Downtown Sarasota Homes with Maintenance Free Community Extras

Downtown Sarasota Homes with Maintenance Free Community Extras

Welcome to Downtown Sarasota, a vibrant urban oasis nestled in the heart of Florida's beautiful Sarasota County. This charming subdivision seamlessly blends the allure of coastal living with the conveniences of city life, making it the perfect destination for those seeking a dynamic lifestyle.

Downtown Sarasota boasts a rich cultural tapestry, with an array of art galleries, theaters, and eclectic boutiques just steps from your front door. Enjoy leisurely strolls along the picturesque waterfront, where you can soak in breathtaking sunsets or indulge in a variety of outdoor activities. The area is also home to some of the finest dining options, offering everything from fresh seafood to international cuisine, ensuring that every palate is satisfied.

One of the standout features of homes in Downtown Sarasota is the maintenance-free community extras. Imagine living in a beautifully designed residence where lawn care, landscaping, and exterior maintenance are taken care of for you. This allows you to fully enjoy the vibrant lifestyle that Downtown Sarasota has to offer without the hassle of upkeep. Whether you’re sipping your morning coffee on a sun-drenched patio or hosting friends for an evening gathering, you can relish in the ease of maintenance-free living.

With a variety of architectural styles and floor plans available, there’s a perfect home for everyone in Downtown Sarasota. Experience the charm, convenience, and community spirit that make this area a sought-after destination. Embrace the best of both worlds—urban excitement and serene living—right here in Downtown Sarasota!

Newest Downtown Sarasota Homes with Maintenance Free Community Extras

$529,900
1 Beds 2 Baths The 101 Condominium SubDv. 34236 Zip Code
Virtually Staged. Luxury Downtown Living with Bay Views and Resort Style Amenities. Welcome to this beautifully remodeled one bedroom, two-bathroom residence at The 101 Condominium, offering the perfect blend of luxury, comfort, and an unbeatable downtown Sarasota location just steps from the waterfront, dining, shopping, and cultural attractions. The bright, open floor plan features elegant crown molding, premium tile flooring, custom built ins, automated shades, and designer finishes throughout. The chef inspired kitchen boasts quartz countertops, high end appliances, and abundant cabinetry. Both bathrooms have been tastefully renovated with beautiful tile work, while the spacious bedroom offers generous walk-in closets. A newer washer and dryer, one deeded parking space, and additional guest parking complete this move in ready home. Relax on your private patio while enjoying peek a boo view of Sarasota Bay, the iconic Unconditional Surrender statue, and Bayfront Park. Ideally located on the same level as the spectacular newly renovated pool, this residence offers effortless access to the expansive resort style pool deck featuring new chaise lounges, outdoor dining areas, umbrellas, and plenty of space to relax and entertain. Residents of The 101 enjoy outstanding amenities including a state-of-the-art fitness center, yoga room, library, movie theater, elegant social room, heated swimming pool, outdoor grilling area, concierge, and maintenance services. Enjoy Sarasota's most walkable neighborhood with Marina Jack, Island Park, Gallery Row, world class dining, boutique shopping, theaters, galleries, and beautiful Gulf beaches just minutes away. For added flexibility, the residence is currently leased to an exceptional tenant who would be happy to remain, providing immediate rental income for an investor if desired. Whether you are searching for a full time residence, a stylish pied a terre, or an investment opportunity, this home offers luxury, location, and exceptional value. Beautifully remodeled, virtually staged, move in ready, and priced to sell, this is one of the best values in downtown Sarasota. Schedule your private showing today.

101 S Gulfstream Avenue Unit 4J, 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 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

