Downtown Sarasota Homes with Community Mailbox Community Features

Downtown Sarasota Homes with Community Mailbox Community Features

Welcome to Downtown Sarasota, a vibrant and dynamic neighborhood nestled in the heart of Sarasota County, Florida. This charming area is known for its rich cultural scene, stunning waterfront views, and a delightful blend of urban convenience and coastal relaxation. Whether you’re seeking a bustling lifestyle or a peaceful retreat, Downtown Sarasota has something for everyone.

The Downtown Sarasota community features an array of beautiful homes, many of which boast a community mailbox system, fostering a sense of connection among residents. This thoughtful amenity not only enhances the aesthetic appeal of the neighborhood but also encourages neighborly interactions, making it easy to meet and greet fellow residents.

Homes in this area reflect a variety of architectural styles, from modern condos with sleek designs to quaint bungalows that exude charm. With its proximity to local parks, art galleries, and gourmet restaurants, residents enjoy an enviable lifestyle filled with cultural experiences and outdoor activities. The nearby bayfront offers stunning views, perfect for leisurely strolls or vibrant sunset gatherings.

Living in Downtown Sarasota means you’re just steps away from the best that Sarasota has to offer. Enjoy weekend farmers' markets, art walks, and community events that bring the neighborhood together. With its friendly atmosphere, diverse amenities, and a strong sense of community, Downtown Sarasota is not just a place to live; it’s a place to thrive. Come and discover your new home in this captivating Florida gem!

Newest Downtown Sarasota Homes with Community Mailbox Community Features

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

2 Beds ⋅ 2 Baths ⋅ Citywalk SubDv. ⋅ 34237 Zip Code

Exceptional value just minutes from Downtown Sarasota! Welcome to CityWalk, a gated condo community ideally positioned adjacent to Payne Park with private access to the Legacy Trail and convenient access to everything that makes Sarasota such a desirable place to call home. This inviting and rarely available 2 bedroom, 2 bath, ground-floor residence is an outstanding opportunity for a full-time residence, seasonal Sarasota getaway or investment property. Freshly painted and move-in ready, the residence features an easy-flowing living and dining area, newer carpeting, an in-unit washer and dryer, and a screened lanai perfect for enjoying Sarasota's year-round outdoor lifestyle. The ground-floor location provides the added convenience of easy access with no stairs to navigate. CityWalk is a gated community of just 70 residences offering a heated community pool and spa, fitness center, mature tropical landscaping and an outstanding in-town location. Enjoy private community access to the Legacy Trail and neighboring 29-acre Payne Park, offering walking and biking paths, recreational facilities and expansive green space right outside your door. Downtown Sarasota's acclaimed restaurants, shopping, arts and entertainment are just minutes away, along with Marina Jack, Sarasota's beautiful bayfront, Marie Selby Botanical Gardens and Sarasota Memorial Hospital. And when it's time for the beach, the world-famous white sands of Siesta Key and Lido Key are within easy reach. Location. Location. Location!

