Sarasota

4 Beds ⋅ 4.5 Baths ⋅ Oyster Bay Estates SubDv.

Enter this spectacular bayfront Italian neo-classical Renaissance walled and gated estate and be transported to a grand villa in Tuscany. The owner traveled throughout Europe to capture the architectural details necessary to create a truly extraordinary “Old World” residence. Restoration and expansion were completed in 2020 under the guidance of a classically trained Italian architect. Situated directly on Little Sarasota Bay (140’ frontage), adjacent to the exclusive Field Club, the 1.26-acre site is the setting for this truly custom masterpiece. From the hand-wrought gates, highly detailed interior and exterior, with imported marble floors, Venetian plaster walls, rich paneling, handmade moldings with gold leaf accents, frescos, unique balustrades, pecky cypress ceilings to the Clive Christian-inspired kitchen, and accompanying caterers' kitchen, every way your eyes travel brings a new surprise. The magnificent bay views with glorious sunsets are perfect complements to be enjoyed from multiple rooms inside or outside from extensive terraces, beautiful gardens, or cocktail perch. Relax or entertain by the pool, reminiscent of Gianni Versace’s Casa Casuarina, prepare an al fresco meal in the amazing outdoor kitchen, or cast off the lines and set off to explore the Bay and Gulf from the dock with a 20,000-pound lift. Truly a one-of-a-kind residence offering gracious living now and for generations to come. Very private, but moments away from all the many cultural venues, restaurants, shopping, medical facilities (and airport) that Sarasota offers.

1310 S Lake Shore Drive, South Sarasota

$24,500,000

5 Beds ⋅ 5.5 Baths ⋅ Lido Beach SubDv.

Pre-Construction. To be built. Indulge in the epitome of Gulf-front luxury living at this breathtaking estate located at 162 Emerson Drive, in the heart of Lido Key, Sarasota, FL. This stunning 5-bedroom, 5.5-bathroom masterpiece spans over 8,777 square feet of living space and 16,782 total square. 135 feet of direct Gulf frontage with mesmerizing panoramic views. From the moment you step into the grand foyer, you're welcomed by the serene vistas of the Gulf of Mexico. The home features expansive living spaces with designer finishes, Control4 smart home automation, custom built-ins, and motorized Lutron blinds throughout. The main living area is a showcase of elegance with floor-to-ceiling pocket sliders framing the sparkling blue waters, a gourmet chef’s kitchen with Sub Zero and Wolf appliances, and a Gulf-front dining room perfect for entertaining. Located just a short walk from St. Armands Circle, this estate offers the perfect blend of seclusion and accessibility to world-class dining, shopping, and entertainment. Make this Gulf-front paradise your new home today!

162 Emerson Drive, Lido Key

$21,000,000

4 Beds ⋅ 4.5 Baths ⋅ Bay Island SubDv.

Discover your very own gated private peninsula on world-famous Siesta Key. Located on the north end of the island, this one-of-a-kind awe-inspiring furnished estate sits on more than an acre with over 700 waterfront feet. A custom-designed driveway leads to a grand entrance with waterfalls and fire features setting the stage for the luxury that lies within. Designed for entertaining and a relaxed island lifestyle, this home features multiple living spaces both inside and out that flow seamlessly with an open-air lifestyle, expansive walls of glass and the same rich wood and stone floor materials throughout. There is something for everyone including a game room, home theater, fitness room, meditation room and an 8+ car garage. Complementing the interior, the outdoor space offers some of the best resort-style living on the West Coast of Florida with an infinity edge pool, swim-up pool bar, a recessed seating area with fire pit in the pool, a dining pavilion with living plant wall, outdoor living room with fireplace, spa, outdoor kitchen, and an expansive koi pond running almost the entire length of the home with incredible built-in footbridges. A well-equipped boat dock and separate waterfront garage as well as a paddleboard/canoe launch will please the waterfront lifestyle enthusiast. A newer seawall, extensive garage and storage space, a full house generator, a 3-stop elevator, a Crestron home automation system, and a whole-house reverse-osmosis water filtration system are just a few of the technical highlights of this incredible home. Truly an island paradise and strategically located to provide quick access to Sarasota’s shopping, dining, and world-renowned attractions. This home is being sold furnished with less artwork and other specific items. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

3799 Flamingo Avenue, Siesta Key

$19,950,000

6 Beds ⋅ 6.5 Baths ⋅ Hidden Harbor SubDv.

Under Construction. (completion expected mid to late September ’24). Step into unparalleled luxury at this Siesta Key waterfront retreat within the esteemed Hidden Harbor community. Truly the perfect combination of architectural significance and an extraordinary site — the result being awe-inspiring positive energy accentuated by extensive bay views that stretch all the way to Sarasota’s downtown skyline. Crafted by renowned DSDG Architects and currently undergoing meticulous construction, this masterpiece truly harmonizes modern design with the essence of comfortable luxury. A meandering drive through this canopied neighborhood sets the tone, leading to a modern architectural marvel adorned with exposed concrete and wood accents. The exquisite great room is the spacious and inviting centerpiece of the home, with a two-story accent wall and fireplace. Connected seamlessly to the dining room, an elegant floor-to-ceiling wine wall and bar add a touch of sophistication, enhancing the ambiance for intimate dinners and entertaining throughout. The kitchen, a culinary haven with top-tier Miele appliances and a Sub-Zero refrigerator, is a chef's dream. Its expansive island with ample seating serves as the perfect prep space while friends and family gather around to cheer on the chef. All the living areas connect effortlessly to outdoor spaces through walls of glass that frame captivating water views and result in an inviting indoor/outdoor flow. The second floor of the home hosts a massive bonus room perfect for a theater or gaming. The primary retreat, with a large private balcony, is a haven of relaxation. It features zero-corner sliders for endless water and city views and easy access to the outdoor space. The sanctuary is complete with a spacious walk-in closet and a spa-like bath. There is also an adjacent room, perfect for an office, fitness room or sitting room. All five guest bedrooms boast en-suite baths, three of them with patio access, creating a smooth transition between indoor comfort and outdoor serenity. Outside, revel in an oversized pool with a clear-walled infinity edge, spa and sun shelf. With 150 feet of water frontage and deep water, the meticulously designed dock can accommodate yachts, sport fishing boats, or daily cruisers. There is also nearby storage for kayaks, paddleboards, and all your boating or fishing gear. The full outdoor kitchen and dining area extend the impeccable design of the home, creating a harmonious indoor-outdoor living experience. The pinnacle of the outdoor space makes the enormous roof deck complete with wet bar, spa and fire pit. Live the ultimate waterfront lifestyle in this charming old Florida-style community, a boater's paradise that is mere moments from the award-winning white sandy beaches and sparkling waters that surround Siesta Key.

