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$7,495,000
5 Beds ⋅ 4 Baths ⋅ A12060805 MLS
Nestled on the exclusive private gated island of Sunrise Isles in Marathon, Florida Keys, this magnificent 2019 oceanfront estate redefines luxury living. One of only 20 residences within this secure island enclave, it offers an exceptional blend of privacy and the serene beauty of the Keys.This exquisite 5-bedroom, 4-bathroom residence spans approximately 3,500 square feet of crafted living space designed to capture breathtaking ocean views. The open-concept single-level floor plan seamlessly connects gourmet kitchen, dining, and living areas, while floor-to-ceiling windows flood the home with natural light. Each bedroom features an en-suite bathroom, while the primary suite offers panoramic ocean views and a spa-inspired bath.Impact-resistant sliding glass doors open to approximately 700 square feet of covered terrace, creating exceptional indoor-outdoor living. Set on over 32,000 square feet of waterfront property, the estate boasts 110 feet of sandy beachfront and an additional 110 feet of protected canal dockage with two custom boat lifts and an L-shaped synthetic dock, providing effortless access to open water.Outdoor amenities include a resort-style pool with water features, creating the perfect island retreat for entertaining or relaxing. Just ½ mile from Sombrero Beach and minutes from shopping, dining, and Marathon Airport, this extraordinary Sunrise Isles estate presents a rare opportunity to own one of the Florida Keys' finest luxury oceanfront residences.

108 Sunrise Drive, Marathon
$6,700,000
3 Beds ⋅ 2 Baths ⋅ A12060389 MLS
Attention investors, luxury home/compound builder - BEING SOLD W/ 54 SUNSET RD!- 2 Lots w 200' of w/ crystal clear waterfront on the Bay, beautiful sunsets. ROGO Letter allows for 2 residences to be built on the property consisting of 2 lots. 250' dock approved by Army Corps. Seller has included architectural plans to build dream home. Investors/builders may be able to split the 2 lots and build 2 separate homes on the Bay. 41 Sunset Rd, across the street, totally & beautifully remodeled to live in while you build your dream estate/compound. Public boat ramp, community park nearby.

41 Sunset Road, Key Largo
$649,000
3 Beds ⋅ 2 Baths ⋅ A12059984 MLS
Built in 2021, this well-maintained stilt home in Big Pine Key offers 3 bedrooms and 2 baths with 1,248 sq ft of living space. Constructed to current Monroe County code with concrete piling foundation, Hardie board exterior, and metal roof. Roof, A/C, and plumbing are all approximately 5 years young.NO HOA! Priced to sell, a rare opportunity to own in the Florida Keys near the water. Bring your vision and make it your own!

31169 Avenue G, Big Pine Key
$898,000
2 Beds ⋅ 2 Baths ⋅ A12056663 MLS
The first thing you'll notice isn't the vaulted wood ceilings or the tropical landscaping. It's the feeling that you've already arrived home.Located in one of Marathon's most sought-after neighborhoods, just 0.3 miles from Sombrero Beach, this elevated 2-bedroom, 2-bath home offers 1,458 sq. ft. of comfortable living designed for the Florida Keys lifestyle. Inside, you'll find beautiful tongue-and-groove wood ceilings, tile flooring throughout, spacious bedrooms and baths, and an upstairs laundry room. Two additional conforming downstairs rooms provide flexible space for a home office, studio, gym, or hobbies.Outside, your own private tropical retreat awaits with mature landscaping, fruit trees, an herb garden, multiple outdoor living spaces, a custom covered bar and grilling area, a cozy fire pit, and room to add a pool. Covered parking provides plenty of space for vehicles, boats, and all the toys.Built with durable combination construction and a tile roof, with annual homeowners, wind, and flood insurance totaling approximately $8,810.Eligible buyers may qualify for Florida's Hometown Heroes Program. Contact us for a list of participating lenders and program information.

