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$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
$619,990
3 Beds ⋅ 2 Baths ⋅ 619008 MLS
Located in the heart of Marathon, this property offers an excellent opportunity to enjoy the Florida Keys lifestyle. Situated just a short 2-minute walk from the nearby public boat ramp, providing quick and convenient water access for boating, fishing, and exploring the beautiful surrounding waters. The property is centrally located near local restaurants, shopping, and attractions while still offering the relaxed atmosphere that makes the Keys so desirable. Whether you are looking for a primary residence, vacation retreat, or investment opportunity, this location offers both convenience and coastal charm.

1262 Marlin Dr, Marathon
$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
$4,400,000
3 Beds ⋅ 4 Baths ⋅ 619002 MLS
Now priced UNDER recent appraised value of $4,500,000! Embrace the RARE opportunity to own 1.75 acres of open water paradise in the prestigious, gated community of Stirrup Key. Over 600' feet of direct, open Gulf frontage, you'll enjoy spectacular sunrises and sunsets from nearly every vantage point, including a charming sunset gazebo overlooking the iconic Seven Mile Bridge in the distance. The custom Mediterranean-style residence captures the essence of resort living with expansive pavered patios, sparkling elevated pool, and spacious lounging areas absolutely perfect for entertaining against a stunning Gulf backdrop. Five protected basin docks provide sheltered boating access in the marina, while terraced tropical gardens cascade toward the water, lined with mature palms and lush landscaping for a serene coastal ambiance. Inside, soaring cathedral ceilings, wood plantation shutters, and an airy great room with real coral fireplace showcase timeless Keys craftsmanship. The split-bedroom layout ensures privacy, with a luxurious master suite featuring dual closets and skylit bath, plus separate guest quarters. Additional highlights include an elevator, 12,000-gallon cistern, huge garage for cars and golf carts, and a large lower-level storage area with workbenches, pool table, and extra laundry facilities. This gated community, with unique architecture, fewer lots, limited rentals and higher quality restrictions help to sustain a premium and private feel. Only minutes from the Marathon Airport, this one-of-a-kind estate combines open-water grandeur with island tranquility, a true Florida Keys sanctuary.

111 Windy Point Cir Unit & Lot 78, Marathon
$689,000
2 Beds ⋅ 2 Baths ⋅ 618998 MLS
2/2 Condo with the Owners Suite having a beautiful Ocean View. The living and kitchen room having Beautiful ocean views as well. Upgraded condo with Impact windows and sliders, great rental potential. Marina has direct Ocean Access. Jr. Olympic heated pool and 14 person Spa and a Pool bar. Oceanfront Cafe & Lounge overlooking the Marina and the sandy beach with Tiki huts. Lighted Pickle ball & tennis courts. This resort complex has it all !!

500 Burton Dr Unit 3309, Tavernier
$799,000
3 Beds ⋅ 2 Baths ⋅ 618993 MLS
Welcome to 312 Ryan Avenue, a meticulously maintained 3-bedroom, 2-bathroom CBS home offering privacy, functionality, and the relaxed coastal lifestyle the Florida Keys are known for. Situated on a 6,000 sq. ft. fully fenced lot, this property is offered furnished and turn-key, making it ideal as a full-time residence, seasonal getaway, or investment property. This home features a comfortable interior layout and an exceptional outdoor entertaining space. A spacious tiki hut creates the perfect setting for gatherings, outdoor dining, or simply enjoying the island breeze, while the exterior storage shed provides convenient space for tools, gear, or recreational equipment. With no neighbors directly behind the property, the backyard offers a sense of privacy. Enjoy access to the neighborhood's homeowners park offering a boat ramp, and easy access to the ocean! This beautiful home also demonstrates strong rental potential, previously generating between $4,500 and $5,000 per month, making it an appealing opportunity for buyers seeking both lifestyle and income.

