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Browse All Tavernier FL Single Family Properties for Sale

$5,100,000
5 Beds ⋅ 4 Baths ⋅ 621368 MLS
OWNER FINANCING AVAILABLE AT 6% Experience luxury waterfront living in the Florida Keys with this exceptional 5 bedroom, 4 bath estate, ideally positioned at the end of a quiet street with 173 feet of deep-water dockage and an expansive turning basin offering easy maneuverability for large boats, performance boats, and large sportfishing vessels. Offered fully furnished and completely move-in ready, this home is designed for effortless Keys living from day one. Furnishings, décor, and thoughtfully selected finishes complement the home's sophisticated design, while the chef's kitchen features a complete suite of premium Thermador appliances. Built for both luxury and durability, the smart home showcases high-end interior finishes and premium composite exterior materials designed for the coastal environment. Features include a private elevator, programmable smart-home hubs throughout, whole-house surround sound extending to the pool and rooftop, and two laundry rooms, one on each living level. Expansive indoor living areas transition seamlessly outdoors to a private resort-style pool with sun shelf and gazebo. Oversized balconies off the primary suite and kitchen overlook the water, capturing spectacular bay sunsets and views of boats passing through iconic Toilet Seat Cut. The nearly 2,000-square-foot rooftop terrace is a true showpiece, complete with turf, bar, BBQ area, immersive audio, and panoramic views. With direct bay access and a short ride to Tavernier Creek for convenient Atlantic Ocean access, this fully furnished waterfront estate delivers boating, entertaining, luxury, and the Florida Keys lifestyle in one extraordinary package.

265 Pueblo St, Tavernier

$1,449,000
3 Beds ⋅ 2 Baths ⋅ 621360 MLS
For the first time on the market, this beloved family home at 147 Gardenia Street invites you to discover a little piece of paradise in Tavernier. Built in 1982 with solid concrete construction, this charming waterfront residence blends enduring quality, tropical beauty, and the unmistakable character of the Florida Keys. Step inside to find 1,368 square feet of upstairs living space, tile flooring throughout, and a spectacular chef's kitchen designed to bring people together. An impressive collection of high-end appliances, abundant cabinetry, and an oversized island with generous seating make this the heart of the home, perfect for everything from casual family breakfasts to lively gatherings with friends. A metal roof and accordion shutters offer added peace of mind, while multiple porches and balconies invite you to enjoy the island breeze. Downstairs, a garage and additional storage areas provide plenty of room for all your Keys essentials. But the real magic begins outdoors. Wander through lush tropical landscaping to discover a whimsical orchid garden pergola, once home to hundreds of orchids lovingly cultivated. Two beautiful stone-accented koi ponds add to the property's tranquil garden atmosphere, creating a setting that feels like your own private botanical escape. Multiple cisterns collect rainwater for garden irrigation, a thoughtful feature for anyone with a passion for cultivating their own tropical oasis. For boating enthusiasts, a large concrete dock and elevator boat lift make it easy to embrace life on the water. Spend your mornings cruising, your afternoons tending the garden, and your evenings unwinding on one of the home's inviting outdoor living spaces. More than just a waterfront home, 147 Gardenia Street is a place where a family's memories have grown for decades, and where a new chapter is waiting to bloom.

147 Gardenia St, Tavernier

$5,950,000
4 Beds ⋅ 4 Baths ⋅ 621338 MLS
Welcome to The Oasis on Ojibway! Introducing an extraordinary newly constructed waterfront estate that must be experienced in person. Perfectly positioned on a generous 13,200-square-foot double lot with 120 linear feet of waterfrontage, this one-of-a-kind residence showcases sweeping bay views, refined custom finishes, lush tropical landscaping, and effortless indoor-outdoor living. Designed with an inverted floor plan to maximize the panorama, the main living and entertaining spaces are located on the third floor, where walls of glass frame jaw-dropping views toward the world-famous Toilet Seat Cut. The spectacular gourmet chef's kitchen is equipped with Thermador appliances, a large center island, and a discreet hidden pantry. A private elevator services every level. The second floor hosts a family room and three bedrooms, including a serene primary suite, while the fourth bedroom is located on the third floor. Every bedroom captures breathtaking water views and offers access to the home's 2,400 square feet of balcony space. Outdoors, the property is equally impressive, featuring lush tropical landscaping, a private putting green, a beautiful swimming pool, and a charming gazebo--creating the perfect setting for entertaining family and friends. The concrete dock and cut-in boat slip have been fully reinforced and rebuilt, providing excellent accommodations for your boat and waterfront toys. Plans have also been approved by the Army Corps for a new 20,000-pound boat lift. Additional features include space for a trailer or RV and a 278-square-foot storage area. Situated on a quiet dead-end street beside a nature preserve, the home offers exceptional privacy within Islamorada's coveted Indian Waterways community, close to world-class fishing, waterfront dining, and boutique shopping. Owner/Agent. Call today!

