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$1,250,000
3 Beds ⋅ 3 Baths ⋅ A4679427 MLS
New Roof and New AC!! Nestled on a quiet cul-de-sac in Sarasota, this stunning three-bedroom, three-bath waterfront home offers the perfect blend of tranquility and lifestyle. Enjoy your own private pool with sweeping views over the water, plus direct Intracoastal Waterway access via Philippi Creek. Deep water and a nine-foot bridge clearance make it easy for most 30-foot center console boats to come and go. Just across the creek lies a protected Sarasota watercourse barrier and wildlife refuge, preserving breathtaking, unobstructed views. Recent updates include a brand-new roof, a freshly painted exterior, and the timeless charm of a paver-brick driveway. It also features a 1.5 car garage, perfect for parking a full-size vehicle and a golf cart, bikes, or beach gear. While the interior would benefit from cosmetic updates, the bones and location of this property are truly unbeatable. From your private waterfront retreat, every day feels like a vacation. Best of all, you’re just a five-minute drive from world-famous Siesta Key Beach. Call the listing agent today to schedule your private showing!

5424 America Drive, South Sarasota
$450,000
2 Beds ⋅ 2 Baths ⋅ A4676140 MLS ⋅ 1921 BLDG.
Price Adjustment! An exceptional value for the view, location, and lifestyle—this sixth-floor, two-bedroom, two-bath residence is a rare opportunity that should not be overlooked. From the moment you enter, expansive water views command your attention, setting the tone for this open and inviting floor plan where water surrounds you in every direction. The spacious, light-filled kitchen offers abundant storage and serves as a natural gathering place for guests. Just beyond, you’ll find a convenient laundry closet, a full guest bath, and a generously sized second bedroom—ideal for visitors or a home office. The main living area easily accommodates both comfortable seating and a formal dining arrangement, flowing seamlessly into the great room and out to the oversized screened balcony. This elevated vantage point is perfect for relaxing, entertaining, and taking in sweeping waterfront views that are increasingly hard to find at this price point. The owner’s suite is thoughtfully positioned for privacy and features direct access to the lanai, allowing you to wake up to tranquil water views each morning. Two walk-in closets and a spacious en-suite bath with both a soaking tub and separate shower complete this retreat. This unit has a deeded parking space under cover in the garage. There is also a storage unit assigned to this unit for seasonal accents. Set within a beautifully maintained 10-acre waterfront community, residents enjoy resort-style amenities including a heated pool and spa, fitness center, clubhouse, and an expansive promenade along the water—ideal for sunset strolls. There is a Kayak launch access and private storage racks offer direct connection to Phillippi Creek for boating and nature lovers. The location further elevates the value: minutes from The Landings Shopping Center, Southside Village, downtown Sarasota, UTC Mall, and the white-sand beaches that define Florida’s Gulf Coast. When combined with the views, amenities, and low-maintenance lifestyle, this residence represents an outstanding opportunity—offering coastal living at a price that is increasingly rare for this setting.

1921 Monte Carlo Drive Unit 603, South Sarasota
$1,775,000
3 Beds ⋅ 2 Baths ⋅ A4674886 MLS
Built in 2016, this exquisite home is perfectly positioned at the end of a highly coveted canal in Aqualane Estates, offering unparalleled privacy and breathtaking water views. Designed with both elegance and resilience in mind, the property remained completely unscathed during Hurricanes Helene and Milton (12.5 feet above sea level as well as impact windows/slider), providing peace of mind for future homeowners. This exceptional 3-bedroom, 2-bathroom residence boasts soaring 10-foot ceilings, luxurious marble finishes, and a versatile bonus room—ideal as an office, playroom, or creative space. At the heart of the home, the open-concept living area seamlessly blends indoor and outdoor living, making it perfect for entertaining or unwinding in style. Step outside to your private waterfront oasis, where a stunning pool and hot tub (added in 2021) set the stage for unforgettable sunsets over the canal. Boating enthusiasts will appreciate the convenience of direct backyard access to Sarasota Bay, allowing for effortless days on the water. Beyond the home’s serene waterfront setting, you’re just one mile from pristine powdery sand beaches and mere minutes from Siesta Key Village, as well as everyday essentials like Publix, Costco, and more. Whether you’re seeking a full-time residence or a luxurious retreat, this Aqualane Estates gem offers the best of Florida living. Home can be purchased Fully Furnished and ready to be moved into!

