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$3,795,000
4 Beds ⋅ 3 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code
Tucked away near the end of a quiet cul-de-sac on an oversized, private waterfront lot in Siesta Isles with 109 feet of frontage on Siesta Key's Grand Canal, this exceptional 4,161-square-foot residence offers a rare combination of privacy, expansive living spaces, extensive upgrades, and breathtaking water views. Positioned at the canal's coveted "Big Bend," the home enjoys panoramic open-water vistas enhanced by neighboring county-owned green space, creating a lush natural backdrop and a remarkable sense of seclusion. Designed for both grand entertaining and everyday comfort, the light-filled floor plan features four bedrooms+bonus room, three full baths, multiple living areas, and rich wood flooring throughout.  At the heart of the home is a gourmet chef's kitchen appointed with premium appliances, seamlessly connecting to an expansive great room where floor-to-ceiling glass frames stunning waterfront views.  A separate entertaining bar features illuminated cabinetry, a wine refrigerator, sink, second Bosch dishwasher, and pass-through window to the lanai, making indoor-outdoor hosting effortless.  The great room easily accommodates a dining table for ten while offering multiple gathering spaces to relax and enjoy the ever-changing waterfront scenery. The spacious primary suite serves as a private retreat, featuring a newly replaced waterfront deck and captivating water views from nearly every angle. Extensively upgraded with an emphasis on durability and peace of mind, the home features impact-rated windows and doors, recently replaced metal and flat roofs, two elevated HVAC systems, an elevated whole-house generator, mini-split air conditioning in the garage, two water heaters, extensive electrical upgrades, and all cast-iron sewer lines replaced with PVC.  Outside, the resort-style living experience continues with expansive travertine patios, a heated saltwater pool and spa, multiple covered and open-air seating areas, and exceptional boating amenities including a new dock, 10,000-pound boat lift, and additional double jet ski/kayak lift. Professionally designed landscaping and architectural lighting enhance the home's tropical setting, creating a beautiful ambiance both day and night. With quick access to Roberts Bay and the Intracoastal Waterway, this property is perfectly suited for boating enthusiasts. Located just one mile from world-famous Siesta Key Beach and minutes from Sarasota's renowned dining, shopping, and cultural attractions, this extraordinary waterfront retreat offers the perfect blend of luxury, comfort, boating lifestyle, and privacy. This is truly A HOME FOR JOYFUL GATHERINGS!

813 Idlewild Way, Sarasota
$4,995,000
6 Beds ⋅ 5 Baths ⋅ Sarasota By The Sea SubDv. ⋅ 34242 Zip Code
Repriced to the market - reduced $250,000! An exceptional opportunity to own two stunning residences in one offering, near the powdery white sands of world-renowned Crescent Beach. Beach House Residences #301 and the Penthouse together create a rare, turnkey coastal retreat where modern elegance and relaxed island living exist in harmony. Offered fully furnished and move-in ready, this one-of-a-kind, two-level residence presents exceptional flexibility to embrace the ultimate Siesta Key lifestyle. Suited as a full-time or seasonal residence, a multi-generational family retreat, or a flexible ownership opportunity with the ability to enjoy or utilize one floor while renting another, short or long-term. Spanning the top two floors, this unique offering includes six generously sized bedrooms and five full baths (a four-bedroom, three-bath residence plus a two-bedroom, two-bath penthouse), thoughtfully designed to accommodate family and guests with ease. Expansive open floor plans welcome you with immediate Gulf views, while floor-to-ceiling glass and spacious balconies offer coastal breezes and blazing sunsets. Chef’s kitchens on each level are beautifully appointed to host unforgettable gatherings or intimate dinners, blending function with refined coastal style. Each residence enjoys its own private, secured entry, access to a state-of-the-art elevator, full kitchens, laundry rooms, luxury countertops, soft-close wood cabinetry, upscale lighting and designer fixtures. Additional highlights include spa-inspired baths, plush furnishings, 10-foot ceilings, spacious closets, a secure lobby, a private two-car garage and a hot tub on the penthouse-level balcony. Chic contemporary architecture enhances the building’s coastal presence, while sweeping Gulf and sunset views create a sense of escape. A private pet run oasis adds a thoughtful touch for four-legged companions. Outdoor living is equally inviting and as a member of the community association, residents enjoy access to the pool and private beach entry, offering a seamless connection to the Gulf. Ideally within a half block of Siesta Key’s vibrant South Village, you are moments from beloved restaurants, cafés, tiki bars, boutiques, rentals and everyday conveniences. Complimentary trolley service provides easy access to Siesta Village, evoking the charm of a relaxed island-style experience, while quick access to the Stickney Point Bridge allows effortless travel on and off the island. With its prime beach-block location, thoughtful design and rare dual-residence configuration, this is a coastal offering that feels timeless and irreplaceable, an opportunity to create lasting memories on one of Florida’s celebrated shorelines.