422 Calle Limon, Marathon
$1,899,000
3 Beds ⋅ 3 Baths ⋅ A12058430 MLS
Luxury Waterfront Living at Its FinestExperience the ultimate waterfront lifestyle in this completely remodeled luxury residence, where sophisticated design meets unparalleled coastal living. Perfectly positioned with 160 feet of pristine water frontage and an impressive 160-foot private dock, this exceptional property offers direct access to endless days of boating, fishing, and breathtaking sunset views.Every detail of this stunning home has been thoughtfully reimagined with high-end finishes, modern craftsmanship, and timeless elegance. The open-concept floor plan seamlessly blends indoor and outdoor living, creating an inviting atmosphere for both everyday comfort and grand entertaining.Designed with the avid angler and boating enthusiast in mind, the home features a custom fishing rod room, 3 balconies with a amazing views, an industrial ice maker & generator. Whether you're heading out for a day on the water or relaxing dockside, this property is built to complement an active waterfront lifestyle.Step outside to your expansive dock, offering ample space for multiple vessels, water toys, and effortless access to open water. Cruise through the neighborhood in the INCLUDED golf cart, making every outing as enjoyable as the destination.

203 Pimilico Lane, Key Largo
$5,499,000
5 Beds ⋅ 6 Baths ⋅ A12014774 MLS
Welcome to 142 Guilford Court, a stunning bayfront home in the desirable Hammer Point neighborhood of Key Largo. Built in 2021 with solid concrete construction and a concrete roof, this luxury waterfront property offers panoramic bay views from both the main living areas and the primary suite.Offered turnkey furnished and professionally decorated, this 5-bedroom, 5.5-bathroom home features approximately 3,500 square feet across three levels with elevator access. Each bedroom includes a private en-suite bathroom, ideal for hosting family and guests.The open-concept living space is filled with natural light and framed by expansive impact glass doors overlooking the bay. The chef’s kitchen features premium appliances, quartz countertops, a large pantry, and a warming drawer, all designed for effortless entertaining.Outside, enjoy a resort-style setting with a concrete dock, in-ground pool, multiple balconies, fenced yard, covered parking, and breathtaking sunset views. This is a rare opportunity to own a newer construction bayfront home in Key Largo with direct water access and true Florida Keys luxury living.

142 Guilford Court, Tavernier
$999,000
3 Beds ⋅ 2 Baths ⋅ A12058269 MLS
Your Key Largo Home Awaits!This gorgeous 3-bedroom, 2-bathroom home, built in 2021, Features a spacious, open-concept living area featuring soaring vaulted ceilings and an expansive kitchen with abundant cabinetry and added storage, making entertaining and everyday living effortless.Enjoy the best of indoor-outdoor living from the fully enclosed front porch, complete with high-impact windows and doors. With windows that open fully, you can welcome in the refreshing island breeze on those beautiful cooler days.Outside, your private oasis awaits! Take a dip in the heated pool and Jacuzzi, complete with color-changing lights that create the perfect atmosphere for relaxing evenings under the stars. Entertain family and friends at the tiki bar with a built-in outdoor kitchen—your own private slice of paradise.The property also features an RV hookup. Plenty of parking for your boat, trailer, and several cars. This home is conveniently located near boat ramps, making it easy to get out on the water and enjoy everything the Florida Keys lifestyle has to offer. Relax. Entertain. Explore. Live the Keys lifestyle.

811 La Paloma Road, Key Largo
$995,000
3 Beds ⋅ 3 Baths ⋅ A12057219 MLS
Welcome to this beautifully maintained 3-bedroom, 2.5-bath home located in the desirable gated community of Key Largo Ocean Resort on the ocean side of Key Largo. Just steps from the ocean, this spacious residence offers the perfect combination of comfort, convenience, and the Florida Keys lifestyle. The community features an exceptional selection of resort-style amenities, including a private boat ramp with direct ocean access, waterfront restaurant, clubhouse, fitness center, swimming pool, tennis and basketball courts, fishing pier, and ample guest parking. Whether you're looking for a primary residence, vacation home, or investment opportunity, this property offers an ideal location close to world-class boating, fishing, diving, dining, and all that the Florida Keys have to offer. Experience relaxed coastal living in one of Key Largo's most sought-after gated communities.

