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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

3,381

# of Listings

2

Avg # of Bedrooms

$699

Avg. $ / Sq.Ft.

$1,384,213

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

3381 Properties Found. Page 22 of 226.

#A4671298

SARASOTA

1023 TOCOBAGA LANE

3 Beds

3 Baths

3,599 Sq.Ft.

$3,795,000

MLS#: A4671298

Free standing Building, NO HOA. 13 total units, (7)- 2 Bedroom & 2 Bathroom and (6) -2 Bedroom x 2.5 Bathroom Townhomes, New Luxury Vinyl Flooring, New Kitchen -Cabinets and Quartz countertops & Appliances, New Bathrooms - Quartz countertops and fixtures, New Paint, updated molding and accent wall. Ground floor units have newly tiled patio and new screen lanai. A/C units and water heaters are mostly new or less than 4 years old. Roof replacement underway (to be completed prior to closing) View of Golf Course and large back yard. 14 Covered parking spaces, 10 additional + 6 shared guest parking spaces. Most units updated. Current rent rolls and P&L available upon request

SARASOTA

3700 BENEVA ROAD 601-613

None Beds

None Baths

13,428 Sq.Ft.

$3,790,000

MLS#: A4677073

Set on the north end of Siesta Key, this striking modernist residence offers the rare balance of island serenity and seamless access to the mainland, placing vibrant downtown Sarasota, Southside Village, and the area’s cultural and dining destinations just minutes away—while the azure waters of the Gulf of Mexico and Siesta Key’s world-famous white quartz sand beach are equally close at hand.
Designed with crisp architectural lines and a light-filled, contemporary aesthetic, this nearly 3,800-square-foot, four-bedroom, four-bath home redefines modern coastal living. An open floor plan, 12-foot ceilings, and expansive walls of impact-resistant glass windows and doors create a natural flow throughout the home, blurring the line between indoors and out while capturing the relaxed elegance of island life.
A dramatic natural rosewood floating staircase serves as a sculptural centerpiece, leading to the main living level where modern design and functionality converge. The living area is anchored by a 100-inch electric floating wall and linear fireplace, creating a striking focal point for both everyday living and entertaining. Modern LED lighting, thoughtfully integrated throughout the interior and exterior, enhances the home’s clean lines and architectural presence.
The open-concept kitchen is sleek and refined, featuring premium appliances, a natural gas cooktop, contemporary cabinetry, and generous prep and gathering space—ideal for entertaining or relaxed daily living. The primary suite is a tranquil retreat, highlighted by a spa-inspired bath with LED, anti-fog mirrors, a 74-inch soaking tub, and a walk-in closet, along with direct access to outdoor living. Three additional guest suites are thoughtfully designed to offer comfort, privacy, and flexibility, each with designer finishes and modern baths.
One of the home’s most distinctive features is the private balcony with a spa-style hot tub —perfectly positioned for morning relaxation, evening unwinding, or enjoying coastal breezes after a day at the beach. The property also offers ample room to add a pool, allowing future customization of the outdoor living environment.
Elevated and thoughtfully constructed in accordance with current building guidelines, the residence offers peace of mind without compromising style. Beneath the home, an exceptionally expansive garage and storage level can accommodate 12 or more vehicles, a rare and highly sought-after amenity on Siesta Key. This level also includes a separate flex room with an overhead door that opens directly to the backyard, making it ideal for a private home gym, wellness studio, hobby space, or additional entertaining area.
Just a short stroll away, a charming neighborhood beach at Big Pass provides a front-row seat to boats gliding through the pass and colorful sunsets each evening, a favorite local spot that perfectly captures the laid-back beauty and maritime energy of the north end of Siesta Key.
This is a compelling opportunity for buyers seeking a move-in-ready modernist home on Siesta Key’s coveted north end—where convenience, coastal beauty, architectural sophistication, and thoughtful design come together, and where the beach, boating, dining, and Sarasota’s vibrant cultural and entertainment scene are all within easy reach.
A refined blend of modern design, prime location, privacy, and future potential, this residence delivers an exceptional Siesta Key lifestyle.

SARASOTA

3939 HIGEL AVENUE

4 Beds

4 Baths

3,788 Sq.Ft.

