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$6,000,000
4 Beds 5 Baths Aqualane Estates SubDv. 34231 Zip Code
Some homes are built. Others are envisioned. 1516 Ridgewood is the result of an uncompromising pursuit of excellence—a California Pacific Palisades-inspired waterfront estate where timeless architecture, extraordinary craftsmanship, and Sarasota's coveted boating lifestyle converge into one remarkable residence. Completely reimagined with virtually every surface, system, and space thoughtfully transformed, this exceptional home was designed to live as beautifully as it looks. Sunlight pours through expansive impact glass, illuminating sophisticated interiors where clean architectural lines, custom finishes, and seamless indoor-outdoor living create an atmosphere of effortless elegance. Every detail reflects a commitment to quality rarely found in today's market. Anchoring the home is a spectacular chef's kitchen designed for both culinary excellence and unforgettable entertaining. An extraordinary suite of Wolf and Sub-Zero appliances—including an eight-burner gas range with griddle, built-in coffee system, Cove dishwasher, designer refrigeration, oversized pantry, and a dramatic entertaining bar—is complemented by custom cabinetry, multiple beverage centers, ice makers, and a stunning temperature-controlled glass wine room worthy of the finest private collections. The primary suite offers a tranquil retreat inspired by the world's finest luxury resorts, while beautifully redesigned guest suites provide exceptional comfort and privacy. Throughout the residence, Turkish shell stone flooring, TruStile doors, EMTEK hardware, floating custom cabinetry, Level 5 wall finishes, and designer appointments create an understated elegance that feels both warm and sophisticated. Behind the walls lies a level of engineering that is seldom seen. A state-of-the-art Josh AI automation system seamlessly integrates lighting, climate, security, audio, and mechanical systems into one intuitive platform, placing the entire home at your fingertips. Whole-home True Audio speakers, buried fiber connectivity, dedicated IT infrastructure, multiple wireless access points, and integrated security provide technology equal to the home's extraordinary design. Constructed with longevity in mind, the residence showcases impact-rated windows and doors, concrete block construction, spray foam insulation, a standing seam metal roof, elevated mechanical systems, new electrical service, new plumbing, new water and sewer infrastructure, WiFi-enabled tankless water heaters, and countless improvements that reflect an unwavering commitment to enduring quality. Outside, the boundaries between home and resort disappear. A completely reimagined pool, expansive terraces, architectural ceilings, lush tropical landscaping, dramatic landscape lighting, and a fully appointed Wolf outdoor kitchen create an extraordinary backdrop for entertaining beneath Sarasota's spectacular sunsets. For boating enthusiasts, the experience is simply unmatched. With newly dredged water access, newer dock, and no bridges to Sarasota Bay, spontaneous afternoons on the water and unforgettable Gulf sunsets become part of everyday life. More than a luxury residence, 1516 Ridgewood is a home that inspires. It is the rare combination of visionary design, uncompromising construction, intelligent technology, and an incomparable waterfront setting—created for those who believe true luxury is measured not only by beauty, but by the extraordinary way a home makes you feel.

1516 Ridgewood Lane, Sarasota

$5,999,999
4 Beds 5 Baths Southbay Yacht & Racquet Club SubDv. 34229 Zip Code
Bring your yacht. This is Sarasota waterfront living at its most refined. First time on the market, this custom-built John Cannon estate is perfectly positioned within Southbay Yacht & Racquet Club—one of Sarasota’s most exclusive waterfront communities offering a true private yacht club lifestyle within the neighborhood. With a deep-water marina reserved for residents, accommodating vessels up to 55 feet, and direct access to the Intracoastal Waterway and Gulf of Mexico, this is a setting designed for those who expect seamless access to life on the water. Privately situated on a homesite surrounded by water on two sides, the property offers a rare level of exposure and presence. From your outdoor living spaces, the backdrop is ever-changing—boats moving through the marina, dolphins just beyond your dock, and unobstructed sunsets that define the end of each day. Inside, the residence is a study in craftsmanship and comfort, where rich wood detailing carries throughout—from the staircase to the ceilings in the main living areas and extending into the outdoor spaces—creating a warm, architectural continuity rarely seen. Walls of impact-rated windows and doors bring in natural light while offering peace of mind, while expansive sliders pocket away completely—creating a perfect expression of Florida living with seamless indoor-outdoor flow and unobstructed sunset views across the bay. The kitchen is both striking and highly functional, appointed with Wolf and Miele appliances, dual Sub-Zero refrigerators, a warming drawer, two sinks, and a concealed pantry, all complemented by generous storage and oversized closets throughout the home. A fireplace anchors the main living space, adding warmth and ambiance. Designed for real life as beautifully as it is for entertaining, the home also features a thoughtfully designed mudroom off the garage entry, creating an organized and functional transition into the home. Outdoor living is equally elevated and designed for year-round enjoyment. Electronic roll-down screens allow you to fully enjoy the outdoor kitchen, complete with a propane grill and hood, sink, and composite cabinetry. Just beyond, a propane-fed fire pit creates the perfect setting for evenings by the pool. The separate air-conditioned poolside cabana offers stunning bayfront views and is equipped with its own refrigerator and ice maker—ideal for entertaining or creating a private retreat for guests. The floor plan is thoughtfully designed, offering 4 bedrooms, 4.5 baths, a private office, upstairs lounge, and expansive laundry room—balancing everyday livability with elevated design. For collectors and enthusiasts, the 5-car garage with 9,000 lb lift provides exceptional capacity, while the 110-foot private dock with jet ski lift delivers a level of waterfront utility that is increasingly rare. Southbay Yacht & Racquet Club offers a curated lifestyle with a private marina, clubhouse, fitness center, heated pool, tennis and pickleball courts, and walking trails—all within minutes of Casey Key, where pristine beaches, waterfront dining, and relaxed coastal elegance define the surrounding area. This is a property that stands apart. Compare it to anything else on the market and the value is clear. Priced to sell, with a motivated seller.

313 Lookout Point Drive, Osprey

$5,999,000
4 Beds 5 Baths Aria Longboat Key SubDv. 34228 Zip Code
Rarely does a Gulf-front residence of this caliber become available within Aria, an ultra-exclusive enclave of just 16 residences on Longboat Key. Set along 300 feet of private shoreline, this extraordinary property offers an exceptional opportunity to experience true beachfront luxury in one of Sarasota’s most sought-after communities, complete with a newly added video tour. Beyond the gated entrance, Aria unveils a serene setting with lush native landscaping, tranquil walking paths, and the historic Villa am Meer, a beautifully restored 1935 seaside mansion serving as the community’s social centerpiece. Spanning nearly 4,000 square feet, this residence is accessed via a private elevator opening to a grand foyer and expansive, light-filled interiors with newly refreshed cabinetry throughout. The open-concept floor plan seamlessly connects living and dining spaces with a gourmet chef’s kitchen equipped with quartz surfaces and top-tier Wolf and Miele appliances. Walls of floor-to-ceiling glass and soaring ceilings capture sweeping Gulf views, while expansive wraparound terraces offer the perfect backdrop for sunsets and coastal breezes. The primary suite serves as a luxury sanctuary with dual baths connected by a rare, oversized walk-in shower, complemented by two guest ensuite bedrooms, a dedicated office or fourth bedroom, and a versatile bonus room. This residence includes a private, oversized two-car dehumidified garage, with access to Aria’s beachfront pool and spa, fitness and yoga studios, massage room, private wine cellar, and full-time onsite caretaker.

