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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

3,934

# of Listings

2

Avg # of Bedrooms

$491

Avg. $ / Sq.Ft.

$880,172

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

3934 Properties Found. Page 187 of 263.

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.*

SARASOTA

1212 BENJAMIN FRANKLIN DRIVE 303

2 Beds

2 Baths

1,621 Sq.Ft.

$8,000

MLS#: O6113556

3rd floor beautifully appointed. 2 bedroom 2 bath Unit is available Seasonal $7500; Yearly or 6 month rental $4500.000 Underground parking (1) space. Your own private washer and dryer inside unit. Tennis and pickle ball courts. Private Beach with Chairs. 2 heated pools, fitness room, clubhouses, fishing pier. Location is great.

SARASOTA

1200 E PEPPERTREE LANE 305

2 Beds

2 Baths

1,400 Sq.Ft.

$8,000

MLS#: A4649129

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.

SARASOTA

1366 SIESTA BAYSIDE DRIVE 1366-F

3 Beds

3 Baths

1,835 Sq.Ft.

$8,000

MLS#: A4598685

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!!!

SARASOTA

1350 MAIN STREET 1007

2 Beds

2 Baths

1,165 Sq.Ft.

$8,000

MLS#: A4633437

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.

SARASOTA

2232 PINE TERRACE

3 Beds

2 Baths

1,557 Sq.Ft.

$8,000

MLS#: A4510183

Beautiful condo... comes Fully furnished and all amenities included. Long term or short term rental available. Luxury style living at its very best. this unit is 2184 square feet. This condo is centrally located in Downtown Sarasota, and over looks Bay Park. This unit is spacious with two-bedroom, a den, three-full bath and half bath home with 10-foot ceilings, floor-to-ceiling windows brings in the natural light and sliders to a spacious 10-foot deep terrace with glass balcony railings overlooking one of Sarasota's most breathtaking views of the Sarasota Bay. Kitchen with high quality h European cabinetry, quartz countertops and premium stainless steel appliances. You will love creating your culinary dishes in this kitchen! The primary suite with walk-in closets and luxurious bath provides you with a spa like atmosphere to retreat and relax in after a day spent living the dream!! The Amenities include a state-of-the-art fitness center and a movement studio for personal or group classes, imagine taking yoga or other fun classes here. The fifth level gorgeous elevated resort-style pool and spa, entertainment areas, an outdoor kitchen and more!! Enjoy all of what Sarasota night life offers of fine dining, entertainment, arts, and so much more! Don't delay... Luxury care free lifestyle awaits you!!

SARASOTA

301 QUAY COMMONS 1808

2 Beds

3 Baths

1,842 Sq.Ft.

$8,000

MLS#: A4664665

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.

SARASOTA

1900 BENJAMIN FRANKLIN DRIVE V-15

2 Beds

2 Baths

1,442 Sq.Ft.

$8,000

MLS#: A4621429

SEASONAL RENTAL - Available November 1, 2025 - June 30, 2026 -3/BR; 1.5/baths Renovated, beautifully designer-decorated modern home located in one of Sarasota's most coveted West of Trail locations - adjacent to stunning Harbor Acres!

THE SPACE: This stylish, fully furnished home features three bedrooms (King, Queen, Queen), 1.5 baths, a one-car garage, a spacious, light-filled sunroom and a cozy reading nook. The home has all-new furnishings and is fully turnkey equipped to ensure a comfortable and enjoyable stay. Guests will also enjoy indoor-outdoor living with a charming front porch, al fresco dining on the beautiful back deck, and a large, well-maintained yard ideal for outdoor relaxation and entertaining.

PRIME LOCATION: Located in the heart of Hudson Bayou, where you can enjoy the best of Sarasota at your doorstep! Walk to Sarasota Memorial Hospital, Marie Selby Botanical Gardens and the lively Southside Village, home to some of the city's top restaurants, bars, cafés, and shops. You're also just minutes away from Downtown Sarasota, world-famous Siesta Key Beach, Lido Key Beach, St. Armands Circle, and A-rated Southside Elementary School.

PLEASE NOTE: No smoking/vaping of any kind anywhere on the property.
Rental Rates: Jan-Apr $9,000 (Seasonal 3 month minimum for rentals Jan-April); Nov-Dec & May-June $8000.

SARASOTA

1726 FLOYD STREET

3 Beds

1 Baths

1,461 Sq.Ft.

$8,000

MLS#: A4664721

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!

SARASOTA

2650 DAVIS BOULEVARD

3 Beds

2 Baths

2,287 Sq.Ft.

$8,000

MLS#: A4581549

#A4628842

SARASOTA

1315 SIESTA BAYSIDE DRIVE 1315B

2 Beds

2 Baths

1,645 Sq.Ft.

$8,000

MLS#: A4628842

RENTED WINTER SEASON JAN-APRIL 2026. 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.

SARASOTA

1 BENJAMIN FRANKLIN DRIVE 91

2 Beds

2 Baths

1,669 Sq.Ft.

$8,000

MLS#: A4642376

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

SARASOTA

3210 WOOD STREET

3 Beds

2 Baths

1,766 Sq.Ft.

$8,000

MLS#: A4564469

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

SARASOTA

2084 GROVE STREET

3 Beds

2 Baths

1,327 Sq.Ft.

$8,000

MLS#: A4595428

#A4611632

SARASOTA

9062 MIDNIGHT PASS ROAD 7

2 Beds

2 Baths

1,251 Sq.Ft.

$7,900

MLS#: A4611632

Step into island living with this updated 2-bedroom, 2-bath condo just steps from Siesta Key Village and the #1 beach in the U.S. This move-in ready second-floor unit features an open, bright layout, a modern kitchen with upgraded appliances, spacious living area, and a covered patio with Gulf views. The primary suite includes a private bath, while the second bedroom and bath offer comfort for guests. With its clean, coastal style and unbeatable location, this condo is perfect for your next getaway.

SARASOTA

4660 OCEAN BOULEVARD Q2

2 Beds

2 Baths

184,170 Sq.Ft.

$7,900

MLS#: A4666437

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