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Luxury properties in Sarasota

Prime Downtown Sarasota Medical Office Opportunity. This solid brick, ground-level office building is ideally located within view of the highly trafficked corner of Fruitville Road and Tuttle Avenue, offering exceptional visibility and access. Designed for medical use, the property features six private examination rooms, a welcoming reception area, common area, utility room, and two updated restrooms. Patients and staff will appreciate easy ground-floor access and a large on-site parking lot with 15+ spaces, including covered parking—a rare advantage in downtown Sarasota. Prominent Fruitville Road signage ensures outstanding exposure. The interior showcases custom tiled walls and floors and has been extensively upgraded, including roof, electrical, plumbing, sewer line, windows, lighting, paint, sheetrock, and bathrooms. With a strong roof, newer sewer line, and ample room for future expansion, this turnkey property is ideal for medical, professional, or owner-user investors seeking long-term value in a premier Sarasota location. $779,000 Active

220 N Tuttle Avenue Sarasota, Florida

1,607 SqFt 0.24 Acres

"Ultimate Man Cave Paradise: Seasoned Warehouse Haven for Enthusiasts"Unleash Your Inner Enthusiast in this Spacious Warehouse Oasis!Are you ready to take your hobbies to the next level? Look no further! This expansive warehouse is perfectly suited for the ultimate man cave, car enthusiast's dream, or entertainment hub. With endless possibilities, this property being sold as you see it offers a turn key mancave space.Features:Spacious Warehouse: 1725 sq. ft. of open space for your dream man cave, workshop, or entertainment area.High Ceilings: Plenty of room for overhead storage, car lifts, or display casesFeaturing 2- Office spaces, 2 restrooms, 1 full and 1 1/2 bath and a reception area.Enclosed Mezzanine space 24'x19' for your private retreat. Dedicated Areas: Potential for separate zones for:Car enthusiasts: garage, workshop, and display areaGaming and sports: large screen TV,'s gaming, and lounge area,Entertainment: bar, pool table, kitchen set up, and social areaStorage: ample space for tools, equipment, and collectiblesCustomization Opportunities: Exposed ductwork, and concrete floors, provide a unique backdrop for your creative visionSecurity and Access: Secure entry, potential for private parking, and easy access for large equipment or vehiclesPotential Uses:Man cave retreatCar restoration and customization shopGaming and esports arenaSports memorabilia display and entertainment spaceHome gym or fitness studioArt studio or workshopStorage facility for classic cars, motorcycles, or other vehiclesEndless Possibilities Await!Don't miss this rare opportunity to own a versatile warehouse space that can be tailored to your passions and interests. Whether you're a car enthusiast, gamer, or entertainer, this property offers the perfect setting, bring your ideas to life and enjoy the perfect gathering spot!Schedule a viewing today and start making it your dream space! $749,999 Active

1090 Knights Trail Road 10 Nokomis, Florida

1,725 SqFt 1.8 Acres

Showcase your new concept at 3983 Destination Drive (Bay Street Village and Towncenter Sarasota-Osprey) – a premier flexible commercial space in a vibrant, walkable, amenity-rich setting along US-41, steps from the waterfront and thriving residential growth. Revenue-Ready Layout - Operational Efficiency – This elevator accessible second floor unit includes 588 sq ft balcony, kitchen, storage, walk-in cooler, and additional dining area with coffee bar ideal for private events, membership type experience or overflow seating. Prime CG Zoning – Flexible commercial use with strong ROI potential. Equipment Included – Restaurant equipment conveys; furniture available and ready for upgrade to match your concept’s brand. Outstanding Exposure – Prominent entrance tower with excellent signage visibility along Route 41. Growth Market – 200+ luxury residential units have just premiered adjacent to the property, which will bring strong foot traffic and revenue potential. Secure a prime restaurant location in a rapidly growing, high-traffic corridor with exceptional visibility along US-41. Surrounded by complementary tenants—including a breakfast and lunch bistro, art galleries, jewelry shops, a spa, a florist, and coworking spaces—this property offers a built-in audience and a rare opportunity for a sophisticated, high-end concept poised for strong long-term returns. Matterport virtual reality tour, equipment inventory, and floor plans available upon request. $700,000 Active

3983 Destination Drive 202 Osprey, Florida

1,741 SqFt 0.37 Acres

2,757 Square foot building available for sale OR lease in the desirable Bobcat Village Professional Center! Easily accessible from US-41 and I-75 off Toledo Blade Blvd. This property is in a strategic location to serve both North Port and Port Charlotte. Bobcat Village Professional Center is of modern design and is a professionally kept business community. This building is ready for your business and buildout! This property has many possible uses including retail, medical, professional office, etc. $600,000 Active

