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
4,559
# of Listings
2
Avg # of Bedrooms
$483
Avg. $ / Sq.Ft.
$866,076
Med. List Price

Browse Downtown Sarasota Real Estate Listings

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4559 Properties Found. Page 223 of 304.

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

Congratulations and welcome to Lido Beach Club, a private ocean- front condominium community right on he Gulf coastline. Lido Beach Club is a highly desirable community, with private ocean-front beach entry. Community amenities include a fitness center, entertainment room, club house for gatherings and special events, a library and an OCEAN-FRONT HEATED POOL. This Million-dollar property will provide your family and guests convenience, luxury and comfort. This 2-bedroom, 2- bath condo features bamboo and marble tile flooring, with beautiful ocean view from the oversized balcony. Location is minutes from St. Armand's circle, the local destination for exquisite dining, shopping, salons and spas. This opportunity is THE PERFECT FAMILY BEACH GETAWAY. Secure your Holiday Plans now! A 3-month minimum rental is required. 4-month rentals are preferred. *Property has been leased Jan 2026-March 2026. Open availability April 1st through December 31st, 2025.*
#O6113556

SARASOTA

1212 BENJAMIN FRANKLIN DRIVE 303

2 Beds

2 Baths

1,621 Sq.Ft.

$8,000

MLS#: O6113556

DOWNTOWN SARASOTA Location! Location! Location!..MORE PICTURES TO COME...This 10th floor turnkey FURNISHED two bedroom two bathroom condo is available starting December 2025! 1350 Main amenities include heated pool and spa, fitness center, Conference room and 24 hour secure lobby. One car parking space in secure garage. Move in and enjoy the Downtown lifestyle at the beautiful 1350 Main building on the corner of Main Street and Palm Avenue. Walk to the Sarasota Bay, Selby Gardens,Whole Foods, Restaurants, Theaters, Galleries and shops. Call Today!!!
#A4633437

SARASOTA

1350 MAIN STREET 1007

2 Beds

2 Baths

1,165 Sq.Ft.

$8,000

MLS#: A4633437

FULLY REMODELED 4 BEDROOM GREAT FAMILY HOME. NO POOL LESS EXPENSES. NO SHORT TERM RENTAL. A MUST SEE IF YOU LIKE RANCH STYLE. ALL NEW - HVAC - ELECTRIC - WINDOWS - KITCHEN - BATHS - ROOF. NOTHING MISSED ON THIS VERY ATTRACTIVE HOME IN CHEROKEE PARK, SOUTH SIDE SCHOOL AND THE HOSPITAL CORE.
#A4656081

SARASOTA

1638 SOUTH DRIVE

4 Beds

3 Baths

2,919 Sq.Ft.

$8,000

MLS#: A4656081

Downtown Sarasota Sunset Towers - Short-Term Vacation Rental This fully furnished, turnkey 6th-floor unit boasts high-end furnishings with a thoughtfully designed, relaxed atmosphere. Enjoy stunning panoramic views of Sarasota Bay and the Ringling Bridge from the expansive patio, visible from the living room, master bedroom, and guest bedroom. King size bed in Master bedroom, queen in guest bedroom. 65" new smart TV (not pictured) in living room. Electricity (up to $150), water/sewer/trash, Wi-Fi and basic cable are included in rent. 13% sales and tourism taxes apply for any rental less than 6 months. Exit cleaning is at tenants expense. HOA application is $150 (subject to change) Amenities include a saltwater heated pool overlooking Sarasota Bay, a sun deck with grills and outdoor dining, a fitness center, and private beach access. Best of all, it's just a short walk to all that downtown Sarasota has to offer: the Farmers Market, Marina Jacks restaurant & park, Whole Foods, library, and a variety of shopping, dining, and entertainment options. St. Armand's Circle and Lido Beach are just 2.4 miles away, easily reachable by walking, bike ride, or quick car trip. Experience vibrant city life with easy access to nature’s beauty. One covered parking space is included. Sorry, pets are not allowed. Don't miss out on this exceptional rental opportunity!
#R4908850

SARASOTA

11 SUNSET DRIVE 601

2 Beds

2 Baths

1,589 Sq.Ft.

