Downtown Homes with Three+ Story Property Description

Downtown Homes with Three+ Story Property Description

Welcome to the vibrant heart of Downtown Sarasota, Florida, where urban sophistication meets coastal charm! Nestled in Sarasota County, this bustling district is renowned for its rich cultural scene, exquisite dining options, and stunning waterfront views. Living in Downtown means you’re just steps away from art galleries, theaters, and the renowned Ringling Museum, making it a haven for art enthusiasts and culture seekers alike.

One of the standout features of Downtown Sarasota is its diverse real estate market, particularly the availability of stunning three-plus story homes. These architectural gems offer an unparalleled lifestyle, combining luxury with breathtaking views of the city skyline and the sparkling Gulf of Mexico. Imagine waking up to panoramic vistas and enjoying evening sunsets from your private terrace.

These multi-story homes are designed for both comfort and elegance, often featuring spacious open-concept layouts, modern finishes, and expansive windows that flood the interiors with natural light. Ideal for families, professionals, or those seeking a vibrant social scene, these properties provide ample space for entertaining or simply unwinding in style.

With Downtown’s walkability, you can easily explore local boutiques, farmers' markets, and the picturesque Bayfront Park, making every day an adventure. Whether you’re sipping coffee at a trendy café or enjoying a leisurely stroll along the waterfront, life in Downtown Sarasota is nothing short of enchanting. Discover the allure of three-plus story homes and embrace the Downtown lifestyle today!

Newest Downtown Homes with Three+ Story Property Description

1023 Tocobaga Lane, Sarasota
$2,995,000
3 Beds ⋅ 4 Baths ⋅ Tocobaga Bay SubDv. ⋅ 34236 Zip Code
Sophisticated gated living just moments from the heart of downtown Sarasota. Evoking the timeless elegance of Palm Beach with the warmth of Old Florida charm, this exceptional Spanish Mediterranean residence is tucked within the exclusive gated waterfront enclave of Tocobaga Bay. One of only 9 private residences in the community, ideally positioned just moments from Sarasota's renowned dining, arts, shopping and waterfront attractions. Surrounded by lush tropical landscaping and tranquil water views, the home is thoughtfully designed for both sophisticated entertaining and relaxed everyday living. Expansive interiors are filled with natural light, highlighted by a grand foyer, travertine flooring, oversized floor-to-ceiling picture windows, motorized shades, and custom window treatments throughout. The residence features 3 bedrooms, each with its own en-suite bath, along with a media room or private office and a private 3-stop elevator. The oversized 4-car garage offers exceptional storage and ample spaces for vehicles, golf carts, kayaks, and recreational equipment, while the air-conditioned bonus room appointed with premium finishes including a La Cornue gas cooktop, Sub-Zero refrigerator, custom Campbell Cabinetry, spacious walk-in pantry, oversized center island and Taj Mahal quartz countertops and backsplash. The oversized living room offers an inviting atmosphere for gathering, while the separate formal dining room is perfectly suited for elegant dinners and entertaining. The primary suite serves as a peaceful sanctuary complete with its own Juliette balcony, dual custom walk-in closets, and a spacious en-suite bath. Two additional guest suites occupy the third floor, each with private baths, offering ideal comfort and separation for family and guest. Designed to embrace Sarasota's indoor-outdoor lifestyle, the open-air heated saltwater pool is surrounded by lush tropical landscaping and expansive patio space for lounging and dining. Additional improvements: new tile roof (2023), new irrigation system (2024), updated water heaters (2023 & 2024), electrical panels (2024), and updated A/C units. Residents enjoy access to the community day dock with direct bay access, perfect for boating and waterfront enjoyment. Perfectly located near Sarasota's renowned beaches, St. Armanda Circle, The Bay Park, and the iconic Ringling Bridge, this remarkable residence offers an exceptional lifestyle just minutes from the energy and culture of downtown Sarasota. Offered fully furnished and ready for immediate enjoyment.

