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345 Madison Drive, Sarasota
$3,295,000
4 Beds ⋅ 4 Baths ⋅ Saint Armands Division John Ringling Estates SubDv. ⋅ 34236 Zip Code
Experience refined coastal living in the heart of St. Armands Circle, Sarasota’s premier destination for luxury shopping, fine dining, and island living. This fully turnkey, furnished 4-bedroom, 3.5-bath residence is ideally located just steps from world-class amenities and a short stroll to Lido Beach. Extensively renovated with coastal elegance in mind, this home features impact-rated windows and doors, a new roof with skylights, updated HVAC systems, designer flooring, remodeled bathrooms, upgraded lighting, and premium finishes throughout. The chef’s kitchen showcases Wolf, Sub-Zero, and Bosch appliances, quartz countertops, and custom cabinetry. The private outdoor retreat offers a fully renovated pool, travertine decking, lush landscaping, modern fencing, copper gutters, and a custom privacy wall featuring ceramic artwork by a celebrated Florida artist. Located in one of Sarasota’s most iconic destinations, this rare turnkey residence offers a unique opportunity for full-time living, a seasonal retreat, or an exceptional rental opportunity. Embrace effortless access to Lido Beach, St. Armands Circle, and the best of Sarasota’s island lifestyle.

345 Madison Drive, Sarasota

526 N Spoonbill Drive, Sarasota
$8,800,000
5 Beds ⋅ 7 Baths ⋅ Bird Key Sub SubDv. ⋅ 34236 Zip Code
One or more photo(s) has been virtually staged. Under Construction. Welcome to a rare opportunity on iconic Bird Key—an exquisite, Fortified Gold Standard residence masterfully crafted by Dynan Construction, Sarasota’s premier luxury builder. This architectural masterpiece seamlessly blends elevated coastal design with structural integrity, refined interiors, and resort-level amenities across 5,287 sq. ft. of sprawling interior living space. From the moment you enter, every detail speaks of thoughtful craftsmanship and timeless luxury. A private elevator offers effortless access to all levels, while an impressive glass-enclosed wine room serves as a sculptural centerpiece—perfect for showcasing your collection. Step outside to your private resort—an extraordinary resort-style pool and grotto spa designed to extend your interior living experience into a true outdoor sanctuary. The custom pool features oversized sun-shelf, cascading water features, ambient LED lighting, and integrated seating areas, all crafted to mirror the luxury of a five-star coastal retreat. Tucked beneath natural stone formations, the grotto spa offers a sheltered, tranquil escape with spa jets, mood lighting, and a cave-like ambiance that elevates relaxation to an art form. The home’s open-concept floor plan flows with intentionality, allowing natural light to fill each room while preserving privacy and warmth. Expansive living and dining spaces overlook lushly curated grounds, enhanced by a premium landscape package featuring mature palms, tropical botanicals, and tranquil outdoor living zones ideal for year-round enjoyment. Built to the highest standards, this residence is certified Fortified Gold, delivering unmatched resilience, superior engineering, and long-term protection—setting a new benchmark for luxury coastal construction on Bird Key. Located in one of Sarasota’s most exclusive waterfront communities, this home places you at the center of everything Sarasota is celebrated for. A short stroll or bike ride brings you to the newly reimagined 2026 Bird Key Yacht Club, offering world-class dining, boating, fitness, and social amenities. Minutes away are the white-sand shores of Lido Beach, the boutique shopping and dining of St. Armands Circle, and the vibrant arts and cultural scene of downtown Sarasota—including the Sarasota Opera, Asolo Repertory Theatre, Marie Selby Botanical Gardens, and The Ringling Museum. Bird Key is more than a neighborhood—it’s a lifestyle defined by elegance, prestige, and convenience. This exceptional Dynan-built estate presents a rare opportunity to own a home where luxury, craftsmanship, and location converge.

