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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

4,553

# of Listings

2

Avg # of Bedrooms

$484

Avg. $ / Sq.Ft.

$869,497

Med. List Price

Browse Downtown Sarasota Real Estate Listings

Under $250,000

$250,000 - $500,000

1786 Properties Found. Page 45 of 120.

Immaculate End Unit in the Marlin building, Ready for you to Enjoy through January 2026 and April 2026 through year-end 2026! Stunning all the way, Great Location in the complex, close to the pool, clubhouse, spa, sauna, 2 bedroom 2 full baths, enclosed lanai overlooking the canal, steps to Deeded beach access through Crescent Arms, for your pleasure daytime or sunset time! Siesta Harbor offers a heated pool, outdoor jacuzzi, indoor sauna, fitness room, newly surfaced shuffleboard court, great clubhouse to enjoy the beautifully decorated main room, kitchen with barbecue area, library, Siesta Harbor is located directly on the main intracoastal waterway and has a dock with seating for your enjoyment to watch the boats going by, a little fishing or relaxing! The Trolley and Scat right at our doorstep and walk to shops, restaurants beach, all for you to enjoy in Paradise! Open Floor Plan, enclosed lanai, dining area open to the living room, lots of windows since this is an end unit. Beautiful water views of the canal. Two bedroom, two bathroom and beautiful flooring throughout. Come to our Paradise! Siesta Harbor is surrounded by the Intracoastal Waterway with Harbor and Bay views from every unit. This South facing renovated condo is in the building closest to the pool, and you have your own assigned parking space. Sit on your lanai and watch the boats go by as you sip your morning coffee. Amenities include direct beach access to Siesta Key beach, voted the number One beach in the USA, community pool and spa, sauna, fitness room, newly surfaced shuffleboard court and walking distance to shops, restaurants and entertainment. Close proximity to the Stickney Point bridge enables easy access on and off the Key. This is a 55+ community which means one renter in the party must be over 55 years of age. No pets and no smoking please.

SARASOTA

1250 N PORTOFINO DRIVE M301

2 Beds

2 Baths

1,123 Sq.Ft.

$6,500

MLS#: A4478353

A perfect blend of Sarasota’s architectural heritage and contemporary elegance right in the heart of Arlington Park. This bright, newly renovated two-bed/two-bath mid-century gem offers a serene escape, providing a refreshing interplay of historical charm and modern luxury. Enjoy the sparkling pool on a day off or take advantage of Arlington Park facilities nearby feature a public pool, tennis, basketball, rec facilities, a park and a playground. There is an additional sunroom/office space for those working from home. The living room has a pull-out sofa if needed. Laundry is inside. Lights are strung on above the backyard for al fresco dining. Boat parking is available. Internet, electricity, water/sewer and trash are included. 2025 Season is available at the moment. $6000/mo August-October, $8000/mo November-December, $12,000/mo Jan-April, $7500 May-July

SARASOTA

1451 S JEFFERSON AVENUE

2 Beds

2 Baths

1,824 Sq.Ft.

$6,500

MLS#: A4622166

#A4599307

SARASOTA

9393 MIDNIGHT PASS ROAD 302

2 Beds

2 Baths

1,128 Sq.Ft.

$6,500

MLS#: A4599307

Gorgeous Canal View Condo now available on Siesta Key as an annual rental. Rent for the remainder of 2025 through the Winter Season until December 2026 and work from home on your walk-out lanai watching the deep water boats on the Intracoastal Waterway. Incredible View of the Intracoastal Waterway, Beautiful two bedroom, two bath spacious first floor walk-out condo with lots of natural light. Completely remodeled and fully renovated in March 2023! One month minimum, Fifty-five+ community. Crescent Arms beach access to Siesta Key Beach directly across the street, the Number One Beach in the Country! Heated Outdoor Pool and Spa, Sauna, Modern Clubhouse, Activities all Season, Patio Seating Area on the canal and our own Siesta Harbor Fishing Pier. Boat slips available by applying to the office. The trolley stop is at the entrance of the complex. Walk to restaurants and bars, easy on and off the key! You Deserve Paradise!

