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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

3,345

# of Listings

2

Avg # of Bedrooms

$703

Avg. $ / Sq.Ft.

$1,393,614

Med. List Price

Browse Downtown Sarasota Real Estate Listings

$250,000 - $500,000

Over $5M

182 Properties Found. Page 10 of 13.

Under Construction. Under Construction | Completion 2026 | Limited-Time Customization Opportunity
439 Madison is emerging as a striking new statement in modern coastal luxury — a rare opportunity to secure a fully custom, architecturally refined residence while construction is underway, with time remaining to personalize and select finishes.
Designed with intention and executed with uncompromising quality, this home blends clean, modern lines with warm, natural materials. The exterior is thoughtfully composed with sand-finished HardiPlank siding, impact-rated insulated windows, an 8-foot stained fiberglass entry door, tongue-and-groove wood ceilings, and professionally designed, fully irrigated landscaping that frames a paver-lined driveway and expansive lanai. At the heart of the home, indoor and outdoor living merge seamlessly. A private pool and spa with sunshelf and heater create a resort-style setting, ideal for entertaining or quiet retreat. Inside, wide-plank wood flooring flows through the living spaces, complemented by porcelain tile in all baths and custom-built closets throughout. The chef’s kitchen is both elevated and inviting — featuring custom cabinetry with dovetail joinery and soft-close doors, 42” uppers with under-cabinet LED lighting, quartz countertops, a farmhouse sink, bespoke tile backsplash, and a professional-grade stainless steel appliance suite. The owner’s suite is a sanctuary of calm, offering a spa-inspired bath with a frameless glass walk-in shower, rain and handheld shower heads, quartz-topped vanities, custom cabinetry, and designer tile extending to the ceiling in all wet areas. Each additional bath echoes this same level of thoughtful luxury. Built for performance as much as beauty, the home features a reinforced concrete slab foundation, spray-foam insulated roof deck, rigid block wall insulation, and true high-efficiency construction. Additional highlights include a fully appointed laundry room with custom cabinetry, quartz counters, and utility sink; dual insulated garage doors with openers; an epoxy-finished garage floor; and a 10-year structural warranty.
439 Madison is more than a home — it is a carefully crafted lifestyle offering sophistication, longevity, and effortless modern living. With construction underway and completion slated for 2026, this is a rare chance to shape a luxury residence tailored to your vision.

SARASOTA

439 MADISON DRIVE

4 Beds

4 Baths

4,036 Sq.Ft.

$5,900,000

MLS#: A4659293

One or more photo(s) has been virtually staged. Pre-Construction. To be built. EXQUISITE NEW CONSTRUCTION ON SIESTA KEY: ISLAND LUXURY REDEFINED | Estimated to be substantially completed by 3/31/2026 | A rare opportunity to own a meticulously designed custom residence on a prime corner parcel of approximately one-quarter acre, just blocks from world-renowned Siesta Key Beach. Easily accessible from both the north and south bridges, this exceptional new build delivers the ultimate coastal lifestyle where refined interiors meet effortless outdoor living. | SIESTA Key Beach is frequently recognized as one of the best beaches in the U.S. and worldwide, celebrated for its powder quartz sand and crystal-clear waters. Its global reputation has been affirmed by TripAdvisor’s Travelers’ Choice Best of the Best Beaches and Dr. Beach’s annual rankings, making this location as iconic as it is desirable. | MOMENTS from Siesta Key Village, enjoy efficient access to boutique shopping, coffee shops, and acclaimed dining while still benefiting from an extraordinary amenity, your own private boat dock access on the canal just across the street. Spend the day boating and return home with ease, parking your vessel at your own dock, a true island luxury. | THIS thoughtfully curated residence reflects the vision of a hands-on developer deeply involved in every aspect of design, from interior finish selections to landscaping and amenities. Created for buyers who appreciate craftsmanship and fine detail, the home offers 4,195 sq ft of interior living space and an additional 3,756 sq ft of outdoor living, seamlessly blending indoor and outdoor environments. | THE chef’s kitchen is designed for both entertaining and everyday ease, complete with a “dirty kitchen” for behind-the-scenes preparation. The light-filled great room opens to a nearly 50-foot wraparound terrace, creating a spectacular setting for hosting family and friends. | TWO bedrooms are located on the main living level, ideal for guest suites or a secondary primary. Take the stairs or elevator one level up to access the private primary suite featuring a truly custom bath with bespoke tile, finishes, soaking tub and spacious shower that creates a spa-like retreat. Two additional bedrooms with a shared bath complete the upper-level.| FLEXIBLE, elegant, and intelligently executed, the suite of spaces within this home allows effortless tailoring to any family’s lifestyle from multi-generational living to a dynamic entertainer’s paradise. | IMAGINE a home where the luxuries of island beach life blend with a private, resort-style retreat: *Inground pool & spa for cooling off or casual lounging*Rooftop deck for sunset cocktails and starlit conversation*Private boating access just steps from your front door. | AND, when you’re ready for a taste of city life, Downtown Sarasota’s rich cultural tapestry with its farmers markets, arts, galleries, festivals, waterfront parks, and world-class dining is only a short drive away. |THIS is more than a home, it’s an invitation to own your piece of the new Siesta Key lifestyle: elevated, effortless, and extraordinary.