6136 Hollywood Boulevard, South Sarasota
$26,400,000
4 Beds ⋅ 6 Baths ⋅ A4673508 MLS
Welcome to Villa Meraviglia - A Home Beyond Imagination. An extraordinary Neo-Classical Italian Renaissance Estate set on 1.22 bayfront acres in Sarasota’s exclusive Oyster Bay Estates. Featuring 146 feet of pristine, direct frontage along the sparkling waters of Little Sarasota Bay, where sweeping panoramic views unfold, this walled and gated estate feels like a grand villa on the shores of Lake Como. A bold metallic gate, crowned with a striking Medusa head, sets the tone for the arrival experience, while two additional gold leafed gates - each equipped with electromagnetic openers - provide secure access, including a private entry to the neighboring yacht club. Encompassing more than 800 feet, the custom perimeter wall is more than a boundary: it’s a commanding architectural statement of luxury and artistry. Completely reimagined and expanded under the guidance of a classically trained Italian architect, the residence blends timeless European artistry with modern luxury. Inspired by Italy’s Villa del Balbianello and the iconic Casa Casuarina, the home showcases exquisite craftsmanship showcasing Venetian plaster walls, custom millwork gilded in 23-carat gold, hand-painted frescos, and pecky cypress ceilings. Spanning nearly 10,700 square feet of refined interiors, and over 4,000 square feet of air-conditioned space tailored for creativity and leisure, the home includes gracious entertaining areas, four ensuite bedrooms, four full and two half baths, and dual Clive Christian inspired kitchens designed for both family living and large-scale entertaining. Marvel at frescoed ceilings, stone-inlaid courtyards, and tranquil terraces that redefine elegance. Outside, lovely layered terraces and lush gardens frame peaceful, unobstructed bay views. A private dock with boat and jet-ski lifts anchors the waterfront lifestyle, while a resort style pool clad in shimmering mosaic tile, an octagonal pavilion, and a beautifully crafted summer kitchen elevate the outdoor experience to true luxury resort living. The sunken poolside kitchen is a beloved family gathering space ideal for relaxed al fresco dining. A large propane grill rises smoothly from its concealed appliance lift, while 100 year old Chicago reclaimed brick flooring, herringbone-pattern ceiling, and a beautiful maple wood dining set, create a warm, inviting ambiance. Thoughtfully curated seating areas capture breathtaking views in every direction, perfectly paired with spectacular year-round sunsets. Dive into luxury with the pool decking that elevates the iconic design of the Versace Property. Large, smooth marble stones imported directly from Italy weave a tapestry of geometric patterns that echo classic mythology. These intricate mosaics, true to Versace's legendary style, envelop the pool and its surroundings with a bold, artistic flair. A delicate Medusa mosaic graces the walkway, seamlessly connecting the pool area to the dock. Every element, from the imported Italian roof tiles to hand cast balustrades and hand painted frescos to the bespoke lighting and hardware reflects a deep commitment to authenticity, artistry, and permanence. Perfectly private yet ideally located near The Field Club and just minutes from Sarasota’s cultural scene, fine dining, and Gulf beaches, Villa Meraviglia stands as a rare masterpiece of design and craftsmanship. A world apart—where Old World elegance meets idyllic coastal living and every detail is a Living Gallery of beauty and craft.

1310 S Lake Shore Drive, South Sarasota
$899,000
A4672615 MLS
One of the Very Last Phillippi Creek Waterfront Estate Size Lots Left w/100 Feet of Waterfrontage close to Downtown Sarasota just East of the Trail. Easy access to the Intercoastal Waterway. Build your Custom Dream Home on this Gorgeous .86 Acre Quiet and Peaceful Lot that includes a New (2022) 30FT Boat Dock w/Lift Pilings in Place, Private Non-Deed Restricted Zoning, Features Include: Private Easement Access Road, Wooded Setting w/Live Oak Trees, Banyan Tree, Giant Bamboo, Old Florida Style Oasis Drainage Pond, Completed Soils Engineering Report, Serviced by Public Water and Sewer Utilities at Street, Peaceful Creek Frontage Setting, RSF-1 Zoning, Sarasota County Jurisdiction, Lot Size 100 X 351. Survey Complete w/Topo, Elevations and Trees Located. All the Trees have been Arborist Trimmed. Seller has a Full Set of British West Indies Style Building Plans w/Infinity Pool Available for Separate Purchase. Property is Ready to Go!

