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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
4,524
# of Listings
2
Avg # of Bedrooms
$483
Avg. $ / Sq.Ft.
$861,701
Med. List Price

Browse Downtown Sarasota Real Estate Listings

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4524 Properties Found. Page 220 of 302.

This newly renovated (March, 2025) 3 bed, 4 full bath home with a deep water dock just down the street is located within walking distance of the famous Siesta Key Beach. The one of a kind house was design by the Sarasota School of Architecture. The master and main guest bedroom are located on the main level along with the kitchen, living, laundry and dining rooms. An additional bedroom and full bath, with its only living room are located on the ground floor with private patios front and back. Think in-law suite. In addition an office/bonus/exercise room is located on the ground floor. The third floor host a loft with a full bath and entertainment area. A full wrap around deck covers the back of the home. The master and guest have a private deck as well. 2 car garage with built in storage. Additional parking left and right side of driveway. House comes fully furnished. 8 month min. lease, available today.
#A4646919

SARASOTA

1256 RIEGELS LANDING DRIVE

3 Beds

4 Baths

2,168 Sq.Ft.

$8,500

MLS#: A4646919

*** Available December, 2025 thru April, 2026***. Owner Requires 4-Month Lease min. Located in South Sarasota minutes to #1 rated Siesta Key Beach. Close to the Siesta Key Village with its many restaurants and shopping. This modern home is a short distance to all that Sarasota and Florida have to offer. Pride of ownership shows throughout the house with its travertine floors, complete renovations from top to bottom with all televisions wall mounted. Tastefully furnished. Large master bedroom with king bed. Two guest rooms with queen beds in each. This home is ready for you to enjoy. Perfect for entertaining with family and friends, whether in the over-sized great room with fireplace or outside lounging by the beautiful pool with spa that overlooks the waterway with two umbrella tables and a fire pit. Grilling, boating, kayaking all for you to enjoy. Beautiful landscaping with up lighting on all trees creating a spectacular entry at night. Location is prime with theaters, shopping, restaurants all a short distance away. Sarasota is a hub of cultural events with live theater, opera, performing arts theater, ballet and so much more. This is a spectacular canal home. Call for more information!
#A4520603

SARASOTA

7516 COVE TERRACE

3 Beds

3 Baths

3,119 Sq.Ft.

$8,500

MLS#: A4520603

Embrace coastal living in this inviting 2-bedroom, 2-bathroom first-level condo nestled within the prestigious Gulf & Bay Club Bayside in Siesta Key, Florida. Step inside to discover a thoughtfully designed space adorned with coastal-inspired décor and an abundance of natural light. The open-concept layout seamlessly connects the living, dining, and kitchen areas, creating an ideal space for relaxation and entertaining family and friends. Sliding glass doors lead to a charming screened-in lanai, where you can unwind and savor the gentle bay breezes. The well-appointed kitchen features modern appliances and a breakfast bar, perfect for enjoying casual meals. Retreat to the primary bedroom with its own attached bathroom, that is spa-inspired with double vanities and a stunning walk in shower. The second bedroom offers two queen-sized beds, plenty of closet space, and a TV to unwind after a day at the beach. Gulf & Bay Club Bayside offers a resort-like atmosphere with amenities such as pools, tennis courts, and beautifully landscaped grounds. Enjoy the convenience of easy access to the pristine Siesta Key beaches and the vibrant cultural scene nearby. This first-level condo presents a perfect blend of comfort and coastal charm, providing an ideal retreat in one of Florida's most desirable locations. **Taxes and fees not included.
#A4596177

SARASOTA

1364 SIESTA BAYSIDE DRIVE 1364-C

2 Beds

2 Baths

1,280 Sq.Ft.

