Location: Sarasota , 34236
Do Not Show Listings
101 S GULFSTREAM AVE #15B, SARASOTA, FL 34236
$599,00057 Days on yellowkey MLS ID: A4684641
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1320 Built: 1974 Tax: $6,981 (2025)Community: The 101 Condominium / Dolphin TowerSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,981
Elementary School: Southside Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: One or more photo(s) has been virtually staged. Available now for $599,000! Experience city living at its finest in Sarasota's vibrant downtown at The 101 Condominium! Ideally located directly across from Island Park, this stunning 2 bedroom 2 bath, 15th floor unit offers breathtaking CITY views and unrivaled convenience. The condo has been repainted and remodeled. The many improvements include stone counters throughout, hammered metal sinks in baths, glass shower doors, custom walk-in closet system, a stylish craftsman built-in that includes ample storage as well as a murphy bed in the secondary bedroom, and an efficient and beautiful remodeled Kitchen. There are glimpses of Sarasota Bay from the balcony outdoor space. The 101 Condominium offers more than just a home; it provides a lifestyle of luxury and convenience. Prepare to enjoy the recently renovated lobby, a heated pool for relaxation, a fitness center to keep active, and a social room perfect for hosting gatherings or unwinding after a long day. With a $8 million modernization project recently completed, the great VALUE of this property is securely supported. Embrace the urban lifestyle with easy access to Marina Jacks, renowned for its deep harbor docking and waterfront dining. Indulge in the charm of historic Palm Avenue just out your rear entrance, where many art galleries, charming shops and restaurants have opened, or take a quick walk up main street for many more eating experiences. Must see, - Schedule an appt today!!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Melissa Gissinger (941-404-2722)
763 JOHN RINGLING BLVD #22, SARASOTA, FL 34236
$460,00013 Days on yellowkey MLS ID: A4690386
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 816 Built: 1963 Tax: $6,327 (2025)Community: Sarasota HarborCondo
Taxes:$6,327
High School: Booker High
Middle School: Booker Middle
Remarks: Few addresses in all of Sarasota deliver what 763 John Ringling Blvd offers every single day: direct, unobstructed views across Sarasota Bay with St. Armands Circle, Lido Key, and the sparkling Gulf of Mexico as your permanent backdrop. This is one of the most coveted waterfront corridors on the Gulf Coast, and this beautifully updated two-bedroom, one-bath residence puts you right in the middle of it. Step outside and you are standing on the bay seawall with private community boat docks at your feet and open water stretching to the horizon. Dolphins cruise the shoreline in the morning. The Ringling Causeway glows gold at sunset. The bayfront community pool, shuffleboard courts, and waterfront walkway give residents every reason to stay close to home, while St. Armands Circle sits just minutes away across the bridge with its world-class European-style dining, boutique shopping, and lush tropical gardens. Inside, the residence has been thoughtfully updated with hardwood floors, a refreshed kitchen with new appliances, and the rare convenience of an in-unit washer and dryer. The layout offers the right balance of comfort and ease, ideal for a full-time residence, seasonal retreat, or income-producing rental. The address itself carries genuine historical significance. Unit 22 sits within the Harding Circle Historic District, a landmark community envisioned by circus magnate John Ringling and listed on the National Register of Historic Places since January 2001. This is not just a home. It is a piece of Sarasota's founding story. Downtown Sarasota's waterfront arts district, marina, and restaurant scene are minutes away. Lido Beach is just over the causeway. For buyers relocating from the Northeast or Midwest, this property delivers the Gulf Coast lifestyle at an exceptional entry point: waterfront, walkable, and fully updated, with boat docking access and panoramic bay views that simply cannot be replicated at this price.
Listing is courtesy of: BEYOND REALTY LLC (941-467-4673)
Listing Agent: Darren Dowling (941-204-0493)
361 S BLVD OF THE PRESIDENTS, SARASOTA, FL 34236
$12,500,00016 Days on yellowkey MLS ID: A4689343
Bed: 6 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 7037 Built: 1997 Tax: $53,773 (2025)Community: Lido Beach Div BSpa: YesSingle Family
Taxes:$53,773
High School: Sarasota High
Remarks: A stunning, fully reimagined coastal residence where elevated design meets modern functionality. Rebuilt to the studs and thoughtfully curated throughout, this expansive home showcases exceptional craftsmanship, custom finishes, and seamless indoor-outdoor living—all in a premier location just moments from the pristine Gulf beaches and the world-class shopping and dining of St. Armands Circle. Inside, light-filled interiors feature level 5 smooth walls, engineered hardwood floors, custom coffered ceilings, and extensive crown molding. The main living areas are anchored by two striking gas fireplaces with imported designer tile, while bifold and accordion glass doors open to expansive terraces, creating effortless flow for entertaining. The chef’s kitchen is a true showpiece with leathered granite countertops, a large island with bar seating, and top-tier appliances including a Wolf 6-burner gas range, Sub-Zero refrigerator, Miele built-in coffee system, dual dishwashers, and JennAir convection/steam oven. Custom cabinetry and a walk-in pantry complete the space. Designed for both relaxation and entertaining, the home features a private movie theater with Sony projection, B&W surround sound, and Octane seating, along with a game room, multiple office spaces, wet bar, and a 72-bottle wine display. The primary suite offers a private retreat with terrace access, tray ceiling, and a spa-like bath with marble floors, soaking tub, dual vanities, and a walk-in shower. Upstairs bedrooms feature ensuite or Jack-and-Jill baths. Smart features include electric shades, Sonos audio & Lutron Homeworks, central vacuum, and elevator access. Outdoor living shines with a resort-style saltwater pool and spa, waterfall, sun shelf, and integrated audio. The main terrace includes a gas grill, beverage fridge, beer tap, and firepit, with additional upper-level terraces & spectacular water views from every level. Boaters will appreciate the private dock with a 10,000 lb lift, dual jet ski lifts, and the rare ability to accommodate a 64-foot yacht. Additional highlights include impact windows and doors, Tesla charger, epoxy garage floors, and tankless water heaters. This exceptional property blends luxury, technology, and coastal living just moments from the best of Sarasota.