94825 Overseas Highway Unit 144, Key Largo
$895,000
2 Beds ⋅ 2 Baths ⋅ A12056491 MLS
2BD/2BA waterfront half-duplex in Key Colony Beach, offering impressive water views from both the front and back of the home. Stilted concrete construction, metal roof and impact windows make the insurances extremely affordable. Wake up to glowing sunrises over the water and wind down with color-soaked Keys sunsets from your private balconies perfect for morning coffee, sunset cocktails, and effortless indoor-outdoor living. A deep-water pier-style dock accommodates boats up to 40 ft giving you instant access to world-class fishing, diving, and boating. Designed for adventure and convenience, the property includes parking for up to 3 vehicles, 2 covered spaces beneath the home and an additional uncovered driveway space ideal for extra parking or a boat trailer. A dedicated tackle room keeps gear organized and ready for your next trip offshore. Everything you love about Key Colony Beach is within easy walking distance, Sunset Park for oceanfront strolls and nightly sunsets, the Key Colony Beach Golf Course, tennis and pickleball courts, the Cabana Club with oceanfront pool and beach access (membership-based), and the Key Colony Beach Marina. Restaurants, walking paths, and the island's friendly, laid-back atmosphere are all right at your doorstep. With 7-day rentals permitted, this property offers excellent vacation-rental potential in one of the most desirable waterfront, boating communities in the Middle Keys. A bright, breezy coastal escape and always a pleasure to show.

46 Sadowski Causeway, Key Colony Beach
$11,700,000
6 Beds ⋅ 8 Baths ⋅ A12056007 MLS
Sunset Sanctuary. Natural beauty and captivating sunsets of the Florida Keys define this newly completed gated waterfront estate on Lower Matecumbe Key. Surrounded by a serene coastal landscape and native birdlife, the property offers boating access to both Florida Bay and the Atlantic Ocean. Completed in 2025, the three-level main residence features two primary suites, three guest bedroom suites, media room, an elevator, and a custom kitchen showcasing mahogany cabinetry and Thermador appliances. Expansive balconies extend the living spaces into the natural surroundings. The third-level Sunset Lounge elevates entertaining with a full bar, wine storage, generous seating, a mega-TV, and views toward Florida Bay. Outdoors, the property features a saltwater pool and spa, covered dining and entertaining areas, a private pickleball court, and a dock with boat lift. A detached guest house provides comfortable accommodations with added separation from the main residence. This distinctive Islamorada estate brings together natural beauty, recreation, boating access, and elevated island living.

77350 Overseas Highway, Islamorada
$2,100,000
4 Beds ⋅ 2 Baths ⋅ B26053283 MLS ⋅ Sombrero Beach BLDG.
4/2 renovated waterfront home boasts private pool-new cutting edge technology (heater/chiller) for your enjoyment all year long, boat slip for vessels up to 50 ft. & parking! A TikiHut custom bar for making and enjoying libations al fresco. A tropical tree shaded fire pit area only steps from Award Winning Sombrero Beach. Mature vegetation that produces delicious coconuts, mouth watering mangoes & sea grapes for artisanal jelly production. A renovated Kitchen ideal for a cook's delight that features state of the art Cafe Appliances for all your culinary creations. This location is private, enclosed and parcel is ideal for expansion. Hurricane Impact Glass for safety. Home has been a successful vacation rental and is now available furnished and turn key. Location! Location! Location!

