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$3,900,000
Sapphire Shores SubDv. ⋅ 34234 Zip Code
Exceptional Sarasota bayfront homesite in Indian Beach/Sapphire Shores. A rare opportunity to build your custom waterfront home on one of Sarasota's most desirable bayfront streets—South Shore Drive. Situated at the end of a protected peninsula in the highly sought-after Indian Beach/Sapphire Shores neighborhood, this waterfront property spans approximately 0.44 acres (19,234± square feet) and offers over 200 feet of boatable water frontage with expansive views of Sarasota Bay, easy travel to the Intracoastal Waterway, and beautiful sunset views. The property features a 4' x 43' private dock, a 15,000-pound boat lift with new electrical service, and direct access to Sarasota Bay, making it ideal for boating enthusiasts. The 200+ feet of concrete seawall was recapped in 2015. Enjoy open-water views and a prime setting for creating a custom residence that takes full advantage of the waterfront lifestyle. Several bayfront parks are within walking distance, and the neighborhood's tree-lined, bicycle-friendly streets add to its appeal. Conveniently located just minutes from the The John and Mable Ringling Museum of Art, Asolo Repertory Theatre, downtown Sarasota, and Sarasota-Bradenton International Airport. Nearby less then 10 t0 15 minutes are Siesta Beach, Lido Beach, Longboat Key Beach, and St. Armand's Circle. Simply enjoy Sarasota's renowned dining, shopping, arts, and cultural attractions. Build the waterfront estate you've always imagined and experience the very best of Sarasota's luxury coastal lifestyle in tropical paradise.

305 S Shore Drive S, Sarasota
$5,500,000
Whitakers SubDv. ⋅ 34234 Zip Code
An extraordinary opportunity to build a world-class waterfront estate on Sarasota Bay. This rare direct bayfront vacant parcel at 2043 Alameda Way spans 38,009 SQFT with an impressive 104 feet of direct bay frontage, offering panoramic open water views, breathtaking sunsets, exceptional boating water, and a private dock already in place. Set within a quiet waterfront enclave, the property offers the ideal balance of privacy and convenience while remaining moments from Downtown Sarasota’s acclaimed dining, shopping, arts, and cultural attractions. Enjoy close proximity to the new The Bay Park, the renowned The John and Mable Ringling Museum of Art, and the convenience of Sarasota-Bradenton International Airport. Custom estate plans for the parcel have been designed by renowned Choeff Levy Fischman Architecture + Design, thoughtfully envisioning an exceptional luxury residence that maximizes the property’s scale, waterfront setting, and unobstructed bay views. Both parcels 2043 & 2046 Alameda Way are available for purchase together or separately, creating a rare opportunity for a buyer to secure a singular bayfront estate or assemble two significant waterfront properties totaling 1.7 acres with 210 feet of Sarasota Bay frontage. A truly exceptional offering combining scale, location, boating access, and limitless potential along one of Sarasota’s most coveted stretches of bayfront shoreline.

2043 Alameda Avenue, Sarasota
$11,000,000
Whitakers SubDv. ⋅ 34234 Zip Code
Positioned along the sparkling waters of Sarasota Bay, this extraordinary 1.7 acres of direct bayfront property presents a rare opportunity to create one or two landmark waterfront estates within one of Sarasota’s most desirable coastal settings. Comprised of two separate parcels, 2043 & 2046 Alameda Way, the property offers remarkable flexibility for an end user, developer, or multigenerational compound vision. Boasting an impressive 210 feet of direct bay frontage, the property captures panoramic open water views, breathtaking year-round sunsets, and exceptional boating water with a private dock already in place. The expansive footprint allows for the creation of one grand estate spanning both parcels or two significant luxury residences, each with its own commanding presence on Sarasota Bay. Custom estate plans have been designed for each parcel by renowned Choeff Levy Fischman Architecture + Design, thoughtfully envisioning world-class waterfront living that complements the scale, setting, and prestige of this exceptional offering. Tucked within a quiet waterfront enclave, the location offers privacy and tranquility while remaining moments from Downtown Sarasota’s acclaimed dining, shopping, arts, and cultural scene. Enjoy close proximity to the new The Bay Park, the iconic The John and Mable Ringling Museum of Art, and the convenience of Sarasota-Bradenton International Airport. An extraordinarily rare offering defined by scale, frontage, flexibility, and location, representing the opportunity to build one or two of Sarasota’s most significant bayfront residences.