5151 Jungle Plum Road, Siesta Key

$18,000,000

3 Beds ⋅ 3.5 Baths ⋅ Shoreland Woods SubDv.

Nestled within the vibrant city of Sarasota, Florida, this exquisite estate offers an unparalleled blend of luxury, privacy, and natural beauty. Situated on a sprawling 2-acre parcel of prime bayfront land, this custom-built residence boasts panoramic views of the shimmering waters, ensuring breathtaking sunsets year-round. As you enter through the gated entrance, you are greeted by meticulously manicured grounds adorned with majestic oaks and lush, mature landscaping, creating a serene and enchanting atmosphere. The estate exudes elegance and sophistication at every turn, with attention to detail evident in every aspect of its design. The residence spans just under 6,000 square feet of thoughtfully curated living space, featuring soaring ceilings, multiple fireplaces, and an abundance of natural light. The chef's kitchen is a culinary masterpiece, equipped with top-of-the-line appliances, custom cabinetry, and ample space for entertaining. Indulge in the ultimate relaxation in the expansive primary suite, complete with a luxurious spa-like bathroom and sweeping views of the bay. Additional amenities include a home gym, perfect for maintaining an active lifestyle, attached 4 car garage and a detached carriage garage for a minimum of 6 more vehicles, providing ample space for your prized automobile collection. Whether you're hosting gatherings or enjoying quiet moments of reflection, the estate offers an array of outdoor living spaces, including a spacious patio overlooking the bay, meticulously landscaped gardens, and a heated estate-style pool. Dive into the crystal-clear waters or bask in the warm Florida sun as you take in the stunning surroundings. Conveniently located close to Southside Village, downtown Sarasota, and the world-renowned Siesta Key Beach, this estate offers the epitome of waterfront living with easy access to the area's finest dining, shopping, and entertainment destinations. Centrally located yet secluded, this is truly a rare opportunity to own a slice of paradise in Sarasota, Florida.

3336 Old Oak Drive, Central Sarasota

$16,000,000

4 Beds ⋅ 5 Baths ⋅ Twitchell Ralph S Siesta Key SubDv.

A RARE OFFERING to purchase two Gulf Front building lots side by side (Parcel ID Numbers-0080010021 & 0080010023) where Sarasota’s Big Pass meets the Gulf of Mexico providing one of the best panoramic views in the area, located on a private gated lane. Combine both lots for a total of close to 1.4 acres with approximately 215 feet of seawall and design a world class estate that has one of the best waterfront views in Sarasota County or create two separate grand estates as this listing provides a rare canvas for architectural creativity. This listing includes a home with 4 separate living units with their own entrances. Home needs work as the value is in the waterfront land. A short walk takes you to the heart of Siesta Key Village, a bustling hub of shopping, dining, and entertainment. Indulge in the splendor of Siesta Key Beach (voted #1 beach), famed for its crystal-clear waters and powder-fine sands, just a stone's throw away. A quick drive over the North Bridge connects you to downtown Sarasota, Sarasota Airport, and a myriad of shopping, dining, and cultural options, ensuring convenience without compromising tranquility.

113 & 125 Big Pass Lane, Siesta Key

$16,000,000

6 Beds ⋅ 7 Baths ⋅ Siesta Rev SubDv.

Rarely available! A rare jewel is now available: It's all about the view and the location. This Beachfront & Bayfront Estate Size Home Site for your dream residence or family compound is now available.......This prime homesite (10 minutes to downtown) offers unparalleled vistas of the glistening waters, downtown Sarasota, and Bird Key and Lido Key from its expansive 120-foot frontage of private beach, bay, and pass frontage. This exclusive property is among the few that capture downtown views on the NORTHERN TIP of SIESTA KEY and presents an extraordinary opportunity to own a piece of Siesta Key's most prestigious bayfront locations. This unique offering combines two properties into one expansive estate-family compound featuring breathtaking waterfront views, direct beach access, a deepwater boat dock on Big Pass, and 2 protected boat slips on Bayou Louise. It provides a canvas for a dream home nestled in a secluded enclave of private luxury homes. With its significant land size of almost ¾ acres and prime location, it represents a rare blend of sophistication and coastal living in paradise. This is an unparalleled opportunity to create a bespoke estate in a neighborhood known for its exclusivity and high real estate values.