SARASOTA

539 AVENIDA DEL NORTE

5 Beds

5 Baths

4,195 Sq.Ft.

$5,899,000

MLS#: A4679096

Under Construction. The exterior presentation of this spectacular waterfront residence is most impressive with its blend of modern architecture and refined luxury. With superior elevation high above the water’s edge on Siesta Key’s prestigious Bay Island, this new to-be-built 4,310 sq. ft. residence is an unparalleled oasis of tranquility in a breathtaking setting. A place where architectural elegance and natural beauty converge in perfect harmony with elaborate artisanal work, functional design, and top-tier amenities. For boaters, the location is ideal with a new seawall and a private dock allowing quick access to the bay and gulf beyond. Built with intention and quality, large windows flood the space with natural light illuminating the graceful enhancements within. When entering the home through the 4-car garage, an elevator takes you to the first and second living levels. An elegant foyer entry with double-height ceiling and sleek iron-railed staircase usher you into the spacious interiors where every detail, from the fluid layout to the custom finishes, is thoughtfully curated. Adding a distinctive touch to the stunning great room are 20-foot ceilings and a two-story entertainment wall flanked by artistic display niches. A wall of glass sliders sets a dramatic tone, framing water views and uniting indoor-outdoor living. Designed for effortless entertaining and timeless family gatherings, the outdoor area overlooks the water to create a tranquil setting that feels both secluded and well-connected. With nearly 500 sq. ft. of covered lanai, an outdoor cook center and a heated pool/spa, there’s ample opportunity for hosting special gatherings or simply enjoying the quiet beauty laid before you. Lovely landscaping, lush greenery and outdoor spaces add to the home's overall aesthetic appeal. A remarkable gourmet kitchen is designed for functionality and style, equipped with high-end finishes, top-tier appliances, a large island and a butler’s pantry with additional refrigerator and dishwasher. An adjoining dining room comfortably seats 8-10 and offers wonderful water views while dining. The primary wing is remarkable with an exquisite spa bath, enlarged customized wardrobe room, and direct access to the laundry facilities. The first level also includes a den suite ideal for remote work or creative pursuits and a completely private guest bedroom with its own full bath. Upstairs, there’s an overlook to the great room below, 2 bedrooms, 2 full baths, and an amazingly-sized bonus room with private balcony. The award-winning and talented team of professionals at Allegra Homes has thoughtfully and expertly created a residence offering a secure, exclusive lifestyle in one of Sarasota's most sought-after and high-value areas. The construction quality is of the highest standard, ensuring that the home is both beautiful and built to last. Just minutes to the mainland, downtown’s cultural mecca, world-class dining and shopping venues, gorgeous area beaches and a top-ranked school system coveted by families for generations, the prized waterfront location couldn’t be better. Showcasing extraordinary craftsmanship throughout, this never-lived-in showplace is the ultimate vision for those who value the very best of coastal Florida living. There’s still time to make your own personal choices for creating the perfect custom home tailored to your family’s taste and style.

