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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

3,343

# of Listings

2

Avg # of Bedrooms

$703

Avg. $ / Sq.Ft.

$1,392,377

Med. List Price

Browse Downtown Sarasota Real Estate Listings

$250,000 - $500,000

$3M - $5M

191 Properties Found. Page 8 of 13.

Welcome to the side of Siesta Key most visitors never discover — and many locals refuse to leave.

Located on the peaceful southern stretch of Midnight Pass Road, 8008 Midnight Pass sits far enough from the congestion of the Village and Beach Road traffic, yet only minutes from Crescent Beach and waterfront dining. Here, mornings start with bike rides under a canopy of palms, neighbors walk dogs along quiet streets, and evenings end with sunsets reflecting across Heron Lagoon. This is the residential, laid-back Siesta Key lifestyle buyers search for but rarely find available.

Behind a newly installed private gate, fresh coastal landscaping and a new perimeter wall create a true sense of arrival and privacy. The 2015-built waterfront home has been extensively improved, offering the feel of a newer construction property without the wait, cost, or uncertainty of building on the island.

Inside, the home has been refreshed with new flooring throughout, fresh interior paint, updated stair railings, and designer lighting. A full Sonos surround sound system, Brilliant smart switches, Philips Hue lighting, and an upgraded security system provide modern convenience, while spray-foam attic insulation improves comfort and efficiency year-round.

The completely reimagined kitchen serves as the centerpiece of the home, featuring Viking appliances, quartzite countertops and backsplash, custom cabinetry with under-cabinet lighting, a custom hood, dedicated bar area, and Viking ice maker. The open living space flows directly to expansive sliders overlooking the calm waters of Heron Lagoon — a view that immediately explains why owners love this side of the island.

A flexible den with a custom Murphy bed provides additional guest accommodations, and upstairs guest bedrooms have been enhanced with wainscoting and designer wallpaper. One guest bathroom has been fully remodeled and all bathrooms have been updated with new fixtures and lighting.

Outdoor living is where the property truly shines. The lagoon-front setting offers a kayak and paddleboard launch from your backyard, an IPE dock for fishing or sunset watching, and a revitalized pool area with new equipment and LED lighting. A newly screened upper balcony lanai creates a peaceful retreat above the water, while the private basketball court adds a rare amenity not commonly found on Siesta Key. This is a home designed for those who want Siesta Key without the crowds — boating, biking, paddleboarding, and quiet evenings just minutes from the beach.

8008 Midnight Pass is not just a waterfront property; it’s an opportunity to experience the calmer, residential side of island living while still being close to everything that makes Siesta Key world-famous. Schedule your private showing and experience the difference in person.

SARASOTA

8008 MIDNIGHT PASS ROAD

5 Beds

5 Baths

4,190 Sq.Ft.

$3,850,000

MLS#: A4672889

#A4678861

SARASOTA

5263 AVENIDA DE CORTEZ

4 Beds

3 Baths

3,122 Sq.Ft.

$3,850,000

MLS#: A4678861

Experience elevated waterfront living in The Wild Blue Showcase Home by John Cannon Homes, a stunning, custom-designed residence located in the exclusive Wild Blue at Waterside in Lakewood Ranch. Situated on a spacious homesite, this 3,782 sq. ft. home offers 4 bedrooms, 5 bathrooms, a private casita, and a versatile bonus room. A thoughtfully crafted floor plan blends sophisticated design with effortless livability—from the chef-inspired kitchen with an oversized island and walk-in pantry to the expansive great room and luxurious owner’s suite with a spa-like bath. Outdoor living takes center stage with a generously sized lanai, ideal for relaxing, entertaining, or enjoying Florida’s year-round sunshine.
In addition, Wild Blue offers a vibrant, amenity-rich lifestyle with 6 tennis courts, 8 pickleball courts, basketball court, event lawn, dog parks, shaded pavilions, lakeside trails, a kayak launch, children’s playground, and outdoor fitness areas. Just beyond, residents also enjoy convenient access to Midway Sports Complex, featuring 13 acres of open green space, athletic fields, and community gathering areas. Whether you're exploring boardwalks through natural wetlands or enjoying a lakeside picnic, The Wild Blue Showcase Home by John Cannon Homes is your gateway to luxury living with an active, connected lifestyle in one of Southwest Florida’s premier master-planned communities. Wild Blue offers luxury living in the heart of Lakewood Ranch with exceptional amenities for all ages. The new clubhouse (under construction) will feature concierge service, private theater, fitness center, golf simulator, billiards room, and two resort-style pools, plus a future full-service restaurant and patio bar. Ideally located near UTC, Waterside Place, and top dining and shopping, Wild Blue delivers an elevated lifestyle in a premier LWR community.

