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154 Milano Dr, Islamorada
$2,900,000
2 Beds ⋅ 2 Baths ⋅ 621951 MLS
HONEY LOOK AT THIS ONE! What does everyone want? The smallest house in a great neighborhood! Tucked away in the sought-after Venetian Shores neighborhood of Islamorada, this solid CBS waterfront home is perfectly positioned for enjoying the effortless boating lifestyle the Keys are known for. With 100 feet of dockage, a 15,000 lb. boat lift, and a fish cleaning station, this home is just one lot from Snake Creek which offers immediate access to both the Atlantic Ocean and Florida Bay. Enjoy peaceful Snake Creek views and the constant reminder that the water is always just moments away. Upstairs, the open floor plan is designed to capture natural light and Snake Creek views, with vaulted ceilings creating an airy coastal feel throughout the living, dining, and kitchen areas that span the width of the home. Three sets of sliding glass doors invite the outdoors in, opening the space to breezes and waterfront scenery. Two bedrooms and one full bath complete the upper level, while downstairs offers valuable storage space, a permitted full bath, and covered carport parking. The cleared lot provides exceptional flexibility with ample room for boats on trailers, additional vehicles, or the opportunity to expand the existing home and create an even larger waterfront retreat. Don't miss out on this exceptional value!

154 Milano Dr, Islamorada

115 Villa Bella Dr, Islamorada
$4,899,000
4 Beds ⋅ 4 Baths ⋅ 621387 MLS
Experience turnkey luxury in the renowned Venetian Shores community with this exceptional 4-bedroom, 4-bath concrete waterfront residence, completely rebuilt from top to bottom with designer finishes and thoughtful details throughout. Offered fully furnished and completely outfitted, this home is truly ready to enjoy from day one. Everything is already in place, including linens, bathroom essentials, a fully stocked kitchen, and three mini-bar setups. Currently operating in a highly successful vacation rental program, the property has been thoughtfully designed and equipped for effortless personal use, entertaining, or continued rental operation. The beautifully finished interiors offer a sophisticated coastal feel, while an additional bonus space downstairs provides exceptional flexibility as a potential 5th bedroom, private office, game room, or lounge. Outdoor living is equally impressive. The resort-style pool is both heated and chilled for year-round enjoyment, while extensive landscape and architectural lighting creates an incredible atmosphere after sunset. Under-dock lighting illuminates the water below, perfect for nighttime fish watching and feeding. An outdoor shower provides the ideal place to rinse off after a swim or a long day on the water. Adding even more to the Keys lifestyle, the property includes a customized golf cart, making it easy to cruise through Venetian Shores and enjoy everything this highly sought-after neighborhood has to offer. From the complete rebuild and designer interiors to the turnkey furnishings, flexible living spaces, resort-style outdoor amenities, and established vacation rental operation, every detail of this home has been carefully considered. Simply arrive, unpack, and start enjoying the Florida Keys lifestyle.

115 Villa Bella Dr, Islamorada

107 Valencia Dr, Islamorada
$2,500,000
3 Beds ⋅ 3 Baths ⋅ 621119 MLS
OCEAN ACCESS WATERFRONT OPPORTUNITY IN VENETIAN SHORES! Immaculate 2-story CBS concrete home offering the ultimate Florida Keys lifestyle! Situated on a 100' wide deep-water canal with NO FIXED BRIDGES and direct access to both the Atlantic Ocean and Florida Bay via Snake Creek, this is a boater's dream. Minutes to open water with a private dock featuring power and davits, perfect for large boats. This spacious home features 3 bedrooms, 2.5 baths with a flexible floor plan. The first floor offers 2 bedrooms, 1 full bath, family room, and bar area, while the second floor features the primary suite, oversized kitchen, dining room, laundry room, and half bath to maximize the spectacular waterfront views. Enjoy breathtaking sunsets and tropical breezes from the expansive wraparound covered porch. Additional features include beautiful hardwood floors, an oversized kitchen ideal for entertaining, brand-new saltwater pool (2026), three large exterior storage rooms, circular driveway, and fresh exterior paint (2025). Lovingly maintained and in immaculate condition, this home is ready for your personal updates to create the ultimate Keys retreat. Located in the highly desirable Venetian Shores community, known for its deep, wide canals, outstanding boating access, and optional homeowners association. Whether you're looking for a full-time residence, weekend getaway, or luxury waterfront escape, this is a rare opportunity to own in one of Islamorada's premier boating communities.

