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$762,500
3 Beds ⋅ 3 Baths ⋅ 620065 MLS
Tucked into one of Islamorada's favorite neighborhoods, Key Heights, this spacious stilt home is surrounded by leafy streets and longtime residents. The neighborhood features a charming bay front homeowners park with a boat ramp for smaller boats and beautiful sunset views that make evening walks part of the routine. Conveniently located near Founders Park, restaurants and local schools, the updated home combines practicality with plenty of room to spread out. Protected by a metal roof and impact windows and doors, the home offers peace of mind along with comfortable Keys living. The main living level features an oversized living, dining, and kitchen area that feels open and welcoming along with two bedrooms and two bathrooms. The kitchen is well-equipped for serious cooks with a gas cooktop and generous workspace. Upstairs, a very private 400sf +/- primary suite occupies its own level and includes an en suite bath with soaking tub plus a flexible bonus room that works well as an office, gym, or relaxed pajama lounge. Beneath the stilt home, you'll find enclosed storage space and covered parking. Outside, the large fenced yard offers space for pets, gardening, entertaining, or storing recreational gear. There's plenty of room for a pool! Whether you're looking for a full-time residence or a laid-back Keys retreat close to the water, this home delivers a great combination of neighborhood charm and functionality.

183 Orlando Dr, Tavernier
$949,000
3 Beds ⋅ 2 Baths ⋅ 620010 MLS
Rare opportunity to own a half-acre corner parcel in the heart of Plantation Key. With an existing structure already in place, the property offers the flexibility for an extensive renovation or full redevelopment into a custom home with room for a pool, garage, outdoor entertaining areas, boat and RV storage, and additional parking. The bayside homeowner's park and boat ramp provide direct and easy access to some of the best boating and fishing in the Florida Keys, including nearby backcountry waters, sandbars, and sunset cruises. Centrally located near restaurants, shopping, marinas, and everyday conveniences, this property not only offers an ideal Plantation Key location, but also a rare opportunity to own a large parcel with redevelopment potential in the Upper Keys.

156 Monroe Dr, Tavernier
$745,000
3 Beds ⋅ 3 Baths ⋅ 619493 MLS
'Blue Haven' is a beautifully renovated elevated 2-story residence in the heart of Islamorada, offering the ideal blend of modern upgrades and relaxed Florida Keys living. This fully remodeled home features a vibrant blue exterior and a bright, contemporary interior designed for comfort and style. The home offers 3 bedrooms and 2.5 bathrooms, with nearly 1,700 square feet of interior living space complemented by expansive outdoor terraces perfect for entertaining or unwinding in the tropical breeze. Inside, you'll find a brand-new kitchen with solid wood cabinets, quartz countertops, and stainless steel appliances. Additional upgrades include new vinyl flooring throughout, recessed lighting, fresh interior and exterior paint, and new split A/C units for efficient cooling. Partial impact windows provide added durability and peace of mind. The ground level offers generous open space with excellent potential for future development, storage, or the addition of a pool. Situated on a 6,600 sq ft lot, the property provides both flexibility and value in a prime location. A true Boater's Paradise, residents have access to a private boat ramp available for just $150 per year. Being offered fully furnished and turnkey, this property is well-suited as a primary residence, vacation getaway, or income-producing rental. A rare opportunity in the heart of the Florida Keys.

154 Sebring Dr, Tavernier
$2,400,000
3 Baths ⋅ 618987 MLS
Commercial opportunity for investors and owner-operators! 1,957 sq. ft. solid concrete professionally designed and built commercial building with impact windows and doors on an oversized 12,000 sq. ft. lot. Exceptional visibility from U.S. 1, access from Old Highway with ample parking, and prominent signage. 1st Floor: Spacious reception and work areas with custom-built-ins, one full and one-half bath, kitchenette, attic, sizable storage room, workshop/garage, and fenced parking area. Sale includes office seating and filing cabinets. 2nd Floor: Open layout with breakroom featuring kitchenette, washer/dryer, full bath, and interior design showroom (featuring two luxury sample closets and custom product display shelves). One of the most desirable areas of the Florida Keys located in the Village of Islamorada! Don't miss out on this investment with many zoning opportunities for businesses!

