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$498,000
2 Beds 2 Baths 618742 MLS
Welcome to 902 S. Ruby Drive in the highly sought-after Silver Shores, a vibrant 55+ oceanfront community in the heart of Key Largo. This beautifully maintained 2-bedroom, 2-bathroom home offers 1,298 square feet of comfortable living space and truly feels like home with drywalled walls and ceilings, new flooring, and a brand-new HVAC system. Thoughtfully updated and well cared for, this spacious layout provides both functionality and relaxed Florida Keys charm. Enjoy morning coffee or sunset evenings from your screened porch, perfectly positioned to capture the island breeze. Silver Shores is known for offering one of the best lifestyle values in the Upper Keys with a remarkably affordable monthly HOA. Residents enjoy a heated and chilled oceanfront pool, community dockage (waiting list), boat trailer storage, tennis and pickleball courts, and one of the most active clubhouses in town. On-site management is helpful and accommodating, adding to the ease of ownership. If you've been searching for an affordable way to enjoy the Keys lifestyle without sacrificing amenities, this is your opportunity.

902 S Ruby Dr, Key Largo

$2,399,000
3 Beds 3 Baths 614782 MLS
OWNER FINANCING. Lowest priced waterfront in Port Largo. INVEST, redesign, or rebuild in one of the Upper Keys' most coveted boating enclaves, Port Largo. Just a few lots in from the open ocean, this CBS residence is positioned on a wide, protected waterway with 75 feet of concrete dockage, capable of accommodating large center consoles, express boats, or sport fishing vessels. Generous canal widths and turning basins, a defining feature of Port Largo, provide ease of navigation and a level of boating infrastructure rarely found in the Keys. The existing two-story home offers a flexible foundation for transformation, including a substantial lower level with approximately 1,000 square feet of finished space suitable for future living areas, gym, media lounge, guest quarters, or private office. The upper level captures natural light and water views with soaring ceilings and the open concept layout. Modernize the interior or serve as a temporary residence while plans for a custom new build are decided. The lot allows room to add a pool and outdoor entertaining areas, creating the potential for a fully realized waterfront estate that maximizes indoor-outdoor living and long-term appreciation. An optional homeowners park located one street away provides access to a private boat ramp and additional waterfront amenities, further enhancing the value and convenience for boaters. Port Largo is prized not only for its direct ocean access but for its lifestyle. Golf cart connectivity allows residents to reach neighborhood restaurants, bars, and even convenience stores without ever accessing US-1. A state-of-the-art community park nearby features pickleball and tennis courts, recreational fields, walking trails, exercise equipment, and a playground, elevating daily living beyond the waterfront. Whether envisioned as a high-end redevelopment, a custom luxury build, or a strategic long-term investment, the opportunity is now to secure a lot with enduring market appeal in Key Largo

184 Bahama Ave, Key Largo

$1,790,000
3 Beds 3 Baths 617749 MLS
Prime Key Largo mixed-use property in a high-visibility location directly on US-1! This free-standing concrete building offers a versatile commercial storefront on the ground floor with excellent signage, exposure, and customer access. Perfect for retail, specialty services, studio, office, or a creative new venture in one of the most desirable corridors in the Upper Keys. The building includes a well-appointed commercial area with office and storage, 5 on-site parking spaces plus 5 additional rented spaces, and strong road visibility to both local and tourist traffic. Solid concrete construction approximately 15 ft above sea level, with impact windows and shutters, provides exceptional durability and peace of mind. Upstairs is a fully renovated 3BD/3BA residential apartment—ideal for an owner-operator, staff housing, or rental income. Additional features include a rooftop area, patio, and private yard space. An existing long-term business currently operates on the first floor; details about the optional business purchase are available separately. A rare chance to secure a well-maintained, high-exposure property with flexible zoning and endless potential in the heart of Key Largo! THIS IS A DUPLICATE LISTING