21 & 25 Lands End Lane, Siesta Key

$14,995,000

5 Beds ⋅ 5.5 Baths ⋅ Harbor Acres SubDv.

Pre-Construction. To be built. New construction in the highly desirable Harbor Acres Estate section. Situated on a ½ acre with 100 ft of waterfront and southern facing open bay views. Beautifully designed by acclaimed MHK Architects and built by premier waterfront builder Voigt Brothers, this 6,587 square-foot home has all the bells and whistles you would want. The residence features five bedrooms all with en-suite bathrooms plus a powder room and pool bathroom, 3-car side entry garage, whole house generator, and an elevator to all levels. Upon entering the home, you are greeted with a spectacular view of Sarasota Bay overlooking the pool and outdoor terraces. The main level boasts an open floor plan with high ceilings and walls of windows and sliding glass doors maximizing the natural light, a luxurious primary suite and a private study. The great room seamlessly flows to the dining room and designer kitchen complete with a scullery, wine cellar, and oversized laundry/craft room. The living spaces open to the expansive outdoor patio with summer kitchen, covered seating area, and saltwater pool and spa. On the second level is an additional family room, 4 en-suite bedrooms plus a covered terrace to enjoy the view. The property is centrally located and is situated in the most sought-after streets of Sarasota. Walking distance to Southside Village, 5 minute drive to the downtown Sarasota Bay Front, and 10 minutes to the world-famous beaches of Lido and Siesta Key.

1490 Hillview Drive, Central Sarasota

$14,800,000

5 Beds ⋅ 5.5 Baths ⋅ Cherokee Lodge SubDv.

This stunning three story, coastal modern, single-family waterfront home is the perfect blend of comfort and luxury located in the treasured Cherokee Park neighborhood. Nestled on a street adorned with majestic oak and canopy trees, this exceptional property offers both privacy and grandeur. As you approach this generous lot, you'll be greeted by an electric gate entryway. Choose to park in either the detached two-car garage beneath the guest house or the hidden 7/8 car garage on the side of the house. The garage level features a private gym with a bathroom and an extraordinary outdoor living space that includes both covered and uncovered areas, a stainless steel outdoor kitchen, and a fire pit. Entering the home, you're captivated by a glass box foyer entryway with a custom staircase and state of the art glass elevator. There is also an entryway through the 7+ car garage leading to the elevator. The spacious second-floor living area boasts an open floor plan perfect for any event. The elegant great room features a custom glass floor and firebox, leading to a beautiful open kitchen with custom cabinets, waterfall stone countertops, and Subzero and Wolf appliances. Adjacent to the kitchen is a bonus room and an open yet private dining room, ideal for a wine collector with its floor-to-ceiling glass wine cellar that doubles as an art piece. Behind the kitchen cabinetry, you'll find a separate sizable pantry and laundry room. This floor also features a beautiful balcony accompanied by a glistening hot-tub/dipping pool that waterfalls into your main pool. Make your way to the third story to find 4 on suite bedrooms and a second laundry room. The primary bedroom offers an expansive layout that seamlessly blends comfort and elegance. The true highlight is the gorgeous balcony overlooking the pool that leads to a staircase up to the breathtaking rooftop. From here, you will enjoy panoramic views of the spectacular Sarasota. Whether you’re hosting a sunset soiree or savoring peaceful morning coffee, this rooftop oasis provides an extraordinary vantage point. This seamless indoor-outdoor flow and the captivating scenery make this property a true gem for those seeking both luxury and tranquility in a prime location.

1610 N Lodge Drive, Central Sarasota

$14,200,000

5 Beds ⋅ 5.5 Baths ⋅ Whitakers SubDv.

This breathtaking estate on the bay presents a rare fusion of historic charm and modern luxury. Nestled in the heart of Sarasota's oldest settlement and featuring 220 feet of prime Sarasota Bay frontage, the property encompasses four structures, each crafted to offer unparalleled comfort, privacy, and sophistication. The property sits on almost 2 acres and is just a mile from downtown Sarasota. The main house, a meticulously remodeled historic gem, spans over 3,000 square feet and features 2 spacious bedrooms and 3 bathrooms. It seamlessly integrates classic architectural details with contemporary finishes. With expansive views of the bay from any room, the main house is straight out of a movie set. For car enthusiasts, a four-car garage provides ample space for an exotic collection, while a charming carriage house above includes a 1-bedroom, 1-bathroom suite, perfect for guests or family. A standalone, remodeled office building offers a serene workspace amidst the estate’s award-winning landscaping. The lush botanical gardens and landscaping is renowned by all serious garden lovers and enthusiasts and hosts an annual Garden Tour event in Sarasota each year. Additionally, a delightful 2-bedroom, 2-bathroom guest house ensures that visitors enjoy the same level of luxury and comfort. This Sarasota Bay estate is not merely a residence; it represents a distinguished lifestyle, offering an exceptional opportunity to own a piece of history and indulge in the finest waterfront living in Florida. With a land elevation of 17 feet this home is dry when the rest of the city is under water and has the highest waterfront home in the entire area. This property is secluded at a dead end street that it feels like you are miles away from civilization yet Downtown is just a few minutes away. There is a brand new concrete drive way and parking pad! The price per square foot of land for this amazing estate is unmatched by any other current listing available. Sunsets can be enjoyed from the 100' dock that will be constructed soon!

900 Alameda Lane, North Sarasota

$13,500,000

5 Beds ⋅ 5.5 Baths ⋅ San Remo Estates SubDv.

Crowning the esteemed West-of-Trail neighborhood of San Remo Estates, this grand 7,960 sq ft waterfront property, carefully positioned to capture only breathtaking views, epitomizes luxury waterfront living. Sprawling bay and inter-coastal views, only panoramic, and rarely available here. This estate is not just a home; it is a resort in its own right, offering a lifestyle of unparalleled opulence and ultimate convenience. Commanding a prime location, close to downtown and Siesta Key, parcels of this magnitude are exceptionally rare, making this offering extraordinarily special. With its significant water frontage curving to create a protected boat basin, this property ensures a blend of privacy, security, and waterfront access that is difficult to match. The residence exudes an elegant blend of stunning modern mediterranean design, open floor plan, two expansive master suites, along with three additional guest suites, thoughtfully designed to offer tranquil separate retreats for privacy and relaxation. A sophisticated Smart Home System with extensive audio and video zones is an expected and well-deserved addition, along with a gourmet kitchen with top-tier Viking appliances, a luxurious 1,000-bottle wine room, and pantry. Outdoor living is at an elite level, with multiple large terraces, including an Alfresco kitchen and a unique swim-up bar, an entertainer's paradise. The expansive patio overlooks the crystal-clear bay with a sunset orientation, perfect for evening gatherings. Additional luxury amenities include an impressive 827 Sq ft pool with two spas, a rooftop deck for panoramic views, and a waterfront basketball court, offering endless fun and opportunities to create lasting memories. For the automobile enthusiast or those who value expansive spaces, this estate also serves as a collector’s dream with ample secure parking. This property is a true estate in every sense of the word, offering not just a home, but a lifetime of luxury and memories. Available for the discerning buyer seeking the ultimate in privacy, luxury, and location, this property is a rare gem in Sarasota’s prestigious real estate market. ***The main house's heated area is 6,710 square feet. With the new garage, there's an extra 1,250 square feet. Total heated area is 7,960 square feet.***