Listing Agent: Kim Ogilvie (941-951-6660)
1255 N GULFSTREAM AVE #1501, SARASOTA, FL 34236
$3,875,00037 Days on yellowkey MLS ID: A4687326
1 Days Off yellowkey (back on 4/17/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3943 Built: 1982 Tax: $33,716 (2025)Community: Bay PlazaCondo
Taxes:$33,716
Elementary School: Alta Vista Elementary
Remarks: Perched atop Bay Plaza with sweeping views over Sarasota Bay and the downtown skyline, this fully reimagined penthouse offers a level of finish and livability rarely seen in the market. Taken down to the studs and meticulously rebuilt, every inch has been thoughtfully curated with true custom craftsmanship, resulting in a home that feels both refined and effortless. The expansive floor plan is designed for both everyday living and exceptional entertaining, with main living areas that flow seamlessly toward the water and skyline beyond. Walls of glass fill the home with natural light, while multiple terraces extend the living experience outdoors. At the heart of the residence, a true chef's kitchen features top-tier appliances, custom cabinetry, and a layout designed for both function and gathering. A thoughtful split layout creates a private guest wing, while the primary suite, accessed through a dramatic 9 pivot door, offers a quiet retreat finished with the same level of detail seen throughout. Every finish and material reflects a level of quality typically reserved for custom homes, with bespoke millwork and integrated systems throughout. Completing the offering are three secured parking spaces, a rare a rare feature in downtown living, along with full-service amenities and white glove service, all moments from Sarasota's best dining, waterfront, and cultural attractions. A true penthouse in every sense.
Listing Agent: Steven Moore (401-767-7180)
1111 RITZ CARLTON DR #1202, SARASOTA, FL 34236
$2,395,000181 Days on yellowkey MLS ID: A4669857
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2797 Built: 2001 Tax: $25,132 (2024)Community: The ResidencesSpa: NoCondo
Taxes:$25,132
Tax Year: 2024
Remarks: Perched high above exquisite Sarasota Bay, Ritz-Carlton Residences #1202 harmonizes a breathtaking display of scale, privacy, dramatic views, and exceptional design. Internationally renowned interior designer Geoffrey Bradfield paid the utmost attention to every detail as he masterfully crafted this sanctuary. The glamor unfolds gracefully as you enter the condo’s serene foyer featuring a beautifully architected gold-leafed ceiling, upholstered silk walls, and a custom lighting plan. Situated just off the foyer is a custom walk-in closet and a powder room finished with ultra-suede walls and modern stainless steel and glass pedestal sink. Crema Marfil marble flooring which runs throughout the condo’s public spaces leads you into a Grand Salon with a stunning tiered ceiling, gracious windows overlooking Marina Jack and the Ringling Causeway, fabulous lacquered cabinetry, and architectural moldings and accent columns. The large eat-in kitchen features sleek Poggenpohl cabinetry providing more than ample storage for any host or chef as well as a built-in desk area. The appliance package is top notch: Sub-Zero refrigerator/freezer, Gaggenau cooktop with a stainless steel and glass hood, Bosch double wall ovens, and a Miele dishwasher. The kitchen's custom lighting plan accents the textured walls and marble flooring. Both bedrooms offer marvelous custom appointments. The master suite features elegant lacquered custom cabinetry, silk upholstered walls, and lacquered moldings. The master bath’s ceiling is gold-leafed, the walls are marbled, and it is fitted with an oversized Kohler Jacuzzi tub, a glass-surround shower, and Venetian glass mirrors and vanities. The spacious walk-in closet also features custom millwork with lacquered columns and a Crema Marfil marble floor. The guest suite is similarly appointed with custom lacquered cabinetry, a large walk-in closet and a full bath with a large vanity. Throughout the condo, you will find opulent hardware and doors fitted with invisible sash hinges, linear air conditioning diffusers, and motorized window shades, as well as a spacious laundry room. The residence offers two large balconies perfect for viewing Sarasota’s radiant sunsets. While living at the Ritz Carlton Residences you will enjoy a resort-style pool with a panoramic sun deck and private dock for convenient drop-off and pick-up. Additional resident amenities include secured climate controlled storage, a private residential entry separate from the hotel, and an elegantly appointed private club room. Hotel living offers access to in-room dining, 24-hour concierge, car valet service, a newly completed spa (2024), and access to popular dining venues Jack Dusty and Rufa. Gracefully positioned along Sarasota’s scenic bayfront, ownership at 1111 Ritz-Carlton Drive #1202 presents an extraordinary opportunity for a life full of refinement and sophistication in a city featuring world-class beaches, stylish boutique shopping, acclaimed dining, and a vibrant cultural scene.