100636 Overseas Hwy, Key Largo

$1,250,000
2 Beds 3 Baths 617633 MLS
Discover the ultimate in waterfront living at Buttonwood Bay in south Key Largo--a gated, resort-style community built around a deep-water coral rock harbor with direct Florida Bay access.This beautifully remodeled residence includes a 36' deeded boat slip right outside your back door, making it effortless to enjoy the best of Keys boating and fishing. Beautiful corner unit fully remodeled in 2022. New bathrooms, kitchen, plumbing, electrical, and flooring. Sliding doors added to the North side for extra brite downstairs. Instant hot water heater and washer dryer in unit. There's also a sandy beach, boat ramp, trailer storage, Ship's Store with fuel, bait, ice, and snacks--everything a boater needs, right at home. With on-site management, dedicated maintenance, and 24/7 security, you can relax knowing every detail is taken care of

96000 Overseas Hwy Unit U9, Key Largo

$349,000
2 Beds 1 Baths 616404 MLS
Priced to sell lot in Calusa. 2017 37 ft Salem Loft trailer with 2 bedrooms and 2 a/c. The lot has an insulated aluminum roof, over a cement slab, it includes a 10 x 8 aluminum storage shed. Use it as a weekend get-a-way or rental income. Calusa is one of the few communities in the Florida Keys that allow short term rentals. Just an hour drive South from Miami and you are in paradise. Calusa has many amenities like a marina/boat ramp, temporary dockage, boat storage, 24-hour security, tennis and basketball court, playground, onsite laundry, pool and recreational hall. Additionally, the property is located close to several restaurants, shopping, entertainment, and health care. Come see it and you will love it! Outside furniture included. Owner financing available!!!! Call listing agent.

325 Calusa St Unit 259, Key Largo

$799,000
2 Beds 2 Baths 617361 MLS
Stunning Bayfront Condo in Moon Bay with Deeded Boat Slip & Boat Lift, Weekly Rental License & Fully Furnished, ready for you to enjoy or use as an investment rental! Experience beautiful bay views from your private screened patio in this bright and inviting 2-bedroom, 1.5-bath condo located in the gated Moon Bay community. This unit features an open layout with impact windows and doors throughout, offering comfort and peace of mind. Included is a deeded boat slip equipped with a boat lift, accommodating vessels up to 30'—a rare and highly desirable feature for effortless direct bay access! Moon Bay offers true resort-style living with amenities such as a pool, sundeck, outdoor shower, clubhouse with kitchen, sauna, foosball and ping-pong, tennis, pickleball and basketball courts, private beach, fishing dock, kayak/paddleboard storage, BBQ areas, ice machines, and more. This condo is weekly rental-friendly (7-day minimum) and already has current and future bookings in place. Ideally situated within walking distance to restaurants and entertainment, and just one hour from Miami, this property is perfect for full-time living, a vacation getaway, or investment.

104350 Overseas Hwy Unit B403 & Boat slip #11, Key Largo

$949,000
2 Beds 2 Baths 617469 MLS
Beautifully renovated and in immaculate condition, this 2-bedroom, 2-bath Key Largo waterfront home in the desirable Cross Key Waterways offers immediate Ocean Side access through Adam's Cut, placing world-class fishing and diving right at your doorstep. Being sold turnkey, the property features 41 feet of concrete dockage, a 14,000-lb boat lift, fish-cleaning station, and a wide deep canal ideal for larger vessels. Completely remodeled within the last five years, the home includes a new metal roof, new A/C, updated plumbing and lighting, new appliances, new ceiling fans, on-demand water heater, and a new above-ground pool. The coastal-style kitchen boasts stainless steel appliances, quartz countertops, a wine cooler, custom modern white acrylic cabinetry, and ample storage, while wood-plank flooring runs throughout the home. Both bathrooms have been beautifully updated, including a spacious walk-in shower, and the large covered, screened-in patio is perfect for relaxing or entertaining. Conveniently located just one hour from Miami and Marathon and two hours from Key West, this waterfront home comes with no homeowners association. Call TODAY!