195 Ojibway Ave, Tavernier

$3,000,000
3 Beds ⋅ 3 Baths ⋅ 621299 MLS
Discover effortless Keys living in this beautifully designed three-story home on the ocean side of Plantation Key, offering protected dockage and immediate ocean access. Thoughtfully designed for both relaxed living and waterfront entertaining, the home features an open floor plan, 9-foot ceilings, and expansive 8-foot sliding glass doors that bring the outdoors in. Drive in and the home welcomes you with an entrance foyer, elevator, and interior stairs to the upper floors. The updated kitchen showcases quartzite countertops, soft-close cabinetry, new Samsung smart appliances, and a generous island with a GE Profile four-burner propane cooktop and downdraft. Sliding glass doors from the kitchen and living area open to a spacious covered terrace with stairs leading to the pool deck. A guest bedroom and bath complete this level. The third floor offers a spacious primary suite with a large walk-in closet, en-suite bath, and 8-foot sliding glass doors opening to a private covered terrace. The luxurious primary bath features a double vanity, soaking tub, and separate shower. A second guest suite and laundry room with sink and under-counter refrigerator are also located on this level. Exterior stairs lead to the rooftop deck, complete with electricity, water, and lighting, perfect for sunbathing, sunset cocktails, or stargazing. The waterfront lifestyle continues below with a pool, 15,000-pound boat lift, kayak launch and storage, fish cleaning station, outdoor shower, and icemaker. A well-appointed summer kitchen with grill, sink, and beverage center makes poolside entertaining a breeze. Additional features include a circular driveway, carport, garage, and thoughtfully maintained landscaping with irrigation and landscape lighting on timers. A beautiful waterfront retreat designed to make every day in the Florida Keys feel like a vacation.

148 Riviera Dr, Tavernier

$699,000
3 Beds ⋅ 2 Baths ⋅ 621272 MLS
Wonderful opportunity to own this newer-construction, quality-built 3-bedroom, 2-bath home in the highly desirable Harry Harris Park neighborhood! Thoughtfully designed with all living space above base flood elevation, this home offers the comfort and convenience of single-story living without sacrificing peace of mind. Built for the Florida Keys lifestyle, the home features solid concrete construction, impact-rated windows and doors, and a 50-year metal roof, features that may contribute to favorable insurance costs. Inside, the light and bright open-concept floor plan offers tiled floors throughout, European-style cabinetry, a spacious kitchen with sit-up bar, and a desirable split-bedroom layout. Step outside to a generous rear patio surrounded by lush tropical foliage, creating a private setting for relaxing, entertaining, grilling, or enjoying the beautiful Keys weather. Best of all, Harry Harris Park is just a short stroll away! Enjoy a beautiful oceanside beach, excellent boat ramp, picnic and grilling areas, recreational facilities, and easy access to some of the Upper Keys' best boating. Launch the boat and be at the sandbar in just minutes, head offshore for a day on the water, or cross through nearby Tavernier Creek to enjoy Florida Bay, backcountry boating, and spectacular Keys sunsets. Quality construction, easy living, excellent boating access, and the Florida Keys lifestyle all come together in one terrific property. Call today to schedule your private showing!