312 Ryan Ave, Key Largo
$750,000
2 Beds ⋅ 2 Baths ⋅ 618992 MLS
Must be sold after Jan 1, 2027. Canal front home with quick exit out of the canal to Pine Channel for Atlantic or Gulf access. 7200 sq.ft. lot. Back yard big enough for a pool. Pack your toothbrush and your ready for your salt life to begin. Being sold mostly furnished 2bd/2bth 1162 sq.ft. Home, plus, southerly facing screen porch, which has accordian shutters,porch faces back yard and canal. Room for a pool. Nice & Neat. Ready to rent or to come and enjoy. Front yard big enough for RV parking, 50 Amp service. '2018' 5V Metal Crimp roof with underlayment & Central A/C, which has heat. Range, Dishwasher, Fridge, Stackable washer/dryer, next to hall bath. Both bathrooms have tubs. Accordian shutters upstairs. Concrete slab under house. Connected to central sewer by grinder pump system and electric. No open or expired permits. No open code violations. 1997 Survey and elevation certificate. AE 8 flood zone, tier 3. Privacy fence on 2 sides, allowed to put fence around front too. Improved subdivision zoning. 20 ft wood dock plus an extra piling you can park up to a 30 ft. Boat ramp on SR 4A. 10 miles to State Park Bahia Honda. 3 miles to Grocery (Shopping Center), 28 miles to Key West, 21 miles to marathon 2.5 hrs. to Miami International airport. Easy to show. Full price offers only.

28452 Yucatan Ln, Little Torch
$1,285,000
3 Beds ⋅ 2 Baths ⋅ 618990 MLS
Updated home with a bright floor plan featuring quartz counter tops, stainless steel appliances, luxury vinyl flooring, and wraparound windows with remote control blinds. Spacious primary suite with walk-in closet, ductless zoned A/C, and French doors to wraparound screened patio that's 612 sq. ft. Heated 13x7 swim spa with outdoor seating. Concrete, elevated for lower insurance, insulated windows, central A/C and heat, backup generator, security system, central vacuum, retractable awning, extra storage, and a one car garage. Move in ready/

1613 Trinidad Dr, Key West
$2,400,000
3 Baths ⋅ 618987 MLS
Commercial opportunity for investors and owner-operators! 1,957 sq. ft. solid concrete professionally designed and built commercial building with impact windows and doors on an oversized 12,000 sq. ft. lot. Exceptional visibility from U.S. 1, access from Old Highway with ample parking, and prominent signage. 1st Floor: Spacious reception and work areas with custom-built-ins, one full and one-half bath, kitchenette, attic, sizable storage room, workshop/garage, and fenced parking area. Sale includes office seating and filing cabinets. 2nd Floor: Open layout with breakroom featuring kitchenette, washer/dryer, full bath, and interior design showroom (featuring two luxury sample closets and custom product display shelves). One of the most desirable areas of the Florida Keys located in the Village of Islamorada! Don't miss out on this investment with many zoning opportunities for businesses!

88701 Overseas Hwy, Tavernier
$749,000
4 Beds ⋅ 3 Baths ⋅ 618983 MLS
Watch fireworks from your rooftop deck, relax by your heated and chilled pool, and keep your boat trailered in your own backyard ready to launch at the marina down the street! Welcome to this beautifully maintained 4-bedroom, 3-bathroom home in the highly sought-after Port Largo neighborhood of Key Largo. Offering 1,666 sq ft of bright living space, soaring ceilings, skylights, and a private one-bedroom guest apartment above flood level, this home is designed for both comfort and flexibility. The tropical backyard oasis features a year-round heated and chilled pool, spacious outdoor living areas, and plenty of room to entertain. With covered parking, boat storage, and multiple storage sheds, there's space for all your Keys adventures. Enjoy island breezes from the screened front porch, or head up to the rooftop deck for sunset views and holiday fireworks. Just down the street you'll find the Port Largo homeowners park with boat ramp, and nearby Key Largo Community Park and the Jacobs Aquatic Center offer recreation for all ages.

