Downtown Homes with Park Community Features

3 Beds ⋅ 4 Baths ⋅ Waldorf Astoria Residences Sarasota SubDv. ⋅ 34236 Zip Code

Pre-Construction. To be built. At Waldorf Astoria Residences Sarasota, this global legacy is seamlessly woven into the fabric of downtown living, where anticipatory service, architectural distinction, and an elevated sense of place come together to create a residential experience that is distinctly rooted in the effortless elegance of the Gulf Coast. Residence 1602 from the Horizon Collection offers 3 bedrooms and 3.5 bathrooms spanning 3,322 SF of interior space with views of Sarasota’s skyline and beyond. A terrace spanning nearly the full length of the residence creates a seamless connection to the outdoors, while soaring 14-foot ceilings and floor-to-ceiling glass fill the home with light and frame the views. A gathering salon extends the living/dining area while separate media room offers flexibility as a library or home office. A signature concierge closet allows for discreet package delivery, while multiple rooms open to the terrace, enhancing the home’s effortless indoor-outdoor flow. The designer kitchen centers on an architecturally sculpted island that complements the flowing geometry of the building, while anchoring the open living and dining spaces. Custom cabinetry is designed by Molteni & C framing premium appliances by Sub-Zero and Wolf, including a gas cooktop, pair with elegant Dornbracht fixtures to create a kitchen that is both refined and highly functional. A walk-in pantry and a spacious laundry room provide exceptional convenience, with ample room for storage thoughtfully integrated throughout. The primary suite offers a tranquil retreat, highlighted by a spa-inspired seven fixture bath featuring dual vanities, dual showers, two enclosed water closets, and a soaking tub, creating a true private sanctuary within the home. Beyond the residence, Waldorf Astoria Residences Sarasota offers nearly 60,000 sq ft of curated interior amenities and garden spaces in the heart of downtown. Residents will enjoy Peacock Alley Lounge, a private dining room, golf simulator, theater lounge, and wellness center with steam and infrared saunas, along with hot and cold plunge pools. The elevated private garden includes a resort-style pool, Florida Pavilion with grilling stations, and an entertainment lawn with a tranquil outdoor grove featuring a collection of citrus trees. The community will be professionally managed by Hilton to meet Waldorf Astoria standards, offering a robust staff dedicated to providing anticipatory service. This includes 24/7 valet, front desk, security and emergency maintenance response in addition to a personal concierge, bellman/doorman, spa/pool attendant and in-residence dining. Gracing Five Points Park in the heart of downtown, the Waldorf Astoria Residences Sarasota will introduce a new silhouette to the skyline. Masterfully designed by internationally acclaimed ODP Architects with interiors by Workshop/ADP, each residence embodies the seamless union of architectural innovation and elevated design. For nearly a century, The Waldorf Astoria name has set the global benchmark for elegance, creating addresses where history unfolded surrounded by timeless elegance. From pioneering the concept of luxury hospitality to introducing enduring traditions such as Peacock Alley, the brand has consistently defined what it means to live and travel well. Today, that heritage is thoughtfully reimagined in Sarasota.