2046 Alameda Avenue, Sarasota
$7,480,000
5 Beds ⋅ 7 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code
Imagine owning one of Sarasota Bay’s most exciting waterfront properties, where panoramic views, deep water access, and resort-style living create the kind of lifestyle people dream about but rarely find. Set on an oversized 2/3-acre lot with 172 feet of direct bay frontage, this fully renovated Sapphire Shores estate was redesigned for unforgettable entertaining and vibrant coastal living. Enjoy breathtaking panoramic views stretching across Sarasota Bay from Downtown city lights to Longboat Key, a 100-foot deep water dock with dual lifts 10,000 and 15,000 lbs, brand new seawall, resort-style pool and new spa, outdoor kitchen, multiple expansive decks, and a whole-home smart system with Sonos audio, Lutron lighting, Tesla solar power walls and charging, and security integration. Inside, the home offers five ensuite bedrooms, six-and-a-half baths, a designer kitchen with custom coffee bar, finished game room, luxurious primary suite, and walls of hurricane-rated glass that bring the water into nearly every space. With a brand new standing seam metal roof, updated systems throughout, 16-foot elevation, this property delivers the rare combination of luxury, boating lifestyle, privacy, and peace of mind. Close proximity to Downtown Sarasota, SRQ airport and only 8.4 Miles to IMG Academy. Waterfront homes like this rarely become available. Inquire with listing agent for a full list of improvements. Schedule your private showing today.

350 S Shore Drive, Sarasota
$10,888,000
5 Beds ⋅ 7 Baths ⋅ Indian Beach SubDv. ⋅ 34234 Zip Code
An architectural landmark of contemporary design and sustainable luxury, this award-winning estate redefines coastal living in Sarasota’s coveted Museum Area. Honored as SRQ Magazine’s Home of the Year across multiple categories in 2023, the gated property sits on over an acre with nearly 180 feet of Sarasota Bay frontage and panoramic water views that stretch across every sightline. The generous lot leaves room to expand further, including space for a future guest house. Crowned by a powerful solar array atop its concrete roof, the home is capable of fully off-grid operation — a rare feat of engineering paired seamlessly with striking design. An oversized glass pivot entrance sets the tone, opening to a suspended staircase with solid wood treads, a private elevator, and floor-to-ceiling impact glass throughout. Water views greet you from every room, while a sweeping covered terrace blurs the line between indoor and outdoor living. The sleek chef’s kitchen transitions effortlessly from an open-concept entertaining space to an intimate private retreat. The primary suite and all four guest suites open onto a full-length veranda overlooking the bay, giving every bedroom its own front-row seat to the water. Downstairs, a spacious bonus room, abundant storage, a shaded lounge, and a four-car garage all connect to a dramatic 60-foot heated wet-edge lap pool — an entertainer’s dream and a private oasis in one. Blending European sensibility with coastal Florida architecture, this solar-powered sanctuary is where design, innovation, and nature meet in perfect harmony.

