Downtown Sarasota Homes with Community Mailbox Community Features

Downtown Sarasota Homes with Community Mailbox Community Features

Welcome to Downtown Sarasota, a vibrant gem nestled in the heart of Sarasota County, Florida. This dynamic community is renowned for its eclectic mix of cultural attractions, stunning waterfront views, and a lifestyle that seamlessly blends relaxation with excitement. Living in Downtown Sarasota means you are just steps away from world-class dining, boutique shopping, and an array of entertainment options that cater to every taste.

The homes in Downtown Sarasota are as diverse as the community itself, offering a variety of architectural styles that reflect the area's rich history and modern flair. One of the standout features of this neighborhood is the Community Mailbox system, which fosters a sense of togetherness among residents. This communal aspect not only makes daily errands a breeze but also encourages neighbors to connect and engage with one another, creating a warm and welcoming atmosphere.

In addition to the charming homes, Downtown Sarasota boasts a plethora of community features designed to enhance your living experience. Residents can enjoy lush parks, scenic waterfront promenades, and recreational facilities that cater to an active lifestyle. Whether you prefer a leisurely stroll along the bay, a day at the local farmers market, or an evening at the theater, Downtown Sarasota has it all.

With its perfect blend of culture, community, and convenience, Downtown Sarasota is not just a place to live—it's a lifestyle waiting to be embraced. Come discover the vibrant energy and inviting charm of this exceptional neighborhood, where every day feels like a celebration of life in sunny Florida!

Newest Downtown Sarasota Homes with Community Mailbox Community Features

$725,000
2 Beds ⋅ 2 Baths ⋅ Embassy House SubDv. ⋅ 34236 Zip Code
Experience elevated coastal living at its absolute finest in this 2 Bedroom, 2 Bath corner residence at Embassy House, ideally situated on the quiet end of Palm Avenue. The building occupies the most enviable spot between Gulfstream and Palm Avenue, high above the city, this sought-after residence delivers unobstructed sweeping views of the Sarasota Bayfront and the vibrant downtown skyline—along with unforgettable backdrop of sunrises and sunsets. A semi-private elevator foyer welcomes you into a light-filled, open-concept interior where expansive floor-to-ceiling windows frame the breathtaking views from nearly every room. The spacious living and dining areas flow effortlessly, creating an ideal setting for relaxed everyday living or lively entertaining. An updated kitchen features premium appliances, beautiful cabinetry, and quartz countertops. The owner’s suite offers a private retreat with stunning water and downtown views, along with an office nook or quiet reading space. The second bedroom provides flexibility for guests or a home office. The sun truly rises and sets from this 9th floor corner unit. Embassy House is a secure, well-maintained architecture masterpiece. The lobby and amenities were renovated with quiet luxury, mid-century modern finishes, custom furnishings, and curated artwork. A refreshed fitness center offers views of the bay, a conference room with kitchenette, refurbished heated pool, guest parking, electric car charging station, car wash area, grill and outdoor tables complete the suite of amenities. Every day can be as relaxed or as active as you desire, whether you're enjoying a quiet morning coffee or entertaining with evening cocktails while taking in the mesmerizing views. Venture out for a stroll along the tree-lined Palm Avenue to a neighborhood café, or explore the many restaurants, boutiques, art galleries, and the beautiful bayfront just moments away. Residence #904 offers million-dollar views and an exceptional lifestyle at a fraction of the price. Your best life starts right here. Schedule your private showing today!