$8,500

MLS#: A4596177

Seasonal Want to live downtown Sarasota with incredible long views of Sarasota Bay? This incredible beautifully renovated 2/2 condo is on the 16th floor with views of the Bay from every room. The floor plan is open with sunlight streaming in the double sliders leading to a large lanai. This spacious condo is comfortably and stylishly furnished for your next vacation. The building amenities are legendary-massive heated pool and hot tub, large fitness center with newer equipment and locker room with sauna, business center with computer, printer, scanner and fax. There is a club room with catering kitchen, weekly socials, a conference room, sitting room, library area, ping pong room, and aerobics/dance/ballet/kickboxing studio. Want a private massage? There are two massage rooms you can reserve. Need room for guests-guest suites are available. This location is amazing-close to casual and fine dining, the theater, opera, library, museums, and the beach. NOW RENTED JAN THRU MARCH 2026. Call now for your turn in paradise!
#A4637555

SARASOTA

750 TAMIAMI TRAIL 1611

2 Beds

2 Baths

1,540 Sq.Ft.

$8,500

MLS#: A4637555

Listing reflects peak season rate. Available peak season months: January 2026, February 2026, March 2026, April 2026. Imagine a place where the warm sunshine beckons you to relax, unwind, and truly escape the everyday. Welcome to House of the Sun, a delightful 3-bedroom, 2-bathroom island bungalow meticulously designed for your ultimate Siesta Key retreat, perfectly located just a leisurely stroll from the vibrant Siesta Key Village (packed with shops, restaurants, and entertainment!) and a short walk to the world-famous Siesta Key Beach, consistently ranked #1 in the USA! From the moment you step inside, you'll be embraced by a cozy, comfortable atmosphere and tasteful coastal decor, instantly making you feel at home in your personal island paradise. The updated kitchen is fully equipped for making meals or entertaining, and the formal dining room offers serene views of the tropical backyard where you can dine al fresco or simply soak up the sun in this quiet, family-oriented haven. With a comfortable Queen bed in the primary, two Twin/Single beds in the second bedroom, and a versatile Daybed Sofa in the third, there's space for everyone. This is the tranquil, sun-kissed escape you've been longing for, a perfect place to create unforgettable memories – your Siesta Key adventure awaits!
#A4607652

SARASOTA

5216 CALLE DE COSTA RICA

3 Beds

2 Baths

1,356 Sq.Ft.

$8,500

MLS#: A4607652

Luxurious Condo Steps from Private Beach on Lido Key - Welcome to your dream rental in the prestigious Lido Harbour Towers! This exquisite 3-bedroom, 2-bathroom condo offers 1200 sq ft of elegantly appointed living space, with an additional 700 sq ft of expansive terraces for seamless indoor-outdoor living. Prime Location: Just steps from your private beach on Lido Key, perfect for sunbathing, swimming, and relaxing. Spacious Living: 3 bedrooms and 2 bathrooms provide ample space for family and guests. Outdoor Bliss: Enjoy 700 sq ft of terrace space, ideal for dining, entertaining, or simply soaking up the stunning views. Community Amenities: Take advantage of the community pool and clubhouse, enhancing your lifestyle with leisure and social activities. St. Armand’s Circle: A short drive or bike ride away, offering world-class dining, shopping, and entertainment. South Lido Key Park: Close by for outdoor recreation and scenic nature trails. Experience the best of Lido Key living in this exceptional condo, where luxury and location combine to create the perfect coastal retreat … Come find your happy place! - FURNISHED
#A4614650

SARASOTA

1770 BENJAMIN FRANKLIN DRIVE 507

3 Beds

2 Baths

1,207 Sq.Ft.

$8,500

MLS#: A4614650

Lido Beach condo in Lido Surf and Sand, with a large porch overlooking views north up Lido Beach. Step into this split plan two bedroom, two bathroom condo with views that are breathtaking. The condo has porcelain tile floors and stylish furniture.
#A4431393

SARASOTA

1102 BEN FRANKLIN DRIVE 514

2 Beds

2 Baths

1,213 Sq.Ft.

