Sarasota Homes with Pool

West of Trail living at its finest! Nestled on a quiet street in one of Sarasota's most coveted neighborhoods, 1750 Alta Vista offers the perfect blend of timeless charm, thoughtful modern updates, and an exceptional outdoor lifestyle, all within easy walking and biking distance of Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and the Bayfront! Designed for effortless Florida living, the home has been extensively updated with a beautifully renovated kitchen featuring premium appliances, renovated bathrooms, impact-rated windows and doors, a new roof (2025), a whole-house water filtration system, EV charging, and a host of improvements that provide both comfort and peace of mind. The backyard is the true showpiece. Surrounded by lush landscaping for exceptional privacy, the heated gunite saltwater lap pool creates a resort-like setting perfect for morning swims, afternoon relaxation, or entertaining friends and family beneath the Florida sun. A charming courtyard patio seamlessly extends the living space outdoors, creating a private retreat rarely found this close to downtown. Whether you're strolling to dinner in Southside Village, cycling to the waterfront, exploring Sarasota's vibrant arts scene, or simply enjoying a cold drink poolside, this home delivers the lifestyle that has made West of Trail one of the city's most sought-after addresses. Move-in ready and thoughtfully updated, 1750 Alta Vista is an exceptional opportunity to own a private oasis in the heart of Sarasota!

1750 Alta Vista Street, Sarasota

$450,000

2 Beds ⋅ 2 Baths ⋅ A4703033 MLS ⋅ A BLDG.

Welcome to island living on beautiful Lido Key! This charming first-floor, 2-bedroom, 2-bath end-unit condo at The Lido Presidential offers the perfect blend of comfort, convenience, and an unbeatable location just steps from the beautiful sand of Lido Beach. Enjoy deeded beach access, a relaxing pool view, and the ease of first-floor living—all while being just minutes from the shopping, dining, and entertainment of iconic St. Armands Circle. Inside, the residence offers a bright and inviting layout ready to become your own coastal retreat. Spend your mornings walking the beach, afternoons lounging by the community pool, and evenings catching unforgettable Gulf Coast sunsets. Whether you're searching for a full-time residence, seasonal escape, or your own piece of paradise on Lido Key, Unit 101 offers an incredible opportunity to enjoy the Sarasota lifestyle in one of the area's most desirable beach communities. Your Lido Key lifestyle starts here!

845 Benjamin Franklin Drive Unit 101, Sarasota

$799,000

3 Beds ⋅ 3 Baths ⋅ A4701215 MLS ⋅ The Villas On Laurel BLDG.

Virtually Staged. Located in the heart of downtown Sarasota, Villas on Laurel is a boutique community of only nine residences situated directly beside Laurel Park on a quiet one-way street. This location places you just a few blocks from Sarasota Bay, Marina Jack, Main Street dining, art galleries, theaters, shopping, and the Sarasota Farmers Market. This two-story townhome offers three bedrooms, three full bathrooms, and a versatile floor plan that includes a spacious first-floor living area along with a full guest bedroom and bath. Upstairs, a loft provides additional flexible living space, while two private bedroom suites create comfortable accommodations for owners and guests alike. Recent improvements include a new HVAC system (2025), luxury vinyl plank flooring (2025), and updated appliances. Community-wide capital improvements include a new membrane roof (2025), resurfaced parking area, refreshed landscaping, and additional maintenance projects that reflect a well-managed homeowners association. Impact-rated Andersen windows were installed throughout the community in 2004. Additional features include two reserved parking spaces, a community pool, community storage room, and classic Old Florida architecture updated in 2005. A rare opportunity to enjoy low-maintenance living in one of downtown Sarasota's most convenient locations- schedule your private showing today!

1685 Laurel Street Unit 3, Sarasota

$1,395,000

2 Beds ⋅ 2 Baths ⋅ A4700305 MLS ⋅ The Demarcay BLDG.

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

$1,150,000

2 Beds ⋅ 2 Baths ⋅ A4695129 MLS ⋅ Villa Ballada BLDG.

Now completed! Families are living the good life in Villa Ballada. The third in our series of extraordinary contemporary architectural designs in the Rosemary District by local award-winning architects, Halflants & Pichette. Villa Ballada follows our first two projects by Dunn Hospitality Group, Zahrada and Zahrada 2, just a half block away. Twenty-two residences and two retail units presenting an unbelievable opportunity to choose from 21 different floor plans, each offering its own unique feel and desirable for many with lifestyle all on one level. This spacious residence overlooks the pool with your own private terrace. Wide open foyer, spacious designer kitchens with breakfast bar and welcoming dining and living rooms are key features in all 21 designs. A delightful swimming pool and courtyard cool you down on those hot summer days. Secure lobby and parking garage with assigned parking and optional EV charging stations keep you safe and sound. But in the end, the location where you can experience Sarasota’s downtown delights, such as delectable culinary opportunities, arts and culture, Florida Studio Theatre, Sarasota Opera House, Westcoast Black Theatre Troupe and the farmer’s market. There’s also Whole Foods close by, the John Ringling Causeway, Marina Jack and the Sarasota waterfront. The new construction techniques, premium finishes and craftsmanship rule the day. Experience Villa Ballada, as you won't be disappointed. Remember, we are only four blocks from our incredible new The Bay Sarasota 53-acre bayfront park underway for everyone who frequents and delights in Sarasota. Your new condominium is available from $990,000 to $1,995,000 with two-, three- and four-bedroom designs. See you soon. Low HOA fee includes insurance, management fees, building maintenance, a manager, exterior window cleaning once per year, water, sewer, trash and exterior pest control.