1140 Seaside Drive Unit 301 & Penthouse, Siesta Key
$4,490,000
3 Beds ⋅ 5 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code
Experience elevated coastal living in this award-winning “Marlin Model” by Nutter Custom Construction, perfectly positioned on Siesta Key’s coveted Grand Canal. Completed in 2023 and showcased as the builder’s signature home, this completely custom Yacht-Modern residence blends refined elegance, contemporary design, and exceptional waterfront functionality. With 4,294 sq. ft. under air and 6,405 total sq. ft., this home offers 3 ensuite bedrooms (please note gym can be converted into 4th bedroom), 3 full baths, 2 half baths—including a dedicated pool bath—plus multiple flexible indoor and outdoor living spaces ideal for relaxed luxury and entertaining. Floor-to-ceiling glass doors reveal sweeping water views and seamless indoor-outdoor flow. Elevated construction and smart-home technology offer modern security and peace of mind. No water intrusion or damage during recent hurricanes. The chef’s kitchen is a standout, featuring a 10-ft waterfall island, European white dolomite counters, hidden walk-in pantry, Wolf appliances, built-in coffee system, under-cabinet toe lighting, and formal dining with wine cooler and ice maker. The primary suite is a private retreat with dual walk-in closets, hidden entry doors, freestanding soaking tub, oversized designer shower and steam room, and private outdoor shower garden. Outside, enjoy resort-style living with a multi-level pool and raised spa with infinity spillover, expansive lounging deck, covered living and dining with motorized screens, full outdoor kitchen, turf backyard with putting green, and multiple terraces. For boating enthusiasts, the property offers 104 ft of waterfront, a new concrete seawall, 104 ft of composite dock, two Golden Gear boat lifts with remotes (20,000lb & 5,000lb), water and shore power. Hop on your boat and be in the Gulf in less than 15 minutes. This property has received prestigious recognition, earning Best Custom Home, Best Kitchen, and Best Staircase in the Parade of Homes awards — reflecting exceptional craftsmanship and design distinction. The oversized 2.5-car garage provides excellent storage and functionality, offering space for a golf cart or the option to create a golf simulator setup. Located in Siesta Isles with a voluntary HOA, less than one mile to Siesta Key Beach and moments to Siesta Village by golf cart or bike. Click on the Virtual Tour Link to get a behind the scenes look! ** Furniture negotiable

5362 Shadow Lawn Drive, Sarasota
$2,200,000
4 Beds ⋅ 4 Baths ⋅ Ocean View SubDv. ⋅ 34242 Zip Code
Exceptional waterfront living can be yours at this durable, block construction three-story single-family home set alongside the picturesque Heron Lagoon on Siesta Key. This home is completely move in ready after an extensive, luxury renovation. An attractive, paver drive flanked with lush landscaping offers ample parking while the four-car tandem garage is outfitted for the car enthusiast with a small non-conforming space and access to the backyard pool and spa. The first floor over parking features two en-suite bedrooms with large closets and the smart placement of the laundry closet. Stretching across the entire width of the home with a private office and relaxing, private terrace is the primary en-suite. The perfect place to rest, recharge and pamper with stunning views and a unique primary bath featuring dual vanities, soaking tub, walk-in shower and state of the art design. Ascend to the top floor by stairs or elevator to find an additional bedroom and full bath as well as the open concept living space offering three sets of hurricane rated French doors, allowing loads of natural light and panoramic views of the lagoon. The chef-inspired kitchen is equipped with a Viking stove & Frigidaire refrigerator (2021), custom cabinetry, glimmering quartz counters with an ocean inspired backsplash, and an additional built-in area for your private collection of spirits or prized glass ware. The gas fireplace in the dining area provides warmth and intimacy as you host your family and friends to enjoy your creative cuisine and offer a nightcap on the third-floor terrace overlooking the backyard designed for entertainment. A spiral staircase is your invitation to soak up the warm Florida sunshine in the refreshing pool (new mechanics 2024), challenge your guests to a putting contest on the integrated putting green, float peacefully alongside the mangroves from the kayak or paddleboard launch (new 2022) or drop a fishing line in the lagoon for the fresh catch of the day. On mild evenings, star gaze from the cozy hot tub (new 2024) or share stories of your Siesta Key adventures around the gas fire pit. Take a short stroll and find yourself at Turtle Beach Park, where beach access, grills, pavilions, a playground and much more can be your destination for hosting a gathering or a quiet day on the beach to yourself. With western views and exquisite attention to detail, this exceptional Siesta Key family retreat offers a rare opportunity to own a piece of paradise. A list of additional upgrades and details of renovation dates available upon request

