Downtown Sarasota Homes with Sidewalks Community Features

Downtown Sarasota Homes with Sidewalks Community Features

Welcome to Downtown Sarasota, a vibrant and enchanting neighborhood nestled in the heart of Sarasota County, Florida. This dynamic area is renowned for its eclectic blend of culture, art, and community spirit, making it a sought-after destination for both residents and visitors alike.

Downtown Sarasota boasts a unique charm, with tree-lined streets, bustling cafes, and a rich array of shopping and dining options. Imagine strolling through the picturesque streets, where you can enjoy a morning coffee at a local café or explore the many art galleries showcasing the works of talented local artists. With the gorgeous Sarasota Bay just a short walk away, residents can indulge in breathtaking waterfront views and enjoy a variety of outdoor activities, from boating to picnicking in one of the nearby parks.

One of the standout features of homes in Downtown Sarasota is the inviting sidewalks that weave through the community. These well-maintained pathways encourage a friendly, pedestrian-friendly atmosphere, allowing residents to easily connect with their neighbors and explore the area on foot. Whether you're taking a leisurely evening stroll or heading out for a jog, the sidewalks create an inclusive environment where community bonds flourish.

With a mix of modern condominiums, charming bungalows, and luxurious waterfront properties, Downtown Sarasota offers a diverse selection of homes to suit any lifestyle. Whether you’re a young professional, a growing family, or looking to retire in a vibrant community, Downtown Sarasota is the perfect place to call home. Embrace the allure of this captivating neighborhood and discover the lifestyle you’ve always dreamed of!

Newest Downtown Sarasota Homes with Sidewalks Community Features

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

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

2 Beds ⋅ 2 Baths ⋅ Park Lane SubDv. ⋅ 34237 Zip Code

This is the one! Two bedroom, two bathroom, first floor, back corner unit, directly adjacent to Payne Park in highly desirable Downtown Sarasota at the Retro Chic Park Lane community! Split floor plan for privacy means a primary bedroom with ensuite bath & dedicated full bath for guests. Vintage details include custom built ins and original terrazzo floors! Open living area with glass sliders leads to an enclosed lanai overlooking the lushly landscaped courtyard with inground pool. Recent updates include a New Stove, Microwave, Refrigerator, Water Heater, Roof, Sewer Line & Parking Lot! Embrace the best of Sarasota living with the beautiful Payne Park at your doorstep featuring 29 acres of recreation & relaxation complete with walking trails, bike path, skate park, playground, frisbee golf, tennis courts & more! Dedicated parking space in front of unit, separate & secure storage space & two laundry facilities on site. Adjacent to Publix supermarket, & close proximity to Selby Botanical Gardens, amazing restaurants and urban amenities like the Bayfront Park, weekly farmers market & so much more including the boutiques of St. Armand's circle, white sands of Lido Beach & the world renowned Siesta Key! Perfect choice for a snowbird's winter retreat, in town escape, affordable primary residence or investment property!

2155 Wood Street Unit A26, 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

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

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 ⋅ 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

3 Beds ⋅ 4 Baths ⋅ Mira Mar SubDv. ⋅ 34236 Zip Code

Under Construction. Introducing one of the West Coast of Florida’s most distinctive and extraordinary new condominium offerings. For the first time in over a century, the legendary Mira Mar is being reimagined. Originally established in 1922, this iconic South Palm Avenue landmark—home to Sarasota’s first hotel, elegant residences, and refined boutiques—was once the city’s most coveted address. Seaward Development, Sarasota’s premier luxury developer, is bringing new life to this cherished property, blending its storied past with modern elegance to create a timeless residential masterpiece. The all-new Mira Mar will feature two sophisticated condominium towers that blend classic architecture with contemporary refinement. A limited collection of expansive residences—each designed to live like a private home—will offer breathtaking bayfront and city views, exceptional design, and the ultimate in urban coastal living. Perfectly positioned on one and a half acres with nearly 400 feet along South Palm Avenue, residents will enjoy walkable access to Sarasota’s cultural destinations, fine dining, upscale shopping, and waterfront experiences—all just steps from their front door. This exceptional residence defines sophistication with three private en-suite bedrooms plus den/study and a stunning 24’ x 12’ west-facing terrace—your front-row seat to Sarasota’s most iconic views. Every detail reflects an elevated standard of craftsmanship, with premier finishes and materials curated from some of the industry’s most respected luxury brands. From golden sunsets over the bay to the shimmering lights of the John Ringling Bridge, outer islands, and marina, each moment unfolds like a living masterpiece in the heart of downtown. Mira Mar residents will enjoy an exceptional collection of services and amenities tailored to the most discerning lifestyles. These include 24-hour concierge, complimentary valet service, professional resident handyman, shipping and receiving porter, and luxury car and driver service. In addition, world-class amenities include a 70-foot resort-style pool and spa-inspired locker rooms featuring steam, infrared sauna, and a water therapy pool. The Sports Lounge offers a golf simulator and putting green, while the Garden Room and Terrace provide serene spaces for relaxation and social gatherings. Crowning it all is the exclusive Sky Speakeasy Lounge—a resident-only retreat on the Penthouse level with captivating bay and sunset views, perfect for unwinding or entertaining in style. A true expression of coastal luxury and downtown sophistication, Mira Mar presents a once-in-a-lifetime opportunity to live within a reimagined piece of Sarasota history—where timeless architecture, impeccable craftsmanship, and an unparalleled Palm Avenue location define the city’s most distinguished new address for a select few.