$8,250

MLS#: A4431393

Welcome to your coastal retreat at Gulf & Bay Club Bayside in Siesta Key, Florida! Nestled on the second level, this 2-bedroom, 2-bathroom condo offers a perfect blend of comfort and breathtaking views of the bay and boat slip. As you step into this meticulously designed space, you'll immediately be drawn to the open-concept living area bathed in natural light. The coastal vibes are evident in every detail, from the soothing color palette to the carefully selected furnishings that create a sense of laid-back elegance. The spacious kitchen is a chef's delight, featuring all the appliances you need, and ample cabinet space. Whether you're preparing a quick breakfast or hosting a family dinner party, this kitchen is as functional as it is stylish. The living room seamlessly flows into a private balcony, where views of the bay and the boat slip invite you to unwind and enjoy the gentle sea breeze. Imagine sipping your morning coffee or toasting to spectacular sunsets as you watch boats gently navigate the waters. The two bedrooms provide peaceful sanctuaries. The primary bedroom boasts an attached bathroom, complete with two vanities and a walk-in shower. The second bedroom is perfect for family and friends, and has plenty of room to unwind after a day at the beach. The second bathroom is adjacent and has an updated vanity with a shower/tub combo. Gulf & Bay Club Bayside offers an array of amenities! Guests can also enjoy the community pool, tennis courts, and well-maintained grounds, enhancing the overall coastal living experience. Siesta Key's famous white sand beaches are just moments away, providing endless opportunities for relaxation and recreation. Indulge in the vibrant local culture, with eclectic shops, delicious dining options, and a lively arts scene. House Rule: No smoking. No burning candles inside of lodging. No parties. No Pets. **Taxes and fees not included.
#A4593764

SARASOTA

1343 SIESTA BAYSIDE DRIVE 1343-C

2 Beds

2 Baths

1,280 Sq.Ft.

$8,200

MLS#: A4593764

Welcome to your Gulf & Bay Club Bayside sanctuary in the heart of Siesta Key, FL! This second-story bay front condo offers a blissful retreat with breathtaking views of the azure waters. With two bedrooms and two bathrooms, this meticulously designed residence seamlessly blends coastal elegance with modern comfort. Step into a sunlit living space adorned with coastal-inspired décor, complemented by the stunning bay vistas from the living room, and kitchen, and primary bedroom. The fully equipped kitchen has all the appliances you could ever need to prepare your family's favorite treats, and a breakfast bar—perfect for culinary enthusiasts and casual dining alike. The spacious primary bedroom features bay views from the windows, a private lanai access, and an attached bathroom. The primary bathroom has a double vanity, with a walk-in shower that is tiled from floor to ceiling. The second bedroom has two twin size-beds, a TV and plenty of closet space. The second bathroom has a large vanity, with a shower/tub combo. Relax and unwind on your private lanai as you soak in the mesmerizing sunsets over the tranquil bay waters. Gulf & Bay Club Bayside offers an array of amenities, including a resort-style pool, tennis courts, fitness center, and a fishing pier for outdoor enthusiasts. Conveniently located near Siesta Key's world-renowned beaches, shopping, and dining, this condo provides the perfect balance of serenity and accessibility. Embrace the Siesta Key lifestyle in this meticulously crafted bayfront haven. **Taxes and fees not included.
#A4594327

SARASOTA

1373 SIESTA BAYSIDE DRIVE 1373-C

2 Beds

2 Baths

1,420 Sq.Ft.

$8,100

MLS#: A4594327

Experience luxury waterfront living in this stunning 2-bedroom, 2-bathroom condo situated on the second level of Gulf & Bay Club Bayside in Siesta Key, Florida. Boasting breathtaking views of the bay, this meticulously designed residence boasts comfort. Step into a spacious living area adorned with coastal finishes and large windows that invite an abundance of natural light. The open-concept kitchen is equipped with all the appliances you need and a breakfast bar, perfect for entertaining friends and family. Retreat to the primary bedroom with its own set of french doors leading out to the lanai, overlooking the waterfront, providing a serene escape. The second bedroom has two full-size beds and plenty of closet space for personal belongings. Both bathrooms feature contemporary design and upscale amenities, creating a spa-like atmosphere. Gulf & Bay Club Bayside offers resort-style amenities, including a private beach, pools, tennis courts, and lush landscaping. Immerse yourself in the vibrant Siesta Key lifestyle, where the white sandy beaches and azure waters are just steps away. This waterfront condo is a perfect blend of sophistication and tranquility, providing an idyllic retreat in one of Florida's most sought-after locations. **Taxes and fees not included.
#A4596171

SARASOTA

1382 SIESTA BAYSIDE DRIVE 1382-C

2 Beds

2 Baths

1,280 Sq.Ft.

