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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

3,239

# of Listings

2

Avg # of Bedrooms

$671

Avg. $ / Sq.Ft.

$1,352,452

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

3239 Properties Found. Page 26 of 216.

Price reduced

Stunning value for newer build Garden Home on Bird Key! Welcome to Bird Key, Sarasota’s premier island neighborhood perfectly nestled between the heartbeat of downtown Sarasota and the allure of St. Armands Circle. This newer custom-built residence combines elevated design with impact-rated windows as well as newer construction and thoughtful upgrades throughout. Step inside and be captivated by the open great room, which features wide-plank hardwood flooring, tray ceilings with wood beams, custom wall treatments, and automated blinds. The chef’s kitchen is crafted with quartz counters, Bosch stainless steel appliances, a center island with bar seating, walk-in pantry, and a beautifully tiled backsplash.

The primary suite is a private sanctuary with direct pool access, dual custom walk-in closets, and a spa-inspired bath with a free-standing soaking tub and dual-entry shower. Guests are treated to two additional stylish en-suite bedrooms, while the versatile fourth bedroom is currently used as a office.

Enjoy entertaining in the lush outdoor backyard space, which includes a heated saltwater pool and spa with LED lighting, pavered deck, wood-accent ceiling, and a full summer kitchen with refrigeration and a plumbed-in gas grill. Additional features include a concrete tile roof, tankless gas water heater, irrigation system, custom exterior trim work, and a 3-car garage. Lightly lived in as a seasonal retreat, this home is available with an optional furniture package for effortless move-in.

Bird Key living comes with the option to join the Bird Key Yacht Club for an additional fee. The club is currently being rebuilt into a beautiful state-of-the-art facility — just moments from your doorstep.

This is more than a home – it’s the Bird Key lifestyle. Schedule your private showing today and claim your place in one of Sarasota’s most coveted addresses.

SARASOTA

412 PHEASANT WAY

4 Beds

3 Baths

2,677 Sq.Ft.

$2,995,000

MLS#: A4666317

In the coveted Sandy Hook Gulf Beach enclave of only 42 homes, 1.6 acres of serene lakefront adjacent to where Big Sarasota Pass meets the Gulf of Mexico.

Outdoors, all residents can enjoy their choice of sun-dappled terraces or shaded garden hideaways beneath more than 120 mature palms and cedars. Thoughtful upgrades ensure comfort and ease in this home's remodeled kitchen with all new appliances, new

Just a 150-meter stroll west through the trees leads you to Sandy Hook’s exclusive residents-only Gulf beach, a secluded paradise of sugarwhite quartz sand where sea turtles hatch annually and dolphins and manatees play offshore and sunsets paint the sky in vivid color.

Conveniently located near Siesta Village’s boutiques and restaurants, and within easy reach of top-rated Sarasota County schools, The Out-of-Door Academy, and Sarasota Memorial Hospital, ranked among America’s top 50, this home offers the perfect blend of mid-century authenticity, privacy, and coastal lifestyle.

SARASOTA

62 SANDY HOOK ROAD S

None Beds

None Baths

1.56 acres

$2,995,000

MLS#: A4672139

An exclusive opportunity awaits on Siesta Key—a .6-acre homesite in the prestigious Hidden Harbor community. With 144 feet of prime canal frontage, this property offers direct access to the sparkling waters of Sarasota Bay, making it a boater’s paradise. As you arrive, a tree-canopied, pavered street winds through a secluded enclave of luxurious estate homes, setting the stage for the ultimate waterfront retreat. This is a rare chance to build your dream home in one of the island’s most coveted neighborhoods. The existing structure sustained flood damage from recent hurricanes and is being offered at lot value only—an incredible opportunity to create a custom masterpiece in this serene, private setting. Opportunities like this are few and far between—secure your slice of Siesta Key paradise today.

SARASOTA

5225 HIDDEN HARBOR ROAD

None Beds

None Baths

0.61 acres

$2,995,000

MLS#: A4638854

#A4664741

SARASOTA

4439 WESTWOOD LANE

4 Beds

3 Baths

3,777 Sq.Ft.