770 S Palm Avenue Unit 904, Sarasota
$547,500
2 Beds ⋅ 2 Baths ⋅ Cityscape At Courthouse Centre SubDv. ⋅ 34236 Zip Code
Experience a distinctive downtown lifestyle from this rare two-story penthouse residence at Cityscape at Courthouse Centre. Offering two bedrooms, two baths, 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 ideal 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. Ideally 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 near 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 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 ready for its next chapter, the residence offers timeless potential for personalization while preserving the distinctive architectural appeal of this rarely available floor plan. The air conditioning system was replaced in 2023, providing added peace of mind, while both bedrooms feature convenient motorized window shades for enhanced comfort and privacy. 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 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 4, Sarasota
$159,000
1 Beds ⋅ 1 Baths ⋅ Park Lane SubDv. ⋅ 34237 Zip Code
Completely updated one-bedroom, one-bathroom condo in the much sought after community of Park Lane. This home offers stylish, move-in-ready living in one of Sarasota's most convenient locations. Every detail has been thoughtfully updated, creating a home that blends modern finishes with effortless, low-maintenance living. The beautifully remodeled kitchen features quartz countertops, a glass tile backsplash, stainless steel appliances, and recessed lighting, with tile flooring throughout. The updated bathroom showcases a custom frameless glass shower enclosure, and additional improvements include new doors, new windows, and updated appliances, providing peace of mind for years to come. Conveniently located just across from Publix and minutes from Downtown Sarasota, you'll enjoy easy access to award-winning dining, shopping, theaters, Payne Park, Marina Jack, St. Armands Circle, Lido Key Beach, and the world-famous beaches of Siesta Key. The community maintains a peaceful residential atmosphere with no pets and no smoking permitted. Leasing is allowed with a minimum three-month lease, limited to two leases per year. Subleasing and commercial use are prohibited. Whether you're searching for a full-time residence, seasonal retreat, or low-maintenance Sarasota getaway, this beautifully updated condominium offers exceptional value, outstanding convenience, and true move-in-ready condition. Schedule your private showing today.

2155 Wood Street Unit A22, Sarasota
$849,000
3 Beds ⋅ 2 Baths ⋅ Rivo At Ringling SubDv. ⋅ 34236 Zip Code
Priced to current solds with westward exposure. Discover the ultimate in contemporary living with this rarely available northwest corner unit on the 10th floor of Rivo at Ringling. This iconic residence promises a luxurious lifestyle, boasting extensive concierge services and an amenity-rich level that includes a pristine pool, a state-of-the-art fitness center, and secure parking. Upon entering, you're greeted by a welcoming generous foyer that effortlessly guides the eye through the expansive living area. The highlight? An impressive 16-foot sliding glass wall that opens onto a stunning 20’ x 9’ terrace, showcasing enchanting views over the city, the islands, and verdant landscapes. Enjoy vistas of Main Street and beyond, admiring diverse architectural styles juxtaposed with tree canopies and water views. The panorama also stretches through Big Pass to the Gulf of Mexico, extending to Siesta Key to the south and northerly to Sarasota Bay. The open-plan great room is a delight, offering ample space for casual seating and formal dining, all while being immersed in the beauty of the outdoor scenery and the evening's twinkling lights. The master suite is a private haven, featuring a custom walk-in closet and an en-suite bath adorned with a double-size vanity, a granite countertop, a spacious walk-in shower surrounded by chrome-framed glass, and a luxurious soaking tub. The thoughtful split-bedroom design offers additional seclusion, with two additional bedrooms providing captivating views of the city and water. A full bathroom boasts a shower/tub combination accented with a quartz countertop and a chic vessel sink. Abundant closet space and a dedicated full-size laundry room add to the well-planned functionality of the home. Recent upgrades include a new Rheem water heater ( 2022) and a Trane air conditioner (2024). The property's secure gated parking garage with two private deeded spaces ensures stress-free parking. Rivo at Ringling delivers vibrant urban living within an architectural masterpiece built around an atrium bathing the interiors in natural light and adorned with lush indoor landscaping. Positioned perfectly to enjoy all that downtown Sarasota has for you to enjoy, while remaining a serene escape from the bustle, it is only a quick free trolley ride to stunning beaches and within a quick walk to fine dining, boutique shopping, and entertainment. On the third floor, residents are treated to luxurious amenities including a heated pool and spa with sundeck, a BBQ area, a modern gym, a social room, friendly on-site management, a convenient bike room, and a kayak rack. Redefining urban sophistication, Rivo at Ringling stands as a testament to iconic style, with fully funded reserves ensuring peace of mind and a vibrant social calendar that enriches community life.