2251 Gulf Of Mexico Drive Unit 301, Longboat Key

$5,995,000
5 Beds 6 Baths Lewis Combs Sub SubDv. 34239 Zip Code
Where the World's Most Exclusive Resorts Inspire Everyday Living. Imagine waking each morning in a residence that rivals the refined elegance of an Aman Private Estate, the clean architectural sophistication of a Bulgari Resort, and the effortless indoor-outdoor lifestyle of a Four Seasons Oceanfront Villa. This extraordinary contemporary masterpiece is more than a home—it's a private luxury retreat designed for those who expect nothing less than the exceptional. Perfectly positioned West of the Trail in one of Sarasota's most prestigious neighborhoods, this custom-built architectural showpiece offers an unparalleled blend of modern design, innovative technology, and timeless sophistication just moments from Sarasota Bay, Downtown Sarasota, St. Armands Circle, and the white sands of Lido and Siesta Key. Every detail has been intentionally curated to create a sense of understated luxury. Towering ceilings, walls of floor-to-ceiling glass, oversized 48-inch Spanish porcelain tile, Level 5 drywall finishes, floating architectural staircases, and dramatic open-air sightlines create an atmosphere that feels both grand and remarkably serene. Natural light pours through the home while clean modern lines and premium finishes evoke the feeling of an internationally acclaimed boutique hotel. At the heart of the residence, a striking European-inspired kitchen delivers both beauty and performance. Outfitted with premium Miele appliances, custom minimalist cabinetry, waterfall-edge surfaces, and an expansive butler's pantry, the space was designed to host intimate dinners just as effortlessly as lavish entertaining. A private elevator and fully integrated smart home technology elevate everyday living with seamless convenience. The primary suite is a sanctuary worthy of a luxury spa retreat, complete with a boutique-inspired dressing room featuring illuminated custom cabinetry, expansive walls of glass, and a tranquil atmosphere designed for complete relaxation. Spacious guest suites, a dedicated executive office, and a private fitness studio provide exceptional comfort while maintaining privacy for family and guests. Beyond the disappearing automated glass walls, the estate transforms into a true private resort. Inspired by the world's finest luxury destinations, the outdoor living experience features a spectacular saltwater pool, elevated spa, refreshing cold plunge, oversized sun shelf with submerged loungers, lush tropical landscaping, and expansive terraces that blur the distinction between architecture and nature. Every space has been thoughtfully designed to capture Sarasota's year-round sunshine while offering the perfect backdrop for entertaining or peaceful relaxation. Technology is woven seamlessly throughout, including a comprehensive smart home automation system, Sonos whole-home audio, smart privacy glass, multi-zone climate control, motion-sensor lighting, EV charging, and an oversized 2.5-car garage—delivering the ultimate balance of innovation, security, and luxury. Located within Sarasota's coveted West of Trail neighborhood, this exceptional residence places you minutes from Sarasota Memorial Hospital, Southside Village, Downtown Sarasota's acclaimed restaurants and performing arts, championship boating, private clubs, luxury shopping, and some of Florida's most celebrated Gulf Coast beaches.

1640 Waldemere Street, Sarasota

$5,995,000
5 Beds 5 Baths Holmes Beach SubDv. 34217 Zip Code
Tucked along an extraordinary 225 feet of waterfront, this custom coastal retreat distills the very essence of island living—breathtaking water views, exceptional privacy, and thoughtfully designed spaces that move effortlessly between serene relaxation and spirited entertaining. A palm-lined driveway sets the tone, where timeless architecture and lush tropical landscaping leave an unforgettable first impression. This residence carries rare local significance as the very first custom home built by Ross Built Construction, masterfully designed by renowned architect Gene Aubry. It stands as a lasting testament to their craftsmanship and creativity—and their contribution to luxury coastal living on Anna Maria Island. Their influence resonates throughout: a thoughtful floor plan, an exceptional command of natural light, and a seamless connection between indoor and outdoor living. Inside, travertine tile and hand-scraped maple flooring flow through a light-filled interior crowned by soaring vaulted ceilings in the living and kitchen areas. The chef's kitchen is as functional as it is beautiful, appointed with stone countertops, copper sinks, a gas range with pot filler, premium appliances, and a generous center island that anchors the home's main gathering spaces. Five spacious ensuite bedrooms, a dedicated den/office, and an upstairs bonus room offer effortless flexibility for family and guests. The primary suite is a private sanctuary unto itself, featuring a remodeled spa-inspired bath with custom built-in shelving and elegant finishes throughout. Designed to embrace the waterfront lifestyle, expansive glass doors open to an impressive 1,400-square-foot veranda overlooking the sparkling saltwater pool and tranquil waterways beyond. Boaters will appreciate the private dock and 10,000-lb boat lift for effortless access to open water, while an oversized three-car garage, elevator, impact-rated windows and doors, Sonos sound system, mosquito misting system, rainwater cistern, and exterior irrigation system deliver convenience and lasting peace of mind. Perfectly positioned in the heart of Holmes Beach, the property is just moments from the sugar-sand beaches of the Gulf, beloved local restaurants, boutiques, and island shops—a rare pairing of private waterfront sanctuary and walkable island convenience. Whether savoring spectacular sunsets from the veranda, entertaining poolside, strolling to nearby dining, or setting out for a day on the water, this remarkable residence offers something exceedingly rare: not only an extraordinary waterfront home, but a meaningful piece of island history, where inspired architecture, enduring craftsmanship, and an unrivaled setting come together in perfect harmony.

526 56th Street, Holmes Beach

$5,995,000
4 Beds 4 Baths La Lenaire Isle SubDv. 34228 Zip Code
Private island living on Jewfish Key, one of eight homes, accessible by boat only. This rare offering presents a lifestyle few will ever experience: a secluded island sanctuary surrounded by the turquoise waters of Longboat Pass and the Gulf Coast’s natural beauty. An address like this comes up for sale about once a generation. 7143 La Lenaire is on the market for the first time in more than two decades. The home is a custom built, over 2,700 square feet of living space designed to embrace panoramic water views and effortless indoor-outdoor living, four bedrooms and four baths, finished in 2011 on a 1.24-acre titled lot with roughly 300 feet of water frontage. From the island you are minutes by water to Longboat Key, St Armands Circle, and Anna Maria Island. Every room captures breathtaking western-facing vistas, creating a constant backdrop of sparkling water, coastal breezes, and unforgettable sunsets. The main living areas open onto covered outdoor space and frame the sunset over the intercoastal waters, and the evening light fills the rooms. It was built to handle a quiet weekend or a full house of guests. The private deep-water dock provides immediate boating access to Sarasota Bay, the Intracoastal Waterway, Longboat Key Pass, and the Gulf of Mexico, making this a true boater’s paradise. Jewfish Key is a hidden gem spanning approximately 38 acres, offering a level of privacy and tranquility rarely found along Florida’s Gulf Coast. Surrounded by pristine shoreline, sandbars, native wildlife, and crystal-clear waters, the island delivers an unmatched blend of exclusivity and natural beauty while still being conveniently located near Longboat Key, Anna Maria Island, and Sarasota’s world-class dining, shopping, and entertainment. Whether used as a private family compound, luxury waterfront getaway, or one-of-a-kind investment opportunity, 7143 La Lenaire Drive represents a truly irreplaceable island lifestyle. Turn Key - Furnished.

7143 La Lenaire Drive, Longboat Key

$5,995,000
4 Beds 5 Baths Orange Blossom Tower SubDv. 34236 Zip Code
SPECTACULAR PENTHOUSE WITH TIMELESS GRANDEUR & SWEEPING GULF/BAY/DOWNTOWN CITY VIEWS. The Orange Blossom Tower is one of Sarasota’s most treasured landmark buildings and this extraordinary two-story penthouse masterfully blends historic elegance with modern luxury. Encompassing an impressive 7,188 square feet and capturing panoramic views with its's 47 windows of the Gulf & Bay and the city’s vibrant cultural district, this residence offers an incomparable lifestyle in the heart of downtown. IMPECCABLE DESIGN & EXQUISITE CRAFTSMANSHIP A dramatic 26-foot atrium and gallery—anchored by a breathtaking wraparound staircase—creates an unforgettable entrance that sets the tone for the home’s refined sophistication. Gleaming marble floors, a soaring cathedral ceiling, and architecturally rich details showcase unwavering attention to quality. The expansive great room is tailor-made for elegant entertaining, complemented by a formal dining room distinguished by a medallioned tray ceiling, solid mahogany wainscoting, and other artisan finishes. The commercial-grade gourmet kitchen is designed to impress even the most discerning chef. For quiet moments and productivity, the mahogany-paneled office/library offers a serene retreat with direct access to a private elevator foyer. The luxurious primary suite promises restful indulgence with its spa-inspired bath featuring dual sinks, a hydromassage tub, sauna, and steam shower. Two additional bedrooms overlook the central atrium with charming Juliet balconies, adding to the home’s architectural romance. A private rooftop terrace crowns the residence, delivering 360-degree bay and city vistas—an unforgettable setting for sunset gatherings, open-air dining, or front-row seats to Sarasota’s Fourth of July fireworks. Additional highlights include keystone columns, custom mahogany millwork, eight-foot hand-carved mahogany doors, garage parking, and a generous bonus room with potential for an additional full bath conveniently located near the rooftop terrace. A PRESTIGIOUS ADDRESS IN THE HEART OF SARASOTA Originally built in 1926 as the American National Bank—and later an apartment hotel frequented by Hollywood stars—Orange Blossom Tower stands as a distinguished landmark listed on local, state, and national historic registries. This building has an exclusive collection of just seven luxury residences atop two floors of commercial space, the building seamlessly pairs heritage with contemporary sophistication. An incredible Amenity to the Orange Blossom Tower is it enjoys all of the amenities of the 1350 Building 50 yards away to include 3 deeded parking spaces in the private parking garage, pool, work out room, business center, billiard room, TV gathering area, outdoor grills. Important to know the building’s Structural Integrity Reserve Study (SIRS) and Financial Reserve Study (FRS) were both completed in 2024, ensuring full compliance with current Florida regulations and giving buyers added peace of mind.

