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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

3,785

# of Listings

2

Avg # of Bedrooms

$486

Avg. $ / Sq.Ft.

$867,248

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

3785 Properties Found. Page 222 of 253.

New on site 4 days ago

Discover your Sarasota sanctuary! This beautifully updated 3-bedroom, 2-bath home is nestled in the highly sought-after Southgate neighborhood—one of Sarasota’s most established and desirable areas. Thoughtfully renovated throughout, it perfectly blends modern comfort with timeless charm. The bright, inviting layout offers a seamless flow between living spaces, making it ideal for both relaxing and entertaining. Enjoy proximity to top-rated schools, Sarasota Memorial Hospital, and the Westfield Shopping Center, along with a wide variety of dining, shopping, and entertainment options just minutes away. Downtown Sarasota and the world-famous Siesta Key Beach are only a short drive from your doorstep, giving you easy access to the best of coastal living. With its stylish updates, central location, and vibrant community setting, this Southgate gem offers the ultimate Sarasota lifestyle—where urban convenience meets coastal charm.

SARASOTA

2133 BOUGAINVILLEA STREET

2 Beds

2 Baths

1,468 Sq.Ft.

$2,595

MLS#: A4668570

Seasonal/ Short term rental only. This 2/2 ground floor condo is bright and cheery with solid surface flooring (no carpeting) and comfortable furnishings for your next vacation. The master bedroom has a large walk in closet and en suite bathroom. The community laundry is just down the hall. The amenities consist of two heated resort style pools, a large club house with full catering kitchen, fitness center, library, billiards, card tables, ping pong, lounge with large screen TV, 2 tennis courts, shuffleboard courts, and BBQ grills with outdoor dining options. Village Brooke is a convenient downtown Sarasota community near shopping, restaurants, the opera, library, Van Wezel, and just over the bridge to the beach. Now rented Jan thru March 2024. Book now for your time in the sun!NOTE: This community is governed by a homeowners association. Approval may include an application, background screening, fees, and an approval process. Contact the agent for details.

SARASOTA

3275 BENEVA ROAD 104

2 Beds

2 Baths

1,036 Sq.Ft.

$2,550

MLS#: A4668146

This one-bedroom, one-bath furnished rental guest house is recently renovated with full kitchen, a privately fenced patio and yard, one covered parking space and private laundry. There is one shared soundproofed wall. Access to Arlington Park pool, basketball and tennis courts, workout facility and playground. Also close to SMH and Southside Village restaurants and shops. Minutes from Bayfront Park, Selby Botanical Gardens, Marina Jack, St. Arman's/Lido Key, and Siesta Key. Great neighborhood to explore. The rental property has large trees and lots of birds. May-August $2,100/mo, Sept-October $1,600/mo, November-December $2,550/mo, Jan-April $6,500/mo Rented 1/9/26-3/24/26

SARASOTA

2311 WALDEMERE STREET B

1 Beds

1 Baths

600 Sq.Ft.

$2,550

MLS#: A4659727

#A4656660

SARASOTA

8705 WINTER BREEZE WAY

3 Beds

2 Baths

1,987 Sq.Ft.

$2,550

MLS#: A4656660

BEAUTIFUL 2 BEDROOM 2 BATHROOM + A DEN VILLA WITH GORGEOUS LAKE VIEWS. The front entry is gated for your privacy. When you walk through the front door the large windows, vaulted ceilings and open floor plan give this home a light, bright and breezy feel. The kitchen is a cook’s dream with the updated stainless steel appliances, quartz countertops, tons of cabinets space and looks over the dining space, huge Florida room and beautiful lake views! The large master suite features plenty of room for a king size bed and connects to a big bonus room that would be perfect for an office or playroom. The updated master bathroom comes with a double vanity sink with granite countertops and a walk- in shower. This home features tons of storage with multiple closets and a large two car garage. All of this is located in the highly sought after Palm Aire community and is an end unit next to a conservation land with amazing privacy. The Palm Aire community is adjacent to the University Parkway corridor boasting fabulous restaurants and shopping, only 20 minutes to classy downtown Sarasota and our gorgeous beaches, just 10 minutes to bustling Lakewood Ranch and close to I-75. The furniture in the home can stay or go. Call for your private showing today!

