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$650,000
1 Beds 1 Baths Risdon On 5th SubDv. 34236 Zip Code
Stunning one bedroom penthouse in the heart of the Rosemary District, one of downtown Sarasota’s most vibrant and sought after neighborhoods, this residence elevates luxury condo living with the ultimate distinction, an exclusive private 1 car garage, an exceptionally rare offering in luxury condo living. Positioned on a private penthouse level with only four residences, this refined urban retreat combines privacy, security, contemporary design, and unmatched walkability. Filled with natural light, the residence features soaring ceilings, impact rated windows and doors, electric blinds, and refined modern finishes throughout. The open concept layout is complemented by a beautifully appointed kitchen with a premium appliance package, sleek cabinetry, and an oversized single cell sink designed for both style and functionality. Designed by Halflants + Pichette Studio for Modern Architecture, Risdon on 5th showcases striking contemporary architecture and an elevated downtown Sarasota lifestyle. Step outside your door to enjoy the rooftop pool and observation lounges, offering resort style amenities and an elevated atmosphere perfect for relaxing or entertaining. The gated community provides peace of mind while placing you in the center of downtown Sarasota’s thriving arts and entertainment scene. Residents enjoy unbeatable walkability to the Sarasota Opera House, theaters, acclaimed dining, rooftop bars, art galleries, boutique shopping, coffee shops, nightlife, and waterfront attractions. The private one car garage is a true rarity for downtown Sarasota penthouse living, adding convenience and long term value rarely found in the Rosemary District. Ideal as a full time residence, seasonal retreat, or investment opportunity, this exceptional penthouse offers the perfect lock and leave lifestyle in one of Sarasota’s most desirable urban locations.

1350 5th Street Unit 402, Sarasota

$1,512,000
4 Beds 5 Baths Strongs Point SubDv. 34236 Zip Code
Priced to sell! This one-of-a-kind 1936 residence seamlessly blends historic charm, generous living space, and an unbeatable downtown location. Relocated to its prime corner lot in the 1980s to preserve its character, the home offers exceptional access—just one block to the world-famous Selby Gardens and a short walk or bike ride to the Bayfront and downtown Sarasota. Inside, rich hardwood floors and multiple skylights fill the home with natural light, creating a warm and inviting atmosphere. The expansive layout is thoughtfully designed to balance comfort, privacy, and functionality. The main level features an oversized living room that opens to a covered patio, a formal dining room, and a distinctive eat-in kitchen. The ground-floor primary suite serves as a private retreat, complete with a walk-in closet and a jacuzzi tub. A fully self-contained guest wing—featuring its own bedroom, full bath, and flexible living space—provides an ideal setup for multi-generational living or extended stays. Upstairs, you’ll find 4 additional bedrooms, including two ensuite suites, along with a serving area and a sitting room that opens onto a spacious outdoor deck. A thoughtfully designed 2003 addition offers a bright craft or yoga studio with vaulted ceilings and skylights. The home also offers exceptional versatility, with three separate flex spaces perfect for a home office, den, or lounge. Recent updates provide peace of mind, including a new roof, fully modernized plumbing , and three zoned A/C units for efficient climate control. Most windows have been upgraded to double-pane thermal glass, while select originals have been preserved to maintain the home’s historic appeal. Enjoy lower insurance costs in this non-mandatory flood zone (X500). The home is ideally situated on a high lot, 6' above street level.

813 Hudson Avenue, Sarasota

$2,200,000
3 Beds 3 Baths Plat Of Sarasota SubDv. 34236 Zip Code
Live ahead of the curve. Canvas RADD is a modern condominium collection rooted in design, culture, and forward momentum, set inside Sarasota’s Rosemary Arts and Design District. This is where studios replace strip malls, mornings start at Project Coffee, afternoons reset at Shack Yoga, and the city feels alive again. Walkable, urban, and unapologetically modern, Canvas RADD sits at the edge of Downtown Sarasota, exactly where growth and creativity intersect. The Sky Loft plan is 2,353 square feet, unfolding across three levels accesible by private elevator and a showpiece staircase. Offering 3 bedrooms and 3 baths designed around light, volume, and movement. High ceilings and expansive windows pull the outside in. Balconies layer in air and rhythm. Above it all, a private rooftop terrace and fourth-floor entertaining space becomes your vantage point, built for gatherings, sunsets, late nights, and watching the neighborhood evolve in real time. The architecture is sharp and intentional. Clean lines. Modern materials. Spaces that feel collected, not conventional. Every home includes an oversized private garage, balancing urban energy with day-to-day ease, whether this is your year-round address, a strategic investment, or a quick creative escape. Canvas RADD extends beyond private living. Residents have access to shared spaces designed for how you actually live now, including a fitness studio for daily resets and a conference room for focused work, creative sessions, or off-site energy without ever leaving the block. From here, Sarasota opens up fast. Walk to the Sarasota Farmers Market on weekends. Explore dining and shopping throughout the Rosemary District. Catch a performance at Van Wezel Performing Arts Hall, experience concerts with the Sarasota Orchestra, enjoy evenings out at St. Armands Circle, and spend beach days just minutes away at Lido Beach.