1330 Main Street Unit PH 9 & 10, Sarasota

$5,985,000
4 Beds 5 Baths San Remo SubDv. 34239 Zip Code
Virtually Staged. Step into a private, gated waterfront estate in Sarasota offering deep-water boating access, refined coastal architecture, and an unsurpassed location just minutes to Siesta Key Beach, Southside Village, and downtown Sarasota. Located in the coveted San Remo Estates community, this exceptional residence blends timeless elegance with modern functionality—perfect for buyers searching for a luxury Sarasota waterfront home with privacy and proximity to the city’s best dining, shopping, and beaches. Designed by renowned architect Walter Hamm and built by Bill McGinness, the home is engineered for lasting stability with construction supported by 54 concrete pilings, a powerful value point for buyers seeking a well-built coastal property. Set on a sprawling private lot with mature landscaping and serene surroundings, the home captures panoramic water views and features a protected deep-water harbor, ideal for boaters who want quick access to Sarasota Bay and Gulf. Inside, the home showcases a bright, open layout filled with natural light, elevated by custom millwork, coffered ceilings, rich wood flooring, and polished travertine. The gourmet kitchen is designed for both entertaining and everyday living, featuring an oversized center island, quartz countertops, premium wood cabinetry, granite perimeter counters, subway tile backsplash, and stainless-steel appliances, along with an inviting breakfast nook that overlooks the water. The adjacent family room creates a warm gathering space, while the formal dining room is ideal for hosting. A private office provides a quiet, dedicated workspace, ideal for today’s lifestyle. The primary suite on the main level is a true waterfront retreat with oversized windows framing tranquil views, two custom walk-in closets, and a spa-style bath with a floating vanity, illuminated mirrors, a freestanding soaking tub, and an oversized walk-in shower. Upstairs, the second level is designed for comfort and entertaining with three generous bedroom suites, a TV/game room, a convenient kitchenette, and a terrace that overlooks the pool and peaceful waterscape, perfect for guests, multi-generational living, or extended stays. Outdoor living is equally impressive, featuring an expansive travertine pool deck, a heated pool and spa, a fenced and spacious yard, and lush tropical landscaping that creates a resort-style environment with exceptional privacy. Andersen sliding doors and windows enhance the indoor-outdoor connection and raise the overall quality of the home. A comprehensive renovation completed in 2015 elevated the interiors with sophisticated, updated finishes, while key improvements include a new roof (2020) and updated AC systems (2023 & 2024). Additional features include an ADT security system, generous storage, abundant closet space, a large laundry room, provisions for an elevator, and an oversized three-car garage. Sought-after San Remo Estates is positioned at the heart of Sarasota, just before the north bridge to Siesta Key, making it one of the most desirable locations for those wanting a Sarasota luxury waterfront home with both convenience and privacy. This exceptional coastal estate delivers the ultimate Florida lifestyle: deep-water boating, serene water views, and effortless access to Sarasota’s beaches, culture, and world-class amenities.

1389 Tangier Way, Sarasota

$5,980,000
4 Beds 7 Baths Oyster Bay Estates SubDv. 34231 Zip Code
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, Sarasota

$5,900,000
8 Beds 9 Baths Ilexhurst SubDv. 34217 Zip Code
This exquisite waterfront home is perfectly situated just 3 blocks away from the island's seven miles of sandy beaches!! This luxury property features 8 spacious bedrooms, 8.5 bathrooms, and nautical-themed decor throughout. The home offers a private oversized heated pool and spa, a rooftop deck with stunning 360-degree views of both the beach and bay, and a screened lanai for enjoying beautiful sunrises. The property includes a two-car garage, parking for four cars, a fishing pier, and a 10,000 lb boat lift. The large kitchen and dining area offers ample seating and includes quartz countertops, JennAir appliances and a laundry room with two sets of washer and dryer. 7 of the 8 bedrooms feature king beds, with one room equipped with bunk beds. The third floor also has access to the rooftop deck with views of both the gulf and the bay! This prime location, between the two bridges of Anna Maria Island, offers easy access to the island’s best attractions while providing a serene and luxurious retreat.

2516 Avenue A, Bradenton Beach

$5,895,000
3 Beds 4 Baths Waldorf Astoria Residences Sarasota SubDv. 34236 Zip Code
Pre-Construction. To be built. At Waldorf Astoria Residences Sarasota, this global legacy is seamlessly woven into the fabric of downtown living, where anticipatory service, architectural distinction, and an elevated sense of place come together to create a residential experience that is distinctly rooted in the effortless elegance of the Gulf Coast. Residence 1602 from the Horizon Collection offers 3 bedrooms and 3.5 bathrooms spanning 3,322 SF of interior space with views of Sarasota’s skyline and beyond. A terrace spanning nearly the full length of the residence creates a seamless connection to the outdoors, while soaring 14-foot ceilings and floor-to-ceiling glass fill the home with light and frame the views. A gathering salon extends the living/dining area while separate media room offers flexibility as a library or home office. A signature concierge closet allows for discreet package delivery, while multiple rooms open to the terrace, enhancing the home’s effortless indoor-outdoor flow. The designer kitchen centers on an architecturally sculpted island that complements the flowing geometry of the building, while anchoring the open living and dining spaces. Custom cabinetry is designed by Molteni & C framing premium appliances by Sub-Zero and Wolf, including a gas cooktop, pair with elegant Dornbracht fixtures to create a kitchen that is both refined and highly functional. A walk-in pantry and a spacious laundry room provide exceptional convenience, with ample room for storage thoughtfully integrated throughout. The primary suite offers a tranquil retreat, highlighted by a spa-inspired seven fixture bath featuring dual vanities, dual showers, two enclosed water closets, and a soaking tub, creating a true private sanctuary within the home. Beyond the residence, Waldorf Astoria Residences Sarasota offers nearly 60,000 sq ft of curated interior amenities and garden spaces in the heart of downtown. Residents will enjoy Peacock Alley Lounge, a private dining room, golf simulator, theater lounge, and wellness center with steam and infrared saunas, along with hot and cold plunge pools. The elevated private garden includes a resort-style pool, Florida Pavilion with grilling stations, and an entertainment lawn with a tranquil outdoor grove featuring a collection of citrus trees. The community will be professionally managed by Hilton to meet Waldorf Astoria standards, offering a robust staff dedicated to providing anticipatory service. This includes 24/7 valet, front desk, security and emergency maintenance response in addition to a personal concierge, bellman/doorman, spa/pool attendant and in-residence dining. Gracing Five Points Park in the heart of downtown, the Waldorf Astoria Residences Sarasota will introduce a new silhouette to the skyline. Masterfully designed by internationally acclaimed ODP Architects with interiors by Workshop/ADP, each residence embodies the seamless union of architectural innovation and elevated design. For nearly a century, The Waldorf Astoria name has set the global benchmark for elegance, creating addresses where history unfolded surrounded by timeless elegance. From pioneering the concept of luxury hospitality to introducing enduring traditions such as Peacock Alley, the brand has consistently defined what it means to live and travel well. Today, that heritage is thoughtfully reimagined in Sarasota.

