Refine Search
Sort by
$5,200,000
4 Beds 4 Baths 620606 MLS
Experience the PINNACLE of luxury waterfront living at this exceptional oceanfront residence on prestigious Flagship Drive. Completely reimagined with uncompromising attention to detail, this exquisite 4-bedroom, 3.5-bath home blends sophisticated design with the relaxed elegance of the Florida Keys. From the moment you enter, you'll be captivated by the expansive open-concept floor plan, breathtaking ocean views, and refined finishes throughout. Oversized 41-inch porcelain tile flooring, designer lighting, premium fixtures, and custom craftsmanship create a timeless, contemporary aesthetic that complements the stunning waterfront setting. The chef-inspired kitchen flows seamlessly into the spacious living area, making it ideal for both everyday living and entertaining. Walls of glass invite natural light while framing spectacular turquoise water views. The luxurious primary suite serves as a private retreat with serene ocean vistas and a beautifully appointed spa-inspired bath. Three additional bedrooms and office provide comfortable accommodations for family and guests. Outdoor living is equally impressive. Multiple covered terraces offer the perfect place to relax while enjoying ocean breezes and unforgettable sunsets. The resort-style pool is complemented by a charming tiki hut, creating an inviting setting for entertaining or unwinding after a day on the water. Boaters will appreciate the exceptional dockage featuring two boat lifts, providing convenient access to the Atlantic Ocean for world-class fishing, diving, and boating. A spacious two-car garage offers ample room for vehicles, storage, and recreational gear. Perfectly positioned in one of the Lower Keys most desirable waterfront communities, this remarkable residence delivers an extraordinary combination of luxury, location, and the ultimate Florida Keys lifestyle. Every detail has been thoughtfully curated, creating a move-in-ready waterfront masterpiece that is as elegant as it is in

1046 Flagship Dr, Summerland

$1,199,000
3 Beds 2 Baths 617789 MLS
Welcome to Summerland Key Cove! This beautifully home is perfectly situated on a deep-water canal with excellent boating access. Boaters will appreciate the new 17,000-lb boat lift and a quick ride to Looe Key, American Shoal, and the Adolf Bush wreck. The 1232 sq ft home sits on a 6,000 sq ft lot and features hurricane-impact windows, offering peace of mind and energy efficiency. The home has been tastefully remodeled within the last two years, including new kitchen and new bathrooms. Additional major upgrades include 2-year-old A/C the roof is just 4 years old. Bright, inviting, this home is ideal for enjoying the relaxed island lifestyle with world-class boating, fishing, and diving right at your doorstep. The supply lift will make it easy to transfer items to the second floor.

24347 W Caribbean Dr, Summerland

$3,100,000
5 Beds 3 Baths 620602 MLS
Newly remodeled waterfront home located in the highly desirable Port Antigua subdivision of Lower Matecumbe. This expansive residence offers five bedrooms and three bathrooms with an open living floor plan. The main living level features three bedrooms and two bathrooms, complemented by a spacious living, dining, and kitchen area--ideal for entertaining and relaxed Keys living. The lower level includes two additional bedrooms and one bathroom, all above flood, perfect guest quarters with a full kitchen. Brand new exterior paint! Enjoy 75 feet of deep-water concrete dockage equipped with a 15,000 lb boat lift, providing excellent boating access. The home is solid concrete construction with a metal roof, fenced yard, and plenty of room for a pool. Port Antigua is known for its exceptional amenities, including one of the best private beaches in the Keys and a community boat ramp. With immediate access to Florida Bay and quick proximity to the Atlantic Ocean, this property offers the ultimate Florida Keys lifestyle--boating, water access, and island living at its finest. If you are seeking a waterfront property that has great rental history, this is the one!

117 El Capitan Dr, Islamorada

$989,000
3 Beds 2 Baths 620596 MLS
Elevated Coastal Living in Breezeswept Beach Estates. Skip the typical vacation rentals & step into a home designed specifically for the genuine Florida Keys lifestyle. Situated on a quiet street within Breezeswept Beach Estates, this well-maintained 3-bedroom, 2-bathroom stilt home perfectly balances premier boating access with a peaceful, scenic setting. The property's positioning is truly distinct. While the back of the home centers around a deep-water canal optimized for quick navigation to open water, the front looks out over tranquil salt ponds--treating you to wide-open, mirror-like sunset views without the interruption of forward neighbors. This home has direct ocean side access or easily head out back to the Gulf for some backwater fishing or spending the day at the sandbar via Niles Channel or Pine Channel. This property will stand out as a your own piece of paradise, a pristine basecamp for the serious waterman or anyone seeking an authentic island retreat. Key Features Include: *The heart of the home features a sleek kitchen with stainless steel appliances, complemented by fully updated bathrooms, and fixtures throughout. *Large windows capture the distinct natural light of the lower keys, making the interior feel bright, airy, and connected to the water. Enjoy waterfront views from every room in the house. *Unwind on the expansive, screened back porch overlooking your canal, or catch the evening colors shifting over the salt ponds from the front balcony. *The ground level features a massive, 600 sq. ft. fully enclosed storage enclosure, giving you a secure, dedicated space for dive tanks, fishing gear, and all your workspace needs.