430 Kumquat Court Unit 212, Sarasota

$1,000,000

2 Beds ⋅ 2 Baths ⋅ A4694715 MLS ⋅ 332 Cocoanut BLDG.

Condominium 332 Cocoanut delivers the ideal blend of modern downtown living and effortless convenience in Sarasota’s vibrant Rosemary District. Offered turnkey furnished, Residence 302 is a beautifully appointed two-bedroom, two-bath condominium designed for those seeking a stylish, low-maintenance lifestyle in the heart of the city. On the third floor, this residence enjoys one of the convenient locations in the building, near the rooftop pool deck and only moments from the elevator and assigned parking space, creating an ease of living rarely found in downtown condominium living. Built in 2021, 332 Cocoanut is known for its contemporary design, intimate feel and relatively low HOA fees. Inside, the residence features thoughtful finishes, modern lighting and an open-concept layout. The spacious primary suite offers a walk-in closet and a private bath, while the guest suite provides comfort and flexibility for visitors or a home office. Residents enjoy a rooftop pool and entertaining area with sweeping city views, all just outside the residence’s front door. In Sarasota’s rapidly evolving Rosemary District, you are surrounded by acclaimed restaurants, cafés, galleries, fitness studios and nightlife, while remaining just moments from Main Street, Sarasota Bayfront, The Bay Park, St. Armands Circle and Lido Beach. Whether you are seeking a full-time residence, seasonal retreat or downtown pied-à-terre, Residence 302 offers a rare opportunity to enjoy accessible luxury with exceptional everyday convenience.

332 Cocoanut Avenue Unit 302, Sarasota

$529,000

1 Beds ⋅ 1 Baths ⋅ A4694230 MLS ⋅ Risdon On 5th BLDG.

Experience contemporary living in Sarasota’s vibrant Rosemary District at The Risdon on 5th, a 22-residence mixed-use condominium community recognized for its award-winning European-inspired architecture and design. **SELLER IS NOW OFFERING FINANCING OPTION TO QUALIFIED BUYERS OF BUYING DOWN INTEREST RATE to four and one half percent.** Positioned in one of downtown Sarasota’s accessible neighborhoods, this modern one-bedroom residence places an active lifestyle, culinary delights, the arts, wellness and entertainment just moments away. Designed for an active urban lifestyle, residents enjoy a solar-heated rooftop pool with unobstructed city views, two shaded lounge areas, and a spacious, secure gated courtyard providing one designated parking spot for owners and plenty of flex parking spaces for owners and guests. Inside, the open-concept floor plan features 12-foot ceilings, upgraded tile flooring throughout, energy-efficient impact glass walls and a streamlined modern aesthetic that maximizes natural light and functionality. The kitchen is appointed with stainless steel appliances, solid surface countertops and a waterfall-edge island designed for easy everyday living and entertaining. Plus, experience Florida’s outdoor lifestyle on your small patio near the front door. Near Sarasota’s renowned cultural and waterfront destinations, The Risdon on 5th offers convenient access to Whole Foods Market, the Sarasota Farmers Market, Marina Jack, the Sarasota Bay Park, Selby Library, art galleries, downtown shopping and acclaimed restaurants. The Ringling Bridge, St. Armands Circle, Sarasota Bay and Longboat Key are all within close reach, especially on the free BayRunner Trolley, creating an ideal setting for buyers seeking a connected, low-maintenance lifestyle in the center of downtown Sarasota.