Listing Agent: Nora Johnson (941-809-1700)
800 S BLVD OF THE PRESIDENTS #3, SARASOTA, FL 34236
$675,000148 Days on yellowkey MLS ID: A4673950
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1060 Built: 1972 Tax: $5,160 (2025)Community: Embassy VillasSpa: NoCondo
Taxes:$5,160
Remarks: Welcome to Embassy Villas – Your Island Getaway on Lido Key! This home is being offered fully furnished and turnkey, making this home not only beautiful but truly move-in ready. Drop your luggage and enjoy! You're Home!! Experience the ultimate coastal lifestyle in this beautifully renovated unit, ideally situated just two blocks from the pristine sands of Lido Beach. With a prime location and two-week minimum rentals allowed, this is the perfect retreat for a seasonal escape or a savvy investment opportunity. Step inside to discover a stylish, contemporary townhome featuring vaulted ceilings, large windows, and an open, light-filled layout and a first-floor primary bedroom. This home has just undergone an extensive renovation, including luxury vinyl plank flooring on the first floor, fresh paint throughout, a fully updated kitchen with brand-new cabinetry, quartz countertops, and all new stainless-steel appliances. The first-floor bathroom has also been completely renovated with a new vanity, new shower, new toilet, and a modern light-up mirror. Upstairs, you'll find brand-new carpeting and a spacious guest suite with a full bath. Enjoy peace of mind with major upgrades, including a new AC system, new water heater, and new washer and dryer. The condo also has plantation shutters throughout. Enjoy world-class shopping, dining, and entertainment at St. Armands Circle, or head to Lido Beach for sunbathing, swimming, or relaxing under the shade gazebos. The beach offers food and drink concessions, picnic areas, restrooms, showers, and access to the Lido Beach Public Pool. Nature lovers will appreciate being just blocks from Lido Nature Park, where you can kayak, fish, or explore the serene mangroves and native birdlife of Sarasota Bay. All of this is just minutes from Downtown Sarasota, home to cultural gems like the Selby Botanical Gardens, Sarasota Opera House, Ringling Museum, theaters, galleries, and award-winning restaurants. Embassy Villas combines location, luxury, and lifestyle – don’t miss your chance to own a slice of paradise!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Jeffrey Polster (305-310-8317)
55 N WASHINGTON DR, SARASOTA, FL 34236
$2,900,00066 Days on yellowkey MLS ID: A4683582
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3071 Built: 1960 Tax: $20,384 (2025)Community: St Armands Div/John Ringling ESingle Family
Taxes:$20,384
Elementary School: None
High School: None
Middle School: None
Remarks: St. Armand's Circle is home to this beautiful turnkey furnished vacation home: a wonderful 2 story, 6 BR, 4.5 BA pool home with ample chef's kitchen, formal dining area, new durable beach sand worthy epoxy flooring. This home is perfect for large family vacation home or to utilize as a successful investment opportunity. This home has been meticulously cared for and enjoyed as a vacation rental for over 10 years and is successful for any investor wanting to cover carrying costs and come visit throughout the year. Just ask for rental history. The expansive yet comfortable floor plan boasts an eat-in kitchen with breakfast table and breakfast bar. The open concept living room and entertaining area open from sliding glass doors lead to a private backyard oasis featuring an outdoor natural gas heated pool andplenty ofroom to enjoy fun in the sun! Adding to privacy for guests, there is an in-law suite off garage as the 6th bedroom with bathroom and separate exit. This is the perfect home for a big group to spread out and have your own privacy and space while still allowing for shared memories on the island. A short jaunt out the back gate and you are on St. Armand's Circle - shopping, restaurants, spas, beaches and live music are all around the corner - it doesn't get better than this! At the end of your day you have a private, beautiful place to relax with family and friends. You can spend the entire day right around the corner at our famous St. Armand's Circle with its award winning indoor or outdoor dining, upscale shopping, and galleries.There is an abundant amount of Activities and Attractions in Sarasota/Bradenton - close by to enjoy many treasures and cultural events. Benderson Park, Mote Marine Aquarium, Ringling Museum of Art, Florida's Largest Wildlife Rescue, Rehabilitation Center with the Pelican Man, Selby Botanical Gardens, Museum of the Circus, water fountain at Island Park, Myakka River and Park, Ed Smith Stadium Sport Complex, Sarasota Ballet (Oct-Apr), Van Wezel Performing Arts, Florida Studio Theatre, Sarasota Opera House, The Asolo Theatre, and Players Theatre. Leisure time can be spent on shops, galleries, golfing, tennis, ice skating, water sports like; fishing, snorkeling, kayaking, diving, jet skis, water skiing or leisure boating or choose from one of our many famous beaches: Siesta Key, Longboat Key, Lido Key, Bradenton Beach, and Anna Maria Beach.
