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$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

$949,900
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

$889,000
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

$634,000
2 Beds 2 Baths A12054415 MLS
Turnkey and beautifully updated townhouse in the prestigious Executive Bay Club in Islamorada! This spacious 2-bedroom, 2-bath residence and a loft with room for two additional beds,offers 1,344 sq. ft. of living space. Ideally located in one of the community’s best locations, with no parking directly in front for added privacy. Enjoy newly renovated resort-style amenities, a new community roof, giving peace of mind. Adjacent to Founders Park and nestled in a bay-to-ocean community, this property is perfect as a vacation retreat, primary residence, or income-producing investment. Start creating unforgettable family memories—and generate rental income when not in use.Paradise is here. Schedule your private showing today and experience the Florida Keys lifestyle for yourself.Welcome HOME -Island Living at it's best! + unforgettable sunsets

87200 Overseas Highway Unit E4, Plantation Key

$649,000
1 Beds 1 Baths A12056036 MLS
Crystal-clear turquoise waters, swaying palms, and gentle ocean breezes create the perfect Florida Keys escape. The historic Cheeca Lodge is located in the heart of Islamorada, which is recognized as ''The Sport Fishing Capital of the World''. Islamorada is renowned for fine dining, water sports, The Art District, galleries, shopping and breweries. The resort encompasses 27 acres with 1,200' of beach frontage and a 525' fishing pier. This beautiful one-bedroom King suite, with additional sleeper sofa in the living room and private screened balcony, overlooks the garden and waterfall. This is a luxury, income-producing property. Nightly rentals are allowed, with onsite management, an owner's closet, and owner's use of up to 28 days. The resort offers a 24-hour shuttle, valet parking, concierge service, 5-star fine dining, ballroom, conference room, a spa, fitness center, beach, pools, dock, tiki bars, 9-hole par 3 golf course, Pickle Ball courts, lighted tennis courts, lush gardens, bike path, fishing, diving, snorkeling, water sports and Camp Cheeca for children.

81801 Old Highway Unit 754, Islamorada

$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

$700,000
4 Beds 2 Baths A12055919 MLS
Discover an incredible waterfront investment opportunity in the heart of the Florida Keys! Located in the desirable Grassy Key area of Marathon, this property offers the perfect blend of lifestyle and investment potential. The property comes fully furnished, making it even more convenient and ready to enjoy! Just minutes from world-class fishing, boating, waterfront dining, Sombrero Beach, Curry Hammock State Park, Dolphin Research Center, and all the best attractions the Keys have to offer. Whether you're looking for a family vacation home, a high-performing Airbnb investment, or your next luxury development project, this property checks every box. Includes APPROVED PLANS for a stunning modern waterfront residence, saving you valuable time! (5 bedroom / 5 Bathroom with Pool) or purchase AS IS with no plans for $650,000.Enjoy direct ocean access from your 22-foot private dock, making it ideal for boating enthusiasts. Situated on a peaceful canal-front lot in one of the Keys' most active development areas, this is a rare chance to build a luxury home in a market with strong demand.Comparable newly built waterfront homes in the area have achieved values of $3.8 million and higher, presenting an exceptional opportunity for significant return on investment. Don't miss your chance to own a premier waterfront property with endless potential in one of Florida's most sought-after destinations.

59733 Paradise Place, Marathon

$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

$769,000
A11986316 MLS Sunset Waterways BLDG.
One of the last exceptional vacant lots in the desirable Sunset Waterways subdivision, this property offers a rare opportunity to build your dream home in a premier waterfront setting with direct Bay access. Spanning 6,000 sq ft with 60 feet of beautiful waterfront, this lot provides the perfect canvas for a custom retreat.Ideally located just moments from the very best of coastal living, the property includes approved building plans, with dock approval currently pending with the Army Core of Engineers and DEP. It is presently in the ROGO system with 41 points. Plus, the current owner is a licensed architect and can modify the submitted plans for a reasonable fee, depending on the changes.Take advantage of this rare opportunity to own a premier waterfront property—bring your vision to life and enjoy the coastal lifestyle you’ve always imagined.

Key Largo

$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

$670,000
3 Beds 2 Baths A11923477 MLS
Welcome to your dream island getaway in the highly sought-after Bluewaters community. Nestled at the south end of Key Largo, this 1974 doublewide manufactured home has been transformed into a delightful oasis. Upgraded with impact windows, wood plank tile throughout, newer kitchen with stainless appliances, quartz counters, tile backsplash, and a built-in banquette; both bathrooms have been fully updated with bright white tile and feature glass shower doors for a modern, clean look. An above-ground pool was an excellent addition to the backyard, offering a refreshing escape during the warm summer months. Outdoor aluminum pergola. For boating enthusiasts, the property includes 20 feet of dockage on a deepwater canal with direct ocean access.

212 Buttonwood Lane, 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