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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

4,296

# of Listings

2

Avg # of Bedrooms

$496

Avg. $ / Sq.Ft.

$880,650

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4296 Properties Found. Page 205 of 287.

Enjoy your vacation on Siesta Key in this spacious three bedroom / two bathroom vacation rental. This condo is turnkey furnished including washer / dryer and private garage. Guests are walking distance away from private beach access to Siesta Key’s world-renowned white sandy beach on the Gulf of Mexico. Come stay with us and enjoy warm sunny Siesta Key.

**Taxes and fees not included.

SARASOTA

1305 SIESTA BAYSIDE DRIVE 1305-B

3 Beds

2 Baths

1,495 Sq.Ft.

$12,000

MLS#: A4589563

Welcome to the Siesta Stunner! This 1950s pool home has been completely remodeled down to the studs w/ designer finishes & furnishings & high ceilings throughout. A short walk or bike ride will get you onto Siesta Key & the house is walkable to both Publix & the Siesta Key Mall! The space is light and bright thanks to the 10ft ceilings, abundant windows and southern exposure. Upon entering the home the entire living space is in front of you with a true open concept floor plan. To the left is an open dining area with seating for 6. Beyond the dining area is the great room which has been appointed with designer furniture and conversational seating for 8 guests. On one side of the great room is a separate media room with sectional sofa and 60 inch tv offering streaming services on a smart tv. On the other side of the great room is the cheerful kitchen with all new SS appliances and quartz counters and bar stool seating for 4. On the East wing of the house are two bedrooms with a shared bath. Bedroom 1 offers a king size bed and two night stands while bedroom two offers two twin beds with a nightstand between them. On the West wing of the house is the oversized master suite which offers a designer spa-like bathroom with his and her sinks and a subway tile walk-in shower with seamless glass enclosure. Across from the bathroom is a walk-in closet large enough to park an SUV. The master bedroom offers a dedicated workspace with large flatscreen above and a sitting area with two chairs looking out onto the pool. A laundry room with washer and dryer and additional storage space completes the West wing. The party is in the back at the Siesta Stunner with a fully fenced backyard that features an all new heated pebble pool. 4 lounge chairs and an umbrella are available on one side of the pool deck and an outdoor dining table, a bbq grill and additional seating for 4 can be found on the other side. Additional sleeping area can be found in the media room on the blue couch shown in photos. This is a short term vacation rental and can be rented weekly or monthly based on availability.

SARASOTA

1905 TULIP DRIVE

3 Beds

2 Baths

2,080 Sq.Ft.

$12,000

MLS#: A4537944

RENTED FEBRUARY 2026, NOT AVAILABLE OFF-SEASON: Spacious single-family home at Stoneybrook Golf & Country Club situated in the center of the cul-de-sac offers stunning views from the amazing, seamlessly screened pool cage, creating a virtual oasis with overflow spa, underwater lighting, outdoor kitchen, and ample covered seating and dining area. Double entry doors greet you as you enter the home, and a picture-perfect view of the pool is directly ahead through the sliding glass doors of the piano room. To the left is the dining area and the kitchen is open to the great room also offering an amazing view of the pool area. There are three bedrooms on the left wing of the home, and two full baths, one leading out onto the pool area. The right wing of the home features a primary suite with king bed and lots of windows offering the same pool view and a primary bath with twin sinks and a beautifully tiled walk-in shower with rain head fixture and hand-held shower wand. The laundry room and office are off the kitchen with access to the three-car garage with charging station. The home has a new roof and all new hurricane-proof doors and windows throughout. A temporary golf transfer is available if desired for a fee payable at the clubhouse (check with the administration office for fee schedule). Stoneybrook G&CC is one of Sarasota's most popular golf and tennis clubs with a fully modernized course redesigned by Kipp Schultes said to be one of the best on the West Coast of Florida. There are several Har-Tru tennis courts, pickleball courts, and a state-of-the-art clubhouse and restaurant featuring fine and casual dining. The community borders the Legacy walking and biking trail, and it is less than 15 minutes to the sugary sandy beaches of Siesta Key, the village shops and restaurants.

