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Downtown Sarasota

One of the most popular communities provided by The Graf Group of Coldwell Banker

Downtown Sarasota

About Downtown Sarasota

Living in downtown Sarasota, Florida offers a vibrant blend of urban sophistication and coastal charm. This lively neighborhood is known for its stunning bayfront views, cultural attractions, and a diverse array of dining and shopping options. Residents enjoy easy access to world-class art galleries, theaters, and festivals that showcase the area’s rich artistic heritage. The nearby sandy beaches provide a perfect escape for sun-seekers and outdoor enthusiasts, while the city's parks and waterfront promenades promote an active, healthy lifestyle. With a strong sense of community and a dynamic atmosphere, downtown Sarasota is not just a place to live; it’s a lifestyle that embraces both relaxation and excitement.

One of the most popular communities provided by The Graf Group of Coldwell Banker

2,938

# of Listings

2

Avg # of Bedrooms

$667

Avg. $ / Sq.Ft.

$1,353,892

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

2938 Properties Found. Page 45 of 196.

Mesmerizing, unobstructed views of Sarasota Bay and the Gulf of Mexico set a breathtaking stage from this towering 17th-floor residence at Condo on the Bay, where sky, water and city lights create an ever-changing coastal panorama. Perfectly positioned on a private peninsula in the heart of Sarasota, this home captures elevated waterfront living with a rare sense of openness and tranquility. From sunrise reflections over the bay to golden sunsets across the Gulf, every moment is framed by water. Expansive windows and floor-to-ceiling glass sliders draw your eye outward, while a spacious, covered balcony offers a front-row seat to passing boats, seabirds and Sarasota’s natural shoreline. Upon entry, the view takes center stage, complemented by a custom built-in buffet with a wine cooler as well as French oak plank flooring. The renovated kitchen features new stainless steel appliances, updated fixtures, Campbell solid wood cabinetry and striking Cambria quartz countertops that extend seamlessly along the full wall, creating a clean, modern statement. A pass-through design connects the kitchen to the dining and living areas, enhancing light and flow, with additional built-in cabinetry providing generous storage. The living space is thoughtfully designed with a floating media cabinet, a Samsung Frame TV and a Sonos sound bar included. In the primary suite, custom details continue with floating nightstands, a wood canopy bed and a spacious walk-in closet with built-ins, while a wall of windows showcases sweeping views of the bay, Longboat Key and the Gulf beyond. Both baths have been fully updated with new cabinetry, tile and countertops and the guest bedroom features an oversized closet with custom built-ins. Tinted glass entry doors throughout the residence add a refined contemporary touch. Residents of Condo on the Bay enjoy a secure, gated environment with 24-hour concierge and security, along with amenities that include two resort-style pools, tennis courts, two fitness rooms, social spaces and a private marina with boat slips available for lease. Kayak launches, a fishing pier and waterfront walking paths further enhance the coastal lifestyle. Directly next to The Bay, Sarasota’s transformative 50-plus-acre waterfront park, residents have immediate access to scenic trails, performance venues, open green space and year-round cultural programming. Downtown Sarasota’s renowned dining, arts and cultural scene is just moments away, along with St. Armands Circle and the white sand beaches of Lido Key. Whether as a full-time residence or seasonal retreat, this is a rare opportunity to own a premier position in Sarasota’s skyline, offering panoramic water views, exceptional amenities and unmatched proximity to downtown coastal living. Furnishings are available on a separate schedule.

SARASOTA

988 BLVD OF THE ARTS 1710

2 Beds

2 Baths

1,555 Sq.Ft.

$1,499,000

MLS#: A4690864

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.

SARASOTA

301 QUAY COMMONS 1007

2 Beds

2 Baths

1,578 Sq.Ft.

$1,498,000

MLS#: A4697152

Nestled within The Sanderling Club on South Siesta Key, this exceptional homesite offers a rare opportunity to create a private coastal estate in one of Sarasota’s most coveted and exclusive communities. Set on nearly one acre, with an extraordinary 400 feet of waterfront along Heron Lagoon, the property provides a breathtaking natural backdrop defined by tranquility, privacy, and unspoiled beauty.

