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$5,325,000
5 Beds ⋅ 5 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code
The Seller is willing to consider all reasonable offers including seller financing. Discover one of Sarasota’s best bayfront values with sweeping 270° views of Sarasota Bay, Ca’d’Zan (John Ringling's estate), Longboat Key, and spectacular sunsets. Located on a private cul-de-sac in Ringling Point, this 7,000 sq. ft. estate offers privacy, 17-ft elevation, and direct sailboat water with no fixed bridges, just minutes from downtown. The residence features 5 bedrooms, 3 full and 2 half baths, multiple living areas, soaring 24-ft ceilings, walls of glass framing endless water views, a fireplace and a full-service bar. The chef’s kitchen has custom cabinetry, premium appliances, and a spacious island overlooking the family room with expansive terraces. The owner’s retreat spans an entire wing with private sitting area and fireplace, spa-inspired bath, oversized dressing room, wine room, and full-length terrace. The guest suites, flex rooms, a recording studio, and 4-car garage add versatility. The resort-style outdoor living areas feature a lagoon-style pool, spa, covered terraces, and private dock ideal for yachts and sailboats. With its rare combination of views, quality, and location near downtown, beaches, cultural venues, and SRQ Airport, this estate is a true Sarasota legacy property.

309 Ringling Point Drive, Sarasota
$3,550,000
4 Beds ⋅ 3 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code
One or more photo(s) has been virtually staged. Positioned at the tip of Stephens Point, where Sarasota Bay opens wide and the sky feels endless, 320 South Shore Drive commands what many consider the finest views in the city. With sweeping 180-degree panoramas across North Sarasota Bay, glowing downtown lights and elegant arc of the Ringling Bridge, this is a setting that delivers unforgettable sunsets, constant water activity, and a front row seat to dolphins and wildlife passing by daily. The home’s clean lines, open layout, and extensive use of glass create a seamless connection between indoors and out, allowing the surrounding water and sky to become part of everyday life. From the moment you arrive through the gated entry and enter into the all-glass foyer, the experience is unmistakable. Light pours in, sightlines extend in every direction, and the bay immediately takes center stage. Set on nearly half an acre with expansive direct frontage on Sarasota Bay, the property offers a sense of privacy and an exceptional relationship to the water. Boating enthusiasts will appreciate direct access to the bay, while those drawn to quieter moments will enjoy watching the colors of sunset shift across the horizon and the calm rhythm of the water below. The interior spaces are well-suited for everyday living and entertaining. The living and dining areas are wrapped in glass and flow seamlessly to the outdoor areas, creating an easy indoor-outdoor lifestyle. The kitchen is functional and well-positioned, offering generous workspace, quality finishes and uninterrupted bay views. The primary suite serves as a private retreat, positioned to capture long water views and enhanced by a spa-inspired bath that blends indoor and outdoor living. Additional guest accommodations are thoughtfully arranged, offering comfort and privacy for family and friends while maintaining the home’s cohesive modern aesthetic. Outdoors, the full width lanai and lap pool overlook Sarasota Bay, offering an inviting space to relax, entertain and take in the sunsets that define this location. Mature landscaping, including a striking banyan tree, adds character and a sense of place to the property. 320 South Shore Drive is more than a waterfront home. It is a legacy property that brings together architectural significance, extraordinary views and one of Sarasota’s desired locations. A modern masterpiece designed for those who value design, setting and simple luxury of living on the water at its best.