SARASOTA

5651 GOLF POINTE DRIVE

2 Beds

2 Baths

2,630 Sq.Ft.

$2,500

MLS#: A4664931

Enjoy the coastal lifestyle in this Florida home located in TROPICAL SHORES, a WATERFRONT COMMUNITY on Little Sarasota Bay close to fabulous shopping, dining and Siesta Key! Modernized three bedroom/two bath single family home in the most convenient spot near everything Sarasota! Just 1 mile to #1 Beach Siesta Key, Shopping, Restaurants, Publix, and more. So close to everything you can walk or bike and still be there in minutes. A short drive to Downtown Sarasota or to hop on I 75. Living Area: Live comfortably and conveniently in this one-story home with three spacious bedrooms and two full baths. The living room is light and bright that opens to a large fenced-in backyard, Perfect for entertaining, barbecues and so much more! The kitchen includes all appliances, dishwasher, over-range, refrigerator-freezer and microwave. Three spacious bedrooms with two full baths, featuring a nice, walk-in master shower and tub/shower combination in guest bath. Tenant Responsible for: Electric, Water/Sewer, Cable/Internet. Homes come fully furnished. All you need is to bring your toys and you are good to go!

SARASOTA

1717 COLLEEN STREET

3 Beds

2 Baths

1,852 Sq.Ft.

$2,500

MLS#: TB8434052

***This condo is available now through April 2026. NO PETS. Condo will be rented furnished. Season $5,500/month - off-season $2,500/month. This 3-bedroom condo has 2 beds and 1 office. Phenomenal views both day and night. Pelican Cove is a 75-acre, gated, vibrant, waterfront community nestled among manicured tropical foliage truly offering something for everyone. Abundant amenities include the 86-slip boat harbor with excellent rates & a launch dock for kayaks and canoes, 6 heated swimming pools, hot-tub, 3 clubhouses, 4 lighted tennis courts, shuffleboard, basketball, dog walk area, walking trails and boardwalks as well as fishing gazebos, water exercise classes, exercise facility, 2 art studios and a pottery classroom. Take classes at Pelican Cove University or join one of the more than 37 clubs for photography, fiber art, bike riding, culinary arts and card clubs. Woodworking, sculpting, and evening jazz & classical music concerts round out the active lifestyle. Come and see what you have been waiting for.

SARASOTA

1633 BOATHOUSE CIRCLE HA132

3 Beds

2 Baths

1,320 Sq.Ft.

$2,500

MLS#: A4644501

Seasonal/ short term only Welcome to this lovely ground floor unit in the centrally located community of Village Brooke. Updated 1 bedroom and 1 full baths condo with a spacious screened balcony. Assigned parking right outside the unit. This property is located at the quiet rear of the complex and next to the tennis courts, laundry room and one of the pools. Village Brook amenities include two heated pools, tennis courts, pickleball, car wash station, shuffleboard courts, clubhouse with library, billiards, ping pong and poker tables, catering kitchen, grill and picnic areas. Association application and approval are required. Minimum rental term is 2 months and maximum rental period is 6 months. Call now as this deal won't last.

