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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

4,252

# of Listings

2

Avg # of Bedrooms

$492

Avg. $ / Sq.Ft.

$870,677

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4252 Properties Found. Page 251 of 284.

#TB8404501

SARASOTA

2950 N NORTH ORIENTE AVENUE AVENUE N N/A

3 Beds

2 Baths

1,665 Sq.Ft.

$2,750

MLS#: TB8404501

Welcome to the best value in downtown Sarasota! This rarely available furnished 2-bedroom, 2-bath condo is located in the upscale Broadway Promenade, offering luxurious amenities and a vibrant urban lifestyle. The spacious open floor plan features granite countertops, stainless steel appliances, upgraded wood flooring, and ceramic tile in wet areas. Enjoy your morning coffee on the east-facing balcony overlooking the pool and city.

Broadway Promenade offers unmatched amenities including a 24/7 concierge desk, resort-style pool, health spa, fitness center, business center, billiards room, and guest suites. Under-building parking and secure storage are included for your convenience.

Ideally located across from the Van Wezel Performing Arts Hall, Municipal Auditorium, and Bayfront Park. Just steps from Publix, dining, salon, fitness, dentist, and more — everything you need is right outside your door. Walk to the Players Theatre, shopping, and Sarasota’s best downtown attractions.

Move-in ready!
Application fee $100 each adult, Administration fee $100.00, $75 application fee to Broadway Promenade applies.

SARASOTA

1064 N TAMIAMI TRAIL 1635

2 Beds

2 Baths

1,095 Sq.Ft.

$2,750

MLS#: A4655059

Charming UNFURNISHED 3 bed/ 2 bath located in the heart of Arlington Park Neighborhood. Available on December 1, 2025. Master bedroom has en-suite bathroom and walk-in closet. Beautifully terrazzo floors throughout, good sized 2nd and 3rd bedrooms. PLUS a bonus Florida Room. Perfect for extra living space or a home office or separate dining area. This house boasts lots of natural light, open space and storage. Open patio to enjoy Florida weather in your beautiful fenced in backyard, Minutes to Downtown, Restaurants, Shopping, the Beach, Sarasota Memorial Hospital and everything else Sarasota has to offer. New metal roof in 2025, New A/C in 2020. Newer windows and insulation blown in attic for better energy ratings and lower power bills. Neighborhood pool is at the end of the road along with fitness center, and the beautiful Arlington Park. House comes with Fridge/ Freezer, Dishwasher, Microwave, Range, Garbage Disposal and Washer/ Dryer in separate laundry room off the kitchen and carport. This is a house you can truly call home. Note: We discount rent $100 per month for tenant incentive to maintain property and pay on time. Pet Policy: up to 2 dogs allowed with owner approval and a $25 per pet per month will be added to the rent. No Cats :( Qualifications: Owners require complete background/ credit check. In terms of credit, we look at the entire picture as opposed to just the credit score, but in general, we do look for a score over 600. This is a smoke-free property.

SARASOTA

2275 HAWTHORNE STREET

3 Beds

2 Baths

2,196 Sq.Ft.

$2,750

MLS#: A4671438

Sarasota’s best kept secret! Available Now Annually.. A 6 month term would be considered at 4500.00 monthly. Welcome to Lakeshore Village, a vibrant 55+ community surrounded by serene
lakes & fountains. LSV residents enjoy an active lifestyle with tennis and pickleball courts, a heated saltwater
pool, and a clubhouse with library, social activities and gatherings designed to foster connection and fun. This
recently renovated turnkey furnished 3-bedroom, 2-bathroom villa with attached 2-car garage located on a
quiet cul-de-sac offers both comfort and convenience. The welcoming entryway, accented by the sweet scent
of jasmine opens into a bright spacious home. The kitchen features granite countertops, a large pantry,
drawers and a cheerful eat-in nook. The primary suite with queen bed boasts a private back yard view, 2 walk-
in closets, and a beautifully updated bath with extra storage and skylight. The second bedroom with twin beds
is ideal for guests and visitors with their own private bath. The third bedroom, currently outfitted as an office
with built-in desk, bookshelves and pocket door offers flexibility to suit your needs. Enjoy sunrise and watch
the local wildlife from the comfort of the air-conditioned Lanai. Additional highlights include: Ceiling fans
throughout, newer water heater, washer, and HVAC system for efficiency and comfort.
INCLUDED: Water to $70.00, Basic Cable and Internet provided with add-ons paid by tenant. Minimum lease 6 - 4500.00 monthly
months + 1 day. 1st month, last month, and security deposit due at leasing. Renter's Insurance required. No Pets, No
Smoking, Vehicle restrictions apply.

SARASOTA

3946 WILSHIRE CIRCLE E 168

3 Beds

2 Baths

2,452 Sq.Ft.

