Sarasota Homes with Three+ Story Property Description

Sarasota Homes with Three+ Story Property Description

Welcome to Sarasota, Florida – a vibrant coastal paradise nestled on the Gulf of Mexico, renowned for its stunning beaches, rich cultural heritage, and vibrant arts scene. This picturesque city, located in Sarasota County, offers a unique blend of natural beauty and urban sophistication, making it a prime destination for homebuyers seeking a slice of Florida’s idyllic lifestyle.

Sarasota is celebrated for its beautiful waterfront, with the sparkling sands of Siesta Key Beach consistently ranked among the best in the nation. The region boasts a delightful year-round climate, perfect for outdoor enthusiasts who enjoy boating, fishing, and sunbathing. Beyond the beaches, residents can explore the charming downtown area, filled with boutique shops, gourmet restaurants, and a lively arts district featuring galleries and theaters that showcase local talent.

For those seeking a home that stands above the rest, Sarasota offers an impressive selection of three-plus story properties. These stunning homes provide an abundance of living space, often featuring breathtaking views of the Gulf or lush landscapes. The multi-level designs not only allow for expansive floor plans but also create an inviting atmosphere for entertaining and family gatherings. Many of these properties come equipped with modern amenities, luxurious finishes, and outdoor living spaces that embrace the Florida lifestyle.

Whether you’re looking for a serene retreat or a vibrant community, Sarasota’s three-plus story homes are a perfect choice for those wanting to experience the best of coastal living. Discover your dream home in this charming city, where every day feels like a vacation!

Newest Sarasota 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

315 S Shore Drive, Sarasota
$4,950,000
4 Beds ⋅ 4 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code
House never flooded, including during Hurricanes Milton and Helene, and protected by a generator! Built as a solid concrete structure on concrete pilings, this home was engineered for the Florida waterfront. Lavishly embellished with Old World authenticity, this exceptional waterfront estate evokes the grandeur of a 17th century Tuscan farmhouse. Custom built by John Cannon, the home is set on what was once Ringling’s personal yacht basin, offering protected sailboat water, 178 feet of seawall, a private dock, two boat lifts (24,000 lbs & 10,000 lbs), and a dedicated kayak lift platform, all framed by sweeping panoramic water views. From the moment of arrival, the level of craftsmanship is unmistakable. Walls are finished in aged plaster, hand made terra cotta floors have been acid washed and stained to reflect centuries of wear, and authentic frescoes and ceiling beams inspired by the Renaissance period add depth and character throughout. The great room provides a dramatic setting for entertaining with soaring 22 foot ceilings, a gas fireplace, and a wet bar accented by a hammered copper sink. The chef’s kitchen is equipped with an Italian eight burner gas range and Brazilian soapstone countertops, while the dining room features a rare brick vaulted ceiling that reinforces the home’s Mediterranean soul and creates a truly immersive dining experience. The primary suite is a romantic retreat with his and hers walk in closets and a spa like bath wrapped in rich wood and stone finishes. Additional spaces include two to three guest bedrooms, dual offices, a bonus room, and a wine room. A private elevator connects every level, offering effortless access from the garage to the living spaces above. A true 2,500 square foot ground level garage offers tandem parking for four plus vehicles, making it a dream for car collectors. Outdoor living is exceptional, with stone and wrought iron terraces, an outdoor kitchen and bar on the main level, all designed to capture natural breezes and expansive water views. The newly completed infinity edge pool and spa create a striking visual effect, with the water appearing to seamlessly spill into the bay. This storybook residence is ideally located near Sarasota’s beaches, dining, and cultural attractions, offering a rare blend of architectural artistry, privacy, and timeless elegance.