$2,995,000

MLS#: A4664741

Welcome to your private coastal sanctuary just moments from the powder-soft sands of Lido Beach and a short stroll to iconic St. Armands Circle. Perfectly positioned in one of Sarasota’s most coveted locations, this stunning residence captures everything buyers dream about when they imagine luxury living by the gulf. From the moment you arrive, lush tropical landscaping and swaying palms frame a beautifully maintained property that feels both secluded and inviting. The expansive paver drive and manicured lawn create a grand first impression, while mature greenery provides privacy rarely found this close to the beach. Inside, the home blends refined elegance with relaxed island charm. Sunlight pours through plantation-shuttered windows, illuminating spacious bedrooms designed for comfort and style. The primary suite is a tranquil retreat with soft coastal tones and garden views, while the guest rooms are thoughtfully appointed to accommodate family and visitors with ease. Every space feels bright, airy, and curated for effortless living. The bathrooms are nothing short of spa-worthy. Floor-to-ceiling tile, frameless glass showers, custom vanities with stone countertops, dual sinks, and elegant fixtures create a luxurious experience that rivals high-end resorts. Thoughtful details like recessed niches, designer mirrors, and soft lighting elevate each space. Step outside and the property truly comes to life. The private backyard oasis is designed for unforgettable gatherings and serene relaxation alike. A sparkling pool is surrounded by expansive decking, lounge seating, and tropical landscaping that transforms the space into your own secluded resort. String lights overhead add ambiance for evening swims, while shaded seating areas invite long afternoons under the palms. The fenced yard enhances privacy, creating a rare sense of retreat just minutes from everything. And the location — simply exceptional. Imagine morning walks to Lido Beach, sunset cocktails at St. Armands Circle, boutique shopping, award-winning dining, boating, and downtown Sarasota’s vibrant arts scene all just moments from your front door. Homes in this location with this level of finish and established rental success are incredibly rare. Whether you are searching for a luxury island residence, a sophisticated vacation retreat, or a high-performing investment property with proven appeal, this home delivers on every level. Offered in pristine condition and designed for both comfort and entertaining, it embodies the very best of coastal Florida living. This is more than a home. It is the St. Armands lifestyle — elevated, private, and unforgettable.

SARASOTA

301 JACKSON DRIVE

4 Beds

3 Baths

2,028 Sq.Ft.

$2,990,000

MLS#: A4683209

19.96 ACRES MINUTES FROM I-75 AND FRUITVILLE ROAD!!! Two individual parcels that are being sold together. This is a RARE OPPORTUNITY to purchase versatile land in the heart of rapidly developing Sarasota just South of Lakewood Ranch! OUE Zoning, this property offers an opportunity for future development. Survey available. Soil tests done. Bring your Builder and your imagination--or hold for long term investment. This property offers great opportunities for development thanks to its favorable OUE (Open Use Estate) zoning. No HOA and no Deed Restrictions. This rare property offers stunning opportunity to someone desiring space and privacy, without sacrificing the convenience of being right in town. The land could potentially be divided into a number of estate sized properties or further into a neighborhood if desired. Convenience meets tranquility with this property’s prime location. Situated just under 5 minutes from the highway, you’ll enjoy seamless access to everything Sarasota has. The vibrant University Town Center (UTC) area is only 15 minutes away, offering over 250 stores, restaurants, and entertainment options. UTC is also home to Nathan Benderson Park, a hub for outdoor activities and international rowing events, making it a destination for shopping, recreation, and entertainment. Additionally, the property is just 20 minutes from the cultural and culinary delights of downtown Sarasota, where you’ll find theaters, galleries, waterfront parks, and award-winning restaurants.

SARASOTA

301 EAST ROAD

2 Beds

2 Baths

1,080 Sq.Ft.