1771 Ringling Boulevard Unit 1001, Sarasota
$5,895,000
3 Beds ⋅ 4 Baths ⋅ Waldorf Astoria Residences Sarasota SubDv. ⋅ 34236 Zip Code
Pre-Construction. To be built. At Waldorf Astoria Residences Sarasota, this global legacy is seamlessly woven into the fabric of downtown living, where anticipatory service, architectural distinction, and an elevated sense of place come together to create a residential experience that is distinctly rooted in the effortless elegance of the Gulf Coast. Residence 1602 from the Horizon Collection offers 3 bedrooms and 3.5 bathrooms spanning 3,322 SF of interior space with views of Sarasota’s skyline and beyond. A terrace spanning nearly the full length of the residence creates a seamless connection to the outdoors, while soaring 14-foot ceilings and floor-to-ceiling glass fill the home with light and frame the views. A gathering salon extends the living/dining area while separate media room offers flexibility as a library or home office. 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. Custom cabinetry is designed by Molteni & C framing 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 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 in addition to a personal concierge, bellman/doorman, spa/pool attendant and in-residence dining. Gracing Five Points Park in the heart of downtown, the Waldorf Astoria Residences Sarasota will introduce a new silhouette to the skyline. Masterfully designed by internationally acclaimed ODP Architects with interiors by Workshop/ADP, each residence embodies the seamless union of architectural innovation and elevated design. For nearly a century, The Waldorf Astoria name has set the global benchmark for elegance, creating addresses where history unfolded surrounded by timeless elegance. From pioneering the concept of luxury hospitality to introducing enduring traditions such as Peacock Alley, the brand has consistently defined what it means to live and travel well. Today, that heritage is thoughtfully reimagined in Sarasota.

1390 Main Street Unit 1602, Sarasota
$759,000
3 Beds ⋅ 3 Baths ⋅ Payne Park Sub SubDv. ⋅ 34237 Zip Code
Modern elegance meets urban convenience in this stunning four-year-old townhouse. This is a wonderful floor plan: Three stories seamlessly blend functionality and style, offering three bedrooms with ensuite baths. The airy living space captivates with vaulted ceilings and a spacious kitchen, punctuated by an illuminated custom wine rack and a large custom walk-in primary closet. A private courtyard offers a quiet outdoor escape, balanced by access to a refreshing community lap pool and spa. Nestled in a vibrant neighborhood, you are just a short walk from downtown's best restaurants and shops, with the Legacy Trail, Payne Park, and a dozen soft tennis courts steps away.

2501 Boone Court, Sarasota
$1,395,000
2 Beds ⋅ 2 Baths ⋅ Plat Of Sarasota SubDv. ⋅ 34236 Zip Code
Experience refined downtown living from the 15th floor of The DeMarcay, one of Sarasota's premier luxury condominium residences. Perfectly positioned in the heart of downtown, this exceptional two-bedroom, two-bath residence offers the ultimate lifestyle, placing world-class dining, boutique shopping, art galleries, theaters, the Sarasota Opera, Whole Foods, the Saturday Farmers Market and the city's vibrant cultural scene just outside your door. Just a short stroll away, Sarasota Bay, Marina Jack, Bayfront Park and O'Leary's Tiki Bar provide endless opportunities to enjoy waterfront dining, boating and spectacular Gulf Coast sunsets. Inside, the residence showcases sophisticated contemporary design with an open-concept floor plan highlighted by a stunning chef's kitchen featuring quartz countertops, a waterfall island and seamless flow into the dining and living areas. Floor-to-ceiling windows and the private terrace capture beautiful city views along with a picturesque peek of Sarasota Bay. A custom-built entertainment wall and elegant dry bar with wine refrigeration create the perfect setting for entertaining, while porcelain tile flooring, designer lighting and premium finishes elevate every space. The spacious primary suite offers a custom walk-in closet and a beautifully appointed spa-inspired bath. Residents of The DeMarcay enjoy an exceptional luxury lifestyle with concierge service, valet parking, the secure Butterfly entry system, a state-of-the-art fitness center, owner's storage and a spectacular rooftop amenity level featuring a resort-style pool, outdoor kitchen, club room and panoramic views of Sarasota's skyline and bay. This is a rare opportunity to enjoy sophisticated, maintenance-free living with the very best of downtown Sarasota just moments from your front door.

33 S Palm Avenue Unit 1503, Sarasota
$120,000
1 Beds ⋅ 1 Baths ⋅ Park Lane SubDv. ⋅ 34237 Zip Code
Charming one bedroom condominium in downtown Sarasota. Unbeatable location and price! Discover the convenience and comfort in this affordable one-bedroom, one-bath condominium near downtown Sarasota. With 639 square feet of living space, this inviting retreat offers a garden-view balcony overlooking a beautifully maintained courtyard, filling your home with natural light. Freshly painted, nice tile, new blinds and refinished cabinets with granite countertops. In an ideal location, this community provides easy access to Payne Park, downtown Sarasota and Legacy Trail, making it ideal for active lifestyles. Enjoy the amenities of Payne Park, featuring the Payne Park Tennis Center with 12 Har-Tru tennis courts, eight pickleball courts, disc golf, a skate park, picnic areas, a circus-inspired playground with a small splash area, rock climbing and other activities, an amphitheater and the popular Circus Park Café. For biking enthusiasts, the nearby Sarasota Legacy Trail offers over 23 miles of scenic, non-motorized trails connecting Venice to Sarasota. Publix is also conveniently nearby. Inside, the unit features a spacious living and dining area, a galley kitchen with a Samsung stainless refrigerator and range new in 2023 and a balcony offering serene courtyard views. This is a fantastic opportunity to add your personal touch at the lowest price for a one-bedroom unit in the community. Community features include a refreshing pool, a clubhouse with a library, one assigned parking space, onsite laundry and storage lockers. With a new roof (2023) and no flooding in recent storms, according to the owner, this property offers security and stability. Don’t miss this rare opportunity to own an affordable home in Sarasota’s prime location.