673 Indies Rd, Summerland

$1,029,000
5 Beds 2 Baths 620591 MLS
Investors take note, you can rent this property out nightly, no minimums. license required read on!! An amazing 5 bedroom 2 Bath solid concrete home, including the roof overlooking Largo Sound, in Key Largo, Florida! Updated Kitchen and Baths, new appliances and more. The corner lot is Zoned SC a rarity to find, and allows for a daily rentals, requires special licensing, we can help with that. Directly across the street is water access, for swimming, fishing, sun bathing, kayaking. Walk on over to the Hideout restaurant, just around the corner for breakfast or lunch. Enjoy coffee in the morning on your wrap around balcony and cocktails in the evening. The upstairs has a 2 bedroom 1 bathroom, laundry, and full bath, with large walk in shower. Downstairs is a 3 bedroom 1 bath space with separate entry . Bathroom was originally permitted. on original plans with the County. Approximately 60 miles to Miami International Airport, approximately 103 miles to Key West. Present an offer.

16 Shoreland Dr, Key Largo

$13,750,000
5 Beds 7 Baths 620590 MLS
Situated on one of Islamorada's premier and most sought-after bayfront streets, in the heart of Islamorada, this custom-designed poured concrete waterfront estate by renowned architects Charles Vincent George occupies 1.27 private acres with panoramic open-water views, spectacular year-round sunsets, protected boat basin, solar panels and a rare sandy beach area. Designed to maximize its exceptional setting, the residence offers seamless indoor-outdoor living with floor-to-ceiling impact-rated glass, expansive covered terraces, and walls of retractable sliders that frame breathtaking bay views from every room. A dramatic floating staircase, 12-foot interior doors, engineered hardwood flooring, and superb designer finishes define the home's clean contemporary design. The main residence features 4 bedrooms all ensuite, and 1 half bath. It is complemented by a detached 1-bedroom, 1-bath guest house. The kitchen features quartz countertops, premium Miele and Thermador appliances, and a hidden walk-in pantry. Upstairs is a spacious family/media or fitness room that leads onto a large deck with exquisite views of Florida Bay. Separate laundry/storage room. Fully integrated Loxone Smart Home system controls lighting, security, audio, and six independent HVAC climate zones. Outdoor amenities include an elevated heated and chilled 50FT saltwater lap pool, expansive entertaining terraces, mature tropical fruit trees & landscaping, an air conditioned garden shed, architectural landscape lighting, and a gated entrance ensuring exceptional privacy. The protected boat basin features a composite dock, 12,000 lb boat lift, with immediate access to world-class fishing & diving. At the front is an oversized air-conditioned garage with EV charging & a half bath. A covered carport is adjacent to the main house. A rare opportunity to acquire one of Islamorada's premier contemporary bayfront estates, combining exceptional architecture, outstanding construction and spectacular sunsets.

19 Avacado St, Islamorada

$639,000
2 Beds 1 Baths 620589 MLS
Sweet and Sleek in the Keys! Welcome to your own slice of paradise--a beautifully remodeled 2-bedroom, 1-bath conch-style home that embodies the breezy charm of the Florida Keys with the polish of a custom retreat. This home has been expertly designed with a smart, efficient layout where every detail has its place--much like the tidy elegance of a well-kept ship. From the gleaming finishes to the thoughtful flow, everything has been redone from top to bottom. The kitchen is sleek and modern, the living space is light-filled and airy, and each bedroom offers comfort and tranquility in a beautifully organized footprint. Home is uniquely situated to give plenty of room for your cars and boat. Outside, the neighborhood radiates warmth--full of friendly, family homes, where kids ride bikes, neighbors wave, and the laid-back Keys lifestyle thrives. Enjoy access to a boat ramp a few homes away, a delightful little beach, and a clubhouse where school pickup adds peace of mind for families. Voluntary Boating Association with nominal fee of $250 per year. Whether you're looking for a cozy getaway or a full-time island nest, this charming coastal cottage is the perfect blend of tropical ease and efficient elegance. This is an amazing opportunity for a new buyer to enjoy this move-in-ready retreat. Whether you're looking for a full-time residence or a vacation escape, this home checks every box.

