Downtown 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

$1,499,999

2 Beds ⋅ 3 Baths ⋅ Bayso Sarasota Condo SubDv. ⋅ 34236 Zip Code

WELCOME to BAYSO Sarasota, perfectly positioned in The Quay Sarasota within Downtown Sarasota's coveted Waterfront District, one of Florida's most exciting luxury neighborhoods. As this vibrant destination continues to evolve with exceptional dining, waterfront attractions, luxury residences, and cultural experiences, ownership here offers the opportunity to be part of Sarasota's next iconic chapter. | BEAUTIFULLY curated and thoughtfully designed, this 2-bedroom + den, 3-bath residence offers 1,869 square feet of interior living complemented by a 254-square-foot private terrace. Perfectly positioned on the coveted 10th level with a desirable south-facing exposure, the home is filled with natural light while offering panoramic peek-a-boo views of Sarasota Bay by day and the sparkling lights of Downtown Sarasota by night. | EVERY detail reflects refined contemporary design. The den features York natural grasscloth wallcoverings, while the adjacent full bath showcases Cole & Son Palm Leaves wallcovering and floating shelves. Designer Thibaut wallcoverings enhance the guest bedroom and bath, complemented by floating shelves, Riva European Oak flooring in the guest bedroom and walk-in closet, and wood closet shelving. | THE chef's kitchen is appointed with Italian-crafted Italkraft cabinetry, contemporary brass hardware, polished Silestone quartz, an Island Stone matte glass mosaic backsplash, upgraded stainless-steel pull-out shelving, a Grohe gold faucet, beverage refrigerator with wine drawers, and three oversized designer glass pendants trimmed in gold. | THE great room is equally impressive with distinctive Belgian wallcoverings crafted from natural waterlilies, a dramatic sculptural European chandelier, and large-format 24" x 48" porcelain tile extending throughout the foyer, hallways, kitchen, and living areas. The primary suite offers Oak flooring, a charcoal designer accent wall, enhanced closet shelving, and a spa-inspired bath featuring Italian wallcoverings, upgraded pull-out cabinetry, and contemporary Grohe accessories. |ADDITIONAL upgrades include Hunter Douglas remote-controlled sun-filtering and room-darkening shades, Samsung Smart washer and dryer, matte glass mosaic laundry backsplash, laundry room osmosis water purification system, recessed media support boxes, dimmer switches throughout, and Fanimation ceiling fans in the bedrooms, den, and great room. | LIFE at BAYSO extends beyond the residence. The spectacular fifth-floor resort deck features a heated pool and spa, expansive sun terrace with chaise lounges, fire pit, outdoor grills, outdoor shower, lush landscaping, dog park, and dog washing station. The elegant Club Room is ideal for entertaining or enjoying resident wine tastings, card games, and community events. Additional amenities include a state-of-the-art fitness center, boardroom, private offices, 24-hour reception, and a secure building designed for effortless luxury living. | MORE than a residence, this is an invitation to experience Sarasota's premier waterfront lifestyle, where timeless design, exceptional amenities, and the energy of The Quay Sarasota come together in one extraordinary home. |PRIVATE showings available by appointment.

301 Quay Commons Unit 1009, Sarasota

$749,000

2 Beds ⋅ 3 Baths ⋅ Rosemary Park SubDv. ⋅ 34236 Zip Code

Experience the best of downtown Sarasota living in this exceptional luxury condominium, where sophisticated design, walkable convenience, and the vibrant energy of the Rosemary District come together in one remarkable residence. This beautifully appointed TURNKEY two-bedroom, two-and-a-half-bath home is located in an exclusive boutique building with only six private residences, offering a level of privacy rarely found in the heart of downtown. Designed with timeless elegance, the open-concept floor plan showcases soaring ceilings, real hardwood flooring throughout, designer Italian cabinetry, granite countertops, stainless steel appliances, a new refrigerator, and a built-in wine bar with beverage refrigerator. Both bedrooms feature luxurious ensuite bathrooms, while the spacious primary suite opens to a private balcony overlooking the Rosemary District and downtown skyline. Thoughtfully upgraded throughout, this residence includes custom California Closets, remote-controlled blinds, new HVAC systems installed in 2024 and 2025, and a new water heater installed in 2025, all backed by transferable warranties for added peace of mind. Residents enjoy assigned covered parking, elevator access, gated entry, and additional storage, all just moments from Sarasota's most celebrated destinations. Stroll to The Bay Park, Bayfront Marina, Whole Foods, Main Street, the Saturday Farmers Market, art galleries, award-winning restaurants, live entertainment, and the flourishing Rosemary Arts District, or spend the afternoon at Lido Key Beach, just minutes away. Offering an unmatched combination of luxury finishes, boutique living, recent high-value upgrades, and one of Sarasota's most desirable walkable locations, this exceptional residence delivers the very best of downtown Sarasota living.