3544 San Remo Terrace, Central Sarasota

$12,950,000

5 Beds ⋅ 5.5 Baths ⋅ Cherokee Park SubDv.

Owner has reduced price to a point creating an exciting opportunity to own one of Sarasota’s great estates. Discover the perfect blend of elegance and privacy on this 1.6-acre estate nestled within Cherokee Park, one of the most sought-after mainland neighborhoods in Sarasota. Tucked away on a small street at the end of Southwest Drive, this double lot estate is in a beautiful setting unlike any other property along the Bayfront. With its traditional architectural style and gated entry, this home offers a serene haven away from the world. An unprecedented secret lies at your rear doorstep—an extraordinary boat basin along the bay front, dredged to accommodate most any boat. For water enthusiasts, this is a dream come true with two boat lifts (10,000 lb. and 16,000 lb. capacities). Your sanctuary is set back from the shoreline, ensuring complete seclusion and uninterrupted peace as you revel in the tranquil surroundings. A masterpiece by design, this architectural gem was designed by the esteemed architect, Clifford Scholtz and brought to life by the renowned Rich Perrone of Perrone Construction. Every detail reflects their commitment to quality and craftsmanship. Step inside to a meticulously planned layout, featuring a great floor plan with an elaborate primary suite and exercise room located on the main level. For those who love to entertain, the party-scale media room is the ultimate experience complete with a bar and multiple TVs for the sports enthusiast. Five-bedroom suites await your personal touch. This home also includes a Mahogany wood paneled office, a formal dining room, and a captivating saltwater fish tank that serves as the focal point of the kitchen and breakfast room. Covered patios and loggias extend from the most major rooms, creating ideal space for relaxation and enjoyment. A detached oversized 3 car garage with a covered walkway to the main residence has excessive space for storage or workshop activity. Step into the expanded screened outdoor room, complete with double TVs and the largest Wolf outdoor gas grill available and a Subzero refrigerator. The Chicago brick flooring adds style and durability. The free form dream pool, paved in Chicago brick, is a haven for leisure and outdoor entertainment. Subdivide the lot for an additional building lot that has it’s own private gated entry in place or use a portion of the expansive lot to build your guest house, tennis court, or pickleball court – the possibilities are endless. The home is equipped with a brand-new whole house generator. Specimen trees, lush landscaping, and ancient oaks frame the home, creating a stunning natural backdrop for your daily life. Your dream home awaits, a harmonious blend of luxury and practicality. Don’t miss the opportunity to make it yours. Schedule your viewing today and step into a world of timeless elegance and exceptional living.

3000 Southwest Drive, Central Sarasota

$11,500,000

2 Beds ⋅ 2.5 Baths ⋅ Lido Shores SubDv.

Experience luxurious coastal living at 1215 Westway Drive, located on the prestigious Gulf side of Lido Key in the sought-after community of Lido Shores, complete with private beach. This stunning property boasts unparalleled panoramic views of the Gulf of Mexico, providing breathtaking sunsets and an unmatched blend of elegance and comfort. Enjoy the comfortable existing home and/or plan your ultimate Gulf front estate. Spanning 2,515 square feet, this two-bedroom, two-and-a-half-bath home sits on a generous lot with an impressive 143 feet of waterfront on the Gulf of Mexico. The residence is designed for both privacy and beauty, featuring a meticulously crafted perimeter stone-faced wall and gates, a durable metal roof for peace of mind, and professionally designed landscaping that enhances its outstanding curb appeal. The inviting eat-in kitchen, adorned with beautiful wood cabinetry and bar-height seating, seamlessly opens to the dining area. The spacious living room, complete with a cozy fireplace, and a den provide the perfect spaces for relaxation and entertaining, all while enjoying mesmerizing water views. Additional living spaces include a versatile bonus room and a well-equipped gym with a wall of glass doors that offer stunning vistas of the Gulf. The primary suite exudes a coastal, airy feel, featuring an en-suite bath with a spacious vanity and a walk-in shower. A second bedroom and bath ensure comfort for guests. This exceptional property is a private oasis on Lido Key, promising a lifestyle of luxury and tranquility with its unparalleled views and exquisite design. Permit to replace the rip rap with a seawall is in process which will enhance the overall function and aesthetic. Do not miss the opportunity to make this waterfront dream property your reality.