309 W Calzada De Bougainvillea, Marathon
$29,000,000
4 Beds ⋅ 6 Baths ⋅ A12050889 MLS
Villa Lago is an Italian-inspired waterfront estate positioned along 220 feet of pristine Florida Bay frontage in Islamorada. Offering 8,194 SF of living space on 1 acre of bayfront property, a dramatic arrival unfolds beneath soaring 30ft ceilings, leading into a grand living space framed by turquoise bay views. An arcaded hallway with a hand-tiled barrel-vaulted ceiling connects interiors featuring Italian finishes, exquisite marble details, five fireplaces, hand-painted ceiling frescoes, and a one-of-a-kind imported tile roof. Florentine windows, Juliette balconies, wrought-iron railings, copper gutters, and hand-carved marble corbels. The floor plan includes four bedrooms, with three guest suites on the main level and a private third-floor primary retreat. The chef's kitchen is appointed with top of the line appliances, a walk-in pantry, and dedicated prep kitchen. A pass-through window connects to the outdoor kitchen and covered dining. A formal dining room with a hand-painted ceiling fresco, wellness room, sauna, theater, and billiards lounge. Outside, an infinity-edge pool, sunken gazebo with swim-up seating, putting green, fountains, and tropical landscaping. Deep dockage, sand beach, and clear waters provide immediate access to fishing, diving, snorkeling, and boating. An air-conditioned boat room, skiff ramp, 4,000+ SF collector's garage, elevator servicing all 3 levels, C4/Sonos smart home, secure walled & gated grounds.

75090 Overseas Highway, Islamorada
$2,795,000
3 Beds ⋅ 3 Baths ⋅ A12051290 MLS ⋅ Venetian Shores BLDG.
OCEAN ACCESS WATERFRONT OPPORTUNITY IN VENETIAN SHORES! Immaculate 2-story CBS concrete home offering the ultimate Florida Keys lifestyle! Situated on a 100' wide deep-water canal with NO FIXED BRIDGES and direct access to both the Atlantic Ocean and Florida Bay via Snake Creek, this is a boater's dream. Minutes to open water with a private dock featuring power and davits, perfect for large boats. This spacious home features 3 bedrooms, 2.5 baths with a flexible floor plan. The first floor offers 2 bedrooms, 1 full bath, family room, and bar area, while the second floor features the primary suite, oversized kitchen, dining room, laundry room, and half bath to maximize the spectacular waterfront views. Enjoy breathtaking sunsets and tropical breezes from the expansive wraparound covered porch. Additional features include beautiful hardwood floors, an oversized kitchen ideal for entertaining, brand-new saltwater pool (2026), three large exterior storage rooms, circular driveway, and fresh exterior paint (2025). Lovingly maintained and in immaculate condition, this home is ready for your personal updates to create the ultimate Keys retreat. Located in the highly desirable Venetian Shores community, known for its deep, wide canals, outstanding boating access, and optional homeowners association. Whether you're looking for a full-time residence, weekend getaway, or luxury waterfront escape, this is a rare opportunity to own in one of Islamorada's premier boating communities.

107 Valencia Drive, Islamorada
$639,000
2 Beds ⋅ 1 Baths ⋅ A12051508 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 Drive, Key Largo
$739,500
2 Beds ⋅ 2 Baths ⋅ A12050864 MLS
Waterfront Paradise with Saltwater Canal & Quick Ocean AccessExperience the best of coastal living in this exceptional waterfront property, perfectly situated on a deep saltwater canal with quick, no-bridge access to the open ocean. Whether you're an avid boater, fisherman, or simply love life on the water, this home offers the ideal setting for your waterfront lifestyle.Step outside to your private dock, ready to accommodate your boat for effortless days on the water. Enjoy peaceful canal views, breathtaking sunsets, and the convenience of being just minutes from the ocean.Inside, you'll find a bright and inviting living space designed for both comfort and entertaining. Large windows and open living areas showcase the beautiful waterfront setting, while spacious indoor and outdoor spaces provide plenty of room to relax with family and friends.*** BOAT LIFT HAS BEEN REMOVED AS OF THIS POST ***