1023 Tocobaga Lane, Sarasota
35 Watergate Drive Unit 804, Sarasota
$2,845,000
3 Beds ⋅ 3 Baths ⋅ The Tower Residences SubDv. ⋅ 34236 Zip Code
Inspired by the luminous glamour of New York’s Baccarat Hotel, Tower Residence 804 is a dazzling expression of elevated living at The Ritz-Carlton, Sarasota. A private elevator opens directly into your own foyer, where nine custom crystal chandeliers set the tone for a residence designed to captivate. The open split floor plan unfolds across three exceptionally spacious bedrooms and three baths, with a gracious dining room, full kitchen, and separate laundry room. Rich hardwood floors, exquisite architectural millwork, custom doors, and an embellished fireplace bring warmth and distinction to every space. Walls finished in high-gloss Fine Paints of Europe Hollandlac reflect the light with a polished, jewel-like sheen. Every room opens onto an enormous private terrace, where sweeping views of Sarasota’s skyline and sparkling marina create a spectacular backdrop for year-round dinner parties and effortless outdoor living. Generous in scale and seamlessly connected to the interiors, the terrace feels like a grand extension of the home—an extraordinary setting for gathering with friends as the city lights shimmer across the water. Beyond your door, enjoy the signature comforts of Ritz-Carlton living, including 24-hour in-residence dining and attentive hotel services. On the third floor, an exceptional collection of amenities awaits: two social rooms, a movie theater, a fully equipped fitness center, sauna and steam baths, a massage room, and an expansive outdoor oasis with a heated lap pool, spa, fire table, and barbecue grills. All of this is moments from Sarasota’s celebrated theater, opera, ballet, galleries, fine dining, beaches, and Marie Selby Botanical Gardens—and conveniently close to Sarasota-Bradenton International Airport. Tower Residence 804 is more than a home: it is a private world of crystal-lit elegance, gracious service, and extraordinary coastal views.

35 Watergate Drive Unit 804, Sarasota
235 Cocoanut Avenue Unit 101A, Sarasota
$1,250,000
2 Beds ⋅ 4 Baths ⋅ Marquee En Ville SubDv. ⋅ 34236 Zip Code
Welcome to downtown living at its finest in this distinctive four-level townhome with a private elevator connecting every floor. Located within Marquee en Ville, an intimate gated enclave of just 29 luxury homes, this rare offering features a private two-car garage, remarkable flexibility, and a prime Downtown Sarasota location. The ground level offers direct street and garage access along with a dedicated office, ideal for working from home. Upstairs, the second floor opens to a light-filled living and dining area framed by expansive windows. The beautifully appointed kitchen features a gas cooktop and distinctive sea turtle backsplash, an artful nod to Sarasota’s coastal lifestyle. A powder bath and spacious laundry room complete the level. Take the private elevator up to the third floor, where two bedroom suites each feature walk-in closets and en-suite baths. The guest suite includes a beautifully updated en-suite bathroom, while the primary suite offers dual vanities, a walk-in shower, and jetted soaking tub. From here, take the elevator or ascend the spiral staircase to the fourth floor, the feature that truly sets this home apart. Designed almost as its own apartment, this impressive level offers an additional bedroom, fully renovated bathroom, kitchen, generous dining and entertaining areas, and oversized windows overlooking Downtown Sarasota. Ideal for guests, multi-generational living, an art studio, executive workspace, or an unforgettable setting for entertaining. Marquee en Ville offers gated entry, a heated pool, spa, and fitness center. My favorite feature is the location. Everything that makes Downtown Sarasota special is right around you. Enjoy the everyday convenience of Whole Foods, the library, boutiques, coffee shops, and the Sarasota Farmers Market. Spend the day exploring galleries, the bayfront, ballet, opera, theater, and the arts and culture that make Sarasota so special. Then make a night of it with dinner at one of downtown’s acclaimed restaurants followed by cocktails overlooking the city from the Perspective Rooftop at Art Ovation. When the beach calls, Siesta Key, Lido Key, and Longboat Key are all close by. Sarasota-Bradenton International Airport is also just minutes away, making this an ideal lock-and-leave home for enjoying the very best of Sarasota, Florida. Four levels. Downtown views. Endless possibilities. One truly unique Sarasota home.

235 Cocoanut Avenue Unit 101A, Sarasota
516 Laurel Park Drive, Sarasota
$725,000
3 Beds ⋅ 4 Baths ⋅ Laurel Park SubDv. ⋅ 34236 Zip Code
Motivated Seller! Don’t miss your chance to own one of the best-priced units in Laurel Park Enclave in years. Exceptional downtown Sarasota value! Some photos virtually staged. Experience downtown living at The Enclave in historic Laurel Park. This nearly 2,500-square-foot, four-level townhome combines the privacy of a single-family residence with an exceptional walkable Sarasota lifestyle. A private elevator serves every level, from the attached two-car garage to the upper bedroom suites. The thoughtfully designed floor plan offers 3 bedrooms, 3.5 baths, a dedicated home office, generous storage, and multiple private balconies with views of Payne Park and the downtown skyline. The main living level features warm hardwood floors and an open-concept living and dining area centered around a beautifully appointed kitchen with quartz countertops, bright cabinetry, herringbone backsplash, stainless appliances, apron-front sink, and a large island with induction cooking and breakfast seating. The private owner's level includes a spacious bedroom, walk-in closet, balcony, and spa-inspired bath with dual vanities and an oversized rainfall shower. A nearby office with its own balcony, dry bar with beverage refrigerator, and dedicated laundry room adds convenience. Upstairs, two additional en-suite bedrooms each feature walk-in closets, private balconies, and stylish baths. Additional highlights include hurricane-rated windows and doors, smart-home features, gated outdoor space, covered entry, and abundant storage throughout. Located directly across from Payne Park and moments from the Legacy Trail, The Enclave puts Downtown Sarasota, the Farmers Market, Bayfront, restaurants, shopping, Sarasota Memorial Hospital, and Morton’s Market within easy reach—with the beaches of Siesta Key just a short drive away. Urban living, private-home comfort, and one of Sarasota’s most desirable downtown locations—all in one exceptional residence.