107 Valencia Dr, Islamorada

148 Giardino Dr, Islamorada
$3,599,000
5 Beds ⋅ 3 Baths ⋅ 621117 MLS
THIS UPDATED BEAUTY LOCATED IN RENOWNED VENETIAN SHORES IS A TRUE MUST SEE!! LOCATED IN ONE OF VENETIAN SHORES MOST EXCLUSIVE LOCATIONS GIARDINO DRIVE. UPSTAIRS: THREE BEDROOMS AND TWO SPACIOUS BATHROOMS !! COMFORTABLE LIVING ROOM AND DINING ROOM AREA WITH ACCESS TO A LARGE SCREENED IN PORCH WITH BEAUTIFUL WATERFRONT VIEWS !! LARGE KITCHEN WITH BEAUTIFUL CONNECTED ISLAND AND STATE OF THE ART COUNTERTOPS; MODERN APPLIANCES !! WET BAR AND WINE CELLAR CABINET !! INDEPENDENT INDOOR LAUNDRY ROOM WITH PLENTY OF STORAGE !! CUSTOM CLOSETS THROUGHOUT. HIGH END CEILING FANS THROUGHOUT THE ENTIRE HOME !! NEW EFFICIENT A/C !! INDEPENDENT DOWNSTAIRS: TWO SPACIOUS BEDROOMS AND ONE BATHROOM, CUSTOM CLOSETS !! KITCHENETTE WITH MICROWAVE, REFRIGERATOR, SINK AND FILTERED WATER WITH LOTS OF STORAGE SPACE !! LARGE SCREENED IN PORCH WITH GREAT WATERFRONT VIEWS !! OUTDOOR FEATURES: 100 FEET OF WATERFRONT WITH TWO BOAT LIFTS !! UPDATED FLOOR DECK AND LIGHTING. THREE DOORS DOWN FROM SNAKE CREEK WITH EASY ACCESS TO BAYSIDE AND ATLANTIC !! (2) BOAT LIFTS 14,000 LB. AND 10000 LB. FISH CLEANING STATION WITH WATER AND POWER ACCESS WITH LOTS OF STORAGE. LARGE HEATED POOL ( NEW POOL PUMP ) WITH FIRE WATERFALL AND FIREPIT. OUTDOOR POOL SHOWER. GAS TIKI TORCHES AROUND THE POOL AREA !! LARGE TIKI HUT WITH TV AND FAN AND WITH POWER ACCESS. LARGE AREA OF ARTIFICIAL GRASS WITH A FIVE HOLE PUTTING GREEN !! ROOF TOP DECK WITH BEAUTIFUL VIEWS !! LUSH LANDSCAPING THROUGHOUT !! SAFETY,CONVENIENCE, ENERGY FEATURES: CONCRETE ROOF. IMPACT WINDOWS AND DOORS THROUGHOUT THE ENTIRE HOME !! ELECTRIC ROLLER SHUTTERS ON BOTH PORCHES !! SOLAR PANELS THAT POWER THE ENTIRE HOME ( CURRENT CREDIT WITH POWER CO-OP ). TWO TESLA BATTERIES FOR POWER STORAGE, ELECTRIC CAR CHARGER !! TOTALLY FENCED FRONT/BACK; ELEVATOR, ONE CAR GARAGE AND A CARPORT. 2 LARGE STORAGE AREAS. NEAR FOUNDERS PARK AND GREAT RESTAURANTS IN ISLAMORADA. RUN DON'T WALK, THIS A TRUE MUST SEE FOR ANY ISLAMORADA BUYER!!!

148 Giardino Dr, Islamorada

121 Severino Dr, Islamorada
$2,800,000
3 Beds ⋅ 3 Baths ⋅ 620907 MLS
Welcome to your Venetian Shores retreat, where relaxed coastal living meets effortless waterfront luxury. This completely updated pool home is designed for easy living and unforgettable entertaining, with an open floor plan, beautiful finishes, and seamless indoor-outdoor flow. The heart of the home is a spacious kitchen with a generous island, opening to the living area and a wall of sliding glass doors. Step outside to a covered terrace overlooking the resort-style pool and waterfront, with plenty of pool deck for soaking up the sun and a shaded poolside area for lingering over long lunches or evening cocktails. Boaters will love the 70 feet of dockage, complete with a 20,000-pound boat lift. Venetian Shores is known for its 100-foot-wide canals and exceptional boating access, with a quick route to the ocean or bay through Snake Creek. Built with CBS construction and a concrete roof, the home offers an elevator plus both interior and exterior stair access between floors. Upstairs, you'll find the main living area and two bedrooms and two baths, while the downstairs offers an additional bedroom and bath. A bonus room, ample storage, and cabana bath add flexibility and convenience. With its resort-style pool, generous waterfront, easy boating access, and beautifully updated interiors, this is the kind of home that makes everyday life feel like a vacation, casual, polished, and unmistakably coastal.

