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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
3,943
# of Listings
2
Avg # of Bedrooms
$493
Avg. $ / Sq.Ft.
$883,027
Med. List Price

Browse Downtown Sarasota Real Estate Listings

3943 Properties Found. Page 185 of 263.

Welcome to this beautifully designed 2-bedroom, 2-bathroom first floor condo located in the sought-after Gulf and Bayside Bay Club, offers breathtaking views of the boat harbor and Intracoastal Waterway.

The kitchen is a chef's delight, boasting stainless steel appliances and sleek countertops. The living room is the perfect place to kick back and relax after a day of adventure, with stylish decor. The dining room can seat up to four. Through the sliding glass doors, you will be on the gorgeous screened-in lanai, with outdoor dining and two chairs to sit back and enjoy your morning coffee.

The primary bedroom has a king-size bed, a desk overlooking the water, with sliding glass doors to the lanai. The primary bathroom is spa-inspired with two gorgeous vanities, and a stunning walk-in shower with breathtaking tiles. The second bedroom has two queen-size beds, and a TV, with a large closet. The second bathroom has a large vanity and an amazing walk-in shower.

Whether you're relaxing by the water or taking in the stunning scenery, this condo offers the perfect blend of comfort and convenience.

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. 

House Rules: No Motorcycles, golf carts, RVs, boats, or trailers allowed.  No smoking. No burning candles inside of lodging. No parties. No Pets.
#A4633882

SARASOTA

1335 SIESTA BAYSIDE DRIVE 1335C

2 Beds

2 Baths

1,280 Sq.Ft.

$9,500

MLS#: A4633882

One or more photo(s) has been virtually staged. Spoil yourself resort-style on Lido Beach with a luxury residence with all the legendary services and amenities of the Ritz-Carlton. This quiet retreat in The Ritz Beach Residences offers an elegant, yet casual, lifestyle on the Gulf of Mexico’s sandy beaches. Enjoy captivating sunsets on the gulf, morning sunrises overlooking palm trees and delightful afternoons around the swimming pool or at the beach. This beautiful residence boasts a large family room with floor to ceiling sliding glass doors that lead out to generous terraces, perfect for entertaining. The well-appointed kitchen will delight any chef. The oversized master bedroom lends itself to many options, while the study/den, which previously doubled as a second bedroom, provides a private retreat for reflection. Amenities at The Ritz Beach Residences include a private outdoor heated pool and spa, fitness center, massage room, social room, sauna baths, billiard room, boardroom, library, theatre and two elegant guest suites for out-of-town visitors. Only a short distance away is St. Armand’s Circle brimming with upscale dining, shopping & entertainment options. Enjoy proximity to the art scene of downtown Sarasota as well.
#A4594066

SARASOTA

1300 BENJAMIN FRANKLIN DRIVE 305

1 Beds

2 Baths

2,575 Sq.Ft.

$9,450

MLS#: A4594066

Make yourself at home in our spacious two bedroom, two bath second floor condo located at the beautiful Gulf and Bay Club Bayside. The Key West style cluster buildings afford you a quiet residential feel while you are just a short walk to the powdery white quartz sand of the world famous Siesta Key/Crescent Beach.

New to the rental program, our condo has previously been owner occupied and lovingly maintained. New carpeting and fresh decor make for relaxing and easy vacations while affording you all the comforts of home. Washer and Dryer are provided in the condo as well as a single car garage and private driveway. Beach chairs, umbrella, wagon and beach towels are all provided so you can enjoy some fun in the sun. Dedicated wi-fi and landline in the condo will keep you connected.

Swimming pools, tennis and pickleball courts, fishing dock, workout room and community gas grills are all just a few steps away for you to enjoy. Gulf and Bay Club Bayside is family friendly and beautifully maintained with lush landscaping to enhance your tropical vacation experience.
Make your reservation today to secure your own slice of paradise!