87 Marina Ave, Key Largo
$595,000
2 Beds ⋅ 2 Baths ⋅ 618979 MLS
Owner says ''Bring All Offers'' Charming Coastal Retreat: 2 Bedroom, 2 Bath home with 35' concrete seawall. Nightly Rentals allowed. Welcome to your perfect getaway or investment opportunity! This delightful home built in 1993, offers 816 sq. ft. of comfortable living space, fully furnished and turn-key, making it an ideal choice for both relaxation and income generation. Step inside to discover a cozy and inviting interior, complete with all the essentials for a seamless transition. The open-concept living area flows effortlessly, providing a warm atmosphere for gatherings or quiet evenings. Outside, you'll find a concrete seawall, perfect for fishing enthusiasts and water lovers alike. The included fish cleaning station makes it easy to prepare your catch right at home. With ample outdoor storage space underneath the house, you'll have plenty of room for kayaks, fishing gear, or seasonal decorations. Located in a prime area that allows for nightly rentals, this property is not only a fantastic home but also a lucrative investment opportunity. Whether you're looking to enjoy your own slice of paradise or generate rental income, this home has it all. Don't miss your chance to own this charming coastal retreat. As part of the Venture Out community, you'll enjoy an array of amenities at your doorstep. Dip into the massive saltwater swimming pool overlooking the ocean, or take advantage of the marina store and fuel station. Sports enthusiasts will love the two lighted tennis courts, pickleball, basketball, and bocce courts. The recreation hall and community pavilion host a variety of activities and events, making it easy to connect with neighbors and make new friends. This golf cart-friendly community also features a boat ramp, giving you direct access to the stunning waters of the Florida Keys. Whether you're looking for a vacation home, rental investment, or a permanent paradise, this property has it all!

701 Spanish Main Dr Unit 604, Cudjoe
$755,000
2 Beds ⋅ 2 Baths ⋅ 618973 MLS
This spacious 2-bedroom, 2-bath oceanfront condo is ideally positioned within the Monte Christo community, just steps from a white-sand beach and the turquoise waters of the Atlantic. With sweeping open water views and a thoughtfully designed layout, the residence offers a relaxed setting for enjoying the beauty of oceanfront living. Inside, the open-concept layout allows the living, dining, and kitchen areas to take full advantage of expansive open water views, creating a bright and inviting space for both everyday living and entertaining. The oceanfront primary bedroom enjoys the same beautiful outlook. Both the main living area and primary suite open onto an expansive 28-foot balcony, where steady ocean breezes and unobstructed water views create an inviting outdoor extension of the living space. Monte Christo's amenities enhance the experience even further. Residents enjoy private garage parking, a pristine oceanfront pool, a separate lap pool, tennis courts, and shuffleboard. Spend the day on the private beach, relax by the water, or stroll through the beautifully maintained grounds. An on-site manager adds an extra level of convenience and peace of mind. A beautiful setting to experience oceanfront living at Monte Christo.

1001 W Ocean Dr Unit 1-204, Key Colony
$739,000
2 Beds ⋅ 2 Baths ⋅ 618970 MLS
Discover the ultimate Florida Keys lifestyle with this highly sought-after property at the exclusive Monte Christo Condos in the heart of Key Colony Beach. This stunning 2-bedroom, 2-bathroom oceanfront residence offers 1,352 square feet of beautifully appointed, sun-drenched living space tailored for coastal relaxation. Positioned perfectly on the second floor, this unit delivers fantastic side views of the sparkling turquoise waters of the Atlantic Ocean. You come to the Keys to enjoy the sunshine, and the balcony space on this unit is amazing, with over 500 square feet of outdoor space to enjoy your view! The open-concept layout and spacious primary suite seamlessly blend indoor comfort with the extraordinary natural beauty just outside your sliding glass doors. If you want immaculate cleanliness, modern decor, and turn key perfection...this is the one! Elevator and stair access. Unmatched Resort-Style Amenities As an owner at Monte Christo, you will enjoy access to exceptional community features designed for recreation and resort-style living: Private Beach: Over 350 feet of pristine sandy shoreline right in your backyard. Two Pools: A stunning oceanfront pool for soaking up the sun, plus a separate lap pool with an adjacent hot tub. Active Living: Lighted tennis courts, pickleball, and shuffleboard. Convenience: A private detached garage, dedicated on-site management, and pet-friendly policies (with restrictions). You are just a short walk, bike ride, or golf cart trip from Sunset Park, a marina, restaurants, the local 9-hole golf course, and charming local boutiques. Whether you are looking for a lucrative vacation rental investment, a serene second home, or your full-time beachfront haven, this incredible residence delivers on every front. Experience the world-class luxury and standard of excellence you expect. This piece of paradise won't last long!