121 Severino Dr, Islamorada

109 Valencia Dr, Islamorada
$4,500,000
5 Beds ⋅ 6 Baths ⋅ 620757 MLS
Experience the best of the Florida Keys in this exceptional pool home, ideally situated in Venetian Shores--one of Islamorada's most coveted waterfront communities. Offering 70 feet of protected dockage, this property is a premier boating opportunity with quick access to the bay and ocean via Snake Creek Bridge. Designed to accommodate family and guests with ease, the oversized home features five spacious bedrooms, four-and-a-half baths, a garage, and an upstairs flex space with a private balcony overlooking the pool and wide canal. Timeless finishes include a charming foyer, rich hardwood flooring throughout, a dedicated office, game room complete with a custom built-in bar, and abundant natural light that enhances every level of the home. Built for both comfort and peace of mind, the residence is equipped with impact-rated doors and windows, a whole-home generator, and a propane tank, providing year-round reliability and resilience. Whether you're entertaining poolside, hosting extended family, or setting out for a day on the water, this exceptional waterfront residence embodies the relaxed luxury and boating lifestyle that define Islamorada.

109 Valencia Dr, Islamorada

101 Stromboli Dr, Islamorada
$2,750,000
620556 MLS
RARE WATERFRONT OPPORTUNITY! With BPAS allocations becoming increasingly limited, this is your chance to build the waterfront home of your dreams in the prestigious Venetian Shores, one of islamorada's most desirable boating communities. This oversized 8,700+ sq ft. waterfront lot offers significant advantages with house permits APPROVED and ready for pickup and the dock permit close to approval, allowing you to build almost immediately. Boaters will appreciate the exceptional access to both the Atlantic Ocean and Florida Bay, making it easy to spend your days offshore fishing, diving, snorkeling, or exploring the renowned backcountry waters of the Florida Keys. Whether you're envisioning a luxury full-time residence of the ultimate island getaway, this is a rare opportunity to build in one of the Keys' premiere waterfront neighborhoods.

101 Stromboli Dr, Islamorada

155 Palo De Oro Dr, Islamorada
$4,500,000
3 Beds ⋅ 5 Baths ⋅ 620441 MLS
An Unfinished Masterpiece Awaits in the prestigious **Venetian Shores**, one of Islamorada's most desirable waterfront communities, known for its deep-water canals and quick access to both the Florida Bay and the Atlantic Ocean via Snake Creek. This extraordinary opportunity allows you to complete what was envisioned as one of the Florida Keys' most premier luxury estates. Elevated above flood on **100 feet of canal frontage**, this solid concrete home features a striking concrete roofline and nearly all impact-rated windows and doors already installed, providing an exceptional foundation for your dream home. Designed with **5,559 square feet of air-conditioned living space**, the residence offers an ideal blend of luxury and boating lifestyle. The first level includes **1,467 square feet** of living space, an oversized **897-square-foot garage**, and plans for an expansive entertainment area, fishing gear room, and direct waterfront access. The second level features **2,361 square feet** of living space plus over **1,100 square feet of covered porches**, with plans for three spacious guest suites, each with a private bath, a half bath, laundry room, chef's kitchen, and open-concept living area. The entire third floor is dedicated to the **1,731-square-foot primary retreat**, designed with ocean views, a spa-inspired bath, oversized custom closet, executive office, and private covered porch. An elevator shaft is already in place for easy access to every level. Plans also include a canal-front pool and cabana overlooking Snake Creek Bridge. With a concrete dock, 100 feet of waterfront, deep-water boating, and one of the Keys' finest locations, this property offers the rare opportunity to complete a truly remarkable custom estate while selecting every finish to reflect your own vision. Property is being sold as is. Some images are AI computer generated to show future potential.

155 Palo De Oro Dr, Islamorada

113 Villa Bella Dr, Islamorada
$2,425,000
5 Beds ⋅ 3 Baths ⋅ 620127 MLS
Welcome to one of Islamorada's finest homes! Located in Venetian Shores the premier boating community of Islamorada. One of only two streets in the neighborhood with curbs and street drainage system. 70ft of deep water dockage and 100ft wide canal. Direct Ocean and Bay access via Snake Creek. Draw bridge to ocean for yachts and tower boats. This home is a must see! Extremely clean and well maintained home. Fantastic layout. Upstairs you have a little over 1,900 sq ft of living space all on one floor - which includes your kitchen, living room, dining room, 3 large bedrooms and 2 bathrooms. Downstairs you have your rec room with 2 bedrooms, cabana bath and tackle room/workshop. Solid concrete construction designed to offer peace of mind during hurricane season. Conveniently located close to restaurants, shopping, Publix, schools, and hospital. Buyer to verify all information.

