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Downtown Sarasota

One of the most popular communities provided by Michael Graf

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 Michael Graf

3,308

# of Listings

2

Avg # of Bedrooms

$679

Avg. $ / Sq.Ft.

$1,311,582

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

3308 Properties Found. Page 19 of 221.

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.

$3,950,000

MLS#: A4642942

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.

$3,950,000

MLS#: A4671734

$50,000 CREDIT AT CLOSING TOWARD BLINDS AND CLOSET BUILD-OUTS.

In the heart of Downtown Sarasota, at the coveted corner of Main Street and Palm Avenue, this Penthouse Collection residence on the 15th floor of the newly built DeMarcay rises above the city with sweeping views of downtown, Sarasota Bay, Big Pass, and onward to the Gulf of Mexico. Step outside and walk to art galleries, acclaimed restaurants, boutiques, theaters, the farmers’ market, the city marina, wellness studios and live music. When the beach calls, St. Armands Circle and Lido Beach are just three miles over the Ringling Bridge.

DeMarcay elevates downtown living with resort-style amenities crowned by an 18th-floor bi-level terrace featuring 360-degree vistas. Residents enjoy a state-of-the-art fitness center, an owners’ lounge, outdoor kitchen, and an impressive pool terrace designed for sunset gatherings and entertaining, supported by 24/7 on-site staff for personalized service.

Bayside on the 15th floor, this 3,407-square-foot residence offers three private bedroom suites, a separate office/den, powder room, open living and dining, laundry, and a private bayfront balcony. Volume ceilings and expansive windows bring in natural light and frame the water-and-sky backdrop throughout. The chef’s kitchen pairs imported Italian cabinetry with quartz countertops, a Miele five-burner gas cooktop, and integrated Miele appliances. The primary suite is a serene retreat with a spa-inspired bath featuring designer Italian cabinetry, porcelain undermount sinks, a soaking tub, and a generous walk-in shower.

An 18-story boutique community of only 39 residences, DeMarcay blends contemporary architecture with Sarasota’s heritage, thoughtfully preserving and restoring the historic facades of the original DeMarcay Hotel (1922) and the Roth Cigar Factory (1923–1938). A rare opportunity to live at Sarasota’s most walkable crossroads—elevated, effortless and distinctly downtown.

SARASOTA

33 S PALM AVENUE 1501

3 Beds

3 Baths

3,407 Sq.Ft.

$3,950,000

MLS#: A4657527

One or more photo(s) has been virtually staged. Perched high above Sarasota Bay on the 15th floor, this exceptional residence is a refined expression of modern luxury, offering a seamless fusion of architectural elegance and breathtaking, ever-changing vistas. Walls of glass frame vibrant sunsets, the city skyline, and the tranquil beauty of the barrier islands, creating a daily backdrop that is both dynamic and serene. More than a residence, this home delivers an elevated lifestyle, combining the scale and privacy of a private estate with the effortless sophistication of luxury condominium living. A semi-private elevator opens directly to an elegant foyer, where hand-painted walls, bespoke lighting, and wood-look plank tile flooring introduce the home’s refined aesthetic. Beyond, the great room unfolds as a striking showcase of artistry and craftsmanship, defined by soaring coffered ceilings, a dramatic stone accent wall with a built-in fireplace, and floor-to-ceiling windows that extend seamlessly to a private balcony overlooking sweeping city and coastal views. Anchoring the living space, the chef’s kitchen is both an entertainer’s dream and a functional work of art. A quartz-topped island with integrated storage, seating, and beverage drawers serves as the centerpiece, complemented by custom cabinetry, a designer tile backsplash, and premium Sub-Zero and Thermador appliances, including a gas cooktop and double wall oven. A built-in bar with glass shelving and a beverage cooler adds an additional layer of sophistication for hosting and everyday enjoyment. The primary suite is a private sanctuary of exceptional serenity, featuring floor-to-ceiling windows, a private terrace, and two custom-designed walk-in closets. The spa-inspired bath is equally indulgent, offering a quartz vanity, a soaking tub, a walk-in glass shower, and expansive windows that bathe the space in natural light. Two additional guest suites, a dedicated workspace, and a thoughtfully designed laundry room with extensive cabinetry further enhance the home’s comfort and functionality. Three private terraces provide breathtaking vantage points with views extending to Siesta Key, Lido Key, and Longboat Key. Residents of BLVD Sarasota enjoy access to an unparalleled collection of world-class amenities, including a rooftop deck with a zero-horizon pool, a state-of-the-art fitness center, elegant club and wine rooms, a dog grooming salon and park, and an indoor golf simulator. BLVD Sarasota stands as a landmark of contemporary luxury, redefining high-rise living in the heart of downtown Sarasota.