$789,000
2 Beds 4 Baths Marquee En Ville SubDv. 34236 Zip Code
VIRTUALLY STAGED. Downtown Sarasota living WITHOUT the million-dollar price tag! Welcome to this gated 4-story townhome (with private elevator) offering the perfect blend of space, privacy, and walkable city living. With over 2,200 square feet, 2 bedrooms, 3.5 baths, a first-floor office, bonus room, screened outdoor living area with an outdoor kitchen, and a private 2-car garage, this home offers a combination of features that's rarely available in downtown Sarasota. The second level is thoughtfully designed for everyday living, where the kitchen opens seamlessly to the dining and living areas. Granite countertops, stainless steel appliances, natural gas cooking, abundant cabinet space, a pantry closet, and a separate laundry room—features not often found in downtown living—combine to create a space that's both functional and inviting. Tile flooring extends throughout the home, with carpet found only on the stairways.Tile flooring extends throughout the home, with carpet found only on the stairways. Thoughtfully designed storage tucked beneath the staircases makes excellent use of the space and provides room for everything from seasonal décor to everyday essentials. Upstairs you'll find two generously sized bedroom suites, while the top floor offers a versatile bonus room with a full bath that easily functions as a media room, guest suite, fitness room, or additional living space. A dramatic spiral staircase adds architectural interest while providing access to the top-level retreat. Step outside to the screened terrace complete with an outdoor kitchen, creating a rare outdoor living space that's perfect for relaxing or entertaining in the heart of downtown Sarasota. Located in the gated community of Marquee En Ville, you'll enjoy a community pool, fitness center, and one of Sarasota's most walkable locations. Stroll to Main Street's restaurants and cafés, the Sarasota Opera House, Florida Studio Theatre, art galleries, the waterfront, Marina Jack, Selby Library, the Sarasota Farmers Market, and countless downtown events. Whether you're searching for a full-time residence, seasonal getaway, or lock-and-leave lifestyle, this exceptional townhome delivers the convenience of downtown living with the space and amenities rarely found at this price. Vacant and ready for immediate occupancy. The combination of a private 2-car garage, flexible four-level floor plan, gated community, and unbeatable downtown location makes this a rare opportunity at $789,000.

235 Cocoanut Avenue Unit 108B, 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

$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

$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

$419,000
2 Beds 2 Baths Regent Place SubDv. 34236 Zip Code
The Regency House is in the ideal downtown location because it feels like a neighborhood with parkland and the cities bayfront Park to the West as well as Palm Avenue's Tree lined side walked street to the East. The neighbors use the sidewalks and are friendly and active. This building is just far enough from Main Street and all the fun and cultural venues, but just far enough away that it is more peaceful when activities are going on there. Walk the farmer's market and art shows on Saturday mornings and too the Opera and Theaters in the evenings. Many excellent restaurants and entertainment venues line the downtown streets. Walk to Whole foods or Marina Jack's and O'Leary's Cabana bar restaurant less than a half block away as well as stroll the art district walk a block away on your way to Main Street. Hard to beat this location and it is surrounded by some of the most luxurious condominiums in all of downtown but at the most reasonable price level anywhere in the area. With a new resort style pool being installed this summer to replace the dated pool, it will be a relaxing place to enjoy your time or get your exercise doing laps in the extended pool. There are new sunshades and BBQ areas to enjoy as well. We have an exercise area, a party/meeting room with small kitchen for events. The lobby has three convenient entrances and a full-time concierge and manager monitoring the properties security cameras and taking care of the residence owner's requests and needs. Everyone has a nice carport with insulated roofs and some guest spots plus parking on either side of the building on Gulfstream and Palm Avenues. The property is wide and not as crowded together like others in the downtown areas. This is a roomy two bedroom, two-bathroom unit with a nice sized living and dining room as well as the sunny and bright space with opening patio doors to enjoy the morning sunrises or evening moonlight. Attractive and warm wood floors in all the living areas and bedrooms add to the comfortable feel. Bright galley kitchen is easy to prepare your meals or walk five minutes to dine downtown or the neighborhoods quaint cafes, movie theater in the Burns Court area. Hard to beat the convenience to everything including medical services and hospital at short 5 minutes' drive. Airport is less than 15 minutes to pick up your guests, and our airport is quick and easy to get to your gate if you plan to travel. Fine dining on St. Armand's Circle and prime shopping on Lido Key as well as our clean quartz sand beaches like Siesta, Lido and Longboat Keys which are rated consistently among the best in the world! How can you beat all you get at this price level and the lifestyle this condominium will give you? Come take a look and live, the Sarasota Florida Lifestyle!