1350 5th Street Unit 106, Sarasota

$650,000

1 Beds ⋅ 1 Baths ⋅ A4691938 MLS ⋅ Risdon BLDG.

Stunning one bedroom penthouse in the heart of the Rosemary District, one of downtown Sarasota’s most vibrant and sought after neighborhoods, this residence elevates luxury condo living with the ultimate distinction, an exclusive private 1 car garage, an exceptionally rare offering in luxury condo living. Positioned on a private penthouse level with only four residences, this refined urban retreat combines privacy, security, contemporary design, and unmatched walkability. Filled with natural light, the residence features soaring ceilings, impact rated windows and doors, electric blinds, and refined modern finishes throughout. The open concept layout is complemented by a beautifully appointed kitchen with a premium appliance package, sleek cabinetry, and an oversized single cell sink designed for both style and functionality. Designed by Halflants + Pichette Studio for Modern Architecture, Risdon on 5th showcases striking contemporary architecture and an elevated downtown Sarasota lifestyle. Step outside your door to enjoy the rooftop pool and observation lounges, offering resort style amenities and an elevated atmosphere perfect for relaxing or entertaining. The gated community provides peace of mind while placing you in the center of downtown Sarasota’s thriving arts and entertainment scene. Residents enjoy unbeatable walkability to the Sarasota Opera House, theaters, acclaimed dining, rooftop bars, art galleries, boutique shopping, coffee shops, nightlife, and waterfront attractions. The private one car garage is a true rarity for downtown Sarasota penthouse living, adding convenience and long term value rarely found in the Rosemary District. Ideal as a full time residence, seasonal retreat, or investment opportunity, this exceptional penthouse offers the perfect lock and leave lifestyle in one of Sarasota’s most desirable urban locations.

1350 5th Street Unit 402, Sarasota

$5,695,000

3 Beds ⋅ 4 Baths ⋅ A4688549 MLS ⋅ Mira Mar BLDG.

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

$975,000

2 Beds ⋅ 2 Baths ⋅ A4687470 MLS ⋅ 332 Cocoanut BLDG.

Located at 332 Cocoanut Ave in Sarasota’s Rosemary District, this well-appointed 2-bedroom, 2-bathroom condo offers a true downtown lifestyle in one of the city’s most vibrant and evolving neighborhoods. Just outside your door, you’ll find an eclectic mix of restaurants, cafés, art galleries and nightlife. The location also provides convenient access to Main Street, Bayfront Park, Sarasota’s waterfront, and a short drive to Lido Key and St. Armands Circle, making it ideal for both daily living and weekend enjoyment. Built in 2021, the building showcases a clean, modern design with the benefit of relatively low HOA fees. Inside, the unit features a spacious primary suite with a walk-in closet, upgraded lighting, and thoughtful finishes throughout. The private patio offers a comfortable space for entertaining or relaxing, while the rooftop pool deck delivers sweeping city views and an elevated setting to unwind. With its prime location, contemporary construction, and numerous owner upgrades, this condo presents a strong opportunity to experience comfortable, low-maintenance living in the heart of downtown Sarasota.

332 Cocoanut Avenue Unit 406, Sarasota

$1,385,000

3 Beds ⋅ 4 Baths ⋅ A4686636 MLS ⋅ Townhomes Of Orange Club BLDG.

Welcome to luxury urban living in the heart of downtown Sarasota. Located in the highly sought-after Townhomes of Orange Club, this stunning three-story residence offers approximately 2,300 square feet of thoughtfully designed living space just steps from the charm and culture of Burns Court. This beautifully appointed townhome features three spacious bedrooms, each with its own private ensuite bathroom, providing comfort and privacy for both residents and guests. A private elevator services all levels, seamlessly blending convenience with sophistication. Designed for both everyday living and entertaining, the home is crowned by an expansive rooftop deck—your own private retreat in the city—perfect for sunset gatherings, outdoor dining, or simply enjoying the vibrant downtown skyline. With its premier location, modern design, and rare rooftop living, this residence embodies the very best of Sarasota’s downtown lifestyle.

620 Rawls Avenue, Sarasota

$1,950,000

2 Beds ⋅ 3 Baths ⋅ A4684713 MLS ⋅ The Collection BLDG.

The Villa at THE Collection is one of the most unique new estates in the core of downtown. With over 800 SQF of private multiple terraces that create a single family home feel in the middle of the Downtown Core, this Villa is a true urban oasis. With expansive ceiling heights showcasing up to 13’ window walls of glass, natural light will flood the living/dining/kitchen open living area with huge views of the Sarasota Skyline. As day turns to dusk, enjoy gorgeous sunsets and twinkling city lights with the ideal South and West exposure to all of Sarasota. Featuring private access to an exclusive amenity level shared with only 11 neighbors, simply walk over directly from your Villa to the luxurious pool, spa, pool cabanas, fire table, grill, community room, board room, sauna, fitness center and private climate controlled storage - no luxury has been spared. The amenities truly feel like an extension of your private residence. The Villa features custom designed cabinetry, custom walk in closets, pantry and custom Library,quartz counter surfaces, floating vanities, tile throughout, a gas range and Miele appliances. The finest art collectors in the world all begin with one thing in mind – a passion for what they collect and the story of how they started. This is the same tale of The Collection Condominium - A building constructed to the highest level of luxury to emulate art and showcase the very best in lifestyle and design. It is the unique opportunity to translate a passion for Florida sunsets, the best in urban design, and a zest for an artful existence into a way of living. Welcome to the newest residential offering located in the heart of the art district in downtown Sarasota. THE Collection is a testament to boutique luxury, featuring only 12 residences in one of the quietest neighborhoods with a mid-century modern feel. Every residence at THE Collection exudes luxury estate living.

1335 2nd Street Unit Villa 2E, Sarasota

Sarasota Homes with Pool

Newest Sarasota Homes with Pool