1390 Main Street Unit 1602, Sarasota

$5,895,000
4 Beds 5 Baths Anna Maria Beach SubDv. 34216 Zip Code
Welcome to a rare offering on the coveted north end of Anna Maria Island — a brand-new coastal sanctuary where architectural sophistication meets the timeless charm of Old Florida. Ideally positioned just steps from the sugar-white sands of the Gulf and moments from the boutique shops, galleries, and countless dining options of historic Pine Avenue and the surrounding area, this exceptional 4-bedroom, 4.5-bath residence captures the essence of elevated island living — and sits within one of the island’s most desirable short-term rental zones. Designed with a refined, light-filled aesthetic, the home welcomes you with wide-plank hardwood flooring and a seamless flow between spaces that feel at once elegant and effortless. At the heart of the main level, a designer kitchen serves as the showpiece — outfitted with custom cabinetry, a generous island with seating, premium appliances, a dedicated wet bar, and a fully appointed butler’s pantry that makes entertaining feel second nature. Multiple gathering areas, including a secondary upstairs family room, offer a thoughtful balance of togetherness and retreat. The primary suite is a private sanctuary of understated luxury, anchored by a spa-inspired bath with a sculptural soaking tub, oversized walk-in shower, and bespoke designer finishes. Three of the four bedrooms enjoy their own private ensuites, and every bedroom features a walk-in closet — a refined blend of privacy and comfort for family and guests alike. Step outside to a fully screened ground-level living area that functions as a true extension of the home, complete grilling area and lounge designed for year-round enjoyment. Beyond, a private tropical oasis unfolds around a sparkling pool with integrated spa and a gas firepit framed by lush landscaping and a vinyl privacy fence that creates a secluded, resort-caliber setting for gathering or quiet escape. Every detail has been considered for ease and longevity, including Lutron lighting controls, three-zone climate systems, a metal roof, outdoor shower, and a three-car garage. Offered fully furnished, the property is delivered as a true move in ready opportunity. Beyond the walls of the home lies the magic of the north end — the most coveted and character-rich stretch of Anna Maria Island, known for its pristine beaches, the legendary white sands of Bean Point where the Gulf meets Tampa Bay and the walkable, tree-lined corridor of Pine Avenue with its celebrated restaurants, cottage shops, and cafés. Days begin with sunrise strolls along the shore and end with sunset dinners just minutes from your front door. With short-term rentals permitted, unmatched walkability to both the beach and Pine Avenue, and a rare combination of design, location, and lifestyle, this residence represents one of the most compelling offerings on Anna Maria Island — a legacy property with exceptional income potential in Florida’s most storied coastal village.

215 Sycamore Avenue, Anna Maria

$5,885,000
4 Beds 5 Baths Mooring At Bay Pointe The SubDv. 34236 Zip Code
Behind a private gate and beneath a canopy of tropical foliage, 1621 Bay Point Court offers a secluded waterfront retreat just moments from downtown Sarasota and the open waters of Sarasota Bay. Set along Hudson Bayou, the home blends timeless coastal architecture and bright interiors with tropical surroundings, covered terraces, a private pool, and a new dock with a 13,000-pound boat lift. Completed in 2025, the residence encompasses 3,647 square feet of air-conditioned living space with 4 bedrooms, 4.5 baths, 2 private offices, a bonus room with sauna and custom details throughout. Upper transoms fill the main living areas with natural light and capture views of the pool, landscape and bayou. Beyond the foyer, the dining room, great room and kitchen flow together for daily living and entertaining. The great room features a floor-to-ceiling quartz fireplace wall and opens to the covered lanai, and heated pool. Travertine and limestone decking, a fountain, fiber-optic pool lighting and several gathering areas complete the outdoor space. A powder bath is positioned nearby. The kitchen features floor-to-ceiling custom cabinetry, quartz countertops, a pearlized herringbone backsplash and a center island with storage on 3 sides. The Thermador appliance suite includes dual convection wall ovens, cooktop, coffee system, microwave, paneled refrigerator, beverage cooler and dishwasher. A concealed walk-in pantry offers custom storage. The main-level primary suite opens to the lanai and overlooks the pool and water. Its Calacatta Gold marble bath includes a freestanding tub, dual vanity, makeup station and oversized glass-enclosed shower. A custom walk-in closet connects to the laundry room, which features built-in cabinetry, a utility sink and Speed Queen appliances. A second en suite bedroom and a custom office with built-in bookcases and cabinetry complete the first floor. Upstairs are 2 additional en suite bedrooms, a private office and a bonus or fitness room with a mirrored wall, closet storage and sauna. Both bedrooms open to an oversized covered terrace overlooking the bayou, treetops and Sarasota skyline. A finished storage area provides additional space. The gated and fully fenced 0.26-acre property encompasses approximately 67 feet of waterfront and includes a new 322-square-foot dock and boardwalk with a 13,000-pound boat lift. The climate-controlled 2-car garage offers custom flooring, extensive storage and provisions for an electric vehicle charger. Additional features include reinforced masonry construction, impact-rated windows, doors and sliders, spray-foam insulation, whole-house water filtration and softening, instant hot water, commercial-grade Wi-Fi, structured media wiring, surround sound, security cameras, smart lighting and a generator panel. The finished-floor elevation is approximately 12 feet, 4 inches NAVD, and there are no association dues. Offering the privacy of a tropical waterfront retreat in the heart of Sarasota, the property is convenient to downtown dining, shopping and cultural venues, Southside Village, Sarasota Memorial Hospital and St. Armand's Circle. Lido Key and Siesta Key beaches are easily accessible, while Sarasota-Bradenton International Airport is nearby, placing Sarasota’s boating, beaches and other destinations within easy reach.

1621 Bay Point Court, Sarasota

$5,795,000
10 Beds 12 Baths Lido Beach SubDv. 34236 Zip Code
Coastal luxury meets exceptional investment opportunity on Lido Key. Just steps from the white sands and turquoise waters of Lido Beach, this custom one of a kind residence offers 10 bedrooms, 10 full baths, and 2 half baths in a beautifully designed turnkey furnished setting. Built with a sophisticated contemporary aesthetic, the home features an open concept floor plan spanning multiple living levels, designed for both effortless entertaining and comfortable everyday living. The chef’s kitchen is a true centerpiece, complete with a large quartz island, walk in pantry, panel ready refrigerator, premium appliances, and custom lighting. Each of the 10 bedrooms includes its own ensuite bath, creating a private and luxurious experience for guests and making the home ideal for large gatherings or vacation rental use. Thoughtful design elements, including unique accent walls and upscale finishes, add character and cohesion throughout. Outdoor living is equally impressive, with multiple balconies, an expansive patio, and a private pool and spa that create a true resort-style atmosphere. The upper level offers an additional entertaining space with a wet bar, while the rooftop terrace delivers stunning views and the perfect setting to relax or host guests. An elevator services the home for added convenience, and the spacious primary suite provides a serene retreat with a double vanity, walk-in shower, and a freestanding soaking tub. Located just minutes from St. Armands Circle and a short drive to downtown Sarasota’s dining, shopping, and cultural attractions, this property offers the best of coastal living with strong income potential.

