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House never flooded, including during Hurricanes Milton and Helene, and protected by a generator! Built as a solid concrete structure on concrete pilings, this home was engineered for the Florida waterfront. Lavishly embellished with Old World authenticity, this exceptional waterfront estate evokes the grandeur of a 17th century Tuscan farmhouse. Custom built by John Cannon, the home is set on what was once Ringling’s personal yacht basin, offering protected sailboat water, 178 feet of seawall, a private dock, two boat lifts (24,000 lbs & 10,000 lbs), and a dedicated kayak lift platform, all framed by sweeping panoramic water views. From the moment of arrival, the level of craftsmanship is unmistakable. Walls are finished in aged plaster, hand made terra cotta floors have been acid washed and stained to reflect centuries of wear, and authentic frescoes and ceiling beams inspired by the Renaissance period add depth and character throughout. The great room provides a dramatic setting for entertaining with soaring 22 foot ceilings, a gas fireplace, and a wet bar accented by a hammered copper sink. The chef’s kitchen is equipped with an Italian eight burner gas range and Brazilian soapstone countertops, while the dining room features a rare brick vaulted ceiling that reinforces the home’s Mediterranean soul and creates a truly immersive dining experience. The primary suite is a romantic retreat with his and hers walk in closets and a spa like bath wrapped in rich wood and stone finishes. Additional spaces include two to three guest bedrooms, dual offices, a bonus room, and a wine room. A private elevator connects every level, offering effortless access from the garage to the living spaces above. A true 2,500 square foot ground level garage offers tandem parking for four plus vehicles, making it a dream for car collectors. Outdoor living is exceptional, with stone and wrought iron terraces, an outdoor kitchen and bar on the main level, all designed to capture natural breezes and expansive water views. The newly completed infinity edge pool and spa create a striking visual effect, with the water appearing to seamlessly spill into the bay. This storybook residence is ideally located near Sarasota’s beaches, dining, and cultural attractions, offering a rare blend of architectural artistry, privacy, and timeless elegance.

4 Beds ⋅ 4 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code

House never flooded, including during Hurricanes Milton and Helene, and protected by a generator! Built as a solid concrete structure on concrete pilings, this home was engineered for the Florida waterfront. Lavishly embellished with Old World authenticity, this exceptional waterfront estate evokes the grandeur of a 17th century Tuscan farmhouse. Custom built by John Cannon, the home is set on what was once Ringling’s personal yacht basin, offering protected sailboat water, 178 feet of seawall, a private dock, two boat lifts (24,000 lbs & 10,000 lbs), and a dedicated kayak lift platform, all framed by sweeping panoramic water views. From the moment of arrival, the level of craftsmanship is unmistakable. Walls are finished in aged plaster, hand made terra cotta floors have been acid washed and stained to reflect centuries of wear, and authentic frescoes and ceiling beams inspired by the Renaissance period add depth and character throughout. The great room provides a dramatic setting for entertaining with soaring 22 foot ceilings, a gas fireplace, and a wet bar accented by a hammered copper sink. The chef’s kitchen is equipped with an Italian eight burner gas range and Brazilian soapstone countertops, while the dining room features a rare brick vaulted ceiling that reinforces the home’s Mediterranean soul and creates a truly immersive dining experience. The primary suite is a romantic retreat with his and hers walk in closets and a spa like bath wrapped in rich wood and stone finishes. Additional spaces include two to three guest bedrooms, dual offices, a bonus room, and a wine room. A private elevator connects every level, offering effortless access from the garage to the living spaces above. A true 2,500 square foot ground level garage offers tandem parking for four plus vehicles, making it a dream for car collectors. Outdoor living is exceptional, with stone and wrought iron terraces, an outdoor kitchen and bar on the main level, all designed to capture natural breezes and expansive water views. The newly completed infinity edge pool and spa create a striking visual effect, with the water appearing to seamlessly spill into the bay. This storybook residence is ideally located near Sarasota’s beaches, dining, and cultural attractions, offering a rare blend of architectural artistry, privacy, and timeless elegance.

