Downtown Sarasota Homes with Sidewalk Exterior Features

Downtown Sarasota Homes with Sidewalk Exterior Features

Welcome to Downtown Sarasota, a vibrant gem nestled in the heart of Sarasota County, Florida. This dynamic neighborhood perfectly blends urban living with a relaxed coastal lifestyle, making it an ideal destination for those seeking both excitement and tranquility. Known for its stunning waterfront views, Downtown Sarasota is a cultural hub, boasting an array of art galleries, theaters, and gourmet restaurants that cater to every palate.

One of the standout features of the homes in Downtown Sarasota is their charming sidewalk exteriors. Imagine strolling along tree-lined streets, where neighbors greet each other with a friendly wave and the aroma of fresh coffee wafts through the air. The sidewalks invite you to explore the neighborhood, whether it’s a leisurely morning walk or an evening out to enjoy the vibrant nightlife.

The homes themselves are a delightful mix of architectural styles, from modern condos with panoramic views of the bay to quaint bungalows that exude old Florida charm. Many properties feature spacious outdoor areas, perfect for entertaining or simply soaking up the Florida sunshine. With easy access to parks, shops, and local attractions, residents enjoy a lifestyle that is both convenient and enriching.

In Downtown Sarasota, you’re not just buying a home; you’re investing in a lifestyle filled with community spirit, cultural experiences, and the beauty of coastal living. Whether you’re a first-time homebuyer or looking to downsize, this neighborhood offers an array of options to suit your needs. Discover the charm and allure of Downtown Sarasota—where every day feels like a vacation!

Newest Downtown Sarasota Homes with Sidewalk Exterior Features

$1,300,000
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

$189,000
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

$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

$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

$695,000
3 Beds 4 Baths Payne Park Village Ph Ii SubDv. 34237 Zip Code
BEST DEAL in town!! Where modern sophistication meets the energy of downtown Sarasota, this exceptional three-story residence offers a lifestyle few homes can match. Designed with one of the community's most desirable layouts, the home features additional windows that flood the second floor with natural light, creating an atmosphere that feels bright, open, and effortlessly refined. Thoughtfully curated with designer finishes throughout, the home balances clean contemporary style with everyday comfort. At its heart, the chef's kitchen showcases sleek Quartz surfaces, premium appliances, abundant storage, and an oversized island that invites everything from casual mornings to elegant entertaining. The open-concept living spaces flow seamlessly to a private balcony, while a versatile first-floor suite with its own full bath offers the ideal space for guests, a home office, or a private retreat. Upstairs, the primary suite is a sanctuary of understated luxury, complete with a spa-inspired bath and expansive walk-in closet. Every detail has been carefully selected to create an atmosphere that is both sophisticated and welcoming. Completing the home is an oversized two-car garage featuring upgraded overhead storage on both sides serving as an exceptional convenience for organizing beach gear, bicycles, and seasonal essentials without sacrificing parking or living space. Beyond your front door, the Sarasota lifestyle truly comes to life. Just a short stroll away, Payne Park offers a lush urban oasis with scenic ponds, walking paths, tennis courts, and direct access to the Legacy Trail bringing nature, recreation, and wellness seamlessly into your everyday routine. Spend your afternoons exploring downtown's celebrated culinary and arts scene, then end the day with a sunset at Lido Key. Resort-style amenities including a sparkling pool, spa, cabana, and dog park complete this exceptional lifestyle. Rarely does a home combine exceptional design, abundant natural light, thoughtful functionality, and an unmatched downtown lifestyle so effortlessly and at such a low price! This is more than a residence, it's an invitation to experience Sarasota at its finest. Schedule your private showing TODAY before it’s gone !!

2505 Boone Court, 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

$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

$425,000
1 Beds 1 Baths Frances Carlton SubDv. 34236 Zip Code
Virtually Staged. Own a piece of downtown Sarasota history. Set along iconic Palm Avenue, the Frances Carlton is a 1924 Mediterranean Revival landmark listed on the National Register of HISTORIC Places, placing theaters, galleries, dining, and the marina nearby, while offering a sense of character and permanence rarely found today. This intimate boutique building of just 19 residences is thoughtfully maintained, with FULLY FUNDED RESERVES, completed Structural Integrity Inspection, and amenities including a private pool, garden areas, and gated assigned parking. This FULLY REMODELED second-floor residence has never been lived in since its renovation and offers a clean, modern interpretation of the building’s historic charm. With windows on three sides, a rare feature in condominium living, the home is filled with natural light throughout the day. The layout reflects its European-influenced design, with defined spaces, arched windows, and a sense of proportion setting it apart from more conventional layouts. The bright sunroom extends the living space and overlooks the pool below, ideal as a reading room, office, or quiet retreat. The residence offers one assigned, secured parking space. This is your opportunity to own a thoughtfully updated home in one of Sarasota’s most recognizable historic buildings, in a truly walkable downtown location. Don't let this one get away!

1221 N Palm Avenue Unit 202, Sarasota

$850,000
2 Beds 2 Baths Bay Plaza SubDv. 34236 Zip Code
One or more photo(s) has been virtually staged. Refined downtown living awaits at Bay Plaza, a premier address along Gulfstream Avenue and one of Sarasota's most established and distinguished buildings — designed by the celebrated architect Tim Siebert. This exceptional second-floor residence offers something increasingly rare in urban living: a genuine connection to nature and neighborhood, with tree-lined street views below and partial marina glimpses that shift beautifully with the light and seasons. Perfectly positioned, this is a home that places you at the center of Sarasota's most vibrant cultural tapestry — steps from fabulous restaurants, the iconic Opera House, art galleries, charming coffee shops, live theatre, boutique shopping, and the beloved Saturday morning Farmer's Market. Yet despite this enviable proximity, the residence itself feels like a quiet retreat, grounded and peaceful above the gentle rhythm of the street. The well-executed split floor plan creates a natural sense of privacy and balance, with thoughtfully separated bedroom suites ideal for both full-time living and hosting guests. The living and dining areas are designed for effortless entertaining and everyday comfort, while a crisp, light-filled interior aesthetic is elevated by natural light and a seamless flow leading to a private covered balcony. Impact-resistant glass throughout the residence enhances safety and peace of mind, allowing you to enjoy the natural light and views with confidence. The kitchen anchors the living space with a practical and functional layout, offering considerable storage and a wine and beverage refrigerator — a thoughtful touch for those who love to entertain. The primary suite is a peaceful sanctuary, framed by large picture windows that sit among the treetops, filling the space with natural light and a serene connection to nature and the water. A generous walk-in closet with custom built-ins provides organization and ample storage. The en-suite bath is thoughtfully appointed with wood cabinetry, dual sinks, and granite countertops, complete with a soaking tub and separate shower. Bay Plaza residents enjoy a full-service lifestyle that is second to none — including 24-hour concierge, 24/7 valet service, EV charging stations, a resort-style pool and spa, and a state-of-the-art fitness center complete with sauna and steam room. The beautifully appointed lobby — a hallmark of Siebert's vision — showcases a grand piano, a library and media room, and elegant entertaining spaces for gathering with friends and fellow residents. This is a rare opportunity to own a home that offers timeless appeal, privacy, and effortless access to everything that makes Sarasota one of Florida's most coveted destinations. One or more photos has been virtually staged.

1255 N Gulfstream Avenue Unit 205, Sarasota

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