526 N Spoonbill Drive, Sarasota

1900 Benjamin Franklin Drive Unit V12, Sarasota
$499,500
2 Beds ⋅ 2 Baths ⋅ First Lido SubDv. ⋅ 34236 Zip Code
One or more photo(s) has been virtually staged. Villa 12 at First Lido is one of Lido Key's true hidden gems — a rare ground-level beachfront villa that delivers the privacy of a single-family home with the ease of maintenance free living. No elevator, no stairs — just step outside and the beach is right there. A private attached carport at your door and in-unit washer and dryer make everyday life effortless — amenities rarely found at this price point on Lido Key. Inside, this bright 2-bedroom, 2-bath villa features a fully updated open floor plan, porcelain tile throughout, brand new appliances and clean contemporary finishes. An enclosed Florida room adds versatile bonus space — den, office, or guest overflow, whatever you need it to be. A gulf-front heated pool with stunning views and direct private beach access complete the picture. Minutes from South Lido Park, St. Armands Circle and downtown Sarasota. Ground level. Beach access. Private carport. In-unit laundry. Lido Key address. This is the one.

1900 Benjamin Franklin Drive Unit V12, Sarasota

1821 Lincoln Drive, Sarasota
$5,425,000
4 Beds ⋅ 5 Baths ⋅ Avondale SubDv. ⋅ 34236 Zip Code
Under Construction. This exceptional, boater’s residence is ideally positioned on Hudson Bayou, designed to impress at every turn. Showcasing the very best of Sarasota’s waterfront lifestyle, the property features outstanding boating amenities, including 80 feet of new concrete seawall and cap, a private dock with lift and davit, and convenient bay and Gulf access beneath two fixed bridges. Spanning 3,906 square feet, the “Callie” model blends modern elegance with effortless livability. From the moment you arrive at 1821 Lincoln Drive, handcrafted iron doors open to a dramatic foyer with soaring ceilings and a striking open staircase. Beyond, captivating sightlines lead through the home to the sparkling pool, lush landscaping, and tranquil bayou. Light-filled interiors highlight refined finishes and distinctive architectural details. The great room, complete with an entertainment wall and formal dining area, is enhanced by a full wall of pocketing glass doors that seamlessly connect indoor and outdoor living spaces. The outdoor retreat is equally impressive, featuring a heated saltwater pool and spa, a covered cooking area, dining space, and additional screened seating—perfect for both lively gatherings and peaceful relaxation. At the heart of the home, the sleek island kitchen boasts high-end appliances, quartz countertops, solid wood cabinetry, and a butler’s pantry. The expansive primary suite occupies the full depth of the home, offering a private sanctuary with a dedicated study, oversized walk-in closet, and a luxurious bath with a freestanding soaking tub and glass-enclosed shower. Additional highlights include a downstairs bonus room with pool bath, a secluded guest suite with private bath, and a planned elevator shaft for easy access to the upper level, where additional ensuite bedrooms and a game room await. Located in the historic Avondale neighborhood, just south of downtown Sarasota, this home is surrounded by majestic, tree-lined streets and multi-million-dollar estates. It also lies within the highly regarded Southside School District, known for its exceptional academic offerings. Combining a prime waterfront location, state-of-the-art features, and impeccable design, this residence represents a rare opportunity. Crafted by the award-winning team at Allegra Homes, it stands as a statement of refined living and a lasting investment for the discerning buyer.

1821 Lincoln Drive, Sarasota

340 Morningside Drive, Sarasota
$4,925,000
3 Beds ⋅ 4 Baths ⋅ Lido Shores SubDv. ⋅ 34236 Zip Code
Experience the epitome of island living in this luxurious three-bedroom, four-bath residence. With high-end finishes and spacious rooms featuring soaring ceilings, every detail exudes comfort and elegance. Enjoy leisure time with a ping-pong table, a theater room, and a pristine pool that basks in southern exposure, overlooking the tranquil open bayou. The kitchen, complete with a breakfast area, offers stunning views of the pool and bayou, while a cozy office space provides an ideal work-from-home environment. The home also features a beautiful dining room with a wet bar and a welcoming living room adorned with elegant wood floors throughout. Each bedroom offers luxurious en-suite baths, and the master bath is a true retreat. The expansive pool deck area and the convenience of a two-car garage and boat dock add to the home’s charm. Plus, with an elevator and a full-house generator, you’ll enjoy ultimate comfort and peace of mind.