425 89th Street Unit Ocean, Marathon
$799,000
3 Beds ⋅ 2 Baths ⋅ A12050611 MLS
PRICE IMPROVEMENT ON THIS GORGEOUS BRAND NEW HOME FOR SALE IN THE HEART OF KEY LARGO!! Sellers just reduced the price on this elegant & beautifully designed 3 Bedrooms - 2 Bathroom home in Paradise Point. This single family 3/2 single story home offer a sleek contemporary design and exquisite finishes throughout. Step inside to find an open concept layout with seamless flow between living, dining and kitchen areas - perfect for entertaining! The chef inspired kitchen features 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 and relax in the spa-inspired bathrooms, designed with luxurious touches and modern elegance. With 1,552 Sq Ft of living space 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! Whether you are seeking full time residency or a coastal getaway, this home is more than just a place to live - it's a lifestyle! It's 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
$4,399,000
4 Beds ⋅ 4 Baths ⋅ A12049180 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 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- topping 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, a security camera system, and high-end finishes throughout. Located in an exclusive private community with a clubhouse for special events, this property combines luxury, security, and the Florida Keys waterfront style.

Key Largo
$1,350,000
4 Beds ⋅ 4 Baths ⋅ A11674182 MLS
Beautiful turnkey modern new construction home. Corner lot with water views. Amazing roof deck with entertainment room on top floor, giving an extra floor of living space. Open floor plan and perfect for entertaining or large families. Private community of Key Largo Ocean Resort, packed with brand new amenities such as pool, clubhouse, tennis & basketball courts, clubhouse, playground, gym, fishing pier and community ramp. See video for virtual tour.

94825 Overseas Hwy 253, Key Largo
$4,650,000
3 Beds ⋅ 3 Baths ⋅ A11877495 MLS
Escape to “The Castle”, a luxurious gated Gulf-front estate spanning 1.14 acres on Big Pine Key. Built in 2014 with poured concrete, impact windows/doors, elevator, and generator, this 4,600+ sq. ft. masterpiece offers 3 bedrooms, 3 baths, and breathtaking Gulf views. Boaters enjoy 235’ of dockage: 140’ protected canal dock with lift, ramp, and slip, plus 95’ open-water pier dock with lift and seawall. Inside, a chef’s kitchen with 10.5’ island, dual sinks, Jenn-Air gas range, and wood cabinetry flows to a grand family room, theater, and rooftop deck. The top-floor primary suite boasts water views, office, lounge, spa bath, and custom closet. Outside, a resort-style pool with spa, heater/chiller, and LED lighting completes this rare Florida Keys retreat.

3742 Seagrape Street, Big Pine Key
$700,000
3 Beds ⋅ 2 Baths ⋅ A11991381 MLS
Welcome to your Keys waterfront escape in Key Largo. Located on a wide canal with no bridge access to open water, this property is ideal for boaters seeking quick and easy access to the bay.Enjoy 45 feet of concrete dockage on a 55' wide canal with approximately 5' control depth. This property is designed for relaxing and entertaining, featuring a tiki hut, outdoor cooking area, and a private 6-person spa, perfect for enjoying the Florida Keys lifestyle.The home features a comfortable, updated interior with impact-resistant windows and doors, tile flooring, and a metal roof. Whether you're looking for a weekend getaway or a full-time residence, this property delivers a unique opportunity to own waterfront in Key Largo at an attractive price point.Conveniently located near shopping, dining, and just minutes to open bay waters. Plenty of parking space. Located 3 minutes away from the Winn-Dixie grocery store. Beautifully decorated and ready to enjoy. AND ONLY 23 MINUTES FROM HOMESTEAD/MIAMI! También hablo español. This is a cash transaction.

Key Largo
$795,000
4 Beds ⋅ 3 Baths ⋅ A12020606 MLS
****SELLER FINANCING AVAILABLE****. Seller will not require Flood and windstorm insurance. Discover your slice of paradise in the coveted Edenaire neighborhood on Plantation Key! Stunning 4-bedroom, 3-bathroom home, recently renovated to perfection. This modern masterpiece sits in the highly desirable X flood zone, offering peace of mind. Step inside to a bright, airy floor plan that blends classic design with the relaxed vibe of Keys living. Soaring ceilings highlight the living area, where natural light pours in, combined with the custom LED lighting.The kitchen features an open-concept layout with stylish finishes, a gourmet kitchen boasting stainless steel appliances, quartz countertops, and a large island ideal for entertaining. The primary suite includes a luxurious en-suite bathroom with a spacious walk-in shower. Three additional bedrooms offer ample space for family, guests, or a home office. Enjoy new flooring, and contemporary fixtures throughout, complemented by a large screened-in porch perfect for relaxing or hosting gatherings. The expansive backyard provides plenty of room to add a pool while framing scenic views of swaying palms and endless blue skies. Edenaire's exclusive homeowners park elevates your lifestyle with a fenced picnic area, grill, trailer parking, a boat ramp, and 72-hour dockage, providing instant access to Tavernier Creek, the ocean, and the bay--perfect for boating, fishing, paddle boarding, or diving.

