Refine Search
Map
Sort by
$2,200,000
3 Beds ⋅ 2 Baths ⋅ 619483 MLS
Experience the pinnacle of Florida Keys waterfront living in this newly constructed (2023) open water home on Big Pine Key. Perfectly positioned to capture breathtaking sunrise views, this CBS-built residence offers a seamless blend of modern coastal design, durability, and effortless indoor-outdoor living. Spanning 1,834 square feet, the home features 3 Bedrooms and 2 Bathrooms, thoughtfully designed with soaring 10-foot ceilings, 8-foot doors, and expansive impact-rated windows and doors that invite in natural light while framing panoramic water views throughout the living spaces and Primary Suite. The heart of the home is the stunning chef's Kitchen, appointed with white quartz countertops, stainless steel appliances, custom cabinetry, and an oversized dining bar--ideal for entertaining guests or enjoying casual waterfront dining. The Primary Suite serves as a tranquil retreat, complete with sweeping water views, a spacious custom walk-in closet, and a beautifully finished modern Bathroom. Outdoors, the property transforms into a private resort. A large waterfront Pool overlooks the open water, while the 75-foot Concrete Dock with a protected cut-in Boat Slip provides exceptional boating convenience with deep water access to both the Gulf and Atlantic via Bogie Channel, renowned for its excellent fishing. Offered fully Turn-Key and rental ready, this property is perfectly suited for a luxury second home or income-producing investment. As a newer construction, it also benefits from lower insurance costs, an increasingly valuable advantage in the Keys. Located in Big Pine Key, home to serene nature preserves, the famous Key Deer, and convenient shopping and dining, you are also just minutes from the pristine beaches of Bahia Honda State Park.

1631 Sunrise Dr, Big Pine
$2,200,000
5 Beds ⋅ 4 Baths ⋅ 619406 MLS
Two Parcels Included!!! Welcome to 1320 6th Street, a fantastic investment opportunity in a prime midtown Key West location. This property features three private units, each offering great rental income potential. Your chance to make money and have a home in paradise. Newly remodeled kitchen in the rental home. Enjoy the large inviting pool and well-maintained grounds, all just minutes from downtown Key West. Whether you're looking for a lucrative rental property or a versatile family compound, this unique property is a perfect choice. Don't miss your chance to own this gem in the heart of Key West! Prime Corner Lot enjoy the benefits of a corner lot with enhanced privacy and curb appeal. The property has ample parking and features a three-vehicle covered carport, along with additional off-street parking that can accommodate your boat or RV. The layout and landscaping provide a sense of seclusion, ensuring a comfortable living experience for tenants. This multi-family property is a rare find, combining practicality, privacy, and profitability. Don't miss out on this outstanding investment opportunity!

1320 6th St, Key West
$2,200,000
1 Beds ⋅ 1 Baths ⋅ 618440 MLS
Unobstructed Bayfront Opportunity in Key Largo! Rare opportunity to own an unobstructed bayfront property in a Key Largo desirable subdivision. This waterfront home offers endless potential, whether you choose to renovate the existing residence or build your custom Florida Keys dream home on this prime parcel. The current structure features one bedroom and one bathroom on the upper level, with the lower level permitted for storage. Enjoy stunning bay views and a beautiful beach area right outside your door, perfect for soaking in the Keys lifestyle. The dock was destroyed in a prior storm; however, permitting is available to install a new dock, allowing future owners the ability to restore boating access.

100 Point Pleasant Dr, Key Largo
$2,200,000
617638 MLS
Significant Income Opportunity with income already on the books, with potential to push it more. Prime 25,000 SF mixed-use property on Stock Island featuring dual access from 1st and 2nd Avenue, a 2,040 SF concrete office/utility building, and expansive paved yard space. Zoned MU, the site supports a wide array of commercial, residential, and industrial uses. Fully fenced with ample parking, this versatile parcel offers exceptional redevelopment potential just minutes from Key West. An increasingly rare large MU tract in a high-demand growth corridor.