$8,000

MLS#: R4908850

Experience the perfect blend of old Florida charm and new Florida luxury in this immaculate 3-bedroom, 3-bathroom plus office home located in the highly sought-after community of Bird Key. With a prime location just minutes from St. Armands Circle, Lido Beach, and downtown Sarasota, this home offers both comfort and convenience in one of Sarasota’s most desirable neighborhoods. Whether you're starting your morning with a bike ride to breakfast, spending your afternoon on the beach, or enjoying vibrant evenings in town, Bird Key places you in the heart of it all. The home's open floor plan is designed for flexible living and effortless entertaining. Natural light fills the space thanks to large sliding glass doors that lead to the lanai and a sparkling blue pool. The first bedroom features a private en-suite bath, a large main closet along with three additional closets, and direct access to the lanai. The second bedroom includes a built-in Murphy bed and also opens to the lanai, making it ideal for guests or a multi-purpose space. The third bedroom offers its own en-suite bathroom and is beautifully lit by three French doors that open to the outside. A dedicated office provides a quiet retreat for working from home or creative endeavors. The updated kitchen includes a spacious island and modern appliances, perfect for hosting or daily cooking. A separate climate-controlled laundry suite off the garage adds convenience. Other highlights include impact windows and doors, a new tile roof installed in 2013, a split floor plan for added privacy, and a fenced-in yard. The beautifully landscaped backyard is centered around a majestic banyan tree, creating a peaceful and picturesque setting. This home is not in a flood zone and remained high and dry during recent storms, offering peace of mind. Optional membership to the Bird Key Yacht Club provides access to tennis courts, a fitness room, boat slips, and waterfront dining. The property is vacant and ready for immediate move-in—don’t miss the chance to make this Bird Key retreat your new home. Owner is open to a rental agreement with an option to buy or sale of the property as well.
#A4650886

SARASOTA

606 OWL WAY

3 Beds

3 Baths

3,405 Sq.Ft.

$8,000

MLS#: A4650886

Welcome to this stunning 2-bedroom, 2-bathroom lakefront condo located on the second floor in Gulf and Bay Bayside, Siesta Key. This two-story retreat features two primary bedrooms, each with a luxurious king-size bed, spacious walk-in closets, and beautifully appointed bathrooms with walk-in showers. In the second floor primary bedroom there is additional sleeping accommodations with a full-size bed. Bedroom: Extra pillows, blankets, hangers, and linens provided. Bathroom: Hair dryer, private bath, and towels. Entertainment: Cable TV. Kitchen: Blender, cookware, dining area, iron and board, microwave, refrigerator, stove, and toaster. Living Room: Living room and office. Location: Lakefront with a lake view. Relax in the living room on the plush couch, perfect for unwinding after a day at the beach. The screened-in lanai offers ample seating and picturesque lake views, making it the ideal spot for your morning coffee. The lanai features floor-to-ceiling windows with screens, which allows for great views of turtles and birds in the pond. The fully equipped kitchen has everything you need to whip up your family’s favorite meals, all kitchen cooking supplies, furniture, and decor are brand new, along with numerous extras available for cooking. This condo is the perfect blend of comfort and style for your Siesta Key getaway! Enjoy an array of amenities designed to enhance your lifestyle. You can choose to relax in one of the two sparkling pools or engage in a friendly match on one of the two tennis courts. The community also boasts an exercise room for your fitness needs and two BBQ grills perfect for outdoor gatherings. Additionally, there are picnic areas and a fishing dock available for residents to enjoy. The community itself exudes an "Old Key West" style, set on 25 acres of lush land with cedar siding and many-angled roofs that evoke an "Old Florida" era. Here, quality of life is measured by the beauty, comfort, and serenity that surround you. There is private deeded beach access just right across the street! There are beach essentials for guest use, such as a beach wagon and cooler. House Rules: No Motorcycles, RVs, boats, or trailers allowed. No smoking. No burning candles inside of lodging. No parties. No Pets.
#A4628842

SARASOTA

1315 SIESTA BAYSIDE DRIVE 1315B

2 Beds

2 Baths

1,645 Sq.Ft.