Listing is courtesy of: PRECISE REALTY CORP (941-400-0374)
Listing Agent: Jennifer Le Blanc (941-400-0374)
149 MCKINLEY DR, SARASOTA, FL 34236
$5,500,000118 Days on yellowkey MLS ID: A4676647
Bed: 9 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 4149 Built: 2022 Tax: $55,845 (2025)Community: Lido Beach Div B ResubSpa: YesSingle Family
Taxes:$55,845
Remarks: This custom-built NEW (2022) residence showcases refined craftsmanship and thoughtfully curated luxury upgrades throughout. The home features soaring ceilings and expansive floor-to-ceiling windows that create a dramatic architectural statement while maximizing natural light. Wide-open living spaces are enhanced by high-end tile flooring, sleek modern lines, and a seamless indoor-outdoor flow designed for upscale coastal living. The gourmet kitchen is outfitted with premium cabinetry, designer countertops, and high-end appliances, offering both elegance and functionality for entertaining. Designer-inspired bathrooms feature luxury tilework, glass-enclosed showers, floating vanities, and upscale fixtures, creating a resort-like experience in every en-suite (seven total). Custom lighting, contemporary finishes, and refined millwork elevate each space, while thoughtfully designed en-suite bedrooms provide hotel-style privacy and comfort. Multiple balconies, a private rooftop terrace, and an open upper-level lounge further enhance the home’s architectural appeal, offering elevated vantage points and sophisticated outdoor living spaces. Outdoors, the property is designed for luxury entertaining, featuring an outdoor gas fire pit, gazebo, private outdoor shower, and a fully fenced backyard—perfectly blending style with functionality. An outdoor kitchen, designed to the buyer’s specifications, will be provided at closing, offering a personalized extension of the home’s exceptional indoor-outdoor lifestyle. From the elegant owner’s suite to the panoramic rooftop retreat, every detail of this residence reflects modern coastal luxury and meticulous attention to design. Single-owner, fully custom home thoughtfully designed from plat to completion with exceptional attention to detail throughout. Call to schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Danielle Dietrich, Pa (603-767-9166)
407 OHIO PL, SARASOTA, FL 34236
$1,000,000205 Days on yellowkey MLS ID: A4667604
1 Days Off yellowkey (back on 3/3/2026)
Bed: 5 Bath: 0.0 Liv Area Sq Ft: 1826 Built: 1940 Tax: $11,173 (2023)Community: Rhodes & Hale SubApartment
Taxes:$11,173
Tax Year: 2023
Remarks: Under contract-accepting backup offers. 3 UNITS in Laurel Park! This income-producing opportunity is in the coveted Downtown Historic District of Laurel Park, Sarasota. This beautifully renovated and meticulously maintained triplex blends timeless character with proven financial performance, offering the perfect combination of lifestyle and investment potential. Currently operating as an established Airbnb with Superhost status and professional management in place, this property provides steady, verifiable income with strong year-over-year performance and the flexibility to continue as a high-yield short-term rental or transition to long-term tenants for predictable cash flow. The triplex features three charming, fully furnished units—two front units with two bedrooms and one bathroom each, and a one-bedroom, one-bathroom rear unit. Each includes private driveways, off-street parking, patios, and either in-unit or shared laundry. Situated on an exceptional flag lot with dual frontage on both Laurel Street and Ohio Place, this property offers rare privacy, accessibility, and redevelopment potential. The lot’s size and configuration make it ideal for a future custom residence, offering one of the most desirable build opportunities within Sarasota’s downtown core. Financially, the property has a consistent and transparent performance record, generating $111,599 in 2023, $106,893 in 2024, and a projected $103,000 in 2025. Importantly, these figures already reflect reduced occupancy, as the owners reserve the property multiple times per year for family use. Without that usage, the income potential is expected to reach or exceed $120,000 annually, offering clear upside for an investor focused on maximizing returns. With stronger marketing, repeat-guest programs, and continuous availability, this property’s income could grow substantially while remaining a largely hands-off investment. This triplex stands out not only for its returns but also for its flexibility. Investors can enjoy immediate passive income with management and future bookings already in place, or occupy one unit and rent the others to offset ownership costs. The property’s prime location within the National Historic District of Laurel Park enhances its long-term value, offering walkable access to Sarasota’s Bayfront, Selby Gardens, Main Street dining, shopping, and the city’s renowned arts and theater venues. Laurel Park’s historic charm, walkability, and strong rental demand make it one of Sarasota’s most stable and appreciating neighborhoods for both investors and homeowners alike. With its combination of proven rental history, turnkey condition, desirable lot, and premier downtown location, this property represents a rare opportunity to own an asset that delivers reliable income today and exceptional upside tomorrow. Whether held as a passive income generator, a personal retreat with investment benefits, or the site of a future luxury home, this triplex embodies the best of Sarasota’s lifestyle, history, and growth potential. Don’t miss your chance to own this exceptional property in one of Sarasota’s most sought-after neighborhoods—where historic character meets lasting investment value.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Skrzypkowski (941-328-8307)
800 S BLVD OF PRESIDENTS #12, SARASOTA, FL 34236
$499,900472 Days on yellowkey MLS ID: A4635627
0 Days Off yellowkey (back on 4/17/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1090 Built: 1972Monthly Fee: $966 Tax: $6,484 (2024)Community: Embassy VillasCondo
Taxes:$6,484
Remarks: Under contract-accepting backup offers. NEW PRICE! *ACT NOW*GREAT INVESTMENT OPPORTUNITY THAT WON'T LAST*. SARASOTA'S SAINT ARMAND'S CIRCLE & LIDO KEY welcomes you to the EMBASSY VILLAS. Prime Location with 2 week minimum rentals allowed. This stylishly remodeled corner unit is perfect for you to enjoy the island lifestyle and walk to the beautiful Lido Key Beaches and to the Saint Armand's Circle to enjoy the many world class restaurants, shops, ice cream cones, and events. AC(August 2024), NEW WASHER/DRYER(October 2025), Fully Remodeled Kitchen and brand new appliances! Located TWO BLOCKS from the famous Lido Beach on the Gulf of Mexico, with food and drinks concessions, picnic tables, shade gazebo, restrooms, showers and the Lido Beach Public Pool. The townhouse style home features vaulted ceilings and large windows that light up this contemporary townhouse. Boasting TWO PRIMARY BEDROOMS, each with private bathrooms. One located on the ground floor and the other on the second floor. Lido Nature Park is just steps away where you can kayak, fish and explore the Sarasota's Bay Mangroves and natural beauty of the tropical landscape and many birds. Minutes to the DOWNTOWN SARASOTA to all of the best attraction such as the Selby Botanical Gardens, Opera House, Ringling Museum, theaters and restaurants.