5580 1st Ave, Stock Island
$2,200,000
3 Beds ⋅ 2 Baths ⋅ 618660 MLS
Offered for the first time in its history, this exceptional corner-lot waterfront residence has been meticulously cared for by its original owners and presents a rare opportunity to own a truly special property. Set on a premier corner parcel, the home offers an extraordinary 215 feet of concrete dockage—an unmatched feature for serious boaters and those who value both space and privacy. With wide water views and room to accommodate multiple vessels, this property is designed for the ultimate Florida Keys boating lifestyle. Upstairs, the home welcomes you with a grand open living and entertaining area highlighted by soaring vaulted ceilings and abundant natural light. The spacious living area flows effortlessly onto an expansive back porch, creating the perfect setting for outdoor dining, relaxing evenings, and enjoying the waterfront surroundings. Three bedrooms and two bathrooms complete the upper level, providing comfort and functionality for family and guests. The ground level features an impressive 2,376 square feet of garage space—ideal for vehicles, boats, storage, or a workshop, and a rare amenity in waterfront homes. Ideally located, the canal provides direct access to Tavernier Creek, offering convenient and efficient passage to both the ocean and the bay, making this location especially desirable for anglers and cruisers alike. First-time-on-the-market properties of this caliber are increasingly rare. This is an opportunity to own a well-maintained waterfront home with exceptional dockage, privacy, and potential to tailor the space to your personal vision.

216 Sonny Rd, Tavernier
$2,199,999
3 Beds ⋅ 3 Baths ⋅ 620937 MLS
A true Historic Gem, meticulously restored to its former glory with a complete, ground-up revitalization. Every detail has been thoughtfully preserved and reimagined, blending timeless character with modern craftsmanship to create a stunning masterpiece that honors the past while embracing the future. Experience the ease and elegance of one-level living in this Island Inspired Retreat. This tropical haven features two impeccably styled bedrooms, each with it's own Spa-like en-suite and spacious closets for effortless organization. Accent wood wall finishes add warmth and character while the hand selected tropical wallpaper, infuses each space with a vibrant, vacation-like ambiance. The Charming finished half-story on the second floor is a dream hideaway designed for fun, comfort and unforgettable memories. This inviting space features four built-in bunks, creating a cozy camp-like retreat that's perfect for grandkids, visiting family or extra guests. Each bunk is adorned with luxurious hand-selected linens, making it as stylish as it is comfortable. Whether it's laughter-filled sleepovers or quiet afternoon naps, this whimsical bunk room promises to be a favorite spots for guests of all ages. The Spacious, thoughtfully designed kitchen is a gathering place for making memories, perfect for hosting family, friends and special occasions. The oversized island offers plenty of space for meal prep, casual dining or simply enjoying a cup of coffee while chatting with loved ones. From the Kitchen, you'll enjoy the picturesque views of the beautifully appointed tropical living and dining area, featuring elegant wallpaper, a Featured Wood Finished Wall, gorgeous window covering, custom blinds and a stunning coordinated furniture package. The open layout also connects to the private new pool and patio area, perfect for relaxed get-togethers, holiday celebrations or quiet evenings under the stars. Addn features inc, 3 OSP, Turnkey, Above Flood, Storage, privacy.

1328 Duncan St, Key West
$2,199,000
4 Beds ⋅ 4 Baths ⋅ 620883 MLS
Getting out on the water is simple from this beautifully remodeled 4-bedroom, 4-bath home, and coming home feels just as inviting. Set along a wide canal, the property offers quick access to open water with no fixed bridges. A private pool and inviting indoor-outdoor living spaces make being at home just as enjoyable as a day on the water. Inside, the open layout feels bright, spacious, and thoughtfully designed, with impact-rated windows and doors throughout. The kitchen is finished with KraftMaid cabinetry, quartz countertops, and stainless steel appliances, creating a clean space that connects naturally with the main living area. Impact-rated folding sliders open fully to a 450 sq. ft. covered lanai, making the home ideal for entertaining or unwinding. The spacious primary suite includes a walk-in closet and an updated bathroom with a rainfall shower head. One of the guest bedrooms also features a walk-in closet, adding valuable storage and comfort. Porcelain tile flooring runs throughout the main home, while arched architectural details inside and out give the property a distinctive sense of character. The outdoor area offers the kind of setting that makes it easy to lose track of time, with 1.25' Shellstone pavers, covered patio space, privacy fencing, and a full bathroom conveniently located off the pool deck. Along the canal, the concrete seawall offers excellent dockage and room for a future boat lift. Additional features include two-zone air conditioning, two on-demand water heaters, brand new PVC plumbing throughout, upgraded electrical, a detached poolside cabana with electricity. Located in Key Haven, just minutes from Key West, this home brings together privacy, thoughtful updates, excellent boating access, and the easy indoor-outdoor lifestyle that makes the Florida Keys so special.