$2,990,000

MLS#: A4667218

Discover an exceptional income-generating property in the heart of coveted Siesta Key right on Beach Road! This fully renovated raised multi-unit compound features a spacious 2-bedroom, 2-bathroom unit and a 2-bedroom, 1-bathrooom unit (side by side). An impressive gross income in 2023 and n 2024 (despite hurricane-related downtime), this turnkey investment provides immediate cash flow. Note: This property is zoned an RMF (Residential Multifamily) and is legally able to accept nightly rentals. The property boasts recent upgrades including new AC (2022), updated flooring (2025), modernized plumbing (2022), electrical (2022), and hot tubs (2022). This amazing opportunity is the best cap rate on any house on Siesta Key. Whether you're seeking a high-performing Airbnb rental portfolio or a strategic redevelopment opportunity in one of Florida's most desirable beach destinations, this property delivers both immediate income and long-term appreciation potential. Absentee owner managed; turnkey operation available at on a management fee with all staff staying in place. This house already has engineering drawings to enclose the bottom area adding 2,000 additonal square foot, that would increase rent by or more. This property could be purchased as a portfolio with 5228 Calle Menorca and 6550 Sabal Road.

SARASOTA

527 BEACH ROAD

4 Beds

None Baths

1,803 Sq.Ft.

$2,975,000

MLS#: O6384340

2089 Arlington Street, where architecture meets light, space, and coastal elegance, this newly constructed contemporary residence offers 4,231 square feet of living space and 5,284 total square feet, thoughtfully designed with architectural precision and warm minimalism. Completed in January 2026, this striking two-story home sits on a rare double corner lot and features 5 bedrooms and 6 bathrooms, delivering both scale and sophistication.
The open-concept interior is defined by dramatic 22-foot ceilings, expansive custom windows and doors, and an abundance of natural light throughout. The main level is anchored by a statement chef’s kitchen imported from Italy, showcasing custom cabinetry, luxury built-in appliances, a Sub-Zero refrigerator, premium hardware, and top-quality London Fog granite countertops. A concealed secondary kitchen provides additional functionality and discretion, ideal for entertaining and catered events.
The primary suite is conveniently located on the ground floor, offering a private retreat with serene views and a spa-inspired bath. Additional bedrooms are generously sized, each with access to a full bathroom. A custom glass wine room adds a refined architectural focal point, while a loft-style family/media lounge on the second level overlooks the main living area, enhancing the home’s open, airy feel.
Designed for seamless indoor–outdoor living, oversized sliding doors open to a private resort-style setting with a custom pool and spa, covered terrace, and enhanced landscaping. Architectural exterior lighting highlights the home’s clean lines and modern façade after sunset.
Quality and performance are paramount: both levels are constructed of solid concrete block, and three independent HVAC systems serve the ground floor, primary suite, and second floor for optimal comfort and efficiency. Additional features include a private elevator, and all custom-made windows, doors, and cabinetry throughout—evidence of meticulous attention to detail in every finish.
Ideally located for effortless travel and coastal lifestyle enjoyment, this home is approximately 12–15 minutes from Sarasota–Bradenton International Airport, about 1 hour 10 minutes from Tampa International Airport, 10–15 minutes to Lido Key, and about 15 minutes to Siesta Key, world-renowned for powder-white sand and Gulf sunsets.
Situated outside of a flood zone, this exceptional residence presents a rare opportunity to own a custom-built contemporary home where design, craftsmanship, location, and lifestyle converge.

SARASOTA

2089 ARLINGTON STREET

5 Beds

4 Baths

4,231 Sq.Ft.

$2,961,700

MLS#: TB8471775

Newly completed, Peninsula Sarasota is ideally positioned in the coveted Golden Gate Point neighborhood, offering a peaceful residential retreat just moments from the vibrancy of downtown Sarasota. Designed by Blu Interiors, each residence showcases contemporary modern elegance with calming, sophisticated palettes, soaring ceilings, and expansive wraparound terraces that seamlessly blend indoor and outdoor living. Every element reflects a thoughtful commitment to refined luxury. State-of-the-art kitchens feature sleek European cabinetry, gas cooktops, and quartz countertops, complemented by premium Wolf and Sub-Zero appliances. Additional highlights include hardwood flooring throughout, floor-to-ceiling windows that flood the home with natural light, and a private terrace equipped with a gas grill—perfect for effortless entertaining. The spacious owner’s retreat serves as a true sanctuary, complete with a generous walk-in closet, dual vanities, a soaking tub, and an oversized walk-in shower for spa-like relaxation. Residents enjoy on-site concierge services and secure, access-controlled underground parking for two vehicles, including an EV charging station. A private foyer and dedicated elevator provide direct access to exceptional amenities such as a resort-style pool and state-of-the-art fitness center, while the elegant owner’s club room offers private wine storage for each residence. The communal rooftop terrace sets the stage for unforgettable gatherings, boasting sweeping panoramic and sunset views. Peninsula Sarasota delivers a truly elevated lifestyle within a lush, tropical setting—just minutes from Sarasota’s celebrated arts, culture, dining, and award-winning beaches. A rare opportunity to experience sophisticated coastal living. Schedule your tour today!