$8,000

MLS#: A4628842

Welcome to "The Nest On Wood" a cozy & quiet 3 bed 2 bath POOL home w/ lake views that sits just a few steps from the Legacy Trail & is just a walk or bike ride from all of Sarasota's downtown amenities. Located less than 2 miles from Main St Sarasota & just 6 miles from Lido Key & Siesta Key, this house is warm & inviting w/ plenty of space to spread out & relax. Highlights include a heated salt water pool, dedicated work space, fully fenced backyard & screened lanai w/ bbq grill & lake views. The Nest On Wood now offers a huge 32' by 14' heated salt water pebble tec pool with a built in 7' by 7' heated spa and large sun shelf. The backyard is now totally fenced with manicured tropical landscaping and lake views from the pool and screen enclosed lanai. There is also a large turf area and a BBQ area outside. The bedroom configuration is as follows: Master Bedroom: King bed 2 nighstands open shelving closet en suite bathroom mounted flat screen tv ceiling fan 2nd Bedroom: King bed 2 nightstands dresser closet mounted flat screen tv ceiling fan 3rd bedroom: Twin over Twin bunk bed Separate full size bed 1 Night stand Open shelving Closet The two guest rooms share a hall bathroom
#A4564469

SARASOTA

3210 WOOD STREET

3 Beds

2 Baths

1,766 Sq.Ft.

$8,000

MLS#: A4564469

Welcome to Casa Pura Vida! This bohemian styled designer pool home is the perfect vacation rental for groups of up to 8 to relax and enjoy the "pure life". The house features 3 bedrooms, 2 bathrooms, central living & dining rooms w/ views of the sparkling blue heated pool & covered outdoor kitchen area, a private fenced backyard w/ tropical landscaping, a chefs kitchen w/ breakfast bar & separate eat-in area/game room. All of this just a few miles from Payne Park, downtown, and area beaches!
#A4581549

SARASOTA

2650 DAVIS BOULEVARD

3 Beds

2 Baths

2,287 Sq.Ft.

$8,000

MLS#: A4581549

Welcome to the "Beach Grove" house, a coastal chic 3 bedroom 2 bathroom heated pool and spa home with private fenced backyard that can easily sleep 8-10 guests. This home sits just minutes from Siesta Key with walkability to shopping and dining right out your front door. There's room for the entire family with 5 beds including 2 queen pullout sleeper sofas, 2 bathrooms and 2 sets of laundry facilities. A separate mother-in-law suite allows for dynamic groups of family and friends. Bring the dog too! ***This is an active short term vacation rental that can be rented weekly, monthly, or seasonally. Please feel free to view our airbnb listing as well: https://www.airbnb.com/rooms/1067346051888713746?guests=1&adults=1&s=67&unique_share_id=160e7391-baee-467d-bf0c-cf84afac8777
#A4595428

SARASOTA

2084 GROVE STREET

3 Beds

2 Baths

1,327 Sq.Ft.

$8,000

MLS#: A4595428

Don't miss this spectacular custom Italian-designed four-bedroom, three-bathroom home for rent! Located in the beautiful, quiet, and highly sought-after Tortoise Estates. The home comes with deeded access directly to the beach and sparkling gulf waters. It is only steps from the marina, boat dock, and kayaking. It is a short bike or trolley ride to the heart of Siesta Village, with all the best shopping, restaurants, and entertainment! This home has been meticulously maintained, with no luxury spared. The kitchen features a large island with custom wood cabinetry, granite countertops, a 6-burner natural gas stove, plus a gas fireplace bookended by the living room and eat-in kitchen. Multiple disappearing sliders showcase the magnificent pool and a jetted hot tub spa. The pool features custom lighting, a fountain, and a waterfall. The home boasts a surround sound system on the first floor with controls in each room, three AC systems, and a central vacuum. A spacious first-floor master suite offers a jacuzzi tub, walk-in shower with massage heads, two generous walk-in closets, and direct pool access. Also, on the first floor is an executive office, a guest bedroom, a full bath, and a spacious laundry room. Upstairs, you will find a full bath with two additional large bedrooms, one with a private balcony. This gorgeous home will not last long schedule your private showing today. Property has been leased for November & December 2025.
#A4645086

SARASOTA

1102 HORIZON VIEW DRIVE

4 Beds

3 Baths

4,895 Sq.Ft.