SARASOTA

527 FREELING DRIVE

4 Beds

4 Baths

4,310 Sq.Ft.

$5,825,000

MLS#: A4669657

Price reduced

Discover the pinnacle of direct bayfront excellence blending sculptural modern form with water views. Full-floor residence at AQUA is one of only eight in Sarasota’s most exclusive boutique building found on Golden Gate Point. Perched on the sixth floor with 180° views of Sarasota Bay and the iconic Ringling Bridge, this home offers a level of elegance and customization rarely found—even in new construction. From the moment you step off your private elevator into the foyer, the residence unfolds with simple, clean lines spotlighting floor-to-ceiling 10-foot glass walls which frame the Bay & Sunsets like living artwork. More than $500,000 in curated upgrades elevate the interiors, transforming this barely lived in 4,100+ sq ft space into a truly one-of-a-kind lifestyle rarely found in Sarasota’s market. Open-concept layout lives like a single-family home with distinct entertaining areas, a stunning waterfront dining room, and a bespoke wet bar. Chef’s kitchen is a study in form and function, seamlessly integrated into the living space while offering top-tier appliances and finishes: Wolf cooktop and ovens, 2 Miele dishwashers , Sub-Zero refrigerator, Cuisines Laurier cabinetry with a 9 ft expansive island topped with striking Cielo quartzite. Private primary suite is designed as a serene escape, featuring stunning water views, custom walk-in closets uniquely designed with two separate individual sections of sleek Cuisimax poly-gloss doors and packing station. Elevated features in the spa-style bathroom include dual vanities topped with striking azure crystal marble, a soaking tub, and a large glass-enclosed shower Two generous guest suites offer en-suite privacy, while a fourth bedroom currently serves as a sleek office. With discreet concierge services found only in a 5-star boutique style building, Aqua offers an enclosed oversized private two-car garage with an EV charging station & dehumidifier, private boat dock that accommodates 36' boat + flat kayak lift, temperature-controlled wine storage/wine tasting room, fitness studio, heated pool and spa and meeting room. Be part of vibrant downtown living in a secluded quiet location.

SARASOTA

280 GOLDEN GATE POINT 600

4 Beds

3 Baths

4,101 Sq.Ft.

$5,800,000

MLS#: A4668258

A residence of sophistication and luxury, this exceptional home was thoughtfully designed to bring family and friends together—sharing good food, meaningful connection, and the enjoyment of elevated everyday living. Ideally located just 8 miles from Sarasota-Bradenton International Airport, 12 minutes to Siesta Key Beach, and 10 minutes to downtown Sarasota, the property is in close proximity to The Ringling, Van Wezel, Selby Gardens, Asolo, premier dining and shopping, The Field Club, and the Sarasota Yacht Club—creating a seamless blend of culture, convenience, and coastal lifestyle. Elegant yet warm and approachable, the home blends refined architecture with tropical elements, including stone columns, metal pergolas, concrete textures, and lush landscaping, creating a relaxed oasis unlike any other. A surrounding stucco wall enhances privacy, allowing you to unwind to the soothing sound of a tranquil fountain within a peaceful, secluded setting. The main living spaces were intentionally designed for gathering, featuring bead-board stained ceilings in the family room, formal living room, and dining area. The cook’s kitchen is both striking and highly functional, highlighted by a glazed pressed-tin ceiling, unpolished concrete floors, and views into the kitchen garden through multiple French doors and expansive windows—perfectly suited for both everyday living and entertaining.

SARASOTA

1804 N LAKE SHORE DRIVE

4 Beds

4 Baths

6,854 Sq.Ft.

$5,800,000

MLS#: A4679067

#A4652012

SARASOTA

3576 SAN REMO TERRACE

4 Beds

4 Baths

6,091 Sq.Ft.

