Downtown Sarasota Homes with Maintenance Amenities

Downtown Sarasota Homes with Maintenance Amenities

Welcome to Downtown Sarasota, a vibrant gem nestled in the heart of Sarasota County, Florida. Known for its eclectic charm and lively atmosphere, this subdivision offers a unique blend of urban living with a touch of coastal elegance. Residents here enjoy the convenience of having world-class dining, shopping, and cultural experiences right at their doorstep. Whether you’re strolling along the picturesque Bayfront, exploring the local art galleries, or indulging in gourmet cuisine, Downtown Sarasota is alive with possibilities.

One of the standout features of homes in this area is the availability of maintenance amenities. Homeowners can relish the luxury of a hassle-free lifestyle, where landscaping, pool maintenance, and common area upkeep are taken care of by dedicated professionals. This means more time to enjoy the stunning beaches, vibrant nightlife, and lush parks that Sarasota is famous for.

The homes in Downtown Sarasota are as diverse as the community itself, featuring modern condos, charming bungalows, and luxurious townhouses, each designed to cater to a variety of tastes and lifestyles. With breathtaking views of the waterfront and easy access to local events and festivals, living in Downtown Sarasota is not just about owning a home; it’s about embracing a lifestyle filled with excitement and relaxation.

If you’re looking for a place that combines the best of urban living with the serenity of coastal life, Downtown Sarasota is the perfect choice. Come discover your dream home in this dynamic community, where every day feels like a vacation!

Newest Downtown Sarasota Homes with Maintenance Amenities

$250,000
2 Beds ⋅ 2 Baths ⋅ Citywalk SubDv. ⋅ 34237 Zip Code
Completely renovated and truly move-in ready, this ground-floor 2-bedroom, 2-bath condo in gated Citywalk puts you steps from Publix, Payne Park, the Legacy trail and everything downtown Sarasota has to offer. The work here is done. The kitchen was completely renovated less than three years ago with quartz countertops, new cabinetry, new appliances, and a reverse-osmosis drinking water system. Every appliance is under three years old, including a stackable washer and dryer added within the past year. The HVAC and ROOF are both about two years old, the electrical and plumbing have been updated, and the interior was freshly painted just four months ago. There is NO CARPET anywhere in this unit. This condo also has new hurricane impact windows and sliders for peace of mind. A light-filled living area opens through sliding glass doors to a private screened lanai with a garden view. The generous ensuite bedroom features a sliding barn door and a private bath, with a second bedroom and full bath for guests. Single-story living with no stairs, assigned parking, and solid block construction. The monthly fee covers water, exterior maintenance, grounds, fitness center and the community pool. No flood insurance required. The location is the rest of the story: walk to Payne Park for tennis, trails, and the playground, hop on the Legacy Trail, and reach Main Street's restaurants and theatre district in minutes. Downtown Sarasota and the world-renowned Gulf beaches are just a short drive away.

2121 Wood Street Unit 113, Sarasota

$620,000
2 Beds ⋅ 2 Baths ⋅ Rivo At Ringling SubDv. ⋅ 34236 Zip Code
Exceptional Value, Bay Views & Light-Filled Living at Rivo A compelling opportunity to enjoy the Rivo lifestyle in the heart of downtown Sarasota. Residence 1008 offers 1,582 square feet of comfortable, well-designed living space, complemented by sought-after southern exposure, abundant natural light, Sarasota Bay views, and downtown just outside your door. With 2 bedrooms, 2 baths plus a dedicated home office/den, this residence delivers the space, location and lifestyle of Rivo at a price that stands apart. From the moment you enter, an abundance of natural light creates a warm and welcoming feel throughout the residence. The entertaining areas flow seamlessly to a private terrace. Views of Sarasota Bay and the city skyline are enjoyed from the terrace, living area and primary suite. The updated kitchen features granite countertops, refreshed cabinetry, stainless steel appliances, an induction range, and abundant storage highlighted by a convenient built-in pantry. The spacious primary suite offers custom closets and a renovated en-suite bath, while the guest bedroom provides privacy for guests. Additional features include a 2022 Trane A/C, 2022 Rheem water heater, plantation shutters with blackout shades, designer lighting, secure garage parking, and owner storage. Rivo's distinctive sun-filled, open-air central atrium brings natural light and an open, airy feel to the building's interior. Residents enjoy fob-controlled access at building entrances and a staffed front desk, along with a fitness center, heated pool and spa, social room, bike and kayak storage, and an exceptional downtown location. At $620,000, Residence 1008 is a distinctive opportunity to enjoy the space, views and lifestyle of Rivo while personalizing the home to your own style. Walk to Sarasota's restaurants, theaters, boutiques, galleries, waterfront parks and cultural attractions. Southern exposure, Sarasota Bay views, Downtown at your doorstep and a value that stands apart at Rivo.