340 Morningside Drive, Sarasota

1504 Cocoanut Avenue, Sarasota
$555,000
3 Beds ⋅ 1 Baths ⋅ Valencia Terrace SubDv. ⋅ 34236 Zip Code
Beautiful Double Lot Near Downtown Sarasota and The Bay. Prime opportunity for future land development north of downtown Sarasota and The Bay. The value lies in the spacious double lot, nestled in a highly desirable residential neighborhood close to the international airport, Bayfront, and vibrant downtown Sarasota, close to top-rated restaurants, bars, and boutique shops. Enjoy easy access to the public boat ramp on 10th Street, offering a direct route to the Gulf of Mexico for boating and water recreation. Schematic plans and renderings for two homes, each 2500sqft illustrating what can potentially be built on 1504 Cocoanut Ave. should the buyer choose to subdivide the lot. Just a few blocks away, the renowned Ringling College of Art and Design adds to the neighborhood’s prestige. This property is ideal for a two-family home site, a strong investment opportunity in one of Sarasota’s most sought-after areas. The existing home currently generates rental income with a tenant in place. Survey available upon request.

1504 Cocoanut Avenue, Sarasota

135 Grant Drive, Sarasota
$3,800,000
6 Beds ⋅ 8 Baths ⋅ Lido Beach SubDv. ⋅ 34236 Zip Code
Welcome to your dream home on Lido Key! This impressive 3-story residence offers a luxurious living experience with breathtaking water views from its private rooftop oasis. With 6 bedrooms, 6 full bathrooms, and 2 half-bathrooms spread across 3,914 square feet, this home is a masterpiece of modern design, boasting sleek clean lines, abundant natural light, and high-end finishes throughout. As you step into the grand entrance on the main floor, you'll be captivated by the open-concept layout and the panoramic wall-to-wall windows that showcase the stunning living, dining, and gourmet kitchen areas. The kitchen is a chef's delight, featuring stylish pendant lighting, gold accents, a massive island with a waterfall quartz countertop, and herringbone wood tile flooring. Top-of-the-line stainless steel appliances, double ovens, and elegant fixtures complete the sleek design. This home offers multiple dining options, perfect for entertaining. The open-concept dining area is ideal for indoor dining, while the adjacent lanai provides an al fresco experience where you can savor the warm sea breezes. For a more intimate setting, descend the stairs to your own tropical oasis. Surrounded by lush palm trees and greenery, this tranquil retreat features a sparkling heated pool and spa, creating a private resort-like experience. With 6 bedrooms and 6.5 bathrooms, this home provides ample space for your family and guests, each room more luxurious than the last, with unique features adding to the overall opulence. The master retreat, located between the 1st and 2nd levels, offers a serene escape. Relax in the deep soaker stand-alone bathtub while enjoying fantastic views, or pamper yourself in the en-suite bathroom with his and her custom-built vanity sinks, a large walk-in shower with designer tile and fixtures, a water closet, and a walk-in closet. This home also offers the rare convenience of a commercial elevator, allowing easy access to the next level, where you'll find four additional bedrooms, each with its own en-suite bathroom featuring porcelain tile in the bathrooms and wood tile flooring in the bedrooms. Gold accents and custom built-ins add to the beauty found throughout this floor. A full-sized laundry room with two stacked washers and dryers ensures convenience and efficiency. Ascend another flight of stairs, and you'll discover an additional bedroom, attached en-suite bathroom, and a half bath that lead to the spectacular rooftop deck. Enjoy stunning views of the Gulf, dine on the covered deck year-round, and relish in the Florida sunshine from multiple seating areas. Whether you're sunbathing, entertaining guests, playing a game of corn hole, or witnessing awe-inspiring sunsets, the possibilities are endless in this magical space. Located in the heart of desirable Lido Key, just steps away from one of Florida's most beautiful beaches and the renowned St. Armands Circle, this home offers easy access to fabulous dining and shopping. What's more, this neighborhood has no CDD fees or HOA restrictions, providing you with the freedom to truly enjoy the luxury of coastal living.Don't miss the opportunity to turn your dream into a reality. Embrace the true meaning of luxury living in this stunning Lido Key home.