SARASOTA

540 N TAMIAMI TRAIL 1503

3 Beds

3 Baths

3,700 Sq.Ft.

$3,950,000

MLS#: A4643484

This exceptional newer-built coastal retreat on Lido Key featuring eight bedrooms and nine and a half bathrooms, each thoughtfully crafted for comfort, style, and relaxation. The home showcases a bright, modern coastal aesthetic with shiplap detailing, wood-paneled ceilings, and designer lighting throughout. The expansive great room flows seamlessly into the dining and kitchen areas, creating an inviting atmosphere for gatherings of all sizes. The gourmet kitchen is a standout feature with quartz countertops, high-end appliances, open shelving, custom cabinetry, and a large island perfect for casual seating and entertaining. Every bedroom includes its own en-suite bathroom, providing privacy and convenience for guests, while the dedicated bunk room offers a charming and functional space for younger visitors. The interior also features an elevator for easy access across all levels. Entertainment is effortless with a game area that includes indoor activities such as shuffleboard and sports arcade games, along with multiple lounge spaces for relaxing or socializing. A rooftop deck adds yet another desirable element, offering wide-open views ideal for enjoying sunsets, morning coffee, or evening cocktails. The outdoor living experience is truly resort-style, highlighted by a heated pool with a curved waterslide, shallow sun shelves, tropical landscaping, and generous covered lounge areas that allow guests to enjoy the Florida climate in comfort, whether in the sun or shade. Ample seating, outdoor dining areas, and a spacious patio make this home perfect for poolside enjoyment and hosting memorable gatherings. Living on Lido Key means embracing a lifestyle defined by sugar-white beaches, clear blue water, and access to one of the most charming coastal communities on the Gulf Coast. The home is located just minutes from St. Armands Circle, known for its upscale dining, boutique shopping, and vibrant social scene. Outdoor recreation is abundant, with opportunities for boating, paddleboarding, kayaking, and exploring nearby nature trails. The island offers the perfect balance of relaxation, recreation, and sophistication.
In addition to its beauty and amenities, this home is also a proven high-performing vacation rental, attracting steady demand from guests seeking space, luxury, and convenience. Its generous layout, resort-style features, and prime location make it a top choice for large groups and returning visitors, providing an exceptional investment opportunity on one of Florida’s most desirable barrier islands.

SARASOTA

211 GRANT DRIVE

8 Beds

9 Baths

4,060 Sq.Ft.

$3,950,000

MLS#: A4674699

#A4676310

SARASOTA

1622 KENILWORTH STREET

4 Beds

4 Baths

4,058 Sq.Ft.

$3,950,000

MLS#: A4676310

Cosmopolitan excitement mingled with casual coastal living on the celebrated shores of the gulf, The Ritz-Carlton Tower Residences. Here a life rich with luxurious comfort and consummate service is reserved for the discerning few who choose to become resident owners at The Ritz-Carlton Tower Residences. This Tower Residence 1201 is defined by sophisticated style with beautiful interior finishes. The spacious floor plan features 3 bedrooms, 3 baths with den. The main areas boasts attractive wood flooring. Two generous sizse terraces allow for extended living space and spectacular views of the marina, The Ringling Bridge and beautiful Sarasota Bay. Everyday life has a bit of magic complete with private elevators and impeccable 24-hour unique services provided by the ladies and gentlemen of The Ritz-Carlton. Just steps away from the vibrant downtown featuring theatre, dining, shopping, art galleries and much more. As always, you will recognize and appreciate the distinctive touches that say "Only at the Ritz" A must see!

SARASOTA

35 WATERGATE DRIVE 1201

3 Beds

3 Baths

3,751 Sq.Ft.