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Jon Patella (941-228-1613)
11 SUNSET DR #502, SARASOTA, FL 34236
$849,00045 Days on yellowkey MLS ID: A4686336
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1389 Built: 1980 Tax: $9,583 (2025)Community: Sunset TowersCondo
Taxes:$9,583
Remarks: UNMATCHED WATERFRONT VIEWS & Premier Sarasota Location – Turn-Key Furnished. Welcome to Unit 502 at Sunset Towers—an exceptional high-floor waterfront condo offering breathtaking, panoramic views of Sarasota Bay, the iconic Ringling Bridge, and glowing Gulf Coast sunsets. Available for rent, purchase, or rent with option to purchase. Facing west, this residence captures some of the most desirable vistas in the entire building. Whether you're looking for a move-in ready home, a fully furnished seasonal getaway, or a savvy rental investment, this turn-key unit delivers flexibility and value. Step inside to a light-filled layout that maximizes views from nearly every room. The spacious living and dining area flows seamlessly to a private balcony—perfect for enjoying coastal breezes and front-row sunset shows. Both bedrooms are generously sized. The home is ready to enjoy as-is, or primed for your personal updates and design vision. Sunset Towers is a pet-friendly, well-maintained community located directly on Sarasota Bay. Residents enjoy resort-style amenities including a heated saltwater pool, private beachfront area, kayak launch and storage, elevated sun deck, fitness center, and covered parking. The building has passed its milestone inspection and is managed with care and attention to detail. From this ideal location, you're just steps from downtown Sarasota’s vibrant arts, dining, shopping, and cultural scene—including Marina Jack, the Farmer’s Market, theaters, museums, and more. The John Ringling Bridge leads directly to Lido Beach and St. Armands Circle, with a free trolley stop right out front for added convenience. Don’t miss this rare opportunity to own a high-floor, west-facing waterfront unit in one of Sarasota’s most sought-after buildings.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Vincent Vizzaccaro, Pa (941-900-7060)
139 S WASHINGTON DR, SARASOTA, FL 34236
$14,950,000262 Days on yellowkey MLS ID: A4661401
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 7817 Built: 1936 Tax: $158,866 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$158,866
Remarks: 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 furniture (negotiable under separate contract), 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.
Listing Agent: Judy Kepecz-Hays (941-587-1700)
1300 BENJAMIN FRANKLIN DR #809, SARASOTA, FL 34236
$4,800,00086 Days on yellowkey MLS ID: A4679860
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3352 Built: 2005 Tax: $35,066 (2025)Community: The Beach ResidencesSpa: YesCondo
Taxes:$35,066
Remarks: Elegance on the Beach - Luxury Managed by the Ritz-Carlton -The Beach Residence on Lido Key, where concierge and security set the standard for gracious coastal living in Sarasota. Ideal for the executives or a family that cherishes together time, refined beachfront ambience, this residence combines quiet sophistication with spectacular views. This residence has been remodeled and redesigned to perfection. To see it is to fall in love and experience immediate enjoyment. Residence #809 captures the Sarasota Skyline and Intracoastal Waterway vista, a bird sanctuary, an ecological lagoon, and sweeping panoramas of Siesta Key, accented by the sparkling downtown Sarasota lights at night. Experience intimate, romantic evenings in a serene setting.3 bedrooms and 3 baths, or 2 bedrooms with a den (home office) for enhanced versatility. Two primary suites: one with an expansive closet/dressing room; the other offers built-in, oversized closets. Library/Den/Office: a refined space that can adapt to your needs, now a 3rd bedroom. Redesigned kitchen equipped for gourmet preparation and entertaining. 10-ft ceilings, an emphasis, and renowned Ritz-Carlton stewardship throughout. Private elevator foyer, floor-to-ceiling glass walls frame panoramic Intercoastal waterway, lagoon, city, sunrise, and moonrise vistas. Generous communal amenities, including a Boardroom, Theater, Sauna, Massage Room, Ping-Pong or Yoga Room, and more, are ideal for work, wellness, and social gatherings. Location is within easy walking/biking distance, or a short ride on the Ritz-Carlton shuttle bus to St. Armands Circle for dining and boutique shopping. The Beach Residences combine coastal luxury with effortless, Ritz-Carlton-managed services. Every day feels like a vacation—yet this is your everyday reality. Enter a world where dreams meet coastal living, and where the finest details are front and center. On-site restaurant and bar, The Beach Club pool, and tiki bar on the beach. Beach Club Membership included, and no wait list. Where The Ritz-Carlton Beach Residences align with Lido Key’s sun-kissed coastal lifestyle.