32 Pirates Dr, Key Largo

$7,995,000
5 Beds 4 Baths 620585 MLS
Nestled on the exclusive private gated island of Sunrise Isles in Marathon, Florida Keys. This magnificent 2019 construction oceanfront estate redefines luxury living. With only 20 residences on this private island with a secured gated entrance, you'll experience a rare blend of privacy and community, surrounded by the serene beauty of the Keys. This exquisite 5-bedroom, 4-bathroom residence spans approximately 3,500 square feet of meticulously crafted living space, designed to capture stunning ocean views from every angle. The open-concept single floor plan seamlessly connects a gourmet kitchen, spacious dining, and living areas, with floor-to-ceiling windows that flood the home with natural light and offer unobstructed views of the Atlantic. Each bedroom is designed with an on-suite bathroom for the utmost privacy. While the primary suite serves as a luxurious retreat with panoramic ocean views and a spa-inspired bathroom. Impact-resistant sliding glass doors stack open to approximately 700 SF of covered terrace, perfect for outdoor living. Set on over 32,000 square feet of prime waterfront land, the property features 110 feet of sandy beach oceanfront shoreline and an additional 110 feet of protected dockage along a private canal outfitted with 2 custom designed boat lifts with an L-shape synthetic dock to maximize the entire dock area. Ideal for boating enthusiasts seeking convenient, safe access to open waters. Outdoor amenities include a resort-style pool with water features creating a true island oasis for entertaining or unwinding. This one-of-a-kind property in Sunrise Isles is the ultimate Florida Keys sanctuary, where privacy, luxury, and coastal beauty come together in perfect harmony. Just 1/2 mile from stunning Sombrero Beach, Shopping, Dining and the Marathon Airport within a few miles of the home. Don't miss the rare opportunity to own your piece of paradise in the beautiful Florida Keys

108 Sunrise Dr, Marathon

$9,999,000
5 Beds 5 Baths 620581 MLS
A FORTRESS OF LUXURY ON ITS OWN PRIVATE POINT -- KEY COLONY BEACH Built to withstand anything nature delivers, this Mediterranean estate sits on over an acre of private point, surrounded by water on three sides. Engineered like a true hurricane shelter -- steel and poured concrete construction rated for 200mph winds, Andersen Hurricane-impact windows throughout, and a full security system -- this is a home that lets you enjoy paradise without ever worrying about the forecast. Behind that fortress strength is pure luxury. Sun-soaked stucco, soaring arches, wrought iron details, and Italian marble floors create timeless old-world elegance, while walls of windows frame turquoise water from nearly every room. A canal runs along one side, with a dock for water toys that can be extended for larger vessels. The opposite side opens to protected Vaca Cut, complete with a 25,000 lb boat lift and quick access to open ocean. Outside, a glistening pool and waterfall spa shimmer in iridescent blue tile, surrounded by deck and covered patio space built for grand-scale entertaining -- comfortably hosting 100+ guests -- with an outdoor kitchen perfect for dining as dolphins play offshore. Inside, the chef's kitchen boasts double ovens, granite counters, and top-of-the-line appliances, opening to sun-filled living and dining rooms. The main level also offers a den/bedroom, laundry, air-conditioned 2 car garage space (currently office, playroom, storage), and two finished baths. A marble staircase, lit by picture windows and trimmed in custom wrought iron, leads to a second-floor landing with sweeping views. The Master Suite delivers sunset views from bed or balcony, a spa bath with honey onyx double vanity and mosaic shower, and a custom walk-in closet. Three additional en suite bedrooms with walk-in closets complete the upper level. Storm-proof strength. Old-world soul. Resort-style luxury. Fully furnished -- just bring your bathing suit.

390 13th St, Key Colony

$3,300,000
5 Beds 4 Baths 620578 MLS
Welcome to Pink Sands, a Glenn Gray-designed waterfront retreat where the vibrant colors and laid-back elegance of the Bahamas meet the timeless beauty of the Florida Keys. Recognizable by its signature pink façade and blue metal roof, this exceptional Summerland Key residence captures the spirit of island living while offering the quality, comfort, and peace of mind of modern CBS construction. Set along a protected canal with 125 feet of concrete dockage, two boat lifts, and direct deep-water access to both the Atlantic Ocean and Gulf of Mexico, this waterfront home is perfectly positioned for effortless days on the water, from world-class fishing and diving to sunset cruises and sandbar adventures. Impact windows and doors and thoughtfully designed indoor-outdoor living spaces create a home that is as durable as it is inviting. Sweeping open ocean views from the main living level and third-story observation deck provide the perfect backdrop for sunrise mornings and starlit evenings. A charming detached guest cottage connected by a covered breezeway creates a private compound ideal for hosting family and friends. The oversized homesite offers exceptional flexibility with ample room to add a custom pool, expand outdoor entertaining areas, or further enhance the property to suit your vision. Just 35 minutes from Key West, Pink Sands feels as though it belongs on Harbour Island while remaining firmly rooted in the authentic charm of Summerland Key. Blending Bahamian-inspired architecture with the confidence of newer CBS construction, exceptional boat dockage, direct ocean and Gulf access, and endless opportunities for future customization, this is a rare opportunity to own a distinctive Florida Keys waterfront home. Minutes from Looe Key Reef, Content Keys, and the backcountry flats, this exceptional location offers unparalleled access to some of the Florida Keys' most sought-after boating, fishing, diving, and paddleboarding destinations right from your private dock