SARASOTA

1018 BLUE SHELL LOOP

4 Beds

5 Baths

3,782 Sq.Ft.

$3,849,900

MLS#: A4628078

#A4664895

SARASOTA

1111 RITZ CARLTON DRIVE 1704

3 Beds

3 Baths

4,943 Sq.Ft.

$3,825,000

MLS#: A4664895

Pre-Construction. To be built. Brought to you by Noah Thomas Builders in a prime Siesta Key location. This contemporary coastal new construction at 5531 Calle del Verano showcases modern luxury paired with timeless island design—just ONE BLOCK from the powdery quartz sands of Siesta Key Beach, consistently ranked among the best beaches in the world. Thoughtfully engineered and built to FEMA’s latest standards, this residence offers peace of mind alongside elevated coastal living. Spanning approximately 3,200 square feet and features an open-concept layout, high ceilings, and refined finishes throughout. Designed for both comfort and entertaining, the chef’s kitchen is outfitted with quartz countertops, premium appliances, and an oversized island, flowing seamlessly into expansive living and dining spaces. The private primary suite serves as a serene retreat with a spa-inspired bath and generous walk-in closets. Built for coastal durability, the home includes hurricane-rated windows and doors, resilient construction, and modern systems designed to withstand Florida’s coastal environment. Step outside to your private pool and spa, creating a resort-style oasis perfect for relaxing after a beach day or hosting gatherings under the sun and stars. Additional features include a private elevator and gas generator enhancing both convenience and piece of mind. The rooftop deck is a standout feature—an elevated sanctuary offering the ultimate island experience. Designed for sunsets, sea breezes, and unforgettable entertaining, this space provides a unique vantage point to enjoy Siesta Key’s natural beauty. Siesta Key offers a rare blend of natural beauty and everyday convenience. Enjoy morning walks to the beach, afternoons on the water, and evenings dining or strolling through Siesta Village, home to renowned restaurants, boutiques, and live music. With its turquoise waters, unforgettable sunsets, and year-round outdoor lifestyle, Siesta Key remains one of Sarasota’s most sought-after destinations for both full-time residents and second-home owners. This quiet north-end location provides added privacy while still offering easy access to downtown Sarasota, arts and culture, and mainland amenities—delivering the perfect balance of island serenity and modern convenience. All images, renderings, and descriptions illustrate the intended design and style by Noah Thomas Builders. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.

SARASOTA

5531 CALLE DEL VERANO

4 Beds

4 Baths

3,200 Sq.Ft.

$3,800,000

MLS#: A4681732

One or more photo(s) has been virtually staged. RARE OPPORTUNITY to purchase a mixed use building in the heart of Downtown Sarasota. This exceptional three-story mixed used building offers an unparalleled blend of luxury and convenience. With a prime location just steps from premier dining, shopping, and cultural attractions, this unique property invites you to embrace city living at its finest.
Constructed in 2000, the first floor welcomes visitors with a bright, coastal-inspired entrance,
featuring luxury vinyl plank flooring in a light oak finish. This level includes a spacious open area with an abundance of natural light pouring in. This floor was previously a salon sitting 12 stations, 6 wash stations, 4 drying stations, along
with 2 well-appointed bathrooms. The salon area has a state of the art mixing station, accented by high-end sleek dark tile.
Upstairs, accessible by both staircase and elevator, you'll find 7 generously sized treatment rooms with plumbing, 2 additional bathrooms, a dedicated breakroom, and an office. One of the standout features is a unique room with a stunning wall crafted from Himalayan salt bricks, adding a luxurious and tranquil touch. The second floor also includes a naturally well lit break room that accommodates both the first and second floor.
Ascend to the private penthouse on the 3rd Floor via the private access elevator and discover a breathtaking four-bedroom residence designed for modern sophistication. The expansive open floor plan is accentuated by soaring ceilings and abundant natural light streaming through floor-to-ceiling windows.
The chef’s kitchen is a masterpiece, featuring a grand island, wine fridge, built-in oven and microwave, and a six-burner gas cooktop with a dedicated grilling area. A separate full-length wet bar and coffee station, complete with two dishwashers and ample storage makes this private residence perfect entertaining. The seamless flow between the dining and living areas—anchored by a soothing fireplace—creates a warm and inviting atmosphere. Step outside onto the private balcony off the kitchen, where city views provide a picturesque backdrop for dining and entertaining A space perfectly designed for gardening or grilling out with friends. A striking spiral staircase leads to the third-floor bedroom with an en-suite half-bath and its own rooftop terrace for a tranquil retreat. This space is currently being used as a short term rental.
The building offers two assigned covered parking spaces.
There is a separate 4,880 SF lot in close proximity that can be purchased for additional parking or development located at 1374 Fruitville Rd, this is listed separately for $950,000 or you can purchase both.
This is a great opportunity for an owner occupier to run their dream business while living above.
The building is being sold as vacant however the med spa on the 2nd floor would consider staying on a long term lease.
Schedule a private showing today to learn more about this opportunity!