SARASOTA

3269 BENEVA ROAD 102

1 Beds

1 Baths

714 Sq.Ft.

$2,500

MLS#: A4657347

Welcome to your perfect beach getaway with this 1 Bedroom 1 Bath Condo in Sandy Cove II, located in beautiful Sarasota, FL. This cozy condo offers a serene escape with a partial ocean view, private beach access, and a fishing pier for those who love to cast a line. Enjoy the convenience of in-unit laundry and make use of the outdoor BBQ for al fresco dining. The clubhouse is perfect for social gatherings or simply relaxing with a good book. Whether you're looking for a weekend retreat or an extended stay, this short-term rental is also available for long-term, and has everything you need for a relaxing beach vacation. Kitchen has been recently remodeled, bathroom includes split toilet and shower in separate rooms. Livingroom and dining room have high end furniture and the sofa easily converts to a pop-up-bed. Rent is $2,500.00 per month plus 13% tax for April - August, $3,250.00 per month per month plus 13% tax for September to October, $3,500.00 per month plus 13% tax for November, $4,250.00 per month plus 13% tax for December through March, and $3,250.00 per month for annual rental. Move in requirements are: $60.00 application fee per adult for property management company, $100.00 application fee for Sandy Cove II Condominium Association, short-term rentals are 30 day minimum and all funds are due 90 days in advance. Annual rental first month's rent along with a security deposit equal to 1 month-s rent. NO PETS PER ASSOCIATION

SARASOTA

111 PASS KEY ROAD 111

1 Beds

1 Baths

946 Sq.Ft.

$2,500

MLS#: A4643805

Beautiful Renovated Condo located on highly sought after Golden Gate Point. This is a 4 plex on one of the interior lots of GG. Ground Floor One bedroom, One bath unit. New Kitchen with new stainless appliances, New Bathroom with tiled shower, New Wood flooring throughout. Community Laundry room and open patio for enjoying the Florida weather. Private parking in the rear of the building. Water and Sewer are included in the rent. This is a great opportunity to live downtown lifestyle. Steps away from Marina Jacks. You can walk the Ringling Bridge daily for exercise. Downtown offers world class dining and shopping. Also the cultural events like the Theatres, Symphony and Ballet that Sarasota is known for. Ready for immediate occupancy. Call for your private showing today.

SARASOTA

565 GOLDEN GATE POINT 1

1 Beds

1 Baths

600 Sq.Ft.

$2,500

MLS#: A4660463

FURNISHED RENTAL with 90 day min. rental AVAILABLE FOR SEASON 2026 – Welcome to Pinestone on Palmer Ranch, a gated community. This turn-key condo features 2 bedrooms & 2 baths. The master bedroom features a king bed, and the second bedroom has a full size bed. Resort like property is located near restaurants, shopping, the YMCA and just a few moments away from Siesta Key Beach. The community features a huge pool, hot tub, clubhouse, exercise room, tennis courts and basketball courts…. Come find your happy place. Now booked thru April 2025.

SARASOTA

8389 WINGATE DRIVE 2313B2

2 Beds

2 Baths

1,068 Sq.Ft.

$2,500

MLS#: A4602118

Looking for a spacious and stylish living space that offers the perfect blend of historic charm and modern convenience? Look no further than this newly renovated 2 bedroom, 1 bath townhome nestled in the heart of the iconic Laurel Park neighborhood in downtown Sarasota.
Boasting 1000 square feet of beautifully appointed living space, this townhome offers ample room for relaxation and entertainment. The master bedroom features a luxurious queen-size bed, while the guest bedroom offers two full-size beds, ensuring plenty of space for family and guests. Need more sleeping options? The living room features two cozy sofa-beds (Full size) to accommodate additional guests.
Whether you're a seasoned home chef or simply love to cook, you'll appreciate the fully equipped kitchen, complete with everything you need to whip up delicious meals and snacks. Catch up on your favorite shows on the 50" LED TV or stay connected with high-speed WiFi internet. And with a convenient washer/dryer combo right in the unit, laundry day has never been easier.
Located just steps from Sarasota's vibrant downtown scene, this townhome puts you in the center of it all. Don't miss out on this rare opportunity to enjoy the very best of Sarasota living in one of its most coveted neighborhoods.

SARASOTA

626 S OSPREY AVENUE

2 Beds

1 Baths

1,350 Sq.Ft.