178 Coral Avenue, Tavernier
$498,000
1 Beds ⋅ 1 Baths ⋅ A12002918 MLS
Step back in time and experience the charm of Old Florida in this 1934 historic cottage, one of the most historic homes in the Old Tavernier Showcasing superior wood craftsmanship, this adorable 1-bedroom, 1-bath residence offers timeless appeal. The home sits on a spacious, fenced lot, creating a private backyard oasis surrounded by mature trees, perfect for relaxing or entertaining outdoors. Inside, warm wood finishes and classic design details speak to the home's storied past. Located in the heart of Tavernier, this property offers easy access to neighborhood beaches and a local boat ramp, as well as restaurants, coffee shops, grocery stores, the hospital, and a movie theater, all just moments away. The quiet streets of Old Tavernier invite leisurely strolls or bike rides through this beloved, character-rich community. A rare opportunity to own a piece of Keys history and enjoy the authentic island lifestyle that never goes out of style.

140 Tavern Drive, Tavernier
$1,775,000
4 Beds ⋅ 4 Baths ⋅ A12042729 MLS
Brand new waterfront in the Keys, built for you from the ground up. This is a preconstruction home in Cutthroat Harbor Estates. You buy now and it gets built for you, delivered turnkey. Picture it: your boat at the private dock on approx. 102 ft of canal seawall, a pool and jacuzzi below, coffee on the rooftop deck. Elevated 4 bed, 4 bath, outdoor kitchen, solar and efficient systems, brand new and low maintenance. And the best part? The permit is already secured, so your home gets built now instead of years from now.

193 Galleon Lane, Summerland Key
$1,390,000
2 Beds ⋅ 2 Baths ⋅ A12020648 MLS
Located on a tranquil canal-front setting in the desirable Plantation Key Colony, this impeccably updated, turnkey ground-level residence offers two bedrooms, two baths, 50 ft of coveted dockage, and boat slip with immediate bay access. Meticulously maintained and ready for carefree island living. The home's concrete, ground-level construction enhances both durability and ease of maintenance, while a fresh, clean aesthetic unfolds inside and out. Recent upgrades and improvements include brand new metal roof, impact windows and doors, new interior and exterior paint, new interior doors, energy efficient appliances, new sewer line, and re-thatched tiki hut. Updates to the attached pull through garage includes new door rollers, lock hardware, and upgraded flooring and wall finishes, all designed to keep the property in turnkey condition. This home is for those who embrace water-based recreation with easy bay and ocean access via Tavernier Creek, a boat slip with ramp through the garage, and new fish cleaning station with electric and water hookup. The voluntary homeowners association offers a bayfront HOA park with a new boat ramp, beach, and picnic area. With its ideal location and exceptional features, this canal home presents a unique opportunity to embrace the vibrant lifestyle of the Upper Keys.