$3,775,000

MLS#: A4675610

This spacious Sarasota home offers the perfect blend of location, layout, and livability, making it an exceptional choice for doctors and families. Doctors will appreciate the convenient proximity to Sarasota Memorial Hospital, while families benefit from easy access to top-rated schools such as Southside Elementary, Sarasota High, and Riverview High. Set on a half-acre lot along a spring-fed lake, the home is also minutes from Downtown Sarasota and Siesta Beach. The main living areas and primary suite are located on the first floor, with secondary bedrooms, a craft room, and a separate studio apartment upstairs. Featuring nearly 4,800 square feet of living space, seven energy-efficient A/C zones, a screened-in heated pool, and a covered front porch with gazebo, this home delivers comfort, flexibility, and everyday convenience in one of Sarasota’s most central and sought-after locations. Spacious gathering areas include a dramatic two-story great room, formal dining room, wet bar, and a chef’s eat-in kitchen. Private spaces include a heavenly primary suite with access to the pool and a private spa retreat, plus three additional ensuite bedrooms and versatile bonus space perfect for a man cave or in-law suite. Additional rooms include a home office and craft room. Two oversized two-car garages, including one with height for car lifts, round out this exceptionally livable home. Expertly crafted and installed components include hickory wood floors, seven-inch baseboards, crown molding, designer ceilings, gas fireplace, solid-wood cabinetry, and Thermador professional appliances. Convenience features include impact windows and doors, security system with outdoor cameras, smart home with four WiFi extenders, four Roku TVs, in-wall pest control system, irrigation well, heated pool and spa, air conditioning with two units and seven zones, and 500-gallon propane tank that supplies two tankless hot-water systems, kitchen range, outside grill, fireplace and spa. Feature sheet with full details available. This inviting home is full of thoughtful details and unexpected touches that elevate everyday living. From its flexible layout to its character-rich spaces, it’s a residence that feels as good as it looks. Schedule your visit and discover all the reasons to make it yours.

SARASOTA

1543 EASTBROOK DRIVE

4 Beds

5 Baths

4,788 Sq.Ft.

$3,750,000

MLS#: A4641145

Perfectly positioned along the water, this exceptional residence offers a refined coastal lifestyle just moments from Siesta Key. Tucked away on a quiet street, the contemporary home enjoys southern exposure and approximately 100 feet of canal frontage with direct access to Sarasota Bay.

Designed for both entertaining and everyday living, the open-concept interior features soaring ceilings exceeding 14 feet and expansive walls of impact-rated pocketing glass. When opened, the living areas flow seamlessly to a covered outdoor lounge, resort-style pool and spa, and a fully equipped outdoor kitchen, creating effortless indoor-outdoor living.

The primary suite is privately located on the east side of the home and features oversized windows and glass sliders opening directly to the waterfront pool terrace, along with a custom walk-in closet and spa-inspired en-suite bath. On the west wing, two sun-filled guest bedrooms with walk-in closets share a beautifully appointed bathroom. A flexible bonus or media room serves as a fourth bedroom and includes an en-suite bath and walk-in closet.

Additional features include a dedicated study or den, a fully air-conditioned split three-car garage, and thoughtfully designed spaces that balance style and functionality. With direct boating access to the Intracoastal and no HOA restrictions, this property offers an ideal waterfront lifestyle.

Enjoy daily sunsets over the water and front-row views of Siesta Key’s Fourth of July fireworks—all from the comfort of your own home. Conveniently located minutes from Siesta Key Beach, Downtown Sarasota, and premier dining, shopping, and cultural destinations—including The Bay Park, Selby Gardens, and the Van Wezel Performing Arts Hall—this home presents a rare opportunity to enjoy contemporary design, privacy, and boating access in a sought-after coastal setting.

SARASOTA

1643 STANFORD LANE

4 Beds

3 Baths

3,077 Sq.Ft.