315 S Shore Drive, Sarasota

$7,595,000

Built in 2022 by SRQ Builders, this Sarasota waterfront home in Sapphire Shores offers 117 feet of waterfront along a protected yacht basin with views of Sarasota Bay. Set on 0.52 acres, the residence provides 5,636 square feet of air-conditioned living space and 9,065 square feet under roof, combining substantial boating infrastructure with indoor-outdoor living. The two-level home features three bedrooms and three-and-a-half baths on the main floor, along with two air-conditioned lower-level bonus rooms and a spacious game room, living area and flex space on the lower level. A private elevator connects the levels, while covered lanais overlook the pool and waterfront. The main living level features ceilings ranging from 10 to 18 feet, 8-foot solid doors, driftwood-look tile flooring, surround sound and a stone feature wall with a 60-inch Amantii electric fireplace. The kitchen centers on two curved islands with sinks, granite waterfall-edge countertops and seating for eight. A Thermador appliance package includes separate refrigerator and freezer columns, wine cooler, 48-inch six-burner dual-fuel gas range with induction module, steam and convection ovens, warming drawer, dishwasher, built-in microwave and built-in coffee machine. Custom soft-close cabinetry, Waterstone fixtures and a walk-in pantry complete the kitchen. The open dining area includes a built-in dry bar. The primary suite captures Sarasota Bay views and includes California Closets and an en-suite bath with a 70-inch freestanding soaking tub and separate shower with multiple showerheads. Guest bedrooms feature en-suite baths and custom walk-in closets, while the office includes floor-to-ceiling built-ins. Outdoor living extends across two covered lanais, two outdoor kitchens, a tiki hut with bar and grill station, fire pit and approximately 2,200 square feet of travertine pool decking. The gas-heated pool and raised spa feature a sun shelf, swim-up bar, water and fire elements, in-floor cleaning and automation. For boating access to Sarasota Bay, the property features a seawall and gated Trex dock with water and electricity, a 13,000-pound boat lift and a 10,000-pound personal watercraft lift. A small shoreline area provides kayak and paddleboard access at low tide. Additional features include impact windows, smart-home technology, spray-foam insulation, whole-house water filtration, two tankless water heaters, three air-conditioning systems, extensive storage and a four-car tandem garage, plus a deep one-car garage. The fenced grounds incorporate professional landscaping, irrigation supported by a 50-foot well and a buried 500-gallon gas tank serving multiple outdoor features. The property is in Flood Zone AE. At 387 South Shore Drive in Sarasota's Sapphire Shores, this Sarasota Bay waterfront residence combines private boating amenities, substantial outdoor living areas, 2022 construction and water views with proximity to many of Sarasota's key destinations. Sarasota-Bradenton International Airport and The Ringling are nearby, while downtown Sarasota provides access to dining, shopping, arts and cultural venues. St. Armands Circle adds another destination for shopping and dining, connecting the property's waterfront setting with convenient access to Sarasota's cultural and lifestyle offerings.