119 Mckinley Drive, Sarasota

$5,750,000
5 Beds 8 Baths Sarasota Beach SubDv. 34242 Zip Code
Experience elevated coastal living in this exceptional 5-bedroom, 5.3-bath contemporary retreat, ideally located just steps from world-famous Siesta Public Beach and a short stroll to Siesta Village, where boutique shopping, dining, lively nightlife, and island charm await. Thoughtfully designed for effortless resort-style living, this four-level residence offers breathtaking Gulf views, expansive light-filled interiors, a private elevator, and extraordinary indoor and outdoor entertaining spaces. As the day draws to a close, the western sky transforms into a spectacular canvas of brilliant oranges, pinks, purples, and golds, creating unforgettable sunsets over the Gulf that can be enjoyed from multiple levels of the home, including the stunning rooftop retreat. The private outdoor oasis features a heated saltwater pool with sun shelf, spa, custom entertainment bar, lush tropical landscaping, and covered parking for up to four vehicles. Inside, the home showcases wide-plank wood-look porcelain flooring, painted tongue-and-groove ceilings, custom aluminum railings, and a dramatic four-story glass atrium staircase. The luxurious primary suite enjoys Gulf views, a private balcony, and a spa-inspired bath with a soaking tub, rain shower, dual vanities, and generous storage. Four additional ensuite guest bedrooms, each with private balconies and walk-in closets, provide exceptional comfort and privacy for family and guests. Designed for entertaining, the main living level features an open-concept great room with a custom fireplace, built-in dining, beverage bar, and a chef's kitchen appointed with custom cabinetry, granite countertops, GE Monogram appliances, a hidden coffee bar, oversized island, and banquet seating for ten. The adjoining Gulf-view terrace offers a fully equipped outdoor kitchen, creating the perfect setting for seamless indoor-outdoor living. Crowning the home is an extraordinary 950-square-foot rooftop terrace showcasing panoramic Gulf views and front-row seats to Siesta Key's legendary sunsets, where the ever-changing sky erupts in vibrant hues reflected across the Gulf waters. Complete with a full outdoor kitchen, beverage cooler, ice maker, automated louvered pergola, and powder bath, it is the ultimate venue for entertaining, enjoying sunset cocktails, or relaxing beneath the stars above the coastline. Additional highlights include a four-zone HVAC system, elevator service to every level including the rooftop, abundant secure storage, smart home prewiring with security cameras, low-maintenance tropical landscaping with irrigation and lighting, and superior concrete and masonry construction with a hollow-core concrete roof system and hurricane-rated impact glass, delivering exceptional durability, energy efficiency, and peace of mind. This is a rare opportunity to own a true luxury beach retreat that combines world-class construction, spectacular Gulf views, dramatic nightly sunsets painted across the Gulf sky, and an unbeatable location just steps from Siesta Beach and all the shopping, dining, and entertainment of Siesta Village.

5547 Avenida Del Mare, Sarasota

$5,750,000
5 Beds 6 Baths Harbor Acres SubDv. 34239 Zip Code
Under Construction. Situated on a prized 1/3-acre homesite in the prestigious Harbor Acres community, this extraordinary custom residence by the award-winning team at Allegra Homes masterfully blends timeless coastal elegance with modern luxury. The two-story “Lakeshore II” floor plan offers the ease and comfort of exceptional living with nearly 5,000 square feet of impeccably designed interiors. Featuring five bedrooms, five full baths, a powder bath, a dedicated office with custom built-ins and a game room with wet bar, every detail of this residence has been intentionally crafted to deliver a sophisticated yet effortless lifestyle. This solidly constructed home is enhanced with a brick paver motor court, a three-car garage, and professionally designed landscaping with irrigation and architectural lighting adding to its tropical ambiance. A dramatic great room serves as the centerpiece of the home, highlighted by soaring architecturally detailed ceilings, a stunning entertainment feature wall with fireplace, and expansive glass sliders that seamlessly connect the indoor living spaces to the spectacular outdoor retreat. Designed for year-round enjoyment, the beautifully finished lanai showcases a heated saltwater pool and spa, outdoor kitchen with grilling station and beverage center, and enclosed with Clear View screening that elevates the home’s refined coastal aesthetic. The gourmet kitchen is both functional and striking, anchored by an oversized island and appointed with an exceptional suite of Sub-Zero and Wolf appliances, including a 42-inch refrigerator, wine cooler, 36-inch cooktop, oven, and drop-down microwave—creating an ideal setting for entertaining and everyday living alike. Privately positioned, the luxurious owner’s suite offers a tranquil retreat with elegant wall detailing, a custom headboard feature wall, sitting area, and an indulgent bath featuring a freestanding soaking tub, oversized frameless glass shower, floating mirrors, split vanities, and a private water closet. Additional features include hurricane-impact windows and shutters, tankless recirculating water heater, tray ceilings with cove molding, recessed lighting, finished closets, 8-foot solid-core doors, and outdoor shower. Harbor Acres is widely considered one of Sarasota’s most established and prestigious waterfront neighborhoods — an ultra-prime West of the Trail enclave in one of Sarasota’s most desirable intown settings. Live moments from world-class boating, beaches, dining, and arts scene in a spectacular home designed to capture the essence of coastal luxury.

1395 Harbor Drive, Sarasota

$5,750,000
3 Beds 3 Baths Bird Key Sub SubDv. 34236 Zip Code
Incredible boating water! Move in, remodel, or build your dream home on this exceptional half-acre corner lot with unobstructed bay views. This stunning property is perfect for the boating enthusiast with deep water access, an impressive 275 feet of seawall, and a unique lot configuration that can accommodate a yacht of up to 80 feet without compromising the views. Situated on Bird Key, this location offers convenient access to St. Armands Circle, Lido Key, Longboat Key, and the many cultural and dining attractions of downtown Sarasota. Bird Key HOA features a social club with dining, pool, tennis courts, fitness center, marina, and more. ***This home did not experience any water intrusion from the 2024 hurricanes.

102 Seagull Lane, Sarasota

$5,695,000
3 Beds 4 Baths Mira Mar SubDv. 34236 Zip Code
Under Construction. Introducing one of the West Coast of Florida’s most distinctive and extraordinary new condominium offerings. For the first time in over a century, the legendary Mira Mar is being reimagined. Originally established in 1922, this iconic South Palm Avenue landmark—home to Sarasota’s first hotel, elegant residences, and refined boutiques—was once the city’s most coveted address. Seaward Development, Sarasota’s premier luxury developer, is bringing new life to this cherished property, blending its storied past with modern elegance to create a timeless residential masterpiece. The all-new Mira Mar will feature two sophisticated condominium towers that blend classic architecture with contemporary refinement. A limited collection of expansive residences—each designed to live like a private home—will offer breathtaking bayfront and city views, exceptional design, and the ultimate in urban coastal living. Perfectly positioned on one and a half acres with nearly 400 feet along South Palm Avenue, residents will enjoy walkable access to Sarasota’s cultural destinations, fine dining, upscale shopping, and waterfront experiences—all just steps from their front door. This exceptional residence defines sophistication with three private en-suite bedrooms plus den/study and a stunning 24’ x 12’ west-facing terrace—your front-row seat to Sarasota’s most iconic views. Every detail reflects an elevated standard of craftsmanship, with premier finishes and materials curated from some of the industry’s most respected luxury brands. From golden sunsets over the bay to the shimmering lights of the John Ringling Bridge, outer islands, and marina, each moment unfolds like a living masterpiece in the heart of downtown. Mira Mar residents will enjoy an exceptional collection of services and amenities tailored to the most discerning lifestyles. These include 24-hour concierge, complimentary valet service, professional resident handyman, shipping and receiving porter, and luxury car and driver service. In addition, world-class amenities include a 70-foot resort-style pool and spa-inspired locker rooms featuring steam, infrared sauna, and a water therapy pool. The Sports Lounge offers a golf simulator and putting green, while the Garden Room and Terrace provide serene spaces for relaxation and social gatherings. Crowning it all is the exclusive Sky Speakeasy Lounge—a resident-only retreat on the Penthouse level with captivating bay and sunset views, perfect for unwinding or entertaining in style. A true expression of coastal luxury and downtown sophistication, Mira Mar presents a once-in-a-lifetime opportunity to live within a reimagined piece of Sarasota history—where timeless architecture, impeccable craftsmanship, and an unparalleled Palm Avenue location define the city’s most distinguished new address for a select few.

65 S Palm Avenue Unit 1001, Sarasota

$5,670,000
3 Beds 4 Baths Golden Gate Point SubDv. 34236 Zip Code
Virtually Staged. Pre-Construction. To be built. The allure of Amara is as diverse as it is extraordinary—an unmatched residential experience shaped by its coveted Golden Gate Point address. Here, one of Sarasota’s rarest natural enclaves offers a vantage point unlike any other, gazing across the bay and back toward the shimmering city skyline. These are once in a lifetime views, yours to enjoy every single day. Every detail reflects the artistry of MHK Architecture and DWJA Landscape Architects, paired with the elevated interior vision of Lillian Wu Studio, NYC. Amara features 54 architecturally refined residences, each wrapped in floor to ceiling glass to frame unobstructed vistas over Sarasota Bay. Thoughtfully designed floor plans range from 2,272 to 3,429 square feet, all complemented by expansive sunset terraces that extend your living space outdoors. On level two, a limited collection of only five one of a kind terrace residences offers exceptionally private outdoor sanctuaries, complete with personal pools and spas elevated above the lush esplanade and marina. Residences are finished with the finest materials and craftsmanship, including Wolf and Sub Zero appliances, Gessi fixtures, Neff cabinetry, and stone countertops with waterfall islands and full-height backsplashes. Outdoor summer kitchens come fully equipped with built in Artisan gas grills, making alfresco dining effortless. Beyond the residences, Amara delivers an unparalleled amenity collection. A breathtaking infinity saltwater pool, social lounge with billiards table, private marina with dedicated boat slips, kayak and paddleboard launch, firepits, intimate waterfront seating, bocce court, putting green, and dog park all invite connection with land and sea. The state of the art fitness center features TechnoGym equipment, hot and cold plunges, steam and sauna rooms, a yoga garden, massage treatment room, and dual locker suites. By the water, in the water, or overlooking the water—your lifestyle flows effortlessly at Amara. It is, without question, Sarasota’s most exciting and exceptional residential offering to date.