435 S Gulfstream Avenue Unit 206, Sarasota

$1,300,000
2 Beds 2 Baths Bay Plaza SubDv. 34236 Zip Code
Virtually Staged. Experience spectacular Sarasota waterfront living at 1255 N Gulfstream Ave in this 2BR, 2BA res. w/ den & 2 balconies, offering 1,872 total SF, where panoramic bay views & Gulf vistas beyond Big Pass are the undeniable centerpiece. This refined Bay Plaza condo places you at the heart of the city. Floor-to-clg glass doors in the great rm open directly to a covered balcony, perfect for entertaining & enjoying sunset skies & the vibrant energy of the marina & city skyline. The main primary suite is a standout feature, boasting its own private balcony and dramatic ceiling-to-floor glass doors that offer a secluded view of the mesmerizing bay waters and Gulf horizons beyond Big Pass. This space is thoughtfully designed to maximize natural light and showcase the stunning surroundings. Additionally, a secondary bedroom suite provides sweeping views and a beautifully updated bath, offering flexibility and privacy for guests or multi-generational living. Inside, elegant tile floors extend throughout, creating a cohesive visual flow. Substantial enhancements have been implemented, hidden fire sprinkler heads, upgraded electrical & plumbing, new ductwork, soundproof underlayment. Artful millwork draws the eye to impressive high clgs, while contemporary lighting such as LED downlights & designer fixtures, built-in media storage, & floating cabinetry & buffet w/ under-cabinet LED lighting combine style & practicality. The seller invested over $100K in Harmoni cabinetry—a luxury brand renowned for quality & design. Designer shades offer privacy & light control. The state-of-the-art kitchen features a raised clg w/ ambient lighting, quartz counters, contrasting upper & lower cabinets & SS appls., highlighted by a black SS range hood. Plus a serv. entry, a lndry space, & 2nd office area. Accessibility was a key focus in the renovation. The Owner’s suite, main living area, & kitchen are all wheelchair accessible, w/ 2'8" doorways for ease of movement, a fully accessible main closet, & an adapted primary bath. Please note: while most areas are designed for accessibility, some spaces may have limitations based on individual needs. Retreat to a spa-like primary bath w/ elegant natural stone, a floating, European-inspired vanity, complemented by a sep matching vanity w/ a 2nd sink in the wet rm. The zero-entry marble shower features dual shower heads, w/ a recessed rainfall fixt. delivering a spa-inspired experience, complemented by a built-in seat for ultimate relaxation. Both baths feature elevated clgs, and are equipped w/ a premium Schluter shower syst. A dedicated office features a built-in desk w/ Corian, a window seat & etched glass doors for privacy and natural light —an ideal space for flexible living & working. As a resident of Bay Plaza, you will enjoy premium amenities: garaged pkg for 2 cars, 24/7 valet pkg, EV charging, concierge services. & recently installed hurricane-rated sliding glass doors & windows. Unwind at the heated pool, soak in the spa, or stay active in the state-of-the-art fitness rm w/ a sauna & steam rm. Perfectly positioned in the heart of downtown Sarasota, Bay Plaza places you w/in easy reach of trendy restaurants, boutiques, & Sarasota’s vibrant cultural scene, from Whole Foods to the theatre & opera. Take in spectacular 4th of July fireworks at Marina Jack’s from your own balcony, & enjoy quick access to St. Armands Circle, Longboat Key, & the city’s stunning beaches. A detailed list of upgrades is available upon request.

1255 N Gulfstream Avenue Unit 507, Sarasota

$899,000
2 Beds 2 Baths Saah Sub SubDv. 34236 Zip Code
Experience the best of downtown Sarasota living from this beautifully renovated corner-unit condominium at 707 S. Gulfstream Avenue, ideally positioned near the bayfront, Marina Jack, Bayfront Park, Main Street, Palm Avenue, restaurants, shopping, arts, and everything downtown Sarasota has to offer. Designed for buyers seeking bayfront proximity, and easy lock-and-leave living, this move-in-ready 2-bedroom, 2-bath residence combines modern updates, everyday convenience, and peace of mind. Extensively remodeled with a fresh, sophisticated aesthetic, the condo features hurricane impact windows and doors, an open-concept layout, abundant natural light, and stylish designer finishes throughout. The oversized gourmet kitchen offers quartz countertops, premium appliances, custom cabinetry, and generous space for entertaining. The spacious primary suite includes a beautifully updated spa-inspired en-suite bath, creating a comfortable private retreat. Additional upgrades include brand-new plumbing and electrical systems. The building has also recently upgraded its generator following the 2024 storms, further adding to the value and confidence of ownership. Residents enjoy secure entry, covered parking, a resort-style pool, fitness center, and club room, all in a highly desirable downtown Sarasota location. Whether used as a full-time residence, seasonal retreat, or low-maintenance second home, this renovated Sarasota condo offers an exceptional combination of location, updates, storm protection, amenities, and lock-and-leave convenience just moments from the waterfront.

707 S Gulfstream Avenue Unit 802, Sarasota

Start Your Search