8258 Midnight Pass Road, Sarasota
$4,325,000
5 Beds ⋅ 6 Baths ⋅ Gulfmead Estates SubDv. ⋅ 34242 Zip Code
One or more photo(s) has been virtually staged. *Located on the north end of Siesta Key, this custom-built luxury waterfront home sits on a very private lot, surrounded by lush tropical landscaping and mature coconut palms. Perfectly positioned on a coastal playground just off Big Pass, it offers deep-water access, boating convenience, and serene natural beauty. The flexible layout includes 5 en-suite bedrooms, an elevator to all three levels, and a spacious main-level suite ideal for guests or multigenerational living. An engineer-approved option to remove a non-load-bearing wall allows for easy creation of a great room concept—a virtual rendering is included in the photo gallery to illustrate the potential. The chef’s kitchen features GE Monogram and Fisher & Paykel appliances, a butler’s pantry, beverage station, and pocketing glass doors opening to a full summer kitchen, PebbleTec saltwater pool and spa, and lush outdoor spaces. Hurricane-rated windows and doors, elevated construction, and a full-home generator protected the interior during recent storms—no water intrusion or damage occurred, with water reaching only the garage level. Extras include a 13,000 lb. lift, composite dock, 3-car garage with EV charger, whole-house water filtration, security system, and ample storage. A rare opportunity to own a private, resilient, and reimagined Siesta Key waterfront retreat.

3465 Gulfmead Drive, Sarasota
$8,100,000
4 Beds ⋅ 7 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code
Nestled within the coveted north end of Siesta Key, this extraordinary residence boasts a blend of modern & contemporary elegance. Situated on an expansive lot spanning approximately 0.45 acres along the scenic Roberts Point Rd, the home welcomes you through private gates into your own secluded sanctuary. Possessing a spacious driveway with garages accommodating up to 7 vehicles (5-car garage with 2 car lifts), the magnificence of this home is evident from the moment you arrive. Embellished with lavish landscaping & showcasing a grand entrance featuring a striking 6-foot by 12-foot pivotal door, this home sets a tone of unparalleled luxury. Step inside to discover a blend of state-of-the-art technology and top-of-the-line kitchen appliances catering to the discerning chef & family alike. Enjoy breathtaking views of Nettie Bayou, providing access to exceptional boating waters and direct routes to Sarasota Bay and the Gulf of Mexico. Conveniently located near renowned beaches such as Siesta Key Beach, Lido Beach & the Venice jetty - this luxurious residence ensures easy access to waterfront bliss. Designed by DSDG (Mark Sultana) Architects, the open-concept layout on the main floor seamlessly integrates the kitchen, dining area, family room, movie room, butler's pantry, additional pantry with a refrigerator, office, & half bath. Expansive sliders extend the living space to an outdoor oasis featuring a kitchen, fire pit, & dining area with electric roll-down screened enclosures & a pool bath for ultimate comfort. The stunning pool/spa area, enhanced with fire bowls offering a perfect retreat for relaxation & entertainment. Ascending to the mid-level you will discover a private guest room with an en suite & a private office/yoga room. Continue to the upper floor, where the sprawling primary suite awaits, featuring his & her spacious walk-in closets, a coffee bar, and a luxurious master bathroom with a water room. Spectacular water views & a large private balcony enhance the allure of the primary suite, while the second & third bedrooms on this level offer equally stunning views, spacious accommodations, en suite and privacy. Convenience is key with a laundry room located on the upper floor, equipped with all the amenities for storage & washing. An additional bonus area/gym on the garage level offers panoramic views of the car lifts and vehicles, enclosed with glass & featuring a half bath & mini split a/c unit. The home is equipped with an elevator & a 60k Generac generator with a 1,000 gallon propane tank to run the entire home down to landscape lightning through any power outage with ease & comfort. The home is adorned with exquisite lighting fixtures throughout, with a beautifully designed wine area greeting you upon entry. Additional enclosures ensure privacy & security for the side & backyard areas. A 16,000lb boat lift with a dock adds to the beauty, inviting you to bring your boat & explore the waters at your leisure. Enjoy leisurely walks through the serene neighborhood, with minimal traffic and panoramic water views. Shell Beach, just a short distance across Higel Ave, offers a peaceful escape with its pristine pure white sand & lovely sunsets. Experience the charm of the village with its exceptional restaurants, shops, & the renowned Siesta Key Beach, easily accessible by golf cart, bicycle, or car. We eagerly await the opportunity to introduce you to this extraordinary home & help you make it your own. Turnkey is an option! Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