*Taxes and fees not included.
#A4588730

SARASOTA

1274 SIESTA BAYSIDE DRIVE 1274-C

2 Beds

2 Baths

1,280 Sq.Ft.

$9,350

MLS#: A4588730

Spacious two bedroom/two full bathroom vacation rental at the Gulf and Bay Club Bayside. Private beach access – 5 minute walk. Tile floors throughout and completely re-decorated and furnished with many amenities for your family’s enjoyment. King bed in the master and two doubles in the guest room.

*Taxes and fees not included.
#A4588751

SARASOTA

1272 SIESTA BAYSIDE DRIVE 1272-C

3 Beds

2 Baths

1,280 Sq.Ft.

$9,300

MLS#: A4588751

This fabulous two bedroom features the primary bedroom with a King bed and the guest with a queen bed. The spacious living area opens onto a tiled lanai surrounded with sliding windows/doors that can be opened or closed as desired. Enjoy your breakfast there in the morning sun or relax with a glass of wine as the sun sets.

The 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.
#A4589576

SARASOTA

1344 SIESTA BAYSIDE DRIVE 1344-D

2 Beds

2 Baths

959 Sq.Ft.

$9,300

MLS#: A4589576

Deeded Walking Access Directly to the Beach!

New on the rental program - Beautifully updated 2-bedroom near the pool, tennis courts and path to the beach! Please be one of our first Guests!

The moment you arrive at Gulf & Bay Club Bayside, you’ll appreciate the beauty, serenity, and charm of this "Key West” style village. Located on the bay across the street from world-famous Siesta Key Beach, our view of the Intracoastal waterway is exquisite. You’ll be embraced by balmy breezes and delighted by the birds, fish and manatee.

Our spacious unit, individually owned and decorated, is surrounded by lush, tropical landscaping, shell paths, and quiet lakes with soothing fountains. There is a feeling of privacy and individuality in the layout of our unit. Relax in air-conditioned comfort or open the windows and invite in the gulf air.

Two heated pools, two tennis courts - with pickleball, and an exercise room provide on-site activities. BBQ grills, a fishing dock and picnic areas are available for all guests. For convenience, this condo has its own private garage and a washer and dryer in the unit.

Best of all, you can walk across the street and down a path to beautiful Siesta Key or Crescent Beach. Siesta Key Village is just down the street. Golf-cart taxis and pedicabs, just a phone call away, will take you there for free - tip only service.

COME VISIT!

A ONE WEEK MINIMUM RENTAL IS REQUIRED. IF YOU DESIRE TO STAY MORE THAN ONE WEEK, PLEASE CONTACT US TO HELP YOU BOOK YOUR RESERVATION.

*Taxes and fees not included.
#A4588736

SARASOTA

1269 SIESTA BAYSIDE DRIVE 1269-C

2 Beds

2 Baths

1,280 Sq.Ft.

$9,300

MLS#: A4588736

Relax in this spacious two bedroom / two bathroom vacation rental. This condo is turnkey furnished including washer / dryer and private garage. Guests are walking distance away from private, walking 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.
#A4588747

SARASOTA

1241 SIESTA BAYSIDE DRIVE 1241-A

2 Beds

2 Baths

1,130 Sq.Ft.

$9,300

MLS#: A4588747

This spacious, private and light-colored 2-bedroom/2-bathroom end unit has a lanai that overlooks a lake with frequent bird sightings. Walk right out to an inland waterway and fishing dock. A large, heated pool is just across from the unit.  

Beach accessories as well as fishing gear and bicycles are available in the private garage.

THIS CONDO REQUIRES A TWO WEEK MINIMUM RENTAL.

This spacious, private and light-colored 2-bedroom/2-bathroom end unit has a lanai that overlooks a lake with frequent bird sightings. Walk right out to an inland waterway and fishing dock. A large, heated pool is just across from the unit.  

Beach accessories as well as fishing gear and bicycles are available in the private garage.