146 Dove Lake Dr, Tavernier

$2,849,000
4 Beds ⋅ 4 Baths ⋅ 621261 MLS
Exceptional Brand New Waterfront Home in a prime Plantation Key location. This striking three-level contemporary residence offers 60 feet of protected deep-water dockage and seawall with direct canal access to Tavernier Creek, providing immediate Atlantic Ocean and Florida Bay access, truly a boater's dream. The ground level features an open-air two-car garage and generous covered space. On the first living level, an expansive recreation room/possibly 4th bedroom, opens seamlessly to the poolside patio, complete with a full cabana bathroom, creating an ideal setting for entertaining and relaxed island living. The second level showcases a bright, open-concept design with an expansive living area, dining space, and a gourmet chef's kitchen outfitted with European Italian cabinetry and premium finishes, in addition to a well-appointed laundry room with sink and built-ins. Living areas extend to a covered waterfront terrace, perfect for indoor-outdoor living. The third level features a luxurious primary suite featuring a walk-in closet, spa-inspired bath with a two-person shower, and a private open-air balcony overlooking the water. Two additional guest bedrooms and a beautifully finished guest bathroom complete the level. Outdoor amenities include a pool, covered terrace, and a professional outdoor kitchen, ideal for entertaining year-round. Ideally located in the Upper Florida Keys with walking distance to multiple desirable restaurants, a quick boat ride to Tavernier Creek Marina for fuel, ice and snacks, and minutes to boutiques, breweries and 5-star dining in Islamorada. A rare blend of modern luxury and the ultimate Florida Keys waterfront lifestyle. SELLER WILL ENTERTAIN DESIRED REVISIONS OR OFFER CREDIT FOR UPGRADES.

124 Orchid St, Tavernier

$14,000,000
5 Beds ⋅ 4 Baths ⋅ 621096 MLS
The most sought-after bay in all the Florida Keys, and one of the largest properties on it. This true double lot spans 1.3 acres with more than 250' of bayfront facing due west for the perfect nightly sunset. A white sand beach transitions into the clear bay waters, while a protected basin offers a 20,000 lb. lift accommodating up to a 40' boat and a 3,000 lb. skiff lift. Ultra-private, with no neighbors in sight and expansive green lawns throughout. The home is sophisticated yet inviting, with an incredible attention to detail throughout and a distinctive blend of Tuscan Mediterranean architecture and classic Keys styling. Enter through the gates into a private courtyard and open-air atrium with freshwater ponds and fountains. An elevator provides access to the second floor, where a one-of-a-kind living room overlooks the bay with exposed wood beams and tongue-and-groove ceilings. Updated throughout while preserving its original ornate finishes, this level flows from the living and dining rooms into the kitchen with a gas range and dumbwaiter. The bayfront primary suite features an impressive bath with dual vanity areas. Two additional bedrooms share a Jack-and-Jill bath, plus a half bath finishes off the second floor. Halfway down the main staircase is the entrance to one of the favorite rooms in the home: the library. With vaulted ceilings and a fireplace, it is the ultimate setting to work, relax with a good book, or serve as a fifth bedroom. The ground floor offers a separate ensuite guest bedroom, garage with front and rear doors, laundry room with double washers and dryers, and an outdoor kitchen. Outside, a massive 40' x 22' pool features a hot tub and beach-entry shelf. Extensive uplighting and downlighting illuminate the property at night. An additional front lot includes a detached structure currently used as a gym and storage. A once-in-a-lifetime opportunity to own one of Islamorada's most prized bayfront estates.

350 Buttonwood Bight Ln, Tavernier

$5,995,000
5 Beds ⋅ 4 Baths ⋅ 621057 MLS
Welcome to CASA MARE, where contemporary luxury meets the open Atlantic. Built in 2023 by Dellanos Construction of the Keys, this spectacular direct-oceanfront residence offers approximately 3,000 sq. ft. of living space with 5 bedrooms, 4 baths and breathtaking panoramic open-water views from virtually every level. Designed to embrace its extraordinary setting, expansive glass and generous covered terraces create a seamless connection between indoor and outdoor living, with the Atlantic Ocean providing an ever-changing backdrop. Contemporary architectural details include clean modern finishes, warm wood accents and a dramatic floating-style staircase with glass railings. Step outside into your own private oceanfront resort. An impressive infinity-edge pool with in-water seating seemingly blends into the horizon, while a private putting green and low-maintenance outdoor areas provide the perfect setting for entertaining, relaxing and enjoying the Florida Keys lifestyle. Boaters will appreciate the deed-cut boat slip with 17,000-lb. boat lift, offering the rare combination of protected boat storage and immediate access to the open water. Multiple covered outdoor living areas capture panoramic ocean views and tropical breezes, creating exceptional spaces for morning coffee, entertaining friends or simply watching the horizon. With 5 bedrooms, extensive outdoor amenities and an extraordinary direct-oceanfront setting, Casa Mare also offers excellent potential for seasonal rental use. Casa Mare is more than a home--it is a contemporary oceanfront retreat where architecture, boating and the beauty of the Florida Keys come together.