88701 Overseas Hwy, Tavernier
$950,000
3 Beds ⋅ 2 Baths ⋅ 618396 MLS
'Serenity Now' is a quintessential Florida Keys retreat located in one of Tavernier's most desirable neighborhoods, surrounded by native tropical trees and coconut palms just steps from the bay. Enjoy quick access to top-rated schools, Founders Park, and the shops, dining, and nightlife of downtown Islamorada. This charming Conch-style 3BR/2BA pool home sits on a rare double lot of over 13,000 sq ft, offering exceptional privacy with no close neighbors. Vaulted tongue-and-groove ceilings, abundant natural light, and an open floor plan create a relaxed island atmosphere. The primary suite features peek-a-boo bay views, ample closet space, and a spacious en-suite bath with dual vanities. Outdoor living shines with a wraparound porch ideal for morning coffee or evening relaxation under a canopy of mature trees. The pool and sundeck (2018) are surrounded by marble pavers and complemented by a separate four-person Jacuzzi spa—perfect for year-round enjoyment. Additional features include newer central A/C, a brand-new water heater, and a well-appointed kitchen with stainless steel appliances, Corian countertops, and solid wood cabinetry. A 340 sq ft ground-level storage/workshop offers ample space for boating and fishing gear or additional entertaining. The property includes covered parking, a 1,000 lb cargo lift, room for boats, an RV, or water toys, and a fully fenced yard with an electric gate. Just steps away is a private neighborhood boat ramp ($150/year) and bayfront park—ideal for sunset views. Built for peace of mind with a metal roof, HVWZ-rated windows and shutters, excellent wind mitigation credits, and assumable low flood insurance. Located bayside with easy access to backcountry and offshore boating via Tavernier Creek. Situated in the Freebee Zone for convenient local transportation. This home delivers privacy, lifestyle, and location in one exceptional offering. Welcome to paradise! Call today.

158 Tampa Dr, Tavernier
$840,000
3 Beds ⋅ 2 Baths ⋅ 608525 MLS
Indulge in spacious, coastal living in this 3-bedroom, 2-bathroom gem in the Key Heights neighborhood. The open floor plan creates an inviting atmosphere, while the large downstairs area provides endless possibilities - from additional living space to a creative retreat. Also featuring a lift for wheelchair access to the upstairs or to haul groceries. Situated on two lots adorned with natural hardwoods, this residence offers shade and privacy, enhancing the exotic seclusion. Just steps away from the neighborhood's homeowner's park, featuring a boat ramp and dock, this home is a haven for water enthusiasts. Explore the inshore and offshore fishing grounds, and relish the prime location close to schools, restaurants, shopping and more. Centrally located only 1.5 hrs away from Miami International Airport and 2 hrs from Key West. Seize the opportunity to experience the height of Keys living.

155 Cocoa Dr, Tavernier
$3,500,000
4 Beds ⋅ 3 Baths ⋅ 614645 MLS
Live where others dream—on arguably the most coveted stretch of Florida Bay. Nestled perfectly between Snake Creek and Tavernier Creek, this timeless estate captures the essence of waterfront living with its panoramic sunset views and year-round tranquility. Enter through private gates and follow the paver driveway to this architectural showpiece. Inside, soaring vaulted ceilings clad in rich Dade County pine create a grand yet inviting atmosphere, tailor-made for hosting and relaxing alike. The second-floor main living level is thoughtfully designed with an open-concept living room, dining area, and kitchen. The master suite and a second bedroom, along with a full guest bathroom, complete the upper level—all seamlessly connected to the outdoors by private screened porches in every room. The first floor offers two additional bedrooms, a full bathroom, and a spacious laundry room, accessible via an interior staircase—ideal for guests or extended family. Step outside to your private dock, stretching 100 feet into the bay with an additional 50-foot ''L'' extension and a water depth of approximately 5 feet—perfect for boating enthusiasts. Lovingly held by the same family for nearly 40 years, this is the first time this extraordinary property has been offered for sale in decades. Come experience a true slice of paradise.

156 Key Heights, Tavernier
$1,125,000
5 Beds ⋅ 3 Baths ⋅ 605516 MLS
This exceptional 5 bedroom, 3 bathroom home is a must-see! Situated on a spacious fully fenced double lot with ample privacy and potential for a pool. The detached 4 car garage with a massive lofted attic provides extensive storage space for all your needs. Built in 2020, the home features above flood CBS construction, metal roof, and impact windows and doors. The front yard features low maintenance landscaping and ample parking space. The bay front Homeowner's Park is just steps away, where you can enjoy boating, swimming, and beautiful sunsets right in your own neighborhood. Located on Plantation Key, this home is only 90 minutes away from Miami and centrally located and offers easy access to Plantation Key Elementary School, Coral Shores High School, Treasure Village Montessori, and Founder's Park. For veterans, there is an option to assume the existing VA loan with a historically low interest rate of 2.25%, offering a great opportunity for financing. This impressive home is turnkey and ready to move in.

158 Orlando Dr, Tavernier
$9,600,000
5 Beds ⋅ 5 Baths ⋅ 612051 MLS
The literal meaning of paradise comes alive here at Elysian Bay. Enter this stunning and incredibly reimagined bayfront residence exuding luxury living with the natural beauty of its coastal surroundings. Open-concept design showcases the panoramic Florida Bay views of the coveted high elevation Plantation Key location. The spacious living area features chef's kitchen, high ceilings, extra large Eurowall impact doors and windows highlighted by elegantly simplistic finishes. The primary suite overlooks the resort inspired gardens, enhancing your outdoor experience on the Bay. Additional guest bedrooms both upstairs and downstairs are beautifully designed, ensuring comfort and privacy for family and friends. Ample, multi boat protected dockage with lift, lounging beach, tiki torches, outdoor shower, jacuzzi, tackle house and lagoon waterfall pool outfit this property the perfect playground for all. Step outside and soak up the breathtaking sunsets where Elysian Bay offers quiet seclusion and the heavenly Islamorada lifestyle you've been waiting to embrace.