3 Beds ⋅ 4 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code

Built in 2022 by SRQ Builders, this Sarasota waterfront home in Sapphire Shores offers 117 feet of waterfront along a protected yacht basin with views of Sarasota Bay. Set on 0.52 acres, the residence provides 5,636 square feet of air-conditioned living space and 9,065 square feet under roof, combining substantial boating infrastructure with indoor-outdoor living. The two-level home features three bedrooms and three-and-a-half baths on the main floor, along with two air-conditioned lower-level bonus rooms and a spacious game room, living area and flex space on the lower level. A private elevator connects the levels, while covered lanais overlook the pool and waterfront. The main living level features ceilings ranging from 10 to 18 feet, 8-foot solid doors, driftwood-look tile flooring, surround sound and a stone feature wall with a 60-inch Amantii electric fireplace. The kitchen centers on two curved islands with sinks, granite waterfall-edge countertops and seating for eight. A Thermador appliance package includes separate refrigerator and freezer columns, wine cooler, 48-inch six-burner dual-fuel gas range with induction module, steam and convection ovens, warming drawer, dishwasher, built-in microwave and built-in coffee machine. Custom soft-close cabinetry, Waterstone fixtures and a walk-in pantry complete the kitchen. The open dining area includes a built-in dry bar. The primary suite captures Sarasota Bay views and includes California Closets and an en-suite bath with a 70-inch freestanding soaking tub and separate shower with multiple showerheads. Guest bedrooms feature en-suite baths and custom walk-in closets, while the office includes floor-to-ceiling built-ins. Outdoor living extends across two covered lanais, two outdoor kitchens, a tiki hut with bar and grill station, fire pit and approximately 2,200 square feet of travertine pool decking. The gas-heated pool and raised spa feature a sun shelf, swim-up bar, water and fire elements, in-floor cleaning and automation. For boating access to Sarasota Bay, the property features a seawall and gated Trex dock with water and electricity, a 13,000-pound boat lift and a 10,000-pound personal watercraft lift. A small shoreline area provides kayak and paddleboard access at low tide. Additional features include impact windows, smart-home technology, spray-foam insulation, whole-house water filtration, two tankless water heaters, three air-conditioning systems, extensive storage and a four-car tandem garage, plus a deep one-car garage. The fenced grounds incorporate professional landscaping, irrigation supported by a 50-foot well and a buried 500-gallon gas tank serving multiple outdoor features. The property is in Flood Zone AE. At 387 South Shore Drive in Sarasota's Sapphire Shores, this Sarasota Bay waterfront residence combines private boating amenities, substantial outdoor living areas, 2022 construction and water views with proximity to many of Sarasota's key destinations. Sarasota-Bradenton International Airport and The Ringling are nearby, while downtown Sarasota provides access to dining, shopping, arts and cultural venues. St. Armands Circle adds another destination for shopping and dining, connecting the property's waterfront setting with convenient access to Sarasota's cultural and lifestyle offerings.

387 S Shore Drive, Sarasota

$3,000,000

Motivative seller bring all offers Sapphire Shores neighborhood directly overlooking Ca d' Zan open bay and just minutes from Ringling Museum area and Asolo Theater incredible opportunity one can subdivide and have 3 lots check 333 N. Shore. Calling all investors and Builders for this incredible property overlooking Sarasota Bay

Sapphire Shores SubDv. ⋅ 34234 Zip Code

Motivative seller bring all offers Sapphire Shores neighborhood directly overlooking Ca d' Zan open bay and just minutes from Ringling Museum area and Asolo Theater incredible opportunity one can subdivide and have 3 lots check 333 N. Shore. Calling all investors and Builders for this incredible property overlooking Sarasota Bay

337 N Shore Drive, Sarasota

$6,000,000

Motivated Seller bring all offers Sapphire Shores neighborhood directly overlooking the open bay has 187 feet of waterfront and Ca d' Zan and minutes from Ringling Museum also the Asolo Theater is incredible opportunity one can subdivide and have two lots or buy the one next to it 337 N. Shore Dr. calling all investors builders or looking for a fantastic compound for your family to build your dream home.

Sapphire Shores SubDv. ⋅ 34234 Zip Code

Motivated Seller bring all offers Sapphire Shores neighborhood directly overlooking the open bay has 187 feet of waterfront and Ca d' Zan and minutes from Ringling Museum also the Asolo Theater is incredible opportunity one can subdivide and have two lots or buy the one next to it 337 N. Shore Dr. calling all investors builders or looking for a fantastic compound for your family to build your dream home.

333 N. Shore Drive, Sarasota

$3,900,000

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.

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

$6,880,000

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.

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

$2,390,000

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.

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

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.

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

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