3075 Bobcat Village Center Road North Port, Florida

2,757 SqFt 0.06 Acres

LIVE-WORK-PLAY! This unique condo is ready to go. Penthouse style 1-2BR/1.5BA is beautifully finished.Wood cabinets with pull outs in the kitchen with Granite counters. Very open floor plan with luxury vinylthroughout. Tankless water heater, main bath offers a huge walk-in shower, undercabinet lighting, dualsinks, toilet with bidet. Presently the office area (2nd Bedroom) has a separate door with kitchenette and itsown bathroom. This is zoned residential/commercial, so no more driving to work. Views of Shakett Creek, 2pets allowed any size. The complex is located on the water and offers elevators, a heated pool/spa, exerciseroom, conference room, 2 assigned parking but use of 9 parking spaces. This can be combined with the unitdownstairs (same zoning) for a Total of 4,990 square feet. Seeing is believing. $599,999 Active

516 Tamiami Trail S 102 Nokomis, Florida

2,495 SqFt

Free-standing office building featuring large windows for natural light. The layout includes multiple private offices, a spacious conference room, large breakroom, 500 SF air-conditioned workshop, and a welcoming reception area. Easy access to Bee Ridge Rd and I-75 for convenience. Ideal for professional businesses seeking a stand alone space in a prime Sarasota location. $575,000 Active

4242 Mcintosh Lane Sarasota, Florida

3,355 SqFt 0.21 Acres

Exceptional office investment opportunity just minutes from Waterside Lakewood Ranch. This well-maintained professional office space includes six fully leased private office suites within a larger executive suite, offering steady income from day one. Tenants enjoy shared access to a welcoming lobby entry, a conference room, oversized break room and kitchen, two restrooms, and a spacious common work area. With all leases in place and conveying at sale, this turnkey property is ideal for investors seeking reliable rental income in a growing Sarasota market. $550,000 Active

72 Sarasota Center Boulevard 72 Sarasota, Florida

2,102 SqFt 1.01 Acres

Under contract-accepting backup offers. Fantastic opportunity in the heart of Englewood’s Historic Dearborn District! This 2,700 sq ft freestanding concrete-block commercial building is zoned Commercial General with the special Historic Dearborn Street/Main Street overlay district, which significantly expands allowed uses and value. The overlay encourages pedestrian-friendly, mixed-use development and permits live/work or residential units above commercial space, with potential for up to three stories (35 ft maximum height). The site was previously approved to add a second story, offering excellent expansion potential. Current layout includes three roughly 900 sq ft units: one is fully built out with modern finishes and storefront appeal, while the other two are open block and concrete, ideal for warehouse, storage, or easy conversion to retail, office, studio, or retail! The overlay zoning also supports expanded ground-floor commercial space, with potential to add another unit or increase floor area for office or retail. Features include three separate electric meters for flexible multi-tenant setups. Dedicated side parking lot for 4–6+ vehicles with potential for more, plus additional public parking in front. The property backs onto county green space with an amphitheater, public restrooms, and lawns that regularly host concerts, festivals, farmers markets, and events, driving high foot traffic. The rear wall showcases Englewood’s iconic “Greetings from Englewood” mural, offering landmark visibility. Prime walkable location steps to Mango Bistro, restaurants, coffee shops, boutiques, and all the vibrant energy of Dearborn Street. Ideal for investors, developers, or business owners looking to capitalize on one of Englewood’s most sought-after and flexible commercial corridors. $499,900 Pending

30 S Mango Street Englewood, Florida

2,700 SqFt 0.16 Acres

BUSINESS OWNERS- ONE OF THE FASTEST GROWING AREAS IN SARASOTA COUNTY!!!! This commercially zone lot offers all kinds of opportunities for your business, office, restaurant, retail ETC. ADJACENT 2/3 ACRE RESIDENTIAL LOT IS ALSO AVAILABLE IF YOU NEED MORE LAND!!! Check this out immediately!!This listing includes 23,100 s.f. lot which is zoned CG. Lots of possibilities for your OWN BUSINESS or OFFICE!! Listing is for the land value - existing building does not contribute any value. The existing building "could" be useful for a small office or other uses with moderate renovations. This property has a lot of opportunity for future development. Do a drive by but don't walk the land without the selling agent. Please, please don't disturb the disabled tenant.CURRENT COMMERCIAL GENERAL ZONING IN PLACE!!! $495,000 Pending