162 Key Heights, Tavernier
$6,500,000
4 Beds ⋅ 3 Baths ⋅ 610778 MLS
Open Oceanfront Estate with Deep Water Dockage on 1.5 Acres on Millionaires' Row... Islamorada's premier address. New dock with two boat lifts (16,000 lb. and 10,000 lb.) to enjoy one of the best boating locations in the Keys, plus a 4,103 s.f. home with 4 bedrooms, 3 full baths, a large heated pool, winding private driveway, and a soaring central atrium surrounded by walls of windows to frame the ocean view. Open ocean views from the living room, Florida room, porches, master bedroom and upstairs loft. Living room with wet bar and pass-through window to the gourmet kitchen and separate dining room, all with Saturnia stone floors. Direct boating access to the best offshore fishing and diving, plus quick Florida Bay access. RE Zoning allows weekly rentals for great income potential. The sandy backyard is shaded by palms and the large pool is fenced for privacy. The winding drive from the gate to the home is dotted with seating spots for enjoying the wildlife and tropical foliage. There is also a separate storage room and workshop downstairs, a gardening shed and landscape lighting along the driveway. Call today!

88547 Old Hwy, Tavernier
$910,000
3 Beds ⋅ 2 Baths ⋅ 610568 MLS
Discover the epitome of tropical living in this exquisitely remodeled 3-bedroom, 2-bathroom treehouse-style home, with 456 sq. ft. of screened patio offering inviting and enjoyable outdoor living. Nestled in the heart of a desirable neighborhood, this residence offers a unique blend of charm and modern elegance. Step inside to be greeted by the warmth of beautiful wood and the grandeur of high ceilings, which accentuate the open concept living, kitchen, and dining area. The stunning kitchen is a chef's dream, featuring quartz countertops, a farm sink, and a brand-new gas stove with a sleek stainless hood. Every light fixture has been thoughtfully selected to enhance the home's tasteful decor. The true heart of this home is the expansive screened porch, a serene sanctuary, where you can unwind while overlooking lush natural flora and towering trees, a perfect Zen spot for relaxation. This versatile space is ideal for enjoying the outdoors, hosting gatherings, or simply soaking in the tranquil surroundings. Even the laundry room is a delight, boasting fun lockers and an additional sink, adding a touch of practicality and whimsy to your daily chores. Located just minutes from the bayfront homeowner's park and boat ramp, this home provides convenient access to outdoor adventures. There is plenty of parking space under the home and ample room for a boat and trailer. Additional benefits for boat owners: The corner lot and circular driveway are perfect for in and out pulling of a boat, making it very convenient for any boat owner in addition to the convenience of the HOA boat ramp just 300 feet from the home. For those looking for a turnkey experience, this home can be offered mostly furnished, with each piece carefully chosen from local vendors to maintain its tropical flair. Don't miss the opportunity to own this tropical gem—schedule your private showing today and experience the enchanting allure of this charming treehouse retreat.

150 Ocala Dr, Tavernier
$680,000
3 Beds ⋅ 2 Baths ⋅ 604055 MLS
One-of-a-kind craftsman built ''Tree House'' located in a very unique setting featuring premier woodworking skills throughout the entire house using hardwood trees collected after tropical storms and hurricanes in the Florida Keys. The lower level is storage, carport, the upper level has 3 bedrooms and 2 full baths. Custom Wooden French doors lead to outdoor patio with private sitting area, kitchen offers built in cabinetry for all of your kitchen supplies. The primary bedroom has an outside balcony, and office loft. Guest bedrooms are spacious with custom closets. House is conveniently located to restaurants, grocery stores, hospital, & schools! Truly a unique home!

88721 Old Hwy, Tavernier
$4,900,000
4 Beds ⋅ 3 Baths ⋅ 609165 MLS
Welcome to 88707 Old Highway, an extraordinary oceanfront residence on Plantation Key. This estate offers an unparalleled coastal lifestyle, boasting exceptional amenities and breathtaking open Atlantic Ocean views. Complete with three levels, this CBS residence is a testament to quality craftsmanship and enduring design. The property spans 1.25 acres of upland and .37 acres of bay bottom, providing ample space for outdoor enjoyment, entertaining, and water activities. This residence offers four bedrooms and three baths, with the primary suite featuring an oceanfront balcony for panoramic views and tranquil moments. Embrace indoor-outdoor living with high ceilings and enormous screened porches off the living and dining areas, offering captivating ocean views and refreshing breezes. Relish in luxury outdoors with a refreshing pool, tennis court, dockage, and direct access to a sandy beach. Mature landscaping and lush green lawns create the quintessential Florida Keys oasis. A long driveway adds to the allure of this property, providing privacy and a grand entrance. Embrace the vibrant spirit of Islamorada with nearby Founder's Park, which features sports fields and sandy beaches, a dedicated dog park and tennis courts, and a venue for community events. Experience the epitome of waterfront living at 88707 Old Highway, where every day feels like a vacation.

88707 Old Hwy, Tavernier