1215 Westway Drive, Lido Key

$11,499,000

5 Beds ⋅ 5 Baths ⋅ Bay View Heights SubDv.

Nestled in the heart of Sarasota, Florida, "The Seathrough House" stands as a testament to timeless elegance and modern sophistication. Designed by the acclaimed architectural firm Sweet Sparkman and meticulously crafted by builder Josh Wynne, this mid-century marvel redefines luxury living. From the moment you step inside, the panoramic bay views captivate the senses, seamlessly blending the indoors with the breathtaking natural beauty of the surroundings. Every room boasts expansive windows, offering an uninterrupted vista of Sarasota Bay that is nothing short of mesmerizing. This architectural masterpiece features five bedrooms and five baths, providing ample space for both relaxation and entertaining. Each room is thoughtfully designed to maximize comfort and functionality while showcasing the stunning waterfront backdrop. Situated "West of the Trail," this premier location places you just minutes away from the world-renowned Siesta Beach, downtown Sarasota, and the charming Southside Village. Whether you're strolling along the pristine shores of Siesta Key or indulging in the vibrant cultural scene of downtown, every convenience is within easy reach. For those who appreciate the finer things in life, "The Seathrough" house offers more than just luxurious living—it promises a lifestyle of unparalleled elegance and sophistication. With a shared dock featuring a 16,000 lb lift, residents can effortlessly explore the azure waters of the Gulf Coast or simply bask in the warmth of the Florida sun as they watch the gorgeous sunsets from the home or the bayfront poolpaint the sky in hues of orange and gold. "The Seathrough" house is not just a home—it's a sanctuary where every moment is infused with beauty, tranquility, and the unmistakable charm of Sarasota living at its finest.

1500 Bay View Drive, Central Sarasota

$11,350,000

4 Beds ⋅ 5.5 Baths ⋅ Harbor Acres SubDv.

Poised on the pristine waters of Sarasota Bay, this luxurious palatial bayfront estate boasts breathtaking panoramic views and a spectacular waterfront lifestyle. Indulge in a life of unrivaled grandeur in this gated architectural wonder nestled within the sanctuary of Harbor Acres. Extensively reimagined in 2017, the home epitomizes opulence with modern upgrades and refined finishes, creating an exceptional living experience. Impeccable taste and attention to detail define this 6,000+ sf residence across three magnificent levels. Upon entering, you’ll marvel at the elegant staircase, purposeful built-ins, and high-end finishes that adorn every corner. Travertine flooring graces the main living areas, exuding sophistication while the gorgeous stone fireplace in the great room provides a welcoming ambiance. Expansive picture windows throughout the home showcase mesmerizing vistas of the bay, inviting you to connect with the awe-inspiring natural beauty that surrounds you. Indoor-outdoor living takes center stage, with expansive sliders that seamlessly disappear, taking you to the water's edge. The dream kitchen features custom cabinetry, Cambria quartz counters, and top-of-the-line appliances including a Sub-Zero refrigerator, Wolf range, and U-Line wine fridge. The elegance continues into the baths with marble and quartz countertops, a Victoria & Albert bathtub, and custom cabinetry, all carefully curated for a serene, spa-like retreat. Noteworthy features such as a Sonos sound system, whole-house water filtration, elevator to all three living levels, and security system, coupled with fine art lighting and a fully equipped bar, elevate the home’s allure. Outdoors, your tropical paradise awaits. Meticulously designed and surrounded by lush landscaping, this private oasis includes a sun-drenched pool deck with a sparkling heated saltwater pool and spa, a cabana-style lounge area perfect for relaxing or entertaining guests, and your very own putting green for perfecting your game. A dock with boat lifts provides ample space for multiple watercraft, inviting exploration of the turquoise blue waters of the bay and Gulf, and multi-level terraces allow you to savor breathtaking panoramic water views. This home caters to your every need and desire, offering a fully-equipped office, a media room for entertainment, a second master bedroom for guests, and two additional guest suites designed for resort-style relaxation. The main-level master suite is a haven of tranquility, boasting a spa-like bath clad in luxurious marble and a serene reading nook perfect for quiet reflection. Hurricane-grade windows and doors provide peace of mind, while a whole-house Kohler 20kw natural gas generator with load shedding ensures uninterrupted comfort. Harbor Acres is ideally located in proximity to St. Armands Circle, Southside Village, and downtown Sarasota for a seamless blend of coastal living and cosmopolitan amenities. You are moments away from beaches, shopping, fine dining, and a vibrant city life. Every corner of this waterfront oasis is designed for relaxation, entertainment, and creating unforgettable memories. Don’t miss the opportunity to make it yours.

1378 Harbor Drive, Central Sarasota

$11,235,000

3 Beds ⋅ 3 Baths ⋅ Roselawn SubDv.

Highest and best use is 3 Luxury Town Homes. Builder is available with the plans and has already built 2 ; 6 houses away.

4020 School, South Sarasota

$10,980,000

4 Beds ⋅ 6.5 Baths ⋅ Oyster Bay Estates SubDv.

Discover the captivating essence of 1136 N Lake Shore Drive in Oyster Bay Estates—a coveted 1.41-acre sanctuary along the pristine waters of Sarasota Bay. This exceptional property is the essence of waterfront living with over 430 feet on the bay creating unparalleled water and sunset views and offering easy access to both the Intracoastal Waterway and the Gulf of Mexico. A setting that beckons for boundless discovery whether it is watching the dolphins play, enjoying a tennis match, relaxing by the pool, reading a book in one of many distinct spaces or watching the ever-changing variety of sunsets. This distinguished estate spans six bedrooms, six bathrooms, two half baths and an expansive 10,226 total square feet, almost all of which is on one level. Perfect for those who relish hosting large gatherings, the home has an amazing commercial-grade kitchen equipped with professional appliances. A grand gallery room, adorned with soaring ceilings, a loft with wet bar, and a captivating fountain, sets the stage for unforgettable events. The spacious primary suite has water views through the enormous banks of windows, a massive closet with custom organization, and a spa-like bathroom with a lavish tub, shower, vanity, and a serene massage and sauna room. Designed for comfort, this residence features five spacious guest bedrooms, each complemented by generous closets and en-suite bathrooms. The estate is enriched with amenities—a 3-car garage, a tennis court, permitted dock replacement, a spacious fitness room, a billiard room, a private well-appointed office, and ample storage space—enhancing its allure and functionality. All this in an amazing location near The Field Club, Siesta Key, Southside Village, Sarasota Memorial Hospital and Downtown Sarasota. Alternatively, this property extends a rare opportunity as a prime lot, offering an ideal canvas to craft your Sarasota waterfront dream home. Harness the essence of one of the area's most coveted locations and one of the most exceptional waterfront home sites in all of Sarasota. It may be possible to divide the lot into two buildable lots if the existing home is removed.