825 OSPREY AVE #108, SARASOTA, FL 34236
$495,00056 Days on yellowkey MLS ID: A4684762
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1260 Built: 1985 Tax: $5,113 (2025)Community: Central ParkCondo
Taxes:$5,113
Middle School: Sarasota Middle
Remarks: Welcome to Central Park I in the heart of downtown Sarasota, where sophisticated design meets an exceptional location. This beautifully renovated 2-bedroom, 2-bath residence presents an effortless, move-in-ready opportunity in one of Sarasota’s most desirable boutique buildings. Inside, the thoughtfully reimagined interior features a bright, open-concept layout complemented by refined finishes and curated upgrades throughout. The designer kitchen is both striking and functional, showcasing elegant quartzite countertops and backsplash paired with premium Italian appliances by Bertazzoni and Fulgor Milano—a space equally suited for everyday living and stylish entertaining. The kitchen flows seamlessly into the main living and dining areas, creating an inviting atmosphere filled with natural light. Just beyond, a sunlit alcove provides a serene place to relax and unwind after a day enjoying all that downtown Sarasota has to offer. The living space opens to a southern-facing terrace overlooking Hudson Bayou and the community pool, while a covered portion allows for comfortable year-round outdoor enjoyment. The spacious primary suite serves as a private retreat, featuring elegant French doors leading to a bright east and south-facing terrace. The renovated en-suite bath offers a spa-like experience with a walk-in shower, stone vanity and a generous walk-in closet. A split guest bedroom and full bath provide ideal privacy and flexibility for visiting guests, a home office, or additional living space. Ideally situated in the sought-after Central Park I building, residents enjoy a coveted downtown lifestyle just moments from Southside Village, Palm Avenue’s renowned galleries, Marina Jack, Selby Gardens, and walking distance to the vibrant Sarasota Bayfront. Whether as a full-time residence or a refined seasonal retreat, this fully furnished, impeccably renovated condominium offers a rare blend of luxury, comfort, and walkable coastal living.
Listing Agent: Bibi-Ann Allard, Pa (941-685-0422)
1390 MAIN STREET #1505, SARASOTA, FL 34236
$6,895,00042 Days on yellowkey MLS ID: A4685949
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4428 Built: 2026Community: Waldorf Astoria Residences SarasotaCondo
Taxes:$0
Tax Year: 2026
Remarks: Pre-Construction. To be built. Gracing Five Points Park in the heart of downtown, the Waldorf Astoria Residences Sarasota will introduce a new silhouette to the skyline. Residence 1505 is distinguished by sweeping panoramic views of the Sarasota skyline, marina, and the shimmering waters of Sarasota Bay, offering an extraordinary vantage point. Masterfully designed by internationally acclaimed ODP Architects with interiors by Workshop/APD, each residence embodies the seamless union of architectural innovation and elevated design. For nearly a century, the Waldorf Astoria name has set the global standard for elegance, creating addresses where history unfolded amidst timeless style and sophistication. From pioneering luxury hospitality to establishing enduring traditions such as Peacock Alley, the brand has consistently defined refined living and travel. Today, that celebrated heritage is reimagined in Sarasota. At Waldorf Astoria Residences Sarasota, this legacy is woven into downtown living, where anticipatory service, architectural distinction, and an elevated sense of place create a residential experience that is internationally inspired yet distinctly rooted in the effortless elegance of the Gulf Coast. Residence 1505 of the Horizon Collection spans 4,428 square feet with nearly a full-length terrace, 14-foot ceilings, and floor-to-ceiling glass create a seamless indoor-outdoor flow filled with natural light. The residence features four bedrooms, four and one-half baths, a versatile den ideal as a private office or media lounge, and a gracious private elevator lobby. A signature concierge closet allows for discreet package delivery, while multiple rooms open to the terrace, enhancing the home’s effortless indoor-outdoor flow. The designer kitchen centers on an architecturally sculpted island that complements the flowing geometry of the building, while anchoring the open living and dining spaces. Premium appliances by Sub-Zero and Wolf, including a gas cooktop, pair with elegant Dornbracht fixtures to create a kitchen that is both refined and highly functional. A large walk-in pantry and a spacious laundry room provide exceptional convenience, with ample room for storage thoughtfully integrated throughout. The primary suite offers a tranquil retreat, highlighted by a spa-inspired seven fixture bath featuring dual vanities, dual showers, two enclosed water closets, and a soaking tub, creating a true private sanctuary within the home. Beyond the residence, Waldorf Astoria Residences Sarasota offers nearly 60,000 sq ft of curated interior amenities and garden spaces in the heart of downtown. Residents will enjoy Peacock Alley Lounge, a private dining room, golf simulator, theater lounge, and wellness center with steam and infrared saunas, along with hot and cold plunge pools. The elevated private garden includes a resort-style pool, Florida Pavilion with grilling stations, and an entertainment lawn with a tranquil outdoor grove featuring a collection of citrus trees. The community will be professionally managed by Hilton to meet Waldorf Astoria standards, offering a robust staff dedicated to providing anticipatory service. This includes 24/7 valet, front desk, security and emergency maintenance response, as well as a personal concierge, bellman/doorman, spa and pool attendants, in-residence dining, and the exclusive privilege of a dedicated Rolls-Royce house car delivering effortless, chauffeured transportation in keeping with the Waldorf Astoria standard of service.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-900-3111)
Listing Agent: Joseph Richardson (305-520-7700)
1672 10TH ST, SARASOTA, FL 34236
$479,900120 Days on yellowkey MLS ID: A4676610
REDUCED by $20,000 (4.0%) on 04/16/2026
Bed: 6 Bath: 4.0 Liv Area Sq Ft: 1983 Built: 1956 Tax: $7,548 (2025)Community: Petroutsa Brothers SubHalf Duplex
Taxes:$7,548
Remarks: INVESTOR'S ALERT!!! Located in the historic neighborhood of Gillespie Park, this property has 3 separate legal units with 6 bedrooms and 3 baths total in about 2,000 sq ft of living area. ZONED DTE!!! The property is conveniently located close to downtown, beaches, hospital, restaurants, and all that Sarasota has to offer. An excellent opportunity for an investor looking for a property that needs a little renovation with income potential.