433 Central Avenue, Sarasota

$249,900

2 Beds ⋅ 3 Baths ⋅ Central Park SubDv. ⋅ 34236 Zip Code

INVESTORS & DIY BUYERS — THIS IS YOUR NEXT PROJECT! Welcome to Central Park II, one of Sarasota's most beloved resort-style communities, nestled along the scenic Hudson Bayou and just minutes from downtown Sarasota, Southside Village, and Selby Gardens. Unit 224 is the largest floor plan in the community at 1,224 sq ft — 2 bedrooms, 2.5 baths — and is priced well below comparable renovated units. That gap is the opportunity: bring your contractor and your vision, and create instant equity in a location that rarely trades this affordably. This unit needs a full top-to-bottom renovation, and the price reflects that — a true blank canvas for an investor's value-add project or a buyer who wants to design a home to their exact taste. Being sold strictly AS-IS; cash or renovation financing preferred. Community amenities include a heated pool & spa, lighted tennis & pickleball courts, fitness center & clubhouse, kayak launch and day dock directly on the bayou, and resort-style grounds — plus easy access to downtown dining, Southside Village shops and cafés, and Selby Gardens. A rare chance to secure serious value in downtown Sarasota — don't miss it.

850 S Tamiami Trail Unit 224, Sarasota

$2,529,000

32 Beds ⋅ 16 Baths ⋅ James Street Park SubDv. ⋅ 34236 Zip Code

SARASOTA ~ CITY OF SARASOTA ~ ROSEMARY DISTRICT ~ DOWNTOWN LIVING AND / OR INVESTMENT, WITH UPSIDE DEVELOPMENT OPPORTUNITIES! - WE ARE SELLING 4 CONTIGUOUS PROPERTIES WITH FOUR RENTAL HOMES ON AN ESTIMATED 23K SF +/- LAND!!!! Come and explore this unique opportunity to own and operate four contiguous properties with homes within the much sought after City of Sarasota "Rosemary District". The current rent roll is estimated at $100K +/-, all the current homes (4) are rented on an annual basis. The zoning does allow for short term weekly rentals, come and set up your own short term rental compound with estimated average daily rates @ $50.00 - $100.00 +/. Want another reason to look, owner will consider "owner financing" and/or selling off less then all four homes. There are just not many opportunities in the City of Sarasota to secure rezoned lands with the ability to use the current as-is property to secure carry income while waiting for the right timing to develop. The upside development in the Rosemary Zoning District: up to 7-stories with up to 30+ units. Property is very easy to show, sign is on site! NOTE: another contiguous parcel - rental home available for discussion. NOTE: future development plans viable on request!

1555 7th Street, Sarasota

$315,000

Central Park SubDv. ⋅ 34236 Zip Code

Owner is Broker Agent. Unit is currently a Airbnb vacation rental property. 2027 income $35,000 projected

850 S Tamiami Trail Unit 801, Sarasota

$1,498,000

2 Beds ⋅ 3 Baths ⋅ Queen Palms SubDv. ⋅ 34236 Zip Code

Experience unrivaled downtown Sarasota luxury living at Bayso in this impeccably upgraded 10th-floor G residence. Postioned as one of Bayso's most appealing ownership opportunities, this residence combines luxury, water and skyline views, and exceptional value. This beautifully appointed home presents a rare opportunity to own within one of downtown Sarasota’s premier luxury condominium communities. Ideally positioned with coveted southern exposure, this 1,578-square-foot condominium showcases breathtaking panoramic views of Sarasota Bay, the Gulf, the marina, and the city skyline from its expansive 222-square-foot private terrace, perfect for outdoor dining, entertaining, or enjoying Sarasota’s iconic sunsets. This sophisticated two-bedroom, two-and-a-half-bath residence plus den/flex space offers a refined contemporary design with 10-foot ceilings and immaculate attention to detail. The home features designer-selected Italian cabinetry, quartz countertops, a custom glass tile backsplash, premium stainless steel appliances, elegant GROHE fixtures throughout, and custom electric remote blinds and upgraded lighting fixtures in the main living areas and bedrooms. The spacious owner’s suite provides a private retreat with custom California Closets and a spa-inspired bath. Enjoy the premier downtown Sarasota lifestyle with two dedicated parking spaces and access to Bayso’s impressive collection of resort-style amenities, including an elevated pool and spa, entertainment areas, outdoor kitchen with gas grills, dog park, flex office and boardroom spaces, 24-hour front desk attendants, controlled-access entry, and on-site property management. Perfectly located in the heart of downtown Sarasota, Bayso places you steps from acclaimed dining, boutique shopping, theaters, entertainment, and the revitalized waterfront. Enjoy nearby access to the Bay Conservancy Park with outdoor activities, kayaking, and scenic waterfront spaces. With stunning views, ultra luxurious finishes, and a prime downtown location, this Bayso residence offers the best of Sarasota’s modern coastal lifestyle.