Nokomis, Florida

748 SqFt 0.53 Acres

REDUCED! EXCEPTIONAL OPPORTUNITY to OWN & GROW YOUR BUSINESS in an UP-SCALE WATERFRONT WALKING COMMUNITY! First-floor retail-office condominium in the highly regarded Bay Street Commercial Condominium, located in Osprey’s Bayfront Village—one of Sarasota County’s fastest-growing waterfront walking communities. This turn-key, beautifully built-out space is designed to accommodate a wide range of professional uses, including medical, professional services, retail, and boutique office operations. Perfectly positioned for long-term success, the property is set to benefit from significant foot traffic, with approximately 252 luxury multifamily apartment residences currently developed directly behind the town center. The location is further enhanced by close proximity to affluent communities such as The Oaks and nearby luxury bayfront estates, all just minutes away. Inside, the meticulously designed layout features soaring ceilings that create a refined sense of openness and sophistication. No expense was spared in the high-end build-out, with substantial investment dedicated to crafting a luxurious, private, and highly functional professional environment. The thoughtfully designed floor plan includes six private offices, two conference rooms, a bright, professionally appointed lobby with a welcoming reception area, two well-appointed bathrooms, and a convenient kitchenette. Each office is constructed with soundproofed walls and solid hardwood doors, ensuring privacy, comfort, and quiet productivity. Upscale lighting, premium flooring, and modern finishes elevate the space throughout, reinforcing its contemporary, high-end appeal. A rear door provides direct access to ample employee parking, offering convenience and ease for staff. The property also features a charming front porch that may serve as a welcoming seating area with potted plants, a coffee table, and comfortable seating, creating a warm and inviting, home-like first impression for clients, patients, or guests. Ideal for medical, professional, or boutique office use, this property presents a rare opportunity to establish or expand your business within a high-end commercial complex poised for continued growth and long-term value. See attached Feature Lists for additional details about the community and Unit 201. $479,000 Active

3976 Destination Drive 102 Osprey, Florida

1,050 SqFt

Under contract-accepting backup offers. 1,500 Sq Ft office condo featuring a storefront entrance into a reception/waiting room, multiple private offices, conference room, kitchen/break room area, 2 private restrooms. This unit comes furnished with desks, conference table, and storage. Lakeshore Village Plaza isa vibrant retail center featuring a variety of established businesses and ample on-site parking. Property is centrally located near shopping, dining, and only 2.5 miles to I-75. $470,000 Pending

3900 Clark Road 5 Sarasota, Florida

1,500 SqFt

Pre-Construction. To be built. Introducing Orange One! Downtown Sarasota and the Rosemary District’s newest and brightest shining star, Orange One is a 30-unit mixed-use development in the red-hot Rosemary District. Ten three-story condominium residences, alongside 10 retail condominium spaces. Plus, another 10 three-story townhouses meander along 4th St. Why lease when you can own your own retail unit for under $400,000? These spacious, 799-square-foot retail spaces are lining the sidewalks of North Orange Ave. Three different floor plans are available. These are "gray boxes," meaning you get to finish them to your specific needs at your expense. Developers supply floor, wall, and ceiling systems, electric panels, fire sprinklers, and alarm systems, and we also rough in half-baths in each unit. Of course, all exterior glass and door systems are complete and maintained by HOA. Come take advantage and see why the Rosemary district is the place for your retail enterprise. Great traffic is to be expected in a great downtown location. Take a look around the location to see 65 restaurants within five blocks, as well as art galleries, theaters, farmers market, John Ringling Bridge, and Lido Beach all close by. Downtown shopping, culinary delights, and the Sarasota art scene are all at your doorstep. Just a few minutes away is Sarasota Bay and the new 50-acre Bay Sarasota Park, a game changer for everyone who lives, works, and plays in Sarasota. Call today for your private showing. $450,000 Active

410 N Orange Avenue 118 Sarasota, Florida

799 SqFt 1.39 Acres

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Positioned on the pristine shores of Sarasota’s Lido Key, 1067 Westway Drive presents a truly rare Gulf-front offering—defined by scale, privacy and irreplaceable land value. With over 100 feet of private, direct beachfront, this estate occupies one of the most coveted and increasingly scarce stretches of shoreline on Florida’s West Coast. Parcels of this size are rarely found, positioning this property as both a refined coastal retreat and a generational asset.Designed to embrace its extraordinary setting, the residence unfolds with light-filled interiors, grand architectural moments and uninterrupted turquoise Gulf views from nearly every living space. A dramatic atrium entry and marble staircase lead to expansive rooms where soaring ceilings, bespoke detailing and walls of glass blur the line between indoors and out. The welcoming great room opens effortlessly into an expansive beachfront terrace - offering front-row views of endless sunsets over the Gulf of Mexico. The home is equally suited for elegant entertaining and relaxed coastal living, featuring a sophisticated bar and lounge with a custom glass wine room, a gourmet chef’s kitchen with premium appliances and multiple dining spaces outlined by panoramic water views. Savor resort-style outdoor living - and soak up the sun with unlimited boating, water sports and beachcombing. Experience the lush, tropical landscaping, infinity-edge pool overlooking the Gulf, and multiple rooftop terraces - culminating in a spectacular rooftop entertaining level with sweeping sunrise-to-sunset vistas spanning Sarasota Bay, downtown and the Gulf beyond. The primary suite is a dedicated sanctuary with its own beach-front terrace, spa-inspired bath, boutique-style dressing room and fitness space. Artfully designed for both the owner’s privacy as well as those who visit – the five guest suites are thoughtfully appointed as intimate retreats. And while famous St. Armands’s Circle and vibrant downtown Sarasota is merely minutes away for dining and shopping – there’s no need to leave the grounds when you have a private theater, 2 executive offices, fitness room, family and game rooms, bunk room and multiple rooftop decks for lounging and entertaining. Offering exceptional Gulf of Mexico frontage, uncompromising privacy and a world-class beachfront lifestyle, 1067 Westway Drive stands among the most significant residential offerings on Florida’s Gulf Coast—an estate where luxury, location and legacy converge. (Two adjoining parcels are available to design one of the most private retreats in South Florida.) $20,000,000 Active