Fully cleared and ready for construction, this expansive parcel is a blank canvas for your vision—whether you’re dreaming of a modern coastal retreat or a timeless island-inspired residence. With plans available from Yoder Homes, you have the unique advantage of accelerating the building process while still tailoring finishes and design details to your personal style. The ability to move forward with a proven, high-end design concept allows you to get ahead—saving valuable time while ensuring a refined, luxury outcome.

The setting itself is equally compelling. Positioned just moments from the Sanderling Club’s private beach access, residents enjoy the best of both worlds—peaceful lagoon-front living paired with easy access to Siesta Key’s world-renowned Gulf beaches. Imagine evenings spent taking in vibrant sunsets over the water, or mornings surrounded by lush natural landscapes and coastal breezes.

This is more than just a homesite—it’s an opportunity to design and build a legacy property in a community known for its privacy, natural beauty, and timeless appeal. With its premier location, expansive lot size, and endless possibilities for customization, this offering represents one of the most compelling land opportunities on South Siesta Key.

Create your vision. Build your dream. Live exceptionally.

SARASOTA

7340 PINE NEEDLE ROAD

None Beds

None Baths

0.8 acres

$1,495,000

MLS#: A4693329

You will melt away on Crescent Beach's powder/sugary white sand and float away in the shimmering waters of the Gulf of Mexico. This residence has been beautifully renovated to provide the ultimate beach home for you to call your own. The kitchen area features a day bed and a custom wood top island. Enjoy your morning coffee or sunset drink on your private lanai. Residents enjoy the heated pool/spa with cabana and outdoor kitchen, two grilling areas, a sunset beachside deck and lighted pickle ball/tennis courts. You will appreciate the on-site management office, fitness room and large community center. Come see for yourself what Casarina offers for fine beachside living.

SARASOTA

5880 MIDNIGHT PASS ROAD 704

2 Beds

2 Baths

1,498 Sq.Ft.

$1,495,000

MLS#: A4685065

Price reduced

#A4683822

SARASOTA

420 BEACH ROAD 606

2 Beds

2 Baths

1,316 Sq.Ft.

$1,495,000

MLS#: A4683822

In the "heart" of the most popular West of Trail neighborhood, step into a rare piece of Sarasota history just a short stroll to Southside Village restaurants and shops, downtown and 2 blocks to Sarasota Memorial Hospital. Behind a classic white picket fence, this 1926 home welcomes you with a generous yard framed by mature landscaping and colorful gardens. A cozy front porch sets the tone for your entrance into timeless architectural details which blend seamlessly with modern updates. Wood floors run throughout the living areas with natural light pouring in through numerous windows. Tall ceilings are complimented by original wood trim. All the details we love in an older home yet with many updates. The main home offers 2,575 sq ft thoughtfully laid out for everyday living and entertaining. The main level features multiple living spaces, separate dining room, a guest bedroom, a dedicated office and laundry room. Upstairs, the spacious owner's suite plus an additional bedroom with ensuite bathroom provide comfort and privacy. The remodeled kitchen is beautifully appointed with granite counters and custom cabinetry AND....a charming 306 sf studio-style guest cottage that has its own entrance and patio. COME SEE THIS BEAUTY, you will LOVE it.

SARASOTA

1751 FLOYD STREET

4 Beds

5 Baths

2,881 Sq.Ft.

$1,495,000

MLS#: A4682724

Price reduced

Boutique downtown living takes on a new level of sophistication at Sansara, an exclusive 10-story building with only 17 private residences in one of Sarasota’s most walkable and vibrant locations. Just moments from Burns Court’s cafés, eclectic boutiques, galleries, and the Sarasota Bayfront, this address offers both convenience and a sense of quiet retreat. Residence 302 captures a peaceful, elevated perspective with views of tropical greenery, the glistening pool, and the city skyline beyond. Encompassing nearly 2,300 SF, the home is thoughtfully designed with expansive walls of glass that invite in abundant natural light, rich hardwood flooring, tailored cabinetry, elevated lighting selections, and automated window treatments. The kitchen serves as a stylish centerpiece, appointed with sleek European cabinetry, quartz countertops, premium Bosch appliances plus wine refrigerator, and a spacious island ideal for gathering. The open-concept living area extends effortlessly to a private terrace; an inviting space to start the day or relax in the evening while overlooking the pool below. A well-designed split floor plan provides both comfort and privacy. The primary suite is a serene escape with terrace access, custom walk-in closet, and a spa-like bath featuring dual vanities and a walk-in shower. Two additional guest suites, one perfectly suited for a home office or den, offer versatility for a variety of lifestyles. Additional highlights include impact-rated windows and 10-foot disappearing sliders, multiple outdoor spaces, custom dry bar for effortless entertaining, generously sized laundry room with storage, customized closets, and secure elevator access. Residents of Sansara enjoy a collection of boutique amenities, including a heated saltwater pool and spa, cabana areas, fire pit lounge, outdoor kitchen and grill, a fitness studio, and secure building access. All designed to complement a relaxed yet refined downtown lifestyle. The residence is offered with the option to be sold partially furnished.

