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$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

$660,000
2 Beds 2 Baths 620648 MLS
This beautifully updated 2-bedroom, 2-bath D-model at Ocean Pointe is an exceptional opportunity. Featuring two private balconies-a rare and highly sought-after feature. You'll enjoy extra outdoor living space along with beautiful ocean views, tropical breezes, and breathtaking Keys sunrises. Offered fully furnished and turnkey, this condo is ideal as a vacation home, income-producing investment, or both. The open floor plan features an updated kitchen, granite countertops, stainless steel appliances, and a full-size washer and dryer. Both bathrooms have been renovated, and impact-resistant windows and sliding glass doors provide added security and peace of mind. The unit also boasts a strong history of successful short-term rentals. Ocean Pointe is a gated, resort-style waterfront community that allows nightly rentals with no restrictions on owner usage or property management. Amenities include a protected marina with direct ocean access, boat ramp, dry boat storage, heated Jr. Olympic-size pool, 14-person spa, pool bar, oceanfront café and lounge, private beach, boardwalk, observation pier, lighted pickleball and tennis courts, and 24-hour security. Whether you're boating to the reef, fishing, diving, relaxing by the pool, or simply taking in the incredible ocean views, this exceptional condo offers the perfect combination of luxury, flexibility, and the ultimate Florida Keys lifestyle.

500 Burton Dr Unit 4208, Tavernier

$6,500,000
3 Beds 4 Baths 620553 MLS
Welcome to your private oceanfront retreat, ideally situated on a quiet cul-de-sac in the heart of Tavernier. Set on an expansive 28,705-square-foot lot, this beautifully renovated estate in 2024 offers breathtaking Atlantic Ocean views and seamless indoor-outdoor living. The open-concept floor plan is designed to showcase the spectacular water views from nearly every room, elevated ABOVE FLOOD for added peace of mind. The property features a 2-bedroom, 2.5-bath main residence and a private 1-bedroom guest suite above the garage, thoughtfully redesigned with interiors curated by acclaimed designer Kevin Gray. Top of the line finishes throughout. Outside, enjoy a stunning resort-style pool and spa, an expansive oceanfront veranda, tropical landscaping, and an exterior lift providing convenient access from the covered carport to the main entrance. For boating enthusiasts, the private dock is equipped with an elevator boat lift and a charming tiki hut, creating the ultimate Florida Keys waterfront lifestyle. Whether you're enjoying sunrise coffee overlooking the Atlantic or heading offshore for a day on the water, this exceptional estate offers luxury, comfort, and timeless coastal elegance.

197 Lowe St, Tavernier

$13,500,000
8 Beds 8 Baths 620067 MLS
Private Helicopter Estate in the Florida Keys. Behind private gates on prestigious Million Air Row, this exceptional oceanfront estate spans nearly 2.5 acres and offers a rare blend of luxury, privacy, and future potential. The recently renovated residence features 8 bedrooms, 7.5 bathrooms, double-height ceilings, spacious bedroom suites, abundant storage throughout, solid CBS construction, impact windows and doors, and a new concrete roof. Designed for the ultimate Florida Keys lifestyle, the property boasts protected basin dockage with a 24,000 lb boat lift, a private helicopter pad, hot yoga studio, resort-style pool with waterslides, waterfall, and spa, plus two covered carports and a large garage. Expansive grounds provide endless opportunities to add additional amenities such as pickleball, volleyball, guest accommodations, or a private beach retreat. A truly unique waterfront compound offering the space and exclusivity rarely found in the Florida Keys.