1390 Main Street Unit 1602, Sarasota

$699,900

2 Beds ⋅ 2 Baths ⋅ Rivo At Ringling SubDv. ⋅ 34236 Zip Code

Perched on the 12th floor of the iconic Rivo at Ringling, this beautifully remodeled 2-bedroom, 2-bathroom plus den residence offers the ultimate downtown Sarasota lifestyle. Designed by the Rivalta's and executed by The ADP Group alongside architect Robert Towne, the building’s signature curvilinear shape and breathtaking 15-story indoor atrium flood the interior hallways with natural light through a massive center skylight. Step inside this high-floor urban sanctuary to experience an incredible sense of space, courtesy of rare 10-foot ceilings, which are a full foot higher than lower-level units. Elegant crown molding guides you into a fully remodeled gourmet kitchen featuring designer cabinetry, premium granite countertops, a seamless single-level dining bar, and an upgraded GE slide-in stove with a matching granite backsplash and vent hood. High-end culinary additions include an easy-access drawer microwave, a super-quiet dishwasher, a French-door refrigerator, and extensive lighting. Both bedrooms have walk in closets and there are plantations shutters throughout. Both bathrooms have been completely transformed into spa-like retreats boasting beautiful custom tile work, massive walk-in showers, designer cabinetry, and Toto toilets. The versatile den features classic French doors and its own closet, making it an ideal home office or a welcoming third sleeping space for overnight guests, while an oversized laundry and utility room provides extra space for a hobby area or secondary desk. Relax on your oversized tiled balcony facing east, allowing you to enjoy shaded outdoor dining without the intense afternoon sun baking your space. This unit includes premium conveniences like two deeded garage spaces, a large assigned storage unit, and access to dedicated indoor bicycle and kayak storage rooms, with stylish furniture available as an optional inclusion. Built on a robust pier-and-pillar foundation, the building ensures peace of mind with floor-to-ceiling, certified hurricane-proof sliding glass doors engineered for severe wind pressures. This premium impact glass also blocks UV heat transmission for low energy bills and provides total sound insulation from the city below. The third floor acts as your private oasis, housing top-tier amenities including a resort-style outdoor pool and spa, an outdoor grilling area, a fully equipped modern fitness center, and an elegant community club room. Enjoy absolute privacy with layered property security, including an automated garage gate, electronic key fob access, continuous digital surveillance, and a 24-hour concierge service with an on-site management team staffing the secure main lobby to provide concierge-style oversight for arrivals and package deliveries. Located just one block off Main Street, Rivo places the best of the city at your doorstep. You can easily walk to two premium supermarkets, over a fifty top-tier restaurants, five performance theaters, and a multi-screen movie house. The location is an outdoor lover's paradise, situated moments from the vibrant paths of Payne Park, the stunning waterfront promenade of Bayfront Park, and the premier recreation at Centennial Park, giving you immediate access to the 10th Street boat launch for quick days out on the water. This is a rare opportunity to secure a highly upgraded, walkable luxury lifestyle in the heart of downtown Sarasota.

1771 Ringling Boulevard Unit 1205, Sarasota

$325,000

1 Beds ⋅ 1 Baths ⋅ Gulfstream Towers SubDv. ⋅ 34236 Zip Code

Discover the ultimate downtown Sarasota lifestyle from this beautifully maintained fourth-floor condominium offering partial Sarasota Bay, Bayfront Park, and Marina Jack views. Perfectly positioned at the coveted corner of Main Street and Gulfstream Avenue, this residence places the very best of Sarasota just outside your front door. Step inside to find expansive living spaces, wood-look tile flooring throughout, abundant natural light, and a warm modern aesthetic that complements the building's timeless mid-century architecture. The spacious primary suite offers comfort and privacy, while the retro-inspired bathroom preserves the character and charm that make this residence truly unique. Enjoy spectacular sunset skies from the comfort of your living room or take a short stroll to Sarasota's vibrant waterfront, renowned restaurants, boutique shopping, theaters, art galleries, farmers market, and year-round cultural events. Whether enjoying morning walks along the bayfront or evenings dining downtown, every day feels like a vacation. This well-maintained community offers exceptional amenities including a resort-style pool and expansive sun deck, social room with kitchen and dining area, refurbished lobby and common areas, updated elevators, impact-resistant windows, and attractive brick paver decking. Ideal as a primary residence, seasonal retreat, or investment opportunity, this is a rare chance to own in one of Sarasota's most desirable downtown locations where waterfront living, walkability, and urban convenience come together seamlessly.