$5,799,995

MLS#: A4652012

One or more photo(s) has been virtually staged. Remarkable natural light and sunset views over Sarasota Bay take center stage in Residence #1102. This 20-story Ritz-Carlton Residences tower enjoys a prime waterfront location in the heart of Sarasota’s accessible downtown cultural district. In this Residence B floor plan, the main living and dining areas as well as one of two private terraces, face southwest. The great room has been designed with a large dining alcove that is oriented to enjoy water views and an open-plan kitchen with a breakfast bar is ideal for casual meals. The primary bedroom, which opens to the terrace overlooking the bay, features two large walk-in closets and a spa-style bath with a double vanity, double shower and a deep soaking bathtub. Two guest suites, each with a walk-in closet and en-suite bath, open to a shared terrace angled to capture sunrise views. A den is thoughtfully situated for quiet time at home. In the Ritz-Carlton global tradition of peerless service, this private residence will enjoy a dedicated on-site team that takes pride in anticipating every need and fulfilling every wish. With 24-hour dedicated staff and concierge, food and beverage services are available from a private, on-site service kitchen, dedicated 24-hour valet, housekeeping services and an impressive array of private amenities overlooking the sparkling yacht harbor. In addition to the exceptional private amenities and services available exclusively to our tower residents, membership in The Harbor Club provides access to nearly 20,000 square feet of amenities dedicated to socializing, health and wellness.

SARASOTA

555 QUAY CMNS 1102

3 Beds

3 Baths

3,984 Sq.Ft.

$5,799,000

MLS#: A4670520

An extraordinary chance to own one of Sarasota’s most coveted waterfront homesites, this 29,902-square-foot parcel offers an unparalleled setting for a custom estate on North Siesta Key. With 61 feet of water frontage along the pristine expanse of Roberts Bay, this property provides deep sailboat water access to the Gulf with no fixed bridges, making it a premier location for boating enthusiasts.
This exclusive lot is city-approved for subdivision and represents one half of a larger 1.5-acre estate, which may be purchased in its entirety for those seeking a truly exceptional waterfront compound (see adjacent property at 620 Freeling Dr). With ample space to create a world-class residence, the site is primed for architectural excellence, optimal southern exposure, and every amenity imaginable.
The existing property features a 2,600-square-foot modern guest house, which can be relocated or removed, alongside a Lucas Lagoon grotto-style pool and tiki hut, which can be seamlessly integrated into a new site plan or removed to allow for a completely uninhibited vision. With plenty of room to configure a new custom dock, the property ensures

SARASOTA

684 FREELING DRIVE

None Beds

None Baths

0.68 acres

$5,750,000

MLS#: A4675756

An extraordinary chance to own one of Sarasota’s most coveted waterfront homesites, this 29,902-square-foot parcel offers an unparalleled setting for a custom estate on North Siesta Key. With 61 feet of water frontage along the pristine expanse of Roberts Bay, this property provides deep sailboat water access to the Gulf with no fixed bridges, making it a premier location for boating enthusiasts.
This exclusive lot is city-approved for subdivision and represents one half of a larger 1.5-acre estate, which may be purchased in its entirety for those seeking a truly exceptional waterfront compound (see adjacent property at 620 Freeling Dr). With ample space to create a world-class residence, the site is primed for architectural excellence, optimal southern exposure, and every amenity imaginable.
The existing property features a 2,600-square-foot modern guest house, which can be relocated or removed, alongside a Lucas Lagoon grotto-style pool and tiki hut, which can be seamlessly integrated into a new site plan or removed to allow for a completely uninhibited vision. With plenty of room to configure a new custom dock, the property ensures

seamless access to Sarasota’s renowned waterways. The estate is also walled and gated for privacy, offering an exclusive retreat in one of Florida’s most sought-after locations.
Perfectly positioned to capture breathtaking, unobstructed views of Roberts Bay, this property offers a rare blend of seclusion, space, and direct water access—all just moments from the world-renowned beaches, dining, and culture of Sarasota. A waterfront lifestyle without compromise.

SARASOTA

684 FREELING DRIVE

3 Beds

3 Baths

2,548 Sq.Ft.