301 Quay Commons Unit 1007, Sarasota

$690,000

2 Beds ⋅ 2 Baths ⋅ Alinari SubDv. ⋅ 34236 Zip Code

All the luxury of new construction in this fully remodeled and fully furnished residence in Alinari featuring high-end finishes without the new-build price. It’s the best value in downtown Sarasota. Located in the Rosemary District, you’re moments from downtown’s premier dining, shopping and cultural attractions. Cross the street to the Quay and The Bay waterfront park or take a quick drive over the Ringling Bridge to St. Armands Circle and the powder-soft sands of Lido Beach. Urban energy and coastal tranquility, all within reach. The split two-bedroom, two-bath residence offers 1,323 square feet of open living space appointed with today’s most sought-after finishes, including luxury vinyl plank flooring in white oak, solid-wood cabinetry, quartz countertops, LED lighting with dimmers, premium fixtures and hardware, Lutron automated window shades and stone accent walls in the foyer and dining room. The great room opens to a private balcony overlooking Alinari’s expansive green space. The kitchen features soft-close solid-wood shaker cabinets with designer brass hardware, Cambria quartz countertops, an Elysium glass backsplash and under-cabinet lighting. The primary suite offers a generous walk-in closet, a dedicated coffee bar and an en-suite bath with a dual-sink vanity, honed marble tile and a frameless glass walk-in shower. Alinari is a well-run association with an active social community. Resort-style amenities include concierge service, a heated pool and spa with a sun deck, a private park, a fitness center, a sauna, a theater room, a social room, a billiards room, a business center, indoor bicycle storage and guest suites for visiting family and friends. Wine enthusiasts will appreciate the climate-controlled wine room with personal storage lockers. See it, love it and nothing to do but move right in.

800 N Tamiami Trail Unit 312, Sarasota

$315,000

2 Beds ⋅ 2 Baths ⋅ Central Park SubDv. ⋅ 34236 Zip Code

Seller is Agent/Broker

850 S Tamiami Trail Unit 801, 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

$499,000

1 Beds ⋅ 1 Baths ⋅ Renaissance SubDv. ⋅ 34236 Zip Code

Come experience Downtown Sarasota with your own 10th-Floor, 1Bedroom/1Bath unit. Experience BAY VIEWS from your private balcony, in a building with all the luxuries of a high-priced hotel. This 17-story high-rise condo building has extensive amenities, reception desk, 24/7 security, keyless fob entry system, and on-site manager. The location cannot be beat as you are only steps away from the new 53-acre waterfront Bayfront Park, offering music events, kayak rentals, and scenic paths, as well as Sarasota’s own Van Wezel Performing Arts Hall. Within the condominium outdoor grounds is a 70-foot luxury pool, jetted spa, barbeque grill and tables, and a meditation garden with reflection pond. The garage parking is electronically secured and there is generous visitor parking for guests to park. The location cannot be beat since you are only steps away from the new Bayfront Park, a lively 53-acre waterfront park offering music events, kayak rentals, and scenic paths, as well as Sarasota’s own Van Wezel Performing Arts Hall. Restaurants of local flavor and more exotic bistros are close by via walking or with golf-cart taxis available, so you never need to drive. The local Publix grocery store is steps away, and driving three short miles, or riding the Downtown trolley, will bring you to St Armands Circle, with more restaurants, world-class shopping, and Sarasota's famous Lido Beach. This is Florida living at its finest! Additional photo coming soon.

750 N Tamiami Trail Unit 1007, Sarasota

$2,500,000

3 Beds ⋅ 5 Baths ⋅ Rosemary Park SubDv. ⋅ 34236 Zip Code

Welcome to BLVD Sarasota. This exceptional 8th-floor residence offers nearly 3,700 square feet of open living space with three bedrooms and four-and-a-half baths, while a private elevator opens directly into the residence. Floor-to-ceiling glass, expansive sliding doors, and 11-foot ceilings fill the home with natural light and create an open, inviting atmosphere throughout. The spacious living and dining areas flow seamlessly to a large wraparound terrace overlooking the downtown skyline. The kitchen is equipped with professional-grade appliances, custom cabinetry, and a large island with seating. Porcelain flooring, modern finishes, and thoughtful design details give the residence a clean, contemporary style. The primary suite features terrace access, dual owner-suite baths, a soaking tub, walk-in shower, and generous closet space. Each guest bedroom includes an ensuite bath and access to outdoor living areas. Residents at BLVD Sarasota enjoy two levels of luxury amenities, including a rooftop pool deck with cabanas and fire pits, fitness center, golf simulator, wine storage, pet grooming station, two assigned parking spaces, and concierge services. Ideally located just moments from The Quay Sarasota, Ocean Prime, Sarasota Bayfront Park, shopping, dining, theaters, and Sarasota’s vibrant arts scene. Call the listing agent for your private showing.

540 N Tamiami Trail Unit 804, Sarasota

Downtown Homes with Sidewalks Community Features

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