SARASOTA

300 S PINEAPPLE AVENUE 302

3 Beds

3 Baths

2,291 Sq.Ft.

$1,495,000

MLS#: A4691974

An exceptional opportunity to build your dream home in one of Sarasota's most coveted West of Trail locations. Situated within the McClellan Park neighborhood, this expansive homesite offers the perfect canvas for a custom luxury residence surrounded by some of Sarasota's most distinguished properties.

Nestled on a quiet, tree-lined street, the property enjoys an enviable location just moments from Southside Village, Sarasota Memorial Hospital, Selby Gardens, Marina Jack, and Downtown Sarasota. Residents will appreciate the convenience of nearby boutique shopping, award-winning restaurants, waterfront parks, and cultural attractions, all while enjoying the privacy and charm of an established residential enclave.

The generous lot size provides ample space to design a custom home with resort-style outdoor living, pool, guest accommodations, and lush tropical landscaping. Whether you envision a timeless coastal estate or a modern architectural masterpiece, this property offers the flexibility and setting to bring your vision to life.

Located within highly regarded school districts and only minutes from Siesta Key, St. Armands Circle, Lido Beach, and Sarasota Bay, this is a rare opportunity to secure a premier homesite in one of Sarasota's most sought-after neighborhoods.

Build your dream home and create a residence that reflects your lifestyle in the heart of Sarasota's luxury market.

SARASOTA

2155 ORIOLE DRIVE

None Beds

None Baths

0.33 acres

$1,495,000

MLS#: A4697537

An exceptional opportunity awaits to create your dream waterfront retreat in one of Sarasota’s most desirable locations. This unique property offers the rare chance to either complete the existing structure to your exact specifications or design and build a custom home tailored to your vision. Set on a private, serene lot surrounded by lush greenery, the property provides a peaceful, tucked-away feel while still being remarkably close to everything Sarasota has to offer. Enjoy excellent boating water with direct access to Sarasota Bay and the Gulf, making it a true paradise for boating and water sport enthusiasts. The property is already equipped with a dock and boat lift, so you can start enjoying the waterfront lifestyle right away. Located on a quiet, tree-lined street, this homesite combines tranquility with convenience. You’ll be just minutes from Bayfront Park, downtown Sarasota’s vibrant shops and restaurants, the Ringling Museum, Sarasota-Bradenton International Airport, and the University Town Center. Whether you envision a modern coastal masterpiece or a timeless waterfront estate, this is a rare chance to bring your vision to life in an unbeatable location with outstanding boating access and exceptional privacy.

SARASOTA

1040 SYLVAN DRIVE

3 Beds

2 Baths

1,949 Sq.Ft.

$1,495,000

MLS#: A4687776

Under Construction. The Private Courtyard Collection at The Gallery Sarasota offers a distinctive approach to downtown living for buyers who value generous outdoor space, privacy, and the ability to host comfortably. This 2-bedroom, 2.5-bath residence offers 1,586 square feet of interior living space and is centered around 620 square feet of luxurious private outdoor living space—an expansive courtyard designed to extend everyday life outdoors.

Designed for single-level living, the layout intentionally separates the primary suite and main living areas from the guest suite, creating privacy for both owners and visitors. The separate guest suite with private entry makes the residence especially well suited for frequent guests, extended stays, or shared ownership. Multiple entrances add convenience and flexibility, while 13-foot ceilings and full-height windows bring natural light, volume, and a sense of openness throughout.