$3,750,000

MLS#: A4681246

Price reduced

Downtown Waterfront! Seeking instant gratification? Welcome to one of downtown Sarasota’s most hidden gems. Located in Lincoln Park on Hudson Bayou, this intimate enclave of just eight residences offers a rare blend of privacy, charm, and immediate access to the very best of Sarasota’s cultural and waterfront lifestyle. Tucked along the tranquil waters of Hudson Bayou, the setting is serene yet remarkably close to downtown’s celebrated restaurants, theaters, art venues, and the iconic Marie Selby Botanical Gardens. As you arrive along the tree-lined street, the home’s Craftsman-style architecture immediately captures attention. A freshly painted exterior featuring HardieBoard siding and accents delivers timeless appeal with low maintenance living in mind. Inside, the residence strikes a perfect balance between comfort and modern sophistication. Every detail reflects the owner’s discerning eye for design. A charming brick-lined front porch leads to an inviting entry and a versatile sitting room—ideal as a home office, reading nook, or a sunlit spot to enjoy morning coffee. The curated eat-in kitchen is the centerpiece of the home, appointed with upgraded Bosch appliances, a gas cooktop, and thoughtful finishes that elevate both form and function. Adjacent, the spacious living room features a custom built-in entertainment center and offers the perfect setting for relaxed evenings, family gatherings, or conversation with friends. French doors open to a true waterfront sanctuary—an outdoor retreat complete with Brazilian Ipe decking, a heated pool and spa, and peaceful bayou views. The primary suite is conveniently located on the main level, offering a luxurious, spa-inspired bathroom with custom tile work. Upstairs, three generously sized guest bedrooms provide ample space and flexibility. One functions beautifully as a second primary suite, featuring a stunning custom bath that rivals the main suite. A fourth bedroom is currently configured as a den with an armoire and custom built-in cabinetry. Adding to the home’s rare appeal is a deeded boat slip with a 10,000-pound lift directly on Hudson Bayou, offering immediate access to Sarasota Bay and beyond. Perfectly positioned between downtown Sarasota and Southside Village, this exceptional residence places dining, shopping, recreation, and culture just moments away. It would be remiss not to mention your choice of award-winning beaches a few minutes' drive away. Private showings available by appointment.

SARASOTA

1749 LINCOLN PARK CIRCLE

4 Beds

3 Baths

3,020 Sq.Ft.

$3,750,000

MLS#: A4674729

#A4680699

SARASOTA

5355 CALLE FLORIDA

4 Beds

4 Baths

3,220 Sq.Ft.

$3,750,000

MLS#: A4680699

#A4680961

SARASOTA

5351 CALLE FLORIDA

4 Beds

4 Baths

3,220 Sq.Ft.

$3,750,000

MLS#: A4680961

Price reduced

#A4676310

SARASOTA

1622 KENILWORTH STREET

4 Beds

4 Baths

4,058 Sq.Ft.

$3,700,000

MLS#: A4676310

New price - timeless elegance meets modern luxury on North Siesta Key. Tucked away on the coveted north end of Siesta Key, this stunning coastal residence is where Mediterranean charm meets contemporary refinement. Completely reimagined in 2015 during a whole-house renovation led by Xavier Garcia of Las Casitas Architects, the home is a work of art, blending artisan craftsmanship with relaxed island living. Step inside to soaring ceilings adorned with rich pecky cypress beams, hand-hewn wood floors, and bespoke wrought-iron detailing. The flowing, open layout is designed for comfort and sophistication, making it ideal for hosting gatherings or enjoying quiet moments at home. Dramatic columns and deep crown moldings lend classic architectural presence, while custom pecky cypress barn doors in the family room offer a rustic, elegant touch. The heart of the home is a fabulous kitchen, fitted with an island, premium Wolf and Sub-Zero appliances, marble countertops, and tailored cabinetry, crafted to inspire chefs and entertainers alike. Retreat to the luxurious primary suite via stairs or elevator and indulge in a spa-style bath featuring an expansive vanity and an impressive shower. Outdoor living is just as spectacular. The outdoor kitchen is fully equipped for alfresco dining under the stars. The acquisition of the property next door enabled the owners to add to this fabulous residence in 2020. Perrone Construction, working in concert with award-winning CMSA Architects and Hazeltine Nurseries, created a masterpiece in the meticulously designed spectacular gardens, a heated & air-conditioned pool, and a two-story indoor and outdoor cabana, which includes a second-story office/studio that overlooks the entire property. The first-floor indoor space can be enjoyed as a game or hobby room. During the day, indulge in quiet relaxation by the pool, and in the evening, experience the magic of serene lighting and uplit landscaping. Thoughtful upgrades include Lutron lighting controls, a whole-house water filtration system, hurricane-rated windows, and a full-house generator for year-round peace of mind. In the desirable Roberts Point neighborhood, you'll enjoy proximity to North Shell Road Beach; the famous powdery white sands of Siesta Beach are nearby. Easy access to vibrant downtown Sarasota, where cultural, dining, and entertainment events are minutes away. This is more than a home; it's a statement in timeless design and relaxed coastal elegance.

SARASOTA

4129 ROBERTS POINT CIRCLE

3 Beds

3 Baths

4,484 Sq.Ft.