320 S Shore Drive, Sarasota
$3,070,000
5 Beds ⋅ 7 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code
Waterfront Living Reimagined. Welcome to your modern sanctuary in eclectic Sapphire Shores — a rare blend of luxury, lifestyle, and location. This newly remodeled 5-bedroom, 6.5-bathroom estate offers 150 feet of direct Sarasota Bay frontage, complete with a private beach lounge and launch for paddleboards, kayaks and jet skis. Wake up to panoramic views of the Sarasota skyline, Ringling Bridge, and Longboat Key, and wind down with unforgettable sunsets from your expansive balcony or poolside lounge areas — all in a home recently chosen as the exclusive backdrop for an international bridal shoot. Inside, discover 5,270 square feet of elevated design — from soaring 19-foot ceilings and walls of glass to an amazing open chef’s kitchen with custom gloss cabinetry, Cambria quartz island, built-in wine bar, and premium stainless appliances. With two luxe primary suites featuring a one-off Zen bathroom, a flexible study/library, and multiple guest suites with ensuite offices, this home is built for multi-generational living, remote work, and creative pursuits. A potential sixth bedroom offers space for a media room, playroom, or wellness studio. Impact-rated windows and doors ensure peace of mind, while lush landscaping and a new seawall create a private, secure waterfront retreat. Whether you're hosting sunset soirées or enjoying quiet family nights by the bay, this home is designed for connection, comfort, and unforgettable moments. Located in Sarasota’s walkable and vibrant Museum Area, you're steps from the Ringling Museum, Asolo Theatre, New College, and minutes from downtown amenities, St. Armand’s Circle, Lido Beach, and IMG Academy. Live where culture meets coastline — and every day feels like a vacation. LIVE VIDEO IN TOUR LINK 1.

404 S Shore Drive, Sarasota
$2,065,000
2 Beds ⋅ 3 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code
Experience unparalleled views of Sarasota Bay and a true sanctuary of native wildlife, from the resident dolphins and manatees to flocks of migrating birds and painted skies at sunset. Located in the highly desirable neighborhood of Sapphire Shores, considered the next West of Trail Hot Spot, this presents an excellent opportunity to own a prime Sarasota Bayfront property. Situated on 0.57 acres with 187 feet of waterfront, this property offers spectacular views of the bay and the Ca d’Zan, the historic former home of John and Mabel Ringling. Sadly, this 2 bedroom 2.5 bathroom midcentury gem sustained storm damage. Just a block from Sapphire Shores Park, a beloved neighborhood gathering place. The property is also centrally located minutes from the Ringling Museum of Art, and the Asolo Theater. Its proximity also offers easy access to downtown Sarasota for shopping, dining, and world-famous beaches. Seller has recently obtained a Survey and confirmed the ability to install dock and boat lift.

333 N Shore Drive, Sarasota
$1,950,000
3 Beds ⋅ 4 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code
A true architectural gem, this custom-designed home, built by Bluewater Construction, has high ceilings and large windows which harmonizes beautifully with its natural surroundings. The residence wraps around a stunning 60-foot heated saltwater lap pool with a spa, all enclosed within a screened-in courtyard. This exceptional 3-bedroom, 3.5-bath home also features a private sauna, offering a spa-like retreat. A detached yet connected wing currently serves as an additional bedroom suite but could be used as a studio or gym. A new roof was added in 2025. The gated driveway provides both security and privacy as you enjoy your beautifully designed yard by DWY Landscape Architects. Nestled on a serene half-acre of wooded land in Indian Beach/Sapphire Shores, it is just a few blocks from the Ringling Museum and a quick drive to downtown Sarasota for dining, shopping, entertainment and so much more. Seller will consider offers including payment in Bitcoin, subject to title and escrow approval.

587 47th Street, Sarasota
$1,120,000
4 Beds ⋅ 3 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code
Discover the perfect balance of space, style, and setting in this beautifully updated ranch home located in Sarasota’s coveted Sapphire Shores. Set on an oversized lot of more than a third of an acre, this light-filled residence offers a rare combination of FIVE BEDROOMS and THREE FULL BATHS—including two en-suites—making it one of the largest single-level homes in the neighborhood. The split-bedroom floor plan provides privacy and flexibility, while the central open living area flows effortlessly to the outdoors, creating a home that’s both functional and welcoming. The updates are extensive and thoughtful: a modern kitchen with sleek finishes, stainless appliances and custom cabinetry, fully renovated baths, newer porcelain plank flooring, a durable metal roof, and impact-resistant windows give the property contemporary comfort and peace of mind. Outdoors, a private backyard retreat awaits. A sparkling, heated pool with a travertine surround anchors the space, while a covered dining and lounging area sets the stage for easy entertaining, weekend barbecues, and tranquil evenings under the Florida sky. The two-car garage with an EV charging station and the completely fenced oversized lot provide ample room for storage and play, rounding out the property’s generous footprint. Beyond the home itself, the lifestyle in Sapphire Shores is unmatched. Known as Sarasota’s “Museum Area,” the neighborhood is just steps from Sun Circle Park—a beautiful Bayfront greenspace perfect for morning walks or sunset views. Surrounding you are some of the city’s finest cultural institutions: the John and Mable Ringling Museum of Art, Asolo Performing Arts Center, the Ca’ d’Zan Museum, and more. From art and performance to nature and recreation, this location puts the very best of Sarasota at your doorstep. Two miles north of downtown Sarasota and a short drive over the Ringling Bridge to the beaches of Lido and Longboat Key. Also near University Parkway anchored on the west by the Sarasota Bradenton International Airport and by University Town Center shopping district on the east.