1067 Westway Drive Sarasota, Florida

6 Beds 9 Baths 7,438 SqFt 1.82 Acres

Under Construction. Set on approximately 102 acres just eight miles from world-class Gulf beaches, this extraordinary ranch estate presents a rare opportunity to complete a one-of-a-kind residential compound in Venice, Florida. The non-completed main residence spans more than 24,500 total square feet, with 18,869 square feet of interior space, including seven bedrooms, seven full baths and six half baths. The estate is framed and plumbed, ready for drywall, offering its next owner the opportunity to fully customize the final phases of construction. The seller’s plans reflect a primary suite including multiple sitting rooms, dual walk-in closets, and a spa-style bath with walk-in showers. A chef’s kitchen is designed to accommodate two bar areas, a full dining room and a commercial-grade freezer with a walk-in pantry. A grand living room is highlighted by skylights, while plans include guest suites, formal living rooms, library/office overlooking the amazing pool area, private theatre, gym and dual laundry rooms. The estate also features a poolside casita guest house with two separate living dwellings, one a three-bedroom, two-bath, the other a one-bedroom, one-bath to be completed by the buyer. Outdoor living is centered around a designed 100,000-gallon geothermal-heated pool, complete with walk-in entry, water slides, lounging areas, outdoor kitchen, covered pavilion, and poolside baths and showers. Equestrian enthusiasts will appreciate the 21-stall barn with a community room, kitchen, full bath and two self-contained apartments. Multiple detached garages accommodate more than 10 vehicles and provide additional storage. A full stone perimeter wall surrounds the estate, ensuring privacy and security. With potential to subdivide or maintain as a legacy family compound, this generational opportunity offers architectural scale, acreage and vision unlike anything else in the region. $19,999,000 Active

600 N Jackson Road Venice, Florida

7 Beds 13 Baths 18,869 SqFt 101.27 Acres

Pre-Construction. To be built. Experience the pinnacle of Sarasota Bayfront living in this architectural masterpiece by internationally renowned Choeff Levy Fischman. Framed by cinematic sunsets, this 7-bedroom, 8 bath and 2 half bath modern estate blends sculptural design with resort-style amenities.A serene reflecting pond and cascading water wall set the tone for the home’s tranquil elegance. A two-story entry foyer leads into a stunning living space anchored by a striking ribbon fireplace and expansive glass capturing endless Bay views. The open layout flows seamlessly to the dining area, bar, executive office, and private theater, creating an ideal environment for luxurious living and entertaining.The sleek open kitchen is accompanied by a pantry/staff kitchen, lounge, and breakfast area that connect effortlessly to the outdoor expansive grade-level and upper terraces, a shimmering swimming pool, hot spa, fire pit lounge, and a covered summer kitchen with alfresco dining.Wellness is elevated with a dedicated gym, gym bath, sauna, and steam/shower, while a staff suite, multiple laundry rooms, and a four-car garage add convenience. A full elevator services all levels.The private suites are thoughtfully designed. A luxurious mini–primary suite offers a balcony, glass-enclosed shower, floating tub, and walk-in wardrobe. The primary suite features a spa-inspired bathroom with another glass shower, floating tub, and an impressive wardrobe. Additional bedrooms include en-suite baths, walk-in closets, sitting areas, and balconies.Completing this exceptional residence is a rare rooftop turf lounge, offering breathtaking panoramic Sarasota Bay views. All just moments from Sarasota’s world-class dining, shopping, award-winning beaches, and premier performing arts. *The adjacent north parcel is also available for purchase at $5,500,000, offering a valuable opportunity for expanded ownership or future development* $19,750,000 Active