1136 N Lake Shore Drive, South Sarasota

$10,500,000

5 Beds ⋅ 5.5 Baths ⋅ Siesta Rev SubDv.

PRICE IMPROVEMENT on this exquisite home also, now being offered fully furnished, ensuring a seamless transition for new owners and providing instant enjoyment to create memories for a lifetime. Sellers have taken proactive measures by contracting and paying for a new roof, even though the existing roof has an estimated 5-7 years of life remaining. This enhancement provides added peace of mind and long term value. Furthermore, the home has shown no signs of water intrusion following the recent tropical storm, highlighting its robust construction. Welcome to your sanctuary on the famous Siesta Key, located on Big Pass at the entrance to the Gulf of Mexico. This extraordinary timeless residence offers beach access, boat dock, and, of course, those incredible views that never go out of style. You can have it all in this exquisite home! This home is the epitome of "Location! Location! Location!" Brilliantly designed and lavishly appointed, it showcases the very best of everything as far as the eye can see. Imagine instant enjoyment, with coveted sunrises, sunsets, and the serenity of the island living in this exquisite waterfront estate on the coveted north end of Siesta Key steps away from beach access. Step inside and be greeted by the stunning vistas you've only dreamed about, and embrace every day with the 5-star lifestyle that Sarasota and her islands are famous for, including the world-renowned crystal white sands of Siesta Beach. The open-concept living area, complete with high-end appliances, offers the perfect space for intimate gatherings and grand entertaining. A private elevator whisks you between levels, while high ceilings and floor-to-ceiling impact glass windows frame an expansive 180-degree view that seems to go on forever. Every generous bedroom—five in total—has an ensuite bathroom, allowing you and your guests to bask in natural light and gorgeous views from every corner of the home. Waterfront properties like 3500 Bayou Louise Lane are truly a rarity, making this a once-in-a-lifetime opportunity to acquire a true gem. One of Architect Thorning Little's most transcendent designs, this home boasts a distinctive symmetry, beautifully balanced by the ever-changing canvas of Big Pass and the Gulf of Mexico. Nearly every room offers breathtaking views of the Caribbean turquoise waters, providing a perfect escape from the hustle and bustle of the outside world. With over $3 million in upgrades since 2020, no detail has been overlooked. Bespoke finishes adorn every room, including Italian plaster, book-matched Calcutta Gold slab marble, hand-carved limestone, a hand-finished Clive Christian kitchen, custom-designed authentic wood floors, a Palm Beach Designer ceiling, and a custom American walnut library. Thoroughly modern and automated, the home features Lutron lighting, a hardwired camera and security system, and commercial-quality Wi-Fi in every room for seamless coverage. The amenities continue with a four-car garage, a 40x20 pool and spa, a 24K lbs. beamless boat lift, three fireplaces (outdoor, library, and living room), ample storage, two Tesla high-speed charging stations, a cellular gate call box, and Seura TV mirrors in the master and in-law bathroom suites. Programmable motorized window blinds complete the package, adding a touch of luxury and convenience to every day.

3500 Bayou Louise Lane, Siesta Key

$9,750,000

5 Beds ⋅ 5.5 Baths ⋅ San Remo Estates SubDv.

Under Construction. Experience the epitome of luxury with this stunning new construction by Seaward Homes. Nestled on a quiet cul-de-sac west of Orange Avenue, this Florida Coastal masterpiece offers nearly 18,000 sq. ft. of prime waterfront living. With a bayou stretching almost 400 feet wide, enjoy direct access to the breathtaking Sarasota Bay and BIG WATER VIEWS that define coastal elegance. Designed with meticulous attention to detail, the home features an expansive, light-filled open floor plan. Spanning 5,328 square feet of air-conditioned space, it includes five spacious bedrooms, each with its own walk-in closet, five full baths, and two half baths. Two oversized lanais and a four-car garage ensure seamless indoor-outdoor living, while a third-level rooftop terrace provides panoramic views of Sarasota Bay. Quality and craftsmanship are paramount in this Seaward Curated Collection home. The exterior wall system, constructed with concrete on both the first and second floors, ensures superior structural integrity. Inside, custom solid wood cabinets, crafted locally and available in a variety of colors and finishes, complement the kitchen’s luxurious Quartzite surfaces, including a custom island and backsplash. The professional-grade Thermador appliance package features a 30" refrigerator, 24" freezer columns, a gas cooktop, double ovens, and two dishwashers, perfect for culinary enthusiasts. Every detail has been carefully considered, from Kohler plumbing fixtures and one-piece comfort height toilets to flooring options that include large format designer porcelain tile or European hardwood. The interior trim package includes eight-foot solid doors, oversized baseboards and casings, coffered ceilings, and substantial crown molding, with ceiling heights reaching up to 12 feet in select areas. Additional highlights include a state-of-the-art electrical and lighting control system, a high-efficiency multi-zone air conditioning system, hurricane impact-rated insulated glass, and 10-foot sliding glass doors throughout. The architectural elegance of the home is further enhanced by a standing-seam metal roof, combining style and durability. Outdoors, the expansive 45-foot wide lanai, complete with an outdoor kitchen, is perfect for entertaining, while the 40-foot inground heated pool and spa, designed by Borden Landscape Architects, offers a private retreat. The exterior is complemented by a semi-circular driveway with concrete shell pavers and an irrigation well. Located at San Remo Terrace, this coastal haven is just minutes from Siesta Key Beach, Morton’s Market in Southside Village, Downtown Sarasota, and Sarasota Memorial Hospital, making it the ideal home for those seeking the ultimate Florida lifestyle. Completion slated for April 2025.