SARASOTA

9477 CEDAR RIDGE LANE

4 Beds

3 Baths

3,601 Sq.Ft.

$12,000

MLS#: A4656715

Imagine waking to breathtaking sunrises and falling asleep to mesmerizing sunsets—a daily experience in this exceptional 2-bedroom, 2.5-bathroom condo. Available April 1st, 2026, this fully furnished residence offers unparalleled luxury, downtown convenience, and iconic scenery—there's simply no view like The VUE!

From the moment you step off the private elevator, prepare to be captivated by the wide-open, unobstructed views of Sarasota Bay and Marina Jack. Enjoy the seamless blend of indoor and outdoor living with floor-to-ceiling windows and a spacious terrace, all while taking in the stunning vistas of Sarasota Bay, Marina Jack, Bird Key, Longboat Key, Siesta Key, Lido Key, and the John Ringling Bridge, making this the perfect front-row seat for the dazzling 4th of July fireworks—it’s like having a 50-yard line seat!. And thanks to the automatic blinds, you'll enjoy sun protection without sacrificing a single moment of this spectacular view.

Indulge in luxury with a gourmet kitchen featuring premium Sub-Zero and Jenn-Air appliances. The master suite is a true retreat, complete with a spa-like bathroom and a spacious walk-in closet. Throughout, you'll discover exceptional upgrades, including sleek tile flooring and soaring ten-foot ceilings. Final renovations, including an array of luxurious custom features, are scheduled for completion by November 2025.

At The Vue, life is effortless. Enjoy valet parking, concierge services, 24-hour security, a state-of-the-art fitness center, a resort-style pool and spa, and a private elevator entrance—all accessible via your personal security key. Stay connected with text alerts for all the resident and community activities and events right at The Vue. Plus, you'll enjoy the ultimate convenience of on-site laundry services and proximity to the Ritz Carlton and Westin Hotels.

This exceptional condo is just moments from downtown Sarasota's vibrant cultural scene, St. Armands Circle, Longboat Key, and the area's pristine beaches. This is more than just a condo—it's a lifestyle.

Ready to make this dream a reality? Contact us today for your private showing! Please note that under no circumstances are pets or smoking permitted in the unit.

SARASOTA

1155 N GULFSTREAM AVENUE 1607

2 Beds

2 Baths

1,999 Sq.Ft.

$12,000

MLS#: A4664961

Welcome to Luxe Arlington Park Home! Step into this exquisite and impeccably maintained abode, nestled in the heart of two of Sarasota's most charming and time-honored neighborhoods. The Arlington Park/Rustic Lodge enclave seamlessly blends the perks of urban living with the warmth of a close-knit community. Enjoy strolls or bike rides to the beloved Arlington Park, a haven for families and pets alike, boasting an impressive range of amenities such as playgrounds, basketball courts, a refreshing swimming pool, serene ponds, and a dedicated dog park.

Discover contemporary luxury in this sleek double-story home. Boasting four bedrooms and three and a half bathrooms, this residence epitomizes modern elegance. From its striking architectural design to its sophisticated interior finishes, every detail exudes style and sophistication. Step inside to find spacious living areas flooded with natural light, perfect for both relaxation and entertaining family and friends. The gourmet kitchen features stainless-steel appliances and sleek countertops, while the expansive bedrooms offer tranquility and comfort. Outside, a meticulously landscaped yard provides a serene retreat, ideal for lounging under the sun. With its prime location and chic aesthetic, this home offers the ultimate in contemporary Sarasota living.

Experience the convenience of residing within 7 miles of the renowned Siesta Key Beach or just 2 miles from the vibrant downtown Sarasota, offering an array of dining, shopping, and entertainment options along its scenic bayfront.

House Rule: No smoking. No burning candles inside of lodging. No parties. No pets.

SARASOTA

2569 PROSPECT STREET

4 Beds

3 Baths

2,241 Sq.Ft.