505 Oldsmar Ln, Key Largo

$475,000
2 Beds 2 Baths 616561 MLS
Set sail for island living with this beautifully refreshed 2-bedroom, 2-bath garden condo tucked away on the second floor, mere steps from the shimmering pool. Walk inside and feel the salty breeze blend with the laid-back coastal charm that's woven throughout this slice of Keys paradise. Kick back on your screened balcony and soak in the salty air. Anchored right on the bayside at Mile Marker 98, Landings of Largo is a hidden Keys treasure just waiting for you to drop anchor. This well-kept, gated community is a boater's dream with two sparkling pools to cool off, a cutting-edge marina calling all captains, and a sunset pier that offers postcard-worthy views--perfect for savoring those golden-hour moments. With dry boat and trailer parking plus a community ramp, launching your vessel into Key Largo's crystal-clear waters couldn't be easier. More than just a neighborhood, Landings is your gateway to the island lifestyle -- where every day feels like a getaway on the water.

98222 Windward Ave, Key Largo

$699,000
2 Beds 2 Baths 613395 MLS
Unique artists retreat owned by a local artist who has transformed this home into a visual masterpiece of calm and serenity. The outside has $15000 in landscaping front and back, including a herb garden, water cistern and outdoor shower, Water views from your porch - which has nose-um screening and electrical outlets and switches. Read a book and enjoy your coffee in this tropical setting. The backyard was raised with crushed coral to prevent water pooling. There's room for 2 cars, your boat and a golf cart. Enter inside to a beautifully and artistically transformed normal interior to a piece of art. A kaleidoscope of colors to tickle your senses. Updates interior wise are an updated plumbing in bathrooms and kitchen, a new air compressor on ac unit, a tank less water heater, and all air ducts professionally cleaned in the last 6 months. This updated home is just waiting for the family who's looking for a weekend retreat or wants to retire to a home that needs no updates or work to be done. Also a great buy for an investor to add to his rental portfolio. The neighborhood is a quiet one - nicely located where you can conveniently walk or ride your bike to many locations.

759 Michael Dr, Key Largo

$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

$4,500,000
4 Beds 6 Baths 618641 MLS
Claim your position on one of Key Largo's most strategic stretches of water. This masterful new residence on Adams Cut delivers direct access to both ocean and bay. Two docks for serious boating, with a lift in place and room for a second. Whether you're running offshore at sunrise or cruising into the bay at golden hour, departure is effortless & return is even sweeter. The concrete structure exudes modern beauty w/low-maintenance ownership. Floor to ceiling impact windows frame 180 degrees around the floating concrete staircase that reads like an art piece. Entertaining is easy w/Wolf gas range, Subzero refrigerator, & beverage fridges. A private elevator services 3 stories. Second floor has a primary suite w/balcony overlooking the water, plus 2 more bedrooms. The top floor boasts a 2nd primary suite, and a full entertaining wing with/balcony & ample built-in bar ready to host game nights after a full day on the water. Outdoor paradise continues w/low-key turf, summer kitchen, and heated/chilled pool & spa. One car garage, Sonos system, & automated blinds using Control 4 & Lutron, are just a few features bolstering this home's lock-and-leave luxury allure. Key Largo is less than an hour from Miami, but worlds away in relaxation & mindset-the pinnacle of tropical living. This waterfront residence is built for those who understand the rhythm of the Keys — early departures, unhurried afternoons, & evenings defined by horizon lines rather than deadlines. A Very Special Home

16 Bass Ave, Key Largo

$3,250,000
4 Beds 4 Baths 616173 MLS
Port Largo Waterfront Paradise Located in one of Key Largo's most desirable neighborhoods, this canal front 4-bedroom, 3.5-bath pool home is truly a boater's dream. Whether you're bringing the whole family or your fishing crew, there's room here for everyone--and all the gear that goes along with all the water sports! Inside, the home welcomes you with light-filled living spaces, stunning marble floors, recessed ceilings with crown molding, and an open floor plan that flows seamlessly to the outdoors. The kitchen is designed for both style and function, with crisp white coastal cabinetry, granite countertops, stainless appliances, and a spacious breakfast bar. A large utility room with washer/dryer makes Keys living easy. The bedrooms are generously sized with ample storage, including king beds, queen beds, and twin bed setups to accommodate all guests comfortably. Step outside and discover a private backyard retreat: a heated/chilled pool recently refinished ($25,000 upgrade), surrounded by lush, low-maintenance tropical landscaping (recent $27,000 investment). After a day on the water, unwind poolside, host a barbecue, or watch the kids play--there's plenty of space for everyone. Roof Replaced March 2026 ! For boaters, this property checks every box: 75 feet of dockage with a 25,000 lb. lift (currently holding a 39' Seavee), 50-amp shore power, and a custom built fish-cleaning station. Finally secure all the toys and equipment in a very spacious lower-level storage area with canal-side garage door. It's perfect for all your rods, dive tanks, and water toys.