2121 Wood Street Unit A103, Sarasota

3 Beds ⋅ 2 Baths ⋅ Bay Plaza SubDv. ⋅ 34236 Zip Code

Virtually Staged. Experience the ultimate Sarasota lifestyle at 1255 N Gulfstream Ave #1101—now available for sale. This rarely offered, largest end unit in Bay Plaza was originally designed as a full 3-bedroom layout and has been thoughtfully renovated for modern luxury living. This 3-bedroom, 2-bath condominium on the 11th floor offers breathtaking, unobstructed views of Sarasota Bay, Marina Jack, and the dynamic downtown skyline. Expansive floor-to-ceiling hurricane-impact windows and brand-new hurricane-rated sliding glass doors flood the home with natural light, while enhancing energy efficiency and quiet comfort. The open-concept living and dining areas flow seamlessly into a sleek, modern kitchen appointed with quartz countertops—perfect for entertaining or enjoying everyday meals. Recent upgrades include fresh interior paint, contemporary glass shower doors and vanities in both bathrooms, new ceiling fans and light fixtures, enhanced kitchen storage with a wine cooler, and custom closet systems throughout. Step out onto one of four private balconies to take in spectacular sunrises, sunsets, and front-row seats to Sarasota’s iconic fireworks, including the Fourth of July at Marina Jack. As a Bay Plaza resident, enjoy exclusive amenities: secure two-car garage parking, 24/7 valet, EV charging, attentive concierge, a heated pool, relaxing spa, and a state-of-the-art fitness center with sauna and steam room. Additional conveniences include an entertainment deck, outdoor grilling area, extra storage, and onsite maintenance staff. Located in the heart of downtown Sarasota, you’ll be steps from renowned restaurants, chic boutiques, Bayfront Park, Marie Selby Botanical Gardens, Florida Studio Theater, Sarasota Opera House, Whole Foods, the Saturday Farmers Market, and the city’s vibrant arts and culture. Enjoy quick access to St. Armands Circle, Longboat Key, and Sarasota’s beautiful Gulf beaches. Don’t miss this rare opportunity to own one of Bay Plaza’s premier residences—schedule your private showing today!

1255 N Gulfstream Avenue Unit 1101, Sarasota

2 Beds ⋅ 2 Baths ⋅ Rivo At Ringling SubDv. ⋅ 34236 Zip Code

RIVO AT RINGLING is a contemporary atrium building filled with VILLAS IN THE SKY. That was the vision of Piero Rivolta and his architect-trained son, Renzo. They developed their concept before they went to architect Robert Towne and the ADP GROUP. As you step inside Unit 903 with its balcony overlooking the growing expanse of our city and peek-a-boo bay view you will feel an immediate sense of openness. The building is famous for its sun-drenched open air central atrium. This architectural masterpiece floods the corridors with natural light. Unlike traditional condos, this building features zero dark hallways. Location is everything. RIVO AT RINGLING sits in the heart of downtown Sarasota. Living here can be described as the turn-key Sarasota lifestyle. You are surrounded by premier dining, boutiques, and art districts (such as the Rosemary District). RIVO AT RINGLING was designed to last. Enjoy total security with state-of the-art, monolithic concrete structure. This building sets the Gold Standard for structural longevity, safety and meticulous proactive maintenance. Fully compliant with the latest 2025 Structural Integrity Reserve Study for a smooth, worry-free financing and closing process. There is a premier furnishings package offered as negotiable to assist in effortless relocation. The location is unparalleled. Crown Molding adorns the high ceilings throughout, and Plantation Shutters and Custom Window Treatments on sliding glass doors convey. Seller has tastefully customized the kitchen with Solid Cherrywood Cabinets. Quartz countertops are in kitchen and baths, Grass Cloth accents the chair-rail in the den, and the trendy Floridian wall treatment accompanies chair-rail in guest bath. New shower enclosure was added to En suite bathroom. Leave your car behind and walk to the downtown Whole Foods, the Sarasota Opera House, Five Points Park, and the world class dining, galleries, and boutique shopping along Main Street and Palm Avenue. When the beach calls, you are just a short scenic drive over the Ringling Causeway to the pristine sands of LIDO BEACH and the upscale shops of St Armands Circle. Whether you are looking for a full-time urban residence or a secure "lock-and-leave" winter getaway, this Rivo residence offers the ultimate Sarasota lifestyle. Extra value features are an assigned parking space in the 5-story garage below the residences with your very own storage closet. An EV charging port is available in the garage along with bike storage and kayak rack. A Concierge is in place for your package deliveries in the lobby. Concierge services Monday-Saturday 8am to 10pm. Sunday 11am-7pm. The third floor are the luxurious amenities including heated pool and spa. There are also a BBQ area and a modern gym. *Seller recommends quarterly Cocktail Party. Call now for your private showing!

1771 Ringling Boulevard Unit 903, Sarasota

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

3 Beds ⋅ 2 Baths ⋅ Rivo At Ringling SubDv. ⋅ 34236 Zip Code

Sales price can be reduced by balance of rental payments based on a closing date as Seller will contribute balance of lease payments to Buyer at Closing. Westward views. 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

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

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

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

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

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

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

Start Your Search