33 S Gulfstream Avenue Unit 404, Sarasota

$569,000

2 Beds ⋅ 2 Baths ⋅ Bays Bluff Atps Sec 1 SubDv. ⋅ 34236 Zip Code

MOTIVATED SELLER! DON'T MISS THIS OPPORTUNITY! This 1st floor end-unit directly faces Sarasota Bay and offers the ability to walk right out to the bayfront. As the largest floor plan available in Bay’s Bluff, the residence spans the entire width of the building and, with its expansive windows, offers either sunrise or sunset views from every room - - - and wonderful cross breezes! * * * Nicely updated, this unit is move-in ready with some furniture included. Hurricane-impact windows provide added peace of mind. The screened lanai is a wonderful place to sit, relax and watch the seabirds, sailboats, and breathtaking sunsets. * * * Bay’s Bluff is a charming, pet-friendly mid-rise community. Are you a dog lover? Imagine being able to take your dog out directly from your unit and walk with them along the bayfront. * * * The waterfront heated pool and grill area are ideal for hosting a sunset cocktail party or cookout. Or relax at the water’s edge in an Adirondack chair on the community’s 267-foot private seawall, where the soothing sounds of the bay will calm your mind and spirit. * * * Location, location, location! Publix grocery is conveniently located just across the street; The Bay Park, Sarasota’s 53-acre cultural and waterfront destination, is only two blocks away; downtown Main Street is just one mile away, offering easy access to world-class dining, theaters, galleries and shopping; the Sarasota-Bradenton Airport is 4 miles away; and one of Sarasota’s many wonderful beaches lies just on the other side of the Ringling Bridge that you can see from the lanai. * * * Don’t miss this rare opportunity to own a premier bayfront residence in downtown Sarasota, with water views and a prime location.

1100 Imperial Drive Unit 108, Sarasota

$2,950,000

2 Beds ⋅ 3 Baths ⋅ Waldorf Astoria Residences Sarasota SubDv. ⋅ 34236 Zip Code

Pre-Construction. To be built. Residence 803 presents a beautifully composed two-bedroom floorplan with an extended balcony spanning the full length of the home. A private elevator vestibule creates a discreet and refined arrival, setting an elegant tone from the moment of entry. Positioned as a corner residence overlooking Pineapple Avenue and the Waldorf Astoria’s elevated garden, the home captures both morning and evening light, with tranquil views extending across the pool, gathering areas, and a curated citrus grove below. The designer kitchen is seamlessly integrated into the open-concept living and dining spaces, appointed with Wolf and Sub-Zero appliances and Dornbracht fixtures. The primary suite serves as a true retreat, featuring an expansive seven-fixture bath with dual vanities, dual showers, two enclosed water closets, and a soaking tub. Waldorf Astoria Residences Sarasota offers over 60,000 square feet of thoughtfully curated interior amenities and garden spaces in the heart of downtown. A gracious lobby and guest lounge provide an inviting setting for both morning and evening gatherings, while Peacock Alley serves as the central social lounge, complemented by a library and private dining room. The game room complete with bar, card tables, and a golf simulator offers a lively escape, while the theater lounge is ideal for film nights or watching sporting events. Wellness offerings include a full fitness center, motion studio, locker rooms, infrared spa, sauna, treatment room, and the L’Orangerie relaxation lounge, which connects to an outdoor yoga lawn and hot and cold therapy pools. Outdoors, nearly 25,000 square feet of elevated private gardens feature a resort-style pool, private cabanas, a refreshment station, gathering spaces, an entertainment lawn with citrus grove, and a Florida Pavilion with bar and grilling stations. Each residence includes a concierge delivery closet, with select homes offering private or semi-private elevator access. The property will be professionally managed by Hilton Waldorf Astoria, supported by a dedicated team providing 24-hour valet, front desk, security, and emergency maintenance, along with doorman and bellman service, personal concierge, spa and pool attendants, and in-residence dining. Ownership includes Hilton Honors® Diamond status from contract through the duration of ownership, extending preferred recognition and benefits across Hilton’s global portfolio. This is a rare opportunity to secure a garden-facing corner residence within Sarasota’s most anticipated address. Renderings are for illustrative purposes only and reflect the intended character of the residences; actual floor plans, features, dimensions, and finishes may vary and are subject to change without notice.