4123 Bay Shore Road, Sarasota
$7,995,000
6 Beds ⋅ 8 Baths ⋅ Indian Beach SubDv. ⋅ 34234 Zip Code
Nestled on 1.1 acres of pristine bayfront along Sarasota Bay, Etowah stands as a timeless icon of Sarasota’s rich architectural heritage, offering sweeping, wide-open bay views to the north and south, from the manicured lawn at the water’s edge all the way to the distant skyline of downtown Sarasota, with glowing sunset views that unfold nightly across the horizon. Originally built in 1925, this distinguished two-story Mediterranean Revival estate spans over 6,500 square feet and commands captivating views across the bay, all while being just 10 minutes from downtown Sarasota. Following an extensive year-long restoration, Etowah has been meticulously renewed from the inside out. Every major system of the home has been comprehensively replaced or upgraded, including all new electrical, plumbing, heating and air-conditioning systems, roofing, insulation, and drywall, ensuring modern performance while preserving historic integrity. A significant west-side addition by renowned local architect Frank Folsom Smith in 1992 introduced a gracious primary suite, a sophisticated bar area, and a grand great room—enhancements that seamlessly complement the home’s historic character. Upon entry, a vaulted ceiling sets a dramatic and welcoming tone, guiding you into the formal living room anchored by the home’s original fireplace. The adjacent dining room, surrounded by windows crafted with original glass sourced from the nearby Ringling era, creates an extraordinary setting for entertaining and comfortably accommodates gatherings of 12 or more. Designed for both elegance and performance, the chef’s kitchen is outfitted with top-of-the-line Thermador appliances, a Sub-Zero refrigerator, and every modern convenience, while the sun-filled eat-in area offers the perfect spot for morning coffee overlooking the grounds. The west wing of the home unfolds around a serene courtyard, with the great room and owner’s suite positioned on either side—creating a seamless indoor-outdoor living experience. The owner’s suite features sweeping bay views, dual walk-in closets, and a spacious spa-like bath. Upstairs, a second primary bedroom offers its own wood-burning fireplace, picturesque bay vistas, and generous closet space. 3 additional bedrooms on this level are well-proportioned and thoughtfully laid out, complemented by a sunken office or den tucked quietly at the end of the hall. The grounds are equally exceptional, highlighted by a heated, resort-style 15’ x 50’ swimming pool—perfect for both relaxation and entertaining. Completing the waterfront setting is a 4’ x 50’ dock, providing direct access to Sarasota Bay for boating, paddleboarding, and waterfront enjoyment. Completing the property is the original detached garage with an adjoining workshop, gardening space, laundry facilities, and private guest quarters—ideal for visitors or staff. A rare offering of architectural significance and modern luxury, Etowah is a one-of-a-kind estate that seamlessly bridges historic Florida elegance with contemporary living, all set against the unparalleled beauty of Sarasota Bay.

4511 Bay Shore Road, Sarasota
$22,000,000
5 Beds ⋅ 11 Baths ⋅ Indian Beach Map Of SubDv. ⋅ 34234 Zip Code
Three dwellings set on 2.4 gated acres with an impressive 240 feet of pristine waterfront, this rare Sarasota compound offers over 10,000 square feet of pure privacy, serenity, and elevated coastal living. Perfectly positioned in the heart of the city yet worlds away, this estate delivers unobstructed, panoramic views of Sarasota Bay from nearly every room. Designed for both grand entertaining and intimate living, the residence welcomes you with a double-height foyer, cascading natural light, and a sense of scale that is both dramatic and warm. Across sixteen thoughtfully curated rooms, floor-to-ceiling windows frame endless water vistas, bringing the outdoors in and creating an atmosphere of true waterfront elegance. The estate features five spacious bedrooms and nine beautifully appointed bathrooms, including a breathtaking owners’ suite, a private, calming retreat with sweeping bay views, a spa-inspired bath, and a luxe outdoor shower surrounded by lush privacy landscaping. For those who value lifestyle and amenities, this property offers it all: A private tennis court tucked away behind mature tropical landscaping A well-appointed guest house ideal for extended stays A dedicated pool house for effortless entertaining A four-car garage for collectors and hobbyists Expansive terraces and outdoor lounging areas that overlook Sarasota’s most dramatic sunsets