$2,750

MLS#: A4664035

Price reduced

Beautiful turnkey ready 2/2 condo with stunning water view available for the 2026 season.
Ready to enjoy all that Sarasota has to offer, then look no further than this fully furnished 2/2 condo. This freshly painted, bright and airy unit with beautiful lake views will be sure to please. The condo is located on the second floor, and you'll love the high tray ceiling in the living room area right as you enter. Vinyl floors throughout the common areas give a modern feel, while carpet in the bedrooms provide plush comfort for tired feet. Lounge on your couch in the sunny living room and enjoy worry free entertainment on one of the unit’s three tv’s. The well-equipped kitchen centers the room and includes plenty of cabinet space, as well as a breakfast bar, perfect for entertaining friends and family. The primary bedroom comes with a king bed and all amenities needed for rest and relaxation. The en-suite bathroom has an updated shower and great storage. You'll also find a spacious walk-in closet that will hold all your belongings. A guest bedroom with ample closet space sits on the opposite side of the unit, providing privacy for all visitors. The guest bathroom with a bathtub is right next to it. Enjoy the convenience of your full-size washer and dryer inhouse. Savor a cup of coffee in the morning on your covered lanai watching the sunrise and Florida’s wildlife.

The gated community boasts an array of amenities, including a clubhouse with a fitness center, a heated resort-style pool and a tennis / pickleball court. Discover the convenience of living close to downtown Sarasota, marinas, and the Baltimore Orioles' spring training home at Ed Smith Stadium. Lido Key's & Siesta Key's pristine beaches are just a short distance away, while the Sarasota/Bradenton International Airport ensures easy travel. You'll also find a variety of delicious restaurants close by.

The unit becomes available for rent starting December 1st 2025. December 2025 & April 2026 are available for $2750 per month. January - March 2026 are available for $2950 per month. Rent will drop to $2300 per month starting May 2026. Please contact us if you're interested in renting this unit for a longer term and we'll gladly check with the landlord. There is a $1000 refundable security deposit and a 13% tourist tax (for rentals less than 6 months), not included in the rent. The Villagio Condominium Association charges $100.- per person for the background check. Unfortunately, pets are not permitted, and it is a non-smoking unit. Please call today to schedule your showing or virtual tour.

SARASOTA

1050 VILLAGIO CIRCLE 206

2 Beds

2 Baths

1,156 Sq.Ft.

$2,750

MLS#: A4661090

Available for short-term rental (3-month minimum). This beautiful end-unit villa in The Meadows offers the perfect home away from home; ideal if you’re building, remodeling, relocating, or simply looking for a Florida getaway. Bright and welcoming, the villa features cathedral ceilings, tall windows, and walls of sliders that fill the space with natural light while showcasing tranquil pond views and lush landscaping. The kitchen is designed for both style and convenience with off-white soft-close cabinetry, stunning Baltic granite countertops, and easy access to the grilling patio. The primary suite offers a peaceful retreat with pond views, crown molding, a walk-in closet, dual vanities, and a glass-enclosed shower. With no adjacent neighbors, enjoy true privacy and serenity. Step outside to a heated community pool just a block away, or explore all The Meadows has to offer: 14 miles of biking and hiking trails, tennis courts, pickleball, dining close by; all set on 1,650 acres of park-like grounds with 80 lakes. The location is unbeatable; just 15 minutes to downtown Sarasota, St. Armands Circle, Lido Beach, and close to UTC Mall, Nathan Benderson Park, Whole Foods, Trader Joe’s, the new Mote SEA Aquarium, and more. Utilities, cable, and Wi-Fi are included, plus a one-car garage for your convenience. Whether you’re here for work, transition, or relaxation, this villa is the perfect spot to enjoy the Sarasota lifestyle.

SARASOTA

3102 WINDRUSH BOURNE 4

2 Beds

2 Baths

1,732 Sq.Ft.

$2,700

MLS#: A4662981

Welcome to this beautifully appointed 2-bedroom, 2-bath end-unit villa on a premium corner lot directly across from the resort-style community pool in the gated community of The Enclave at Forest Lakes in Sarasota. Offering nearly 1,600 square feet of bright, open living space, this freshly painted home is available for annual lease.

The gourmet kitchen is perfect for entertaining, featuring granite countertops, a large island, abundant cabinetry, and stainless-steel appliances—including a built-in oven, microwave, and range with hood. The open-concept design flows seamlessly into the spacious living area, highlighted by high ceilings and abundant natural light from large windows throughout.

The primary suite serves as a private retreat with a walk-in closet, dual-sink vanity, and walk-in shower. A full dining room and a second bedroom with a built-in Murphy bed add flexibility and function. Additional highlights include tile and carpet flooring, a full-size washer and dryer, a two-car garage, and a covered lanai perfect for relaxing outdoors.

Lawn care and trash service are included for your convenience. Residents of The Enclave at Forest Lakes enjoy resort-style amenities, including a sparkling pool and beautifully maintained grounds. Ideally located in the heart of Sarasota, this home is just minutes from I-75, world-renowned Siesta Key Beach, downtown Sarasota, and the shops and dining of St. Armands Circle.