113 Villa Bella Dr, Islamorada

169 Venetian Way, Islamorada
$1,525,000
5 Beds ⋅ 3 Baths ⋅ 619545 MLS
Experience Coastal Luxury and privacy with this exceptional 5 bedroom, 3 bath home on two lots!! Over 2900 sq. ft. of thoughtfully designed living space. Constructed of concrete with impact windows and doors and recently painted inside and out, this home blends style, safety, and comfort. The property's coastal architectural charm is highlighted by a beautiful wrap-around porch and a curved pavered driveway leading to the air-conditioned garage. the main floor includes three bedrooms and 2 baths, featuring a master suite at the end of the home with private access to the backyard and heated pool. Upstairs two large bedrooms share a Jack-and-Jill bath, ideal for family or guests. The chef's kitchen boasts stainless steel appliances, an eat-in area, and a full walk-in pantry, flowing seamlessly into the sun-room and open living/dining area with a canal view. The outdoor living spaces are designed for entertaining and relaxation, including a heated pool with Jacuzzi, torch-lit ambiance around the pool, a fire pit and beautifully landscaped grounds. An air-conditioned shed - currently used as a potting shed - can easily serve as a playroom, art studio, or man cave. Boating enthusiasts will love the boat storage with in-and-out service less than 5 minutes away, offering reduced maintenance and added protection. Convenient access nearby to boat ramps at Founders Park, which also offers a sandy beach, pool, dog park, and sports field. Many community events held here - and you can just walk over to them. This home is set in a private, desirable neighborhood near upscale dining and amenities. Luxury, versatility, and lifestyle in one perfect package. Please schedule your private showing today to experience 169 Venetian Way!!

169 Venetian Way, Islamorada

131 Bayview Isle Dr, Islamorada
$3,510,000
3 Beds ⋅ 3 Baths ⋅ 619454 MLS
Welcome to Casa Tranquila in the highly desirable Venetian Shores neighborhood of Islamorada, where boating convenience meets tropical serenity. With 105 feet of dockage just one home from Snake Creek, this property offers immediate access to both the bay and the ocean--perfect for effortless days on the water. A brick-pavered driveway leads to a welcoming foyer and interior staircase, guiding you to the light-filled main living level. Here, an open floor plan creates an inviting space for gathering. The well-appointed kitchen features stainless steel appliances and flows effortlessly into the dining and living areas, making entertaining both easy and enjoyable. Just off the dining space, a convenient dry bar provides the perfect spot for preparing cocktails and serving guests. Two sets of sliding glass doors extend the living area onto a spacious screened terrace--ideal for enjoying breezes and waterfront views. This level also offers two comfortable bedrooms, two full baths, and a dedicated laundry room for added convenience. The private third-floor primary suite is a true retreat, complete with an ensuite bath and an expansive open terrace overlooking the water--your own peaceful escape for sunrise coffee or evening relaxation. Surrounded by lush, mature landscaping--including ponytail palms, queen palms, ginger, and fishtail palms--the property feels like a secluded tropical oasis. The backyard is designed for both relaxation and entertaining, featuring a heated saltwater pool with spa and waterfall, a charming tiki hut with lighting and fan, and fruit-bearing key lime and mango trees that enhance the island ambiance. With its prime location, thoughtful layout, and beautifully curated indoor and outdoor spaces, this home captures the essence of the Islamorada lifestyle--elegant, inviting, and effortlessly connected to the water.

