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142 Guilford Ct, 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

500 Burton Dr Unit 5308, Tavernier
$685,999
2 Beds ⋅ 2 Baths ⋅ 619924 MLS
Fully Furnished Waterfront Condo in OceanPointe. Oceanpointe is one of the few resorts that allows Short Term Rentals in the Florida Keys. 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 few 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

88500 Overseas Hwy Unit APT 424, Tavernier
$645,000
2 Beds ⋅ 2 Baths ⋅ 619878 MLS
Welcome to Summer Sea Condominium Apt 424, a beautifully remodeled and fully furnished bayfront residence in the heart of Islamorada. This turnkey, 2-bedroom, 2-full bath condominium offers 1,148 square feet of light-filled living space with open water bay views from an oversized double-width balcony perched among the treetops on the top floor. Designed for both comfort and entertaining, the open-concept floor plan features a spacious living area, modern kitchen, generous storage throughout, and a custom wet bar with a second refrigerator -- ideal for boating and fishing enthusiasts. Both bedrooms are well-appointed and offer comfortable accommodations for owners and guests alike. Summer Sea is a gated waterfront community known for its beautifully maintained grounds, welcoming residential atmosphere, and outstanding amenities. Residents enjoy two swimming pools including a large heated pool, sandy beach area, fitness center, game rooms, community gathering spaces, elevator access, and breathtaking sunset views over Florida Bay. This community has successfully completed its milestone inspection and continues to reflect exceptional pride of ownership with numerous recent improvements, including 2 new elevators, composite dock, remodeled poolside bathrooms, and storm-rated windows and more-- all completed with no special assessments. Whether you are seeking a full-time residence, weekend retreat, or investment opportunity, this exceptional bayfront condominium captures the very best of the Islamorada lifestyle.

88500 Overseas Hwy Unit APT 424, Tavernier

88835 & 88845 Old Hwy, 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

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

88835 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

500 Burton Dr Unit 2409, Tavernier
$694,000
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

88540 Overseas Highway Unit 605, Tavernier
$729,000
2 Beds ⋅ 2 Baths ⋅ 617897 MLS
Tropical Bayfront Condo - Futura Yacht Club, Islamorada. Welcome to your tropical getaway in the Florida Keys! This beautifully updated 2-bedroom, 2-bath condo is located in the highly sought-after, bayfront community of Futura Yacht Club in Islamorada. Perched on the 6th floor, the unit boasts panoramic views of both the Atlantic Ocean and Florida Bay--offering some of the most breathtaking sunsets in the Keys. Inside, you'll find a stylish, coastal-inspired interior featuring a modern kitchen with quartz countertops, stainless steel appliances, updated baths, and brand-new interior paint throughout. Hurricane shutters and tasteful furnishings make this residence both secure and turnkey. Step out onto your private balcony to enjoy the refreshing island breeze and sweeping water views. Futura Yacht Club is renowned for its resort-style amenities, including a heated pool, two tennis courts, pickleball, basketball, a sandy beach with lounge chairs, hammocks, a custom fire pit, kayak/paddleboard racks, and a clubhouse with an outdoor kitchen, bar, and TV--perfect for private gatherings. Boaters will love the onsite ramp, trailer storage, and available slip rentals with direct ocean access via Snake Creek. This pet-friendly, gated community also offers monthly rentals and has a strong history of repeat guests, making it ideal as a full-time residence, vacation home, or investment property. With a new roof in 2024, a passed milestone inspection, strong reserves, and low HOA fees that include many boating amenities, Futura truly delivers it all. Don't miss your opportunity to own a piece of paradise in one of the Keys' most versatile and well-equipped communities. Seller is licensed real estate agent with FKBOR.

88540 Overseas Highway Unit 605, Tavernier

228 Tide Ave, 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

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