239 Tavernier Dr, Tavernier

$1,100,000
4 Beds ⋅ 3 Baths ⋅ 620860 MLS
Welcome to this stunning elevated Coastal 3/2 + 1/1 Pool home in the heart of Key Largo, where modern design meets the relaxed Florida Keys lifestyle. Recently Built with quality and style in mind, this beautifully appointed residence features an open-concept floor plan, soaring ceilings, abundant natural light, impact windows and doors, and elegant wood-look tile flooring throughout. The spacious kitchen is designed for both everyday living and entertaining, offering quartz countertops, stainless steel appliances, custom cabinetry, and a large center island overlooking the living and dining areas. The primary suite provides a peaceful retreat with a spa-inspired ensuite bath featuring a frameless glass shower and designer finishes. Additional bedrooms offer comfortable accommodations for family and guests with an Additional separate Room and Bathroom Downstairs for Guests to enjoy. Outdoor living is where this home truly shines. Enjoy your private backyard oasis complete with a sparkling pool, covered patio with ample seating, mounted TV, tropical landscaping, and maintenance-free artificial turf. The oversized covered lower level provides generous parking, storage, and additional entertaining space, while the expansive upper balcony is the perfect place to enjoy your morning coffee or evening breeze. Ideally located near world-class boating, fishing, diving, waterfront restaurants, parks, shopping, and everything that makes Key Largo one of the most sought-after destinations in the Florida Keys. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this exceptional property offers the perfect combination of luxury, comfort, and island living. Don't miss the opportunity to have your piece of paradise in Key Largo!

241 Hispanola Rd, Tavernier

$1,675,000
3 Beds ⋅ 2 Baths ⋅ 620789 MLS
South Florida Luxury Waterfront Living at an Exceptional Value Experience the best of South Florida waterfront living in this stunning custom home, perfectly situated in a peaceful neighborhood with direct Atlantic Ocean access. Located directly across from Rodríguez Key and just minutes from Mosquito Bank and the world-famous Molasses Reef, this property is a dream come true for boating, fishing, diving, and snorkeling enthusiasts. Built in 2011, this elevated Florida Keys-style home was designed for both beauty and peace of mind. Constructed on concrete piles with a durable metal roof, impact-resistant windows and doors, and modern engineering, it offers outstanding storm protection and potential insurance savings. Inside, you'll find an open-concept floor plan filled with natural light. Rich wood cabinetry and custom millwork throughout the home provide warmth, elegance, and lasting durability. The chef's kitchen features top-of-the-line appliances, premium finishes, and generous workspace, while the beautifully appointed bathrooms showcase high-quality materials and timeless design. The outdoor living spaces are equally impressive. Enjoy a spacious lot that's perfect for entertaining family and friends, along with a large storage room beneath the home. The property offers 70 feet of protected seawall and a 50-foot concrete dock finished with a brand-new waterproof engendered wood deck. A newly nstalled 15,000-pound boat lift makes launching and storing your vessel effortless. The seawall is protected with aluminum caps and rubber fenders to help preserve your investment. The hard work has already been done for your future backyard oasis--approved permits and plans are in place for the construction of a private swimming pool, providing the perfect place to relax after a day on the water. Additional features include a covered carport, an oversized driveway with plenty of room for vehicles, boats, and recreational toys, Come and experience it f

123 Peace Ave, Tavernier

$6,000,000
4 Beds ⋅ 6 Baths ⋅ 620708 MLS
Coastal Luxury. Endless Lifestyle. A rare opportunity to own an extraordinary Plantation Key waterfront estate where captivating ocean views, 140 feet of protected dockage, direct Atlantic access, and exceptional craftsmanship come together in perfect harmony. Privately tucked away on a quiet cul-de-sac, this stunning coastal residence was thoughtfully designed for those who appreciate effortless luxury both on and off the water. Filled with natural light, the open-concept floor plan showcases soaring ceilings, walls of glass, and seamless indoor-outdoor living that frames beautiful water views throughout the home. At the heart of the residence, the gourmet chef's kitchen is beautifully appointed with premium appliances, including dual ovens, two dishwashers, generous preparation space, and an oversized island that effortlessly connects the living and dining areas, creating the perfect setting for entertaining family and friends. Step outside to an expansive covered terrace complete with a built-in barbecue, outdoor refrigerator, and multiple gathering spaces overlooking the resort-style saltwater pool and spa, lush tropical landscaping, and tranquil waterfront. Whether hosting sunset cocktails or enjoying a quiet morning coffee, every space has been designed to embrace the relaxed elegance of the Florida Keys. The thoughtfully designed floor plan offers four spacious bedrooms, four full baths, two half baths, a private elevator, and a luxurious primary suite featuring separate his-and-her walk-in closets. A spacious secondary living area, currently enjoyed as a waterfront fitness studio, offers endless possibilities as a media room, family room, home office, or guest retreat. For boating enthusiasts, this property is truly exceptional. Boasting 140 feet of protected dockage, a boat lift, five garages with direct canal-side access, and quick, easy access to the Atlantic Ocean, it is perfectly suited for everything from offshore fishing adventures to leisurely days on the water. Surrounded by beautifully established tropical gardens with irrigation and meticulously maintained grounds, this remarkable waterfront estate offers the perfect balance of privacy, sophistication, and relaxed coastal living