$8,000

MLS#: A4596171

Welcome to this fully furnished, completely turnkey, stunning 3-bedroom, 3-bath residence, perfectly located just steps from deeded beach access on the desirable south side of Siesta Key. The expansive living room and kitchen create a bright and open space, ideal for both relaxation and entertaining. With travertine flooring throughout, the interior exudes elegance and easy upkeep. All bedrooms host their bathrooms and private balconies. Enjoy the convenience of ample parking, plus the vibrant local scene nearby—bars, restaurants, grocery stores, and shops are just minutes away, or sit out by the private community pool. Whether you’re looking for a week-long getaway or a longer-term stay, this property offers flexible rental options, from weekly to seasonal leases. Don’t miss out on the opportunity to live in a prime location, with beach access and everything Siesta Key has to offer at your doorstep! In-Season rental rates are double current price.
#A4639469

SARASOTA

1027 CRESCENT STREET

3 Beds

3 Baths

4,268 Sq.Ft.

$8,000

MLS#: A4639469

VACATION RENTAL: A gorgeous renovated 2 bedroom, 2 bath Villa located on Lido Key just steps to the beach! Come discover Lido South, a rare beach side treasure located at the south end of Lido Key, From the front entrance you’ll be wowed by the inviting interior. Beautifully designed, light and bright…you’ll feel right at home! A cook’s gem, the sleek kitchen with top-of-the-line appliances includes Subzero, Wolf, and Bosch which overlooks the dining and living room. An extra special feature is the lovely, enclosed lanai with its own TV seating area. The master bedroom retreat has a private bath, large walk-in closet and Smart TV for private viewing. The guest room features a very comfortable queen Murphy bed and closet with private entrance. Both bathrooms are modern, sleek, and functional. A shoji sliding barn door leads to the laundry room which holds an all-in-one washer/dryer, tankless hot water heater, and more storage space. For your added comfort this Villa incudes Wifi, carport and private BBQ grill. Lido South is a friendly, relaxed community with a large Gulf side heated pool with open deck, chaises, chairs and umbrellas, Club room and guest parking. Neighbors gather at the Sun deck at sunset for cocktails, and there is always someone to chat with at the pool. Looking to explore…World famous St. Armand's restaurants and shops and South Lido Park is just a short stroll with exercise trails, kayak launch and mangrove tunnels to explore. No pets and no smoking permitted. Jan - Mar 2026 not available.
#A4621429

SARASOTA

1900 BENJAMIN FRANKLIN DRIVE V-15

2 Beds

2 Baths

1,442 Sq.Ft.

$8,000

MLS#: A4621429

It's all about the beach and the bourbon! This 1964 Siesta Key classic beach house with terrazzo flooring has been totally updated! So you and your family or friends can enjoy the 3 bedroom and 2 bathroom singly family home. The open floor plan makes plenty of space to cook in the fully equipped kitchen and hang in the living room or the enclosed lanai overlooking the pool! Take a stroll to the beach or bike to Siesta Key Village and enjoy the restaurants and shopping! Walking's not your thing? Call one of Siesta Key's free rides!
#A4607612

SARASOTA

5640 CAPE LEYTE DRIVE

3 Beds

2 Baths

2,729 Sq.Ft.