3621 San Remo Terrace, Central Sarasota

$8,995,000

4 Beds ⋅ 4.5 Baths ⋅ San Remo Estates SubDv.

Just reduced by $1,000,000! Experience the epitome of waterfront living at its finest, where every day is adorned with spectacular sunsets, the gentle ebb and flow of boats on Roberts Bay, and seamless access to deep waters leading to the Gulf mere minutes away. This stunning estate, meticulously renovated in 2009, offers an unparalleled blend of breathtaking vistas, opulent finishes, and comfortable luxury within its open and modern floorplan. Tucked away down a private street, the residence exudes curb appeal, boasting resort-style landscaping, an inviting circular paver driveway, and a timeless, elegant design. Step through the grand custom doorway, and instantly, you're enveloped by the tranquil hues of turquoise waters. With boats gliding by and sunlight dancing on the waves, the expansive entertaining space beckons – a haven for gatherings and celebrations, featuring a music parlor, billiard area, family room, fireplace-adorned dining room, and a vast kitchen fit for culinary delights. Adjacent, a wet bar and a 625-bottle climate-controlled wine room add a touch of sophistication, catering to aficionados and hosts alike. Spanning over 6,000 square feet, with 4 bedrooms, 4.5 baths, an office, and upstairs entertaining space, this residence impresses with its scale and functionality. The heart of the home lies within the kitchen – a chef's dream boasting expansive double islands adorned with exotic stone countertops, a double oven, a spacious refrigerator/freezer, a six-burner gas stove with griddle, and a warming drawer, promising cherished moments of cooking and holiday gatherings for generations to come. Beyond hurricane-rated windows and sliding doors awaits an outdoor oasis, complete with an infinity-edge pool, expansive paver pool deck, and separate seating and dining areas – inviting you to embrace the quintessential Gulf Coast indoor-outdoor al fresco lifestyle. The resort-like landscape continues out back, offering a serene retreat for relaxation while providing ample space for pets and little ones to frolic on lush lawns. For boating enthusiasts, a 10,000 lb boat lift awaits, flanked by swaying coconut palms framing captivating views, inviting you to embark on aquatic adventures at your leisure. A deep-water dock and sturdy seawall stand ready to accommodate large yachts, mere minutes from the Gulf. The main floor hosts the primary bedroom en suite, an oversized office, and private guest suite, while a grand staircase ascends to the upper level, where a grand balcony offers more stunning views. Entertain effortlessly in the second-floor bonus room with wet bar, accompanied by two additional bedrooms en suite, perfect for hosting guests and visiting family. A large storage room completes the upper level, offering convenience and organization. San Remo Estates offers an enviable location just moments from the vibrant heart of Sarasota and minutes to the top-rated beach in the USA - Siesta Key. With many highly rated restaurants nearby, every luxury and leisure pursuit is within easy reach. With its sparkling views of Roberts Bay and seamless access to the Gulf, residents can indulge in boating, fishing, and waterfront recreation. Tranquil tree-lined streets and manicured landscapes create an ambiance of timeless elegance, while proximity to top-rated schools and healthcare facilities ensures convenience and peace of mind.

3576 San Remo Terrace, Central Sarasota

$8,950,000

3 Beds ⋅ 2.5 Baths ⋅ Siesta SubDv.

Located on the shores of the nation’s premier beach, this extraordinary contemporary residence stands as a beacon of modern elegance and architectural brilliance. Conceived by the acclaimed architect Yehuda Inbar in 1996, this Sarasota gem has an impeccable design and luxurious amenities. The property is a testament to sophistication, with three expansive levels, each adorned with balconies that provide unparalleled views of the pristine Siesta Key Beach and the surrounding coastal beauty. The crowning jewel of this estate is the private rooftop pool, offering a serene oasis where you can soak in breathtaking 360-degree vistas of Sarasota’s skyline and the shimmering Gulf of Mexico. The owners’ suite, an epitome of opulence, spans the entire third floor, offering a sanctuary of privacy and luxury. It features dual walk-in closets, seating area/ office space, separate bathrooms, a steam room, and a bidet, ensuring every comfort is met with the highest standards of design and convenience. While the property is officially recorded as a three-bedroom home, and is now a two bedroom, its flexible layout allows for a seamless conversion, providing endless possibilities to suit your lifestyle needs. Every detail in this home has been thoughtfully curated, from the glass elevator to the graceful curved staircase that elegantly connects all three floors. The dining area, framed by two-story floor-to-ceiling windows, is bathed in natural light, with views of lush palm trees enhancing the serene ambiance. The staircase, encased in glass, serves as both a functional and artistic centerpiece, inviting natural light to cascade throughout the interior, creating a warm and inviting atmosphere. This luxurious home is not just a home but a work of art, where every element has been meticulously crafted to deliver an unrivaled living experience on the most coveted stretch of Florida’s coastline.