1771 Ringling Boulevard Unit 1008, Sarasota

$1,400,000
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

$700,000
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

$750,000
2 Beds ⋅ 2 Baths ⋅ Essex House SubDv. ⋅ 34236 Zip Code
Welcome to this beautifully renovated downtown Sarasota residence, offering the perfect blend of modern finishes, thoughtful upgrades, and an unbeatable location. FULL IMPACT WINDOWS AND DOORS provide exceptional peace of mind while allowing natural light to fill the unit and showcase the beautiful surroundings. Completely renovated from top to bottom, this residence features new PVC plumbing, updated electrical, new ductwork, and quality upgrades throughout. Several windows are equipped with automatic blinds, providing effortless privacy and convenience while giving you complete control over the natural light throughout the day. From the moment you walk in, you’ll notice the bright, open feel of the unit and the stylish luxury vinyl flooring that runs throughout the entire residence. The redesigned kitchen features clean white cabinetry, modern white quartz countertops, GE stainless steel appliances, and plenty of storage, creating a beautiful and functional space for both everyday living and entertaining. The living room opens to a screened-in patio where you can relax and enjoy peaceful partial views of Sarasota Bay. The primary suite offers its own water views, a large walk-in closet, dual vanities, and a modern walk-in shower. The guest bedroom also enjoys partial water views and features elegant French doors with privacy glass, creating a comfortable and versatile space for visitors or a home office. The second full bathroom includes a shower/tub combination with updated finishes. Residents enjoy an excellent collection of amenities including a heated saltwater pool, expansive sun deck, grilling area, gazebo, club room, fitness center, workshop, secure building access, and an on-site manager. Located just steps from downtown Sarasota, this residence offers the convenience of being able to walk to some of the city's best attractions, restaurants, and entertainment. Enjoy evenings along the bayfront, dinner at local favorites like Owen’s Fish Camp, Hyde Park Prime Steakhouse, and Marina Jack, or take in a performance at the Sarasota Opera or Florida Studio Theatre. With St. Armands Circle, Lido Key, and Sarasota’s world-famous beaches just minutes away, this location truly puts the best of Sarasota at your fingertips. This is a rare opportunity to own a completely renovated residence in one of Sarasota’s most desirable downtown locations, combining modern upgrades, coastal views, and the ease of a true turnkey unit.

707 S Gulfstream Avenue Unit 207, Sarasota

$1,299,999
2 Beds ⋅ 2 Baths ⋅ Embassy House SubDv. ⋅ 34236 Zip Code
Perched on the 18th floor in the heart of downtown Sarasota, this exceptional residence offers a perspective few properties can match. From the moment you step through the front door, you're immediately drawn to breathtaking views spanning Sarasota Bay, the downtown skyline, and beyond. With nearly 360-degree views, every room feels connected to the beauty of Sarasota, creating an unforgettable first impression. Completely renovated with a sophisticated contemporary design, this residence pairs luxury finishes with one of downtown's most coveted vantage points. The open-concept living space is ideal for everyday living and entertaining, with floor-to-ceiling windows keeping the spectacular scenery front and center. Whether preparing dinner, hosting friends, or unwinding with a glass of wine, the ever-changing backdrop of the bay, sunsets, and city lights is always on display. The chef-inspired kitchen features premium KitchenAid appliances, elegant quartz countertops, a separate beverage refrigerator, and abundant storage. A spacious walk-in pantry includes a dedicated appliance station, perfect for a coffee bar while keeping everyday essentials neatly tucked away. Modern ceramic tile flows throughout the main living areas, complementing the home's clean architectural lines and timeless finishes. Wake up to stunning city views from the primary suite, then enjoy the downtown skyline illuminated each evening. The spacious retreat also offers a generous walk-in closet and a beautifully remodeled spa-inspired bathroom with a sleek walk-in shower. Guests will enjoy spectacular sunrise views from the east-facing second bedroom. The adjacent guest bathroom has also been tastefully renovated and features its own modern walk-in shower. Beyond your front door, the building has undergone extensive updates, creating an elegant arrival experience with a redesigned lobby showcasing refined mid-century modern influences, designer furnishings, and curated artwork. Residents enjoy a fitness center overlooking Sarasota Bay, an owners' lounge and conference space with kitchenette, a renovated heated pool, outdoor grilling and dining areas, guest parking, electric vehicle charging stations, and a convenient car wash area. Ownership is made easy with quarterly condo fees covering the unit's HVAC, washer and dryer, water, sewer, trash, and security. The building also received a new roof in February 2024. Located on Palm Avenue, you'll enjoy one of downtown Sarasota's most walkable lifestyles. Spend your mornings at Bayfront Park or Marie Selby Botanical Gardens, dine at Hyde Park Prime Steakhouse, Classico Italian Chophouse, Kojo, or Owen's Fish Camp, enjoy performances at the Sarasota Opera or Florida Studio Theatre, browse boutiques and galleries, or take a short drive to St. Armands Circle, Lido Key, and Siesta Key. This isn't simply a beautifully renovated condominium, it's an opportunity to experience Sarasota from one of downtown's most remarkable vantage points, where every sunrise, sunset, and sparkling skyline remind you why this is one of Florida's most sought-after destinations.

770 S Palm Avenue Unit 1804, 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

$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

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