501 Caribbean Dr, Key Largo

$3,050,000
3 Beds 3 Baths 618322 MLS
Welcome to ''Sea-Esta''an exceptional, premiere 3-bedroom oceanfront residence within Playa Largo Ocean Residences, a purpose-built luxury waterfront enclave in the heart of Key Largo. Centrally located to all that Key Largo has to offer, yet discreetly set within a private, gated community, this residence offers a rare balance of accessibility and seclusion. Built to the highest structural standards to withstand coastal conditions, the home reflects a commitment to longevity, performance, and refined design. The residence is offered fully furnished with a designer-grade interior package, delivering a cohesive, turnkey experience. Clean architectural lines, premium materials, and thoughtfully curated interiors define the living spaces, while expansive ocean-facing terraces extend the home's livability outdoors. Open-concept living and dining areas are designed for both everyday use and entertaining, with each bedroom suite offering privacy and comfort. Owners enjoy exclusive access to a private clubhouse, resort-style pool, and landscaped grounds. Directly across the street, Playa Largo Resort & Spa, Autograph Collection provides full access to world-class dining, spa services, beach amenities, and water-based activities, enhancing both lifestyle and rental appeal. The community is intentionally limited in scale, preserving a residential atmosphere while benefiting from resort infrastructure just moments away. A defining attribute of this offering is the flexibility of ownership and rental strategy. New owners may elect to participate in the Playa rental management program with full resort privileges or self-manage and rent independently, providing uncommon control over use and income. With nightly rentals permitted, this premier oceanfront residence is equally suited as a refined weekend retreat, a rental income opportunity, or a long-term hold in one of the Florida Keys' most established resort communities. Quiet, secure, and impeccably positioned.

25 E Playa Largo Blvd, Key Largo

$605,000
2 Beds 2 Baths 615992 MLS
EXTREMELY MOTIVATED SELLER! Recently Updated Fully Furnished Turnkey Key Largo Oasis - Bring All Offers! Welcome to your private tropical retreat in the heart of Key Largo. This beautifully furnished, move-in-ready stilt home offers comfort, peace of mind, and exceptional value. Recent updates include a new metal roof, tankless water heater, newer washer and A/C, and updated bathroom vanities, making this home truly turnkey. The spacious primary suite and ensuite bathroom create a relaxing sanctuary, while the open-concept living area is perfect for unwinding after a day on the water. Step outside to the expansive wraparound deck--ideal for entertaining, grilling, or enjoying the refreshing ocean breeze. Set on a poured concrete pad with room to expand, the property also features a large circular driveway with ample space for boats, RVs, and guest parking. A neighborhood boat ramp is just a short walk away, offering quick access to the turquoise waters of the Florida Keys. Located just a 2-minute walk to John Pennekamp Coral Reef State Park, 25 minutes to Islamorada, and 40 minutes to Miami, this home is perfectly positioned for adventure, relaxation, or rental potential. Seller is highly motivated and open to all reasonable offers -- don't miss this opportunity! Bring your suitcase, your boat, and your sense of adventure.

760 Musa Dr, Key Largo

$3,995,000
4 Beds 4 Baths 615642 MLS
This resort-style oceanfront home is the perfect vacation home or primary residence, offering unparalleled views of the Atlantic Ocean along with a heated pool and hot tub, beach area with wood fire pit, propane tiki torches, pavilion, and deep water dockage with a boat lift. The spacious interior features 4 bedrooms and 4 bathrooms across three levels. The main living area on the second floor includes high wood ceilings, panoramic ocean views, an oceanfront balcony, and a bedroom with an adjacent bathroom. The third floor is dedicated to the primary suite, complete with a private balcony for a bird's-eye view. The ground level includes two additional bedrooms with en-suites and a large laundry room. Additional highlights include a garage for boating and dive gear, gated entry, paver driveway, and parking for multiple vehicles. Located at mile marker 95 in Key Largo, enjoy world-class fishing and diving right from your backyard.