52 Key Haven, Key Haven
$2,199,000
3 Beds ⋅ 2 Baths ⋅ 620226 MLS
Enjoy sweeping ocean views from this beautifully designed Coastal Modern waterfront home in the heart of Marathon. Built with both style and durability in mind, this 3 Bedroom, 2 Bath CBS residence features concrete walls, floors, and roof, along with impact windows and doors for added peace of mind. Inside, oversized tile flooring and a bright open-concept layout create a clean, contemporary feel filled with natural light. The main living area flows comfortably to outdoor spaces, making the home ideal for relaxed Keys living and effortless entertaining. Two spacious guest bedrooms and a well-appointed guest bath provide inviting accommodations, while the private top-floor primary suite offers a peaceful retreat with access to the rooftop deck. An additional bonus space on the main level adds valuable flexibility and could serve as a possible 4th bedroom, office, pool cabana/dressing room or convenient guest overflow area. The rooftop deck is a true highlight, showcasing panoramic views of the turquoise Atlantic waters. Whether enjoying sunrise coffee, afternoon breezes, or evening cocktails under the stars, this elevated outdoor space captures the best of coastal living. After a day on the water, return to your concrete dock and unwind beside the canal-front pool with jets, or gather with guests on the expansive pavered patio overlooking the water. With multiple outdoor living areas, dockage, pool, and ocean views, the property is perfectly suited for boating, entertaining, and enjoying the laid-back island lifestyle. Conveniently located just minutes from restaurants, shopping, and the Marathon Airport, this property offers an exceptional blend of modern construction, coastal style, and Florida Keys waterfront living. With a proven rental history, this property also presents an outstanding investment opportunity for those seeking personal enjoyment and income potential in one of the Keys' most desirable destinations.

1040 81st Street Ocean St, Marathon
$2,199,000
6 Beds ⋅ 5 Baths ⋅ 617882 MLS
This versatile 3-family property offers a rare blend of privacy & income potential. Designed as 3 distinct residences, each with a private entrance and it's own kitchen and w/d, the property is ideal for an owner-occupant seeking rental income or an investment for long term, vacation rentals or family compound. Main Level - Primary Residence: The spacious downstairs layout features a 2 bed, 2 bath, open-concept living area & updated kitchen w/ quartz countertops, wine cooler, & pantry overlooking the pool. The master suite has a built-in office, a custom walk-in closet system, & updated bath w/walk in shower. Main Level - Guest Suite is freshly painted w/private entrance, full kitchen, dedicated laundry, & full bathroom. Upper Level -3 beds & 2 baths, w/d, private entrance, French doors & balconies overlook the backyard foliage & pool. The 2nd remodeled bathroom services the 2 bedrooms, 1 of which is used as a media room. The open Living room/Kitchen has built-in wall shelves, The secluded backyard features a heated/chilled saltwater pool w/custom water feature by renowned master potter Jay Gogin. The grounds are secured by unique bamboo fencing and include a refreshing outdoor shower. Whole-house Generac generator and a large Rheem on-demand gas tankless water heater. Front of the house features an elevated patio overlooking the street. metal roof, accordion/panel storm shutters, & 2 driveways as well as 3 off-street parking . Need 24 hour notice to show!

1609 United St, Key West
$2,199,000
3 Beds ⋅ 3 Baths ⋅ 617567 MLS
Seller Financing Available | Pre-Construction Waterfront Retreat | Deep Water | Sunrise Views Located right across from the island of Boot Key, this exceptional pre-construction offering combines protected deep-water living, open-water views, and one of the most desirable boating locations in Marathon. Explore scenic kayak trails for beginners and advanced paddlers, surrounded by rich nature and wildlife where dolphins and manatees are frequently seen. The property faces east for breathtaking sunrises, while Boot Key provides natural protection during storms—creating an ideal, secure harbor environment. With approx 60 feet of deep-water dockage, enjoy ample space for large or multiple vessels, excellent maneuverability, and direct access to world-class boating. Inside the harbor, convenience is unmatched with 5 restaurants and 3 gas docks just minutes away. Commencing soon on this with construction, the custom home is designed with modern coastal style and true Keys practicality. The residence will feature 3 bedrooms and 2.5 bathrooms, offering elevated living spaces perfectly oriented toward panoramic Boot Key Harbor views. Whether you're a dedicated boater, nature lover, investor, or seeking a peaceful Keys escape, this rare property delivers the ultimate blend of location, protection, and lifestyle. Seller will finance with half down!