1390 Main Street Unit 803, Sarasota

$6,895,000

4 Beds ⋅ 5 Baths ⋅ Waldorf Astoria Residences Sarasota SubDv. ⋅ 34236 Zip Code

Pre-Construction. To be built. Gracing Five Points Park in the heart of downtown, the Waldorf Astoria Residences Sarasota will introduce a new silhouette to the skyline. Residence 1505 is distinguished by sweeping panoramic views of the Sarasota skyline, marina, and the shimmering waters of Sarasota Bay, offering an extraordinary vantage point. Masterfully designed by internationally acclaimed ODP Architects with interiors by Workshop/APD, each residence embodies the seamless union of architectural innovation and elevated design. For nearly a century, the Waldorf Astoria name has set the global standard for elegance, creating addresses where history unfolded amidst timeless style and sophistication. From pioneering luxury hospitality to establishing enduring traditions such as Peacock Alley, the brand has consistently defined refined living and travel. Today, that celebrated heritage is reimagined in Sarasota. At Waldorf Astoria Residences Sarasota, this legacy is woven into downtown living, where anticipatory service, architectural distinction, and an elevated sense of place create a residential experience that is internationally inspired yet distinctly rooted in the effortless elegance of the Gulf Coast. Residence 1505 of the Horizon Collection spans 4,428 square feet with nearly a full-length terrace, 14-foot ceilings, and floor-to-ceiling glass create a seamless indoor-outdoor flow filled with natural light. The residence features four bedrooms, four and one-half baths, a versatile den ideal as a private office or media lounge, and a gracious private elevator lobby. A signature concierge closet allows for discreet package delivery, while multiple rooms open to the terrace, enhancing the home’s effortless indoor-outdoor flow. The designer kitchen centers on an architecturally sculpted island that complements the flowing geometry of the building, while anchoring the open living and dining spaces. Premium appliances by Sub-Zero and Wolf, including a gas cooktop, pair with elegant Dornbracht fixtures to create a kitchen that is both refined and highly functional. A large walk-in pantry and a spacious laundry room provide exceptional convenience, with ample room for storage thoughtfully integrated throughout. The primary suite offers a tranquil retreat, highlighted by a spa-inspired seven fixture bath featuring dual vanities, dual showers, two enclosed water closets, and a soaking tub, creating a true private sanctuary within the home. Beyond the residence, Waldorf Astoria Residences Sarasota offers nearly 60,000 sq ft of curated interior amenities and garden spaces in the heart of downtown. Residents will enjoy Peacock Alley Lounge, a private dining room, golf simulator, theater lounge, and wellness center with steam and infrared saunas, along with hot and cold plunge pools. The elevated private garden includes a resort-style pool, Florida Pavilion with grilling stations, and an entertainment lawn with a tranquil outdoor grove featuring a collection of citrus trees. The community will be professionally managed by Hilton to meet Waldorf Astoria standards, offering a robust staff dedicated to providing anticipatory service. This includes 24/7 valet, front desk, security and emergency maintenance response, as well as a personal concierge, bellman/doorman, spa and pool attendants, in-residence dining, and the exclusive privilege of a dedicated Rolls-Royce house car delivering effortless, chauffeured transportation in keeping with the Waldorf Astoria standard of service.

1390 Main Street Unit 1505, Sarasota

$1,295,000

3 Beds ⋅ 3 Baths ⋅ Gillespie Park Sub SubDv. ⋅ 34236 Zip Code

Welcome to this unique custom offering of blended versatility, which includes 3 bedrooms with 3 baths. A concrete block custom build in 2005. Directly across the road from Gillespie Park, a dazzling 10-acre monitored park. Ideal for extended family, visitors, artist studio, and/or additional rental income, so just let your imagination run wild. High-impact hurricane windows and a newly installed roof in 2024 with hurricane tie-downs. The freshly painted main house features a double sided gas fireplace, stained acid-washed floors, a common feature throughout the compound, newly installed granite-honed countertops, new subway tiles in the kitchen and freshly painted solid wood cabinets. If it is purity you want, try the Apec Reverse Osmosis dispenser at the newly installed kitchen sink. Bosch gas cooktop, dishwasher and convection wall oven, Whirlpool refrigerator with Electrolux washer and dryer. Tankless on-demand hot water, gas for the main house, and an additional electric unit for the guest suites. A well for irrigation, EV 220-volt 50-amp charging station, storage bins and racks for kayaks, two driveways, private hedging with magnolia, holly, black bamboo and hibiscus, or if it's the fruit you want, mango, avocado, lemon, papaya and banana trees. An outdoor shower, brick pavers throughout the inspiring courtyard with hanging lights, and a fire pit to capture those spectacular starry evenings. One guest suite was built with the original house with a kitchenette, while the second was built in 2022, complete with a full kitchen and washer/dryer combo. Both suites come complete with mini-split heat pumps, one installed in 2023, and are turnkey furnished. Gillespie Park, which is directly across the street, features grand oaks, recreational trails, a lake, tennis courts, a pickleball court, a gazebo, a dog park and a basketball court. Centrally located and within short distance of Sprouts, Whole Foods, restaurants and local shopping, this neighborhood offers a vibrant and ever-evolving downtown neighborhood.