131 Bayview Isle Dr, Islamorada

124 Venetian Way, Islamorada
$1,500,000
4 Beds ⋅ 3 Baths ⋅ 619331 MLS
Island Living in Prestigious Venetian Shores! Welcome to this newly custom-built 4bd/3ba residence ideally positioned on a tranquil plugged canal in one of the most sought-after subdivisions in the Florida Keys. Upstairs, enjoy a spacious open porch that flows seamlessly into a light-filled open concept floor plan. The designer kitchen features solid wood cabinetry, quartz countertops, a large island with waterfall edges, and accent-colored cabinetry for a modern coastal touch. The lower level offers the perfect guest quarters, complete with a private bedroom overlooking the pool, a large bathroom, and a generous living space. Concrete construction with metal roof and impact windows and doors allows you to enjoy the benefits of newer construction. Outdoor entertaining is a breeze with multiple seating areas and a large gazebo, and paver driveway that extends into a beautifully designed pool area. The concrete pool includes a water feature and LED lighting. Additional features include tall covered parking suitable for RVs and boats, and spray foam Icynene insulation in the attic for energy efficiency and reduced cooling costs. Buyers of new hones like this one can save an average of $25,335 over the first 10 years in lower utility bills and reduced repair costs compared to 20 year old homes - Based on recent study, Realtor.com. Boaters will love the nearby Venetian Shores marina with available boat slip rentals and convenient nearby access to boat ramps at Founders Park which also offers a sandy beach, pool, dog park and sports fields. Whether you're looking for a full-time residence or a weekend escape, this exceptional home captures the best of Florida Keys living! SELLER WILL PAY FOR A YEAR OF STORAGE FOR UP TO A 30' BOAT AT SNAKE CREEK MARIN

124 Venetian Way, Islamorada

113 San Juan Dr Unit & Boat Slip, Islamorada
$1,300,000
3 Beds ⋅ 2 Baths ⋅ 619311 MLS
Desirable Venetian Shores 3 bedroom / 2 bath home just steps to your boat slip! Enjoy a direct sight line view of your boat and surround yourself with peaceful water views from almost every window of this bright, open-concept residence on one of the neighborhood's premier streets. This home offers the truly rare treat of wrap-around views of coastal living with a wide panorama of the private community marina and direct view of your assigned boat slip, plus water views of the closed canal in back. Don't miss this opportunity to live in Islamorada's most desirable neighborhood and enjoy the best boating in the Keys! With just minutes from your boat slip to Florida Bay and easy ocean access through Snake Creek to the Atlantic Ocean, you can delight in fishing, diving, offshore sandbars and boating to more than a dozen nearby waterfront restaurants and bars. This stilt home, built on reinforced concrete pilings, has all the living space on one level upstairs including an open kitchen with newer appliances (2023), large pantry, great room with high ceilings and a sun porch. There are also three large bedrooms in a split plan all with ample closet space. This family home offers the security of a reinforced metal roof, outdoor cameras and an alarm system, and the front door and most of the windows have also been upgraded to impact glass. Downstairs are two carports with workshop, a central tackle/storage room, and a sizable back yard with a sunken outdoor kitchen area/patio for enjoying afternoon barbecues after a day on the water. The expansive front yard has low maintenance landscaping and offers lots of parking for family, friends and all your toys. Relax with your favorite beverage on your covered front porch for a perfect view of the famous Florida Keys sunsets over the marina every night. Marina includes power/water and allows a variety of boat lifts to suit your boat. Ready to enjoy the best Islamorada has to offer with your boat steps from your door? Call today!

113 San Juan Dr Unit & Boat Slip, Islamorada

105 Palo De Oro Dr, Islamorada
$3,150,000
5 Beds ⋅ 3 Baths ⋅ 618653 MLS
Waterfront pool home with dockage in Venetian Shores offered furnished. Experience the ultimate Florida Keys lifestyle in this beautifully updated canal-front residence designed for relaxed coastal living and effortless entertaining. The home offers 5 bedrooms and 3 bathrooms, with approximately 2,640 square feet of living space, including 3 bedrooms and 2 bathrooms upstairs totaling approximately 1,500 square feet, and 2 bedrooms and 1 bathroom downstairs totaling approximately 1,140 square feet. The private resort-style backyard features a heated pool with sun shelf, hot tub, expansive patio, hammock lounge, and mature palms creating a true tropical setting. Enjoy deep-water canal frontage with 70 feet of dockage and two boat lifts rated at approximately 15,000 pounds and 20,000 pounds, providing exceptional boating capacity. Located on one of Venetian Shores' desirable 100-foot-wide canals, the property offers generous maneuvering space and convenient access to both the Atlantic Ocean and Florida Bay through nearby Snake Creek, making offshore fishing and backcountry boating easily accessible within minutes. The custom tiki pavilion includes a full outdoor kitchen with built-in grill, refrigeration, sink, bar seating, mounted TV, and generous space for hosting gatherings year-round. Inside, the bright open-concept living area showcases vaulted ceilings with exposed beams, abundant natural light, and French doors that create seamless indoor-outdoor flow to the balcony overlooking the canal. The primary suite offers balcony access, dual vanities, soaking tub, glass-enclosed shower, and walk-in closet. A gated brick driveway provides generous parking, and the home is offered furnished for immediate enjoyment or continued use as a full-time residence, seasonal escape, or investment opportunity. This Venetian Shores waterfront property delivers the location, spacious layout, wide canal setting, and boating infrastructure buyers are searching for in the Florida Keys.