$12,000

MLS#: A4607808

Experience refined coastal living with this exceptional lease opportunity at the Orchid Beach Club Residences. Positioned on the sixth floor, this spacious three-bedroom, 3.5-bath residence offers sweeping views of the Gulf, bay, city skyline, and lush mangrove preserve—an ideal setting for your next chapter in Sarasota. Available as well as a seasonal monthly rental, this fully appointed home features the sought-after Antiqua floor plan, offering expansive open living spaces, high ceilings, and walls of glass that fill the home with natural light. A large, private terrace becomes your outdoor retreat, ideal for relaxing or entertaining, complete with a built-in gas grill and panoramic scenery. The primary en suite offers a peaceful and serene escape with direct terrace access and a spa-like bath. A second bedroom en suite provides added privacy with its bath and terrace access— conveniently may transform into a den/office. Additionally, a third en suite with its terrace access provides extra guest accommodation. The open kitchen is designed for functionality and style, with custom cabinetry, stone countertops, a breakfast bar and quaint breakfast nook overlooking the bay. As a tenant at this exquisite condominium complex, you will enjoy access to world-class amenities including 24-hour gated security, concierge service, a beachfront heated pool and spa, featuring two lap lanes, private cabanas, fitness center, massage and steam rooms, sauna, social lounges and a library. Just minutes from the dining, shopping, and culture of St. Armands Circle and downtown Sarasota. Whether you are seeking a seasonal escape or a longer-term lease, this luxurious coastal residence offers an unparalleled lifestyle and a rare opportunity to rent in one of Sarasota’s renowned beachfront communities.

SARASOTA

2050 BENJAMIN FRANKLIN DRIVE 601-A

3 Beds

3 Baths

3,969 Sq.Ft.

$12,000

MLS#: A4660010

Siesta Key's beautiful coastline offers you the chance to enjoy your dream vacation in this fantastic 2-bedroom ocean-view condominium. Situated directly on the beach and across the street from the South Village, you’ll be mere steps away from both the beautiful water and a vast array of destinations. The South Village includes a full-service grocery store and numerous restaurants, ice cream shops, shopping spots and live entertainment venues to choose from all within a 5–10-minute walk.
As a guest, you'll delight in the array of traveler favorites, including a refreshing outdoor pool, complimentary high-speed WiFi, and the convenience of a washing machine and dryer in the unit. Unwind in the evenings with a movie on the smart TV, or curl up with a good book.
The fully stocked kitchen, complete with a stove, oven, refrigerator, and dishwasher, invites you to unleash your culinary creativity. Savor your meals at the dining table, or step out onto the balcony and enjoy the breathtaking ocean views.
Indulge in the essentials, such as plush towels, basic toiletries, and an iron and board, ensuring a comfortable and hassle-free stay. With air conditioning, heating, and linens provided, you'll be able to relax in complete comfort. A sleeper sofa in the living room is a bonus when you want to sleep six guests in the condo.
Embrace the great outdoors with the beach loungers, towels, and outdoor furniture, perfect for soaking up the sun or enjoying a leisurely stroll along the shore. And when you're ready to explore, the desk and chair in the office space provide the perfect spot to plan your adventures.
Immerse yourself in the beauty of Siesta Key and create lasting memories at our exceptional beachfront condo!

SARASOTA

6480 MIDNIGHT PASS ROAD 506

2 Beds

2 Baths

1,420 Sq.Ft.