$8,000

MLS#: A4645086

Escape to Paradise on Siesta Key! Your dream seasonal getaway awaits at 4660 Ocean Blvd Unit N1, Sarasota, FL 34242. Immerse yourself in the tranquil beauty of the Gulf coast, where pristine sands meet crystal-clear waters. This exquisite 2-bedroom, 2-bathroom condo is your ticket to an unforgettable retreat. Step into your sun-drenched sanctuary, tastefully furnished to embody comfort and luxury. With an unobstructed gulf beach view from your living room and private balcony, every moment is a breathtaking masterpiece. Sip your morning coffee while basking in the warm glow of the sunrise, or unwind with a glass of wine as the sun paints the sky in hues of orange and pink over the horizon. Awaken to the gentle rhythm of the waves and indulge in the ultimate relaxation experience. The spacious living areas are designed for both leisure and entertainment, boasting an open-concept layout that seamlessly connects the fully-equipped kitchen, dining space, and cozy lounge. Whether you're cooking up a gourmet meal or sharing stories with loved ones, every corner exudes a sense of togetherness and joy. Retire to the elegantly appointed bedrooms, each offering a serene haven for rest and rejuvenation. The master suite whispers of opulence, complete with an en-suite bathroom and panoramic ocean vistas. Allow the soothing sounds of the sea to lull you into a peaceful slumber, ensuring you wake up refreshed and ready to seize the day. With a minimum 3 month stay, you have ample time to immerse yourself in the Siesta Key lifestyle. Explore the vibrant local scene, from charming boutiques to world-class dining and entertainment options. Take leisurely strolls along the powdery sands, collecting seashells and creating lasting memories. Don't miss this unparalleled opportunity to live your best life by the beach. Available for occupancy starting May 1, 2025, this condo promises a seamless blend of comfort, luxury, and natural beauty. Secure your slice of paradise today and embark on a journey of sun-kissed days and starlit nights. Contact us now to make this seasonal dream a reality! ????? Tax and fees apply to base rent.
#A4620766

SARASOTA

4660 OCEAN BOULEVARD N1

2 Beds

2 Baths

1,200 Sq.Ft.

$7,900

MLS#: A4620766

Bring your BOAT! this lovely and well-appointed condo sits directly on Blind Pass with a view of the Gulf of Mexico and has private boat dock for guests and owners. Completely updated with a beautiful large kitchen and stylish furnishings throughout. Primary bedroom has king bed and access to covered lanai/patio. Guest room features two double beds, Bathrooms are updated and brand-new washer and dryer in unit, Located on the quieter side of world famous 8-mile island of Siesta Key. Only 17 units in this community located very close to Turtle Beach. Free trolley comes by regularly for hop on hop off service to anywhere along the Key including both north and south Siesta Key Villages, for shopping, dining or just walking about. Sarasota is well known as "the jewel of the arts and theatre" and is second to none on the west coast of Florida. This beautiful property is a great escape to a tropical paradise and from the northern cold temperature. Owner will allow an approved dog 30 pounds or less.Available for occupancy starting December or January for one to four months.k
#A4611632

SARASOTA

9062 MIDNIGHT PASS ROAD 7

2 Beds

2 Baths

1,251 Sq.Ft.

