Marathon
$4,595,000
3 Beds ⋅ 3 Baths ⋅ 604950 MLS
It's like an aquarium walking over the dock. Tarpon, angel fish, snappers, nurse sharks and spotted rays. ( see pics for proof ) Water is so clean and clear. Listing consists of 4 lots. house, adjacent buildable lot, and 2 slips in the basin. Adjacent lot is buildable and rights can be purchased immediately and can close simultaneously with lot. Lots face west, northwest. The perfect sunsets. Basin slips are great but house also has 186 ft of dockage behind it. House is very well kept and is above flood. Heated pool, strategically placed behind landscaping that shades it from the afternoon sun. Sandy Beach area behind house and a Bathroom located just off pool side through screened in porch for convenience. House is a 3bed 3bath with a loft for 4th bedroom possibility. Large kitchen, Large master bath, massive ceiling height in living room and windows everywhere offering 180 degrees of incredible views you must see to truly appreciate. Irrigated, Native landscaping surrounds both lots, house offers 2 garage bays, 1 carport bay, workshop, garden shed, and screened in porch off pool, well shaded front patio, and large back deck overlooking the ocean with tons of seating for afternoons watching the sunsets with friends and family. Multiple dock configurations are possible. Water is clean and deep behind the house. 1 of the rare spaces in Stirrup that is deep enough for a dock behind the house. A/C's are 2015, subfloor is concrete, House is elevated above flood. Metal roof, power, and water on dock. Gated subdivision that has a 365 day rental minimum leaving no opportunity for transient, weekly turnover and offering privacy that is hard to find anywhere. Too many features to list. Call for appointment.

115 Windy Point Cir, Marathon
$2,950,000
3 Beds ⋅ 2 Baths ⋅ 614992 MLS
LUXURY OPEN WATER OASIS in Prestigious Stirrup Key. Welcome to your private island retreat in the exclusive, gated community of Stirrup Key. This elegant 3-bedroom, 2-bath home captures breathtaking open Gulf views from the moment you arrive—offering the quintessential Keys lifestyle with upscale comforts and serene surroundings. Perched on over 28,000 square feet of land, including an adjacent lot and a half-lot, this residence is designed for relaxation and entertaining. Soak in the vistas from the expansive upper-level balcony, watch boats pass by, or cool off in your private swimming pool. The open-concept interior features vaulted ceilings with coastal wood accents, creating a bright and airy ambiance that flows effortlessly throughout the living space. Wake up to water views from the primary suite, and enjoy seamless indoor-outdoor living with panoramic scenes from the living room. Boating enthusiasts will appreciate the two private boat slips—one equipped with a 7,000-pound lift and another perfect for a jet ski—plus an EZ-Dock for kayaks or paddleboards. Additional highlights include: - Multi-car garage with abundant storage - Elevator for easy access to the main living area -Spacious layout ideal for entertaining -Tasteful furnishings included for move-in ease Nestled within a 60-acre gated enclave, Stirrup Key offers privacy, security, and a strong sense of community—while being just minutes from fine dining, boutique shopping, the airport, and all the best of Marathon. Don't miss this rare opportunity to own a slice of paradise in one of the Keys' most coveted neighborhoods. 📍 Learn more about the Stirrup Key HOA at skhoa.com 📞 Schedule your private tour today.

359 Stirrup, Marathon