1343 4th Street Unit 202, Sarasota

$1,350,000
3 Beds 2 Baths Vista Urbana SubDv. 34236 Zip Code
Live grounded. Create freely. Canvas RADD introduces a single-level, 3-bedroom, 3-bath live/work residence set at street level in Sarasota’s Rosemary Arts and Design District, designed for flexibility, presence, and creative flow in one of the city’s most dynamic neighborhoods. The layout unfolds across one generous level with high ceilings and expansive windows that bring in natural light and neighborhood energy, supporting a live/work configuration ideal for studios, offices, client-facing spaces, or simply room to spread out. A private landscaped yard and courtyard extend the home outdoors, offering a rare urban luxury for morning routines, informal meetings, pets, and evenings under the lights while remaining connected to the city. The architecture is sharp and purposeful, defined by clean lines, modern materials, and interiors that feel collected rather than conventional, complemented by the convenience of a private garage and effortless ground-floor access. Residents also enjoy access to curated shared amenities including a fitness studio for daily resets and a conference room for focused work, collaboration, or creative sessions without leaving the block. From the front door, Sarasota opens up quickly with walkable access to neighborhood favorites like Project Coffee, Shack Yoga, the Sarasota Farmers Market, and local dining and shopping throughout the Rosemary District, along with seamless access to the arts and culture of Downtown Sarasota including live performances, concerts, galleries, and theaters, plus easy drives to St. Armands Circle and nearby Gulf beaches.

1343 4th Street Unit 102, Sarasota

$2,527,000
3 Beds 4 Baths Strongs Point SubDv. 34236 Zip Code
Welcome to this stunning 3 bedroom/Den with 4 En-suite Bathrooms contemporary home, including a Mother-in-Law Suite, ideally situated on Hudson Bayou. Easy walking distance of a half mile to the vibrant heart of Sarasota and Sarasota Bay—perfect for boating and nature enthusiasts! Nestled in a peaceful cul-de-sac, this beautifully remodeled residence was thoughtfully updated in 2015, with a lovely saltwater pool added in 2016, along with a new seawall, landscaping, covered lanai, deck, and a refreshed dock. NO WATER ENCROACHMENT. With 100 feet of waterfront and protected dockage for up to four boats, you’ll enjoy serene views of the water, captivating sunrises, and breathtaking sunsets. As you approach the home, you'll be greeted by lush landscaping leading into a spacious courtyard, ideal for entertaining. Sliding impact glass doors and windows seamlessly connect this inviting outdoor space to the open floor plan inside. This home is designed for both relaxation and entertainment, featuring elegant finishes and ample space that opens to the deck, pool, and scenic views of Hudson Bayou. The modern gourmet kitchen, complete with an island and 5-burner gas stove. Whole house water filtration system. Significant cabinet and storage, ample counter space, and stainless appliances are perfect for the discerning cook. It flows into a screened lanai, perfect for enjoying the water views and ample aquatic wildlife. Watch the manatees and dolphins swim by you as the birds sing their own songs. The spacious master suite has access to the deck and large windows that frame the tranquil waterfront. Additionally, the 528-square-foot Mother-in-Law Suite above the two-car garage which includes a full bath and plumbing for a kitchenette, offering flexibility for visitors or an in-home office or studio apartment. This exceptional home is truly a gem in one of Sarasota’s most desirable locations, combining contemporary elegance with easy access to the city and a relaxed waterfront lifestyle.

1610 Hudson Pointe Drive, Sarasota

$950,000
3 Beds 3 Baths Cottage Walk SubDv. 34236 Zip Code
In the heart of the vibrant and trendy Laurel Park neighborhood lies a hidden gem - Cottage Walk, a furnished, maintenance-friendly haven where the essence of contemporary urban living meets the charm of a quaint cottage retreat. This two-story residence, offering nearly 2,000 square feet of living space, exudes modern elegance and is brimming with style and functionality. This home promises an exceptional Sarasota lifestyle. As you step into this pristine residence, it's immediately evident that no detail has been spared. A neutral color palette and brand-new furnishings (included!) create a welcoming and cohesive atmosphere throughout. The main living area seamlessly combines the living room, dining room, and kitchen, making it an ideal space for both entertaining and everyday living. Engineered hardwood floors grace the entire interior, adding warmth and sophistication. The kitchen, a focal point of this home, is a culinary gem. High-end stainless-steel appliances, a sleek eat-in island, well-crafted solid-wood cabinetry, tile backsplash, and an abundance of quartz countertops provide the perfect backdrop. The open layout allows for easy interaction with guests while preparing meals. With 10’ ceilings, the entire living space feels open and airy. Large high-impact windows drench the interior with natural light, creating an inviting ambiance that complements the modern design. Plantation shutters add a touch of classic elegance while allowing you to control the level of light and privacy. Upstairs, the three bedrooms offer cozy retreats. The primary suite, with its spacious layout, presents the perfect escape. His and her walk-in closets, with a center dressing island for added convenience, provide ample storage space. The ensuite primary bathroom offers dual vanities, a walk-in shower, and a water closet. Two additional bedrooms share a Jack-and-Jill-style bathroom, making it ideal for family or guests. Outside, an open patio provides an inviting space to enjoy the Florida sunshine, with its stone wall that offers the perfect amount of privacy. Cottage Walk is nestled within the historic and picturesque Laurel Park, a neighborhood that epitomizes the charm of Sarasota. Living here means being within walking distance of a multitude of conveniences and attractions. Just a mile away, you'll find Bayfront Park, the city marina, a bustling Farmers Market, and an array of shops, restaurants, yoga studios, fitness centers, and spas. This location is a dream for those who relish the idea of a car-free lifestyle, with everything you need near your doorstep.

1826 Hawkins Court, Sarasota

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Sarasota Real Estate & Homes With Cathedral Ceiling(s)

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