315 S Shore Drive, Sarasota

775 John Ringling Boulevard Unit 24, Sarasota
$575,000
2 Beds ⋅ 2 Baths ⋅ Sarasota Harbor East SubDv. ⋅ 34236 Zip Code
Fall in love with breathtaking views of the turquoise waters of Sarasota Bay, the illuminated Ringling Causeway at night, and spectacular fireworks displays over the bay on the Fourth of July and New Year’s Eve. This charming 2-bedroom, 2-bathroom condo is offered turnkey with optional furnished, making it easy to move in and start enjoying the Florida lifestyle. The inviting open-concept floor plan features ceramic tile flooring, a renovated kitchen and bathrooms, and an enclosed lanai where you can relax and take in the beautiful surroundings. A shared laundry room is conveniently located right next door. Enjoy an impressive selection of community amenities, including a clubhouse, a waterfront community pool with sweeping bay views, shuffleboard courts, a community gas grill, secured bicycle storage, and kayak storage. Even better, complimentary boat slips are available on a first-come, first-served basis and can accommodate sailboats and powerboats up to 30 feet, subject to availability and community rules. Located in a prime Sarasota waterfront setting, Sarasota Harbor East offers an exceptional opportunity to enjoy boating, beach days, vibrant downtown dining, and unforgettable sunsets. Rentals are permitted after one year of ownership, subject to community restrictions. Whether you're looking for a seasonal escape, a waterfront retreat, or your next Florida home, this Sarasota gem is one you won't want to miss!

775 John Ringling Boulevard Unit 24, Sarasota

1250 May Lane, Sarasota
$1,050,000
3 Beds ⋅ 4 Baths ⋅ Rosemary Park SubDv. ⋅ 34236 Zip Code
Set in Sarasota’s increasingly sought-after Rosemary District, this tri-level townhome offers a distinctly urban take on Florida living—where polished interiors, abundant natural light, and an enviable in-town address come together with remarkable ease. Built in 2019, this end-unit residence offers nearly 2,200 square feet of beautifully considered living space, with a sense of volume and privacy rarely found in a downtown setting. The architecture is complemented by a restrained palette of elevated finishes: warm hardwood floors, high ceilings, crisp crown molding, premium plaster-finished walls, plantation shutters, custom closets, and thoughtfully integrated storage. Every element feels intentional, creating elegant, interiors without sacrificing comfort. At the home's center, the chef’s kitchen serves as both a visual anchor and a natural gathering place. Solid wood cabinetry is paired with luminous quartz countertops, refrigerator, gas range, generous island with seating, and a well-appointed pantry. A nearby powder room adds convenience, while the kitchen’s open connection to the dining and living spaces creates an effortless flow for both intimate evenings and larger gatherings. In the dining room, a sculptural chandelier adds drama, while expansive windows on the north and south elevations draw daylight deep into the interiors, subtly changing the home's character from morning through late afternoon. The primary suite occupies the third level, offering a private retreat above the home's activity. Its generous bath and exceptionally large walk-in closet offers the space and separation more often associated with a single-family residence. A second bedroom suite, complete with its own bath, shares this level, along with a dedicated laundry room. On the first floor, a beautifully proportioned third suite—with a walk-in closet and en-suite bath—offers a quiet guest retreat or an especially desirable home office. Outside, a covered sitting area extends the home’s living spaces into the open air. It is an intimate setting for morning coffee, an alfresco dinner, or an evening glass of wine beneath Sarasota’s expansive skies. Valencia at Rosemary Place is an intimate gated enclave of Tuscan-inspired luxury townhomes positioned within a short distance of the restaurants, boutiques, galleries, and cafés that have made the Rosemary District one of Sarasota’s most dynamic neighborhoods. Main Street and Palm Avenue are nearby, while The Bay and Sarasota’s waterfront are just minutes away. Less than a quarter mile from the residence, the expansive 53-acre Bay Park is a signature public park along Sarasota Bay and adds another dimension to the lifestyle, with nature trails, a boardwalk, kayak launch, splash pad, fitness opportunities, concerts, and community events. Marina Jack, the Van Wezel Performing Arts Hall, Whole Foods, Marie Selby Botanical Gardens, and the district’s boutique hotels are all close at hand, with Lido Key and Siesta Key beaches within easy reach. Across the street, The Modern offers another amenity-driven extension of the lifestyle, with access to its pool, fitness center, restaurant, and bar available for a nominal monthly fee. Ultimately, this residence is defined as much by its setting as by its design. Refined but relaxed, highly considered yet wonderfully livable, it captures a distinctly Sarasota way of life.