$3,695,000

MLS#: A4642942

Price reduced

Repositioned to the market - $300,000 Price Adjustment. Exquisite custom estate in one of Siesta Key’s exclusive neighborhoods. Positioned just across from Gulf-front homes in a private enclave on Siesta Key, this exceptional residence offers the ultimate in island luxury. Masterfully built by Perrone Construction and designed by acclaimed architect Rick Oswald, this custom home is a testament to craftsmanship, quality, and elegant coastal living. Sited on a nearly 22,000-square-foot homesite, the home makes a striking first impression with its stately paver driveway and welcoming entry. Inside, wide-plank engineered hardwood floors and rich architectural detailing define the refined interiors, while soaring beam-and-plank ceilings elevate the spacious great room. The heart of the home is the gourmet kitchen, featuring a Thermador six-burner gas range, custom cabinetry, stone countertops, a generous island and breakfast bar, and an adjacent grilling deck for entertaining. The dining room opens seamlessly to the expansive covered lanai, where you’ll enjoy views of the lushly landscaped backyard oasis. A luxurious main-floor primary suite offers a private retreat with exquisite finishes and spa-style comforts, designed for relaxation and ease. Two upper-level guest suites provide privacy for family or visitors and are easily accessed by either the elegant staircase or a private elevator serving all levels. On the main level, a versatile game room doubles as a fourth bedroom with an adjacent half bath, ideal for guests, hobbies or additional living space. Designed with luxury and peace of mind, this home is built with solid concrete-and-steel frame construction and includes a generator, impact-rated doors and windows, lightning protection, Lutron lighting on the main level, tankless water heaters, central vacuum, and a refreshing outdoor shower. The showstopper? One of the largest residential pools on Siesta Key—nearly 44 feet long—designed for swimmers and hydrophiles alike. You'll find multiple places to relax in the sun or shade, surrounded by lush, tropical foliage and an expansive, fenced yard. Car enthusiasts will appreciate the dual two-car twin garages, while the lower-level non-conforming space offers flexibility for an exercise room, pool cabana or additional recreation space. Though built in 2014, this home rivals new construction in design and condition, with a freshly painted exterior and timeless appeal. Just moments from the world-renowned sands of Siesta Beach and Turtle Beach, with easy access to Turtle Beach Marina, island dining, boutique shopping and downtown Sarasota’s vibrant cultural scene, this residence offers a rare opportunity to own a home that blends location, luxury and lifestyle.

SARASOTA

7333 POINT OF ROCKS ROAD

4 Beds

3 Baths

4,566 Sq.Ft.

$3,695,000

MLS#: A4651061

Price reduced

Perfectly positioned in the heart of Siesta Key, this masterfully crafted New Construction estate epitomizes modern luxury and architectural brilliance. This ultimate entertainment home provides 3,996 square feet of exquisitely designed living space with 4 bedrooms, 4 full bathrooms, 1 half bath, an office, and an upstairs second living room area. From the moment you step inside, you are greeted by a breathtaking open-concept layout accentuated by soaring 20-foot ceilings, floor-to-ceiling glass windows, and sleek porcelain tile flooring, all bathed in natural light and overlooking the lushly landscaped grounds. The state-of-the-art chef’s kitchen is a masterpiece of both style and function, featuring top-of-the-line Monogram appliances, quartz countertops, custom cabinetry, walk-in butlers pantry, and wine display, seamlessly flowing into the luxurious living and dining areas.

Designed for an effortless indoor-outdoor lifestyle, this home boasts multiple rooftop decks, two spacious patios, and a resort-style outdoor oasis complete with a fully equipped summer kitchen, built-in grill, pool, and hot tub spa. The primary suite is a private retreat, offering a tranquil terrace, expansive walk-in closet, and a spa-like ensuite with a soaking tub, glass-enclosed shower, and designer finishes. As you ascend the grand staircase to the upper level of the lavish property, you are greeted with a breathtaking sight of three cozy bedrooms, each with its own private ensuite bathroom and featuring private access to a rooftop deck, creating the ultimate serene escape. A second laundry room is conveniently located upstairs to service the secondary bedrooms. Elevating the home’s sophistication, additional highlights include a electric fireplace, custom walk-in closets, high-end quartz cabinetry, and a private elevator for seamless access to every level.

This newly built residence offers peace of mind with the latest in building codes, energy efficiency, and storm protection. Modern insulation, impact-rated windows and doors, and up-to-date mechanical systems translate into lower utility bills, reduced maintenance, and enhanced safety. You’ll also benefit from turnkey readiness—no need for costly renovations or updates.