THIS CONDO REQUIRES A TWO WEEK MINIMUM RENTAL.

**Taxes and fees not included.
#A4589569

SARASOTA

1327 SIESTA BAYSIDE DRIVE 1327-C

2 Beds

2 Baths

1,280 Sq.Ft.

$9,300

MLS#: A4589569

Enjoy all the Siesta Key and Gulf and Bay Club Bayside amenities while staying in this spacious two-bedroom/two-bathroom vacation rental condo. The condo offers a relaxing lake, pool and tennis court view from the lanai.  A few of your amenities include your own private garage, a washer and dryer IN THE CONDO, and a fully-equipped kitchen The community offers BBQ grills (6), two tennis courts, two pickle ball courts, a walking path and fishing dock, plus DEEDED WALKING ACESS TO SIESTA KEY AND CRESCENT BEACH just across Midnight Pass Road. There is tile throughout the unit for easy cleanup and beach chairs, towels and a cart are provided for your enjoyment.  A king bed in the primary bedroom plus two double beds in the guest room give the entire family comfort and space. You will be a short walking distance away from the private, deeded beach access to Siesta Key's world-renowned white sandy beaches on the Gulf of Mexico PLUS the FREE Siesta Key Trolley will take you to The Village for shopping, dining and FUN nightlife. Siesta Key Awaits - Come Vacation!!

*Taxes and fees not included.
#A4588734

SARASOTA

1226 SIESTA BAYSIDE DRIVE 1226-C

2 Beds

2 Baths

1,280 Sq.Ft.

$9,300

MLS#: A4588734

AVAILABLE JAN 2026 - RENTED JAN., FEB., MARCH., APRIL 2026:  IMPRESSIVE SINGLE-FAMILY POOL HOME with paver driveway, two-car garage, and screened entryway, step inside and be delighted! Open floor plan, wood-plank flooring throughout, cathedral ceilings, updated kitchen with stainless steel appliances, lots of cabinets, granite counters, an ample pantry, and open to the living/dining area.  The home boasts all-new furnishings, including a comfortable sectional in the living room and a large smart TV, a new dining table and six chairs, and both bedrooms are newly furnished.  The master bedroom has a king-sized bed, twin walk-in closets, and an adjoining bath with a soaking tub, a walk-in shower, and twin sinks.  A den with sleeper sofa and built-in desk area separates the two bedrooms. The guest bedroom is in the front of the home and has a new queen-sized bed.  There are sliding glass doors from the living room and master bedroom that open out onto an inviting pool area with lake view; to complete the picture, there is a laundry room with washer and dryer that leads out to a spacious two-car garage.  A temporary golf membership is available if desired (payable at the clubhouse.)  Stoneybrook offers a newly modernized golf course, a clubhouse with restaurant offering fine and casual dining, a fitness center, large heated pool, several Har-Tru tennis courts, boarders the Legacy walking and biking trail and is only a short distance from Siesta Key beach, the village shops and restaurants, and it's less than 25 minutes from downtown Sarasota.  This is a vacation home offering a truly enjoyable experience.
#A4651945

SARASOTA

8918 OLDE HICKORY AVENUE

3 Beds

2 Baths

2,639 Sq.Ft.

$9,000

MLS#: A4651945

This beautiful newly renovated pool home features 3 bedrooms, 2 bathrooms. The home sleeps 6 and is in the neighborhood of Forest Lakes South, Sarasota. Modern updates include new flooring throughout, updated bathrooms & kitchen with new quartz countertops, new exterior facade & new doors. One small dog is allowed.

This home provides peaceful pool and pond views from almost every room in the house. The spacious 1,929 sq. ft. home has a split bedroom floor plan with three bedrooms, two bathrooms, living room, dining area and family room with a wet bar. Multiple sliding glass doors open out to the large salt water pool. The primary bedroom has a King bed and features a walk-in closet, the ensuite bathroom has double sinks with a walk-in shower. The two bedrooms on the opposite side of the house provide ample privacy and shares a newly renovated bathroom with a walk-in shower. The second bedroom has a queen bed while the third bedroom features two twin beds.