$12,000

MLS#: A4644593

Looking for the perfect vacation get-a-way with expansive views of the Gulf of Mexico? Do you long to fall asleep to the sounds of the surf? Look no further than this stunningly remodeled 2 bed, 2 bath condo in the Whispering Sands Community. This wonderful 55+ community offers you the convenience of village living but is very peaceful and private at the same time. Leave the hustle and bustle of life behind. As you exit the elevator to your floor, you will be surrounded by gorgeous views of the village, the bay and the gulf! Once inside, you will have full Gulf views from just about every room. All tile through-out, the main living area is well outfitted with comfortable seating, a custom-built cabinet housing a fireplace and large screen TV, great for movie night! There is dining for six or more with elegant custom lighting, and a breakfast bar with seating for four. The kitchen is a cook's dream featuring Quartz counters, high-gloss cabinets, newer appliances and additional eating space. The primary suite offers a king bed, and a walk-in closet. The primary bath has dual sinks and a lovely custom shower. The guest bedroom has a Queen bed, and there is a beautiful guest bath. Both the main living area and the primary bedroom feature sliders out to the patio, overlooking the azure water of the Gulf, where you can sip your morning coffee, or take in a fabulous sunset! Not only do you have 800 waterfront feet of private beach, but you also have your choice of two sparkling heated swimming pools, one on the beach and one overlooking a peaceful lagoon. This immaculately maintained community has it all, you have a Tiki Hut on the beach, outdoor grills, shuffleboard, a clubhouse with full kitchen and a fitness room. Just MINUTES to SIESTA KEY VILLAGE, take the private gate, located just behind Davidson's Drugs, to the Village for all your shopping and dining needs. Don't wait to reserve this amazing rental, available for longer term rentals as well as short term. Welcome to paradise! (Booked January through end of March 2026)

SARASOTA

20 WHISPERING SANDS DRIVE 903

2 Beds

2 Baths

1,464 Sq.Ft.

$12,000

MLS#: A4562777

NEW...SEASONAL RENTAL: Enjoy breathtaking views of the sand and water from this stunningly renovated condo on Lido Beach! It is all about the water here! Top floor living allows for water views from both the front and the back. Beach front complex with direct access to Lido Beach. There are 2 sitting areas on the lanai with glass sliders allowing you to take full advantage of the views. This home was completely remodeled in the last few years, including the A/C system and hurricane rated windows and sliding doors. The interior glows with new lighting throughout along with new ceiling fans. Gorgeous glass tiles in the kitchen complement the quartz countertops and stainless appliances. Both bathrooms have stone counters, beautiful tile work and ample space. The master bedroom boasts a huge walk-in closet complete with a washer and dryer. Enjoy the community pool, clubhouse or sunsets on the patio that leads to the beach. Sorry pets not allowed. Rented Jan - Mar 2025.

SARASOTA

2110 BENJAMIN FRANKLIN DRIVE 503SEA

2 Beds

2 Baths

1,398 Sq.Ft.

$11,500

MLS#: A4568893

Price reduced

#A4666619

SARASOTA

5645 AMERICA DRIVE

3 Beds

3 Baths

4,611 Sq.Ft.

$11,500

MLS#: A4666619

Step into paradise at the Lido Beach Club, a premier Gulf-front destination that combines stunning water views, resort-style amenities, and unbeatable location. Available starting May 15, 2025, with the highly sought-after 2026 season still open, this luxurious two-bedroom, two-bathroom condo on the seventh floor invites you to experience the ultimate coastal lifestyle. Every room in this beautifully appointed residence offers panoramic views of the Gulf of America, with each bedroom featuring its own private balcony—the perfect place to soak in the sunset or sip your morning coffee. Just steps from the sand, residents enjoy private beach access and an array of upscale amenities including a heated oceanfront pool, fully equipped fitness center, elegant clubhouse, entertainment room, peaceful library, and recreational areas for table tennis and pickleball. The convenience continues with a prime parking space located near the lobby entrance. Situated just a short walk from the world-renowned St. Armands Circle, known for its vibrant shopping and dining scene, and only three miles from downtown Sarasota, this location offers the perfect balance of tranquility and excitement. Whether you're seeking a seasonal escape or a longer-term retreat, this million-dollar beachfront condo delivers luxury, comfort, and convenience in one of Florida’s most desirable communities. A three-month minimum stay is required, with flexibility for extended stays. Don’t miss your chance to reserve a slice of Gulf Coast heaven; call today for availability!

SARASOTA

1212 BENJAMIN FRANKLIN DRIVE 701

2 Beds

2 Baths

1,707 Sq.Ft.

$11,000

MLS#: A4652646

Gulf & Bay Club Bayside offers resort-style amenities, including two heated pools, tennis courts, and lush landscapes. With easy access to Siesta Key's renowned beaches, this condo epitomizes the pinnacle of coastal living, where luxury, comfort, and stunning bay vistas converge to create an unparalleled living experience.

