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$625,000
2 Beds 2 Baths 619043 MLS
Turnkey Florida Keys Condo with Weekly Rentals Allowed - Fully Furnished in Moon Bay This fully furnished 2BR / 1.5BA condo plus den (3rd sleeping area) in Moon Bay offers 947 sq ft of bright, comfortable living space and is ready for immediate enjoyment or rental income. The unit features stainless steel appliances, impact windows and doors, spacious bedrooms, a private balcony, in-unit washer & dryer and designated covered parking space. This unit does not include a boat slip, keeping the HOA fees among the lowest in Moon Bay at $959/month, while slips are often available for rent from other owners. Moon Bay is a waterfront community with resort-style amenities including a marina, fishing docks, secluded beach area, pool, clubhouse, sauna, tennis, pickleball, basketball courts, tiki hut, BBQ grills, and complimentary kayaks and paddleboards. Major community improvements have been completed, and the 40-year structural recertification has passed. Conveniently located just a short drive to Miami and walking distance to popular bayfront restaurants and nightlife. Ideal as a vacation home, full-time residence, or investment property. Seller financing possible. Schedule your private showing today!

104350 Overseas Hwy Unit APT A204, Key Largo

$5,199,000
4 Beds 4 Baths 619013 MLS
Architectural Polynesian-Inspired Waterfront Retreat in Key Largo A rare architectural waterfront retreat in Key Largo, this 4 bedroom, 3.5 bath pool home blends Polynesian influence, tropical elegance, and one of the most peaceful settings on Largo Sound. Inspired by the design philosophy of Frank Lloyd Wright, the home was thoughtfully created around the four natural elements: stone, water, fire and wood. Dramatic lines, soaring ceilings, solid oak flooring, handcrafted wood banisters, custom tile work, travertine, hardwood and natural stone imported from Bali give the home a warm, one of a kind character. The kitchen features Jenn-Air appliances, custom granite countertops, and natural finishes that complement the home's island-inspired design. Upstairs, the primary suite offers a private retreat with a freestanding soaking tub and a unique outdoor shower, creating the perfect indoor-outdoor Keys lifestyle experience. Additional bedrooms and a junior suite provide comfortable accommodations for family and guests. The outdoor living space is designed to impress, with a two-level pool area surrounded by lush tropical landscaping, natural stone, water features, and fire elements that create a beautiful evening atmosphere. The setting feels private, peaceful, and connected to nature. Overlooking a protected boat basin and the open waters of Largo Sound, the property enjoys expansive water views framed by mangrove islands. Boaters will appreciate the private deep-water dockage, a rare feature as this is one of only three homes in the community with its own dock. Located within the natural surroundings of John Pennekamp Coral Reef State Park, the home benefits from preserved views, privacy and limited future development. Select furnishings may be negotiable. A truly distinctive waterfront home for buyers seeking privacy, boating, architectural character and the best of the Florida Keys lifestyle.

352 Sound Dr, Key Largo

$2,780,000
3 Beds 3 Baths 619005 MLS
Welcome to Tranquility, an exceptional three-bedroom oceanfront residence at Playa Largo Ocean Residences, an intimate and private luxury waterfront enclave in the heart of Key Largo, Florida. Thoughtfully designed as a secluded coastal retreat, this gated community offers a rare sense of privacy and exclusivity while remaining moments from the island's finest dining, boating, and resort amenities. Positioned within a low-density, purpose-built oceanfront development, the residence was constructed to the highest coastal engineering standards, ensuring durability, performance, and long-term value. Offered fully furnished with a designer-curated interior package, the home delivers a seamless turnkey experience with refined finishes, clean architectural lines, and thoughtfully designed living spaces. Expansive terraces extend the living environment outdoors, offering a tranquil setting for both relaxation and entertaining. The open-concept kitchen, dining, and living areas are filled with natural light and oriented toward the water, while each private bedroom suite provides a serene retreat for owners and guests alike. Every detail has been considered to balance comfort, elegance, and effortless livability. Owners enjoy access to a private clubhouse, resort-style swimming pool, and beautifully landscaped grounds. When you participate in the Playa rental management program, you can enjoy the renowned Playa Largo Resort & Spa world-class waterfront dining, spa services, beach amenities, and ramp access, elevating both daily living and rental appeal. A defining attribute of this offering is its rare flexibility of ownership and income potential, providing uncommon control over both personal use and revenue strategy. This residence presents an exceptional opportunity as a private vacation retreat, a luxury short-term rental, or a long-term investment in one of the Florida Keys' most established and highly sought-after communities.