Enjoy cooking and socializing in the updated kitchen with quartz countertops, stainless steel appliances, including a refrigerator, microwave, stove/cooktop & dishwasher. Best of all the kitchen and living room has pool views for you to enjoy while cooking and entertaining. Across from the kitchen is the family room with a bar with a mini refrigerator and a coffee pot & Keurig combination. Just outside the sliding glass doors of every pool facing room is the screened in pool area with a large outdoor dining table and chairs, four lounge chairs and a BBQ grill. The outdoor shower is conveniently located before and after entering the pool. This home is perfect for vacationing, working or for gatherings with a multitude of spaces to do so. There is a separate room with the washer and dryer and just outside that room is the attached garage where you will find beach chairs, 2 coolers and beach toys.

This home is located in a peaceful residential neighborhood and at the same time close to so many restaurants and shopping. Siesta Key Beach is only 6.3 miles driving over the Siesta Key south bridge and 7.3 miles driving over the Siesta Key north bridge. Experience one of the top beaches in the U.S. by walking in the world famous soft powdered almost pure quartz crystal sand beach. After the beach check out the casual tiki bars, gourmet dining establishments and local gift shops in the Siesta Key Village. Siesta Key Village has a farmers market every Sunday. Historic downtown Sarasota starts approx. 5.5 miles where you will find boutiques, gift shops, art galleries, fine dining restaurants, the Selby Botanical Gardens, concerts at the Van Wezel Performing Arts Hall, Sarasota Opera House to name a few. Downtown Sarasota always has activities during the holidays including a Pineapple Drop on New Years Eve. A little further north is St. Armands Circle where you will find more local shopping and dining and food festivals. This home is a dream come true to anyone looking for easy living with plenty of space and modern amenities. This is a non smoking home.
#A4582894

SARASOTA

3924 HELENE STREET

3 Beds

2 Baths

2,755 Sq.Ft.

$9,000

MLS#: A4582894

Gulf Views!!Siesta Key!  This captivating 2-bedroom, 2-bathroom condominium is found in Siesta Towers in Siesta Key and is close to restaurants and outdoor recreation. The complex is an easy pedestrian distance to Siesta Key Village, and convenient to Siesta Key Beach. The interior welcomes you with stylish fixtures blending seamlessly with bounteous window light and neutral decor. The large kitchen is gorgeous with natural light, fresh updates and premium appliances. Professional pictures to come.  Available now!
Call today!
#A4638501

SARASOTA

4822 OCEAN BOULEVARD 2F

2 Beds

2 Baths

1,820 Sq.Ft.

$9,000

MLS#: A4638501

Welcome to this stunning second-level condo nestled within the prestigious Gulf and Bay Club Bayside in the serene enclave of Siesta Key. Boasting breathtaking views of the shimmering lake, this meticulously designed residence offers the epitome of luxurious coastal living.

As you step inside, you are greeted by an inviting ambiance that seamlessly blends modern elegance with coastal charm. The spacious living area features an open floor plan, adorned with tasteful furnishings and large windows that bathe the space in natural light. Relax in the comfort of the living room, complete with plush seating and a TV, perfect for unwinding after a day of exploration.

Step outside to the private screened-in lanai and be mesmerized by the captivating vistas of the lake and lush greenery. Whether sipping your morning coffee or basking in the golden hues of the sunset, this outdoor oasis is the perfect spot to unwind and soak in the beauty of your surroundings.

The adjacent dining area offers a delightful space to enjoy meals with family and loved ones. The fully equipped kitchen is a culinary haven, featuring sleek countertops, stainless steel appliances, and ample cabinet space.