3315 Bay Shore Road, Sarasota
$9,500,000
8 Beds ⋅ 9 Baths ⋅ Indian Beach Map Of SubDv. ⋅ 34234 Zip Code
An Architectural Masterpiece on Sarasota Bay. Commanding one of Sarasota’s most spectacular bayfront settings, this gated estate blends cutting-edge engineering with timeless coastal living. Built on 55 deep concrete piles extending 30 feet underground, the home is constructed entirely of cast-in-place concrete and masonry, including every slab and the roof, creating a true hurricane fortress designed to endure generations. A massive 8-car garage sits beneath this elevated residence on an oversized, fenced lot, offering both privacy and security. Inside, the open-concept layout was intentionally designed with no interior bearing walls, supported only by a few discreet columns per floor—allowing future owners to reimagine the floor plan freely to suit any lifestyle. Outdoors, the property feels like a private resort. The waterfront pool area features sunken seating and a swim-up bar, perfect for entertaining or soaking in Sarasota’s sunsets over the bay. An elevator serves all levels, including the roof, where there’s potential for an extraordinary rooftop terrace with panoramic views of Sarasota Bay and the skyline. Documents are currently being finalized for a dock permit, which will enhance the property’s existing direct Sarasota Bay access and allow for private boat docking in the future. 4035 Bay Shore Road isn’t just built, it’s engineered to impress. A home where modern strength meets pure waterfront serenity.

4035 Bay Shore Road, Sarasota
$18,950,000
5 Beds ⋅ 5 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code
2026 National Gold Nugget Award of Merit Winner. SRQ Magazine 2026 Home of the Year. World-renowned as Florida’s cultural coast, Sarasota’s heritage of culture and the arts provides a distinguished backdrop for its newest architectural tour de force – Lunara. Set in Sapphire Shores, one of Sarasota’s most historic and culturally rich neighborhoods, the location is quintessentially Sarasota. This prized location, originally chosen by one of the city's foremost visionaries for his own Ca' d'Zan mansion, commands what are widely regarded as the city's best views, with sweeping panoramas of Sarasota Bay, the downtown skyline, and the landmark Ringling Bridge. Lunara transforms state-of-the-art materials from around the world through the enduring craft of local artisans. Designed by Mark Sultana of DSDG Architects and built by Michael Voigt of Voigt Brothers Construction, the residence reveals itself with dramatic geometry and floating planes. Every angle captures the shimmer of water, every surface plays with light, and every room welcomes you into a life surrounded by beauty. The heart of the home opens with dramatic presence — the 11-foot pivot entry door leads to a soaring double-height living space, where an 11-foot automated glass wall extends to an equally lofty trellised sun deck. Despite its scale, the residence feels warm and personal, thanks to a no-hallway design directive that connects each area with purposeful flow. The impressive entertainment bar, which features floating liquor display shelves and a climate-controlled wine display, stands distinct yet linked to the ultra-high-end kitchen, which includes a retractable pass-through to a concealed prep kitchen. Outside, the al-fresco kitchen and pool deck share the same floor level as the interior, creating a connected indoor-outdoor living experience that amplifies the home’s spacious elegance. A two-level swimming pool cascades from infinity edge to lap lane. The glass elevator, tallest of its kind in a Sarasota residence, glides between levels with clarity and grace. The 10-car garage is designed to be more than just storage with bay-facing sliding glass. The rooftop deck, a stage for Sarasota’s sunsets, invites leisure and entertainment in equal measure, complete with a putting green, fire pit and a flex space adaptable to yoga at dawn or cocktails at dusk. Even the practical touches are elevated – a dedicated “Christmas tree closet”, concealed floor-to-ceiling doors, and a movable wall of privacy glass that transforms the primary bath into either open vista or private retreat. Beyond prestige, the best of Sarasota is always close at hand. Within one mile you’ll find SRQ International Airport and The Ringling Museum. Downtown Sarasota, The Bay park, and Marina Jack are just five miles away, with Sarasota Memorial Hospital, St. Armands Circle and Lido Beach within six miles. IMG Sports Academy and St. Stephens School are within eight miles from your door. In Lunara, architecture becomes lifestyle, and lifestyle becomes sanctuary. This is a home that does not merely impress, it endures.