2155 Wood Street Unit A14, Sarasota
$699,900
2 Beds ⋅ 2 Baths ⋅ Rivo At Ringling SubDv. ⋅ 34236 Zip Code
Perched on the 12th floor of the iconic Rivo at Ringling, this beautifully remodeled 2-bedroom, 2-bathroom plus den residence offers the ultimate downtown Sarasota lifestyle. Designed by the Rivalta's and executed by The ADP Group alongside architect Robert Towne, the building’s signature curvilinear shape and breathtaking 15-story indoor atrium flood the interior hallways with natural light through a massive center skylight. Step inside this high-floor urban sanctuary to experience an incredible sense of space, courtesy of rare 10-foot ceilings, which are a full foot higher than lower-level units. Elegant crown molding guides you into a fully remodeled gourmet kitchen featuring designer cabinetry, premium granite countertops, a seamless single-level dining bar, and an upgraded GE slide-in stove with a matching granite backsplash and vent hood. High-end culinary additions include an easy-access drawer microwave, a super-quiet dishwasher, a French-door refrigerator, and extensive lighting. Both bedrooms have walk in closets and there are plantations shutters throughout. Both bathrooms have been completely transformed into spa-like retreats boasting beautiful custom tile work, massive walk-in showers, designer cabinetry, and Toto toilets. The versatile den features classic French doors and its own closet, making it an ideal home office or a welcoming third sleeping space for overnight guests, while an oversized laundry and utility room provides extra space for a hobby area or secondary desk. Relax on your oversized tiled balcony facing east, allowing you to enjoy shaded outdoor dining without the intense afternoon sun baking your space. This unit includes premium conveniences like two deeded garage spaces, a large assigned storage unit, and access to dedicated indoor bicycle and kayak storage rooms, with stylish furniture available as an optional inclusion. Built on a robust pier-and-pillar foundation, the building ensures peace of mind with floor-to-ceiling, certified hurricane-proof sliding glass doors engineered for severe wind pressures. This premium impact glass also blocks UV heat transmission for low energy bills and provides total sound insulation from the city below. The third floor acts as your private oasis, housing top-tier amenities including a resort-style outdoor pool and spa, an outdoor grilling area, a fully equipped modern fitness center, and an elegant community club room. Enjoy absolute privacy with layered property security, including an automated garage gate, electronic key fob access, continuous digital surveillance, and a 24-hour concierge service with an on-site management team staffing the secure main lobby to provide concierge-style oversight for arrivals and package deliveries. Located just one block off Main Street, Rivo places the best of the city at your doorstep. You can easily walk to two premium supermarkets, over a fifty top-tier restaurants, five performance theaters, and a multi-screen movie house. The location is an outdoor lover's paradise, situated moments from the vibrant paths of Payne Park, the stunning waterfront promenade of Bayfront Park, and the premier recreation at Centennial Park, giving you immediate access to the 10th Street boat launch for quick days out on the water. This is a rare opportunity to secure a highly upgraded, walkable luxury lifestyle in the heart of downtown Sarasota.