426 N Shore Drive, Sarasota
$1,100,000
3 Beds ⋅ 2 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code
Discover the ultimate coastal retreat at 428 Sapphire Drive, a stunning block-construction residence situated on a rare and expansive double lot in the prestigious Sapphire Shores area. A long driveway and winding sidewalk lead you through a beautifully landscaped front yard to this secluded haven, which is set back from the street for maximum privacy. Inside, the home exudes a modern, industrial-chic aesthetic featuring sleek polished concrete floors, soaring vaulted ceilings, and a fresh interior paint palette. The open-concept gourmet kitchen is a focal point, illuminated by a bright skylight and appointed with premium Quartz countertops, abundant cabinetry, and a high-end stainless appliance suite including a Bosch cooktop and refrigerator alongside a KitchenAid double oven. The thoughtful layout offers exceptional flexibility; the current library, featuring a recently replaced north-facing impact window, was originally a third bedroom and can easily be restored to its original configuration. Seamlessly connecting the interior to the outdoor oasis are sliding pocket glass doors that retreat to open the living area to the lanai, offering both an elegant architectural feature and an added layer of protection for the block-construction core. The master suite serves as a private sanctuary with its own bay-facing impact window, a spacious walk-around closet, and a luxurious ensuite bathroom featuring a deep soaker tub and a separate walk-in shower. Significant structural upgrades provide peace of mind, including a new metal roof installed in 2023 and brand-new hurricane-rated garage doors added in 2025. The epoxy-finished garage also comes equipped with a Tesla charging station, catering to modern efficiency. The outdoor living space is a true oasis, fully enclosed by a vinyl privacy fence. Relax in the heated saltwater pool surrounded by elegant Shellock pavers, or enjoy the convenience of the lanai’s solar shower. The sprawling backyard is a nature lover’s dream, boasting a dedicated butterfly garden, a cozy fire pit, and an irrigation system powered by well water. A versatile detached storage building, currently utilized as a home gym, is equipped with its own air conditioning unit and dedicated kayak storage. Perfectly positioned just minutes from Downtown Sarasota, this home is also a short stroll from the Ringling Museum and the scenic bayfront paths of Sapphire Shores Park.

428 Sapphire Drive, Sarasota
$1,080,000
4 Beds ⋅ 3 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code
Set behind a privacy wall with lush, mature tropical landscaping, this recently renovated home blends Florida living with warm, globally-inspired design. The residence sits just steps from Sapphire Shores Park, a neighborhood gem known for stunning sunset water views, a laid-back yoga-on-the-lawn scene, a kids' playground, and easy waterside fishing. The main living space centers on a wood-tile fireplace wall with a built-in window bench, flowing openly into the kitchen and dining area. Wide impact-glass windows fill the space with natural light. The home offers three bedrooms and two bathrooms, plus a private in-law suite with its own full bathroom, giving it real versatility for multigenerational living, guests, or rental income potential. Outside, a screened, covered lanai wraps a paver-decked pool, complete with a built-in outdoor kitchen (grill, sink, refrigerator, prep space) and multiple lounge and dining areas. The perimeter wall and dense palm landscaping give the whole property a private, resort-like feel from the moment guests arrive. Just seconds from the water and the park, this is coastal Sarasota living at its most livable. Recently renovated, concrete construction, impact-glass windows, a 2020 roof, and a 2024 AC system: this home is fully hurricane-ready, with no major expenses to prepare for years to come.

