Sarasota's Premier Homes
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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
4,389
# of Listings
2
Avg # of Bedrooms
$481
Avg. $ / Sq.Ft.
$853,094
Med. List Price

Browse Downtown Sarasota Real Estate Listings

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4389 Properties Found. Page 208 of 293.

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

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

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

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

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

Lido Beach Vacation Rentals. This 9th floor Lido Beach condo offers outstanding views of the Gulf of Mexico, Lido Beach and St. Armands Circle. Your private beach get-away! A private balcony takes you outdoors along the length of the unit The primary bedroom offers direct gulf front views to the west and north. The guest bedroom has been converted to an office with a queen sleeper bed. The dining and living room offer slider doors to the expansive balcony providing lots of natural light. The kitchen has new appliances and tile flooring throughout. A Bosch stackable laundry system is in the unit. One covered carport comes with the rental. This treasured building is a landmark on Lido Key, across from Lido Beach, and one block from St Armand Circle where you can take part in shopping and dining. Come to Lido Beach to stroll the sugary white sands, bike or kayak among the mangroves in South Lido Park.
#A4642376

SARASOTA

1 BENJAMIN FRANKLIN DRIVE 91

2 Beds

2 Baths

1,669 Sq.Ft.

$9,200

MLS#: A4642376

This Lovely POOL Home situated on a large private lot in a quiet GOLF COURSE community is perfect for your seasonal getaway. Three bedrooms & den/office , 3 baths, 3 car garage, beautifully decorated with all the comforts of home. The split floor plan features formal living and dining rooms and a spacious master suite with his and her closets, a King bed and large en-suite bathroom. The 2 guests bedrooms are tastefully furnished with a queen bed and two XL twin beds. The main rooms and master open to a very large heated pool and spacious travertine deck perfect for entertaining or just relaxing. The eat in kitchen is open to the family room and features, stainless appliances, granite countertops, custom cabinets and a great pool view. Laundry room with large washer/dryer and utility sink. Wifi, HD cable and premium channels included. Small dogs allowed with owners approval. No cats due to allergies.
#A4215715

SARASOTA

6553 TAEDA DRIVE

3 Beds

3 Baths

4,631 Sq.Ft.

$9,000

MLS#: A4215715

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

Available for annual rent (or shorter 6+ months) Beautifully updated 3-bedroom, 2.5-bathroom pool home, situated in the sought-after island community of Bird Key. The vibrant tropical landscaping beckons as you approach, offering a glimpse of the beauty that awaits within. From the moment you open the front door, your eyes will be captivated by the panoramic view of the private, fully fenced backyard, visible through the expansive wall-to-wall impact resistant sliding glass doors. The outdoor space is a true oasis, boasting a large patio and a sparkling pool and spa with a sun shelf, PebbleTec finish, and impeccable tile work. It's the perfect place to unwind and create lasting memories. Indoors, you'll be enamored by the open floor plan. An electric fireplace, adorned with charming masonry stone, is featured in the living room that then leads seamlessly to a formal dining area. The kitchen is a culinary dream, featuring an oversized island with bar seating, sleek quartz countertops, and modern stainless steel appliances. The primary suite is a luxurious retreat, complete with an ensuite that includes dual vanities, a freestanding soaker tub, and a rejuvenating walk-in shower equipped with dual rain shower heads and invigorating body jets. One of the two secondary bedrooms boasts an ensuite bathroom and walk-in closet, while the third bedroom provides access to a charming covered patio at the front of the home. The home has impact resistant windows and sliders throughout, updated plumbing & electric and a new AC system. Bird Key's strategic location provides easy access to the vibrant cultural scene of downtown Sarasota, just a short drive away. Explore art galleries, theaters, boutique shops, and a diverse range of dining options. For beach lovers and outdoor enthusiasts, neighboring Lido Key offers beautiful beaches and recreational activities. Additionally, residents enjoy the nearby St. Armands Circle, renowned for upscale shopping, dining, and entertainment options. With its central location in Sarasota, Bird Key ensures convenient access to parks, golf courses, marinas, and other attractions, making it the ideal place for those who seek an active and engaging lifestyle. Home comes unfurnished besides the two dining areas.
#A4649580

SARASOTA

526 BIRD KEY DRIVE

3 Beds

2 Baths

3,064 Sq.Ft.

$9,000

MLS#: A4649580

AVAILABLE JAN 2026 - RENTED 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

Welcome to this meticulously maintained and fully furnished residence is located in the Huntington Point gated community at Palmer Ranch. It offers a seamless fusion of comfort and Sarasota, Florida style. With 2400 sqft of living space, 3 bedrooms, and 2.5 bathrooms, this residence provides a welcoming atmosphere. The elegant luxury vinyl floors throughout the living areas create a warm and inviting ambiance. The heart of the home, a beautifully designed kitchen with new appliances and stunning granite countertops, provides ample space for culinary creations and casual gatherings. The spacious bedrooms offer a peaceful retreat, ideal for relaxation after a busy day at work or exploring Sarasota. Step outside to enjoy the Florida sunshine in your private heated pool and hot tub with a view of the lake and mature garden. Conveniently situated, this property grants easy access to local amenities, the Legacy Bike Trail, the renowned Siesta Key Beach, dining, and entertainment, making it a perfect choice for those seeking both tranquility and convenience. Virtual showings available any day of the week.
#A4655369

SARASOTA

8870 HUNTINGTON POINTE DRIVE

3 Beds

2 Baths

2,400 Sq.Ft.

$9,000

MLS#: A4655369

NAUTIQUE AT WATERSIDE - LUXURY FURNISHED HOME - 3 BEDROOM - 2 BATH – 2 CAR GARAGE. Welcome to your dream home in Lakewood Ranch, the top selling master planned community in USA. This luxurious sanctuary boasts an open layout, designer kitchen, and designer finishes, exuding elegance and charm. Embrace the idyllic Florida lifestyle in this maintenance-free, upscale residence, surrounded by lush landscapes and endless leisure opportunities. All utilities are included in this uber lux vacation home. $9,000 month high season - $6,000 month low season - ask us about our buy 5 get 1 free program. Nautique is all about location. This area is the first of its kind, located in the top master-planned community in the U.S. Commuters and homeowners that want the convenience of nearby shopping plazas and activities just minutes away will love that this area is surrounded by 50 square miles of parks, amenities, and tons of places to work. This highly desired location is less than 4 miles from I-75 and a short drive away from award-winning beaches and the University Town Center. Local attractions just minutes from your door include: • Waterside Place • The University Town Center Mall (5 miles down the road) • Downtown Sarasota (10 miles away) • Sarasota Bradenton International Airport (11 miles away) Explore the Sarasota sunshine at our award-winning beaches at Lido Key, Siesta Key, Longboat Key, and more! Sarasota beaches are consistently. On your weekends, start the day by building sandcastles on the beach and swimming in bright, blue waters. Then, end the day watching the breathtaking Florida sunsets.
#A4651338

SARASOTA

1980 SKEG LANE

3 Beds

2 Baths

1,800 Sq.Ft.

$9,000

MLS#: A4651338

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

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