SARASOTA

1350 N PORTOFINO DRIVE 108TAR

2 Beds

2 Baths

86 Sq.Ft.

$6,500

MLS#: A4581886

No damage from Hurricane Helene or Milton! Available for seasonal and annual rental 2025, call agent for pricing. Discover the epitome of waterfront living in this exquisite 3-bedroom, 2-bathroom home located in Sarasota, Florida. Set on over a quarter-acre of prime land, this beautiful residence features a spacious 1,995 square foot open floor plan that leads to your private pool, ideal for entertaining and soaking in stunning canal views. Boating enthusiasts will appreciate the convenient boat lift, offering direct access to the serene canal waters leading you directly into the Bay. The thoughtfully designed layout harmoniously integrates indoor and outdoor living spaces, allowing you to fully embrace the picturesque surroundings. Experience the coastal lifestyle with this canal-front home, which is not just a residence but a true waterfront retreat. You’re within close proximity to Siesta Key Village, award winning beaches, Gulf Gate Shopping Mall, Publix, Costco and so much more!

SARASOTA

1649 STANFORD LANE

3 Beds

2 Baths

3,092 Sq.Ft.

$6,500

MLS#: A4609574

This 2 bedroom, 2 bath condo in this popular 55+ community, is conveniently located on the ground floor next to the club house and swimming pool, and features new appliances, granite counter tops and ceramic flooring.
Queen size bed in the Master with a walk in closet plus a full wall length closet. The guest bedroom has 2 single beds that can be combined to make a King. Updated bathrooms include a guest bath with a tub/shower combination.
The complex is surrounded by the Intracoastal Waterway with boat access to the Bay. Boat slips can be rented for a nominal fee. Enjoy your morning coffee on the large Lanai overlooking the boats in the Harbor. There is 1 assigned carport and ample visitor parking.
Siesta Harbor has a large saltwater heated pool, spa, fitness center, outside grills and tables, shuffle board courts, boat docks, fishing pier, a large community room with kitchen facilities for parties and a small lending library and pool table to occupy your time on that rare non-sunshine day.
Across the street is Crescent Beach (Siesta Beach) rated #1 beach in America with deeded beach access for Siesta Harbor guests.
Put your toes in the fine quartz sand that stays cool on your feet as you walk along the Gulf of Mexico shoreline. Siesta Key Trolley offers free rides to Turtle Beach or Siesta Village. Siesta Harbor is an over 55 community. No pets allowed. High season rates in effect December through April.

SARASOTA

1250 N PORTOFINO DRIVE 107MAR

2 Beds

2 Baths

1,061 Sq.Ft.

$6,400

MLS#: A4120613

Available May 16th 2025!!! Call for a quote This gracious pool home is newly available for rentals. Bright, airy, and
spacious, it has been lovingly updated and is ready for you to enjoy! New furnishings and décor grace the open floor plan featuring a custom kitchen with Granite counter-tops, solid wood cabinetry, glass tile back-splash, breakfast bar and stainless appliances. Bathrooms feature granite countertops with dual sink in the master bath. Master suite includes his and her walk-in closets. Keep your vehicles cool in the over-sized two-car attached garage. This home is located in the gorgeous area known as Gulf Gate Woods- a park-like setting with quiet and privacy- yet it's close to everything! Just minutes to the beach, shopping, dining, parks, mall, medical, groceries, and I-75! Rent varies based on season- agent will quote when contacted.

SARASOTA

2943 TUCKERSTOWN DRIVE

3 Beds

2 Baths

2,547 Sq.Ft.

$6,300

MLS#: A4625745

Welcome to your dream coastal retreat at Gulf & Bay Bayside in Siesta Key, Florida! Nestled within this exclusive waterfront community, this exquisite two-bedroom condo offers a perfect blend of luxurious living and breathtaking views.

As you step into this meticulously designed residence, you are greeted by an open-concept living space adorned with tasteful coastal decor. The living area, bathed in natural light, invites you to unwind and relax with its comfortable furnishings, creating a seamless connection between indoor and outdoor living. Slide open the glass doors to reveal a private lanai overlooking the lush landscaping.

The kitchen is a culinary haven, boasting modern appliances, sleek countertops, and ample storage space. Whether you're preparing a gourmet meal or enjoying a casual brunch, the kitchen is as functional as it is aesthetically pleasing.

The two bedrooms are offering a tranquil oasis for rest and relaxation. The primary bedroom, complete with a spa-like ensuite bathroom, provides a sanctuary of comfort utilizing a king-size bed and large TV. The second bedroom has a full-size memory foam bed with a TV, offering privacy and comfort. The living room offers a very comfortable queen size memory foam sleeper sofa complete with the necessary linens.