202 Plantation Shores Dr, Tavernier

$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

$2,350,000
3 Beds ⋅ 3 Baths ⋅ 620442 MLS
Welcome to your slice of paradise in the village of Islamorada! This solid concrete waterfront home was completely updated in 2007 including seawall, all plumbing and electrical and new concrete roof engineered to add another floor. The home has 3 bedrooms, 3 bathrooms and 75 feet of deep water dockage in one of the most desirable boating locations in the Florida Keys. Built with impact windows and doors, this home provides peace of mind while embracing the relaxed island lifestyle. Situated just one house in from Florida Bay, you'll enjoy breathtaking sunset views nearly every evening. Located just moments from Tavernier Creek, you'll have quick and convenient access to the Atlantic Ocean, making it the perfect location for anglers, boaters, and water enthusiasts alike. Inside the home offers comfortable living with 2/2 upstairs with walk in closets, high ceilings and crown molding and a large screen porch to watch sunsets. A spiral staircase leads to a 1/1 downstairs with kitchen and open living area. Plenty of storage and work area downstairs and a garage. Convenience is unmatched with a prime location close to schools, grocery stores, movie theaters, restaurants, shopping, and all the amenities that make island living so enjoyable. Whether you're searching for a full-time residence, a vacation home, or an investment in one of the Keys' most sought-after communities, this waterfront gem offers the perfect combination of location, boating access, quality construction, and endless potential.

239 Plantation Ave, Tavernier

$699,000
2 Beds ⋅ 1 Baths ⋅ 620450 MLS
Welcome to your private slice of the Florida Keys at 235 Tarpon Street in Tavernier. Surrounded by lush tropical landscaping, this charming single-level home offers a relaxed island feel with great privacy, generous outdoor space, and easy everyday living. A spacious gravel driveway and covered carport provide plenty of parking, while the inviting front entry sets the tone for the home's warm Keys character. Inside, the home features bright living spaces, white paneled ceilings, terrazzo-style flooring, comfortable bedrooms, a cheerful kitchen with warm accent walls, hand painted David Gill original 'Tarpon at Sunset' on living room wall, light cabinetry, and easy flow between the living, dining, and kitchen areas. The layout feels cozy, functional, and full of natural light. Step outside and enjoy the private backyard retreat, complete with gravel patio space, multiple seating areas, mature tropical hedges, outdoor shower and a storage shed. It is a great spot for morning coffee, evening cocktails, outdoor dining, or simply relaxing after a day on the water. Located in the heart of Tavernier, this property offers convenient access to nearby boating, fishing, diving, restaurants, shopping, medical services, schools, parks, and all the best of the Upper Keys lifestyle. Whether you are looking for a full-time residence, weekend getaway, or Keys retreat, this home delivers easy island living in a highly desirable location.

235 Tarpon St, Tavernier

$2,999,000
3 Beds ⋅ 4 Baths ⋅ 620411 MLS
Updated canal front pool home located in a desirable neighborhood with quick and easy access to the bay or ocean via Tavernier Creek, a boaters dream. It features a 3 bedrooms, 3.5 bath, a ground level entry with beautifully designed foyer, a large entertainment room with bar, a laundry room and a half bath. The second level has a spacious bedroom with an en-suite bath and an additional room for bedroom or office space with easy access to the pool/outdoor entertainment area. The main living area has an open-concept design with balcony, dining area and updated kitchen along with a guest bedroom and guest full bath. The spacious private master suite is located on the upper level with an en-suite bath, balcony and easy access to roof-top entertaining, which includes beautiful bay views, sunrises and sunsets. Additional interior features include new recessed lighting throughout the house along with interior stair lighting, updated bathrooms and new tile throughout the house, including outdoor balconies. Outdoor features include a beautifully designed entertainment area that includes a new pool with heater/cooler, outdoor shower, a fire pit and brand new outdoor kitchen with tiki, which makes it a great area to relax with friends and family after a long day of fishing. A new 70 ft dock with new pilings, Trex Decking and a newly installed 20,000# lift for your boat. Solid concrete construction with a new metal roof, newly waterproof coated/sealed flat roof top, impact windows and doors, new driveway pavers, new privacy fence, low voltage lighting and low maintenance landscaping. An attached air-controlled garage with new hurricane rated garage door and side doors, has plenty of storage for all your toys. This home checks all the boxes whether it's a primary residence, a weekend getaway or luxury vacation rental, it's move in ready. Great location near shopping, schools & restaurants.