19 W Playa Largo Blvd, Key Largo

$1,350,000
3 Beds 2 Baths 618944 MLS
THIS IS FLORIDA KEYS LIVING AT ITS BEST!! Truly a Tropical Oasis, this Stunning 3 Bedroom 2 Bath Key Largo canal front retreat on a large corner lot with 65 feet of concrete dock and quick, one minute access to the Bay and Ocean thru Adams Cut will impress!! This 2006 impeccable home with all the modern luxuries you could want features gorgeous hard wood floors throughout. The open concept living area is beautifully presented with soaring vaulted ceilings, a huge kitchen island for entertaining, stainless-steel appliances and motorized window treatments and plantation shutters! Step into your spacious primary bedroom and enjoy a spa like bathroom where you can unwind and relax. Downstairs you will find a very large patio perfect for Sunday afternoon BBQ's with friends and family. The 65' concrete dock is equipped with a 15,000 lb boat lift and davits. Plenty of room for your water toys here!! This home has it all for the boating enthusiast! LOCATION! LOCATION!! Conveniently located in Lake Surprise, MM 106 Bayside. Absolutely one of Key Largo's premier neighborhoods, close to shopping, amazing restaurants and outdoor fun. A 20-minute drive to the mainland makes this home a perfect choice for those seeking the best of both worlds! Long Key Road is the first canal in from Blackwater Sound, you'll be out on the water in seconds. Don't miss this opportunity to own this stunning canal front home in Lake Surprise.

103 Long, Key Largo

$4,095,000
616391 MLS
MAIN KEY is a 145.5-acre private island with over a mile of pristine white sandy beaches on its east shoreline in Barnes Sound, Monroe County, FL. Its western and southern shoreline of over 4 miles of Mangroves reaching 30 to 50 feet tall provides a rookery that teams with gamefish, shellfish, sea mammals, and tropical birds. All owned by a TIIF Deed. With 12 upland acres, a substantial structure could be built with no ROGO requirements. In the 1930's and 40's, there were 3 large structures on the SE Government Lot area. A new dock permit with lift, platform, and mooring slip exists for the SE beach off the old homesite. An additional second permit is being applied for the south side of Main Key that will be 135 ft with a 40 ft platform and seven heavy pilings to moor a large vessel of up to 100 ft in length. A tide station was established by the USGS, later NOAA in the 1930's. 'The Tides at Main Key' was well known in Marine Weather forecasts on South Florida TV and NOAA Weather Radio for the Upper Keys and Florida Bay. Please contact the listing agents for more detailed information and documentation.

Main Ky, Key Largo

$9,500,000
7 Beds 4 Baths 579482 MLS
Beautiful adjoining oceanfront gated estates available individually or together. Each parcel has a single family residence with vacation rental income potential and are zoned Suburban Commercial for development opportunities..*UPDATE: There are 50 TDRs (TREs) available, preliminarily reviewed by Monroe County and transferable to these parcels for higher development potential! This unique wooded acreage has a deep basin and channel for ocean access, with dolphin piling boat slips and boat ramp. Single Family Residences with ROGO exemptions for remodel/rebuild possibilities. Highest approval rate via Monroe County is for MIXED-USE COMMERCIAL development. (The 6.1 acre parcel may be sold together with contiguous 3.2 acre parcel@95325 Overseas Hwy, AK#1592986,RE#00483360 000000 13 62 38 PT TR 5&6 SOUTHCLIFF ESTS PB2-45 & PT GOV LOT 1 & ADJ BAY for grand total of 9.36 acres, includes 1137 sf 1970 2/1 cbs home, metal roof.) *Includes data for both parcels and for taxes. This is a duplicate listing. Broker part owner/family owned.

95351 Overseas Hwy, 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

$1,250,000
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

$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

$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

$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

$1,995,000
4 Beds 3 Baths 617844 MLS
1218 Mockingbird Rd, Key Largo, FL 33037 tropical luxury coastal living in the heart of Key Largo turn key on Oceanside Canal 700 feet to the open ocean four bedrooms, three baths 3065 feet living square feet lot is 7645 ft.² parking for four cars +2 in carport 70 feet of seawall with a boat cut in and a lift 16,000 pounds can accommodate a 30 foot boat also a lift for two jet skis home was remodeled in the year 2000 2011 2019 the master suite is on the entire third floor. It was made for a queen, absolutely beautiful, walk-in shower, jetted tub, private commode, area windows overlooking the water. Second floor, gourmet kitchen with new subzero refrigerator double door six burner gas stove. granite countertops throughout. large living room and dining area overlooking the water walk out onto the wraparound porch, which is beautiful. two bedrooms and a bath on the second floor. first floor walk in large family room, walk-in shower and bathroom storage area. overlooking the water. walk out onto the large covered patio with a hot tub and a bar when home was remodeled it was all done with hurricane sliding patio doors and windows throughout and a commercial metal roof. Home has never had any hurricane damage sits high and dry. Don't miss out on this great opportunity to own the tropical paradise.