$7,900

MLS#: A4611632

Gorgeous waterfront condo at The Moorings! You will love the view and the comforts of this well decorated condo in a coastal theme with a stunning view of Blind Pass Intercoastal and a partial view of the Gulf of Mexico just beyond. This community consists of just 17 condos and is on the quieter southern end of Siesta Key. Enjoy your private boat slip or just fish off the dock. Primary bedroom has customized storage and closet area and features a king-sized bed. Beautiful ensuite bathroom is remodeled and updated, as is the guest bath. This space also opens up to the screened in 12 x 10 balcony overlooking the water where there are usually kayakers and paddleboarders. The second bedroom has a queen and a twin bed. You will love the kitchen and eating your meals from bar area where you can view out your large living room window with electric shades. For your convenience, The Siesta Key Trolley, which is a constant running free "hop on" and "hop off" way to get to other areas on the Key, that stops right in from on Midnight Pass Rd. Repeat guest cannot return and this beautiful vacation property just opened up.
#A4620126

SARASOTA

9058 MIDNIGHT PASS ROAD 5

2 Beds

2 Baths

1,371 Sq.Ft.

$7,900

MLS#: A4620126

Turn-key Furnished with 38ft heated saltwater pool and spa, fully fenced yard, putting area and outdoor kitchen! Welcome to The "Retro Ringling" house, a unique designer home in downtown Sarasota with tons of modern amenities and nostalgic charm- all within a stone’s throw from Main St Sarasota, Payne Park and Legacy Trail & just a few short miles to the white sands of Siesta and Lido Beaches. There’s room for everyone in this 1954 built ranch style home with wide open floor plan and more natural light than any home you’re likely to visit. The Retro Ringling has a front to back living room with seating for 8 people and enormous Jalousie windows that capture the romance of the time. The house comes turn-key furnished! We've appointed the house in mid-century modern designer furniture while preserving the original terrazzo floors and custom tile work in the kitchen and baths. Our home is designed to transport you to a simpler time. Located on a quiet street in the historic Ringling Park neighborhood this home is classic, cozy and convenient. The living room centers around a 65 inch 4K Smart TV with ability to connect to Netflix, Amazon Video and other subscription services using our 200 mbps internet speed. Seating around the TV includes one leather couch, one upholstered queen sleeper sofa, 4 cushioned chairs and 2 bar stools. You will also find a vinyl record player with some classic albums, an oscillating Vornado fan as well as a retro bar stocked with board games and other goodies for all ages. There are 2 bedrooms and 2 full bathrooms as well as a separate cubby space that acts as a 3rd bedroom, (the Siesta Room) with a twin futon. All beds feature premium Lucid Mattresses and hotel grade bedding. The bed configuration is as follows: Bedroom 1: 1 queen bed (Sleeps 2); 2 full beds (sleeps 2 adults or 4 kids) Bedroom 2: 1 King bed (Sleeps 2) Siesta Room (3rd Bedroom): 1 Twin bed (Sleeps 1)- Linens in Orange Cube next to bed. Living Room: 1 Queen Sleeper Sofa (Sleeps 2)- Linens in hallway closet. Both bedrooms have large empty closets with hangers as well as dresser space and nightstands with bedside lamps. The Master bathroom offers a tub/shower combo and the 2nd bath is smaller with a walk-in shower. The eat-in kitchen will make you smile. There’s seating for 6 around a retro tulip table and and the beachy mint tile counters and backsplash set the stage for a brand new Big Chill 1950s style refrigerator with ice maker. There’s also a range/ oven, microwave, toaster over, spice rack, knife block set and coffee maker. The Florida room is spacious with a dining table for up to 8 people and a separate seating area with room for 6 more centered around a 50 inch 4K Smart TV on a swivel mount. This room is not air-conditioned however two ceiling fans provide some relief in the hotter months. This room also has a dart board and a cornhole set to be used out back. Full laundry is available in the garage as well as an iron and ironing board and bench top for folding your clothes. We have a large private, fenced back yard with brand new saltwater pebble tec pool and spa. The pool has also sunshelf with bubbler. There is a mini golf area, a cornhole area and a covered outdoor kitchen. Dogs are allowed with pre-approval and proof of flea/tick treatment. The Retro Ringling offers the best of urban residential living with close proximity to all of the best restaurants and beaches but with room to spread out on a fully fenced private lot.
#A4464508

SARASOTA

2473 DAVIS BOULEVARD

3 Beds

2 Baths

1,376 Sq.Ft.

$7,750

MLS#: A4464508

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