550 Golden Gate Point Unit 404, Sarasota

$5,670,000
3 Beds 4 Baths Golden Gate Point SubDv. 34236 Zip Code
Virtually Staged. Pre-Construction. To be built. The allure of Amara is as diverse as it is extraordinary—an unmatched residential experience shaped by its coveted Golden Gate Point address. Here, one of Sarasota’s rarest natural enclaves offers a vantage point unlike any other, gazing across the bay and back toward the shimmering city skyline. These are once in a lifetime views, yours to enjoy every single day. Every detail reflects the artistry of MHK Architecture and DWJA Landscape Architects, paired with the elevated interior vision of Lillian Wu Studio, NYC. Amara features 54 architecturally refined residences, each wrapped in floor to ceiling glass to frame unobstructed vistas over Sarasota Bay. Thoughtfully designed floor plans range from 2,272 to 3,429 square feet, all complemented by expansive sunset terraces that extend your living space outdoors. On level two, a limited collection of only five one of a kind terrace residences offers exceptionally private outdoor sanctuaries, complete with personal pools and spas elevated above the lush esplanade and marina. Residences are finished with the finest materials and craftsmanship, including Wolf and Sub Zero appliances, Gessi fixtures, Neff cabinetry, and stone countertops with waterfall islands and full-height backsplashes. Outdoor summer kitchens come fully equipped with built in Artisan gas grills, making alfresco dining effortless. Beyond the residences, Amara delivers an unparalleled amenity collection. A breathtaking infinity saltwater pool, social lounge with billiards table, private marina with dedicated boat slips, kayak and paddleboard launch, firepits, intimate waterfront seating, bocce court, putting green, and dog park all invite connection with land and sea. The state of the art fitness center features TechnoGym equipment, hot and cold plunges, steam and sauna rooms, a yoga garden, massage treatment room, and dual locker suites. By the water, in the water, or overlooking the water—your lifestyle flows effortlessly at Amara. It is, without question, Sarasota’s most exciting and exceptional residential offering to date.

590 Golden Gate Point Unit 706, Sarasota

$5,595,000
5 Beds 7 Baths Oyster Bay Estates SubDv. 34231 Zip Code
One or more photo(s) has been virtually staged. Experience luxury West-of-Trail living in Sarasota’s coveted Oyster Bay neighborhood. This newly built 2026 custom residence offers 5 bedrooms, 5 full and 2 half baths—all on one thoughtfully designed living level—featuring 4,545 sq. ft. under air and 5,689 sq. ft. total. Set on an impressive 130' x 150' corner lot (0.45 acres), the home is surrounded by a lush tropical oasis that provides exceptional privacy. A dramatic two-story foyer with 21’ ceilings and a steel-and-impact-glass entry door welcomes you inside. Engineered oak hardwood flooring, 10” baseboards, and sleek horizontal receptacles enhance the home’s modern architectural aesthetic. The expansive open-concept kitchen and great room are filled with natural light, with floor-to-ceiling expanses of hurricane-impact glass featuring a wall of 10-foot sliding doors and upper architectural windows that create an airy, light-filled living space and seamlessly open to the outdoor living area. The gourmet kitchen is a chef’s dream, offering an 8-seat center island, large walk-in pantry, quartz countertops, and premium appliances including a Bosch 36” natural gas/induction cooktop, 36” Thermador refrigerator column, 24” Thermador freezer column, 24” full-height Thermador wine cooler, Bosch dishwasher, and 30” Bosch oven/microwave combo. Retreat to the luxurious main suite featuring a Wetstyle tub with wood surround, marble accents, and slate and porcelain flooring. Additional highlights include level-5 smooth interior walls, 8’ solid-core and obscure-glass interior doors, a stunning 175-bottle wine room with marble wall and glass enclosure, Samsung pedestal washer & dryer, and an advanced alarm and exterior security lighting system. The outdoor living area is designed for year-round enjoyment with a summer kitchen equipped with a Blaze 42” gas grill, sink, and under-counter refrigerator. A 15’ x 28’ pool and spa with a custom waterfall feature, plus an outdoor shower, complete this private retreat. The property also offers an irrigation system and a spacious 3-car garage. An exceptional opportunity to own a brand-new, luxury single-level home in one of Sarasota’s most desirable West-of-Trail communities.

1429 N Lake Shore Drive, Sarasota

$5,590,000
4 Beds 5 Baths Harbor Acres SubDv. 34239 Zip Code
Pre-Construction. To be built. Welcome to effortless coastal luxury in the coveted Harbor Acres neighborhood, where timeless glamour meets breezy, tropical elegance. The Royal Palm is Heritage Builder’s latest creation. The Palm Beach–style residence is a masterclass in relaxed yet refined living—light-filled, airy, and designed for seamless indoor-outdoor enjoyment. Framed by lush, palm-lined landscaping and defined by its crisp, clean aesthetic, this 4-bedroom, 4 full bath, and 1 half bath home offers a serene, resort-like lifestyle. Inside, soft neutrals, pops of color, natural textures, and polished finishes create an inviting, ocean-kissed atmosphere that feels both elevated and effortlessly comfortable. The primary suite, thoughtfully located on the main level, is a true private retreat—spacious and serene, featuring two walk-in closets and a spa-inspired ensuite bath with a freestanding soaking tub and large glass-enclosed shower. A second guest suite downstairs provides flexibility and comfort for visitors, while an elevator ensures convenient access to every level. Upstairs, a VIP experience awaits. The luxurious suite with a private balcony offers tranquil treetop views, complemented by an ensuite with dual vanities. Designed for both relaxation and entertaining, the upper level also features a media room with a wet bar and a second utility space, enhancing both function and ease of living. Step outside into your own private, resort-style oasis, where a sparkling open-air pool is surrounded by lush, mature landscaping that creates a sense of serenity and seclusion. Framed by swaying palms and vibrant greenery, the outdoor living spaces feel both inviting and tranquil—perfect for sun-soaked afternoons, al fresco dining, or relaxed evenings under the stars. Every detail is designed to capture that breezy, tropical elegance, making it easy to feel at home in a setting that lives like a luxury retreat. Ideally located in the heart of Harbor Acres, this residence offers unparalleled access to Sarasota’s most desirable destinations. Just minutes from downtown, Selby Gardens, and the Gulf’s world-renowned beaches, you’ll enjoy the best of coastal living. Nearby Southside Village adds to the charm with its fun, friendly atmosphere, boutique shopping, and local dining—bringing together convenience, community, and lifestyle in one exceptional location. Every detail of this home reflects casual sophistication and coastal chic design, blending crisp lines with organic warmth. Whether hosting guests or enjoying quiet moments, this residence embodies the essence of Palm Beach-inspired living—bright, breezy, and beautifully refined. Experience Harbor Acres at its finest—where elegance meets ease in a home designed to live like a year-round retreat.