418 Sapphire Drive, Sarasota
$1,000,000
5 Beds ⋅ 4 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code
Welcome to this exceptional home built in 2024, located in the highly sought-after Indian Beach–Sapphire Shores neighborhood of Sarasota. This thoughtfully designed residence offers 5 bedrooms and 4 full bathrooms, blending modern elegance with relaxed coastal living. The primary suite is conveniently situated on the first floor, providing comfort and privacy, while a first-floor guest suite is ideal for visitors or multigenerational living. Upstairs, two generously sized bedrooms are connected by a versatile loft, creating a shared flex space perfect for a media lounge, home office, or play area. An open-concept floor plan filled with abundant natural light creates a seamless space for everyday living and entertaining. Step outside to your private outdoor oasis, featuring a heated pool and spa, fully screened for year-round enjoyment. The expansive lanai is perfect for outdoor dining, entertaining, or unwinding poolside with family and friends. Ideally located just 3 miles from Downtown Sarasota, 5 miles from St. Armands Circle and Lido Beach, and 10 miles from the world-renowned Siesta Key Beach. Enjoy easy access to premier dining, shopping, and cultural attractions, or take a short 5-minute walk to the Bayfront to enjoy breathtaking sunsets. Sarasota-Bradenton International Airport is only a short drive away, making travel effortless. This 2024-built home combines modern design, a prime location, and seamless indoor-outdoor Florida living—perfect as a primary residence, vacation retreat, or investment property.

916 Highland Street, Sarasota
$1,000,000
3 Beds ⋅ 3 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code
One of a distinguished pair of twin Mediterranean Revival estates, this residence is a rare surviving work of acclaimed architect Clarence C. Hosmer, recognized for his enduring contributions to Sarasota’s architectural heritage. Built during the exuberant Florida Land Boom of the 1920s, the home reflects the elegance and ambition of its era with grand arches, barrel-tile roofing, and intricate period details. The home’s story is as captivating as its architecture. The original owner moved in social circles with John and Charles Ringling, and at one point, the property itself belonged to Charles Ringling’s wife, Edith, a formidable figure in her own right who was directly involved in the management of the Ringling Bros. circus. Set on a coveted double lot in Sapphire Shores, a neighborhood originally planned with the mandate that all homes be Mediterranean or Italian in style, this estate offers a once-in-a-lifetime opportunity for visionary restoration. Behind its storied façade lies the chance to revive a masterpiece, blending its historic soul with modern luxury. This prime location is surrounded by Sarasota’s most treasured cultural institutions, including the Ringling Museum of Art, Ca’ d’ Zan and the Asolo Repertory Theater, and lies just two miles north of downtown. A short drive over the Ringling Bridge leads to the pristine beaches of Lido and Longboat Key.

457 Woodland Drive, Sarasota
$830,000
3 Beds ⋅ 2 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code
**MASSIVE $100K PRICE REDUCTION ~ SELLER SAYS SELL ** Classic Old-Florida Oasis in Sarasota’s Museum District ~ Welcome to 442 N Shore Drive, a timeless Old-Florida residence located in the prestigious Ringling Museum / Sapphire Shores neighborhood, where majestic oak canopies, Spanish moss, and historic architecture set the stage for Sarasota’s most enchanting lifestyle. From the moment you arrive, you’ll be captivated by the home’s mature, meticulously maintained landscaping that frames the property with lush greenery and vibrant tropical plantings, all sprinkler fed from the well! The front yard offers a warm welcome, while the private backyard reveals your own resort-style escape. Inside, this 3-bedroom, 2-bath home (~1,664 sq. ft.) combines vintage charm with modern updates. A wide-open great room flows into the designer kitchen with stone countertops, solid wood cabinetry, and stainless appliances. Tile floors and dual vanities enhance the comfort and functionality. At the rear of the home, a sunroom overlooking the pool invites you to relax, read, or watch the Florida weather shift from golden sunshine to refreshing summer rain. Step outside and discover a tropical paradise: a sparkling pool surrounded by swaying palms, flowering shrubs, and a fully fenced yard designed for privacy and serenity. A hidden storage shed blends seamlessly into the landscape, adding convenience without sacrificing the oasis-like feel. Set among multimillion-dollar waterfront estates and historic Mediterranean gems, this home is priced aggressively to sell! All just minutes from The Ringling, Asolo Rep, Ringling College, downtown Sarasota, SRQ Airport, and the Gulf beaches. Contact the listing agent today for private VIP tour!