This condo boasts three generously sized bedrooms, each offering a tranquil retreat for rest and relaxation. The primary bedroom exudes comfort and sophistication, featuring a sumptuous king-size bed, with an attached bathroom. The second bedroom offers a queen-size bed, while the third bedroom is ideal for children, with two twin-size beds providing flexibility and comfort for all.

Guests of Gulf and Bay Club Bayside enjoy an array of upscale amenities, including private beach access, tennis courts, swimming pools, fitness center, and lush tropical landscaping. With its coveted location in Siesta Key, renowned for its pristine beaches, vibrant dining scene, and eclectic boutiques, this condo offers the ultimate coastal lifestyle experience.

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

**Taxes and fees not included.
#A4605024

SARASOTA

1275 SIESTA BAYSIDE DRIVE 1275-B

3 Beds

2 Baths

1,645 Sq.Ft.

$8,900

MLS#: A4605024

Experience coastal living at its finest in this 3-bedroom, 2-bathroom second-floor lakefront condo located in the desirable Gulf and Bay Club Bayside community in Siesta Key. With breathtaking views of the lake, pool, and tennis court from the screened-in lanai, this home is a perfect retreat. The kitchen is equipped with stainless-steel appliances, and the adjacent dining table offers a great space for enjoying meals with family or friends. The light and bright living room enhances the relaxed, coastal vibe.

On the first floor, the primary bedroom boasts a king-size bed and an attached bathroom featuring a walk-in shower with stunning marble from floor to ceiling. Upstairs, the second bedroom offers a spacious retreat with a queen-size bed, ideal for unwinding after a day of adventure. The second bathroom includes a dual vanity and a walk-in shower, while the third bedroom has two twin-size beds, perfect for guests or family members. For beach days, you’ll find all the essentials stored in the garage, making this condo a true beach lover’s paradise!

Upon arrival at Gulf & Bay Club Bayside, you'll be captivated by the beauty, serenity, and charm of this "Key West" style village. Stroll along the community path to the fishing dock, where you can take in the breathtaking views of the Intracoastal Waterway. Here, you might catch a fish, spot jumping dolphins, or even see a manatee.

Our spacious units, individually owned and decorated, are surrounded by lush, tropical landscaping, shell paths, and tranquil lakes with soothing fountains. Gulf and Bay Club Bayside offers a variety of on-site activities, including two heated pools, two tennis courts that can be converted to pickle-ball courts, and an exercise room. BBQ grills are also available for all guests to use, making it easy to enjoy a meal outdoors.

House Rules: No Motorcycles, golf carts, RVs, boats, or trailers allowed. No smoking. No burning candles inside of lodging. No parties. No Pets.
#A4648978

SARASOTA

1206 SIESTA BAYSIDE DRIVE 1206B

3 Beds

2 Baths

1,495 Sq.Ft.

$8,900

MLS#: A4648978

Welcome to your fully furnished, newly renovated home, which is all about modern comfort and style! This lovely space features three cozy bedrooms, each with its own en suite bathroom, plus an additional bonus room and a convenient powder room. 
You’ll love the spacious kitchen, complete with an inviting island that’s perfect for seating 6-8. The open-plan living and dining area flows seamlessly onto a fantastic outdoor patio, which boasts an 8-seater bar area that creates a fun sports bar vibe with 3 TVs around to catch your favorite games! 
Enjoy picturesque views of the large swimming pool and peaceful canal right from your patio, and gather around the outdoor fire pit for cozy evenings. Plus, there’s a laundry room and a covered carport that comfortably fits 4 cars! Need more space? There’s plenty of extra room on the driveway for parking, too. It’s a perfect blend of comfort and entertainment!
Added bonus: boat lift for a 28-foot boat!
#A4624934

SARASOTA

331 MAGELLAN DRIVE

3 Beds

3 Baths

4,500 Sq.Ft.

$8,800

MLS#: A4624934

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