Listing is courtesy of: SPECIALIZED REAL ESTATE LLC (941-966-6836)
Listing Agent: Otto Hajek (941-966-6836)
101 S GULFSTREAM AVE #9A, SARASOTA, FL 34236
$490,000107 Days on yellowkey MLS ID: A4678189
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1200 Built: 1974 Tax: $4,539 (2025)Community: Dolphin TowerCondo
Taxes:$4,539
Remarks: Live the Florida lifestyle where every day feels like a getaway in this well-maintained 9th-floor, 2-bedroom, 2-bath condo ideally located in the heart of downtown Sarasota. Just steps from Sarasota Bay, Bayfront Park, O'Leary's Tiki Bar & Grill, and Marina Jack, this move-in-ready residence offers the best of walkable coastal city living. Enjoy Palm Avenue views from your private balcony or step out the rear entrance for immediate access to the weekly farmers market, art festivals, dining, galleries, and shopping. The 101 Condominium features resort-style amenities including a renovated lobby, fitness center, heated pool with expansive deck and ambient evening lighting overlooking the bay and park, grilling area, pergola, and resident club space. Additional highlights include gated under-building reserved parking, storage unit, bike storage, and guest parking, all just minutes from St. Armands Circle, beautiful beaches, boating, and performances at Van Wezel Performing Arts Hall.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Susan Katanic (941-400-0601)
1212 BENJAMIN FRANKLIN DR #206, SARASOTA, FL 34236
$800,000140 Days on yellowkey MLS ID: A4674893
REDUCED by $25,000 (3.0%) on 04/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1421 Built: 1974 Tax: $12,117 (2024)Community: Lido Beach ClubCondo
Taxes:$12,117
Remarks: Great price reduction and motivated seller. Unforgettable. Unmatched. Unrivaled. Welcome to Lido Beach Club. From the moment you step inside this spectacular, beautifully updated 2nd-floor residence, you’ll feel as though you’ve arrived at your own private luxury suite and on a permanent vacation. The instant you enter, an explosion of blue skies, turquoise waters, and endless coastline greets you, creating a front-row experience of Sarasota’s most breathtaking sunsets. This home doesn’t just impress—it absolutely captivates. Every detail of this 1,421-square-foot residence has been elevated to capture the essence of luxury coastal living. The A/C system and water heater were replaced just last year, giving you immediate peace of mind, while the open, airy layout pulls your eyes straight to the sweeping Gulf views that define every room. The kitchen feels like it belongs in a five-star resort. Solid wood cabinetry pairs with rich granite countertops, tiled backsplashes, and sleek stainless-steel appliances to create an atmosphere that is both elegant and energizing. It’s the perfect setting for morning coffee, evenings with friends, or simply admiring the beauty of the shoreline from your own dining space. The two bedrooms each offer a magical, immersive experience with floor-to-ceiling windows that make the Gulf feel close enough to touch. Both en-suite bathrooms have been transformed into spa-level retreats, featuring exquisite tilework, seamless glass showers, and refined, modern finishes that elevate your daily routine into something extraordinary. This is where luxury meets serenity—every moment feels indulgent. Step onto the private balcony and let the warm Gulf breeze wrap around you as you take in wide, unobstructed water views framed by classic wrought iron detailing. It’s a picture-perfect vantage point, complete with a charming glimpse of the Ritz-Carlton Beach Club next door, reminding you that you’re living at one of the most coveted addresses on the entire coastline. Life at Lido Beach Club feels like being on permanent vacation. The building is expertly managed and offers resort-style amenities designed for relaxation and enjoyment. A heated beachfront pool with tropical Tiki seating creates a dreamy setting for quiet afternoons. A serene garden provides moments of calm, while a well-equipped fitness room and a welcoming social room give residents beautiful spaces to connect and unwind. Gated access leads directly to the silky sands of Lido Beach, and convenient assigned parking with additional ground-floor storage ensures effortless everyday living. The location is simply phenomenal. Nestled on the exclusive south end of Lido Key, the residence is steps from the water, across from the lush natural beauty of South Lido Park, and next door to the iconic Ritz Tiki Bar. St. Armands Circle—with its world-famous shopping, dining, and entertainment—is just one mile away, and vibrant downtown Sarasota is only a quick ride via the free Bay Runner trolley. This home is more than a coastal retreat; it’s a daily invitation to live life inspired. Luxury, beauty, and the magic of Sarasota’s waterfront come together in a way that feels truly extraordinary. This is your chance to embrace the Sarasota lifestyle at its absolute finest.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rory Mcdonald (941-961-7247)
551 S WASHINGTON DR, SARASOTA, FL 34236
$9,495,000197 Days on yellowkey MLS ID: A4668634
Bed: 9 Bath: 9.0 Gar: 5 Liv Area Sq Ft: 5493 Built: 2024 Tax: $31,312 (2024)Community: Saint Armands Div John Ringling EstatesSingle Family
Taxes:$31,312
