Downtown Sarasota Homes with Pool Community Features

Downtown Sarasota Homes with Pool Community Features

Welcome to Downtown Sarasota, Florida—a vibrant and charming community that perfectly blends urban sophistication with laid-back coastal living. Nestled in the heart of Sarasota County, this dynamic neighborhood offers a unique lifestyle that caters to both the bustling city dweller and the serene beach lover.

One of the standout features of Downtown Sarasota is its stunning array of homes, many of which boast private pools, creating an inviting oasis for relaxation and entertainment. Imagine stepping out into your own backyard retreat, where you can soak up the sun, host summer barbecues, or unwind with a refreshing swim after a long day. The homes in this community range from contemporary condos to elegant single-family residences, each designed with comfort and style in mind.

In addition to the luxurious homes, Downtown Sarasota is a hub of activity and culture. Residents enjoy easy access to a plethora of dining options, boutique shopping, and art galleries, all within walking distance. The nearby waterfront offers picturesque views and recreational opportunities, from sailing and paddleboarding to leisurely strolls along the bayfront.

The community is also known for its vibrant social scene, with numerous events and festivals throughout the year that bring neighbors together to celebrate the local culture. With its perfect blend of community spirit and urban convenience, Downtown Sarasota is more than just a place to live; it’s a lifestyle waiting to be embraced. Come discover your dream home in this enchanting neighborhood, where every day feels like a vacation!

Newest Downtown Sarasota Homes with Pool 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

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

Priced to current solds with westward exposure. Discover the ultimate in contemporary living with this rarely available northwest corner unit on the 10th floor of Rivo at Ringling. This iconic residence promises a luxurious lifestyle, boasting extensive concierge services and an amenity-rich level that includes a pristine pool, a state-of-the-art fitness center, and secure parking. Upon entering, you're greeted by a welcoming generous foyer that effortlessly guides the eye through the expansive living area. The highlight? An impressive 16-foot sliding glass wall that opens onto a stunning 20’ x 9’ terrace, showcasing enchanting views over the city, the islands, and verdant landscapes. Enjoy vistas of Main Street and beyond, admiring diverse architectural styles juxtaposed with tree canopies and water views. The panorama also stretches through Big Pass to the Gulf of Mexico, extending to Siesta Key to the south and northerly to Sarasota Bay. The open-plan great room is a delight, offering ample space for casual seating and formal dining, all while being immersed in the beauty of the outdoor scenery and the evening's twinkling lights. The master suite is a private haven, featuring a custom walk-in closet and an en-suite bath adorned with a double-size vanity, a granite countertop, a spacious walk-in shower surrounded by chrome-framed glass, and a luxurious soaking tub. The thoughtful split-bedroom design offers additional seclusion, with two additional bedrooms providing captivating views of the city and water. A full bathroom boasts a shower/tub combination accented with a quartz countertop and a chic vessel sink. Abundant closet space and a dedicated full-size laundry room add to the well-planned functionality of the home. Recent upgrades include a new Rheem water heater ( 2022) and a Trane air conditioner (2024). The property's secure gated parking garage with two private spaces ensures stress-free parking. Rivo at Ringling delivers vibrant urban living within an architectural masterpiece built around an atrium bathing the interiors in natural light and adorned with lush indoor landscaping. Positioned perfectly to enjoy all that downtown Sarasota has for you to enjoy, while remaining a serene escape from the bustle, it is only a quick free trolley ride to stunning beaches and within a quick walk to fine dining, boutique shopping, and entertainment. On the third floor, residents are treated to luxurious amenities including a heated pool and spa with sundeck, a BBQ area, a modern gym, a social room, friendly on-site management, a convenient bike room, and a kayak rack. Redefining urban sophistication, Rivo at Ringling stands as a testament to iconic style, with fully funded reserves ensuring peace of mind and a vibrant social calendar that enriches community life.

1771 Ringling Boulevard Unit 1001, Sarasota

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

2 Beds ⋅ 3 Baths ⋅ Payne Park Sub SubDv. ⋅ 34237 Zip Code

This beautiful new paired home in Payne Park Village blends vibrant lifestyle spaces with top-quality craftsmanship. Achieve your interior design ambitions in the glamorous and spacious open-concept floor plan with beautiful laminate flooring and huge, energy-efficient windows that fill the home with cool natural light. The epicurean kitchen includes a breakfast island with quartz countertops and white 42"cabinets and a step-in pantry. Your elegant Owner's Retreat features luxury bathroom amenities and an enhanced walk-in closet. The downstairs bedroom provides a private bathroom and a brilliant place for growth and personalization. With Downtown Sarasota in your backyard, and direct access to legacy trail, you are sure to live your best life here in Payne Park Village.

2317 Lindstrom Street, 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 ⋅ 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

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 ⋅ 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

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