23950 Overseas Hwy, Summerland

$999,000
2 Beds 1 Baths 620575 MLS
Only 40 homes on Exclusive No Name Key, ( Not Big Pine*) Newer143' concrete seawall with newer 30'Neptune boat lift with walk around, you have your own private boat ramp. Welcome your large sailboat or power boats here . Location in inter coastal waterway great for your back bay fishing or Atlantic ocean .Double lot 100'x143'' Plenty of room for all your extras R/V, Could easily add custom pool, Fenced in yard, Beautiful tropic landscape, very private ( Best Deal in the Keys) government lands on three sides, A wildlife paradise with a peaceful relaxing life style close to shopping. Extra Large Property* No Name Key is not Big Pine a Island on its own merit* Best biking, hiking exploring all found here* Ready now in Move in condition. Some Owner financing considered. Limited development on No Name Key.

1934 No Name Dr, No Name

$1,225,000
3 Beds 3 Baths 620570 MLS
Opportunity is knocking to create your ideal Florida Keys retreat. Nestled in a quiet neighborhood, this canal front stilt home features a spacious upstairs with 2 bedrooms, 2 full bathrooms and a large loft perfect for a home office or 3rd bedroom. The ground level expands the possibilities with a covered patio overlooking the canal and a versatile studio apartment/rec room complete with a full bathroom--ideal for guests or indoor/outdoor entertaining. The property features 45ft of dockage and a private ramp that can accommodate jet skis, kayaks, paddleboards or a small skiff. Get lost in paradise exploring the many creeks within Largo Sound and John Pennekamp State Park. This location also offers boating access to both the Atlantic Ocean and Florida Bay through South Creek Sound or Adams Cut. Great location near plenty of amazing restaurants, shopping and grocery. Whether you're searching for a full-time residence, weekend getaway, or investment property, this home offers solid bones, a desirable layout, and the chance to create something truly special in one of Key Largo's most sought-after boating communities. TENANT OCCUPIED, DO NOT ENTER PROPERTY WITHOUT PERMISSION.

126 3rd Ln, Key Largo

$799,000
3 Beds 2 Baths 620573 MLS
PRICE IMPROVEMENT ON THIS GORGEOUS BRAND NEW HOME FOR SALE IN THE HEART OF KEY LARGO! THIS IS ISLAND LIVING AT ITS FINEST! TAKE A LOOK FOR YOURSELF! Sellers just reduced the price on this elegant & beautifully designed 3 Bedroom-2 Bath Key Largo home in Paradise Point. This 2025 single family 3/2 single story home offers a sleek contemporary design and exquisite finishes throughout. Step inside to find an open concept layout with seamless flow between the living, dining and kitchen areas, spacious and perfect for entertaining! The chef inspired kitchen includes state of the art stainless steel appliances, built in wine cooler, coffee bar, butcher block kitchen island, quartz countertops and elegant soft close cabinetry. Unwind in the spa-inspired bathrooms, designed with luxurious touches and modern elegance. With 1,552 sq ft of living area on a 5250 sq ft lot adorned with native trees, this home blends privacy and style in perfect harmony. Located in the heart of Key Largo and just minutes from waterfront dining, shopping and world class water sports activities. Launching your boat is easy, just one mile south at the Caribbean Club. Known as the Diving Capital of the World, Key Largo offers unmatched access to the best the Florida Keys has to offer. Whether you're seeking full time residency or a coastal getaway, this home is more than just a place to live - it's a lifestyle. This is a great time to buy in the Florida Keys!! Schedule your private showing today! Call listing agent for more details.

68 Coral Way, Key Largo

$1,300,000
3 Beds 3 Baths 620566 MLS
Discover the ideal blend of comfort, space, and waterfront living in this beautifully maintained canal-front home on Ramrod Key. Offering 2,392 sq. ft. of living space with 3 bedrooms, 2.5 baths, a versatile bonus room, and loft, this spacious residence is perfectly suited for full-time living, a vacation getaway, or an investment property. With 60' of dockage and easy ocean access, boating enthusiasts will appreciate the convenience of reaching some of the Florida Keys' best fishing, diving, snorkeling, and sandbar destinations in minutes. Inside, soaring cathedral ceilings and elegant arched entryway create a bright, inviting atmosphere, while the open-concept floor plan is designed for comfortable everyday living and effortless entertaining. The dining area opens directly onto the covered deck, creating a seamless transition between indoor and outdoor living and providing the perfect setting for al fresco dining or morning coffee. Impact windows provide added protection and natural light, while durable Hardie Board siding enhances the home's long-term appeal. The expansive primary suite serves as a private retreat, featuring an oversized walk-in closet and a spacious en-suite bath. A generous guest bedroom also offers a large walk-in closet, and the bonus room and loft provide flexible space for additional guests, a home office, or recreation. A dedicated laundry room on the first floor adds everyday convenience. Outdoor spaces are designed to embrace the Florida Keys lifestyle. Enjoy the paver driveway, side yard, and rear patio, rinse off after a day on the water in the outdoor shower, and take advantage of the lower-level enclosure for storing kayaks, paddleboards, fishing gear, and all your boating essentials. Whether you're spending the day on the water or relaxing at home, this Ramrod Key waterfront property offers everything you need to experience the best of island living.