1001 W Ocean Dr Unit 1-201, Key Colony
$1,090,000
2 Beds ⋅ 2 Baths ⋅ 618962 MLS
Charming 2-bedroom, 2-bath ground-level canal-front home located in a highly desirable Florida Keys neighborhood. The home features a split floor plan with a one-bedroom, one-bath layout on one side and a separate efficiency with its own bathroom and private entrance on the other--ideal for guests, extended family, or rental income. This property offers great potential to update and transform into a cozy Keys retreat. Enjoy the convenience of being within walking distance to the local middle school and high school while living in a peaceful waterfront setting. 50' of concrete dock with immediate access to the bay, the best backcountry fishing and direct access to the Ocean through Tavernier Creek. Perfect as a primary residence, vacation getaway, or investment opportunity, this canal-front home offers the chance to create your own slice of the Florida Keys lifestyle.

319 Woods Ave, Tavernier
$2,999,500
2 Beds ⋅ 2 Baths ⋅ 618955 MLS
Beautifully updated and styled with plush new interior designed furnishings, 401 Emma Street Unit H is a vacation rental townhome that has BOTH Ocean and Harbor views in the heart of Truman Annex. Enjoy gorgeous sunset vistas of the Atlantic and the Gulf while also overlooking the the tropical and lush grounds of Truman Waterfront Park and Truman Harbor. This residence features a large covered balcony right off the main living area with living room, dining room and kitchen all in easy access. The second story's primary bedroom and bath opens out to its own private balcony. This gem is in the highly desirable Old Town location Mill's Place condominiums in Truman Annex.

401 Emma St Unit APT H, Key West
$365,000
615670 MLS
1 OF 7 WATERFRONT TDR'S FOR SALE IN THE VILLAGE OF ISLANDS. WHY WAIT? START BUILDING TODAY! Secure a rare TRANSFERABLE DEVELOPMENT RIGHT [TDR] for new single-family market-rate construction within the Village of Islands. Each TDR may be applied toward the construction of one new waterfront residence on an eligible receiver site, subject to Village approval. Buyer shall verify that the proposed receiver site qualifies, is suitable for development and is scarified rather than hammock habitat. Buyer shall pay all costs associated with the transfer, including but not limited to Village application fees, review fees, and required deposits. UP TO SEVEN BUILDING RIGHTS ARE AVAILABLE. PRICE IS PER TDR. CALL FOR ADDITIONAL DETAILS.

1 Tdr, Not Provided
$2,780,000
4 Beds ⋅ 4 Baths ⋅ 618953 MLS
SERIOUS BOATERS--THIS IS THE ONE TO SEE. Exceptional waterfront opportunity in Marathon offering 110 feet of concrete dockage with dual 40-foot finger piers on an approximately 200-foot-wide canal with direct Atlantic access. Bring the boats, jet skis and kayaks--this property was designed for enjoying life on the water. This private waterfront retreat offers over 3,200 square feet with four bedrooms and three-and-a-half baths, a dramatic two-story great room, expansive windows and generous spaces for gathering and entertaining. Outside is where this property truly separates itself: extensive dockage for multiple vessels, floating jet ski and kayak docks, davits, fish-cleaning station and ice machine, plus a heated pool and spa surrounded by tropical landscaping. Weekly rentals are allowed, offering an attractive opportunity for buyers seeking a Florida Keys second home with the potential to generate additional rental income when not in personal use. Morning boat rides. Afternoons by the pool. Evenings overlooking the water. This is the Florida Keys lifestyle buyers come here to find.