2043 Alameda Avenue Sarasota, Florida

7 Beds 10 Baths 10,100 SqFt 0.87 Acres

Regent’s Court: The Pinnacle of Luxury on Florida’s West CoastRegents Court: Where Legend Meets LuxuryBeyond the gates of the Longboat Key Club lies an estate that doesn’t just live — it performs. A dramatic masterpiece perched on Florida’s west coast, this estate commands over an acre of pure beachfront with 150 feet of unspoiled Gulf frontage, where sky and water fuse in ever-changing hues at dawn and dusk.Your arrival is nothing short of cinematic: majestic wrought-iron gates part to reveal a sweeping driveway paved in artistic stone, each curve leading closer to the heart of the home. A side-entry garage, cavernous in its capacity, hides generous storage; beside it, a full-house generator promises unbroken comfort even when the world goes dark.Inside, every surface and silhouette feels sculpted for impact. Cream marble floors echo with light. Designer lighting drapes each room in mood and elegance. Premium stainless steel appliances anchor a gourmet kitchen, with a bar area that’s built for both intimate soirées and lavish celebrations. Across stately arches, French doors open into an office and dining space. Ascend via elevator through all four levels, each floor unveiling rooms with cathedral ceilings, balconies with sweeping views over the Gulf. The two-story library has custom woodwork. Adjacent to the large primary bedroom is the super-master bath with both tub and shower framing the Gulf in panoramic glory.On the second living level are three guest suites with private porches that render a daily spectacle — mornings bathed in soft dawn light over the sand dunes and the Gulf, evenings lit by fading sun dancing across the waves. French doors open wide, blurring the boundary between indoors and the beach. The third living level includes an all inclusive guest quarters—your private sky-retreat. Two bedrooms, two baths, a full kitchen, a spacious living and TV room. From its large, sweeping porch, the views stretch across Sarasota Bay and the Gulf’s glassy expanse. By day the Bay shimmers under sunlight, by dusk the city lights begin their soft glow. This is a space where family, friends—or guests—can escape, entertain, or simply soak in nature’s most breathtaking performances.Outside is not secondary, but rather the heart of this sanctuary. Lush tropical landscaping surrounds the estate. There is a NCAA lap pool with motorized cover, a deck edged with gas torches, fire pits that flicker under the stars. There’s an outdoor ice tub plus an outdoor kitchen with refrigerator and a gas grill. A special gym on the second floor is cooled to perfection, central control at your fingertips. Roll-safe shutters provide safety without sacrificing style.At every moment, this home evokes a rare elegance — you’re not just observing the sunset over the Gulf, you are enveloped by it. Minutes from Sarasota, St. Armand’s Circle, Anna Maria — yet here, time moves differently, more luxuriously.This is not just a home. This is a legacy. $19,700,000 Active

865 Longboat Club Road Longboat Key, Florida

6 Beds 8 Baths 9,328 SqFt 1.09 Acres

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

388 S Shore Drive Sarasota, Florida

5 Beds 5 Baths 7,428 SqFt 0.46 Acres

Guy Peterson's architectural masterpiece is located in Sarasota's most prestigious gated enclave. Positioned on the white sands of Siesta Key, 8250 Sanderling Road is more than a residence; it is a bold statement in modern architecture, masterfully envisioned by renowned architect Guy Peterson, FAIA. Set on 1.54 private acres with 150 feet of Gulf-front beach and 150 feet of lagoon frontage behind the gates of the exclusive Sanderling Club, this estate is a rare fusion of design innovation, artistic expression, and coastal tranquility. Widely recognized as one of Florida’s most iconic modern beach residences, the property has received top honors including the AIA Florida Test of Time Design Award, AIA Florida Gulf Coast Honor Award and the AIA Florida Excellence in Architecture Award, and has been featured in The Wall Street Journal, HGTV’s Homes Across America, Robb Report, Florida Design, Sarasota Magazine and more. It is also prominently included in Four Florida Moderns and 50 US Architects Residential and Planning, placing it among the most significant architectural achievements in the country. The home was designed as a series of four interconnected pavilions anchored in concrete and glass. It was reimagined in 2014 by the original architect, Guy Peterson, alongside Michael K. Walker and Richard Geary. The result is a striking architectural clarity that elevates the original design while introducing refined modern comforts. The sculptural façade is defined by bold horizontal lines, artful cutouts, and a seamless blend of poured concrete, steel, and sanded glass. A shell stone path leads to a dramatic entry, where the residence begins to unfold like a gallery of light and form. Inside, the interiors echo the clean geometry of the exterior. A soaring multi-level foyer acts as a central spine of the home, where light, shadow and structure interplay like a living installation. The custom-designed bar, lit by an onyx countertop, is functional and atmospheric. The dining room is framed by concrete columns and translucent glass, revealing a cinematic view of the Gulf beyond. The kitchen, anchored by warm teak millwork, features dual islands, Miele and Wolf appliances, and honed marble surfaces, creating a space as elegant as it is functional. The owner’s suite offers a peaceful retreat with a sitting area, private terrace, and coffee bar, while dual baths evoke spa-like tranquility with stone finishes and minimalist detailing. A private office with panoramic Gulf views inspires focus, while additional guest suites offer comfort and privacy with en-suite accommodations. Outside, a sprawling terrace connects indoor and outdoor living, ideal for intimate reflection or entertaining against the sound of waves. Residents of The Sanderling Club enjoy access to a private marina and beach plus 24-hour guard-gated enclave celebrated for its discretion and architectural legacy. With its distinguished pedigree and timeless design, 8250 Sanderling Road is a coastal sanctuary that honors the past, elevates the present, and secures its place among the most architecturally significant homes in on Florida’s Gulf Coast. $18,900,000 Active