65 S Palm Avenue Unit 1001, Sarasota

2 Beds ⋅ 2 Baths ⋅ Essex House SubDv. ⋅ 34236 Zip Code

One or more photo(s) has been virtually staged. DOWNTOWN BAYFRONT CORNER RESIDENCE! Experience downtown Sarasota living in this beautifully appointed 2-bedroom, 2-bath corner condominium at the highly sought-after Essex House. Expansive floor-to-ceiling hurricane-resistant windows frame breathtaking, panoramic views of Sarasota Bay while filling the residence with abundant natural light. Ideally positioned along Sarasota’s picturesque Bayfront, this exceptional home offers convenient access to scenic Bayfront Park, Marina Jack, renowned Selby Gardens, Historic Burns Court and Cinema, Main Street shops and restaurants, distinguished art galleries, inviting coffee shops, acclaimed restaurants, and more. Step onto the private, screened, west-facing balcony and enjoy spectacular sunsets shimmering across the tranquil bay. Inside, the spacious primary suite features a beautifully upgraded walk-in closet. The second bedroom also enjoys amazing water views. Additional highlights include convenient in-unit laundry. The Essex House is a desirable downtown community celebrated for its premier Bayfront setting and outstanding amenities including a social room, heated saltwater pool, a well-equipped fitness center, and a large outdoor kitchen with oversized grill. The building also features a recently upgraded generator.

707 S Gulfstream Avenue Unit 307, Sarasota

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

Best Opportunity in Downtown Sarasota- Location is Key! Rarely available 2-bedroom, 2-bath second-floor corner unit in the highly sought-after CityWalk community. This gated enclave of just 71 residences offers an unbeatable downtown location with direct private access to the Legacy Trail and the expansive 29-acre Payne Park. This light-filled condo features a thoughtfully designed split-bedroom floor plan with comfortable living spaces, generously sized bedrooms, and two full bathrooms. BRAND NEW ROOF (2025), PVC Plumbing Waste Lines (2024), New Dishwasher, New Microwave, New Disposal; HVAC and Hot Water Heater (2020). Kitchen plumbing replaced (6-months), Bathroom plumbing fixtures (2021). Enjoy the convenience of in-unit laundry and relax on your private screened lanai—perfect for morning coffee or evening unwinding after a night out in downtown Sarasota. CityWalk residents enjoy a host of amenities, including a heated pool and spa, a well-equipped fitness center, and a pet-friendly environment. Within a short walk, you’ll find the vibrant heart of downtown Sarasota, offering abundant shopping, fine dining, and a thriving arts and cultural district. You’re also just minutes from world-renowned destinations such as Siesta Key Beach, Lido Key, and St. Armands Circle, as well as cultural landmarks like Marie Selby Botanical Gardens and the Sarasota Art Museum. The exceptional value of this beautiful condominium, combined with its prime downtown location and proven rental history, makes CityWalk one of the best opportunities in Sarasota’s emerging affordable downtown housing market. Perfect as a primary residence, seasonal retreat, or investment property—this is downtown living at its best!

2121 Wood Street Unit 201, Sarasota

3 Beds ⋅ 4 Baths ⋅ The Edge Sarasota SubDv. ⋅ 34236 Zip Code

Under Construction. Move in this year! Residence 7B at The Edge Sarasota captures the essence of refined urban living in the heart of downtown’s vibrant Arts District. This impeccably designed three-bedroom, three-bath corner residence spans over 3,500 square feet, with floor-to-ceiling windows that fill the home with natural light. An open-concept layout is complemented by soaring ceilings and a chef-inspired kitchen featuring Italian cabinetry, quartz countertops, and a premium Sub-Zero and Wolf appliance suite thoughtfully curated for effortless, elevated living. A private terrace extends the living space outdoors, offering a serene retreat above the city’s energy. Residents enjoy exclusive access to a collection of resort-style amenities, including a pool with cabanas, state-of-the-art fitness center, yoga studio, sauna, secure parking, and pet-friendly features throughout. With just 27 residences, The Edge Sarasota offers an intimate boutique lifestyle just moments from the city’s celebrated dining, galleries, and cultural experiences perfectly reflecting Sarasota’s artful and walkable character. Renderings are conceptual and reflect the intended design and finish standards of the community.

290 Cocoanut Avenue Unit 703, Sarasota

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