111 Spoonbill Rd, Tavernier

$2,899,000
4 Beds ⋅ 4 Baths ⋅ 620278 MLS
Exceptional investment and lifestyle opportunity in the heart of Plantation Key. This offering includes a triplex income property together with the adjacent multifamily lot, giving you both immediate rental income and room to grow. In the Village of Islamorada, it is rare to find side-by-side multifamily parcels in such a convenient, desirable Upper Keys neighborhood. 127 Monroe Drive is a concrete triplex of roughly 2,400 sq ft on a 7,500 sq ft lot, with 3 rental units (1/1, 1/1, 2/2), full kitchens and baths, abundant on-site parking, and comfortable outdoor living areas. Units 1 and 3 were renovated with fresh finishes and updated interiors that attract solid tenants and keep maintenance in check. In 2025, the dock electric was upgraded with a dedicated meter for the dock power, one on each property. Next door, 121 Monroe Drive is an additional multifamily parcel of about 7,500 sq ft, now vacant and ready for your next phase of development. Consider adding more units, a pool, covered parking with storage, or enhanced outdoor spaces to create a cohesive compound and boost rental revenue. Multifamily waterfront land in Islamorada is limited, and demand for quality rentals remains strong. With recent upgrades already completed and easy access to the mainland, this combined offering is a great opportunity for investors, 1031 buyers, or owner-operators who want a flexible Keys property with income today and room for future build-out and long-term appreciation. Free access to Founders Park, with sandy beach, swimming pool, boat ramp, playground, tennis, pickleball, walking paths, sports fields, dog park and daily fun activities and regular events.

127 & 121 Monroe Dr Unit 1-3, Tavernier

$26,400,000
7 Beds ⋅ 10 Baths ⋅ 620022 MLS
Escape to Palm Paradise, a breathtaking oceanfront estate on 7.64 private acres in Islamorada, offering 369 feet of shoreline and sweeping Atlantic views. Tucked behind gates on Plantation Key, this secluded retreat combines lush tropical landscaping with unmatched privacy for the ultimate island escape. The 8,988-square-foot main residence showcases exceptional craftsmanship and thoughtful design. One wing features a dramatic two-story primary suite with a private office, while the opposite wing includes four additional bedrooms and four bathrooms across two levels. A separate two-bedroom guest house provides extra space for visitors, and a whole-house generator adds convenience and peace of mind. Inside, custom woodwork, coffered ceilings, built-ins, and high-end finishes create a warm yet refined atmosphere. Amenities include a chef's kitchen, wine cellar, private gym, elevator, and seamless indoor-outdoor living spaces ideal for entertaining or relaxing by the water. Resort-style outdoor features include a custom pool, tiki bar, outdoor kitchen, beachside fire pit, putting green, observation pier, and a lighted tennis court with cabana. Convenient access by seaplane, helicopter, or a 90-minute drive from Miami makes travel effortless. Perfect for boating enthusiasts, the estate is near dockage and concierge dry storage options. Located in the heart of Islamorada, Palm Paradise offers easy access to world-class fishing, boating, dining, and the laid-back luxury of the Florida Keys. Offered at $26.4M, Palm Paradise is a rare opportunity to own a private waterfront compound ideal for luxury living, family retreats, or executive escapes.