89401 Old Hwy, 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

$712,999
2 Beds 2 Baths 619924 MLS
EARN $$ and enjoy The Florida Keys! OceanPointe is one of the few resorts that allows Short Term Rentals. Each building in the Resort is undergoing building and common area renovations as depicted in the VIRTUAL pictures of the planned Common Area and building 5 Renovation Project. Some of the buidlings have already undergone Renovations. The planned renovations to unit 5308 in building 5 are pending board approval. Your ultimate rest and relaxation vacation awaits at unit 5308. this pristine and upgraded 2 bedroom, 2 bath condo is in sought after BUILDING 5 at OCEAN POINTE SUITES & MARINA! BUILDING 5 is the closest to the POOL, MARINA and BEACH. Enjoy SWEEPING OCEAN AND MARINA views from one of the two balconies while sipping your morning coffee or tea, and your evening cocktail or mocktail. Nature lover? There is an Osprey nest just a short distance of hundred yards away from the balcony off the Living Room. FULLY FURNISHED Very desirable UPDATED 'D' MODEL unit in BLDG 5 at OceanPointe. Bldg 5 is centrally located near both the pool and marina. The 'D' model features the primary bedroom facing the waterfront and has a private balcony. Professionally updated with high end finishes, including brand new furniture, stainless steel appliances, quartz counter tops, new luxury vinyl plank floors, IMPACT Doors and Windows. OceanPointe is directly on the Atlantic side of the Keys, and features a Private Marina, Private Boat Ramp, Onsite Boat & Trailer Parking, Private Beach, Private Fishing Pier, a huge Pool and Spa, Lighted Tennis and Pickle Ball Courts. OceanPointe is tucked away off US1 and is 1 mile away from Harry Harris Beach Park.

500 Burton Dr Unit 5308, 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

$700,000
2 Beds 2 Baths 619480 MLS
TOP FLOOR oceanfront living awaits in this beautifully updated 2-bedroom, 2-bath condo located in desirable Sea Gulls development in Plantation Key. Enjoy breathtaking Atlantic Ocean views from the main living area, primary suite, and an expansive private balcony, perfect for soaking in stunning sunrises and refreshing ocean breezes. The tastefully renovated interior is offered turnkey, fully furnished, allowing for immediate enjoyment as a full-time residence or the ideal vacation retreat. Sea Gulls is a gated, resort-style oceanside community offering exceptional amenities, including an oceanfront pool, sandy beach, kayak and paddleboard storage with launch access, chickee huts, outdoor grilling areas, and a fully equipped renovated oceanfront fitness center and a spacious clubhouse featuring a kitchen and game room. Residents and guests are welcomed through an interior foyer with elevator access and beautiful oceanviews. Experience the best of the Florida Keys lifestyle in this exceptional oceanfront offering.

200 Wrenn St Unit 606, Tavernier

$625,000
2 Beds 2 Baths 619284 MLS
Elevated direct oceanfront living from a 5th-floor 2 bedroom 2 bath residence in Sea Gulls on Plantation Key in Islamorada. This all concrete building offers peace of mind and stunning Atlantic Ocean views from a full-length private balcony that spans the entire unit, providing water views from every room. The renovated interior is offered turnkey and ready for immediate enjoyment, ideal as a full-time residence or vacation retreat. Sea Gulls is a gated oceanside community featuring a resort-style oceanfront pool, lounging area overlooking Atlantic & sandy beach, kayak/paddleboard storage & launch area, chickee huts, outdoor grilling areas, oceanfront fitness center w/dedicated yoga room, clubhouse w/kitchenette & game room. Owners and guests are welcomed through an interior foyer with elevator access w/scenic water views, enhancing both convenience and arrival experience. Enjoy the best of the Florida Keys lifestyle with breathtaking sunrises, refreshing ocean breezes, and exceptional amenities all within a beautifully maintained waterfront setting.

200 Wrenn St Unit APT 510, Tavernier

$699,000
2 Beds 2 Baths 619212 MLS
Enjoy breathtaking ocean views from this beautifully updated 2-bedroom, 2-bathroom top-floor condo, fully furnished, in the highly desirable Ocean Pointe community. Positioned for one of the best views in the building, this unit features a private balcony with access from both the living room and the primary bedroom--perfect for relaxing and taking in the scenery. The spacious primary bedroom offers stunning ocean views, direct balcony access, and an updated en-suite bathroom. Both bathrooms have been tastefully renovated, and updated flooring throughout adds to the clean, coastal feel. Raised ceilings enhance the sense of space, making the unit feel open and bright. The kitchen features granite countertops, stainless steel appliances, and a new refrigerator. Additional upgrades include a new washer and dryer and a tankless water heater for added efficiency and convenience. Impact windows and doors provide peace of mind, and the unit is ready for personal use or immediate rental. Ocean Pointe allowsshort-termm rentals, making this an excellent investment opportunity or vacation getaway. Amenities include a large pool and hot tub, tennis courts, pickleball courts, a pool bar, an on-site restaurant, a playground, a boat ramp, a marina, and a private beach. Conveniently located near the pool and tennis courts, this unit offers the perfect combination of comfort, location, and stunning views. Located in the Florida Keys, this property is ideal as a strong investment opportunity, a second home, or your own private coastal retreat.