14 Ave F, Marathon
$2,549,000
3 Beds ⋅ 4 Baths ⋅ 618952 MLS
**Seller Financing Considered** 2924 Riviera Dr is a Must See! Meticulously renovated house on the Riviera Canal. Features 3 bedrooms, 2 full baths & 2 half baths, plus separate pool / canal side cottage. Open & airy living room & kitchen gives you spectacular views of backyard, pool and canal. You can even see the pool and canal from the front door. Owner / Seller is a carpenter. House was stripped to the concrete block walls and rebuilt (with permits) with all new materials. New impact windows & doors, roof (with straps), ductless AC ( 2 compressors, 6 heads), electrical - 200 Amp service, water supply lines, manifold style on demand water heater, Turkish Marble floors throughout (no ceramic tile), drywall on walls & ceiling, kitchen cabinets & counter tops, appliances, bathroom fixtures, and much, much more. Even has interior laundry & utility room. Expansive primary bedroom with walk thru closet and spacious ensuite bath, plus pool & canal views. Enjoy the convenience of living in Key West and having your boat in your back yard. Concrete seawall (59Ft) with newer 12,000 Ibs boat lift and inground pool (with newer pump / filter) compliment the canal-front back yard. Lot is 7,670 sq ft. Located close to schools, professional offices, shopping, airport & beaches. Just a short ride to Duval St and the all the Old Town KW attractions. House is turn-key. Simply unpack your swimsuit and start enjoying the Keys lifestyle. **Seller is open to financing the Buyer**

2924 Riviera Dr, Key West
$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
$3,950,000
4 Beds ⋅ 4 Baths ⋅ 618942 MLS
New 2025 waterfront construction on the final canal in Key Haven--an architectural entertainer designed for seamless indoor-outdoor living just 5 minutes from Key West. Unlike typical Keys homes, this residence was designed around outdoor living, offering over 2,400 Sq.Ft. of covered entertaining space seamlessly connected to the interior. Completed in 2025, this striking modern waterfront residence offers 4 bedrooms + office, 4 bathrooms, and 2,458 Sq.Ft. of interior living space. Positioned on the coveted final canal in the exclusive Key Haven community, the home is designed for privacy, entertaining, and exceptional boating access. The layout offers rare flexibility. The entire top level functions as a private guest quarters, ideal as an elevated primary suite, luxury guest retreat, or in-law residence with some of the best water views in the home. This level also features a large covered porch spanning the entire floor, creating an additional private entertaining space. Inside, the architecture emphasizes volume, light, and clean modern lines. Tall ceilings, expansive glass, and large polished porcelain tile flooring create a refined coastal aesthetic. The open living area centers around a gourmet kitchen with Thermador appliances designed for entertaining. Stackable glass doors open the entire main living space onto a wide covered waterfront porch, for seamless indoor-outdoor living. A private elevator with access from ground level.Outdoor spaces include four decks, a rooftop deck with sweeping water views, a pool with swim-up bar, and a private putting green. The rooftop deck is ideal for spectacular sunsets and stargazing. For boating enthusiasts, the property features a 15,000 lb boat lift and davit with quick access to both the Gulf and Atlantic. Additional highlights include solid concrete construction, standing seam metal roof, elevator access, high-end finishes, and a large air-conditioned storage room.

3 Evergreen Ave, Key Haven
$1,450,000
618940 MLS
Excellent opportunity to build your dream in paradise. This 6,140 sq foot lot with 70.65 ft. of water frontage has a beautiful open water and ocean view. This is the last lot available in this established subdivision Summerland Cove. Easy access to both the Atlantic Ocean and the Gulf of Mexico.

00000 Lagoon Dr, Summerland
$530,000
2 Beds ⋅ 2 Baths ⋅ 618939 MLS
Beautifully remodeled 2 bedroom, 2 bathroom home in the heart of Key Largo where no detail has been overlooked. This move-in ready property offers stylish finishes throughout, featuring stainless steel appliances, a wine cooler. The thoughtfully designed layout allows both bedrooms to enjoy direct access to the backyard, creating a seamless indoor-outdoor living experience. Step outside to your private backyard oasis featuring a sparkling pool, wrapped in exotic hardwood nestled into a mangrove backdrop, a charming chickee hut perfect for relaxing or entertaining, and a low-maintenance turf lawn accented with pearock for a clean look. A covered back porch provides the perfect place to unwind and enjoy the tropical surroundings. The neighborhood boat-ramp provides ease of use to the water, with direct access to the Florida Bay, and just a 5 min ride to Adams cut for your Ocean Access. Conveniently located near John Pennekamp, schools, shopping, and dining, with Miami just about an hour away. This home is offered fully furnished, including bikes, kayaks, paddle boards and outdoor furnishings. This property has the perfect blend of modern updates, outdoor living, and the laid-back Florida Keys lifestyle, so If you're looking for a vacation home, investment property or your very own getaway, this coastal villa is for you. Call for your private showing today.