516 Laurel Park Drive, Sarasota
235 Cocoanut Avenue Unit 108B, Sarasota
$789,000
2 Beds ⋅ 4 Baths ⋅ Marquee En Ville SubDv. ⋅ 34236 Zip Code
VIRTUALLY STAGED. Downtown Sarasota living WITHOUT the million-dollar price tag! Welcome to this gated 4-story townhome (with private elevator) offering the perfect blend of space, privacy, and walkable city living. With over 2,200 square feet, 2 bedrooms, 3.5 baths, a first-floor office, bonus room, screened outdoor living area with an outdoor kitchen, and a private 2-car garage, this home offers a combination of features that's rarely available in downtown Sarasota. The second level is thoughtfully designed for everyday living, where the kitchen opens seamlessly to the dining and living areas. Granite countertops, stainless steel appliances, natural gas cooking, abundant cabinet space, a pantry closet, and a separate laundry room—features not often found in downtown living—combine to create a space that's both functional and inviting. Tile flooring extends throughout the home, with carpet found only on the stairways.Tile flooring extends throughout the home, with carpet found only on the stairways. Thoughtfully designed storage tucked beneath the staircases makes excellent use of the space and provides room for everything from seasonal décor to everyday essentials. Upstairs you'll find two generously sized bedroom suites, while the top floor offers a versatile bonus room with a full bath that easily functions as a media room, guest suite, fitness room, or additional living space. A dramatic spiral staircase adds architectural interest while providing access to the top-level retreat. Step outside to the screened terrace complete with an outdoor kitchen, creating a rare outdoor living space that's perfect for relaxing or entertaining in the heart of downtown Sarasota. Located in the gated community of Marquee En Ville, you'll enjoy a community pool, fitness center, and one of Sarasota's most walkable locations. Stroll to Main Street's restaurants and cafés, the Sarasota Opera House, Florida Studio Theatre, art galleries, the waterfront, Marina Jack, Selby Library, the Sarasota Farmers Market, and countless downtown events. Whether you're searching for a full-time residence, seasonal getaway, or lock-and-leave lifestyle, this exceptional townhome delivers the convenience of downtown living with the space and amenities rarely found at this price. Vacant and ready for immediate occupancy. The combination of a private 2-car garage, flexible four-level floor plan, gated community, and unbeatable downtown location makes this a rare opportunity at $789,000.

235 Cocoanut Avenue Unit 108B, Sarasota
435 S Gulfstream Avenue Unit 206, Sarasota
$399,999
2 Beds ⋅ 2 Baths ⋅ Regent Place SubDv. ⋅ 34236 Zip Code
The Regency House is in the ideal downtown location because it feels like a neighborhood with parkland and the cities bayfront Park to the West as well as Palm Avenue's Tree lined side walked street to the East. The neighbors use the sidewalks and are friendly and active. This building is just far enough from Main Street and all the fun and cultural venues, but just far enough away that it is more peaceful when activities are going on there. Walk the farmer's market and art shows on Saturday mornings and too the Opera and Theaters in the evenings. Many excellent restaurants and entertainment venues line the downtown streets. Walk to Whole foods or Marina Jack's and O'Leary's Cabana bar restaurant less than a half block away as well as stroll the art district walk a block away on your way to Main Street. Hard to beat this location and it is surrounded by some of the most luxurious condominiums in all of downtown but at the most reasonable price level anywhere in the area. With a new resort style pool being installed this summer to replace the dated pool, it will be a relaxing place to enjoy your time or get your exercise doing laps in the extended pool. There are new sunshades and BBQ areas to enjoy as well. We have an exercise area, a party/meeting room with small kitchen for events. The lobby has three convenient entrances and a full-time concierge and manager monitoring the properties security cameras and taking care of the residence owner's requests and needs. Everyone has a nice carport with insulated roofs and some guest spots plus parking on either side of the building on Gulfstream and Palm Avenues. The property is wide and not as crowded together like others in the downtown areas. This is a roomy two bedroom, two-bathroom unit with a nice sized living and dining room as well as the sunny and bright space with opening patio doors to enjoy the morning sunrises or evening moonlight. Attractive and warm wood floors in all the living areas and bedrooms add to the comfortable feel. Bright galley kitchen is easy to prepare your meals or walk five minutes to dine downtown or the neighborhoods quaint cafes, movie theater in the Burns Court area. Hard to beat the convenience to everything including medical services and hospital at short 5 minutes' drive. Airport is less than 15 minutes to pick up your guests, and our airport is quick and easy to get to your gate if you plan to travel. Fine dining on St. Armand's Circle and prime shopping on Lido Key as well as our clean quartz sand beaches like Siesta, Lido and Longboat Keys which are rated consistently among the best in the world! How can you beat all you get at this price level and the lifestyle this condominium will give you? Come take a look and live, the Sarasota Florida Lifestyle!