1250 May 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

1083 Westway Drive, Sarasota
$16,750,000
4 Beds ⋅ 7 Baths ⋅ Lido Shores SubDv. ⋅ 34236 Zip Code
Meticulously designed and flawlessly executed, this exceptional 6,700-square-foot palatial estate on iconic Westway Drive is majestic. Nestled in Lido Shores, the property spans an impressive 1.67 acres—making it among the largest and most desirable waterfront holdings in the Lido/Longboat area. With a premier western exposure and sweeping waterfront frontage, the property offers unobstructed, panoramic views of Sarasota’s legendary sunsets and the Gulf of Mexico's ever-changing beauty. Architectural brilliance is evident in every aspect of the estate’s design, as classic Mediterranean influences blend with graceful elegance. Security and exclusivity are paramount, ensuring that every moment in this sanctuary is one of tranquility and distinction. A regal, gated entrance creates a dramatic sense of arrival, while the privileged location ensures seclusion and prominence along spectacular waterways and pristine Gulf Coast shorelines. The long driveway winds through mature, manicured landscaping—lush with live oaks, sabal palms, palmettos, and ferns, all illuminated by dramatic night lighting. The home’s brick-paved courtyard presentation is adorned with stately columns and intricate detailing, setting a tone of timeless sophistication that echoes throughout the property. A stately portico welcomes with a monumental carved-wood entry door that sets the tone for sophisticated interiors. Inside, grand rooms feature exquisite fixtures, polished finishes, and rich furnishings, unified by an elegantly styled aesthetic and an atmosphere of refined opulence. Every detail reflects a commitment to luxury, comfort, and timeless style. Stunning examples include exquisite marble and wood flooring, a sweeping curved staircase with iron railing, arched windows and doors, artisan millwork, high ceilings with custom details, triple crown molding, and bespoke cabinetry that embellish the home throughout. With three expansive levels, the residence boasts four en suite bedrooms, an attached 770-square-foot VIP apartment secluded from the rest of the house, two additional baths, dual living rooms, three formal and casual dining areas, three offices, a vast recreation room, a gym, two laundry rooms, an elevator, two fireplaces, a three-car garage, and dozens of French doors and glass sliders that open to invite the incredible outdoors in. Expansive covered terraces and upper-level balconies stretch along the rear façade, offering multiple spaces for outdoor living and entertaining—perfect for both lavish celebrations and intimate gatherings. Outdoor living unfolds effortlessly with a sleek pool and spa, inviting lounges, open-air dining areas, and voluminous acreage that add to the options and appeal of waterfront living. Every aspect of the residence, from its expansive footprint to its gilded amenities, has been thoughtfully designed to deliver a lifestyle of unrivaled sophistication, comfort, and exclusivity. This coastal refuge offers an irreplaceable opportunity in Sarasota’s elite waterfront market. The estate’s enviable location offers easy access to Sarasota’s world-class beaches, the downtown’s vibrant cultural scene, and the boutique shopping and fine dining venues of St. Armands Circle. This exceptional listing is truly stunning, perfect for a luxurious lifestyle in a magnificent setting. A must-see in person to fully appreciate its wonderful allure and unique characteristics.

1083 Westway Drive, Sarasota

5450 Bentgrass Drive Unit 5-108, Sarasota
$179,900
1 Beds ⋅ 1 Baths ⋅ Las Palmas SubDv. ⋅ 34235 Zip Code
LOCATION, LOCATION, LOCATION! Welcome to this charming first-floor condo in the highly desirable gated community of Las Palmas! This spacious 1-bedroom, 1-bath residence offers nearly 1,000 square feet of comfortable living space and is ideally located approximately 1 mile from UTC Mall, offering an incredible selection of shopping, dining, and entertainment just minutes away. Step inside to a bright, open floor plan featuring a spacious great room accented with crown molding. The kitchen overlooks the main living area and features granite countertops, a tiled backsplash, and plenty of workspace, making it ideal for everyday living and entertaining. The generously sized primary bedroom provides a comfortable retreat, while the bathroom features a remodeled shower. An inside laundry room with a newer full-size washer and dryer. You’ll also love the location within the community—this building is conveniently situated closest to the large pool and clubhouse! Las Palmas is a pet-friendly, gated community with approximately 450 residences and an impressive array of amenities, including a clubhouse, fitness center, tennis courts, two heated swimming pools, hot tub, dog park, playground, and picnic areas. The community is NOT age-restricted, and the monthly maintenance fee is $373. The condo is located in a non-flood zone and offers several important updates, including A/C condenser (2020), water heater and refrigerator (2021), air handler (2022), and air duct cleaning (2024), per seller. Whether you're looking for a full-time residence, seasonal Florida getaway, or investment opportunity, this first-floor condo offers the perfect combination of location, amenities, convenience, and low-maintenance Florida living—all just minutes from everything the UTC area has to offer!