27395 Barbuda Ln, Ramrod

$689,000
1 Beds 1 Baths 620565 MLS
Imagine having the freedom to create your own secluded retreat in the heart of the Lower Florida Keys. This remarkable offering includes two adjacent 2.5-acre parcels, combining for approximately 5 acres--an exceptionally rare amount of land in the Florida Keys. Existing improvements include two separate residences, each offering one bedroom and one bathroom. One parcel is improved with a single-family home, while the other features a manufactured home. Both properties have established electric service and are connected to the sewer system, making them immediately usable while you plan for the future. The parcel at 2231 Middle Torch Road includes a ROGO allocation, creating an outstanding opportunity to construct a new home. Conceptual renderings have already been prepared to showcase one possible vision, but the possibilities are yours to define. Whether your goal is a peaceful island getaway, a private homestead surrounded by nature, or a property designed for generations to enjoy together, the setting provides the space and flexibility to bring those ideas to life. Spend your days boating the turquoise waters of the Lower Keys from a nearby private boat launch, then return home to the quiet beauty of native vegetation, abundant wildlife, and the iconic Key deer that call this area home. Opportunities to own five contiguous acres in the Florida Keys are exceptionally scarce. Combining privacy, natural beauty, and future development potential, this one-of-a-kind property offers the chance to create something truly special in one of the Keys' most unique settings.

2231 Middle Torch Rd, Middle Torch

$649,000
2 Beds 2 Baths 620563 MLS
Move-in ready and beautifully updated! This charming 2-bedroom, 2-bath home offers approximately 960 square feet of comfortable living space in the desirable Summerland Key Airport neighborhood. The recently updated interior features an inviting open floor plan and a stunning kitchen complete with quartz countertops, modern cabinetry, and updated appliances. The bright living and dining areas create a welcoming space for everyday living and entertaining. Step outside from the dining area to a private patio, perfect for enjoying your morning coffee, outdoor dining, or relaxing in the tropical breeze. The seamless connection between the living room, dining area, and patio creates an ideal indoor-outdoor Florida Keys lifestyle. Located in the desirable Summerland Key Airport community and just minutes from world-class boating, fishing, waterfront dining, and all the recreational opportunities the Lower Florida Keys have to offer, this home is perfect as a full-time residence, vacation getaway, or investment property. Don't miss this opportunity to own an updated slice of paradise in one of the Florida Keys' most desirable communities!

24740 Park Dr, Summerland

$3,260,000
4 Beds 3 Baths 620562 MLS
Welcome to 58244 Overseas Hwy on Grassy Key. This home was built in 2024 to last with superior ICF construction, steel studs, metal roof, impact resistant doors & windows. The extra thought and care in this property doesn't stop there like: 1'' water pipe for added pressure, underground utilities and 4ft deep walls underground on 3 sides of the property to prevent erosion, and geo grid honeycomb under the driveway gravel, even extra height underneath to accommodate tall toys like RV's and Boats w/ T-tops. Inside the home hosts an extra-large ocean front primary suite with balcony access, large bathroom and walk-in closets. There are 3 guest rooms and two full guest baths, laundry room, utility room and large pantry. The open floor plan living area to entertain the whole neighborhood if you want with sweeping Atlantic Ocean views for a backdrop. Let's not forget the real reason to be in the Keys and that's to be on the water. Whether you are drifting in a float in the ocean front pool or sunbathing on your own private sandy beach, you will know you've found your own slice of paradise. Call today for more information and schedule a private viewing.

58244 Overseas Hwy, Marathon

$750,000
3 Beds 2 Baths 620559 MLS
Positioned perfectly on a corner lot with ample outdoor space & private driveway. Welcome to D26 11th Avenue on Stock Island! This three (3) bedroom and two (2) bath home offers a great opportunity for buyers looking to upgrade into a new property, or those simply trying to get into homeownership. Recently renovated and completely fenced-in this home sits on a corner lot with room for a pool if desired. Upon entering the home you are greeted by a spacious and bright open floor plan with tile floors throughout. The updated kitchen complete with dining nook is on your left while the living space is to your right. Down the hallway are two guest rooms and a dedicated laundry room with storage, and a full bathroom. At the end of the hallway is the spacious primary bedroom with ensuite bathroom, and tons of closet space. Sliding glass doors provide extra natural light into the bedroom, and invite you outside to the completely turfed oversized backyard. This property makes for a perfect daily residence or rental property. Call to schedule a showing today! Owner is a licensed Florida Real Estate Agent. Some photos have been virtually altered.