$8,000

MLS#: A4607612

Welcome to luxury living at its finest in this exquisite 3-bedroom, 2-bathroom condo situated in the prestigious Gulf and Bay Club Bayside. Perched on the second story, this residence offers unparalleled bay-front views that will take your breath away. The open-concept living space seamlessly blends the living, dining, and kitchen areas, creating an inviting atmosphere bathed in natural light. The heart of the home, the screened-in lanai, which boasts bay views, and has ample seating for you to enjoy your morning cup of coffee to the view. The primary bedroom suite, located on the second floor, provides a private sanctuary with sweeping bay views from the balcony and has a king-size bed, attached is the spa-like bathroom featuring a luxurious dual vanity and a walk-in shower. On the first level there are the other two bedrooms. The second bedroom has a queen-size bed, plenty of closet space and a TV. The second bathroom has a large vanity with a shower/tub combo. The third bedroom has two full-size beds, which offers ample space to kick back and relax after a long day at the beach. Step onto the private balcony to savor panoramic vistas of the bay, where you can unwind and enjoy spectacular sunsets. Gulf and Bay Club Bayside amenities, including pools, private beach access, community grills, pickle-ball & tennis courts, and a fitness center, enhance the resort-style living experience. This condo epitomizes coastal elegance, inviting you to indulge in the beauty of Gulf and Bay Club Bayside and the captivating bay-front lifestyle it affords. Gulf & Bay Club Bayside offers resort-style amenities, including 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. House Rule: No smoking. No burning candles inside of lodging. No parties. No Pets. **Taxes and fees not included.
#A4598685

SARASOTA

1366 SIESTA BAYSIDE DRIVE 1366-F

3 Beds

3 Baths

1,835 Sq.Ft.

$8,000

MLS#: A4598685

Welcome to Turtle House! This stunning 3-bedroom, 2-bath home with a pool is located in the heart of Sarasota. This home has been recently updated and offers a spacious backyard for you to entertain the whole family! Located only 12 minutes from the world-famous Siesta Key Beach and another three minutes away is Siesta Key Village, which is known for its exquisite restaurants and endless activities! Upon entering, you will find an open concept floor plan with plenty of natural light. There are gorgeous vinyl wood floors that run throughout the entire home. The living room has two large leather couches and is the perfect spot to relax after a day by the pool! Adjacent is the giant chef’s kitchen that boasts gorgeous navy cabinets, with a stunning grey quartz countertop. The dining room has a darling chandelier with seating for up to six. Your spacious master suite awaits! This room has a king-size bed, a 42” Smart TV, and private access to the pool area. Attached is the spa-inspired master bath. There is a gorgeous dual vanity, a large walk-in shower, and a free-standing soaking tub that has gorgeous views of the pool and backyard! The second bedroom has a queen-size bed and offers plenty of space to kick back and unwind after a day of adventure. The second bathroom boasts a gorgeous vanity and a large shower/tub combo. The third bedroom has two full-size beds with plenty of space for your personal belongings. Time to head outside! There is a couch that can accommodate up to four comfortably, along with four chaise lounges for you to soak up that Florida sunshine! The large caged-in pool is rectangular shaped and has a gorgeous tile backsplash. In addition, there is an outdoor shower for you to rinse off before heading in/out! Through the screened door, you will find the newly and completely renovated back yard which has been professionally landscaped and includeds, a fire pit surrounded by four Adirondack chairs, a corn hole set, and a hammock for your enjoyment. Just 7 miles from the world-famous St. Armand’s Circle, which offers endless boutique shopping and dining experiences, or you can enjoy an array of artistic events in Downtown Sarasota, such as the Sarasota Opera, the Sarasota Orchestra, ballet, theatre, the infamous Ringling Art Museum, Maria Selby Botanical Gardens, and Marina Jacks for boat tours. If you love outdoor adventures, come get lost amid the labyrinth of mangrove tunnels and explore their unique ecosystem aboard a rented kayak or stand-up paddleboard in South Lido Beach Park, or hike the Northern Nature Trail. This area seamlessly combines the energy and vibe of Downtown Sarasota cosmopolitan life with a seaside paradise that you don't want to miss. One visit to this St. Armand’s and you won't want to leave. House Rule: Not Pets. No smoking. No burning candles inside of lodging. No parties. This home has high speed internet with great WiFi service throughout, making it the perfect place for your workcation! Pool heating is optional, for an additional non-refundable fee of $25 per day + taxes to be paid directly to the management company after the reservation is confirmed. **Taxes and fees not included.
#A4510183

SARASOTA

2232 PINE TERRACE

3 Beds

2 Baths

1,557 Sq.Ft.

$8,000

MLS#: A4510183

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