3960 Roberts Point Road, Sarasota
$2,075,000
3 Beds ⋅ 3 Baths ⋅ Sara Sands SubDv. ⋅ 34242 Zip Code
Listing photos are virtually staged, Welcome to your spacious Siesta Key canal front home in the highly sought-after Sara Sands neighborhood. From the moment you enter this professionally remodeled mid-century modern beach retreat, you will enjoy sweeping water views of the salt water pool at the top of a T canal. Two large clerestory windows, a wall of sliders, 12 ft cathedral ceilings and 3 skylights fill this home with an abundance of light. A much desired split floor plan includes 3 large bedrooms and 3 full bathrooms, 2 of which are en-suite. The master suite and adjoining sitting room/ office open with sliders to the newer salt water pool and expansive deck. The low maintenance yard leaves plenty of time for swimming, grilling, fishing and boating, with a dock and only one fixed 15 ft high bridge to the Bay and Intracoastal Waterway, direct to the Gulf of Mexico. Hurricane protection throughout. Recent updates which include among others, a newer sea wall with an extra wide cap, air conditioner, kitchen appliances, pergola, front porch, 2 car garage, and extra-wide circular driveway, make this home move-in ready. Nestled on a quiet dead end street, yet only a short walk to the North Village of Siesta Key, #1 quartz sand beach in the USA, bars, restaurants and shops….your serene tropical paradise awaits!

5046 Windward Avenue, Sarasota
$1,900,000
6 Beds ⋅ 7 Baths ⋅ Sanderling Club SubDv. ⋅ 34242 Zip Code
This cherished family home has been well-adored for the past two decades, and now presents a golden opportunity rarely available in the prestigious Sanderling Club, the only guard-gated neighborhood community located on the famous island of Siesta Key. This remarkable gulf-front community is unparalleled, boasting a harmonious blend of unique architecture, meandering roads, and an idyllic Old Florida ambiance. Residents have the privilege of deeded gulf access and usage of the community’s waterfront patio and grilling area, tennis, pickleball, and volleyball courts, as well as their own exclusive beach clubhouse, masterfully crafted by the renowned architect, Paul Rudolph. Members of the Sanderling Club also have the opportunity to rent one of the historic beach cabanas or a slip for their boat, at the private bayfront marina granting access to Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico. Step into your own personal getaway in this 5-bedroom, 5-and-a-half-bathroom, 5-car garage, 5,600 sqft residence offering ample space for your family and friends. Accommodate guests comfortably in the separate 1-bedroom, 1-bathroom, 875 sqft guest house located above the 3-car garage. Solar panels hidden on the rear portion of the metal roof power both the electricity and water heaters in both homes. Inside the main house, discover a spacious primary suite on the upper level, complete with a private balcony, large walk-in closet, and luxurious primary bathroom. Additionally offered are three guest bedrooms, and a secluded mother-in-law suite tucked away in its own private wing of the house all on the first floor. The expansive chef’s kitchen is a culinary dream, equipped with a full-size Subzero industrial fridge and freezer, Subzero beverage cooler drawers and beverage fridge, Wolf 6-burner range and double oven, two dishwashers, and a walk-in pantry. Natural light gracefully fills the home, shining in through the tall vertical windows that extend to the soaring angled ceilings. Open the high-impact German accordion doors in the sunroom and revel in the glorious indoor-outdoor experience that Florida living is all about. Create lasting family memories, whether it’s teaching the kids to cast a fishing line or launching a kayak off the backyard dock into the blue Heron Lagoon, playing fetch with the dog in the fenced in backyard, or simply unwinding with loved ones in the heated saltwater pool and spa. The opportunities are endless, and the enjoyment is eternal. The home being sold “As-Is”, offering a wonderful opportunity to make it your own and embrace the lifestyle you’ve always dreamed of.

7309 Pine Needle Road, Sarasota