26d 11th Ave, Stock Island

$7,299,000
3 Beds 4 Baths 620553 MLS
Welcome to your private oceanfront retreat, ideally situated on a quiet cul-de-sac in the heart of Tavernier. Set on an expansive 28,705-square-foot lot, this beautifully renovated estate in 2024 offers breathtaking Atlantic Ocean views and seamless indoor-outdoor living. The open-concept floor plan is designed to showcase the spectacular water views from nearly every room, elevated ABOVE FLOOD for added peace of mind. The property features a 2-bedroom, 2.5-bath main residence and a private 1-bedroom guest suite above the garage, thoughtfully redesigned with interiors curated by acclaimed designer Kevin Gray. Top of the line finishes throughout. Outside, enjoy a stunning resort-style pool and spa, an expansive oceanfront veranda, tropical landscaping, and an exterior lift providing convenient access from the covered carport to the main entrance. For boating enthusiasts, the private dock is equipped with an elevator boat lift and a charming tiki hut, creating the ultimate Florida Keys waterfront lifestyle. Whether you're enjoying sunrise coffee overlooking the Atlantic or heading offshore for a day on the water, this exceptional estate offers luxury, comfort, and timeless coastal elegance.

197 Lowe St, Tavernier

$4,600,000
5 Beds 6 Baths 620549 MLS
Located in sought-after Venetian Shores subdivision in Islamorada, this canal-front home was renovated in 2022. Sought after location - just one lot in from Snake Creek, offering exceptional boating access, 100' of deep water dockage with a 20k boat lift. With approximately 4,600sf of living space, 5 bedrooms and 5.5 bathrooms, the home is situated above base flood elevation and offers an impressive amount of space for the Florida Keys lifestyle. The east-facing orientation captures the morning sun and prevailing breezes while providing welcome afternoon shade. The main residence features 4 bedrooms and 4.5 bathrooms, an open living area with soaring ceilings, a spacious kitchen, pool table area, and a private office with incredible views stretching from the ocean to the bay. An expansive screened waterfront porch serves as an extension of the living area, offering a comfortable setting to relax, entertain, and enjoy the canal views and prevailing breezes. The lower level offers a separate 1 bedroom, 1 bath guest space with views of the pool and its own screened porch. With nearly 1,200sf of covered porches, the home was designed to fully embrace indoor-outdoor Keys living. A new pool was added in 2023, offering privacy and complemented by tropical landscaping, outdoor lighting, artificial turf, and white fencing. Situated on a 9,500sf lot, the property also offers an impressive 1,188sf four-car garage plus an additional dedicated storage room - an exceptional amount of storage rarely found in a Keys home. Additional features include impact windows and doors throughout, metal roof, a paver driveway, and a cul-de-sac location. With expansive living and outdoor spaces, panoramic water views, 100' of deep water dockage, and Snake Creek just seconds away for convenient ocean-to-bay access, this Venetian Shores home offers a rare combination of space, storage, location, and boating convenience in the heart of Islamorada.

157 Valencia Dr, Islamorada

$992,000
3 Beds 2 Baths 620547 MLS
Old Town 'Diamond in the Rough' near Bay View Park with the highly coveted Off-Street parking. Unique opportunity to acquire a corner lot of over 4,500 sq ft in quiet Old Town neighborhood. Good amount of yard space. No active or expired building permits or code cases. Being sold As-Is with no repair & no clean up. Does have an existing fiberglass pool surrounded by a wooden deck. There is an existing concrete pad behind a double fence that could provide secured off street parking. Side yard is 37 Ft from side of house to fence and 49 Ft wide. Back yard with pool and deck is 27 X 27. Lots of potential. Major renovation project. Probably needs cash buyer. Contract requires court approval due to guardianship. Proof of funds must accompany offer. Create your island oasis at 1119 Florida St.

1119 Florida St, Key West

$999,999
3 Beds 2 Baths 620545 MLS
Where open water sunrise views and world-class boating meet, you'll find this elevated waterfront retreat at 31485 Avenue G in Big Pine Key. Offering 3 bedrooms, 2 bathrooms, and 1,196 square feet, this waterfront home features 70 feet of concrete dockage on a clean, approximately 20-foot-wide, 3-foot-deep canal with quick access to the Atlantic Ocean, Gulf of Mexico, Bahia Honda Channel, nearby sandbars, the backcountry, and the Content Keys. Whether your plans include chasing tarpon, pulling stone crab traps, snorkeling, diving, or cruising by boat to waterfront restaurants, this location puts it all within easy reach. Built in 2020, the home features abundant natural light, a metal roof, hurricane shutters, a new A/C installed in 2025, boat davits, a custom concrete fish cleaning station, nautical-style Key Deer fencing, and three storage sheds that convey with the property. The thoughtfully designed interior is move-in ready while offering the opportunity to update the kitchen and bathrooms with your own style. Mature tropical landscaping, including date palms and a rare yellow coconut palm, creates a private island setting. The open lower level may qualify for future enclosure under current Monroe County regulations, subject to buyer verification. A canal bubbler system helps maintain water quality, with an annual maintenance fee currently at $150. Near Grimal Grove and Big Pine Community Park, this property offers the boating, fishing, and waterfront lifestyle that make the Lower Keys so unforgettable.