Remarks: Welcome to Lido Dreams, an exquisite 5,500 square foot luxury retreat nestled in the vibrant heart of St. Armands Circle on Lido Key. This brand-new masterpiece boasts 9 spacious bedrooms and 9 luxurious bathrooms, making it the ideal sanctuary for families or groups seeking both comfort and style. With a private pool, relaxing hot tub, and expansive outdoor living areas, Lido Dreams harmoniously blends modern elegance with the laid-back charm of coastal living. As you step inside, you’ll be greeted by a grand private foyer that sets the tone for the sophistication that awaits. An elevator and stylish stairway provide seamless access to the main living spaces, ensuring that your experience is as convenient as it is enjoyable. The oversized garage accommodates up to five vehicles, providing ample space for parking and storage, perfect for those who love to explore the surrounding area. On the second floor, you’ll find the heart of the home, designed for gatherings and celebrations. The spacious living room invites you to unwind, while the bright dining area and chef’s kitchen create a welcoming hub for shared meals and memorable moments. With five beautifully appointed bedrooms on this level, each featuring its own ensuite bathroom, your guests will enjoy the perfect balance of privacy and comfort. A well-equipped butler's pantry and one of two laundry rooms enhance the functionality of this floor, making it as practical as it is luxurious. Venture to the third floor, where the expansive primary suite offers a private sanctuary. Complete with its own living area, an extra-large bedroom, dual bathroom vanities, and a grand walk-in closet, this suite is designed for relaxation and rejuvenation. Picture yourself enjoying breathtaking views of playful manatees and dolphins from the comfort of your extraordinary owner's suite. Additional bedrooms, each with ensuite baths, ensure that every guest feels at home, with a second laundry room conveniently located on this level for added ease. Ascending to the rooftop, you will discover an open-air living space that redefines outdoor entertaining. This large rooftop deck invites you to savor morning coffee under the sun, enjoy sunset cocktails with friends, or indulge in stargazing on a clear night. It’s the ultimate backdrop for unforgettable moments, whether you're hosting a gathering or simply soaking in the serene surroundings. From sunlit gathering spaces to tranquil private retreats, Lido Dreams strikes the perfect balance between togetherness and solitude. Set in an unbeatable location just steps away from shopping, dining, and the pristine beach, this property embodies the essence of luxury living on Lido Key. Currently operating as a successful short-term rental with impressive bookings, Lido Dreams offers not just a home but an opportunity for a thriving investment. Financials are available upon request, making this an enticing prospect for discerning buyers. Don’t miss your chance to own this exceptional piece of paradise! *not pictured: boat dock & deck and outdoor kitchen & shower to be included in asking price.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Tina Ellis (512-550-1117)
300 S PINEAPPLE AVE #302, SARASOTA, FL 34236
$1,649,000217 Days on yellowkey MLS ID: A4665439
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2291 Built: 2016 Tax: $19,826 (2023)Community: SansaraCondo
Taxes:$19,826
Remarks: Sansara Residence 302 | Boutique Downtown Luxury with Over 2,200 SF! Discover refined downtown living at Sansara, where modern design meets serene, resort-inspired luxury in the heart of Sarasota’s most walkable district. Just steps from the boutiques and cafes of Burns Court and minutes to the waterfront, Residence 302 offers an elevated retreat framed by lush greenery, sparkling pool views, and the soft glow of Sarasota’s city lights. Inside, nearly 2,300 square feet of thoughtfully curated living space unfolds with effortless elegance. Floor-to-ceiling glass filters natural light across wide-plank flooring, custom cabinetry, designer lighting, and motorized shades. The gourmet kitchen blends style and function with European soft-close cabinetry, quartz surfaces, a wine refrigerator, and premium Bosch appliances—an ideal backdrop for intimate dinners or laid-back evenings with friends. A spacious great room opens to a private terrace, inviting you to enjoy quiet morning coffee or sunset breezes above the pool deck. The split layout offers three bedrooms and three baths, each designed for comfort and privacy. The primary suite features a generous custom closet and spa-like bath with dual vanities and a walk-in shower. Two guest suites—one ideally suited as a den or office—provide flexibility for hosting or working from home. Outside your door, Sansara’s boutique amenities create a resort-worthy lifestyle: a heated saltwater pool and spa, cabanas, firepit lounge, outdoor kitchen and grill, plus a well-appointed fitness center—all secured within a private, gated setting. Some furnishings in Residence 302 are available for purchase, allowing you to move in with ease—or begin with a blank canvas and craft your bespoke dream home within one of downtown Sarasota’s most coveted boutique buildings. Experience the rare blend of sophistication, privacy, and walkability that defines life at Sansara. Welcome home to 300 S Pineapple Avenue, Residence 302.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Emmy Fitzpatrick (608-577-0053)
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