388 S Shore Drive, Sarasota
$2,390,000
Sapphire Shores SubDv. ⋅ 34234 Zip Code
Amazing opportunity to create your waterfront estate in Sapphire Shores, where history, culture, and growth meet. This 16,378 sq. ft. lot offers 87 feet of water frontage, a private dock, and direct access to Sarasota Bay. Positioned along a quiet shoreline, it overlooks an almost 900-foot-wide deep-water basin, providing both privacy and natural beauty. Sapphire Shores combines legacy estates, striking new builds, and proximity to cultural landmarks such as The Ringling Museum and Asolo Theatre.With the North Trails ongoing transformation, including new developments, zoning updates, Ringling Colleges expansion the neighborhood is emerging as a prime location for luxury residences. Whether for a custom estate or a speculative project, this is a rare chance to secure a large waterfront property in one of Sarasota's most dynamic luxury neighborhoods.

377 S Shore Drive, Sarasota
$2,390,000
3 Beds ⋅ 3 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code
Amazing opportunity to create your waterfront estate in Sapphire Shores, where history, culture, and growth meet. This 16,378 sq. ft. lot offers 87 feet of water frontage, a private dock, and direct access to Sarasota Bay. Positioned along a quiet shoreline, it overlooks an almost 900-foot-wide deep-water basin, providing both privacy and natural beauty. Sapphire Shores combines legacy estates, striking new builds, and proximity to cultural landmarks such as The Ringling Museum and Asolo Theatre. With the North Trails ongoing transformation, including new developments, zoning updates, Ringling Colleges expansion the neighborhood is emerging as a prime location for luxury residences. Whether for a custom estate or a speculative project, this is a rare chance to secure a large waterfront property in one of Sarasota's most dynamic luxury neighborhoods.

377 S Shore Drive, Sarasota
$5,500,000
Indian Beach SubDv. ⋅ 34234 Zip Code
189 feet of rare boatable water frontage. Already cleared and elevated in preparation for a large contemporary estate, this nearly 1 acre lot offers generous buildable space and valuable privacy for your future vision. This extraordinary waterfront homesite offers some of the longest views to the West across Sarasota Bay and the Intracoastal Waterway. Significant estates, tree-lined streets and waterfront parks define this area. Coastal breezes always surround you; sunsets are, as you might imagine, spectacular. Driving down Indian Beach Lane provides a grand approach and beautiful introduction to this special location. Located in Indian Beach / Sapphire Shores - home to some of the finest historical architecture in all of Sarasota! And today, much like 100 years ago, it is being rediscovered by those with vision, appreciation and means. This coastal neighborhood has been a coveted location since around the time of its “founding” residents like the Ringling family and other prominent early Sarasotans. Water birds and peacocks are regular visitors here. Positioned perfectly between Sarasota-Bradenton International Airport (SRQ) and downtown Sarasota, yet still within short proximity to Longboat Key, St. Armands Circle and Lido Key. This particular location on Sarasota Bay also provides one of the most coveted features of all – boatable water to the site. Whether it’s a luxury yacht or something a bit more modest, access and dockage will be effortless. This homesite sits amongst other significant luxury homes – elegant coastal to the North, Mediterranean to the South with vintage and contemporary to the East. A site study including surveys and analysis is available, as are plans from one of the most renowned builders in the region. Or create your own masterpiece…your canvas awaits!