435 S Gulfstream Avenue Unit 206, Sarasota
101 S Gulfstream Avenue Unit 15E, Sarasota
$555,000
2 Beds ⋅ 2 Baths ⋅ Dolphin Tower SubDv. ⋅ 34236 Zip Code
Back on the market due to buyers financing! Experience elevated downtown living in this stunning 15th-floor end-unit condo with sweeping views of downtown Sarasota and unforgettable city lights at night. Designed for comfort and privacy, this 2-bedroom, 2-bath split floor plan offers an ideal layout for owners and guests alike. The open kitchen is perfect for entertaining, featuring light cabinetry, quartz countertops, stainless steel appliances, and a breakfast bar that flows seamlessly into the living space. Tile flooring throughout enhances the bright, open feel of the home while providing easy maintenance. Step out onto your private balcony to take in the vibrant cityscape, or enjoy spectacular sunsets over Sarasota Bay just across the street at Marina Jack’s. This secure building offers controlled entry, garage parking, a community pool, fitness center, and gathering room for socializing and relaxation. Located just steps from downtown Sarasota, you’ll have immediate access to gourmet restaurants, coffee shops, nightlife, and Whole Foods, making this the perfect home for those who crave a walkable, urban lifestyle with coastal charm.

101 S Gulfstream Avenue Unit 15E, Sarasota
1345 2nd Street, Sarasota
$3,750,000
Plat Of Sarasota Exhibit SubDv. ⋅ 34236 Zip Code
Virtually Staged. RARE OPPORTUNITY to purchase a mixed use building in the heart of Downtown Sarasota. This exceptional three-story mixed used building offers an unparalleled blend of luxury and convenience. With a prime location just steps from premier dining, shopping, and cultural attractions, this unique property invites you to embrace city living at its finest. Constructed in 2000, the first floor welcomes visitors with a bright, coastal-inspired entrance, featuring luxury vinyl plank flooring in a light oak finish. This level includes a spacious open area with an abundance of natural light pouring in. This floor was previously a salon sitting 12 stations, 6 wash stations, 4 drying stations, along with 2 well-appointed bathrooms. The salon area has a state of the art mixing station, accented by high-end sleek dark tile. Upstairs, accessible by both staircase and elevator, you'll find 7 generously sized treatment rooms with plumbing, 2 additional bathrooms, a dedicated breakroom, and an office. One of the standout features is a unique room with a stunning wall crafted from Himalayan salt bricks, adding a luxurious and tranquil touch. The second floor also includes a naturally well lit break room that accommodates both the first and second floor. Ascend to the private penthouse on the 3rd Floor via the private access elevator and discover a breathtaking four-bedroom residence designed for modern sophistication. The expansive open floor plan is accentuated by soaring ceilings and abundant natural light streaming through floor-to-ceiling windows. The chef’s kitchen is a masterpiece, featuring a grand island, wine fridge, built-in oven and microwave, and a six-burner gas cooktop with a dedicated grilling area. A separate full-length wet bar and coffee station, complete with two dishwashers and ample storage makes this private residence perfect entertaining. The seamless flow between the dining and living areas—anchored by a soothing fireplace—creates a warm and inviting atmosphere. Step outside onto the private balcony off the kitchen, where city views provide a picturesque backdrop for dining and entertaining A space perfectly designed for gardening or grilling out with friends. A striking spiral staircase leads to the third-floor bedroom with an en-suite half-bath and its own rooftop terrace for a tranquil retreat. This space is currently being used as a short term rental. The building offers two assigned covered parking spaces. There is a separate 4,880 SF lot in close proximity that can be purchased for additional parking or development located at 1374 Fruitville Rd, this is listed separately for $950,000 or you can purchase both. This is a great opportunity for an owner occupier to run their dream business while living above. The building is being sold as vacant however the med spa on the 2nd floor would consider staying on a long term lease. Schedule a private showing today to learn more about this opportunity!

1345 2nd Street, 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
Start Your Search

How much is your home worth?

Get instant property value now!