4407 S Shade Avenue, South Sarasota
$1,675,000
A4671072 MLS
Discover the perfect blend of coastal charm and everyday convenience with this beautiful canal-front lot in Aqualane Estates, right in the heart of Sarasota. Set on over a quarter-acre of land, this property offers an incredible opportunity to move in, renovate, or build your dream waterfront home. You can relax knowing the home had no damage from Hurricanes Helene or Milton, and boating is a breeze with your own private boat lift and direct access to the canal, leading you to Sarasota Bay and the Gulf. The location truly can’t be beat. You’re just minutes from Siesta Key Village and its world-famous beaches, plus Gulf Gate shops, Publix, Costco, great restaurants, and more. It’s the perfect mix of peaceful waterfront living and easy access to everything Sarasota has to offer. Whether you’re dreaming of a relaxed getaway, a family home by the water, an investment property or a custom new build, this parcel gives you endless possibilities

1649 Stanford Lane, South Sarasota
$1,675,000
3 Beds ⋅ 2 Baths ⋅ A4671051 MLS
Enjoy Sarasota’s waterfront lifestyle in this beautiful 3-bedroom, 2-bath canal-front home located in the sought after Aqualane Estates. Sitting on over a quarter-acre, this 1,995 sq. ft. property features an open floor plan with plenty of natural light and easy flow from the living areas to the outdoors. Step outside to your private pool and spacious patio overlooking the peaceful canal, perfect for relaxing, entertaining, or watching the sunset. Boaters will love the private dock and lift leading right out to the Bay with no bridge Gulf access as well. The thoughtfully designed layout blends indoor and outdoor living, making the most of the Florida lifestyle. Whether you’re looking for a full-time residence, winter getaway, or investment property, this home offers comfort, convenience, and charm in one package. Located just minutes from Siesta Key Village, award-winning beaches, shopping, and dining, this canal-front retreat has it all

1649 Stanford Lane, South Sarasota
$169,000
A4666613 MLS ⋅ Phillippi Harbor Club BLDG.
Welcome to the exciting waterfront lifestyle at Phillippi Harbor Club in Sarasota! This rarely available 1st Level T-top height rack measures 28Lx9.5Wx17.3H. Fits Boats Up To: 28’ L x 8.5’ W x 15.3’ H, the tallest 28ft rack in the facility. Imagine the convenience of having your boat ready to go whenever you are, thanks to the friendly and efficient staff. Hurricane-protected building ensures that your boat stays safe and secure, while you enjoy peace of mind. With reasonable monthly fees, you can enjoy all the perks of the PHC without breaking the bank. But that's not all! Phillippi Harbor Club also offers valet services, discounted fuel, wash stations, shower room, service racks, full detailing services, and private assigned lockers. The location on protected waters with no bridges to the Intracoastal Waterway means that your boating adventures are just moments away. Nestled on the picturesque Philippi Creek, PHC offers more than just a place to keep your boat; it's a community of passionate boaters. This boat rack facility is approximately 4 minutes to the Intracoastal Waterway and about 20 minutes to the Gulf of Mexico.

1780 Phillippi Shores Drive Unit F1-44, South Sarasota
$999,000
C7509071 MLS
Welcome to 1849 Baywood Drive in Sarasota, Florida 34231 Situated on a .26-acre lot with an impressive 92-foot seawall, this cleared and ready-to-build property offers direct canal access to little Sarasota bay with no fixed bridges and just minutes from the Gulf of Mexico. The property is also walking distance to Siesta Key Beach, consistently ranked as America’s #1 beach, celebrated for its powdery white quartz sand and turquoise water. Whether you’re an avid boater, fisherman, or simply love being near the water, this property is your gateway to the quintessential Florida lifestyle. Imagine stepping out of your custom-built home and cruising through the open waters of Sarasota Bay in minutes, or exploring the turquoise waters near Midnight Pass, less than ten minutes away by boat. Living on a deep-water canal offers year-round enjoyment, from sunrise paddle boarding and kayaking to evening fishing and dolphin watching right from your own backyard. Local marine life includes snook, redfish, tarpon, mangrove snapper, and even gentle manatees that frequent these calm channels. This highly desirable area of Sarasota has county-approved residential construction, saving you time and streamlining the path to building your custom coastal retreat. Custom builders in the area are well-versed in designing elevated, contemporary, and Key West–inspired homes to complement the waterfront setting—perfect for showcasing panoramic canal views and breathtaking sunsets. Enjoy proximity to some of Sarasota’s finest amenities. Just 15 minutes to vibrant downtown Sarasota, residents can savor world-class dining, cultural attractions, and entertainment venues like The Van Wezel Performing Arts Hall, Marie Selby Botanical Gardens, and St. Armands Circle. From tranquil canal living to convenient access to Sarasota’s cultural and coastal attractions, 1849 Baywood Drive presents a rare opportunity to design your dream home and live the ultimate Gulf Coast lifestyle in one of Florida’s most prestigious waterfront neighborhoods.