31485 Ave G, Big Pine

$3,750,000
4 Beds 5 Baths 620543 MLS
Experience the ultimate Florida Keys waterfront lifestyle in this exceptional BayFront retreat located in the prestigious Sunshine Estates community on Plantation Key. Situated on a private 12,565 sq. ft. lot with 100 feet of pristine bay frontage and 50 feet of deep-water dockage, this contemporary CBS home offers breathtaking open bay views and quick ocean access via Tavernier Creek. Thoughtfully designed in a distinctive V-shaped layout to maximize privacy and showcase water views from nearly every room, the home features 4 bedrooms and 4 bathrooms, including 3 en-suite bedrooms. The spacious open-concept living area boasts soaring vaulted ceilings with exposed wood beams, recessed lighting, rich oakwood flooring, and elegant marble finishes throughout the bedrooms and bathrooms. Built-in shelving adds both style and functionality, while the oversized laundry room and pantry include a convenient dumbwaiter. The ground level is designed for entertaining, offering parking for up to four vehicles, a spacious recreation room, cabana bath, and summer kitchen that seamlessly blend indoor and outdoor living. Enjoy world-class boating, fishing, lobstering, paddleboarding, and water sports right from your backyard. Ideally located just minutes from restaurants, shopping, and schools, this home is approximately 40 minutes from the Florida Turnpike and perfectly positioned at Mile Marker 91. Whether you're seeking a full-time residence or a luxury Keys getaway, this remarkable waterfront property delivers the best of island living.

154 Redwing Rd, Tavernier

$4,399,000
4 Beds 4 Baths 620542 MLS
Experience the ultimate in modern waterfront luxury with this brand-new concrete masterpiece, thoughtfully designed for both elegance and durability. Boasting 4 bedrooms and 4 bathrooms, this stunning residence offers breathtaking ocean views, a protected canal location, 55 feet of dockage, and a 15,000 lb boat lift for effortless boating access. Built to the highest standards with a concrete roof, impact-resistant windows and doors, and an elevator servicing all levels, this exceptional home blends sophisticated design with everyday convenience. The show-stopping custom Italian kitchen is beautifully appointed with premium Miele appliances, sleek cabinetry, and designer finishes, creating the perfect space for entertaining. Step outside to your private backyard oasis featuring a sparkling saltwater pool with premium equipment, ideal for relaxing after a day on the water. Additional luxury features include whole-home surround sound, security camera system, and high-end finishes throughout. Located within an exclusive private community offering a clubhouse for special events, this remarkable property delivers the perfect combination of luxury, security, and the Florida Keys waterfront lifestyle.

108 Coral Way, Key Largo

$1,200,000
2 Beds 2 Baths 620540 MLS
Situated on a spacious canal-front corner lot, this solid concrete 2-bedroom, 2-bath home offers the perfect blend of boating and Florida Keys living. An oversized enclosed garage provides abundant space for parking, storage, and all your boating and fishing gear, while the durable metal roof offers lasting value and peace of mind. Inside, you'll find an updated kitchen and a move-in-ready interior that's ready to enjoy from day one. From the bayside location, you're just minutes by boat from many of Key Largo's favorite waterfront restaurants, and nearby Adam's Cut provides a quick route to the ocean for fishing, diving, snorkeling, and exploring all the Keys have to offer. Whether you're looking for a full-time residence, weekend getaway, or investment opportunity, this home is ideally located with a short drive to the mainland. Easy to show! Contact Katie Raskob