105 Palo De Oro Dr, Islamorada

105 Palo De Oro Dr, Islamorada
$3,215,000
5 Beds ⋅ 3 Baths ⋅ 612546 MLS
Welcome to this beautiful concrete home in the highly sought-after Venetian Shores subdivision in Islamorada! This beautifully remodeled 5-bedroom, 3-bathroom home offers a spacious, open living floor plan perfect for modern living and entertaining. Venetian Shores is renowned for its deep control depth and exceptional deep-water dockage. With 70' of dockage featuring TWO boat lifts—one 15K and one 20K—this home is a boater's dream. Step into the backyard oasis where you'll find a sparkling pool with both heater and chiller, as well as an inviting tiki hut, ideal for relaxing or hosting friends and family. Enjoy quick and easy access to both the Atlantic Ocean and Florida Bay through the nearby Snake Creek Channel. This property is completely fenced for privacy, with two electric gates and meticulously landscaped grounds that offer outstanding curb appeal. Don't miss your chance to own a slice of paradise in the Florida Keys!

105 Palo De Oro Dr, Islamorada

153 Venetian Way, Islamorada
$1,175,000
4 Beds ⋅ 3 Baths ⋅ 610021 MLS
This is what you've been waiting for! Amazingly priced Venetian Shores Pool Home that checks all the boxes! Move-in ready coastal retreat, enjoy the custom-crafted pool, complete with a water feature and both heater and chiller and stunning water views! The fenced backyard features lush turf, and a relaxing Tiki hut perfect for afternoon enjoyment. The property also features a covered parking, and elegant pavers, surrounded by beautiful landscaping. Step upstairs to an open, inviting layout that includes a fully equipped kitchen, and cozy living and dining areas with stunning canal views. Start your day with coffee on the terrace, where you can watch the sunrise over the pool and canal. Down the hall, two guest bedrooms with a full bath with dual vanities, and a spacious primary suite that boasts an updated closet and a recently remodeled bath with dual vanities. The downstairs area offers even more space with an additional family room, a fourth bedroom or home office, a full bath, and a wet bar conveniently located off the pool area. The backyard is your dream come true, perfect for enjoying summer days in Islamorada. Boat slips often available for rent at the neighborhood's private marina, providing easy access to Snake Creek, the Ocean, and the Bay. Located near schools, shopping, dining, art galleries, local breweries, and more, this Venetian Shores home offers the ultimate in coastal living. Furnishings and decor are negotiable, making this a turnkey opportunity you don't want to miss. Priced to sell! Paradise awaits!

153 Venetian Way, Islamorada

144 Severino Dr, Islamorada
$3,750,000
3 Beds ⋅ 3 Baths ⋅ 616961 MLS
Discover your Keys dream home, a residence of unparalleled luxury and nautical convenience. This immaculate single-family property offers three spacious bedrooms, plus a dedicated office, all meticulously updated in 2017. The moment you step inside, you'll appreciate the seamless flow, top-of-the-line appliances and faucets, chef-ready kitchen, and the convenience of two elevators serving the home. Relax and enjoy the breezes on your expansive screened-in balcony. An Entertainer's & Angler's Paradise. Outside, the property truly shines as an entertainer's and angler's haven. A 100 feet of waterfront on a canal, you're just a few houses from the open water of Snake Creek, offering instant access to the Ocean or Bay in mere minutes—perfect for a quick run out. The custom-built dock features a 15,000 lb boat lift, ready for your vessel. The resort-style backyard includes a sparkling pool and jacuzzi with programmable timers and lighting for effortless enjoyment. Entertain guests at the fantastic outdoor bar and kitchen, complete with barstools, a refrigerator/freezer drawer system, and secure electric hurricane shutters. Practical luxury is also found in the downstairs tackle room with a refrigerator. There is an outdoor pool bathroom, and a full pool house. This property truly has it all, and so much more awaits your personal touch.