1387 Harbor Drive, Sarasota

$5,500,000
5 Beds 6 Baths Harbor Acres SubDv. 34239 Zip Code
Pre-Construction. To be built. UNDER CONSTRUCTION — HEMINGWAY LUXURY MODEL BY COURTYARD MODERN HOMES- OR BUILD TO SUIT STARTING AT $4,500,000.00 -- A striking new expression of modern luxury is taking shape in Harbor Acres. Courtyard Modern Homes introduces the **Hemingway**, a sophisticated custom residence designed to capture the essence of Sarasota living with bold architecture, refined finishes, expansive interiors, and a seamless connection to the outdoors. This exceptional 5-bedroom, 5-bath luxury home is thoughtfully designed for both impressive entertaining and comfortable everyday living. The dramatic great room serves as the heart of the residence, featuring soaring ceilings, architectural detailing, and walls of glass that open the home to a spacious covered lanai, resort-style pool, and fully equipped outdoor summer kitchen. At the center of the open floor plan is a beautifully appointed chef’s kitchen featuring premium appliances, custom cabinetry, generous stone countertops, and an oversized island overlooking the great room and dining areas. The result is one expansive living environment where indoor and outdoor spaces come together effortlessly. The main-level primary suite is designed as a private retreat with expansive walk-in closets and a luxurious spa-inspired bath. A separate guest suite provides privacy for visitors, while a dedicated home office and additional bonus space offer flexibility for today's lifestyle. Upstairs, three generously sized bedrooms are complemented by a spacious game room and loft, creating an ideal second living area for family and guests. A three-car garage and substantial homesite complete the residence. Located in Harbor Acres, one of Sarasota's most established and sought-after neighborhoods, the Hemingway offers an exceptional combination of luxury, location, and lifestyle. Just moments from Southside Village, Sarasota Memorial Hospital, Marie Selby Botanical Gardens, downtown Sarasota, and the bayfront, the home also provides convenient access to St. Armands Circle and the celebrated beaches of Lido Key and Siesta Key. Currently under construction by Courtyard Modern Homes, the Hemingway represents an opportunity to own a brand-new luxury residence in one of Sarasota's premier neighborhoods—where contemporary design, exceptional craftsmanship, and the best of Sarasota living come together.

1740 S Orange Avenue, Sarasota

$5,500,000
4 Beds 5 Baths Pomello Park SubDv. 34202 Zip Code
Experience exceptional privacy, craftsmanship, and contemporary luxury at this newly completed estate on 13.8 private acres in highly sought-after Panther Ridge. Positioned at the end of a quiet dead-end road, the property welcomes you through intercom-controlled gates and along an illuminated driveway to an expansive motor court with garage space for up to seven vehicles, including an APLUS 8,000-lb vehicle lift. Built with attention to quality, strength, and efficiency, the residence features two-story concrete block construction, hurricane-impact windows, spray foam insulation, zoned climate control, and a whole-house generator. Inside, soaring ceilings, designer tile flooring, custom closets, expansive windows, a sweeping curved staircase, remote-controlled electric blinds, and integrated smart-home technology create a sophisticated yet comfortable environment. Invisible Sonos-connected speakers provide seamless sound throughout. The flexible floor plan offers four spacious bedrooms, five beautifully appointed bathrooms, and two bonus rooms ideal for a home office, fitness room, media room, or additional living space. Each guest bedroom features a private bath, while the primary suite includes separate custom his-and-her closets with built-in shelving and lighting. Designed for everyday living and entertaining, the main living area features a striking dual-sided fireplace and flows into the chef-inspired kitchen. Premium Viking appliances, two ovens plus a cooktop, illuminated custom cabinetry, quartz countertops, oversized island, built-in coffee system, dedicated ice maker, and walk-in pantry create a kitchen as functional as it is impressive. Spa-inspired bathrooms feature floor-to-ceiling tile, oversized full-body showers, abundant natural light, and electric bidet toilets. Step outside to a private resort-style retreat centered around a 15' x 35' saltwater pool with dramatic waterfall fire features. Multiple finished pergolas with relaxation swings create inviting spaces to unwind, while the outdoor entertaining area features a granite summer kitchen with generous cabinetry and multiple grilling options. A private outdoor sauna further enhances the setting. For the golf enthusiast, a dedicated elevated deck is designed for practicing drives across the expansive property. Adding remarkable versatility is the approximately 30' x 80' accessory building/barn offering an air-conditioned fitness or studio space, workshop, walkable storage, an additional air-conditioned music or recreation room, kitchen and half bath on the lower level, full bath upstairs, and expansive second-floor flex space ideal for an office, game room, studio, or guest retreat. The property is further enhanced by a stocked private pond and abundant open space for recreation, equestrian use, or simply enjoying the peaceful surroundings. Panther Ridge offers approximately 22 miles of equestrian trails, with access to Concession membership adding another exceptional lifestyle component. Combining contemporary architecture, extensive garage and recreational space, sophisticated technology, resort-style outdoor living, and exceptional acreage and privacy, this Panther Ridge estate offers a lifestyle rarely available just minutes from Lakewood Ranch, Sarasota, premier shopping and dining, and Florida's Gulf Coast.

20307 74th Avenue E, Bradenton

$5,500,000
6 Beds 6 Baths Whitfield Estates SubDv. 34243 Zip Code
Set on a premier waterfront lot in the Sarasota/Bradenton area, this single-family estate offers panoramic water views of Sarasota Bay, a separate guest house, and the kind of indoor-outdoor living buyers expect at the luxury level. The main residence (3806 sq ft) is designed for entertaining and everyday comfort, with expansive living spaces, a well-appointed kitchen, and seamless access to the pool and outdoor areas, while the guest house (2409 sq ft) provides ideal accommodations for visitors, extended family, or a private office retreat. Comfortable luxury living on a combined 1+ acre lot (there are 2 parcels included in this offering) with a spectacular panoramic water view. Beautifully kept grounds accented by Royal palms create the feel of a family compound that elegantly states, "You've made it!" The three-story main house has a twin grand winding staircase and an elevator to the second-floor main level. Tall double-trey ceilings w/ uplighting and massive impact glass windows and doors provide an absolutely breathtaking view of the swimming pool and the Sarasota Bay. Built on 38 concrete and steel reinforced pilings, the main house was constructed in 2001, and the windows and doors were upgraded to hurricane standards. In fact, the owner has a flood policy on the main house for just $1,200 per year. There is an oversized 3 car garage with an expanded work area and 220V power if you have an electric car. Plus, a massive unfinished storage and fun area with non-conforming pool bath below the main living area elevated approximately 18' above. The completely separate guest house also with views of the bay includes an additional 3 bedrooms, great room, dining room, full kitchen, office and attached 2 car garage. The guest house was built in 1950 and remodeled to mimic the Coastal Mediterranean style of the main house. The pool ranges from 3' to 7' in depth and includes remote control lighting and a water feature. The pool and outdoor area create the perfect setting for parties or special events. The pool is surrounded by a huge concrete deck that extends as a patio under the cover of the massive main observation and entertainment deck above. There are rough ins for an outdoor kitchen on the ground floor patio. There is also an additional observation deck off the 3rd floor living room that, with a slight zoom on your camera, provides a nice view of John Ringling bridge. Longboat Key provides night lights beyond the bay, and your own private Osprey nest adds to the natural symphony of life on the water. Boaters, you are less than a mile away from Sara Bay Marina. Commuters, you are less than 3 miles away from SRQ. Beach goers, you are less than 10 miles from Lido Beach and St Armands Circle. Professionals, you are less than 7 miles from downtown Sarasota. Kayakers, walk to the Riprap and launch! Be sure to watch the individual videos showing each interior. They are not just slideshows. This is the first time this property has been offered for sale since the builder owned it. An acre of mainland bayfront land is rare in the Sarasota/Manatee waterfront community. Don't Daydream and miss out on your Dream home. The main home is being sold partially furnished with a few exclusions. The guest house is unfurnished. Capture the Zen of waterfront living for yourself and future generations now.

7524 Westmoreland Drive, Sarasota

$5,500,000
9 Beds 11 Baths Lido Beach SubDv. 34236 Zip Code
Lido Key luxury retreat with 9 bedrooms, 11 bathrooms a heated pool, spa & slide. Walk to Lido Beach or bike to St. Armand's Circle. This impressive home offers 9 master bedrooms, each meticulously designed for maximum space, and 9 full baths plus 2 half baths, allowing you to spread out. The home is sold turnkey furnished with luxurious sleeping arrangements of 8 King beds and 2 Twin bunk beds. Multiple balconies and patios further enhance your connection to the tropical surroundings. A modern, open-concept kitchen with top-of-the-line Wolf/Subzero appliances is the epicenter of this home. Comfortable furnishings allow for group gatherings both inside and outside on the pool deck. Situated on a corner lot located on the beautiful Lido Key, where sophistication and coastal opulence seamlessly combine in this residence. Lido Key Beach is a short 0.3-mile stroll from your door, where you can enjoy pristine sparkling sands, ensuring you make the most of the beautiful coastal setting. The stunning rooftop deck provides panoramic views of the picturesque surroundings, offering a serene space to unwind. Whether you're savoring the warm island breeze or soaking up the sun, this space is the perfect place to unwind. This exquisite property offers a wealth of luxury features, creating the ideal escape for those who demand both relaxation and elegance. New owners will be able to inherit future vacation rental reservations, maintain the same property management company and have an instant income producing property.