$5,750,000

MLS#: A4675757

House never flooded, including during Hurricanes Milton and Helene, and protected by a full house generator!
Lavishly embellished with Old World authenticity, this exceptional waterfront estate evokes the grandeur of a 17th century Tuscan farmhouse. Custom built by John Cannon, the home is set on what was once Ringling’s personal yacht basin, offering protected sailboat water, 180 feet of seawall, a private dock, two boat lifts, and a dedicated kayak lift platform, all framed by sweeping panoramic water views.
From the moment of arrival, the level of craftsmanship is unmistakable. Walls are finished in aged plaster, hand made terra cotta floors have been acid washed and stained to reflect centuries of wear, and authentic frescoes and ceiling beams inspired by the Renaissance period add depth and character throughout. The great room provides a dramatic setting for entertaining with soaring 22 foot ceilings, a gas fireplace, and a wet bar accented by a hammered copper sink.
The chef’s kitchen is equipped with an Italian eight burner gas range and Brazilian soapstone countertops, while the dining room features a rare brick vaulted ceiling that reinforces the home’s Mediterranean soul and creates a truly immersive dining experience. The primary suite is a romantic retreat with his and hers walk in closets and a spa like bath wrapped in rich wood and stone finishes.
Additional spaces include two to three guest bedrooms, dual offices, a bonus room, and a wine room. A true 2,500 square foot ground level garage offers tandem parking for two to four plus vehicles, making it a dream for car collectors.
Outdoor living is exceptional, with stone and wrought iron terraces, an outdoor kitchen and bar on the main level, all designed to capture natural breezes and expansive water views. The newly completed infinity edge pool and spa create a striking visual effect, with the water appearing to seamlessly spill into the bay, while two strategically placed fire pits add warmth and dramatic ambiance after sunset.
This storybook residence is ideally located near Sarasota’s beaches, dining, and cultural attractions, offering a rare blend of architectural artistry, privacy, and timeless elegance.

SARASOTA

315 S SHORE DRIVE

4 Beds

3 Baths

5,826 Sq.Ft.

$5,750,000

MLS#: A4676265

Just steps from the shoreline, this coastal home offers deeded beach access and sweeping panoramic views of the Gulf.
Thoughtfully designed across three living levels and serviced by a private elevator, the home features 8 bedrooms, 8 full baths, and 2 half baths, with expansive gathering spaces suited for both everyday living and hosting.
The top floor serves as the heart of the home, where the main kitchen and primary living area open directly to a Gulf-facing balcony showcasing breathtaking, unobstructed water views. This elevated vantage point creates a stunning backdrop for daily living, with the kitchen, dining space, and great room all positioned to take in the scenery.
A secondary club room with wet bar provides an additional space to gather, while multiple balconies throughout the home frame the coastal setting from different vantage points, including select bedroom suites.
Below, the outdoor living space features a private pool and integrated spa surrounded by lush landscaping, along with a fully equipped outdoor kitchen with built-in grill, refrigeration, and dining area.
All eight bedroom suites offer ensuite baths and generous accommodations, with several enjoying Gulf views and private balcony access.
This income-producing property offers flexibility for personal enjoyment, investment potential, or both.
Located near beach access and Siesta Key Village, this is a rare opportunity to own a well-positioned coastal home that blends lifestyle appeal with proven performance.

SARASOTA

316 BEACH ROAD

8 Beds

8 Baths

4,681 Sq.Ft.

$5,750,000

MLS#: A4683801

Price reduced

The Seller is willing to consider all reasonable offers including seller financing. Discover one of Sarasota’s best bayfront values with sweeping 270° views of Sarasota Bay, Ca’d’Zan (John Ringling's estate), Longboat Key, and spectacular sunsets. Located on a private cul-de-sac in Ringling Point, this 7,000 sq. ft. estate offers privacy, 17-ft elevation, and direct sailboat water with no fixed bridges, just minutes from downtown. The residence features 5 bedrooms, 3 full and 2 half baths, multiple living areas, soaring 24-ft ceilings, walls of glass framing endless water views, a fireplace and a full-service bar. The chef’s kitchen has custom cabinetry, premium appliances, and a spacious island overlooking the family room with expansive terraces. The owner’s retreat spans an entire wing with private sitting area and fireplace, spa-inspired bath, oversized dressing room, wine room, and full-length terrace. The guest suites, flex rooms, a recording studio, and 4-car garage add versatility. The resort-style outdoor living areas feature a lagoon-style pool, spa, covered terraces, and private dock ideal for yachts and sailboats. With its rare combination of views, quality, and location near downtown, beaches, cultural venues, and SRQ Airport, this estate is a true Sarasota legacy property.