SARASOTA

223 GOLDEN GATE POINT 302

3 Beds

3 Baths

2,400 Sq.Ft.

$2,950,000

MLS#: A4682563

#A4687057

SARASOTA

3127 BAY SHORE ROAD

3 Beds

3 Baths

3,219 Sq.Ft.

$2,950,000

MLS#: A4687057

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.

SARASOTA

1390 MAIN STREET 803

2 Beds

2 Baths

2,392 Sq.Ft.

$2,950,000

MLS#: A4690040

Price reduced

Rare penthouse offering at Mark Sarasota. 111 S Pineapple Ave. #1204 is a one-of-a-kind 12th-floor residence and the largest home in the building, offering 2,845 square feet under air and over 3,600 square feet of total living space including a spacious wraparound covered terrace with uninterrupted views of Sarasota Bay. From the moment you go inside, you’re greeted by 11-foot ceilings, double 8-foot entry doors, and expansive 10-foot impact-rated sliding glass doors that blur the line between indoors and out. Gleaming 24-inch white polished porcelain tile floors run throughout the open-concept interior, where a thoughtfully designed layout integrates the living, dining, and family spaces with a chef-caliber kitchen—complete with high-gloss European cabinetry, quartz countertops, and a suite of premium Jenn-Air stainless steel appliances including a 42-inch built-in refrigerator, convection wall oven, and 36-inch induction cooktop. The primary suite is a private oasis, offering panoramic views, dual walk-in closets by California Closets, and a spa-inspired en-suite bath with double vanities, an oversized walk-in shower, deep soaking tub and sleek Grohe fixtures. Two generous guest suites, each with private baths, custom closets and blackout shades, provide comfort and privacy for visitors or family. Additional interior highlights include a convenient and spacious family room/den, automated roller shades throughout with blackout shades in all bedrooms, a full laundry room with custom cabinetry and Whirlpool HE washer and dryer, water filtration and softener systems for the entire residence, and four deeded garage parking spaces plus a same-floor oversized private storage unit. The wraparound covered terrace is an entertainer’s dream with commanding views of the water and city skyline. Enjoy alfresco dining at the built-in outdoor kitchen, equipped with an electric grill, under-counter refrigerator, stone countertops, and durable exterior cabinetry. Residents of The Mark enjoy exceptional lifestyle amenities including 24-hour concierge service, a resort-style heated saltwater pool and spa, state-of-the-art fitness center with a dedicated spin room, a club room with catering kitchen, fireplace and billiards, as well as outdoor lounging areas with fire pits, grills, and dining spaces—all just steps from Whole Foods, Bayfront Park, shopping, dining, galleries and Sarasota’s renowned cultural venues. This rare penthouse opportunity places you in the heart of downtown Sarasota’s most desirable address, where convenience, comfort and coastal elegance converge.

SARASOTA

111 S PINEAPPLE AVENUE 1204

3 Beds

3 Baths

2,845 Sq.Ft.

$2,950,000

MLS#: A4660919

WHEN YOU SEE IT, YOU KNOW...
In communities like The Founders Club, homes are not designed to be replicated. Each residence is custom built, shaped by its setting, architecture, and the vision of its owners, resulting in homes that are experienced rather than simply measured. Some homes emphasize scale, while others emphasize design and daily livability. This John Cannon residence reflects that philosophy through its emphasis on thoughtful design and everyday livability.

Set on nearly two-thirds of an acre within the guard-gated Founders Club, the home is positioned to capture sweeping golf and water views while offering a rare sense of openness and privacy at both the front and rear of the property. The homesite provides layered sightlines across fairways, water, and mature landscaping, creating a setting that feels expansive yet serene, an increasingly rare combination within established golf communities.