1252 24th St, Marathon
$2,195,000
5 Beds ⋅ 3 Baths ⋅ 620325 MLS
TRANSIENT LICENSE * NIGHTLY RENTALS* PROVEN RENTAL INCOME* IDEAL 1031 EXCHANGE OPPORTUNITY Casa De Las Palmas Rarely does a Florida Keys property combine proven income, privacy, and future potential like this. Situated on nearly two acres spanning four lots, this unique compound offers a coveted transient license allowing nightly rentals and a well-established vacation rental business with a strong history of performance. Historically generating over $200,000 annually, with recent projections ranging from $250,000 to $300,000, this is an outstanding opportunity for investors, vacation rental operators, or buyers seeking a premier 1031 Exchange replacement property. More than just a rental property, this is a proven income-producing asset with an established guest base, and delivering the authentic Florida Keys experience that visitors seek. Rather than starting from scratch, a new owner can step into a property with a successful operating history and demonstrated demand. The property features a 4-bedroom, 2-bath main residence, relaxing pool, expansive outdoor living areas, and a separate concrete guest structure complete with bedroom, bath, and kitchenette. Fully fenced with two private entrances, the grounds offer exceptional privacy, abundant tropical landscaping, fruit trees, palms, and ample space for RVs, boat trailers, and recreational equipment. Over 100 Palm trees Future upside may exist through additional development opportunities, expansion of the existing compound, or further enhancement of the guest experience, subject to buyer verification and applicable regulations. Properties offering a transient license, multiple lots, substantial acreage, proven income, and future potential are increasingly rare in today's Florida Keys market. Whether you're seeking a high-performing vacation rental, a strategic 1031 Exchange acquisition, or a private Florida Keys retreat, this property is positioned to deliver value and Solid ROI from day one.

125 Colson Dr, Cudjoe
$2,195,000
3 Beds ⋅ 4 Baths ⋅ 619577 MLS
Welcome to your legacy retreat in Islamorada's premier gated waterfront community. A rare blend of privacy, prestige, and resort-style living awaits in this Key West-inspired residence, set within one of Islamorada's most exclusive gated bayfront communities. Surrounded by manicured tropical landscaping and timeless architectural charm, this home offers an elevated island lifestyle defined by serenity and sophistication. A palm-lined entrance leads to a vibrant exterior with wraparound porches and sun-filled interiors framed by lush garden views. The spacious three-bedroom layout is designed for effortless indoor-outdoor living, with multiple gathering spaces opening to expansive patios ideal for entertaining, unwinding, or savoring golden sunsets. Mature palms, bougainvillea, and the scent of salt air create a secluded sanctuary that feels worlds away. Residents enjoy exclusive access to a resort-style pool, private beach, kayak launch, and a breathtaking sunset point reserved for owners. A protected marina provides direct access to world-class sport fishing and boating, while full-time on-site property management ensures peace of mind whether you're home or away. Perfectly positioned in the heart of Islamorada, the home offers effortless proximity to fine dining, boutique shopping, and the legendary waters that define the sport fishing capital of the world. Whether you're seeking a seasonal escape or a long-term legacy investment, this property delivers enduring value wrapped in unmatched natural beauty. Experience the rare combination of luxury, leisure, and privacy that makes the Legacy Retreat truly exceptional.

33 Pen Ky, Islamorada
$2,165,000
3 Beds ⋅ 3 Baths ⋅ 619190 MLS
A hidden gem nestled in our popular Sunrise Shores New Town district, this distinguished single family home is a testament to estates providing rare space, privacy and refined living. Not into ''downsizing'' - 3513 Sunrise Drive encompasses 3 bedrooms, 3 full baths, and this 2-story CBS home spans 2,569sf on an expansive 9,487sf landscaped completely fenced-in super-private corner lot. The first floor is set to entertaining with Mexican tile floors throughout, a gourmet kitchen (with new appliances), dining room, open living room, bedroom and bath and a mother-in-law / guest bedroom/bath with private entrance. Both the large covered porch and separate outdoor kitchen / BBQ area state, ''relax and invite your friends over!'' A dramatic flowing staircase leads to the second floor primary master ensuite bedroom with private balcony over-looking the large heated salt water swimming pool, private lush indigenous tropical exotic orchid gardens and gazebo. With private gated entrance, off-street parking, plenty of outside storage areas, and many on-site updates (automatic yard lights, timed irrigation system, Ring cameras throughout, Aquilink pool and fountain control, new roof and gutters, new A/C system, new water heater, new Kohler generator) to name a few. Enjoy our local bars, restaurants, museums, art galleries and shops, beaches, and seaport activities (all within 10 minutes), then come home to a bit of peace and quiet. Comes furnished, this charming home available to purchase and close on at your earliest convenience