135 Grant Drive, Sarasota

1479 Bay Point Drive, Sarasota
$5,495,000
4 Beds ⋅ 3 Baths ⋅ Bay Point Park SubDv. ⋅ 34236 Zip Code
Being in the same family for 75 years, this is a rare opportunity to own a stunning, nearly half-acre waterfront lot in the highly desirable Bay Point Park neighborhood of Sarasota. Situated on protected sailboat water with no bridges to the Gulf of Mexico, this unique property offers unparalleled access to the serene waters of Sarasota Bay, with breathtaking views of the iconic Ringling Bridge and the vibrant downtown Sarasota skyline. Enjoy a truly walkable lifestyle with the best of Sarasota at your doorstep. Stroll to Marie Selby Botanical Gardens, the charming shops and gourmet restaurants of downtown, the quaint Southside Village, and the renowned Morton's Gourmet Market—all just moments away. Tucked away in a tropical oasis, this secluded lot offers privacy, tranquility and convenience, providing the perfect setting for a custom-built home with sweeping waterfront views. Located in one of the most sought-after West of the Trail neighborhoods, this large waterfront parcel presents a unique opportunity to create a luxurious sanctuary in one of Sarasota's most coveted locations. Whether you’re an avid sailor or simply appreciate the beauty of coastal living, this property is your perfect canvas. Don’t miss the chance build your dream home on this exceptional slice of Sarasota paradise—where the natural beauty, luxury, and lifestyle you’ve always dreamed of can finally become a reality.

1479 Bay Point Drive, Sarasota

515 S Washington Drive, Sarasota
$7,990,000
4 Beds ⋅ 4 Baths ⋅ Saint Armands Division John Ringling Estates SubDv. ⋅ 34236 Zip Code
Virtually Staged. Presenting a rare opportunity at 515 S Washington Drive, an extensively reimagined residence offering the space of a luxury estate with a low-maintenance lifestyle, just steps from St. Armands Circle and Lido Beach. Originally envisioned by renowned architect Bo MacEwen, the home is being thoughtfully transformed with a focus on modern design, comfort, and seamless indoor-outdoor living. The first floor features a spacious primary suite and private den, while three additional bedrooms upstairs provide plenty of room for family and guests. Outside, a resort-style pool, elegant landscaping, and multiple entertaining areas create a private retreat without the upkeep of an oversized estate. Best of all, the home enjoys direct western exposure for beautiful Sarasota sunsets, all within an easy walk of the beach, restaurants, shopping, and everything St. Armands has to offer. A unique combination of space, location, privacy, and effortless coastal living. ****Price as stated is for new construction, inquire about pricing prior to construction. ****

