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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

3,187

# of Listings

2

Avg # of Bedrooms

$670

Avg. $ / Sq.Ft.

$1,348,869

Med. List Price

Browse Downtown Sarasota Real Estate Listings

$250,000 - $500,000

$1M - $3M

643 Properties Found. Page 2 of 43.

Rare and extraordinary waterfront offering on the coveted North end of Siesta Key, this premier Bay Island estate parcel presents the ultimate canvas for creating a world-class coastal retreat. Set on nearly half an acre, the property commands sweeping waterway views and offers 90 feet of protected sailboat-water frontage, complete with an existing 73-foot composite and tile dock—an exceptional amenity for the discerning boating enthusiast.
To seamlessly bring your vision to life, fully customizable luxury home plans, as well as projected expenditure framework are available for review from Salt Wave Construction thus significantly expediting the design-build process. The seller has also committed to demolition of the existing structure, allowing for a smooth and efficient transition to new construction.
The proposed residence spans approximately 6,366 square feet, including over 4,000 square feet of refined, air-conditioned living space, thoughtfully designed to maximize waterfront exposure and elevate indoor-outdoor living. Multiple entertaining spaces, expansive terraces, and view-oriented decks create the perfect setting for both grand gatherings and intimate moments, all framed by captivating water vistas.
Ideally located for effortless access on and off Siesta Key and just minutes from the culture, dining, and sophistication of Downtown Sarasota, this exceptional property offers the rare combination of privacy, prestige, and proximity. An unparalleled opportunity to craft a legacy waterfront estate in one of Sarasota’s most sought-after enclaves.

SARASOTA

732 SIESTA DRIVE

3 Beds

4 Baths

3,743 Sq.Ft.

$2,995,000

MLS#: A4640849

Pre-Construction. To be built. Introducing Orange One, your new sanctuary in downtown Sarasota and the Rosemary District. This is its newest and brightest shining star named Orange One, which is a 30-unit mixed-use development in the sought-after Rosemary District. This phase is defined by harmonious European design, which shines with 10 three-story townhome residence sanctuaries along 4th Street. All 3,360-square-foot residences feature their private elevator, an exquisite Zen-like 9.5-by-16-foot pool oasis, plus guesthouse villas at 254 square feet each, and generous 1,127 square feet of outdoor entertaining and living areas complete with an outdoor kitchen for your alfresco culinary and dining pleasure, and the much sought-after private two-car garages. Also, on the ground level is not only the entry but a spacious laundry room and mud room, a separate office or fifth bedroom plus a separate man cave/home office, a separate exercise studio and a half bath. And of course, the garage/storage/mechanical room. Experience the real meaning of being able to live, work, and play in proximity to your new home with the simple ownership where you own the lot. Lavish, luxurious finishes rule the day such as quartz, porcelain tile, custom cabinetry, and insulated impact glass windows and doors. With four bedrooms including the guest house villa, and three full and two half-baths, the possibilities are endless with guest quarters, exercise studio, home office with closet, a fifth bedroom or just your private getaway. HOA fees of approximately $1,195 per month. Then take a look outside to see 65 restaurants within five blocks, as well as culinary delights, unique boutiques, art galleries, theaters, farmers market, John Ringling Bridge and Lido Beach all close by. Downtown shopping, culinary delights and the Sarasota art scene are all at your doorstep. Just a few minutes away is Sarasota Bay and the new 50-acre Bay Sarasota Park, a game changer for everyone who lives, works and plays in Sarasota. Call today for your private showing. Look no further!

SARASOTA

1611 4TH STREET B6

5 Beds

3 Baths

3,360 Sq.Ft.