3513 Sunrise Dr, Key West
$2,160,000
3 Beds ⋅ 3 Baths ⋅ 619503 MLS
Wake up on the water in this turnkey, fully furnished coastal retreat in the heart of Key Largo. Complete with a modern, beach-chic design, this 3-bedroom, 3-bath home blends effortless luxury with true Florida Keys living. Outside, enjoy direct ocean access from your private dock with boat lift--just minutes to world-class fishing, diving and sandbars. After a day on the water, unwind in the resort-style pool with submerged bar stools, sun shelf, and turf yard perfect for lounging, grilling, and sunset cocktails. Walls of glass and multiple balconies frame sweeping ocean and canal views, filling the home with natural light. The open-concept main level features a stunning chef's kitchen with sleek cabinetry, quartz waterfall island, Bosch appliances, and gold accents, flowing into a relaxed living area designed for entertaining. The spacious primary suite is a true sanctuary with panoramic water views, private balcony, and spa-like bath boasting a freestanding soaking tub, oversized glass shower, and designer finishes. Guest rooms are thoughtfully furnished--including a bunk room--offering comfortable accommodations for family and friends. Offered fully furnished, down to the décor, this home is truly move-in ready--ideal as a primary residence, vacation escape, or high-end rental property. Experience the best of Keys waterfront living with style, comfort, and unbeatable ocean views

704 Grouper Ln, Key Largo
$2,160,000
4 Beds ⋅ 4 Baths ⋅ 618235 MLS
Discover a seamless blend of historic character and modern refinement at 1209 Packer Street, a distinctive Old Town residence that quietly impresses from the moment you step inside. Drawing inspiration from the rich architectural tapestry of Key West, this home thoughtfully weaves together Old Key West charm, Cuban mosaic tile accents, and contemporary finishes to create an atmosphere that feels both timeless and current. LOCATED IN X Behind its unassuming facade lies a surprisingly expansive interior offering four bedrooms and four baths, including three bedrooms with three baths on the main level and a private upstairs bedroom with its own bath, ideal as a guest suite, apartment-style retreat, or income-producing space. An additional office or flex space off one of the bedroom suites allows work and relaxation to coexist effortlessly. The single-level main floor is designed with intention each bedroom enjoys privacy while remaining easily accessible. Interior details include travertine and Ipe Brazilian hardwood floors, wood-clad ceilings, and a gourmet kitchen outfitted with stainless steel appliances and a wrap-around peninsula that naturally becomes the heart of the home. Whether hosting friends or enjoying everyday living, the flow is intuitive and inviting. French doors throughout the home create a strong connection to the outdoors. One bedroom opens directly to the pool, while another enjoys a peaceful, tucked-away deck perfect for morning coffee or quiet reflection. The primary suite is a true sanctuary, featuring vaulted ceilings, a spacious marble bath with multi-jet shower, walk-in closet, and direct access to an expansive Ipe sundeck. Outside, a large heated pool anchors a lush, private oasis surrounded by tropical landscaping and a privacy fence ideal for entertaining or unwinding in complete tranquility. A shaded loggia adds yet another layer of livable outdoor space. Off-street parking, LOCATED IN X FLOOD ZONE provides rare Old Town convenience!

1209 Packer St, Key West
$2,150,000
5 Beds ⋅ 3 Baths ⋅ 620169 MLS
Situated on a corner lot in a quiet neighborhood, this spacious, professionally designed, and meticulously maintained two-story, 5-bedroom, 3-bath home offers the best of luxurious island living. The open floor plan with vaulted ceilings creates a bright and inviting space, perfect for entertaining. The modern kitchen features a large island ideal for gathering with family and friends. Proudly owned by the second owners since the home was custom built by the original owner in 1994. Enjoy the convenience of an enclosed garage, a large laundry and utility area, and additional covered parking. Outdoor highlights include a widow's walk, open balconies, and ample room for a pool. New metal roof in 2024. Boaters will love the 65 feet of concrete dockage with davits—just minutes to the Gulf and a quick ride to the Ocean side via Vaca Cut.

180 Ana Ct, Marathon
$2,150,000
5 Beds ⋅ 3 Baths ⋅ 619837 MLS
A rare opportunity to own a fully renovated waterfront home that delivers both the Florida Keys lifestyle and exceptional investment potential. Offering five legal bedrooms, three legal bathrooms, and seven-day vacation rentals, this turnkey property presents projected rental income of up to $170,000 annually (per pro forma), making it equally appealing as a primary residence, second home, or income-producing investment. Located on a deep-water canal with approximately 75 feet of concrete dockage, a boat lift, fish-cleaning station, and private pool, you'll enjoy quick, easy access to the Gulf and the Atlantic through Vaca Cut--putting world-class fishing, sandbars, waterfront restaurants, and open water just minutes from your dock. Inside, the home has been completely reimagined with designer finishes throughout. An open-concept floor plan, beautifully renovated kitchen and baths, and light-filled living spaces create a sophisticated yet relaxed coastal retreat that's ready to enjoy from day one. With generous parking for vehicles and trailers, ample outdoor entertaining space, and one of Marathon's most desirable boating locations, this property offers a rare combination of luxury, convenience, and strong income potential. Whether you're looking for a high-performing vacation rental or your own private piece of the Florida Keys, this home delivers the best of both.