5450 Bentgrass Drive Unit 5-108, 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

5001 Baraldi Circle Unit 22-209, Sarasota
$197,000
2 Beds ⋅ 2 Baths ⋅ Las Palmas SubDv. ⋅ 34235 Zip Code
Experience affordable luxury living or a prime investment opportunity in central Sarasota with this well-positioned 2-bedroom, 2-bathroom, 1,246-square-foot condominium at 5001 Baraldi Cir #209 in the gated Las Palmas community. Delivering major system peace of mind with a brand-new HVAC installed in 2025 and roof in 2023 (association responsibility), this property offers strong rental potential with a 7-month minimum lease policy and an accommodating pet-friendly environment for pets up to 60 pounds. Inside, the functional multi-level layout features soaring high ceilings, an updated kitchen, dedicated built-in desk nook for remote work, in-unit washer and dryer, and a private balcony, with bedrooms privately separated across two floors for maximum solitude. Storage is abundant with a dedicated pantry, linen closet, and expansive primary walk-in closet, while parking is effortless thanks to a private attached one-car garage and ample guest spaces. Resort-style amenities at Las Palmas include two heated swimming pools, a spa, fully equipped fitness center, tennis courts, clubhouse, playground, fenced dog park, and hard-to-find on-site RV/boat/trailer parking available for a fee. Perfectly positioned off the University Parkway corridor near Nathan Benderson Park, you are minutes from premier shopping and dining at UTC, Lakewood Ranch, Detwiler’s Farm Market, vibrant Downtown Sarasota, St. Armands Circle, and world-renowned Gulf Coast white-sand beaches.

5001 Baraldi Circle Unit 22-209, Sarasota

335 N Washington Drive, Sarasota
$4,750,000
4 Beds ⋅ 5 Baths ⋅ St Armands Division SubDv. ⋅ 34236 Zip Code
Under Construction. Brought to you by Noah Thomas Builders - Best in Luxury Coastal. Experience the pinnacle of coastal luxury in this custom residence, perfectly positioned near St. Armands Circle and the white sand shores of Lido Key Beach. Designed to embody elevated coastal living, the residence welcomes you with soaring ceilings, expansive open living spaces, custom architectural details, and a warm modern coastal aesthetic throughout. Thoughtfully curated for both everyday comfort and upscale entertaining, every space blends timeless design with effortless functionality. The chef’s kitchen is a true showpiece featuring premium appliances, custom cabinetry and oversized island with quartz countertops. The luxurious primary suite offers a private retreat complete with a spa-inspired bath, walk in closets, private balcony access, and serene coastal ambiance. Spacious guest suites provide comfort and privacy, while additional flex spaces create the perfect setting for a home office, media room or fitness studio. Outdoor living is equally impressive with a resort-style pool and spa, expansive covered lanai, tropical landscaping, and areas designed to embrace the Florida lifestyle year-round. Built to modern coastal standards, the home features elevated FEMA-rated construction, impact windows and doors, elevator access, and exceptional craftsmanship throughout. Located just minutes from boutique shopping, award-winning dining, marinas, downtown Sarasota, and some of the Gulf Coast’s most beautiful beaches, this is a rare opportunity to own luxury new construction in one of Sarasota’s most sought-after coastal communities. Whether as a primary residence or seasonal retreat, this home represents the very best of modern coastal living near St. Armands Circle. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.

335 N Washington Drive, Sarasota

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