Inside, the spacious kitchen features a large contemporary island for everyday living and entertaining. The primary suite offers a walk-in closet and freestanding soaking tub, creating a quiet retreat within the home. The result is a private, expansive residence that feels more like an everyday getaway right in your own backyard.

The Gallery Sarasota is an iconic 6-level, 60-residence boutique mid-rise located above the floodplain in a highly walkable downtown setting near the bay, Whole Foods, Main Street, The Bay Park, and the Rosemary District. Residents enjoy direct-to-outdoors entries, impeccably crafted Italian finishes, deeded private garage parking and storage, a rooftop terrace pool and social lounge with bay views, and a two-room fitness center with yoga studio.

Schedule a private hardhat tour to experience the architecture, amenities, and downtown lifestyle of The Gallery Sarasota firsthand.

SARASOTA

1305 4TH STREET 101A

2 Beds

2 Baths

1,586 Sq.Ft.

$1,495,000

MLS#: A4637380

Stop searching for the perfect home and build it. This premium vacant lot is offered with a spectacular proposed luxury estate, featuring high-end architectural concepts, an expansive open-concept layout, and top-tier finishes designed for modern sophistication.

Why this property stands out:

The Canvas: A beautiful, ready-to-develop lot in a coveted enclave. There is a permit in place obtained by Eason Builders Group.

The Vision: Seamless indoor-outdoor integration, gourmet chef’s kitchen concept, and a lavish primary retreat.

The Location: Exceptional privacy without sacrificing proximity to top-tier dining, shopping, and entertainment and just 2 blocks to the Lido public beach.

Survey, site plans, and proposed renderings are available upon request. Secure the land, finalize the details, and claim your piece of luxury.

Ideally suited for weekly vacation rentals with annual income projected between $350,000.00 and $425,000.00

SARASOTA

514 S BLVD OF THE PRESIDENTS

None Beds

None Baths

0.17 acres

$1,485,000

MLS#: A4696750

New on site 2 days ago

Virtually Staged. Discover refined estate living in Vilano, Sarasota’s premier luxury acreage community. Opportunities to own in this highly sought-after neighborhood are few and far between, making this exceptional residence an offering not to be missed. Positioned on one of the community’s most desirable corner homesites, the property provides enhanced privacy, expansive outdoor space, and a distinctive setting within the neighborhood.
From the moment you enter, soaring ceilings and walls of pocketing glass doors create a bright, open atmosphere that seamlessly connects the interior to the stunning outdoor spaces. The oversized lanai is designed for both intimate relaxation and grand-scale entertaining, offering generous covered areas to enjoy Florida’s year-round sunshine. As the sun sets, the LED-lit pool becomes a captivating focal point, overlooking peaceful lake views and lush surroundings. A fenced area of the property provides a secure space for pets to roam and play.
At the heart of the home, the chef’s kitchen is thoughtfully appointed with a large center island, butler’s pantry, walk-in pantry, and casual dining area—perfect for everyday living and effortless entertaining.
The luxurious first-floor owner's suite is a private retreat, featuring beautiful views of the lanai, pool, and lake. A custom walk-in closet and spa-inspired bath with a rain shower and soaking tub complete the space. Also on the main level, a dedicated office offers flexibility for remote work or a quiet study.
Upstairs, an expansive bonus room provides endless possibilities, while three additional bedrooms and three full bathrooms ensure comfort and privacy for family and guests alike.
Adding exceptional value, the home is equipped with an impressive whole-home solar power system to include 4 Tesla Powerwalls. Remarkably low utility costs along with 50-amp EV charging outlets in both garages—making sustainable luxury living effortless.
Welcome to Vilano, where estate-sized living, modern efficiency, and Sarasota’s sought-after lifestyle come together to create a truly extraordinary place to call home.

SARASOTA

7499 RIPETTA STREET

4 Beds

4 Baths

4,017 Sq.Ft.

$1,475,000

MLS#: A4698028

Under Construction. The Elevated Living Collection at The Gallery Sarasota is designed for buyers drawn to dramatic architectural volume, light-filled interiors, and a more distinctive downtown living experience. This 2-bedroom, 2.5-bath residence with dedicated office offers 1,556 square feet of interior living space, defined by extraordinary 24-foot ceilings and full-height windows that introduce scale, light, and vertical drama rarely found in boutique downtown living.