From the moment you arrive, the home reveals a thoughtful architectural layout designed for an elevated lifestyle. High ceilings, natural transitions between spaces, and refined detailing create an atmosphere that feels both elegant and welcoming. Recent enhancements further elevate the home, including fresh interior and exterior paint, quartz countertops in the kitchen and butler’s pantry, and a fully renovated outdoor kitchen designed for effortless entertaining. Premium appliances, including a Sub-Zero refrigerator and Wolf range, anchor the kitchen as a true central gathering space.

Indoor and outdoor living connect seamlessly along the expansive terrace, where the northeast exposure allows for comfortable enjoyment throughout the day while framing the surrounding views. Updated lighting, remote-controlled blinds in the main living areas, and a centralized multi-zone audio system enhance both comfort and continuity throughout the home.

One of the residence’s most distinctive features is its private-entry casita, thoughtfully incorporated as one of the home’s four bedrooms. Offering both separation and connection, it provides exceptional flexibility for visiting guests, extended family, a quiet home office, or a personal retreat—expanding how the home lives without compromising the main residence.

The design integrity of this home was recently recognized by John Cannon Homes, who selected the property to be professionally filmed and featured as part of their collection of enduring designs, including an interview with the seller that captures the home’s intent and timeless appeal.

Located within The Founders Club, a private golf community spanning over 700 acres of preserved natural beauty, residents enjoy optional access to a Robert Trent Jones Jr. championship course and club amenities, while remaining close to Sarasota’s dining, culture, and Gulf Coast beaches.

This is a home defined not by comparison, but by experience. When you see it, you know.

SARASOTA

4127 FOUNDERS CLUB DRIVE

4 Beds

4 Baths

4,381 Sq.Ft.

$2,925,000

MLS#: A4686487

St. Armand's Circle is home to this beautiful turnkey furnished vacation home: a wonderful 2 story, 6 BR, 4.5 BA pool home with ample chef's kitchen, formal dining area, new durable beach sand worthy epoxy flooring. This home is perfect for large family vacation home or to utilize as a successful investment opportunity. This home has been meticulously cared for and enjoyed as a vacation rental for over 10 years and is successful for any investor wanting to cover carrying costs and come visit throughout the year. Just ask for rental history. The expansive yet comfortable floor plan boasts an eat-in kitchen with breakfast table and breakfast bar. The open concept living room and entertaining area open from sliding glass doors lead to a private backyard oasis featuring an outdoor natural gas heated pool andplenty ofroom to enjoy fun in the sun! Adding to privacy for guests, there is an in-law suite off garage as the 6th bedroom with bathroom and separate exit. This is the perfect home for a big group to spread out and have your own privacy and space while still allowing for shared memories on the island. A short jaunt out the back gate and you are on St. Armand's Circle - shopping, restaurants, spas, beaches and live music are all around the corner - it doesn't get better than this! At the end of your day you have a private, beautiful place to relax with family and friends. You can spend the entire day right around the corner at our famous St. Armand's Circle with its award winning indoor or outdoor dining, upscale shopping, and galleries.There is an abundant amount of Activities and Attractions in Sarasota/Bradenton - close by to enjoy many treasures and cultural events. Benderson Park, Mote Marine Aquarium, Ringling Museum of Art, Florida's Largest Wildlife Rescue, Rehabilitation Center with the Pelican Man, Selby Botanical Gardens, Museum of the Circus, water fountain at Island Park, Myakka River and Park, Ed Smith Stadium Sport Complex, Sarasota Ballet (Oct-Apr), Van Wezel Performing Arts, Florida Studio Theatre, Sarasota Opera House, The Asolo Theatre, and Players Theatre. Leisure time can be spent on shops, galleries, golfing, tennis, ice skating, water sports like; fishing, snorkeling, kayaking, diving, jet skis, water skiing or leisure boating or choose from one of our many famous beaches: Siesta Key, Longboat Key, Lido Key, Bradenton Beach, and Anna Maria Beach.

SARASOTA

55 N WASHINGTON DRIVE

6 Beds

4 Baths

3,071 Sq.Ft.

$2,900,000

MLS#: A4683582

#A4687248

SARASOTA

375 N WASHINGTON DRIVE

4 Beds

4 Baths

2,904 Sq.Ft.

$2,900,000

MLS#: A4687248

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