1218 Mockingbird Rd, Key Largo

$1,249,000
2 Beds 3 Baths 618285 MLS
This is the only end-unit town home located on the island area of the prestigious Buttonwood Bay Club. This fully furnished, beautifully updated home has granite countertops, high-end finishes, an open-concept living and dining area, and impact glass doors that lead out to your patio where you can grill, entertain or simply relax. This end unit has extra light a bonus side patio and is located adjacent to ''The Grove'' area on the island offering additional privacy. At the heart of Buttonwood Bay Club is a deep-water marina with exceptional amenities, including a boat ramp, fuel dock and Ship's Store with bait, supplies & ice. The gated, 24-hour community features pickle-ball and tennis courts, 3 heated and chilled pools, a marina-view fitness center, saunas, basketball court, clubhouse, 8 waterfront martini docks, and a sandy beach, delivering a refined coastal lifestyle defined by natural beauty and effortless luxury.

96000 Overseas Hwy Unit P1, Key Largo

$1,049,999
614575 MLS
Exceptional Oceanfront Opportunity in Ocean Isle Estates Discover one of the last remaining vacant lots in the prestigious Ocean Isle Estates, offering a rare chance to build your dream home in an idyllic location with direct ocean access. This expansive 8,400 sq ft lot boasts 70 ft of stunning waterfront, complete with a cut coral seawall, ensuring both beauty and functionality. Enjoy unparalleled privacy with a solid wall on the east side and secure fencing on the west, making this property a serene retreat. With its prime location, you'll be just moments away from the best that coastal living has to offer. While no plans or permits are in place, the possibilities are endless for those ready to create a personalized oasis by the sea. Don't miss your opportunity to invest in this prime piece of real estate and embrace the coastal lifestyle you've always dreamed of! Seize the opportunity - your waterfront paradise awaits!

8 S Exuma Rd, Key Largo

$715,000
605670 MLS
Ocean front lot with sunrises and sunsets views; right at the Marina with open ocean views and house plans included. Will sell fast due to a high demand of water front lots in this resort, call now, don't miss this unique opportunity. Ready to build on an excellent location! No ROGO, All gated community with security guards 24/7 for your peace of mind. Ocean front with breezes and spectacular sunrises every morning from the Marina. Lush landscaping greets you as you pull into the Resort and leads you to the many different amenities offered. It's like entering in another state of mind, a completely stress-free environment where you can disconnect from the rest of the world. This lot have the convenience of being close to the Pool and Club House and right on the ocean. The whole resort has 22 acres of land right on the open ocean that is what all buyers are looking for, been so close to the water at a very affordable price. Don't miss this unique opportunity. Close to the Pool, Playground area, Club House with Gym, Tennis & Basket Courts and Boat Ramp. Full marina service, ocean views! It is an extremely unique location, once you have your house built at this site you will be able to get those ocean breezes all year around from your balcony among expansive ocean views and sunrises. The Resort also offers 24/7 security with a Guard House at entrance, streets all lighted up at night and a concrete wall for privacy. Along with that there is an office and mail building for your convenience. Among other features are underground utilities and guest parking spaces, Playground area for kids, open landscaped areas for relaxing and a Pier to watch the stunning sunrises and a variety of entertainment areas throughout the Resort. Price to sell!

94825 Overseas Highway Unit 122, Key Largo

$13,499,000
20 Beds 26 Baths 615879 MLS
Premier commercial waterfront property on 1.77 acres, perfectly suited for a luxury rehab center, medical spa, or upscale assisted living facility. This rare offering features 20 elegantly appointed guest rooms and 26 bathrooms, designed for comfort, privacy, and individualized care. Set along the Gulf with private beach access, the property offers stunning panoramic water views and a resort-style pool ideal for wellness and therapeutic environments. Thoughtfully designed common areas provide ample space for dining, therapy, or group activities, while the surrounding tropical landscape and unobstructed sunsets create a serene and secluded atmosphere for healing and relaxation. The property includes spacious parking and built-in accessibility features throughout. This is a unique opportunity to reimagine a premier waterfront retreat in one of the most tranquil and desirable coastal settings.

97340-60 Overseas Hwy, Key Largo