Guest reservations include beach tags, giving you private beach access to world renowned Siesta Key Beach, known for its expansive soft white sand. Beach chairs are provided for guests and are stored in the one car garage.

The front office printer and computer are available to guests at no additional charge. Complimentary shuttle rides are available to restaurants and shopping up and down the Key.

House Rules: No Motorcycles, RVs, boats, or trailers allowed. No smoking. No burning candles inside of lodging. No parties. No Pets.

SARASOTA

1304 SIESTA BAYSIDE DRIVE 1304B

3 Beds

2 Baths

1,495 Sq.Ft.

$11,000

MLS#: A4608098

Luxury Living in the Heart of Downtown Sarasota!

Welcome to The Mark, where modern elegance meets vibrant city living. This stunning signature Penthouse 3-bedroom, 3.5-bathroom plus den/office contemporary condo offers sleek design, high-end finishes, and sweeping city views — all in one of Sarasota’s premier luxury residences.

Step inside to discover a light-filled, open-concept floor plan with soaring ceilings and expansive windows. The gourmet kitchen boasts custom cabinetry, elegant quartz countertops, and top-of-the-line appliances — a chef’s dream perfect for entertaining or everyday living.

Unwind in the spacious master suite, complete with a generous walk-in closets and a spa-inspired bathroom featuring dual vanities and a large walk-in shower — your own private retreat. The 2nd and 3rd bedrooms includes its own en-suite bath for ultimate privacy and comfort.

Enjoy your morning coffee or evening cocktail on the private 1400sq ft balcony while soaking in panoramic views of the Sarasota skyline.

Residents of The Mark enjoy resort-style amenities, including:

A state-of-the-art fitness center

A stunning pool and sun deck

A chic residents’ lounge

Private clubroom for entertaining

24-hour concierge and secure access

All of this is just steps from world-class dining, shopping, art galleries, theaters, and the beautiful Sarasota Bayfront.

Bring your furniture and make it your own — this luxury condo is move-in ready.
Don’t miss this opportunity to live in one of downtown Sarasota’s most coveted addresses.

SARASOTA

111 S PINEAPPLE AVENUE 1210

3 Beds

3 Baths

4,254 Sq.Ft.

$11,000

MLS#: A4667646

Seasonal rental opportunity on the highly sought-after Bird Key.

This comfortable 3-bedroom, 4-bathroom pool home is situated directly on a canal with no bridges to the bay, making it an ideal retreat. It's truly an entertainer's dream, featuring a living room and dining room that open directly onto the pool area. The covered lanai offers comfortable seating and dining, while the expansive pool deck provides an additional dining table and chaise lounges for enjoying the sun.

The kitchen is a chef's delight, complete with a breakfast nook and an abundance of amenities. For relaxation, there's a cozy family room overlooking the pool, perfect for movie nights or quiet reading. Each of the three bedrooms boasts an en-suite bathroom and is thoughtfully separated to ensure privacy.

Convenience is key with a large laundry room/butler's pantry located off the kitchen. Parking is also ample, with one garage space available and a spacious circular driveway.

The home's prime location offers easy access to Bird Key Park, Downtown Sarasota, St. Armands, and Lido Beach. It's truly a wonderful home for a winter getaway!

SARASOTA

396 BOB WHITE DRIVE

3 Beds

4 Baths

3,733 Sq.Ft.

$10,900

MLS#: A4662351

DOWNTOWN SARASOTA HISTORIC BUNGALOW WITH 3 PRIVATE OFFICES FOR RENT FOR UNDER $1,000/MONTH. SHARED CONFERENCE ROOM WITH TV MONITOR. SHARED KITCHEN WITH REFRIGERATOR, COFFEE/ESPRESSO MACHINE & MICROWAVE. FLEXIBLE LEASE IS AVAILABLE. ON-SITE PARKING.

SARASOTA

1267 2ND STREET 2

None Beds

None Baths

1,561 Sq.Ft.

$10,800

MLS#: D6140948

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