8250 Sanderling Road Sarasota, Florida

5 Beds 7 Baths 7,756 SqFt 1.56 Acres

Pre-Construction. To be built. Presenting 2046 Alameda Avenue, a 9,600-square-foot architectural masterpiece on Sarasota Bay designed by the internationally renowned firm Choeff Levy Fischman. Walls of glass and an open, light-filled design create a seamless connection between indoors and out, offering panoramic water views from nearly every angle. This one-of-a-kind estate elevates modern waterfront living with an elevator to your second floor and a rooftop lounge overlooking daily sunsets, a chef’s kitchen with bar and separate staff kitchen, private theater, sauna, salon, and a state-of-the-art wellness pavilion. Multiple open-air entertaining spaces, including a striking waterfall wall, provide the perfect backdrop for both intimate gatherings and grand-scale entertaining. Situated on nearly an acre of prime, boatable bayfront, the home offers 7 bedrooms and 9 baths, combining luxury, comfort, and design at the highest level. Beyond the property, residents enjoy Sarasota’s most coveted lifestyle—steps from the city’s new cultural bayfront district, celebrated performing arts venues, world-class dining, and the white-sand beaches that make Sarasota a top destination for refined coastal living. 2046 Alameda Avenue is more than a residence—it is a statement, a sanctuary, and a rare opportunity to own one of Sarasota Bay’s most distinguished waterfront estates. Seller will consider offers including payment in Bitcoin, subject to title and escrow approval. $18,900,000 Active

2046 Alameda Avenue Sarasota, Florida

7 Beds 9 Baths 9,600 SqFt 0.82 Acres

Relax and take in the positive energy of Lotus-style living in this one-of-a-kind Balinese-inspired resort compound on north end of the world-famous Siesta Key. Nothing is needed to begin your Zen journey as the property comes completely furnished down to dishes, silverware and a Buddha living wall. The coexistence of indoor and outdoor space blends over 8,000 square feet of indoor space with thousands of square feet of patio and pool area. An outdoor oasis offering an infinity-edge pool with a swim-up bar, a sunken fire pit lounge within the pool, a spa, an outdoor kitchen, a dining pavilion with a living plant wall and an open-air living room with a fireplace. A koi pond with stunning built-in footbridges stretches nearly the entire length of the home, enhancing the serene ambiance of the outdoor space. Spanning over an acre with more than 700 feet of waterfront, the property is a masterpiece of luxury, designed for effortless relaxed living or island-style entertaining. A custom-designed driveway welcomes you to a breathtaking entrance, where waterfalls and fire features set the tone for the experience that awaits inside. Expansive walls of glass, seamless indoor-outdoor transitions, and rich wood and stone flooring throughout create a striking, cohesive aesthetic. The thoughtfully designed interior boasts multiple living spaces, including a game room, home theater, fitness room, meditation space and an impressive 8-plus-car garage. For the waterfront enthusiast, a well-equipped boat dock, a separate waterfront garage, and a paddleboard/canoe launch provide unparalleled access to pristine waters. This exceptional residence also features a newer seawall, full-house generator, Crestron home automation, a three-stop elevator and a whole-house reverse-osmosis water filtration system, ensuring convenience and peace of mind. An island paradise, this estate offers unmatched privacy while remaining just moments from Sarasota’s vibrant shopping, dining and world-renowned cultural attractions. Don’t miss this rare opportunity to own a move-in-ready masterpiece on Siesta Key – home to the #1 beach in the USA (Tripadvisor). $18,500,000 Active