802 Bonito Ln, Key Largo

$3,705,000
4 Beds 5 Baths 618328 MLS
Welcome to ''Coral Breeze'', an exceptional premiere four-bedroom oceanfront residence within Playa Largo Ocean Residences, a purpose-built luxury waterfront enclave in the heart of Key Largo. Centrally located to all that Key Largo has to offer, yet discreetly set within a private, gated community, this residence offers a rare balance of accessibility and seclusion. Built to the highest structural standards to withstand coastal conditions, the home reflects a commitment to longevity, performance, and refined design. The residence is offered fully furnished with a designer-grade interior package, delivering a cohesive, turnkey experience. Clean architectural lines, premium materials, and thoughtfully curated interiors define the living spaces, while expansive ocean-facing terraces extend the home's livability outdoors. Open-concept living and dining areas are designed for both everyday use and entertaining, with each bedroom suite offering privacy and comfort. Owners enjoy exclusive access to a private clubhouse, resort-style pool, landscaped grounds, and on-site kayak and paddleboard launch. Directly across the street, Playa Largo Resort & Spa, Autograph Collection provides full access to world-class dining, spa services, beach amenities, and water-based activities, enhancing both lifestyle and rental appeal. The community is intentionally limited in scale, preserving a residential atmosphere while benefiting from adjacent resort infrastructure. A defining attribute of this offering is the flexibility of ownership and rental strategy. New owners may elect to participate in the Playa rental management program with full resort privileges or self-manage and rent independently, providing uncommon control over use and income. With nightly rentals permitted, this premier oceanfront residence is equally suited as a refined weekend retreat, a stabilized income property, or a long-term hold in one of the Florida Keys most established resort communities.

46 E Playa Largo Blvd, Key Largo

$975,000
3 Beds 3 Baths 617836 MLS
Welcome to this solid concrete home in the Florida Keys, located in Tavernier and built for durability, comfort, and island living. Featuring all-concrete construction with a concrete roof, this property offers strength, low maintenance, and peace of mind—ideal for Keys conditions. The upstairs level includes a fully remodeled 2-bedroom, 2-bathroom living space with peek-a-boo ocean views from the porch and views overlooking the community park, creating a relaxing setting with open green space and ocean breezes. The downstairs level offers a remodeled 1-bedroom, 1-bathroom area, providing flexible options for guests or extended family. Situated on a rare double lot, this property offers additional space for outdoor living, parking, or future possibilities. A large covered carport provides convenient parking and storage for vehicles, boats, or recreational gear. Enjoy an unbeatable location overlooking the community park and just steps from the boat ramp, making this home ideal for boating, fishing, and outdoor enthusiasts. Whether you're searching for a primary residence, vacation home, or investment opportunity, this Tavernier property delivers location, versatility, and Florida Keys lifestyle appeal.

134 Dove Creek Dr, Tavernier

$14,550,000
50 Beds 50 Baths 615905 MLS
TURNKEY INN & HOSPITALITY INVESTMENT IN THE HEART OF KEY LARGO! This fully operational and income-producing inn is located in a prime Key Largo location and offers a rare combination of scale, flexibility, and future development potential. Highly visible location with 450 feet on US 1 with a total of 9 parcels included in sale. The property spans 49,500 sq. ft. of land with 23,092 sq. ft. of building space. The Key Largo Inn has 50 total guest rooms—including 38 standard rooms and 12 spacious two-room suites with king beds and sleeper sofas, ideal for families and extended stays. On-site amenities include a resort-style outdoor pool, and a restaurant and bar licensed with a 5COP full liquor license, allowing full-service alcohol sales. With 50 valuable transient licenses(nightly rentals)TDR's This property provides exceptional short-term rental income and flexibility. The licenses are transferable and can be sold off separately, offering additional monetization or redevelopment options. Whether you continue operating this thriving inn or reposition the site for alternative commercial or mixed-use purposes, this is a one-of-a-kind investment opportunity in one of the Florida Keys' most desirable and high-demand markets.

99202 Overseas Hwy, Key Largo