$3,950,000

MLS#: A4672912

Price reduced

Incredible Potential on Saint Armands Key 244 North Washington Drive, Sarasota, FL
This 8,923 sq ft bayfront lot offers an extraordinary opportunity to create your custom dream home in one of Sarasota’s most coveted locations — Saint Armands Key.
Just steps from the iconic Saint Armands Circle, Lido Shores, and City Island, and only a short drive over the Ringling Causeway to vibrant downtown Sarasota, this property perfectly balances island serenity and city sophistication.
The generous lot allows ample space for a private pool and hot tub, ideal for coastal living, and provides the flexibility to design a new residence tailored to your vision.
A rare bayfront gem, this property delivers unbeatable location, sweeping water views, and limitless potential to craft your perfect island retreat.
Don’t miss this opportunity to invest in one of Sarasota’s most desirable waterfront neighborhoods.

SARASOTA

244 N WASHINGTON DRIVE

None Beds

None Baths

0.2 acres

$3,900,000

MLS#: A4668323

Pre-Construction. To be built. INVESTOR - DEVELOPER OPPORTUNITY in Rosemary District on Orange Ave! Three Lots permitted for five story, 18 unit condos.

Orange Ave is a thriving corridor from Downtown to Rosemary with recently finished projects with this one to be a highlight to the street. Flanked by the Sarasota Military Academy to the North and Citrus Square to the South, this opportunity is positioned in a spectacular and convenient location.

Distance to Main St - Downtown 0.4 miles

Distance to Sarasota Airport (SRQ) 3.8 miles

Distance to Ringling College 1.7 miles

The prime benefit to buyer is “time”, team has worked for over a year and have APPROVED Civil Plans from City of Sarasota and development team is working on construction drawings to be submitted for approval in Dec-Jan, this project is 3-4 months away from shovel ready.

Currently there are three rental homes on the parcels with month-to-month leases.

SARASOTA

711 N ORANGE AVENUE

None Beds

None Baths

83,000 Sq.Ft.

$3,899,000

MLS#: A4671980

Pre-Construction. To be built. On the 12th floor, Residence 1201 offers elevated bayfront living with sweeping views across The Bay Sarasota Park, Sarasota Bay and downtown skyline. This Bay residence showcases a refined balance of contemporary design and waterfront connection, with expansive glass walls framing sunrise light and panoramic vistas from the great room and primary living spaces. The open-plan layout is ideal for daily living and entertaining, featuring a spacious kitchen with European cabinetry, quartz countertops and premium appliances. A well-proportioned private terrace extends the living area outdoors, offering a front-row seat to Sarasota’s evolving waterfront landscape. The primary suite serves as a serene retreat with a spa-inspired bath and generous closet space, while additional bedrooms provide flexibility for guests or family. Set within 1000 Boulevard of the Arts, this residence places owners at center of Sarasota’s vibrant bayfront district. The building offers a collection of resort-style amenities, concierge services and direct access to the cultural, dining and waterfront experiences that define life along the Boulevard of the Arts.

SARASOTA

1000 BOULEVARD OF THE ARTS 1201

3 Beds

4 Baths

3,076 Sq.Ft.

$3,899,000

MLS#: A4678718

Penthouse Perfection in the Heart of Downtown Sarasota — The Plaza at Five Points Poised high above the vibrant cultural epicenter of Sarasota, this exceptionally renovated 17th-floor penthouse at The Plaza at Five Points epitomizes modern elegance and urban sophistication. Perfectly situated across from Five Points Park, The Selby Library, and the Sarasota Opera House, this distinguished residence places you steps from world-class dining, galleries, theaters, and boutique shopping. With floor-to-ceiling windows and an expansive open-plan layout, this luxurious home in the sky offers breathtaking, panoramic vistas that sweep across the city skyline, Sarasota Bay, the marina, and onward to the shimmering horizon of the Gulf of Mexico. The terrace invites tranquil mornings and unforgettable sunsets, framing the coastal beauty of Florida at its finest. Designed for both effortless entertaining and serene living, the interior boasts soaring volume ceilings and exquisite contemporary finishes throughout. The main living space is a masterclass in modern design, featuring refined stone flooring, custom built-ins, a striking marble-clad gas fireplace, and a fully integrated wet bar with stone counter and led illumination. The gourmet kitchen is a chef’s dream—adorned with new sleek cabinetry, stone countertops, cabinet paneled refrigerator and high-end stainless-steel appliances, a spacious island, large eat in area, and designer tile backsplash - all blending style with functionality. The primary suite is a private sanctuary, complete with a secluded terrace, dual luxurious bathrooms, and generous his-and-her walk-in closets. A sumptuous Jacuzzi tub, separate walk-in shower, and elegant stone finishes elevate the spa-like ambiance. Two additional en-suite bedrooms—one of which serves as a sophisticated study with built-in storage and a hidden Murphy bed—offer privacy, versatility, and guest accommodations of the highest standard. Life at The Plaza at Five Points is defined by its world-class amenities and unwavering attention to detail. Residents enjoy a private, secured lobby entrance, full-time concierge, and valet services. Socialize or entertain in the elegant club room with a fireplace and catering kitchen, hold meetings in the professional conference room, or unwind in the rooftop heated pool and spa, surrounded by expansive sun decks and covered lounging areas. Additional amenities include a fully equipped state-of-the-art fitness center, a furnished guest suite, gazebo and grill area, and a Grand Motor Court. This penthouse residence also includes two secure garage parking spaces and an oversized, climate-controlled storage unit ideally located just steps from the unit’s hallway. The pet-friendly building offers the ultimate convenience for those seeking refined urban living in one of Florida’s most sought-after coastal cities. Don't wait to build, this new apartment is ready for you. Where Sophistication Meets the Sky — Experience the Pinnacle of Sarasota Living.