89505 Old Hwy, Tavernier

$5,499,000
5 Beds ⋅ 5 Baths ⋅ 619946 MLS
Welcome to 142 Guilford Court, a stunning bayfront home located in the highly desirable and sought out neighborhood of Hammer Point. Built in 2021 with solid concrete construction and a concrete roof, this luxury waterfront home was designed for effortless Florida Keys living with panoramic bay views from both the the living spaces and primary bedroom, exceptional outdoor spaces, and high-end finishes throughout. Offered completely turnkey furnished and professionally decorated, this 5-bedroom, 5.5-bathroom residence features approximately 3,500 square feet of interior living space spread across three levels with elevator access to all floors. Every bedroom offers its own private en-suite bathroom, creating the perfect layout for hosting family and guests in comfort and privacy. The open-concept main living area is filled with natural light and framed by expansive impact glass doors overlooking the bay. The chef's kitchen includes premium appliances, quartz countertops, a large butler's closet/pantry, warming drawer, and generous entertaining space that flows seamlessly into indoor and outdoor living areas. Outside, enjoy a resort-style bayfront setting with a concrete dock, sparkling in-ground pool, multiple balconies and patios, fenced yard, covered parking, and breathtaking sunset views over the water. Whether you are looking for a full-time residence, luxury vacation home, or premier Florida Keys waterfront retreat, this property delivers the best of island living. Located in the Tavernier, minutes from Tavernier Creek and many dining venues, 142 Guilford Court is a rare opportunity to own a newer construction bayfront home in the Florida Keys with direct water access and timeless coastal design.

142 Guilford Ct, Tavernier

$40,000,000
8 Beds ⋅ 11 Baths ⋅ 619826 MLS
A rare dual-offering on coveted Millionaire's Row in Tavernier, this extraordinary oceanfront compound spans over multiple acres across two parcels-delivering an unmatched combination of scale, privacy, and future development flexibility in the Florida Keys. At 88845, a newly constructed 8,200SF estate sets a new standard for modern coastal luxury. Thoughtfully designed for both grand entertaining and private retreat, the residence offers 5 bedrooms, 6 full baths & 2 half baths, complemented by a dedicated office, control room, mudroom, and expansive 3-car garage with climate-controlled workshop. Interior finishes are curated at the highest level, including white diamond marble, teak wood flooring, custom millwork & a vapor fireplace, while a full-home sound system, elevator & advanced mechanical infrastructure provide seamless functionality. The chef's kitchen is equipped with top-tier Wolf, SubZero, & Cove appliances, dual dishwashers, farmhouse sinks, refrigerated drawers, wine storage & custom mahogany countertops-designed to accommodate both everyday living and large-scale entertaining. Outdoor living is equally impressive, anchored by a 120-foot resort-style pool with integrated spa, heating & chilling systems, & full smart control. A fully equipped summer kitchen, cabana bath, & multiple covered terraces create a true waterfront lifestyle experience. With 480 feet of water frontage, the protected basin offers exceptional boating capabilities, including 90 feet of dockage & room to expand, a 20,000lb lift, boat ramp & deep-water access. The adjacent parcel at 88835 provides over 3 acres of additional opportunity featuring a renovated 3-bedroom residence completed in 2022, with a transferable TDR allowing for the development of a substantially larger primary home. The property also includes a buildable lot & natural hammock buffer for added privacy. Together, these two properties present a generational opportunity to own a one of a kind waterfront compound.

88835 & 88845 Old Hwy, Tavernier

$27,000,000
5 Beds ⋅ 8 Baths ⋅ 619825 MLS
Set on over 2 acres along prestigious Millionaire's Row in Tavernier, this newly constructed oceanfront estate represents a rare convergence of scale, design, and functionality in the Upper Florida Keys. Encompassing 8,200 square feet of interior living space and over 16,000 square feet total, the residence is thoughtfully designed to accommodate both elevated everyday living and large-scale entertaining.The home features 5 bedrooms, 6 full baths, and 2 half baths, with all bedrooms offering en suite accommodations, custom closet build-outs, and refined finishes throughout. Additional interior spaces include a dedicated office, control room, mud room, and laundry room, providing both comfort and operational efficiency. A private elevator, whole-home sound system, and advanced mechanical infrastructure--including 600-amp service, multiple electrical panels, and five independent AC zones--underscore the property's level of detail and performance. Interior finishes are curated with a modern coastal aesthetic, highlighted by white diamond marble and teak wood flooring & a custom steel roof. The chef's kitchen is outfitted with top-tier Wolf, SubZero, and Cove appliances, including a 60-inch range, dual dishwashers, farmhouse sinks, and custom mahogany countertops--designed to seamlessly blend form and function. Outdoor living is equally exceptional, with 240 feet of oceanfront, anchored by a 120-foot resort-style pool, complete with multiple heating and chilling systems, a gas-heated spa, and full smart control. A fully equipped summer kitchen, cabana bath, and multiple covered entertaining areas create a true indoor-outdoor lifestyle experience. Additional highlights include a 3-car garage and fully equipped workshop with air conditioning, utilities, security systems, and custom lighting. The property is also zoned for weekly rentals, presenting a compelling opportunity for both personal enjoyment and income potential.