648 Beach Road, Siesta Key

$8,495,000

6 Beds ⋅ 6.5 Baths ⋅ Bay Island SubDv.

An elegant, private entrance shaded by regal palms and vibrant bougainvillea guides you toward something extraordinary. As the wrought iron gate closes behind you, fervent anticipation builds. Your dream home awaits. A tranquil fountain serenades you with its gentle melody, welcoming you to Casa Flamingo, a modern take on romantic Spanish architecture. This breathtaking 5,201 square foot waterfront estate on Siesta Key, built in 2019, has graced magazines and music videos. Set on an oversized acre lot with deep-water frontage on Hansen Bayou, this expansive private complex is just yards from the azure waters of Sarasota Bay and the Gulf beyond. The grand entrance, a magnificent wrought-iron door framed by nearly 24 feet of hand-carved stone receives you, hinting at the opulence within. You are greeted by a breathtaking courtyard featuring a column-laden infinity edge pool, reminiscent of a Roman bath. The enclosed space is designed with surrounding entertainment areas, including a bar & billiard room and an engaging lounge. An ensuite bedroom and full pool bath complete this incredible floor. Inside, Casa Flamingo’s interior is a harmonious blend of Spanish craftsmanship and modern lines. Sunlight streams through expansive windows, illuminating intricate tile work and casting playful shadows on the wooden floors. The main residence includes 4 bedrooms, 4.5 baths plus parking for 3 or more of your finest cars, boats, and recreational vehicles. The first floor is anchored by a spacious, great room open to a gourmet kitchen with thick Blue Azul quartz countertops, a Blue Star professional stove and oven, and a Multiere 45" stainless steel kitchen sink with deluxe accessories. A sprawling island with built-in dining area provide the perfect setting for gatherings and gourmet creations. Just off the great room, one of many balconies offers a space for morning breakfast, overlooking the wide-flowing canal. The bedrooms, each a private retreat, offer views of sparkling water and lush gardens. Lavish bathrooms feature artisanal tiles and luxurious rain showers, creating a spa-like experience in the comfort of your own home. The huge master suite features an expansive closet with custom cabinetry, and a luxurious master bathroom with dual vanities and an oversized glass shower. The guest wing boasts two expansive bedrooms with custom closets and an alfresco balcony. The rooftop, designed for leisure and play, includes plans for a putting green, hot-tub spa, bocce court, and a relaxing sun deck with a cabana. The home comes equipped with a six-person golf cart, four e-bikes, four pedal kayaks, and two paddleboards for endless outdoor activities and entertaining. Additionally, a convenient boat lift and beach area make launching watercraft effortless. Outside, the allure of Casa Flamingo continues with a sprawling terrace overlooking the azure bayou waters. Here, alfresco dining becomes an art form, with an outdoor kitchen and lounge area providing the perfect backdrop for sunset soirées and star-lit gatherings. A half-acre lawn offers opportunities for children to play, explore, and create lasting memories, while providing parents with relaxation and family bonding in a beautiful, safe environment. The detached casita offers two bedrooms, two full baths, a living room, kitchenette, and balcony. Situated above the arched entryway of the home, it includes additional climate-controlled storage. Casa Flamingo is more than a home; it is a lifestyle.

3482 Flamingo Avenue, Siesta Key

$8,350,000

3 Beds ⋅ 2.5 Baths ⋅ Riegels Landing SubDv.

Welcome to your island paradise on Siesta Key. Riegel’s Landing, one of the premier locations on Siesta Key, is renowned for its excellent boating access and proximity to one of the best beaches in the country. On a protected boat basin with 357 feet of waterfront and direct access to the Intracoastal Waterway, this stunning residence has been completely renovated by its owners and offers an island sanctuary. Key features include impact-rated windows and doors, a newer standing seam, metal roof, Hardie plank siding, composite decks with powder-coated aluminum exterior railings, a whole-house water softener, four air-conditioning zones, beautiful mature landscaping, firepit, and a waterside saltwater pool and spa. For boating enthusiasts, the property offers an outstanding setup with a 56-foot fully equipped boat dock featuring two lifts, a floating dock and a kayak launch. Inside, the home is equally remarkable, boasting vaulted ceilings, abundant natural light, an open great room floor plan, engineered hardwood floors, electronic blinds, and beautifully updated kitchen and baths. The gourmet kitchen features solid stone countertops, a glass tile backsplash, soft-close cabinets and drawers, high-end stainless-steel appliances and a large rectangular island with bar seating. The primary suite, on the main living level, is a retreat with sliding door access to the terrace, a custom-organized walk-in closet and a spa-like bath. Upstairs, there are two additional bedrooms, a bath and an open loft area. The lower level includes a 56-bottle wine refrigerator and a multi-functional open space that opens out to the pool area, ideal for use as a game room, home gym, office or extra bedroom. Experience luxurious island living at its finest in this beautiful Siesta Key waterside home.

5727 Riegels Point Road, Siesta Key

$8,300,000

4 Beds ⋅ 6.5 Baths ⋅ Bird Key Sub SubDv.

INCREDIBLE NEW PRICE REDUCTION, BEST BAY FRONT VALUE IN SARASOTA. Welcome to this impressive 6000-square-foot home on one of Bird Key's favorite streets. 110 feet of expansive west-facing full bay views overlooking Lido Key, the Sarasota Yacht Club, and spectacular sunsets define this amazing residence. Built-in 2001 by its current owner, the residence has 4 en-suite bedrooms with 2 additional full bathrooms plus a powder room and a 3-car side entry garage. Upon entering the home, you are greeted with soaring ceilings and marble tile flooring with walls of windows showcasing the stunning water views. The kitchen is the heart of the home, updated in 2019, boasts a gas Thermador range, Sub-Zero refrigerator and a large island with seating and is open to the family room and additional wet bar. The owner's suite, on the main level, has sweeping views of the bay and access to the terrace. The luxurious primary bathroom, remodeled in 2018, features his and her walk in closets, an oversized shower, garden tub, and two water closets, one with a separate vanity. Other notable upgrades include a private office with built-in custom cabinetry, Armorvue Impact doors and windows throughout, clay tile roof, a whole house solar system (owned), and an elevator servicing all levels. Mid level is a spacious guest suite with two juliette balconies, sitting area, walk in closet and private bathroom. On the upper level are two additional oversized bedrooms both with en-suite bathroom. And for your entertainment, there is a movie theater and separate club room with terrace overlooking the bay. The main level patio has an outdoor kitchen with gas grill and dining area, while the lower terrace offers a large seating area with fire pit, an oversized heated pool with spa, and a dock with a 10,000-pound boat lift and 2 jet ski lifts. Located in one of the most treasured communities of Sarasota, Bird Key offers the best of all worlds, just moments from St. Armands Circle, Lido Key, and the arts and culture of downtown Sarasota.

340 W Royal Flamingo Drive, Bird Key

Sarasota Homes for Sale

Sarasota Homes for Sale