SARASOTA

309 RINGLING POINT DRIVE

5 Beds

3 Baths

6,918 Sq.Ft.

$5,745,000

MLS#: A4657659

Luxury Living in the Heart of Siesta Key!

This beautifully designed coastal retreat offers 7 bedrooms, 7 full bathrooms, and 2 half baths, providing plenty of space for hosting family and friends in total comfort. Every detail was thoughtfully crafted to blend high-end design with relaxed Florida living.

The main living area is open, airy, and filled with natural light, creating an effortless flow for both everyday life and entertaining. A private elevator makes accessing all levels a breeze, while wraparound balconies and large windows showcase the lush, tropical surroundings.

At the center of the home, the chef’s kitchen features a gas range, oversized island, and ample seating—perfect for gathering, cooking, and connecting.

Step outside and you’ll find your own private escape: a heated pool and spa, putting green, and a spacious patio designed for making the most of every sunny day. Whether you're lounging poolside or enjoying a casual game of ping pong, this outdoor space was made for fun and relaxation.

Upstairs, the second level includes three luxurious king suites with private en-suite baths. The third floor offers four additional bedrooms—three more king suites and a bunk room with two full-over-full bunks, making it ideal for large families or groups.

At the top of it all, the rooftop terrace delivers incredible views of Siesta Key Village and the nearby beach. It’s the perfect spot to take in the sunset, sip a cocktail, or stargaze late into the evening. A built-in wet bar completes the experience.

This is a rare opportunity to own a one-of-a-kind home in one of Siesta Key’s most coveted locations. With stunning finishes, thoughtful amenities, and a true resort-style feel, this residence offers coastal living at its finest.

Schedule your private tour today.

SARASOTA

119 AVENIDA MESSINA

7 Beds

7 Baths

3,600 Sq.Ft.

$5,699,000

MLS#: A4656843

#A4674740

SARASOTA

1429 N LAKE SHORE DRIVE

5 Beds

5 Baths

4,545 Sq.Ft.

$5,695,000

MLS#: A4674740

Being in the same family for 75 years, this is a rare opportunity to own a stunning, nearly half-acre waterfront lot in the highly desirable Bay Point Park neighborhood of Sarasota. Situated on protected sailboat water with no bridges to the Gulf of Mexico, this unique property offers unparalleled access to the serene waters of Sarasota Bay, with breathtaking views of the iconic Ringling Bridge and the vibrant downtown Sarasota skyline. Enjoy a truly walkable lifestyle with the best of Sarasota at your doorstep. Stroll to Marie Selby Botanical Gardens, the charming shops and gourmet restaurants of downtown, the quaint Southside Village, and the renowned Morton's Gourmet Market—all just moments away. Tucked away in a tropical oasis, this secluded lot offers privacy, tranquility and convenience, providing the perfect setting for a custom-built home with sweeping waterfront views. Located in one of the most sought-after West of the Trail neighborhoods, this large waterfront parcel presents a unique opportunity to create a luxurious sanctuary in one of Sarasota's most coveted locations. Whether you’re an avid sailor or simply appreciate the beauty of coastal living, this property is your perfect canvas. Don’t miss the chance build your dream home on this exceptional slice of Sarasota paradise—where the natural beauty, luxury, and lifestyle you’ve always dreamed of can finally become a reality.

SARASOTA

1479 BAY POINT DRIVE

4 Beds

3 Baths

3,783 Sq.Ft.

$5,695,000

MLS#: A4647998

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