515 S Washington Drive, Sarasota

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

171 Mckinley Drive, Sarasota

109 N Warbler Lane, Sarasota
$8,775,000
4 Beds ⋅ 5 Baths ⋅ Bird Key Sub SubDv. ⋅ 34236 Zip Code
Virtually Staged. Pre-Construction. To be built. $1,200,000 price improvement!!! Remarkable opportunity to purchase a superior crafted Seaward Homes Curated Collection property. Gorgeous deepwater Bird Key Bayfront property with oversized 120' of waterfront. The homesite is located on a quiet cul-de-sac, and it is the epitome of modern luxury living. At Seaward Homes, every detail is thoughtfully considered from enhanced hurricane construction in our initial design, through all phases of construction to project closeout. The site enjoys a protected Bayfront bayou with stunning views of Sarasota Bay and the Sarasota Yacht Club. This will be built with resilience and safety in mind, featuring solid concrete block construction on both floors, impact hurricane-rated windows, and ten-foot tall sliding glass doors throughout, ensuring peace of mind even in adverse weather conditions. Indulge your culinary passions in a sleek, modern kitchen with custom handmade cabinets, 1 1/4-inch solid quartzite stone countertops, and a Thermador professional series appliance package. The open floor plan seamlessly connects the kitchen and great room, creating a spacious and inviting atmosphere. With 10-11' ceilings throughout, an upgraded architectural trim package, solid eight-foot interior doors, and striking modern finishes, each room exudes sophistication. Experience the future of smart living with a comprehensive technology package that includes lighting control, a high quality technology system, speaker prewiring, surround sound, wireless access points, hardwired alarm, and more. Offering a flexible layout with four bedrooms with full en-suite baths, this residence provides an oasis of comfort. Upgraded floors, featuring large format porcelain or custom wide-plank oak floors, add an extra layer of luxury. Designer Kohler™ plumbing fixtures elevate the bathrooms to spa-like retreats. You'll enjoy the oversized lanai with an outdoor kitchen and appliances, and take in the Sarasota Bayfront water views from the resort style pool, spa, and sun shelf combination. The custom landscaping plan includes a circular driveway, bordered by an impressive concrete front security wall and handcrafted aluminum driveway gates, setting the tone for the luxury that awaits within the Bird Key Lifestyle. Bird Key offers close proximity to the beautiful Gulf waters of Lido Beach, St. Armands Circle, and downtown Sarasota. The Bird Key community itself boasts a members yacht club, marina, tennis courts, and a lifestyle that defines modern luxury living. Seize the opportunity to make this exclusive Bird Key residence your home. Contact us now to arrange a private viewing and step into a world where modern luxury meets waterfront tranquility.

109 N Warbler Lane, Sarasota

1744 10th Street, Sarasota
$625,000
2 Beds ⋅ 1 Baths ⋅ Schindler Sub SubDv. ⋅ 34236 Zip Code
RARE _L_A_N_D_ prime development opportunity in #GillespiePark . this Downtown Edge zoning district is ripe with new development and investment everywhere you turn. perfect placement for walk.bike.uber to THE BAY new 53 acre park-Gillespie Park-Bayfront Park & Marina-Ringling College of Art-Ringling Museum-Downtown District-Rosemary District-Van Wezel-St Armands cooridor-Lido Key cooridor-Longboat Key cooridor. Oh don’t forget transportation hub SRQ Sarasota Bradenton Airport proximity. Interstate 75 via straight shot down Fruitville Rd. note: this lot currently hosts a single family home and month to month tenant-but-the Florida Live Local Act-possible housing credits-and new Sarasota density bonuses could allow for greater multifamily density OR rebuild your next spec single family. this is your chance to be a part of reshaping the next 100 years in DTE. muy importante-FLOOD zone X. all information presented within listing is believed to be accurate but buyer must verify for themselves.

1744 10th Street, Sarasota

1569 7th Street, Sarasota
$2,516,000
2 Beds ⋅ 1 Baths ⋅ Halls Sub James S SubDv. ⋅ 34236 Zip Code
SARASOTA ~ CITY OF SARASOTA ~ ROSEMARY DISTRICT ~ DOWNTOWN LIVING AND / OR INVESTMENT, WITH UPSIDE DEVELOPMENT OPPORTUNITIES! - WE ARE SELLING 4 CONTIGUOUS PROPERTIES WITH FOUR RENTAL HOMES ON AN ESTIMATED 23K SF +/- LAND!!!! Come and explore this unique opportunity to own and operate four contiguous properties with homes within the much sought after City of Sarasota "Rosemary District". The current rent roll is estimated at $100K +/-, all the current homes (4) are rented on an annual basis. The zoning does allow for short term weekly rentals, come and set up your own short term rental compound with estimated average daily rates @ $50.00 - $100.00 +/. Want another reason to look, owner will consider "owner financing" and/or selling off less then all four homes. There are just not many opportunities in the City of Sarasota to secure rezoned lands with the ability to use the current as-is property to secure carry income while waiting for the right timing to develop. The upside development in the Rosemary Zoning District: up to 7-stories with up to 30+ units. Property is very easy to show, sign is on site! NOTE: another contiguous parcel - rental home available for discussion.

1569 7th Street, Sarasota

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