251 Azalea Street, Plantation Key
$2,888,000
4 Beds ⋅ 5 Baths ⋅ A11720502 MLS
A Secluded Waterfront Paradise in the Heart of the Florida Keys. Step into a world of minimalistic elegance and tranquility at this one-of-a-kind coastal oasis. Tucked away on over an acre of lushly landscaped, private property stretching from highway to water, this architecturally unique home offers serene luxury and endless possibilities. Arrive via a tree-lined driveway to discover a striking three-story coastal retreat. Featuring four private en suite bedrooms, each with its separate entrance, the home is designed to provide privacy and relaxation for family and guests alike, great rental property for corporate retreat. This property has just received a vacation rental license which brings enhanced opportunities for income producing short term vacation rentals. The sleek, contemporary design integrates seamlessly with the natural surroundings, offering captivating water views from every vantage point. Designed with entertaining in mind, this property boasts multiple spacious outdoor entertainment areas, including verandas overlooking the sparkling pool, sand-laden grounds, and tranquil waterfront oasis. Gather around the expansive fire-pit with seating for up to 14, perfectly situated at the water's edge for unforgettable evenings under the Keys' starry skies. Adding to its versatility, a secondary garage structure—measuring over 700 sq. ft. with soaring 11-foot ceilings—has been artfully re-imagined as a flexible guest space or personal retreat. With SR zoning permitting vacation rentals, this unique property offers endless opportunities, whether as a family compound, corporate retreat, or lucrative investment. Its layout, designed to maximize privacy and individuality, makes it especially appealing for those seeking a distinctive and adaptable space. Additional features include: Ample parking and storage, ideal for all your waterfront toys. •A kayaker's or paddleboarder's dream, with access to nearby mangrove trails. A secluded yet accessible location, offering privacy while remaining close to the best of the Keys. Don't miss the opportunity to own this unparalleled Keys sanctuary, where modern sophistication meets natural beauty. Schedule your private tour today and experience the allure of this remarkable retreat.

98701 Overseas Highway, Key Largo
$6,999,000
4 Beds ⋅ 5 Baths ⋅ A12032087 MLS
Private Bayfront Estate in desirable Islamorada offering a serene ambiance on an oversized parcel of pristine bayfront with breathtaking sunsets and unobstructed panoramic views of the Florida Bay. This exceptional waterfront retreat features an irreplaceable protected boat basin, concrete jetty, and T-dock providing superior deep-water dockage. Encompassing 4,000 square feet of beautifully designed living space, this remarkable residence includes 4 spacious bedrooms and 4.5 bathrooms. This home showcases an inviting kitchen and multiple expansive living areas all thoughtfully designed for ultimate comfort and entertaining, ideal for hosting family and guests or enjoying a private coastal escape. Step outside to your own tropical sanctuary with unforgettable sunsets, year-round outdoor living, and the sparkling waters of Florida Bay creating the ultimate Florida Keys lifestyle. A rare opportunity to own in one of Islamorada's most exclusive waterfront settings.

88110 Overseas Highway, Islamorada
$975,000
3 Beds ⋅ 3 Baths ⋅ A11926135 MLS
A modern sanctuary tucked among the trees, this residence stands apart from the typical non-waterfront offerings in the Keys. Thoughtfully designed with spacious, light-filled space. The main level is devoted entirely to open living and entertaining, creating a sense of volume that feels rare for the neighborhood. Walls of impact glass frame lush tropical views, while the generous kitchen anchors the space with elegant granite countertops, stainless-steel appliances, extensive cabinetry, and a true walk-in pantry with custom shelving. A half bath and full laundry room complete this level, keeping daily living streamlined and uncluttered. A striking, fully windowed stairwell carries natural light up to the top floor, where all three bedrooms are thoughtfully placed together — an uncommon feature that adds both convenience and privacy for families or guests. The primary suite offers a spacious bath and walk-in closet, while the guest rooms are comfortably sized and airy. Wood-styled porcelain floors run throughout, giving the home a unified, modern-coastal aesthetic. Impact windows and doors paired with a metal roof provide low maintenance, lower insurance costs, and long-term peace of mind. Below, a covered carport and storage area offer practical ground-level convenience.