Gulf & Bay Bayside ensures guests enjoy a resort-style lifestyle with an array of amenities, including a sparkling pool overlooking the bay, a fitness center, and meticulously landscaped grounds. Take a leisurely stroll through the community, enjoying the tropical flora and the proximity to Siesta Key's famous white sandy beaches.

**Taxes and fees not included.

SARASOTA

1326 SIESTA BAYSIDE DRIVE 1326-D

2 Beds

2 Baths

959 Sq.Ft.

$6,300

MLS#: A4593068

Welcome to this charming three-bedroom, two-bath pool home in the desirable Gulf Gate neighborhood. Located on a tree-lined cul-de-sac, this home is conveniently situated just a quarter of a mile from Gulf Gate shops, restaurants, and nightlife, with public transit options nearby.
Enjoy your morning coffee in the sunroom or relax by the screened, private pool. The home features a split floor plan, with the master retreat on one side and two guest bedrooms on the other, offering privacy and comfort. For those who appreciate music, a baby grand piano awaits in the family room.
Please note that the swimming pool is unheated, and one garage space is available, as the owner uses the other for personal storage. The property includes a fully fenced backyard, and one non-shedding pet is welcome with owner approval, with a nonrefundable $300 pet fee.
This home is occupied in the summer and fall months.

SARASOTA

2929 MAYFLOWER STREET

3 Beds

2 Baths

1,694 Sq.Ft.

$6,200

MLS#: A4480615

Annual Rental Available 7/20/25. Welcome to ARTISTRY! Your first impressions will be, “Wow”. This stunning Van Gogh model- 2023 poised to fulfill your vision of the ultimate Florida lifestyle. The meticulously designed 3 bed/3 bath/+ office house is a harmonious blend of spaciousness and functionality. As you step through the front door, you are greeted by a seamless flow of living spaces adorned with recent interior paint that brings a fresh and inviting ambiance to every room. Enjoy the Open Floor Plan with high 11'4" ceilings & great windows, sliding doors with absolutely amazing Lake View. The beautiful kitchen is the heart of the home complete with large Island, customized quartz counter tops & stainless steel appliances. The Master Suite is bright and spacious. The master bath features dual sinks, huge walk-in shower, large walk in closet. Two additional bedrooms, along with two additional well-appointed bathrooms, ensure that guests are accommodated with both style and convenience. Outside, the expansive screened lanai with a heated pool, spectacular Lake View beckons you to relax looking at unwind. Living in ARTISTRY means access to an array of exceptional amenities designed to enhance your quality of life. Indoor Amenities are Fitness Center, Yoga & Aerobics Studio, Community Room. Outdoor Amenities are Resort-style Pool & Sundeck, Sports Court, Social Patio & Lounge Area, Wide Walkways & Nature Trail, Playground. Located close to Siesta Key Beach and downtown Sarasota, you'll have easy access to shopping, dining, University Town Center, Waterside Place, top-rated medical facilities, golf courses, and more. Tenants shall pay all utilities. Pool/Lawn Maintenance are included to rent. No cats, a small dog is ok ($300 non-refundable pet fee), $49 application fee/adult. Call for a private showing.

SARASOTA

9124 BERNINI PLACE

3 Beds

3 Baths

3,019 Sq.Ft.

$6,200

MLS#: A4654240

Look at this great location Downtown Sarasota. Walk to everything. This commercial building is 3 floors with spa lounge on 1 & 2. Top floor with private elevator is the penthouse condo. This 4 bedroom is very unique with a very open floor plan and high ceilings. The kitchen has huge workable island, wine fridge, built in oven and microwave, 6 burner gas top with grilling area. A separate full length wet bar/ coffee station with 2 dishwashers and many cabinets for storage. The open concept space of dinning and living room with a non burning fire place is very soothing. long upper and lower windows and sliders lead out to a open patio balcony off the kitchen that views the city and Shelby Library. This is a great space to grill up for all your friends. The master bedroom has a delightful walk through closet / storage that leads to a nice size master bathroom with huge walk in shower. Through out the unit all rooms have very nice lighting from windows ceilings to floor. A spiral staircase takes you to the third upper floor bedroom with a 1/2 bath and it's own rooftop patio. This unit comes with two assigned covered parking spaces and guest parking lot if needed. This is a must see unit in the heart of Downtown Sarasota. Off Season 1 month min at $6200 includes all utilities, prime season Dec to April $8500 per month includes all utilities

SARASOTA

1345 2ND STREET C

4 Beds

2 Baths

3,400 Sq.Ft.