603 Indian Beach Lane, Sarasota
$3,600,000
Indian Beach SubDv. ⋅ 34234 Zip Code
Exotic and extremely private bay front property on the market for the first time in 40 years. In fact, this is only the third time it’s been available in 100 years. Travel back in time to find ancient oaks and large palms, Banyans, and cedars. It’s an idyllic paradise reminding us of why people have come to these shores for millennia. Although this is direct waterfront, most of the land is not in the flood zone creating many possibilities for new structures on or near grade. What is most unique is the 444-foot lot depth. This is almost 4 times that of other bayfront parcels being redeveloped in the area. This extreme distance provides complete privacy from Bay Shore Road and with each adjacent property a multi-acre estate, the feeling of spaciousness and seclusion is complete. Leave the world behind on the long, winding shell drive through tree canopy and lush vegetation. At “the end of the road” is the original homesite on a small bluff directly on and overlooking Sarasota Bay. Your views are of Longboat and Lido Key and out New Pass to the Gulf of Mexico. Looking south you see our bustling little city of Sarasota and the John Ringling Bridge. Enjoy sea breezes in the afternoon and sunsets all year round. A parcel like this is an architects dream providing the size necessary to create what anyone might want, elevation allowing cascading terraces down to the waterfront and multiple, potential “footprints” for accessory dwellings, accessory structures and more. Bay Shore Road has become an eclectic location for the grandest homes in Sarasota. This has led to sales over 10 million dollars and have exceeded 15 million. But you could not put a price on the most spectacular neighbor, Ca’ d Zan. John Ringling’s gilded Venetian palace anchors the neighborhood to the north and downtown Sarasota is just 2 miles south. Other nearby cultural & educational institutions include the Ringling Museum of Art, the Asolo Theater of Performing Arts, the Sarasota Ballet, the Ringling College of Art & Design and our newest amenity, The Bay Park Conservancy redeveloping 53 acres of City waterfront into a world class public park.

3301 Bay Shore Road, Sarasota
$3,600,000
3 Beds ⋅ 3 Baths ⋅ Indian Beach SubDv. ⋅ 34234 Zip Code
Exotic and extremely private bay front property on the market for the first time in 40 years. In fact, this is only the third time it’s been available in 100 years. Travel back in time to find ancient oaks and large palms, Banyans, and cedars. It’s an idyllic paradise reminding us of why people have come to these shores for millennia. Even the beachfront appears unadulterated as do several others along Sarasota’s north shore. Although this is direct waterfront, most of the land is not in the flood zone creating many possibilities for new structures on or near grade. What is most unique is the 444-foot lot depth. This is almost 4 times that of other bayfront parcels being redeveloped in the area. This extreme distance provides complete privacy from Bay Shore Road and with each adjacent property a multi-acre estate, the feeling of spaciousness and seclusion is complete. Leave the world behind on the long, winding shell drive through tree canopy and lush vegetation. At “the end of the road” is the original homesite on a small bluff directly on and overlooking Sarasota Bay. Your views are of Longboat and Lido Key and out New Pass to the Gulf of Mexico. Looking south you see our bustling little city of Sarasota and the John Ringling Bridge. Enjoy sea breezes in the afternoon and sunsets all year round. The original home on property evokes a bygone era but land values, building codes and FEMA regulations point toward new construction. A parcel like this is an architects dream providing the size necessary to create what anyone might want, elevation allowing cascading terraces down to the waterfront and multiple, potential “footprints” for accessory dwellings, accessory structures and more. Bay Shore Road has become an eclectic location for the grandest homes in Sarasota. This has led to sales over 10 million dollars and have exceeded 15 million. But you could not put a price on the most spectacular neighbor, Ca’ d Zan. John Ringling’s gilded Venetian palace anchors the neighborhood to the north and downtown Sarasota is just 2 miles south. Other nearby cultural & educational institutions include the Ringling Museum of Art, the Asolo Theater of Performing Arts, the Sarasota Ballet, the Ringling College of Art & Design and our newest amenity, The Bay Park Conservancy redeveloping 53 acres of City waterfront into a world class public park.

3301 Bay Shore Road, Sarasota