669 Colson Drive, Key Largo
$22,500,000
7 Beds ⋅ 9 Baths ⋅ A11962802 MLS
Introducing Isla House. A truly exceptional waterfront estate in the heart of downtown Islamorada, which exemplifies the serene beauty and elegance of Keys living. Set on a 5.82 acre double lot, Isla House overlooks 500+ feet of pristine Florida Bay waterfront. New custom construction melds traditional Caribbean architecture with clean modern aesthetics. The over 8,800 square feet of air conditioned living space is thoughtfully designed with bright open interiors which blend sophistication and comfort while framing breathtaking views of Florida Bay. You enter a sunlit two-story foyer leading you upstairs to a bespoke great room, encapsulating a dramatic vaulted wood ceiling, spacious living area, and a custom gourmet chef's kitchen. Floor to ceiling glass doors frame an unobstructed view of the spacious bay-view terrace, which features a 50 foot elevated infinity edge swimming pool and outdoor kitchen with bar. On the upstairs level you will also find a serene primary suite, five generous en-suite guest bedrooms, a powder room, and a large laundry room. The lower level offers a separate one bed en-suite with its own entrance and patio. A Media room with adjoining bathroom is the ideal flex space. A 1,600 square foot three car garage and a carport area completes the lower level. All told, there is nearly 25,000 square feet under roof cover. The estate's tropical grounds are designed to complement the home's architecture. A private floating dock offers unimpeded views of Florida Bay. Located in the heart of Islamorada, this property offers rare walkability to some of the village's most recognizable attractions. This location allows you unparalleled access to the best of Islamorada's dining, entertainment, and waterfront lifestyle. Isla House represents a rare opportunity to own one of Islamorada's most unrivaled, captivating, and serene waterfront estates—a sanctuary of elegance, craftsmanship, and timeless island charm.

Islamorada
$25,000,000
7 Beds ⋅ 10 Baths ⋅ A12022973 MLS
Welcome to Serenity Cay, an exquisite Balinese-inspired estate where tranquility and luxury meet the endless beauty on the Florida Bay. A true masterpiece of engineering and design, this sprawling waterfront residence on nearly four acres offers an unparalleled blend of tropical elegance, sophisticated craftsmanship, and modern luxury. An expansive infinity-edge pool blends seamlessly into the sparkling waters of the bay while lush gardens create a serene oasis. The home's architecture showcases graceful, custom finishes and rich hardwoods, all hallmarks designs that evoke the spirit of the Islands. The interior is a seamless fusion of open-concept living spaces and private retreats. Soaring vaulted ceilings and vast windows invite abundant natural light and spectacular views of the bay, creating an indoor-outdoor flow. The primary suite serves as your personal sanctuary, complete with private terrace, spa-inspired bathroom, and walk-in closets fit for a connoisseur of fine living. Each guest has direct access to outdoor spaces and views. A versatile bunk room/media center sits just off the west wing of the home. The charming guest house is the perfect complement to the main home, nestled in its own secluded on site location this delightful addition exudes a warm, welcoming ambiance ideal for hosting guests, or as a private office or creative studio.

82768 Overseas Highway, Islamorada
$905,000
2 Beds ⋅ 2 Baths ⋅ A11986521 MLS
Welcome to your slice of paradise in Marathon, where island living meets exceptional investment potential. Tucked at the end of a quiet street in mid-town, this upgraded property captures sweeping Atlantic Ocean views and boasts a strong short-term rental history - ideal as both a private retreat and income-producing asset. Expansive parking accommodates boats, multiple vehicles, RVs, and even an EV charging station, a rare find in the Keys. Lush landscaping with palms, raised garden beds, and automated irrigation creates a true tropical oasis with effortless upkeep. Inside, the updated kitchen features new appliances (2021), a stylish island, refreshed countertops and backsplash, and a functional pantry, perfect for entertaining. Thoughtful upgrades include Spanish tile work, blackout shades, updated ceiling fans, and refinished custom woodwork. Enjoy ocean views from the primary suite’s walk-in shower or unwind in the jetted whirlpool tub. Designed for both durability and efficiency, the home includes hurricane-impact windows and doors, upgraded insulation, a new central air system (2021) with A/C compressor (2026), refurbished roof (2021), a dryer duct fan, and numerous system upgrades. Outdoor living shines with a wraparound porch, outdoor shower, privacy wall, and garden shed. Whether you're seeking a full-time residence, vacation escape, or high-performing rental, this Marathon gem delivers on lifestyle, function, and location.

6501 Oceanview Avenue, Marathon