553 Oldsmar Ln, Key Largo
$529,999
2 Beds ⋅ 2 Baths ⋅ 618934 MLS
Immerse yourself in the highly desirable Ocean Pointe Development offering an unparalleled lifestyle with stunning sunrises and an array of amenities, including NIGHTLY RENTALS! This meticulously maintained 2 bedroom, 2 bathroom condominium offering a new air conditioner, washer, dryer, refrigerator and dishwasher, plus new impact windows and doors and offers a rich history of successful short-term rentals. Discover the allure of this community, highlighted by a protected marina that provides direct ocean access and a convenient boat ramp. The complex features a Jr. Olympic size pool complemented by a 14-person spa, creating the perfect setting for relaxation. Indulge in the exclusive amenities, including an oceanfront café and lounge with an area underneath inviting you to enjoy the serenity of the surroundings. Relish in the coastal lifestyle with a pristine beach area, complete with a boardwalk and gazebo. You will appreciate the lighted pickleball and tennis courts. Don't miss the chance to make this Ocean Pointe condominium your home or a great investment property. Embrace the perfect blend of comfort, luxury, and natural beauty in this captivating development. SELLER OFFERS TO MANAGE THE RENTALS FOR 16% FEE..

500 Burton Dr Unit 1210, Tavernier
$1,895,000
3 Beds ⋅ 4 Baths ⋅ 618931 MLS
This new construction property is in a very quaint and quiet family friendly neighborhood in Key Largo. Centrally located on the island its a very close drive to a 5 Star rated VPK - 8th grade school, close to grocery shopping, leisure shops, local businesses, medical facilities and restaurants. With water views and water access, you are only a boat ride away from Blackwater Sound. A prestigious bay with boat parking for water front dining, shopping, and community parks.

764 Michael Dr, Key Largo
$3,999,000
3 Baths ⋅ 618928 MLS
Beautiful 100' of oceanfront property on Lower Matecumbe Key. This offering consists of a 100' lot with a triplex apartment building (3 TDRs),.This gives you lots of possibilities for redevelopment of the property. Fantastic near 180° ocean views make for gorgeous sunrises on the naturally sandy beaches. View Alligator Lighthouse, watch dolphins, manatees, and birds feeding on fish right in front of you. At night, beautiful full moon risings, cruise ships with their lights passing, and plenty of stars. Launch kayaks from the beach to do a little tarpon fishing and bonefish are making a comeback so you can wade with your fly rod for a thrill. Also snorkel for lobster in season in all the little crevices and holes off shore of the property. Note: One of the owners is a State of Florida Real Estate Licensee

75131 Overseas Hwy, Islamorada
$2,550,000
4 Beds ⋅ 3 Baths ⋅ 618927 MLS
Beautifully remodeled 1998 concrete home is situated on a sprawling 47,752 sq ft lot (over one acre) with no conservation easement, this offers privacy, flexibility, and exceptional upgrades throughout. Zoned to allow one horse, the fully landscaped property features mature greenery, professional landscape lighting, and expansive grounds with ample room to add a pickleball or tennis court -- a rare opportunity to further customize your private estate. Completely renovated in 2020-2021, the home includes a new metal roof, all impact windows and doors, updated A/C systems with mini splits, tankless water heater, and a 45KW generator with a 1,000-gallon propane tank. The thoughtfully designed interior offers 4 bedrooms and 3 bathrooms, including a private third-floor primary suite with walk-in closet, balcony access, and a spacious ensuite bath with its own private balcony. The custom kitchen features a large center island with electric cooktop (piped for gas), flowing seamlessly into the main living area with a large screened-in porch off the living room. Total square footage includes 3,069 sq ft of main living space plus an additional 1,377 sq ft of enclosed entertainment space, offering endless possibilities for recreation, hobbies, or extended living -- totaling 4,446 sq ft under roof. Outdoor amenities include a 450 sq ft heated and chilled pool with spa, summer kitchen and patio, 50-amp RV hookup with sewer and water for up to a 45-ft RV, and a 2-car air-conditioned garage. With acreage, infrastructure, and modern upgrades already in place, this property offers the perfect blend of space, luxury, and future potential. Located near shopping, restaurants, Key Largo fisheries, and Key Largo Park.