Open, connected living areas create an impressive setting for everyday living and entertaining, while private spaces are designed for comfort and retreat. A sweeping signature open staircase adds sculptural impact, while a private in-suite floor-to-floor elevator provides effortless access between levels. Glass-railed terraces extend the residence outdoors, including a secondary entertaining area or office with its own private terrace.

Inside, the modern kitchen is anchored by a 13-foot gathering island, creating a natural centerpiece for entertaining. The primary suite offers a walk-in closet and freestanding soaking tub, adding a refined sense of retreat. The result is expansive, architectural, and distinctly modern—defined by light, volume, and ease.

The Gallery Sarasota is an iconic 6-level, 60-residence boutique mid-rise located above the floodplain in a highly walkable downtown setting near the bay, Whole Foods, Main Street, The Bay Park, and the Rosemary District. Residents enjoy direct-to-outdoors entries, impeccably crafted Italian finishes, deeded private garage parking and storage, a rooftop terrace pool and social lounge with bay views, and a two-room fitness center with yoga studio.

Schedule a private hardhat tour to experience the architecture, amenities, and downtown lifestyle of The Gallery Sarasota firsthand.

SARASOTA

1305 4TH STREET 403B

2 Beds

2 Baths

1,556 Sq.Ft.

$1,459,000

MLS#: A4637429

Price reduced

Direct Gulf-front views from the living room and both bedrooms. Newly widened beach. Ninth-floor elevation.

Wake to the sound of waves and unobstructed Gulf views from this ninth-floor residence at L’Elegance on Lido Beach, where the living room, primary suite, and guest bedroom all enjoy direct Gulf frontage—a rarely available opportunity on Lido Beach.

Positioned directly on the beach, this residence features an expansive Gulf-front terrace designed for year-round sunsets, coastal breezes, and panoramic water views stretching across the horizon.

Residents of L’Elegance enjoy an exceptional collection of amenities including a 24-hour guarded entrance, Gulf-front resort-style pool and spa, updated fitness center, tennis courts, clubhouse, and a private deeded beach reserved exclusively for residents and their guests—offering a more peaceful and secluded beachfront experience.

Adding to its appeal, Sarasota County’s recent beach renourishment has dramatically expanded the shoreline, creating an even more impressive beachfront setting and enhancing the enjoyment of this coveted stretch of Lido Key and the community’s private deeded beach.

Located on the coveted south end of Lido Key, residents enjoy a quieter beachfront setting while remaining just moments from the boutiques, restaurants, and waterfront dining of St. Armands Circle, as well as the arts, entertainment, and cultural attractions of downtown Sarasota.

Whether envisioned as a seasonal escape or a full-time coastal residence, this offering presents a rare opportunity to own direct Gulf-front property on one of Sarasota’s most desirable beaches—where every day begins with sweeping water views and ends with Sarasota’s unforgettable sunsets.

SARASOTA

1800 BENJAMIN FRANKLIN DRIVE A905

2 Beds

2 Baths

1,350 Sq.Ft.

$1,455,000

MLS#: A4692060

Located within Sarasota city limits in the Indian Beach/Sapphire Shores neighborhood, 2480 Alameda Ave offers a beautifully remodeled, move-in ready home with real flexibility for how you use it. This 4-bedroom, 3.5-bathroom home was completely remodeled starting in 2021 with all-new plumbing, updated HVAC, new flooring, a reimagined kitchen, and fully remodeled bathrooms. The open floor plan is warm and inviting, featuring a custom fireplace with mantle, quartz counters, wood cabinetry, and a pantry off the kitchen leading to a dedicated laundry room. Outside, a saltwater pool and paver patio added in 2025 create a private oasis perfect for full-time living or generating exceptional rental income. A separate detached structure on the property opens the door to even more possibilities — artist studio, home office, she-shed, or additional guest accommodations. Already a proven rental performer before the pool was added, this property is primed for even stronger returns. Live here full time, rent it seasonally, or lease it annually — the choice is yours. Minutes to Downtown Sarasota, St. Armand's Circle, and Sarasota's famous Gulf beaches.

SARASOTA

2480 ALAMEDA AVENUE

4 Beds

3 Baths

2,421 Sq.Ft.

$1,450,000

MLS#: A4695803

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