442 N Shore Drive, Sarasota
$665,000
3 Beds ⋅ 2 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code
Located in the highly sought-after Sapphire Shores / Indian Beach neighborhood, this beautifully updated 3-bedroom, 2-bathroom block home sits on a spacious .23-acre corner lot just a short walk to the Ringling Museum and Sarasota Bay—perfect for enjoying evening sunsets. Inside, the home has been thoughtfully renovated from top to bottom with fresh updates throughout. Features include impact windows, new HVAC system, new hot water heater, tile flooring throughout, crown molding, new baseboards, and fully updated kitchen and bathrooms. The bathrooms offer a modern touch with floating double-sink vanities, along with nicely tiled showers and bath areas. Every detail has been refreshed, including fixtures and finishes, creating a clean and move-in-ready space. Bonus Florida room under air off the dining area and a large laundry room with extra cabinets, sink, and exterior/garage access. Step outside to a fully fenced backyard with a new paver patio, fresh landscaping, pavered walkway, and freshly painted exterior. The oversized corner lot provides plenty of room to add a pool or park your RV or boat—nice flexibility in this location. Conveniently located just minutes from University Parkway shopping and dining, downtown Sarasota, and the beaches of Lido Key or Siesta, this home offers the perfect combination of lifestyle, location, and modern updates.

590 45th Street, Sarasota
$615,000
3 Beds ⋅ 2 Baths ⋅ Sapphire Shores SubDv. ⋅ 34243 Zip Code
This solid block residence embodies refined Florida living, offering three bedrooms, two bathrooms, and a two-car garage. Designed for both comfort and entertaining, the home features a screened pool and a private courtyard with a tranquil fountain, creating an inviting outdoor retreat. Inside, the updated kitchen with granite countertops pairs beautifully with tastefully renovated bathrooms, delivering a move-in-ready experience. Set on a beautifully manicured quarter-acre-plus corner lot, the property enjoys sweeping views of Sarasota Bay and borders the pristine grounds of New College of Florida, offering rare privacy and an open, park-like backdrop. This is an exceptional opportunity in a highly desirable location—schedule your private showing today.

6280 Uplands Boulevard, Sarasota
$415,000
3 Beds ⋅ 2 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code
TLC is needed on this fixer-upper. "Step back into Sarasota’s Golden Age with this rare Norman Revival treasure, purportedly commissioned by circus legend John Ringling circa 1940. Nestled "West of the Trail"(Tamiami Trail) in the prestigious Sapphire Shores neighborhood, this two-story masterpiece is a storied neighbor to the world-renowned Ringling Museum and the Venetian splendor of Ringling's Cà d’Zan. Inside, the home retains its timeless character across its twenty-six-foot living room, library, three spacious bedrooms, and two bathrooms, featuring an authentic clawfoot bathtub that evokes a sense of period elegance. With its distinctive steeply pitched rooflines and craftsmanship that would be nearly impossible to replicate today, this property offers more than just a home—it’s a living piece of Sarasota history. This two-story architectural gem is close to Sarasota Bay and the Ringling Museum grounds. It is in a prime location in a culturally rich neighborhood. A true Sarasota treasure. Norman Revival style is characterized by steeply pitched hipped roofs and flared eaves, standing out against the area's common Mediterranean and Mid-Century Modern styles. The connection to John Ringling adds significant "bragging rights" and historical value, as he was the primary visionary behind Sarasota’s early development. Live the Museum District Lifestyle: This area is known for its lush, banyan-lined streets and proximity to cultural landmarks like the FSU/Asolo Performing Arts Center. As the name implies, the style borrows its design cues directly from the Normandy region of France. The many splendors of Indian Beach and Sapphire Shores include proximity to the Bayshore parks, the Ringling Museum, entertainment, SRQ Airport, and shopping at the University Town Center or in the Downtown area. Please excuse the temporary pictures until the home is vacated by the "tenant" at the end of May; new photos will be added.

4237 Sarasota Avenue, Sarasota