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

57478 Overseas Highway, Marathon
$4,499,500
618920 MLS
Discover an extraordinary opportunity to own 34,000 square feet of prime bayfront real estate in one of Islamorada's most coveted and private enclaves. Boasting 100+ feet of pristine bay frontage, this exceptional property captures open water views, serene sunsets, and the essence of the Florida Keys lifestyle. Tucked within the property is a charming ground level 1950s cottage offering one bedroom and one bathroom - ideal for a comfortable interim residence while you bring your custom waterfront vision to life. For boating enthusiasts, the estate offers dockage with direct bay access, placing world-class fishing, sandbars, and crystal-clear waters just moments away. A PERMIT HAS BEEN ISSUED to repair and expand the existing dock and add two boat lifts (20,000 lb and 16,000 lb), significantly enhancing the property's boating capabilities and long-term value. With the existing estate slated for demolition and redevelopment, the conceptual renderings unveil a spectacular 4,872-square-foot custom residence offering five bedrooms, five and a half bathrooms, a three-car garage, and a resort style pool - all thoughtfully designed to capture water views from every vantage point. This remarkable bayfront estate offers endless possibilities in an unparalleled setting.

150 List St, Islamorada
$4,499,500
1 Beds ⋅ 1 Baths ⋅ 618918 MLS
Discover an extraordinary opportunity to own 34,000 square feet of prime bayfront real estate in one of Islamorada's most coveted and private enclaves. Boasting 100+ feet of pristine bay frontage, this exceptional property captures open water views, serene sunsets, and the essence of the Florida Keys lifestyle. Tucked within the property is a charming ground level 1950s cottage offering one bedroom and one bathroom - ideal as a weekend escape, guest retreat, or comfortable interim residence while you bring your custom waterfront vision to life. For boating enthusiasts, the estate offers dockage with direct bay access, placing world-class fishing, sandbars, and crystal-clear waters just moments away. A PERMIT HAS BEEN ISSUED to repair and expand the existing dock and add two boat lifts (20,000 lb and 16,000 lb), significantly enhancing the property's boating capabilities and long-term value. Surrounded by multimillion-dollar estate home sales, this offering represents a rare chance to secure a premier bayfront parcel in one of Islamorada's most sought-after locations. With the existing estate slated for demolition and redevelopment, the conceptual renderings unveil a spectacular 4,872-square-foot custom residence offering five bedrooms, five and a half bathrooms, a three-car garage, and a resort style pool - all thoughtfully designed to capture water views from every vantage point. This vision blends refined indoor living with outdoor elegance, creating a seamless waterfront sanctuary. Whether you envision a private coastal retreat or an entertainer's paradise, this remarkable bayfront estate offers endless possibilities in an unparalleled setting.

150 List St, Islamorada
$14,990,000
6 Beds ⋅ 9 Baths ⋅ 618911 MLS
Newly completed in 2025, this exceptional oceanfront estate is located in the heart of The Florida Keys on the premier ocean side of Islamorada. A gated entry welcomes you through lush tropical landscaping and a diverse fruit-tree grove, setting a private and refined arrival. Set on over 2 usable acres with 210 feet of private sandy beachfront and a protected cove, the residence spans 7,590 square feet of interior living space & 1,736 square feet of exterior living, with an expansive 230-foot dock. Designed for seamless indoor-outdoor living, the home features a dramatic great room with 23-foot ceilings, panoramic Atlantic exposure, and expansive covered terraces with summer kitchen and outdoor dining areas. A 65-foot heated lagoon-style pool with swim-up bar and fire-pit lounge creates a resort-caliber setting. The chef's kitchen is appointed with Sub-Zero, Wolf, and Thermador appliances. Additional highlights include dual primary suites, private orchid garden, lounge & recreation room, elevator, Sonos surround sound, impact windows and doors, metal roof, double-height garage, water-sports storage room and a full home generator. The essence of beachfront living in Islamorada, combining impressive scale and ultimate privacy. ***A contiguous 0.7-acre lot with development rights for an ancillary building with upstairs storage is available separately.

88351 Old Hwy, Islamorada