144 Severino Dr, Islamorada

118 Villa Bella Dr, Islamorada
$6,050,000
5 Beds ⋅ 6 Baths ⋅ 615108 MLS
Experience the pinnacle of luxury waterfront living in this extraordinary custom contemporary estate, ideally positioned in the heart of Islamorada's premier community of Venetian Shores. Newly constructed, the residence radiates modern coastal elegance and features impeccable attention to detail. A total of five spacious bedrooms and five en-suite bathrooms are thoughtfully laid out, complemented by a half bath and separate cabana-style guest quarters, creating an ideal retreat for family and visitors. Located on the bayside, the estate offers 100 feet of deep-water dockage, complete with a cut-in boat slip, 2 boat lifts & a float-on double jet ski lift. With direct access to the Gulf and Atlantic through world-famous Snake Creek, the location is a dream for avid boaters and luxury seekers. Inside, soaring tray ceilings, marble tiled floors, a private elevator, and a grand staircase elevate the living experience. The open-concept layout seamlessly connects the kitchen, dining, and living areas for effortless flow. The chef's kitchen features premium appliances including a Dacor gas cooktop, a walk-in pantry w/custom shelving, a prep island, and an expansive bar-height island for gathering. A private, elevated two-story guest wing includes a spacious bedroom & bath, as well as a billiard/game room w/full bath. The third-floor owner's suite offers a sanctuary, highlighted by dual walk-in closets, a circular soaking tub, oversized shower, and separate water closet. Finally, there is a 3 car garage for all your cars & water toys. Outdoor living is just as impressive with multiple balconies overlooking tropical landscaping & wide canal. A heated pool/spa anchors the expansive outdoor area with outdoor kitchen, covered dining & lounging areas, a fire pit, hammock, sandy yard, palms, plume grass & lemon trees. This estate is a rare offering that perfectly blends refined style, tropical comfort, and unparalleled boating access, the very essence of luxury Keys living.

118 Villa Bella Dr, Islamorada

134 Bayview Isle Dr, Islamorada
$2,400,000
4 Beds ⋅ 4 Baths ⋅ 610816 MLS
Location, Location, Location! Spacious Venetian Shores home is located on the only flow-through canal in prestigious Venetian Shores known for its superior boating access and moments to the Open Bay and Atlantic Ocean via Snake Creek Drawbridge. Ready for all your water toys with 60' of concrete dockage and a 15,000# boat lift and plenty of storage at the downstairs level. Gaze at the bayside sunsets and stars from your Roof Top Deck that offers panoramic Open Water Views . This home is modern and spacious and offers 4 bedrooms and 3.5 baths with so much open liviing area. It has an updated kitchen, stainless appliances and a large screen porch to enjoy lovely views down the clear blue canal. This home also has a larger 4x5 elevator that stops at every floor. Don't miss this lovely home in this truly special location.

134 Bayview Isle Dr, Islamorada

156 San Remo Dr, Islamorada
$6,220,000
4 Beds ⋅ 3 Baths ⋅ 607732 MLS
Absolutely stunning waterfront property! Nestled on a rare point lot along Snake Creek in the premier area of Venetian Shores, this gated estate offers unparalleled boating opportunities with water on two sides & easy access to the Atlantic Ocean via Snake Creek Bridge or venture to Florida Bay to experience the Keys National Marine Sanctuary. Boasting an expansive 155 ft along the canal w/125 ft directly on Snake Creek, this cul-de-sac location is a paradise for boating & sunset enthusiasts. Immerse yourself in breathtaking sunsets over Snake Creek's vast waterway, whether relaxing on your private elevated balcony or lounging in the waterside pool. This gated two-story all-concrete home features four bedrooms and three baths w/a spacious open floor plan to take advantage of the water views in every direction. Living room, dining area & gourmet kitchen w/island seating all have front row seats to Creek views along with the Primary Suite. Additionally there are 2 guest bedrooms on the main level plus a breakfast nook & bar. Entertainment abounds with an elevator leading to the ground-level theater room, complete w/wet bar & ample seating for game days. A guest bedroom, laundry/craft room plus a two-car garage enhance the convenience of the ground level enclosure. Outside, the in-ground pool, artificial grass, keystone patios, fire pit, seating/dining areas & covered BBQ grill create an inviting oasis among native palms. Additionally, a rare private cut-in boat slip w/15,000# lift on a 100 ft wide canal provides protected dockage while easily accommodating multiple boats/yachts...truly a boater's dream come true. Located in Venetian Shores on Plantation Key within the Village of Islamorada, this Keys Estate offers the best of both worlds—deep water protected dockage w/unobstructed open water views. Experience the passing parade of manatees, dolphins, yachts, deep sea fishing boats, kayaks & jet skis while relishing the unique beauty of this one-of-kind Estate.

156 San Remo Dr, Islamorada

126 Villa Bella Dr, Islamorada
$2,900,000
4 Beds ⋅ 3 Baths ⋅ 609276 MLS
Oh my!! This Venetian Shores home has the perfect location for the fun loving family. It is located 1 lot in from Snake Creek and faces east to take advantage of the prevailing breezes. With 4 bedrooms, 3 baths and an open floor plan it's perfect for living your best Keys life. The ground level has a 2 car garage/carport, workshop, pool and hot tub and spectacular dockside tiki! The 100 ft. concrete dock will accommodate your boats and water toys with ease. The living level has 3 bedrooms and 2 baths and an interior staircase leads to the primary bedroom and bath. The large second floor screened lanai has accordion shutters to protect your furniture from the elements and a separate set of stairs leads down to the dock from the second floor. Make this your home in the Florida Keys!