$2,995,000

MLS#: A4616019

Pre-Construction. To be built. Introducing Orange One, your new sanctuary in downtown Sarasota and the Rosemary District. This is its newest and brightest shining star named Orange One, which is a 30-unit mixed-use development in the considerably sought-after Rosemary District. This phase is defined by harmonious European design, which shines with 10 three-story townhome residence sanctuaries located along 4th St. All 3,360 square foot residences feature their own private elevator, an exquisite zen-like 9.5-by-16-foot pool oasis, plus guesthouse villas at 254 square feet each, and super generous 1,127 square feet of outdoor entertaining and living areas complete with an outdoor kitchen for your al fresco culinary and dining pleasure, and the much sought-after private two-car garages. Also on the ground level is not only the entry but a spacious laundry room and mud room, a separate office or fifth bedroom plus a separate man cave/home office, a separate exercise studio, and a half bath! And of course, the garage/storage/mechanical room. Experience the real meaning of being able to live, work, and play within close proximity of your new home with the simple ownership where you own the lot. Lavish, luxurious finishes rule the day – quartz, porcelain tile, custom cabinetry, and insulated impact glass windows and doors. With four bedrooms including the guest house villa, and three full and two half baths, the possibilities are endless- guest quarters, exercise studio, home office with closet, a fifth bedroom, or just your own private getaway. HOA fees of approximately $1,195 per month. Then take a look outside to see 65 restaurants within five blocks, as well as culinary delights, unique boutiques, art galleries, theaters, farmers market, John Ringling Bridge, and Lido Beach all close by. Downtown shopping, culinary delights, and the Sarasota art scene are all at your doorstep. Just a few minutes away is Sarasota Bay and the new 50-acre Bay Sarasota Park, a game changer for everyone who lives, works and plays in Sarasota. Call today for your private showing. Look no further!

SARASOTA

1611 4TH STREET

5 Beds

3 Baths

3,360 Sq.Ft.

$2,995,000

MLS#: A4605775

Located West of Trail, this beautiful new construction five-bedroom, five-and-a-half-bathroom residence captures the essence of Sarasota living. Designed with both comfort and entertaining in mind, the home features expansive sliding glass doors that open the main living areas to a private pool and outdoor gathering space, creating a seamless connection between indoor and outdoor living. Inside, generous living spaces, clean architectural lines, and refined finishes create a warm yet modern atmosphere. The open-concept layout centers around a spacious kitchen and living area, ideal for everyday living while also providing an elegant setting for hosting family and friends. Upstairs, well-appointed bedroom suites give privacy and flexibility, while the primary suite provides a peaceful retreat with a spa-like bath and thoughtfully designed closet space. Every detail of the home has been carefully considered to deliver both functionality and timeless style.
Thoughtfully designed for comfort and ease, the property offers a low-maintenance lifestyle that appeals to both full-time residents and seasonal owners looking for a lock-and-leave Sarasota home. Ideally located just minutes from Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and the Gulf beaches, the home places you close to the best dining, shopping, and coastal experiences the area has to offer while maintaining the quiet charm that has long made West of Trail one of Sarasota’s most desirable neighborhoods.

SARASOTA

1671 ARLINGTON STREET

5 Beds

5 Baths

3,564 Sq.Ft.

$2,995,000

MLS#: A4684899

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

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

#A4687057

SARASOTA

3127 BAY SHORE ROAD

3 Beds

3 Baths

3,219 Sq.Ft.

$2,950,000

MLS#: A4687057

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

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

Price reduced

Introducing a perfectly positioned waterfront gem on Whitaker Bayou where the inlet opens up to Sarasota Bay. This charming 4BR/4BA is in the sought-after Indian Beach/Sapphire Shores community an exclusive location that captures both tranquility and convenience. The home is gated and, has been completely updated and offers stunning Bay and/or Bayou views from virtually every room. You will love the light and bright interior. A wall of windows spans through the living/dining area, opening up to the elegant pool and the large covered and screened patio area. 3 of the 4BR are ensuite, which is ideal for privacy. All of them in accordance with the theme of this property: Perfect & Seamless indoor /outdoor living! The master on the ground floor opens to the pool area, the 2nd suite opens to a large deck overlooking the Bayou and Bay and the 3rd suite (2nd floor) has a balcony that captures wonderful sunset views. Perfect for maritime enthusiasts, a beautiful extended dock, 120 foot of seawall, boatlift and immediate access to the bay. This waterfront property is also ideal for vacation rentals if your goal is to generate lucrative income. Upgrades include: new HVAC, newer roof and new water heater. A waterfront haven only steps away from cultural attractions, fine dining, and boutique shopping. Coastal living in one of Sarasota’s most desired downtown neighborhoods. Call for a private showing.

SARASOTA

940 ALAMEDA WAY

4 Beds

4 Baths

2,689 Sq.Ft.

$2,950,000

MLS#: A4683727

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