1849 Baywood Drive, South Sarasota
$3,500,000
4 Beds ⋅ 3 Baths ⋅ A4643594 MLS
Substantial bayfront property with sweeping views , this rare waterfront location offers an unparalleled opportunity for builders and investors alike. Boasting an impressive 255 feet of water frontage, this 4-bedroom, 3-bath home is perfectly positioned to capture breathtaking sunsets and panoramic bay views. Whether you choose to renovate the existing residence or create a custom luxury estate to capitalize on the views, the potential is limitless. With prime water access for boating enthusiasts and an unbeatable location near the award winning Siesta Key Beach, world class dining, shopping, and cultural attractions, this is a once-in-a-lifetime chance to own a true Sarasota oasis.

1444 Ridgewood Lane, South Sarasota
$599,000
2 Beds ⋅ 2 Baths ⋅ A4643334 MLS ⋅ 1 BLDG.
Nestled in the heart of Sarasota’s coastal paradise, this stunning TURNKEY FURNISHED PENTHOUSE offers million-dollar views and an unparalleled Florida lifestyle. *LESS THAN A MILE FROM SIESTA KEY BEACH ACCESS (.7 MILES)* Located in the coveted Castel Del Mare—nicknamed “The Hidden Jewel on the Bay”—this prime waterfront condo places you just minutes from Siesta Key’s world-famous beaches, top-tier shopping, dining, and entertainment. Step inside and be captivated by breathtaking water views that greet you upon entry. This beautifully renovated fourth-floor residence has been thoughtfully updated with high-end finishes, ensuring both style and comfort. The heart of the home is the gourmet kitchen, where quartz countertops, elegant cabinetry, a modern backsplash, and stainless steel appliances create a sleek yet functional space. Enjoy casual dining at the barstool seating or gather in the dedicated dining area for a more formal setting. The primary suite serves as a tranquil retreat, complete with a walk-in closet and a spa-like ensuite bathroom featuring a seamless glass-enclosed shower. Crown molding in the bedrooms adds a refined touch to the space. Beyond the condo, Castel Del Mare offers an impressive selection of resort-style amenities, including two heated swimming pools, tennis and pickleball courts, shuffleboard, a clubhouse, a scenic gazebo, kayak access with storage, and a picturesque boardwalk encircling the complex. Best of all, this waterfront haven is situated on the Intracoastal Waterway, where you can lounge by the bayfront pool, watch boats glide by, and take in spectacular sunsets. SOLD TURNKEY FURNISHED. Experience the best of Sarasota living—schedule your private showing today!

1602 Stickney Point Road Unit 404, South Sarasota
$5,980,000
4 Beds ⋅ 7 Baths ⋅ A4637673 MLS
The Windemere II is an extraordinary luxury custom home meticulously crafted by Heritage Builders. This coastal contemporary residence with clean lines is situated on a very rare West-of-Trail lakefront estate home site. The exquisite two-level residence redefines custom home living, flawlessly blending elegance, sophistication and comfort. As you step in the grand foyer, you are greeted by an expansive, open concept living space that seamlessly integrates the living, dining and kitchen areas. The gourmet kitchen is a chef’s dream, featuring top-of-the-line appliances, custom cabinetry and vast walk-in working pantry. This stunning home boasts four bedrooms, five luxurious baths and two convenient half baths. The primary suite, located on the first level overlooks the sparkling lake and features a designer bathroom private outdoor shower. For those who love to entertain, the Windemere II does not disappoint. Enjoy movie nights in the dedicated media room or host family gatherings in the versatile bonus room. A private study provides tranquil workspace. Ascend via the elegant custom staircase or convenient elevator to the upper level, where you will find two additional en-suite bedrooms, a large bonus room with wet bar and fitness room. Enjoy leisurely moments on the balcony overlooking the serene lake. Step through the massive pocketing sliding glass doors to discover your personal lakefront oasis – a breathtaking outdoor living retreat with a custom pool and spa and a fully equipped outdoor kitchen. Gather around the fire pit, perfect for cozy evenings under the stars. The Windemere II is not just a custom residence; it is a lifestyle. Experience the epitome of high-end-living and schedule a tour today! Floor plan located in attachments.

1521 S Lake Shore Drive, South Sarasota