112 Bruce Ct, Marathon
$2,150,000
3 Beds ⋅ 2 Baths ⋅ 619599 MLS
Tucked away on a quiet private lane, this charming classic Key West cottage offers the perfect blend of historic character and modern comfort. Thoughtfully renovated, the home features a spacious, light-filled kitchen with updated finishes--ideal for entertaining or relaxed island living. Step outside to your own tropical retreat, complete with a refreshing plunge pool surrounded by lush landscaping. Located in the heart of Old Town, you're just moments from dining, shops, and the vibrant local scene, yet enjoy the peace and privacy of a hidden setting. Additional highlights include off-street parking--a rare and valuable convenience in this sought-after neighborhood. Whether you're seeking a full-time residence, vacation home, or investment property, this cottage captures the essence of Key West living. Possible Seller financing. .

810 Carey Ln, Key West
$2,150,000
3 Beds ⋅ 3 Baths ⋅ 617619 MLS
Discover the easygoing charm of the Lower Keys at this .81-acre waterfront estate, featuring a two-bedroom, two-bath main house and a one-bedroom, one-bath guest cottage with views over Bogie Channel. Enjoy leisurely days entertaining under the large poolside tiki hut or on the covered platform at the end of the 463-foot pier—perfect for relaxing with family and friends while watching sunsets after a fun day on the water. The platform is equipped with a boat lift, floating jet ski dock, and an outdoor kitchen. The completely renovated, two-story CBS main home offers a spacious 1,950 sq. ft. living area with enough space to possibly add a third bedroom if needed. Large impact-resistant windows allow for views of peaceful sunrises and moonrises over the property and open water. The updated 536 sq. ft. frame-stucco guest cottage gives visitors their own comfortable retreat. Thoughtfully planned lighting enhances the 35,330 sq. ft. fenced property. Monroe County's small Palm Villa Park borders the southern edge, and the County owns the land directly across the street to the north, intended to remain undeveloped. Move-in ready and tastefully furnished, this tranquil slice of paradise is just minutes from local shops and restaurants, and only 30 miles from lively Key West. (Note: Living Area Sq. Ft. Source is the Property Record Card.)

30468 Oleander Blvd, Big Pine
$2,150,000
617274 MLS
This 7,500 sq ft residential lot on Duck Key Island offers 75 ft of canal frontage and 100 ft of deep-water canal depth on the ocean side with crystal-clear waters. This property is yacht accessible. The ROGO permit is already grandfathered in, so it's ready to build with no waiting in the ROGO line and you can start construction today. Fully approved dock plans are included. A three-story home will feature uninterrupted open-ocean views over the cul-de-sac. Owner financing is available. Enjoy the exclusive clubhouse with tennis courts and nearby Hawks Cay Resort, where you can swim with dolphins, dine at restaurants featuring Michelin-rated chefs, and access a full-service marina for boat storage. The lot is just minutes from the calm Grassy Key sandbar, with deep drops a few miles out for fishing a variety of species, close to reefs and Islamorada humps, and near bridges for easy bay-side access.

322 E Seaview Dr, Duck
$2,149,000
3 Beds ⋅ 3 Baths ⋅ 620284 MLS
The Boater's Dream. Navigate the Marathon waters with ease right from your backyard. This property features a 55-foot, new composite dock situated on a deep canal, paired with a 20,000 lb boat lift. Embrace the sunshine in your private, fenced-in backyard. The grounds feature a heated in-ground pool, a screened patio, and a custom outdoor kitchen with a built-in outdoor kitchen--the perfect setup for hosting post-fishing dinners. The property is solid concrete construction and also boasts a brand-new metal roof for ultimate peace of mind. Massive storage, workshop, and garage. The stunning main living area is perched on the second floor, maximizing the beautiful canal views. The open-concept design seamlessly connects the living room to a gourmet kitchen outfitted with granite countertops, stainless steel appliances, a wine cooler, and custom cabinetry. The second floor also hosts two bedrooms and two bathrooms, including the spacious master suite. Fully furnished and fortified with impact-resistant doors and windows (plus accordion and Bahama shutters), this home is move-in ready. An interior staircase leads down to a highly desirable feature: a legal, above-flood ground-floor bedroom and full bathroom. An additional bonus room could easily be the fourth bedroom. The lower level is incredibly practical, offering a fully equipped garage, a dedicated storage room, and a workshop for all your maritime gear and tackle. This home is eligible for seven night rentals and would make a tremendous vacation rental investment.