3799 Flamingo Avenue Sarasota, Florida

4 Beds 6 Baths 8,138 SqFt 1.4 Acres

Welcome to a home that lives like a resort, set on two lots consisting of 1.8 lush, waterfront acres in Sarasota’s premier neighborhood, Harbor Acres. Crafted for laid-back luxury and everyday ease, this nearly 12,000-square-foot estate offers 249 waterfront feet and is designed for entertaining, all set against views of Sarasota Bay, Ringling Causeway and the downtown skyline. An expansive paver driveway winds through mature palms to a stone exterior with travertine steps, a porte cochere and an expansive porch, all setting the tone for within. Solid wood doors open to a soaring foyer with wood columns, intricate millwork and custom archways that reflect the home’s detailed character. Designed for easy living, the main spaces flow effortlessly, highlighted by a family room with zero-corner sliders, a wall of windows overlooking the water, a coffered wood ceiling, and a stone fireplace that anchors the room. Detailed trim, crown molding, and wood wainscoting add depth and highlight craftsmanship throughout. The kitchen is anchored by a large island with storage, prep space and a sink, and equipped with top-tier appliances including Dacor double ovens and range, Sub-Zero refrigerator and freezer, dual Bosch dishwashers, a warming drawer and a Scottsman ice maker. A walk-in pantry with custom shelving keeps everything organized, while the adjacent butler’s or catering kitchen—with its own cooktop, refrigerator, microwave and desk area—makes entertaining easy. An eat-in area with an aquarium window and bar-height counter seating keeps it functional and inviting. A wine room with wood-paneled walls and a separate entertaining bar with an oversized wine cooler make this home ideal for gatherings of any scale. The theatre offers the ultimate at-home viewing experience with custom wall and ceiling treatments, tiered seating, blackout glass windows and door, and a built-in bar with sink and more seating, ideal for movie nights, game days or entertaining. Outside is an extension of the home’s lifestyle, offering resort-style features meant for everyday use. The pool features a sun shelf, stone accents, and cascading water features paired with a raised spa, while the outdoor kitchen, with grill, refrigerator and bar seating, makes entertaining effortless. A dedicated pool bath adds convenience, and nearby, the turf yard, fire pit and hammock invite easy relaxation. A spiral staircase connects the primary suite terrace to it all, while a versatile sport court and two private docks for 75-plus-foot yachts complete the experience. Back inside, the home offers a thoughtful blend of privacy and flexibility. The primary suite is a retreat with incredible views, French doors to a private terrace, a coffee bar and a sitting room with a fireplace. Its spa-inspired bath features a jetted tub, multi-head shower, custom dual vanity and dual walk-in closets. A separate in-law suite provides full independence with its kitchenette, living room, laundry and terrace. Guests enjoy four more suites with private baths, a bonus room with a terrace, a fitness room, a built-in homework area, and easy access across all levels via dual staircases and a three-stop elevator. Abundant garage and storage space complete the estate. This Harbor Acres home delivers the ultimate Sarasota lifestyle, just minutes from downtown, Southside Village and Gulf beaches. The vacant lot at 1435 Hillview can be separated and the list price reduced accordingly. $17,350,000 Active

1423 & 1435 Hillview Drive Sarasota, Florida

6 Beds 9 Baths 11,588 SqFt 1.8 Acres

Where HISTORY Meets MODERN LUXURY @ "Casa del Carnevale," an exquisite waterfront estate, situated in the prestigious St. Armands Key, the neighborhood of John Ringling Estates. This home seamlessly blends history with modern luxury, offering views of the Sarasota Waterway and Bay with a historic designation. Casa del Carnevale presents a rare opportunity to own an esteemed historical property. Offered for only the fifth time in its storied history, this exceptional estate combines Old World architectural charm with contemporary opulence. The home underwent an extensive renovation, with meticulous attention to detail and craftsmanship, utilizing top-tier materials and artisanship. Expanded from 4,000 to nearly 10,000 square feet under roof, and featuring over 7,800 square feet of air-conditioned space, Casa del Carnevale preserves its original charm while offering a reimagined layout that exceeds modern luxury standards. Set on three sprawling lots, 30,000+ square feet, the estate boasts 171 feet of waterfrontage, a private dock lift, a floating lift for jet skis and kayaks, and breathtaking views of Sarasota Waterway. The lush, meticulously designed tropical landscaping creates a private oasis that feels like you are walking in Selby Gardens on St. Armands. The residence includes five bedrooms and six and a half baths across two spacious levels with an elevator. Multiple terraces provide perfect outdoor retreats and entertaining areas, all complemented by stunning garden water vistas, a central courtyard, and an elegant 65' saltwater pool and spa with arched spraying fountains and iridescent glass tiles. Other luxury features include a three-car garage, elevator, nanny’s quarters, walk-in wine room, billiards room, office, and custom impact-glass arched windows designed to maximize unobstructed views. The chef’s kitchen boasts premium finishes, top-of-the-line appliances, a 5-Star La Cornue range and hood from France, featuring gas or electric ovens (kitchen art). Sub-Zero refrigerators, a Bosch dishwasher, a Miele microwave, a Miele built-in coffee machine, a stand-alone beverage refrigerator, and a stand-alone ice maker. Throughout the home, exposed beams, warm wood tones, natural stone, custom ironwork, Pecky Cypress wood throughout, and curated artwork create an inviting, sophisticated atmosphere. Offering furnished and instant enjoyment to create everlasting memories, Casa del Carnevale is a rare and exquisite blend of history, elegance, and modern comfort on one of Sarasota’s most coveted waterfront estates. EASY TO SHOW. CASA DEL CARNEVALE IS A MUST-SEE IN PERSON TO FULLY APPRECIATE. $16,850,000 Active