640 N Osprey Avenue, Sarasota

$349,900

1 Beds ⋅ 1 Baths ⋅ Gulfstream Towers SubDv. ⋅ 34236 Zip Code

33 Gulfstream Towers #307—Updated 1BR/1BA, third floor. Across from Marina Jack, the bayfront park, and downtown dining, this turnkey condo blends city convenience with coastal living. The renovated kitchen features new stainless-steel appliances and contemporary finishes, while custom blinds and an open layout keep the living area bright and airy. The bath offers a relaxing tub/shower combo. Building amenities include a recently refurbished heated 30’×50’ pool with a large sun deck, a club room with a full kitchen, a fitness center, and on-site laundry. Location: steps to restaurants, shops, cultural venues, and events, minutes to Sarasota’s renowned beaches.“One or more photo(s) were virtually staged.”April 31, 2026. Disclosure: photos and rooms are virtually staged to illustrate furniture placement; furnishings do not convey.

33 S Gulfstream Avenue Unit 307, Sarasota

$2,250,000

4 Beds ⋅ 4 Baths ⋅ Burns Owen SubDv. ⋅ 34236 Zip Code

Welcome to your own private Spanish-Mediterranean-inspired sanctuary, perfectly nestled in the heart of Sarasota’s historical Laurel Park. This rare exquisitely updated 4-bedroom, 3.5-bath residence blends timeless charm with modern sophistication offering a dynamic combination of style, comfort, and versatility. This private gated home offers a separate guest or in-law suite with a full kitchen and en-suite bath ideal for extended family, visitors, or potential rental income. Step outside into a lush, resort-style backyard, where tropical landscaping frames a shimmering turquoise saltwater pool/spa and a retractable awning to enjoy your personal oasis for relaxing afternoons or elegant entertaining. Inside, the main home's fully renovated first level boasts European white oak flooring, a thoughtfully designed chef’s kitchen, and bespoke finishes throughout. Unique touches include a custom ventilated cat retreat tucked playfully beneath the staircase, blending charm and creativity. The newly crafted white oak staircase leads to the upper level, where the white oak floors continue and lime-washed plaster walls create a soft, elevated ambiance that’s both serene and stylish. All of this, just steps away from the vibrant lifestyle of downtown Sarasota; including Burns Court, Selby Gardens, and an abundance of dining, arts, and cultural attractions. There is also a kayak launch around the corner, so you're able to venture out via Hudson Bayou to the bay or to the neighborhood's "pocket park" on Laurel Street. With unmatched walkability and a one-of-a-kind design, this home offers a rare opportunity to live beautifully in one of Sarasota’s most beloved neighborhoods.

1724 Cherry Lane, Sarasota

$5,495,000

4 Beds ⋅ 3 Baths ⋅ Bay Point Park SubDv. ⋅ 34236 Zip Code

Being in the same family for 75 years, this is a rare opportunity to own a stunning, nearly half-acre waterfront lot in the highly desirable Bay Point Park neighborhood of Sarasota. Situated on protected sailboat water with no bridges to the Gulf of Mexico, this unique property offers unparalleled access to the serene waters of Sarasota Bay, with breathtaking views of the iconic Ringling Bridge and the vibrant downtown Sarasota skyline. Enjoy a truly walkable lifestyle with the best of Sarasota at your doorstep. Stroll to Marie Selby Botanical Gardens, the charming shops and gourmet restaurants of downtown, the quaint Southside Village, and the renowned Morton's Gourmet Market—all just moments away. Tucked away in a tropical oasis, this secluded lot offers privacy, tranquility and convenience, providing the perfect setting for a custom-built home with sweeping waterfront views. Located in one of the most sought-after West of the Trail neighborhoods, this large waterfront parcel presents a unique opportunity to create a luxurious sanctuary in one of Sarasota's most coveted locations. Whether you’re an avid sailor or simply appreciate the beauty of coastal living, this property is your perfect canvas. Don’t miss the chance build your dream home on this exceptional slice of Sarasota paradise—where the natural beauty, luxury, and lifestyle you’ve always dreamed of can finally become a reality.

1479 Bay Point Drive, Sarasota

Downtown Homes with Park Community Features

Newest Downtown Homes with Park Community Features