969 Ocotillo Ln, Marathon
$2,100,000
3 Beds ⋅ 2 Baths ⋅ 620036 MLS
Welcome to 499 Avenida Primiceria in Marathon FL. This unique home is perfectly located just 7 houses from beautiful Sombrero Beach and only minutes away from open water for boating. Enter into the central hub of the home that offers cathedral open beam ceilings and a generous, updated open floor plan for common living areas and direct access to the screened porch that overlooks the pool and dock. The split floor plan for the bedrooms offers additional privacy with the Primary suite located in the opposite wing from the guest rooms. Everything has been updated from the plank tile flooring, the impact resistant windows and doors, the open custom kitchen and update bathrooms. There is a while house generator. The lower level hosts a garage, workshop, covered entertaining area, and tons of additional storage space. The custom concrete pool is heated and chilled and the dock is 100' of concrete seawall with a 14k lb. boat lift. The grounds are covered with pea rock and mature tropical landscaping making for ease of maintenance and a lush private tropical setting. Call today for more information and schedule your private tour of this wonderful Florida Keys retreat.

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

103 52nd St, Marathon
$2,100,000
4 Beds ⋅ 3 Baths ⋅ 619752 MLS
80 Feet on One Of The Deepest Canals in the 33040 Zip Code. A13 and A14 12th Avenue sit side by side on Stock Island's waterfront, combining for 80 feet of canal frontage across two 4,800-square-foot parcels. A13 is an 1,820-square-foot CBS home that features four-bedrooms, three bathrooms home with a private dock on one of the deepest canals in the 33040 zip code. The layout offers flexibility for a primary residence, vacation retreat, or investment property. A14, the adjacent lot (currently land only and notably ROGO exempt) is a blank canvas. Most naturally positioned as an expansion of A13: a pool or a guest cottage, an enhanced outdoor living space, the world is your oyster. For those thinking bigger: this property is also available as part of a package offering 120 feet of canal frontage with a 6-foot draft. See listing for details. For those thinking even bigger; this property is also available as part of a package offering 120 feet of canal frontage. See listing #619753 for details.

13a-14a 12th Ave, Stock Island
$2,100,000
5 Beds ⋅ 4 Baths ⋅ 619117 MLS
Pre-Construction Luxury Home | Jolly Roger Estates Introducing a rare pre-construction opportunity in the desirable waterfront community of Jolly Roger Estates. This CBS-built, fortress-like home is designed for durability, efficiency, and modern coastal living. The two-story floor plan offers 5 bedrooms, 4 bathrooms, and 2,886 square feet of living space, along with a spacious downstairs storage area--perfect for all your boating and outdoor gear. The property will feature a 10' x 23' swimming pool with an integrated jacuzzi, outdoor kitchen, and a TPO roof with a rooftop observation deck, ideal for taking in open water views, sunsets, and the surrounding Keys landscape. For boating enthusiasts, this home checks every box. The property will feature a 60' x 8' composite dock equipped with a 10,000-pound boat lift, set along deep, clear, flow-through canals with approximately 4 feet of draft-providing excellent accommodation for larger vessels and quick, easy ocean access with no bridges. Built with sustainability in mind, this Green Build Certified home includes features such as solar panels and a 1,000 gallon cistern, offering long-term value and reduced environmental impact. Conveniently located less than 5 minutes from restaurants, grocery stores, and shopping, and just 30 minutes from Key West, this property delivers the perfect balance of privacy, accessibility, and upscale waterfront living.

662 Blackbeard Rd, Little Torch
$2,100,000
4 Beds ⋅ 2 Baths ⋅ 619079 MLS
Located just off the ocean off Tavernier Creek, this premier location rarely comes available. Gorgeous views and breezes! Concrete home with concrete roof, inground pool, 70 foot concrete dock, 20,000 lb boat lift, and plenty of room for parking cars, boats, etc. Nicely updated home offering interior staircase and providing for 4 bedrooms and two baths, open living, central air, large open porch bringing in the oceanviews. Outdoor living at its best with large chiki hut, pool, fenced, outdoor shed. 28 day vacation rental with excellent repeat clients if interested. This is a dream vacation home ready for a new family!