500 Burton Dr Unit 2409, Tavernier

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

500 Burton Dr Unit 1210, Tavernier

$1,895,000
3 Beds 2 Baths 618096 MLS
Bay views with a canal front price! This beautifully coastal modern renovated property is located on the main free flowing canal in the desirable community of Indian Waterways. Designed with entertaining in mind, the open-concept floor plan features a stunning kitchen with a pass-through to the expansive deck, creating seamless indoor-outdoor living. Wake up to Florida Bay views from all of the bedrooms and living area with the primary bedroom being located on either the main level or second levels. Perfect for boating enthusiasts with deep water dockage for a large boat, this property provides direct access to Florida Bay and the Atlantic via Tavernier Creek or Snake Creek. There's plenty of room for a pool, while the versatile enclosed flex area downstairs invites endless possibilities for entertaining, storage, workshop and parking. Tucked away on a peaceful dead-end street in the sought-after Indian Waterways community, this home is the perfect sanctuary—whether for raising a family or enjoying a tranquil weekend escape in the Keys.

185 Ojibway Ave, Tavernier

$799,000
3 Beds 3 Baths 617505 MLS
Stunning Townhome in the Bayfront Gated Community of Sunset Hammock, a quiet and tranquil community offering resort-style amenities and unparalleled Florida Keys living. This beautifully updated 3-bedroom, 2.5-bath townhome includes a 28-foot assigned boat slip, making it perfect for boating enthusiasts. Inside you will find a bright and open layout featuring two en-suite bedrooms, including a spacious primary suite with a private balcony overlooking the serene lagoon. An additional loft space upstairs provides extra room for an office, den, or guest overflow. Enjoy breathtaking Florida Bay sunsets from the community's private marina, one of the best vantage points in town. Sunset Hammock offers exceptional amenities including a boat ramp, kayak racks, on-site boat/trailer storage, pickleball and tennis courts, a private pool, and a welcoming clubhouse. Ideally situated between Key Largo and Tavernier, you're just minutes from top-rated restaurants, shopping, world-class fishing, and incredible diving. Experience the perfect blend of privacy, comfort, and adventure--your Keys lifestyle awaits at Sunset Hammock.

94220 Overseas Hwy Unit 9C and 28' Boat Slip, Tavernier

$6,500,000
4 Beds 5 Baths 618703 MLS
Very few things in life live up to the hype--but living on ''The Creek'' exceeds it. The location is world-class, the people-watching and boating scene never gets old, and the level of construction top-notch. What makes this property even more extraordinary is that the home itself now matches the setting. Following a meticulous two-year, top-to-bottom renovation, this residence was completely reimagined--from structural improvements to the finest design details--resulting in a flawless, move-in-ready showpiece. The main living level commands attention the moment you walk in, with dramatic vaulted ceilings, exposed wood beams, and an open-concept living and kitchen area designed for unforgettable entertaining. Two bedrooms and 1.5 bathrooms complete this floor with style and comfort. The entire third level is dedicated to a private primary suite that feels like a retreat in the sky. Wake up to elevated views over the Creek from your own private porch, admire the craftsmanship of the tongue-and-groove ceilings, and enjoy a stunning spa-style bathroom featuring a soaking tub within the shower and--finally--a large walk-in closet rarely found in Keys homes. The ground level offers a fully independent guest quarters with its own bedroom, bathroom, and full kitchen. Two functional garages with durable coated floors and bright LED lighting, plus a cabana bath accessible from both inside and outside for pool days. And then there's the backyard--where this home shifts from impressive to unforgettable. A full outdoor kitchen, heated pool, and hot tub set the stage, but the dock steals the show: deep-water dockage with two boat lifts (22,000 lb and 18,000 lb) and plenty of space for visiting boats, because friends will come. Tropical landscaping, an exterior elevator, and thoughtful details throughout complete a property that simply refuses to compromise. If you're looking for ordinary, keep scrolling. If you want a home you'll never get tired of walking into, this is it.

228 Tide Ave, Tavernier