1771 Ringling Boulevard Unit 1205, Sarasota
$325,000
1 Beds ⋅ 1 Baths ⋅ Gulfstream Towers SubDv. ⋅ 34236 Zip Code
Discover the ultimate downtown Sarasota lifestyle from this beautifully maintained fourth-floor condominium offering partial Sarasota Bay, Bayfront Park, and Marina Jack views. Perfectly positioned at the coveted corner of Main Street and Gulfstream Avenue, this residence places the very best of Sarasota just outside your front door. Step inside to find expansive living spaces, wood-look tile flooring throughout, abundant natural light, and a warm modern aesthetic that complements the building's timeless mid-century architecture. The spacious primary suite offers comfort and privacy, while the retro-inspired bathroom preserves the character and charm that make this residence truly unique. Enjoy spectacular sunset skies from the comfort of your living room or take a short stroll to Sarasota's vibrant waterfront, renowned restaurants, boutique shopping, theaters, art galleries, farmers market, and year-round cultural events. Whether enjoying morning walks along the bayfront or evenings dining downtown, every day feels like a vacation. This well-maintained community offers exceptional amenities including a resort-style pool and expansive sun deck, social room with kitchen and dining area, refurbished lobby and common areas, updated elevators, impact-resistant windows, and attractive brick paver decking. Ideal as a primary residence, seasonal retreat, or investment opportunity, this is a rare chance to own in one of Sarasota's most desirable downtown locations where waterfront living, walkability, and urban convenience come together seamlessly.

33 S Gulfstream Avenue Unit 404, Sarasota
$750,000
2 Beds ⋅ 2 Baths ⋅ Essex House SubDv. ⋅ 34236 Zip Code
Experience breathtaking panoramic views of Sarasota Bay, the Ringling Bridge, Big Pass, the Gulf of Mexico, downtown Sarasota, and spectacular sunsets from this seventh-floor residence. From passing boats to sparkling city lights, the ever-changing scenery provides a stunning backdrop from nearly every room. This 2-bedroom, 2-bath condominium features an open floor plan, a screened balcony, impact windows, in-unit laundry, secure garage parking, and a private storage area. The versatile second bedroom easily adapts to your needs as a guest room, home office, media room, or creative space. The sweeping views are the true centerpiece of this residence, offering a rare opportunity to create a home that is distinctly your own. Residents enjoy a wealth of amenities including a heated saltwater pool, expansive sun deck, grilling area, gazebo, club room, fitness center, workshop, secure building access, and on-site manager. Ideally located in downtown Sarasota, you'll be just moments from restaurants, theaters, art galleries, Selby Gardens, Burns Court, the farmers market, waterfront parks, and vibrant cultural events. A remarkable residence offering captivating views, outstanding amenities, and an exceptional walkable lifestyle.

707 S Gulfstream Avenue Unit 705, Sarasota
$2,195,000
3 Beds ⋅ 4 Baths ⋅ Demarcay SubDv. ⋅ 34236 Zip Code
Welcome to The DeMarcay, where luxury, convenience, and sophistication come together in one of the city's newest premier high-rise residences. Rarely available and highly sought after, this spacious 3-bedroom, 3.5-bathroom floor plan offers the flexibility and comfort of a single-family home with all the advantages of maintenance-free condominium living. Designed for effortless everyday living, the open-concept layout features expansive living spaces, soaring ceilings, floor-to-ceiling windows, and designer finishes throughout. One of the residence's most captivating features is its breathtaking panoramic views of Sarasota Bay, providing a front-row seat to spectacular year-round sunsets and the city's vibrant waterfront fireworks displays. Whether relaxing with your morning coffee or entertaining guests in the evening, the ever-changing views create an unforgettable backdrop. The gourmet kitchen is beautifully appointed with premium appliances, custom cabinetry, and elegant stone countertops, creating the perfect setting for entertaining guests or enjoying a quiet evening at home. Each bedroom features its own private en-suite bathroom, providing comfort and privacy for family and visitors alike. The luxurious primary suite serves as a private retreat with spa-inspired finishes, generous closet space, and a serene atmosphere designed for relaxation. Leave behind the maintenance of a traditional home and embrace a lock-and-leave lifestyle with exceptional amenities at your fingertips. Residents enjoy a stunning rooftop pool with panoramic city and bay views, a state-of-the-art fitness center, rooftop entertaining spaces, outdoor lounges, and personalized services designed to make everyday living effortless. Ideally located in the heart of downtown Sarasota, you're just steps from fine dining, boutique shopping, theaters, galleries, Sarasota Bay, Marina Jack, and the city's vibrant cultural scene. Whether you're seeking a full-time residence or seasonal retreat, this exceptional 3-bedroom residence offers a rare opportunity to enjoy spacious downtown living without compromise. Luxury, convenience, panoramic bay views, and a coveted three-bedroom layout—The DeMarcay delivers a truly elevated downtown Sarasota lifestyle. Book your private showing today!

33 S Palm Avenue Unit 901, Sarasota
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