Downtown Sarasota Homes with Two Story Property Description

Downtown Sarasota Homes with Two Story Property Description

Welcome to Downtown Sarasota, a vibrant and dynamic community nestled in the heart of Sarasota County, Florida. Known for its stunning waterfront views, rich cultural scene, and eclectic dining options, Downtown Sarasota offers residents a unique blend of urban living and coastal charm. This area is not just a place to live; it's a lifestyle that embraces art, outdoor activities, and a sense of community.

Among the many housing options available in Downtown Sarasota, two-story homes stand out for their spaciousness and versatility. These properties often boast open floor plans that seamlessly blend living, dining, and entertaining spaces, making them perfect for families and individuals alike. With multiple levels, residents can enjoy the luxury of privacy, with bedrooms situated away from the bustling common areas. Many two-story homes also feature outdoor spaces, such as balconies or patios, where you can soak in the beautiful Florida sunshine or enjoy a quiet evening under the stars.

Living in Downtown Sarasota means you're just steps away from a plethora of attractions. Take a leisurely stroll to the local farmer's market, indulge in the arts at the Ringling Museum, or unwind at one of the nearby pristine beaches. The vibrant nightlife and array of shopping options make it easy to embrace the best of what Sarasota has to offer.

In Downtown Sarasota, your dream home awaits. Explore the charm of two-story properties that not only provide a comfortable living space but also a gateway to an exciting and fulfilling lifestyle. Discover your new home in this enchanting part of Florida today!

Newest Downtown Sarasota Homes with Two Story Property Description

1990 Main Street Unit 3, Sarasota
$529,000
2 Beds ⋅ 2 Baths ⋅ Cityscape At Courthouse Centre SubDv. ⋅ 34236 Zip Code
Virtually Staged. Experience a distinctive downtown lifestyle from this rare two-story penthouse residence at Cityscape at Courthouse Centre. Offering 2 bedrooms, 2 bathrooms, secure building access, elevator service, assigned under-building parking, and a thoughtfully designed multi-level floor plan, this unique residence combines the character of an urban loft with the comfort and privacy of a traditional home. Exposed ductwork adds an industrial-chic aesthetic, while the private balcony offers city views and the perfect place to enjoy your morning coffee or unwind at the end of the day. The separation between the living areas and private bedroom level creates an ideal balance for everyday living, entertaining, and hosting overnight guests. Perfectly positioned above Main Street, you'll find yourself immersed in the energy of downtown Sarasota, where award-winning restaurants, sidewalk cafés, artisan coffee shops, boutiques, theaters, galleries, fitness studios, and everyday conveniences are all just steps from your front door. Whether enjoying a morning walk along Sarasota Bay, an evening performance at the Sarasota Opera House, cocktails overlooking the marina, or one of the city's many art festivals and cultural events, this location places the very best of Sarasota within easy reach. Bayfront Park, Marina Jack, Marie Selby Botanical Gardens, Lido Beach, and the renowned shopping and dining of St. Armands Circle are all just minutes away. Thoughtfully maintained and freshly updated, the residence has been freshly painted and features new vinyl flooring, creating a clean, move-in-ready feel while preserving the distinctive architectural appeal of this rarely available floor plan. Hunter Douglas blinds are installed throughout, providing a sophisticated finishing touch along with enhanced comfort, privacy, and control of natural light. Whether you're seeking a full-time residence, a seasonal escape, or an elegant lock-and-leave retreat, this penthouse delivers an exceptional combination of location, style, comfort, and value in the heart of one of Florida's most desirable downtown destinations. Opportunities to own a two-story penthouse in Cityscape at Courthouse Centre are few and far between. Discover the possibilities, embrace Sarasota's vibrant urban lifestyle, and make this exceptional residence your own.

1990 Main Street Unit 3, Sarasota
1513 Oak Street Unit 18, Sarasota
$1,395,000
3 Beds ⋅ 3 Baths ⋅ Burns Court Villas SubDv. ⋅ 34236 Zip Code
Located in the heart of Sarasota’s iconic Burns Court, this three-bedroom, two-story residence at Burns Court Villas offers the privacy and comfort of a single-family home with the walkability and energy of downtown just outside your door. Spanning nearly 2,000 square feet, the thoughtfully designed layout is enhanced by multiple outdoor living spaces—including the largest private courtyard in the community and three private bedroom balconies. Beyond the solid mahogany front door, refined interiors showcase travertine flooring, crown molding, high ceilings, impact-rated windows and doors, and an abundance of natural light throughout. The main level is designed for effortless everyday living and entertaining, flowing seamlessly from the formal living room—anchored by a gas fireplace and custom built-ins—to the dining area and sunlit family room overlooking the lush courtyard. The 2023-remodeled gourmet kitchen is appointed with custom wood cabinetry featuring soft-close drawers and pull-out storage, under-cabinet lighting, thick quartz countertops, and an oversized island with seating. Premium appliances include a Sub-Zero refrigerator (2025), Viking gas range and hood (2007), and Miele dishwasher (2022), while upgraded LED lighting enhances both ambiance and functionality. Upstairs, Brazilian cherry engineered hardwood flooring leads to a serene primary suite featuring a private balcony, custom walk-in closet, and a fully renovated en-suite bath completed in 2025 with dual quartz-topped vanities, a tile-and-glass walk-in shower with bench seating, and a dedicated makeup area. Two additional guest bedrooms—each with its own balcony—share a beautifully updated bath with designer finishes. A second-floor laundry room with additional storage cabinetry adds convenience. Burns Court Villas is known for its tranquil, tucked-away atmosphere in the center of downtown Sarasota, offering covered trellised walkways, lush tropical landscaping, peaceful fountains, and charming courtyard spaces that create a uniquely serene residential setting. Residents enjoy a heated pool and spa, lounge area with outdoor fireplace, secure parking, fob-access gates, and enhanced perimeter security. The association also covers many utilities and services, including management, grounds maintenance, pest control, water, sewer, and waste collection. Perfectly positioned moments from downtown Sarasota’s Cultural Coast, this residence places you near Marina Jack, the Bayfront, theaters, galleries, farmers markets, boutique shopping, and acclaimed dining along Main Street. St. Armands Circle, Lido Beach, and Sarasota’s Gulf beaches are just minutes away, creating an exceptional opportunity to enjoy refined downtown living paired with Sarasota’s celebrated coastal lifestyle. A rare opportunity to enjoy refined city living within one of Sarasota’s most distinctive downtown enclaves.