$6,200

MLS#: A4618267

BEAUTIFULLY LOCATED SINGLE FAMILY HOME/PALMER RANCH .. .Isles of Sarasota...Three bedroom two bathroom home. Primary and second bedroom both have a king size beds. Third bedroom offers an queen size bed. Primary has an en-suite bathroom with a standing shower, garden tub and double sinks. Eat in kitchen, living room and dining room combination. Large screened back patio and a wrap around front porch. Beautiful lake views. Club house, tennis courts and community pool with hot tub. Four month minimum AVAILABLE October 1st. NO PETS. SARASOTA/SINGLE FAMILY HOME

SARASOTA

1498 ERNESTO DRIVE

3 Beds

2 Baths

1,764 Sq.Ft.

$6,000

MLS#: A4547602

2026 SEASON AVAILABLE JAN THRU MAR 2026 at $6000 Monthly. The Meadows Golf & Country Club Spacious villa 2 Bedrooms 2 Bathrooms - the 3rd bedroom is now a Den that opens up to the kitchen; a Glassed in Lanai with tranquil views in a park-like oasis just about 15 minutes to downtown. In desirable Oakley Greene, a paver driveway, ample parking and private patio welcome you home. Heated community pool. Master Bedroom King Bed. Guest Bedroom Queen Bed. THE MEADOWS SITS ON 1650 LUSH ACRES, 80 LAKES, 16 MILES BIKING/HIKING TRAILS, PAY FOR PLAY 3 18-HOLE GOLF COURSES, 17 HAR TRU TENNIS COURTS, DINING VENUES and more* CLOSE TO DOWNTOWN, ST ARMANDS CIRCLE, LIDO BEACH* MINUTES TO UTC MALL AND I-75* UTILITIES, CABLE-WI-FI INCLUDED. VEHICLE RESTRICTIONS: NO PICK-UP TRUCKS, RV'S, MOTOR CYCLES or COMMERCIAL VEHICLES* 2026 SEASONAL RENT at $6000.00 Jan 1 thru March 31, 2026. CALL FOR OFF-SEASON RATES. *BOOK NOW - YOUR TROPICAL PARADISE IN THE SUNSHINE STATE*

SARASOTA

4419 OAKLEY GREENE 19

3 Beds

2 Baths

2,505 Sq.Ft.

$6,000

MLS#: A4624532

***AVAILABLE for Seasonal Rental December-April*** No pets permitted. Annual lease Turnkey furnished. West of the trail just South of Stickney Point. Minutes to Siesta Key and shopping. This is a fantastic neighborhood surrounded by water and has a community board ramp, newer a/c and air duct. Cable, water and internet included. Make sure you look at the virtual of the neighborhood.

SARASOTA

1833 SANDALWOOD DRIVE

3 Beds

2 Baths

2,366 Sq.Ft.

$6,000

MLS#: A4644468

Stunning Renovated Home for Long-Term Rent in Siesta Cove. Discover your dream coastal lifestyle in this beautifully renovated single-family home located in the exclusive neighborhood of Siesta Cove, just steps away from the acclaimed Siesta Key Beach—voted the number one beach in the United States! This elegant residence boasts 3 spacious bedrooms and 2 luxurious bathrooms, offering a high standard of living where no detail has been overlooked. Step into a large, open kitchen that will inspire your culinary adventures, featuring state-of-the-art appliances and exquisite granite countertops. Every room has been thoughtfully renovated to create an inviting atmosphere, perfect for relaxation and entertaining. Your personal oasis awaits in the backyard, designed for ultimate tranquility and enjoyment. Dive into a custom pool with a serene cascading waterfall, surrounded by lush landscaping that provides privacy and enhances the tropical setting. The expansive lanai offers plenty of space for outdoor furnishings, making it ideal for gatherings or quiet evenings under the stars. Embrace an active lifestyle with nearby opportunities for biking, kayaking, beach volleyball, fishing, tennis, and pickleball. Take leisurely strolls along the beach at dawn to watch dolphins play or enjoy the breathtaking sunsets in the evening. Conveniently situated close to an array of restaurants, shopping venues, live music, and just minutes from downtown Sarasota, this home perfectly blends relaxation and access to vibrant community life. Whether you’re relocating to the Sarasota area or looking to settle into your long-term rental while planning your next move, this property is a must-see. Contact us today for a private viewing and make this coastal paradise your new home!

SARASOTA

1224 S VIEW DRIVE

3 Beds

2 Baths

2,670 Sq.Ft.

$6,000

MLS#: A4653316

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