126 Villa Bella Dr, Islamorada

109 Milano Dr, Islamorada
$2,000,000
3 Beds ⋅ 3 Baths ⋅ 616154 MLS
Welcome to 109 Milano Drive — a solid concrete waterfront retreat located in the prestigious Venetian Shores community of Islamorada. This CBS home offers 2 bedrooms, 2 bathrooms, and 1,368 sq ft of elevated living space on a 7,000 sq ft lot, just seconds from open water via Snake Creek, with direct boating access to both the Atlantic Ocean and Florida Bay. Boaters will love the brand-new 70 ft concrete seawall and dock, ideal for secure dockage and quick offshore or backcountry access. The home features a concrete roof, covered carport parking, and a spacious 900 sq ft enclosed lower level perfect for storage or recreation, — complete with a permitted full bathroom for added functionality. The backyard offers ample room for a pool, spa, tiki hut, or more, allowing you to create your own island oasis. Living in Venetian Shores means being part of one of the most sought-after waterfront neighborhoods in the Upper Keys — known for its wide, deep canals, quick ocean and bay access, and strong sense of community. Located at Mile Marker 86, you're close to restaurants, shopping, marinas, and all that Islamorada has to offer. Whether you're looking for a full-time home, weekend getaway, or an investment in Florida Keys waterfront living, this is the one you've been waiting for.

109 Milano Dr, Islamorada

116 Gulfside Dr, Islamorada
$3,600,000
3 Beds ⋅ 2 Baths ⋅ 611898 MLS
Welcome to your dream retreat on the bay in Venetian Shores - the Upper Keys' favorite boating neighborhood! Boaters of all kinds will love the immediate bay access and lightning-quick ocean access via Snake Creek. With breathtaking views of the Florida Bay, and a sparkling pool, it's the perfect place for relaxing and soaking in the sunshine. This stunning three-bedroom, two-bath beach has undergone a massive and stylish recent remodel. You'll love the timeless, modern coastal touches including the stunning new flooring! Vaulted ceilings and huge impact windows let the sunshine in. The home's open-concept design showcases panoramic bay views from almost every room. Each bedroom offers comfort and tranquility, with the master suite enjoying its own serene water views. Nestled on a dead-end street with only 12 homes, you'll enjoy privacy galore. Keep a boat on the floating dock behind the house or in your boat slip just steps away, providing easy access to the crystal-clear waters of the Florida Keys. Whether you're looking for a peaceful escape or an active waterfront lifestyle, this property has it all—privacy, luxury, and unparalleled access to the best of Islamorada. Don't miss this rare opportunity to own a piece of paradise! Metal roof, impact windows and doors & artificial turf make maintenance a breeze. Electric fence. Boats to 40' and lifts allowed!

116 Gulfside Dr, Islamorada

101 Villa Bella Dr, Islamorada
$2,350,000
2 Beds ⋅ 2 Baths ⋅ 617336 MLS
Welcome to your Venetian Shores sanctuary—where coastal elegance meets effortless living. This beautifully updated residence invites you in with an open, sunlit floor plan, its living spaces wrapped in impact-rated windows and doors that frame serene tropical views. An updated kitchen features new stainless-steel appliances, including refrigerator, range, and dishwasher, complemented by a generous pantry outfitted with five large pull-out drawers. Upstairs, two spacious bedrooms and two baths offer comfort and privacy, while the lower level provides two garages and a versatile bonus room perfect for storage, hobbies, or additional guest space. Step outside to your private paradise: a heated pool with an expansive lanai cooled by ceiling fans, plumbed and ready for a sink and icemaker—an ideal backdrop for relaxed island gatherings. Boaters will appreciate 70 feet of dockage complete with a 7,000-lb boat lift, granting immediate access via Snake Creek to both Florida Bay and the Atlantic Ocean. An oversized corner lot, fenced driveway, and lush landscaping provide a sense of seclusion while enhancing the home's coastal charm. Whether you're setting off for a day of fishing, diving, sandbar adventures or cruising to your favorite waterfront restaurant, this exceptional Venetian Shores home offers the perfect blend of luxury, comfort, and the sought-after island lifestyle.

101 Villa Bella Dr, Islamorada

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