$2,500

MLS#: A4567803

Vacation rental. Spacious & Fully Furnished 2BD 2.5BA Condo - Available Mid April - End of December 2025. **$100 Central Park Property Management Application adult, $1500 Security Deposit, Sales Tax, $100 Administrative Fee, $150 Association Fee (14-day approval process from the board), and electricity over $50. Sorry no pets allowed! 2 story townhome with new kitchen and baths, hardwood floors throughout with 2 screened in lanais...Sleeps 4 to 6: king in the master, 2 queen size beds in the second bedroom and a sofa sleeper in the living room. Condo includes beach chairs and umbrellas for your trip to the beach. Community includes clubhouse w/ exercise room, library, heated pool, hot tub, tennis court, and more... Excellent location Walking distance to Marina Jacks, Downtown Sarasota, and directly across the street from new 2-story Publix. All furniture and all appliances included.

SARASOTA

850 S TAMIAMI TRAIL 725

2 Beds

2 Baths

1,354 Sq.Ft.

$2,500

MLS#: A4630372

One or more photo(s) has been virtually staged. This condo is available for lease long term or short term. If you have never been to this community, you are in for a real treat. Your 2-story condominium starts on the 2nd floor. No elevators. First floor has the kitchen, full bathroom and 3rd bedroom with a walk-in closet. You have a stunning view from the lanai that has hurricane sliding doors. The 2nd floor has bedroom #2 with a walk-in closet. In addition to using this room as a bedroom, this room is perfect for an office or work out area. The master bedroom is on this level and faces the bay. This bedroom is oversized with Clerestory windows and an open patio so that you can sit in the sun or slide under the partial roof that overhangs. The best part is the view --it's phenomenal!! You can see parts of Siesta Key and the intracoastal. There are only a handful of this floor plan out of 731 units in Pelican Cove. Pelican Cove is a gated pet friendly condominium community abounding with amenities, including a low-cost 86-slip boat harbor, kayak and canoe launch, six heated swimming pools, hot-tub, three clubhouses, classrooms, gym, art, woodworking and pottery studios, four lit tennis/pickleball courts, shuffleboard, basketball, dog play area, walking trails, boardwalks and fishing gazebos. Take classes at Pelican Cove University, yoga, tai-chi, water aerobics, painting or photography. More than 37 clubs for arts, cycling, culinary arts, bridge, film and more. Relax at the evening jazz & classical music concerts, enjoy a stroll around 78 acres of lush grounds. Pelican Cove is hidden away yet minutes from everything! Come see for yourself! This is the lifestyle you deserve!

SARASOTA

1601 BAYHOUSE POINT DRIVE BA204

3 Beds

2 Baths

2,120 Sq.Ft.

$2,500

MLS#: A4651028

***AVAILABLE NOVEMBER 20, 2025*** Discover the allure of coastal living in this enchanting 2-bedroom, 2-bath plus den / third bedroom. Boasting stunning intercoastal water views from your covered lanai, this property offers a serene, treehouse-like experience surrounded by lush landscaping. Inside, enjoy the spaciousness and elegance of cathedral ceilings that enhance the open, airy feel of the home. This unique residence combines comfort with natural beauty for an unparalleled living experience. Pelican Cove is one of Sarasota's most popular gated, waterfront complexes. This paradise is found amid 75 acres of landscaped grounds with miles of scenic walking trails and paths, four lighted tennis courts, three clubhouses, an 87-boat slip marina, Pickleball and its own "Pelican Cove University" offering a wide range of courses and many recreational clubs. Special events are featured monthly in the Pelican Cove Newsletter and website. Owners also enjoy the complex's bird sanctuary, botanical gardens, fishing pier, saltwater creek and spectacular coastal views.

SARASOTA

1601 PELICAN POINT DRIVE HA215

3 Beds

2 Baths

1,552 Sq.Ft.

$2,500

MLS#: A4620984

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