1513 Oak Street Unit 18, Sarasota
2317 Lindstrom Street, Sarasota
$620,000
2 Beds ⋅ 3 Baths ⋅ Payne Park Sub SubDv. ⋅ 34237 Zip Code
This beautiful new paired home in Payne Park Village blends vibrant lifestyle spaces with top-quality craftsmanship. Achieve your interior design ambitions in the glamorous and spacious open-concept floor plan with beautiful laminate flooring and huge, energy-efficient windows that fill the home with cool natural light. The epicurean kitchen includes a breakfast island with quartz countertops and white 42"cabinets and a step-in pantry. Your elegant Owner's Retreat features luxury bathroom amenities and an enhanced walk-in closet. The downstairs bedroom provides a private bathroom and a brilliant place for growth and personalization. With Downtown Sarasota in your backyard, and direct access to legacy trail, you are sure to live your best life here in Payne Park Village.

2317 Lindstrom Street, Sarasota
1330 Main Street Unit PH 9 & 10, Sarasota
$5,995,000
4 Beds ⋅ 5 Baths ⋅ Orange Blossom Tower SubDv. ⋅ 34236 Zip Code
SPECTACULAR PENTHOUSE WITH TIMELESS GRANDEUR & SWEEPING GULF/BAY/DOWNTOWN CITY VIEWS. The Orange Blossom Tower is one of Sarasota’s most treasured landmark buildings and this extraordinary two-story penthouse masterfully blends historic elegance with modern luxury. Encompassing an impressive 7,188 square feet and capturing panoramic views with its's 47 windows of the Gulf & Bay and the city’s vibrant cultural district, this residence offers an incomparable lifestyle in the heart of downtown. IMPECCABLE DESIGN & EXQUISITE CRAFTSMANSHIP A dramatic 26-foot atrium and gallery—anchored by a breathtaking wraparound staircase—creates an unforgettable entrance that sets the tone for the home’s refined sophistication. Gleaming marble floors, a soaring cathedral ceiling, and architecturally rich details showcase unwavering attention to quality. The expansive great room is tailor-made for elegant entertaining, complemented by a formal dining room distinguished by a medallioned tray ceiling, solid mahogany wainscoting, and other artisan finishes. The commercial-grade gourmet kitchen is designed to impress even the most discerning chef. For quiet moments and productivity, the mahogany-paneled office/library offers a serene retreat with direct access to a private elevator foyer. The luxurious primary suite promises restful indulgence with its spa-inspired bath featuring dual sinks, a hydromassage tub, sauna, and steam shower. Two additional bedrooms overlook the central atrium with charming Juliet balconies, adding to the home’s architectural romance. A private rooftop terrace crowns the residence, delivering 360-degree bay and city vistas—an unforgettable setting for sunset gatherings, open-air dining, or front-row seats to Sarasota’s Fourth of July fireworks. Additional highlights include keystone columns, custom mahogany millwork, eight-foot hand-carved mahogany doors, garage parking, and a generous bonus room with potential for an additional full bath conveniently located near the rooftop terrace. A PRESTIGIOUS ADDRESS IN THE HEART OF SARASOTA Originally built in 1926 as the American National Bank—and later an apartment hotel frequented by Hollywood stars—Orange Blossom Tower stands as a distinguished landmark listed on local, state, and national historic registries. This building has an exclusive collection of just seven luxury residences atop two floors of commercial space, the building seamlessly pairs heritage with contemporary sophistication. An incredible Amenity to the Orange Blossom Tower is it enjoys all of the amenities of the 1350 Building 50 yards away to include 3 deeded parking spaces in the private parking garage, pool, work out room, business center, billiard room, TV gathering area, outdoor grills. Important to know the building’s Structural Integrity Reserve Study (SIRS) and Financial Reserve Study (FRS) were both completed in 2024, ensuring full compliance with current Florida regulations and giving buyers added peace of mind.

1330 Main Street Unit PH 9 & 10, Sarasota
Start Your Search

How much is your home worth?

Get instant property value now!