1 Stillwright Way, Key Largo

$949,000
3 Beds 2 Baths 620535 MLS
Welcome to 342 Spanish Main Drive, a beautiful canal-front home in the heart of Cudjoe Key, offering the perfect combination of waterfront living, modern comfort, and laid-back Florida Keys charm. This two-story residence features 3 bedrooms and 2 full bathrooms, thoughtfully designed for both everyday living and relaxing island escapes. The bright, open interior is move-in ready and includes a stylish eat-in kitchen with stainless-steel appliances, comfortable living spaces, and plenty of natural light throughout. Enjoy the Florida Keys lifestyle from the spacious covered porches on both levels, where you can sip your morning coffee, unwind with an evening cocktail, or simply take in the peaceful canal views. Large sliding glass doors open to the upper porch, creating a seamless indoor-outdoor living experience that's perfect for entertaining family and friends. Boaters will appreciate the canal-front location with dockage directly behind the home, offering plenty of space for your boat and easy access to both the Gulf and Atlantic. Spend your days fishing, diving, exploring sandbars, or cruising the beautiful Lower Keys waters right from your backyard. Additional features include two garages--a rare find in the Keys--along with ample parking for vehicles, trailers, and guests. Conveniently located just 30 minutes from Key West and within walking distance of the iconic Square Grouper Bar & Grill, this property offers the ideal balance of tranquility and accessibility. 342 Spanish Main Drive is an exceptional opportunity as a full-time residence, vacation home, or waterfront investment property. Come experience the boating lifestyle and island living you've been dreaming about.

342 Spanish Main Dr, Cudjoe

$1,680,000
3 Beds 2 Baths 620533 MLS
Rare Mixed-Use Opportunity with Spectacular Ocean Views in Islamorada MM 74.5. Endless possibilities await at this highly visible, commercially zoned property located directly on the Overseas Highway at Mile Marker 74.5. Offering breathtaking open Atlantic Ocean views and exceptional highway frontage, this unique property is ideal for investors, entrepreneurs, or anyone seeking the perfect live-work lifestyle in the Florida Keys. Originally permitted as a three-unit apartment building, the property is currently configured with two primary living/work spaces, creating the opportunity for a buyer to explore the potential for a third apartment or reconfigure the property to suit their vision, subject to local approvals. Whether you're looking to maximize rental income, establish a business with residential accommodations, or create a one-of-a-kind family compound, the flexibility here is exceptional. The Neighborhood Commercial (NC) zoning opens the door to a wide variety of commercial uses while the existing residential layout also lends itself beautifully to conversion into a spacious single-family residence with incredible ocean views. Imagine waking each morning to the sunrise over the Atlantic while operating your business from one of Islamorada's most recognizable and accessible locations. The property offers generous parking, excellent visibility, fenced outdoor space, and a location surrounded by restaurants, shopping, marinas, and the best of the Florida Keys lifestyle. Opportunities with this combination of commercial frontage, residential flexibility, income potential, and unobstructed ocean views are exceptionally rare. Whether your vision is investment, business, residential living, or a combination of all three, this is a property where imagination truly becomes opportunity.

74450 Overseas Hwy, Islamorada

$3,100,000
2 Beds 3 Baths 620532 MLS
Beach House Paradise in Summerland Key. Nestled in one of the Lower Keys' most desirable oceanside communities, this exceptional oceanfront retreat offers the perfect blend of luxury, privacy, and island living. A charming thatched-covered lanai and custom bamboo-etched glass doors welcome you into an open-concept floor plan where floor to ceiling windows frame breathtaking Atlantic Ocean views. The spacious living area flows effortlessly to an expansive waterfront terrace overlooking the pool, creating the ultimate indoor-outdoor lifestyle. Designed for entertaining, the lower level features a custom tiki-style bar, outdoor cooking area, hot tub, and multiple gathering spaces. Relax by the resort-style pool, unwind on your private sandy beach beneath the swaying palms, and enjoy the unparalleled beauty of oceanfront living. Located just minutes is Summerland Key's private airstrip, world class boating, fishing, diving and the renowned Looe Key reef, this exceptional property offers the very best of the Florida Keys lifestyle. 361 Avenue D is a rare opportunity to own your own slice of paradise.

361 Ave D, Summerland

$898,000
2 Beds 2 Baths 620526 MLS
The first thing you'll notice when you walk through the door isn't the vaulted ceilings or the tropical landscaping. It's the quiet feeling that you've already arrived home. Just one-third of a mile from Sombrero Beach, 422 Calle Limon is tucked into one of Marathon's most sought-after neighborhoods. This elevated 2-bedroom, 2-bath home offers 1,458 square feet of inviting living space with vaulted tongue-and-groove wood ceilings, tile flooring throughout, spacious bedrooms and bathrooms, and an upstairs laundry room. Downstairs, two additional conforming rooms provide flexible space for a home office, studio, hobbies, or guests. Step outside to a backyard that naturally becomes the heart of the home. Mature tropical landscaping, fruit trees, a peaceful herb garden, multiple outdoor gathering areas, a fire pit, and a custom covered bar and grilling area create a setting you'll enjoy year-round. There's even room to add a pool, while the expansive covered parking beneath the home offers plenty of space for vehicles, guests, and all the toys. Built with durable combination construction and a tile roof, annual homeowners, wind, and flood insurance total just over $8,810. This isn't a backyard you'll admire from inside. It's where mornings begin with coffee, afternoons stretch into conversations under the palms, friends gather around the bar, and evenings wind down beside the fire pit. Houses are built with concrete and wood. Homes are built with moments like these.

422 Calle Limon, Marathon