SARASOTA

1345 2ND STREET

None Beds

None Baths

8,165 Sq.Ft.

$3,800,000

MLS#: A4666612

Pre-Construction. To be built. The award-winning, timeless and elegant Martinique Model by Roy Dupuis' Anchor Builders is available as a to be built on Lot 334 in Wild Blue at Waterside. This expansive 100' width of this rare, big water view Lapis homesite matches perfectly with Anchor Builders celebrated residential designer's resort lifestyle Martinique plan. Spectacular water and preserve views can be enjoyed with family and friends from most of the generously appointed interior spaces and in full view from the luxury resort styled outdoor pool ,spa, living, dining, and kitchen areas.
The Martinique Model has 4,007 sf of Living areas and includes a Great Room, 4 ensuite Bedrooms, one pool bath, one Study and one Flex Room with a 3-car garage. Builder Roy Dupuis and the design team can easily and will most likely, modify the floor plan and elevation to accommodate your individual lifestyle and tastes. In fact, in 36 years Roy Dupuis and the Design & Build Team have never built the same twice and many are pleased to hear the design and build team at Anchor Builders limits their builds to 8-10 a year. Your home, your way. Discover the Difference. Amenities at Wild Blue at Waterside will include a Clubhouse that will provide residents fine and casual dining, social events and a well-appointed fitness center, classes, personal training, golf simulator, movie theatre and more. The shared Midway Sports Center will include 13 acres for neighbors to explore, play and connect. Miles of lakeside and preserve walking paths and trails, 6 tennis courts, 8 pickleball courts, sports pro shop, kayak launch, playground and of course, 2 dog parks for our fury friends. All created for your next chapter nature-centric, active lifestyle! Available from $3,795,000. The List Price includes selected options and excludes additional options and upgrades shown in our model and brochure plans. Please consult the Builders Representative for additional details.

SARASOTA

8563 SEA MIST LOOP

4 Beds

4 Baths

4,007 Sq.Ft.

$3,795,000

MLS#: A4651828

#A4671298

SARASOTA

1023 TOCOBAGA LANE

3 Beds

3 Baths

3,599 Sq.Ft.

$3,795,000

MLS#: A4671298

Price reduced

Exquisite home by Heritage Builder, situated on almost half an acre, in the most desirable area, West of the Trail, on a quiet canopy street. Lovely styling inspired by homes in the West Indies with the finest of interior finishes and memorable architectural details. A breathtaking view of a tropical paradise is seen from the Great Room and Kitchen, with sparkling pool and expansive area for entertaining including a beatiful covered area and outdoor kitchen. The owners suite features a formal entry vestibule, vaulted ceiling, his and her walk in closets, and a spacious bathroom with dual vanities. The open design kitchen has Chef's grade stainless steel appliances, full height backsplash and walk in pantry. Hurricane, impact rated, insulated, low E windows with vinyl frames, spray foam insulation and 8' solid core doors. This remarkable residence is more like a tropical resort on a "one of a kind" property. Located 10 minutes from downtown and the beaches.

SARASOTA

4009 RED ROCK LANE

4 Beds

4 Baths

3,820 Sq.Ft.

$3,795,000

MLS#: A4671734

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

#A4680961

SARASOTA

5351 CALLE FLORIDA

4 Beds

4 Baths

3,220 Sq.Ft.

$3,750,000

MLS#: A4680961

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