171 Mckinley Drive, Sarasota

$5,495,000
5 Beds 6 Baths Bimini Bay Estates SubDv. 34216 Zip Code
Introducing The Palm—an iconic waterfront estate where exceptional architecture, resort-inspired living, and the unmistakable charm of Anna Maria Island come together to create a remarkable home. More than a home, The Palm captures the very best of Anna Maria Island living. Thoughtfully custom built by Eason Builder Group, this newly completed waterfront residence features five bedrooms, five full baths, one half bath, and more than 3,260 square feet of beautifully designed living space where coastal elegance meets exceptional craftsmanship. Every room has been thoughtfully curated to create an effortless connection between sophisticated design and the natural beauty that surrounds it. Walls of impact glass fill the home with natural light, while tongue-and-groove cypress ceilings, custom millwork, natural stone, and carefully selected finishes create a home that feels refined and welcoming. The open floor plan was designed for effortless entertaining and everyday living, featuring spacious gathering areas, luxurious private suites, a custom bunk room, and seamless transitions between indoor and outdoor spaces. Integrated smart home technology, an elevator, premium impact-rated windows and doors, Daikin HVAC systems, tankless water heaters, composite decking, and quality craftsmanship throughout reflect the care and attention that went into every detail. Outside, the experience is every bit as impressive. A resort-style pool with a raised spa anchors the backyard, surrounded by tropical landscaping that creates beauty and privacy. The covered lanai offers multiple spaces to gather, including an outdoor kitchen, bar seating, comfortable lounge areas, and dining space designed for entertaining family and friends. A private putting green adds another element of fun. One of the home’s most memorable features is the expansive rooftop deck, designed for sunset cocktails and panoramic views stretching across Anna Maria Island. For boating enthusiasts, The Palm offers one of the island’s most desirable features—a private dock with a 16,000-pound boat lift and direct, no-bridge access to the Gulf, allowing you to leave your backyard and be on open water within minutes. Beyond the property itself lies the lifestyle that makes Anna Maria Island so special. Leave the car behind and explore the island by golf cart or bicycle. Spend your mornings browsing the boutiques, cafés, and local shops along charming Pine Avenue, your afternoons on the island’s world-famous sugar-white beaches, and your evenings enjoying waterfront dining before watching another unforgettable Gulf sunset. Here, life moves at a different pace—one defined by boating, fishing, paddleboarding, beach walks, and the timeless character that continues to make Anna Maria Island one of the Gulf Coast’s most treasured destinations. Whether you’re searching for a private waterfront retreat, a seasonal residence, or a high-end vacation rental with exceptional income potential, The Palm offers a rare opportunity to enjoy the very best of island living while owning one of Anna Maria Island’s premier waterfront homes. Beautifully designed, expertly built, and perfectly positioned, The Palm is more than a residence—it is a place where family and friends gather, memories are made, and the best of Anna Maria Island becomes part of everyday life.

411 Palm Avenue, Anna Maria

$5,495,000
4 Beds 4 Baths Lido Beach SubDv. 34236 Zip Code
An Exquisite Bayfront Residence on Prestigious Lido Key, Sarasota. This meticulously reimagined two-story bayfront masterpiece embodies the pinnacle of sophisticated coastal living. Offering 3,832 square feet of thoughtfully designed interior space which was fully renovated in 2017, including impact-resistant doors and windows and a new roof. The residence features 4 ensuite bedrooms, a state-of-the-art 2025 gourmet kitchen, designed for discerning entertainers, showcases premium appliances, custom cabinetry, and an expansive island that serves as the heart of the open-plan living areas. The new elegant flooring unifies the bright, voluminous interiors. The second story includes a spacious home office with views over the pool to the bay. Beyond the interiors lies a private waterfront sanctuary: a heated saltwater pool overlooks an expansive floating dock, ideally suited for vessels of varying sizes, kayaks, or paddleboards. Unobstructed sailboat access invites effortless exploration of the bay and beyond. Additional conveniences include a spacious two-car garage, proximity to downtown Sarasota's vibrant cultural scene, a 15-minute drive to Sarasota-Bradenton International Airport. Close by is the pristine sands of Lido Beach with the most spectacular sunsets and moments away is St. Armands Circle's dining and shopping. Framed by the preserved mangroves of Otter Key, the sheltered waters host an abundance of marine life, dolphins, manatees, and graceful wading birds frequently enchant residents with their presence. This extraordinary property represents a rare harmony of tranquil waterfront serenity, impeccable modern enhancements, and unparalleled proximity to Sarasota's finest amenities—an enduring legacy of refined coastal elegance. Independently certified appraisal on 03/05/2026 by Birkholz Appraisal Group: Value by sales comparison approach $5.9M and Value by cost approach $6.2M

701 Tyler Drive, Sarasota

$5,495,000
4 Beds 3 Baths Bay Point Park SubDv. 34236 Zip Code
Being in the same family for 75 years, this is a rare opportunity to own a stunning, nearly half-acre waterfront lot in the highly desirable Bay Point Park neighborhood of Sarasota. Situated on protected sailboat water with no bridges to the Gulf of Mexico, this unique property offers unparalleled access to the serene waters of Sarasota Bay, with breathtaking views of the iconic Ringling Bridge and the vibrant downtown Sarasota skyline. Enjoy a truly walkable lifestyle with the best of Sarasota at your doorstep. Stroll to Marie Selby Botanical Gardens, the charming shops and gourmet restaurants of downtown, the quaint Southside Village, and the renowned Morton's Gourmet Market—all just moments away. Tucked away in a tropical oasis, this secluded lot offers privacy, tranquility and convenience, providing the perfect setting for a custom-built home with sweeping waterfront views. Located in one of the most sought-after West of the Trail neighborhoods, this large waterfront parcel presents a unique opportunity to create a luxurious sanctuary in one of Sarasota's most coveted locations. Whether you’re an avid sailor or simply appreciate the beauty of coastal living, this property is your perfect canvas. Don’t miss the chance build your dream home on this exceptional slice of Sarasota paradise—where the natural beauty, luxury, and lifestyle you’ve always dreamed of can finally become a reality.

1479 Bay Point Drive, Sarasota

$5,487,000
5 Beds 6 Baths Anna Maria Beach SubDv. 34216 Zip Code
This recently constructed home on Anna Maria Island overlooking a stunning canal is just one block from the pristine Gulf of Mexico beaches and a short walk to the restaurants and boutiques on Pine Ave. This luxurious 5-bedroom, 5.5 bath retreat offers a spectacular backyard with a private pool and swim up bar, in-ground spa, a covered shellcrete patio with seating, a ping pong table, and a BBQ grill. The coastal home features two garages and a private drive accommodating four vehicles. The main living floor has an open layout with bright natural lighting, a plush living area with sofas and a TV. The kitchen is equipped with upgraded stainless steel Bosch appliances and quartz countertops. There are many dining areas including the cozy kitchen nook, kitchen island, formal dining room, or on the balcony overlooking the canal. The 5 beautifully designed bedrooms feature elegant decor, chic furnishings, bedside lighting, and ensuite bathrooms. The second floor houses 3 bedrooms with king beds and full baths, a half bathroom for guest use, and a walk-in laundry room with a washer and dryer. The third floor includes a seating area with a table and chairs, a TV area, a wet bar, and two primary suites accessible by elevator or stairs. These suites feature king beds, private terraces, walk-in closets, and ensuite bathrooms with large glass-walled showers. Additionally, the rooftop deck provides an ideal spot for relaxation and taking in the views. This home offers a blend of luxury, comfort, and convenience, making it an exceptional choice for your Anna Maria Island life!!

404 North Shore Dr, Anna Maria