88845 Old Hwy, Tavernier

$15,000,000
3 Beds ⋅ 3 Baths ⋅ 619824 MLS
An exceptional opportunity on coveted Millionaire's Row in Tavernier, 88835 Old Highway offers over 3 acres of oceanfront property paired with a rare additional acre featuring a protected boat basin--delivering a unique blend of privacy, usability, and future potential in the Upper Keys. Completed in 2022, the existing 3-bedroom, 3 bath residence spans approximately 1,500 square feet and is thoughtfully designed with impact windows and doors, hardwood flooring, a steel metal roof, and a well-appointed kitchen featuring Viking appliances. Outdoor living is enhanced by shell stone porch flooring, covered parking, and professionally designed landscaping with turf for low-maintenance coastal living. The property is comprised of three distinct parcels, including a buildable lot (Lot 2A), the current homesite (Lot 2), and a natural hammock parcel (Lot 3A) that serves as a permanent privacy buffer from the road, preserving the integrity and seclusion of the estate. A highly valuable feature of this offering is the inclusion & rare opportunity to create a custom waterfront compound tailored to your vision, while maintaining immediate livability. With direct access to a private boat basin and expansive acreage rarely found in the Keys, 88835 Old Highway represents a compelling combination of current enjoyment, future development flexibility, and long-term value in one of the area's most desirable waterfront corridors.

88835 Old Hwy, Tavernier

$769,000
4 Beds ⋅ 2 Baths ⋅ 619775 MLS
Located in the heart of Tavernier, ideally situated between Key Largo and Islamorada, this well appointed four bedroom, two bath home offers a blend of comfort, functionality, and relaxed outdoor living. The spacious downstairs garage and storage area present exceptional flexibility, ideal for multiple uses from hobby space to additional storage for boating and recreational gear. The fully fenced backyard, finished with low maintenance synthetic turf, creates a private setting with ample room to entertain or unwind, and space to add a pool if desired. The outdoor accommodations are elevated further with a fully equipped kitchen featuring a grill, refrigerator, sink, smoker space, and integrated sound system. Upstairs, a screened patio overlooks the backyard and opens to a serene nature preserve, offering a peaceful, private backdrop. Inside, the home features high end stainless steel appliances, a propane stove, and a thoughtful list of recent upgrades, including renovated bathrooms with new plumbing, new interior paint, a newer AC system, and a tankless water heater. A new washer and dryer add everyday convenience. Additional highlights include a 220-volt outlet and water access outside the garage, ideal for an ice machine or further customization. With additional covered parking for a boat trailer or RV on the side of the home, this property offers a practical yet elevated lifestyle in a prime Upper Keys location.

112 Peace Ave, Tavernier

$1,095,000
5 Beds ⋅ 3 Baths ⋅ 619499 MLS
Live the Florida Keys Lifestyle in Your Dream Home Experience the perfect blend of elegance, functionality, and laid-back tropical living in this beautifully designed Florida Keys-style home. The open-concept floor plan creates a seamless flow between the living, dining, kitchen, and loft areas--ideal for both everyday living and entertaining. The spacious primary suite offers a private retreat, complete with a custom ensuite bathroom featuring a luxurious rain shower--perfect for your own spa-like escape. Generously sized guest bedrooms and three full bathrooms ensure comfort and convenience for family and visitors alike. At the heart of the home, the expansive kitchen provides abundant workspace for everything from quick meals to gourmet cooking, all while staying connected to guests in the open living space. Above, a versatile loft adds architectural charm and flexibility--ideal for a home office, media room, or creative studio. Additional highlights include: Separate laundry room for added organization Detached garage with attic storage--perfect for a vehicle, boat, or potential guest conversion Attached storage shed for tools, toys, or future expansion Street-to-street access for easy parking and convenience Plenty of room to design your own private pool and outdoor oasis Enjoy cost savings with insulated glass windows and French doors that fill the home with natural light while enhancing energy efficiency. Step outside and unwind in your private tropical setting--perfect for entertaining, relaxing under the stars, or enjoying quiet moments with friends and family. Ideally located near shopping, dining, schools, and medical facilities, with convenient access to both the bay and ocean via Tavernier Creek. Welcome to your slice of paradise.

106 Gardenia Ave, Tavernier

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