139 S Washington Drive Sarasota, Florida

5 Beds 7 Baths 7,817 SqFt 0.69 Acres

Under Construction. Imagine waking up to the soft sound of waves, stepping onto your private terrace, and feeling the soothing Gulf breeze as the sun rises. This is the Siesta Key lifestyle—a rare blend of barefoot luxury, tranquility, and world-class beauty. Property adjacent is available for sale as well. Making it possible for a beautiful estate and privacy. Set to be completed by Summer 2025, this newly constructed Gulf-front estate is poised on 90 feet of Siesta Key’s pristine shoreline, offering direct access to what was just named the #1 beach in America and the #4 beach in the world by TripAdvisor. Known for its powder-soft quartz sand, mesmerizing turquoise waters, and breathtaking sunsets, Siesta Key is the ultimate destination for those seeking a sophisticated yet laid-back coastal retreat. The five-bedroom, five-bathroom residence is thoughtfully designed to embrace the indoor-outdoor lifestyle that makes Siesta Key so iconic. Expansive floor-to-ceiling windows frame uninterrupted Gulf views, while open-concept living spaces seamlessly flow onto an expansive terrace, creating the perfect setting for sunset cocktails, alfresco dining, and effortless entertaining. Built by Murray Homes, known for quality and award winning design, the attention to detail is seen in every area of this magnificent home. In addition to its many features, it also boasts a dedicated golf cart and kayak garage, providing the perfect space for storing your outdoor gear and enhancing your lifestyle. The gourmet kitchen will feature every premium brand for an elevated cooking experience, while the owner’s suite will offer a private sanctuary with a spa-inspired bath. Each guest bedroom is positioned for privacy, ensuring a welcoming retreat for friends and family. Beyond your doorstep, immerse yourself in Siesta Key’s laidback island culture. Spend your mornings paddleboarding through mangroves or snorkeling in the clear Gulf waters, your afternoons exploring Siesta Key Village’s charming boutiques and gourmet restaurants, and your evenings toasting to another perfect sunset. This is more than a home—it’s a lifestyle of unparalleled tropical beauty, luxury, and adventure in one of the most sought-after beach destinations in the world. Now accepting inquiries—your private Gulf-front sanctuary awaits. $16,000,000 Active

7324 Point Of Rocks Road Sarasota, Florida

5 Beds 5 Baths 5,524 SqFt 0.56 Acres

Introducing a rare and extraordinary opportunity to own one of the largest and most coveted properties on Casey Key. This sprawling 2.08-acre estate, featuring an impressive 300 feet of pristine Gulf of Mexico beachfront, is the epitome of coastal luxury. With exclusive Gulf-to-Bay access and 90 feet of Intracoastal Waterway frontage, this property offers unparalleled privacy and endless possibilities for those seeking the ultimate family compound or private retreat.Located in the highly sought-after Estates section of Casey Key, this property offers the best of both worlds: seclusion amidst nature’s beauty and proximity to Sarasota’s vibrant cultural scene. Known for its unspoiled, low-density charm, Casey Key is home to fewer than 400 residences and attracts celebrities, CEOs, and authors who value the island’s quiet elegance and convenient access to the mainland via bridges at both ends.The estate boasts a main residence along with two charming guest houses, providing ample space for family and friends. Expansive grounds set the stage for unforgettable gatherings and entertainment, while the private beach offers direct access to the Gulf’s sparkling waters. Enjoy breathtaking panoramic views from every angle, including a beach-front pool with an infinity edge—perfect for soaking in Florida’s sunset skies.The property also features a grandfathered-in covered boat dock with a 16,000-pound boat lift, offering direct access to the Gulf and Intracoastal Waterway for boating enthusiasts.For the discerning buyer, this estate presents a prime opportunity to renovate the existing structures or to design the home of your dreams, tailoring it to your exact vision. Whether you’re looking for a serene getaway, a legacy family home, or an entertainer’s paradise, this exceptional estate is ready to fulfill your aspirations. The main house was built in 1987, guest house #1 was built in 1977, and guest house #2 was built in 1990.Casey Key offers a rare blend of nature’s tranquility and unparalleled access to Sarasota’s world-class amenities. Live the life you’ve always dreamed of in a one-of-a-kind coastal sanctuary.Don't miss your chance to own a piece of paradise on one of Florida’s most desirable barrier islands. $16,000,000 Active

2411 and 2407 Casey Key Road Nokomis, Florida

5 Beds 9 Baths 8,468 SqFt 2.08 Acres

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