SARASOTA

50 CENTRAL AVENUE 17PHD

3 Beds

4 Baths

4,095 Sq.Ft.

$3,890,000

MLS#: A4650526

Available for the first time in over 40 years, discover the perfect canvas for your dream home on this exceptional waterfront lot, located in the highly sought-after neighborhood of Bay Point Park. Nestled along serene protected waters, this spacious parcel is surrounded by nearly 200 feet of water and offers an unparalleled opportunity to create your personal sanctuary with unobstructed panoramic views. Whether you envision a modern estate, a charming cottage, or a luxurious retreat, this lot provides the ideal setting to bring your vision to life. With direct water access and no bridges to the bay, enjoy two private dock possibilities, fishing, kayaking, and unforgettable sunsets right from your doorstep. The lot boasts 13,500 square feet and water on two sides, offering a perfect vantage point for picturesque views while maintaining privacy and seclusion. Located in a peaceful and highly desirable area, you will enjoy both tranquility and convenience, with close proximity to local amenities, shops, and dining. Just minutes to Marie Selby Botanical Gardens, downtown Sarasota, and Southside Village, enjoy the lifestyle that is unique to this neighborhood. Whether you are looking to build your primary residence or a vacation home this lot offers endless possibilities. Don't miss this opportunity to own a piece of prime waterfront real estate and start creating the lifestyle you have always dreamed of! Home was flooded during storm of 2024. Photos were taken prior to the storm.

SARASOTA

1542 GULFVIEW DRIVE

2 Beds

2 Baths

2,156 Sq.Ft.

$3,850,000

MLS#: A4673664

Available for the first time in over 40 years, discover the perfect canvas for your dream home on this exceptional waterfront lot, located in the highly sought-after neighborhood of Bay Point Park. Nestled along serene protected waters, this spacious parcel is surrounded by nearly 200 feet of water and offers an unparalleled opportunity to create your personal sanctuary with unobstructed panoramic views. Whether you envision a modern estate, a charming cottage, or a luxurious retreat, this lot provides the ideal setting to bring your vision to life. With direct water access and no bridges to the bay, enjoy two private dock possibilities, fishing, kayaking, and unforgettable sunsets right from your doorstep. The lot boasts 13,500 square feet and water on two sides, offering a perfect vantage point for picturesque views while maintaining privacy and seclusion. Located in a peaceful and highly desirable area, you will enjoy both tranquility and convenience, with close proximity to local amenities, shops, and dining. Just minutes to Marie Selby Botanical Gardens, downtown Sarasota, and Southside Village, enjoy the lifestyle that is unique to this neighborhood. Whether you are looking to build your primary residence or a vacation home this lot offers endless possibilities. Don't miss this opportunity to own a piece of prime waterfront real estate and start creating the lifestyle you've always dreamed of! Home was flooded during storm of 2024. Photos were taken prior to the storm.

SARASOTA

1542 GULFVIEW DRIVE

None Beds

None Baths

0.31 acres

$3,850,000

MLS#: A4673853

Price reduced

#A4672889

SARASOTA

8008 MIDNIGHT PASS ROAD

5 Beds

5 Baths

4,190 Sq.Ft.

$3,850,000

MLS#: A4672889

#A4664895

SARASOTA

1111 RITZ CARLTON DRIVE 1704

3 Beds

3 Baths

4,943 Sq.Ft.

$3,825,000

MLS#: A4664895

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