Just moments from world-renowned Siesta Key Beach, fine dining, and premier shopping, this extraordinary residence offers an unparalleled combination of tranquility, elegance, and modern convenience. Your dream coastal retreat awaits—contact us today for a private tour!

SARASOTA

603 TREMONT STREET

4 Beds

4 Baths

3,996 Sq.Ft.

$3,690,000

MLS#: A4682231

Price reduced

#A4682100

SARASOTA

8800 MIDNIGHT PASS ROAD

4 Beds

4 Baths

3,676 Sq.Ft.

$3,690,000

MLS#: A4682100

Under Construction. Move in by Spring 2026! Built safely and securely ten feet above the island’s flood plain, 5103 Windward is unparalleled new construction with saltwater boating access to the Intracoastal Waterway and Gulf beyond. Along the water’s edge, this homesite spans nearly 1/3 acre on the Grand Canal with 90 ft. of new seawall. The central Siesta Key location makes getting to the spectacular white sand beaches and charming Siesta Village easy and convenient. The free-flowing plan, offering 3,034 sq. ft. of open living, will seduce you with its inviting atmosphere wrapped in casual elegance and modern sophistication. With plenty of natural light, the great room boasts double-height ceilings adorned with rich architectural detail, an elaborate floor-to-ceiling fireplace wall, and see-through views to the expansive outdoor space and coveted canal setting. Beyond the great room’s glass doors, an entertaining lounge with wood ceiling accents, a professional grill station, and a heated pool/spa await your plans for spending cherished time with family and friends. As evening approaches, night lighting transforms the beautiful backyard and creates a timeless ambiance that encourages relaxation and reflection. A gorgeous kitchen is enhanced with an abundance of amenities including a premium Sub-Zero and Wolf appliance package, stone counters, stylized fixtures and finishes, a walk-in pantry, and adjoining laundry. The formal dining room features a built-in buffet and French doors leading to a brick paver patio, making it a wonderful spot for dining alfresco under the stars. The bonus room, with wet bar and pool bath, features two walls of glass sliders showcasing the extensive outdoors and picturesque water views. The primary suite is an oasis of serenity with an office outfitted with built-ins, a generous wardrobe for two, and an exquisite bath intended to pamper and spoil with a free-standing tub, a frameless glass shower with rain head, separate vanities with stone tops, and a water closet. Two additional en-suites offer plenty of room to unwind and rejuvenate in comfortable privacy. A brick paver drive, a 3-car garage, professional landscaping with timed irrigation, eye-catching curb appeal, and other notable customizations inside and out, complete this magnificent waterfront home. This fresh new residence, designed by the award-winning team at Allegra Homes, has been artfully designed and crafted to offer the highest quality to those who live here. An exciting opportunity to make this island paradise yours!

SARASOTA

5103 WINDWARD AVENUE

3 Beds

4 Baths

3,034 Sq.Ft.

$3,657,625

MLS#: A4676707

Pre-Construction. To be built. Bird Key—Sarasota’s premier island address nestled just off the John Ringling Causeway between vibrant downtown Sarasota and the beaches of Lido and Longboat—provides the setting for this custom-built Allegra Homes masterpiece. The “Laurie Coastal” floor plan delivers approx. 2,757 sq ft of refined, light-filled living with 3 bedrooms, 3.5 baths, a dedicated study, and a versatile bonus room that adapts beautifully as media, fitness, or play space. A chef’s kitchen anchors the home with Wolf cooking, Sub-Zero refrigeration, and a Cove dishwasher, complemented by an oversized island and generous cabinetry. The great room’s pocketing glass sliders dissolve the boundary to a screened lanai appointed for true Florida living with a private saltwater pool/spa and tongue-and-groove ceiling—an effortless backdrop for everyday relaxation and elegant entertaining. Engineered for coastal living, the residence features impact Low-E windows/doors and an elevated foundation: a 3-course stem wall constructed above the Base Flood Elevation. Additional upgrades include a tankless water heater, professional landscaping, paver driveway, and a 3-car garage with epoxy flooring. From this coveted island of beautifully manicured streets and canal/bayfront homes, you’re moments to St. Armands Circle, downtown dining and arts, world-class marinas, and under construction is the new Bird Key Yacht Club; convenient to Sarasota–Bradenton International Airport (SRQ).

SARASOTA

482 E ROYAL FLAMINGO DRIVE

3 Beds

3 Baths

2,757 Sq.Ft.

$3,650,750

MLS#: A4664936

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