200 Plantation Dr, Tavernier
$2,100,000
3 Beds ⋅ 3 Baths ⋅ 615142 MLS
'UPDATES' 3/15/26 Freshly painted exterior, new pergola for relaxing on the dock, new fence, and new pool heater/chiller. Embrace the open bright treehouse feel of this renovated home tucked away on a dead-end street in sought after Twin Lakes subdivision. 40 minutes from Miami yet feeling like a tropical Oasis. Catch the breeze from the wrap around porches or the sunset from the large rooftop patio with a view of Blackwater Sound. The 65' Trex dock can be home to your boat, ski's and other water toys on the deep and wide canal. From the vaulted ceilings, beautiful eucalyptus flooring, large master suite, whole house Generac generator you will feel like you are on vacation every day. The salt water above ground pool surrounded by a Trex deck is easy to care for and is wonderful to relax in after a day of boating.

894 Ellen Dr, Key Largo
$2,100,000
3 Beds ⋅ 2 Baths ⋅ 617796 MLS
Newly renovated 3-bedroom, 2-bath canal-front CBS home with direct bay access. The interior has been fully updated with tasteful coastal finishes, along with new impact windows and doors throughout. Enjoy 70 feet of concrete dockage with two boat lifts (24,000-lb and 15,000-lb) and a short idle to the bay, plus quick ocean access through Tavernier Creek. The wide lot offers ample space for trailer or RV parking. The ground level features covered parking and air-conditioned storage. Come experience why this neighborhood is so sought after, and see this quintessential Keys home for yourself.

114 Spoonbill Rd, Tavernier
$2,099,000
3 Beds ⋅ 2 Baths ⋅ 620798 MLS
Hidden gem with 50 ft boat slip. Luxury Oceanfront End Unit in Exclusive Key Largo Yacht Club Discover one of Key Largo's best-kept secrets. Nestled within the private, gated Key Largo Yacht Club, this exceptional end-unit townhome offers breathtaking turquoise ocean views from nearly every room. Wake to spectacular sunrises, refreshing ocean breezes, and sparkling water that becomes the backdrop to everyday living. Offered furnished and move-in ready, this residence features solid hardwood floors, impact windows and doors, multiple balconies, and covered parking for two vehicles. The spacious third-floor owner's suite is a private retreat with panoramic ocean and marina views. Boaters will love the 50-foot deeded boat slip with a four-post lift, conveniently located just steps from the garage, offering direct ocean access and quick access to Florida Bay through Adams Cut. Enjoy resort-style amenities including a heated pool and spa, tennis, pickle-ball, basketball, mini golf, a private boat ramp, and clubhouse. Quiet, private, and just minutes from the heart of Key Largo, this rare waterfront gem offers the perfect blend of luxury, convenience, and the Florida Keys lifestyle.

1501 Ocean Bay Dr Unit A 1, Key Largo
$2,099,000
4 Beds ⋅ 4 Baths ⋅ 619705 MLS
Welcome to this newer 2021-built CBS home in the desirable Coco Plum Beach area, offering modern construction, generous living space, and a beautiful connection to the natural beauty of the Florida Keys. This 4-bedroom, 4-bath residence offers approximately 3,010 square feet of finished living area, a metal roof, and approximately 1,046 square feet of covered porches for seamless indoor-outdoor living. Built especially high for peace of mind, even the garage sits approximately one foot above base flood elevation. Inside, the home features a bright open layout with spacious living and dining areas, oversized bedrooms, and a beautifully designed kitchen with custom cabinetry, natural stone countertops, and a propane stove. Additional features include a whole-house generator, propane water heater, and a 500-gallon built-in fuel tank. The large primary suite includes a private porch overlooking the Atlantic, open water views, an oversized walk-in closet, and attractive bathrooms with walk-in showers. Situated on a half-acre double lot surrounded by lush mangroves, the property offers a peaceful, tucked-away setting directly across from the beach. Enjoy privacy, tropical surroundings, an orchid garden, cistern, fenced yard, and exceptional outdoor living potential. Seller has completed preliminary planning for a future pool and landscape design, with a conceptual pool rendering, pool quote, landscape quotes, and scale drawings available upon request. Final design, permitting, pricing, and installation to be verified by buyer. Boaters will love the approximately 80-foot ipe dock with power, water, and cleats, plus a turning basin suited for a larger boat or multiple-boat configuration. With deep draft water and ocean access, this is a rare opportunity for serious boating. Additional features include a ranch-style entrance, large 660-square-foot garage/workshop, extra lower-level utility space, and a golf cart-friendly neighborhood.

1300 Ave H, Marathon