SARASOTA

3664 TIN CUP BOULEVARD

2 Beds

2 Baths

2,110 Sq.Ft.

$2,700

MLS#: A4671629

#N6138142

SARASOTA

5943 BENEVENTO DRIVE

2 Beds

2 Baths

2,124 Sq.Ft.

$2,700

MLS#: N6138142

Stunning newly renovated 1 bed/1 bath in idyllic Bunker Oaks in The Meadows of Sarasota, a Country Club Community. This gem has been completely updated with high end finishes and is the perfect spot for a single or a couple. Queen bed, flat screen tv's, stainless steel appliances, bright and uncluttered... this unit has it all and it is just off the golf course and steps to the community pool and grilling/picnic area, tennis, fitness facility, miles and miles of walking, hiking and biking trails, nature preserve, butterfly gardens, mature flora and fauna everywhere you look, with both shopping and fine dining just around the corner. Short distance to all of the shopping and dining of University Parkway and St. Armand's Circle, as well as the breathtaking area beaches, including World Famous Siesta Key Beach. Utilities, cable or streaming tv and WIFI included. Association application and approval required ($100 application fee). NO PETS/NO SMOKING. 30 day minimum stay required however, Agent reserves the right to only accept 3 month minimum rentals during the high season months of December - April. RATES: DEC 1-APR 30: $2700 per month* // MAY 1-NOV 30: $1400 per month* (*additional fees & taxes apply). Prices shown are based on 2-person occupancy. Additional persons staying in the unit for a period of longer than 7 days may be considered additional occupants and subject to additional rental fees being charged and/or application and approval process if the community is governed by association rules and regulations. Your rental Agent must be advised of all additional occupants and dates they will be in the unit. Rates include all utilities including WIFI. Additional charges will be: security deposit ($500), departure cleaning fee ($250), Booking fee ($250.00) , Sales and Resort Taxes (13%) and Travel Insurance (if purchased at the time reservation is booked). Note that rates are subject to change without notice and reservations are not guaranteed until initial reservation deposit is received. NOTE: We do not accept reservations for high season months of Jan - April for less than 90 days until after Labor Day. After Labor Day - 30 DAY minimum rentals only during the HIGH SEASON months of January, February and March. Tenants who are in this year have first option to renew for the next year, and have until April 15 to advise us if they are returning. Please contact us to be added to automatic e-mail alerts for available units. PROPERTIES ARE SET UP FOR CONVENIENT CONTACTLESS TOURS. We are unable to do in person showings due to existing bookings and owner usage. Photos on website are updated regularly.

SARASOTA

3543 LONGMEADOW 22

1 Beds

1 Baths

428 Sq.Ft.

$2,700

MLS#: A4502517

Take a look at this beautiful home, Clean and Move-In Ready, split plan featuring 3 bedrooms, 2 bathrooms, 1 car garage and approximately 1,289 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool service (if applicable) is $150/mo, Septic System (if applicable)- $35/mo; Admin Fee - $150 after lease is generated. Applications are First Come First Serve basis. Possible Variable Rent Option – go to “Apply” on website and select Term for monthly rental options. This home is professionally managed and maintained by Owner. You deserve single family rental living at its best!

SARASOTA

2432 BREAKWATER CIRCLE

3 Beds

2 Baths

1,289 Sq.Ft.

$2,699

MLS#: TB8450129

This modern single-family home, built in 2022, offers 4 bedrooms and 2 bathrooms across 1,700 sq. ft. of thoughtfully designed living space. The split floorplan and tall ceilings create an open and airy feel throughout. The kitchen features granite countertops, stainless steel appliances, and plenty of natural light, perfect for cooking and entertaining.
Step outside to your private lanai overlooking a serene pond, and take advantage of the 2-car garage for convenience. Located close to I-75, UTC Mall, downtown Sarasota, and the stunning Siesta Key Beach, this home combines comfort with an unbeatable location.
Available for $2,680/month with a 12-month lease. First month’s rent and security deposit required.

SARASOTA

7326 34TH COURT E

4 Beds

2 Baths

2,302 Sq.Ft.

$2,680

MLS#: A4668885

PERFECT LOCATION IN PALMER RANCH SASASOTA! RENT INCLUDE WATER AND HOA FEE! TOP SCHOOL DISTRICT! GATED COMMUNITY! CORNER LOT! WATER VIEW! NO REAR AND LEFT SIDE NEIGHBOURS! LEGACY TRAIL ON THE FRONT! SCREENED LANAI! BEAUTIFUL TOWEHOUSE with 3 bedrooms and 1 Loft upstairs and 2.5 baths. Jack and Jill bedrooms! LONG driveway for additional multiple parkings! ALL Appliance included. Home features with smart home system, granite kitchen countertops, extended tile in the living areas. Community amenities including a pool, open-air cabana, and outdoor kitchen. Only mins to COSTCO, Shopping malls, Restaurants, Publix. Very closed to Siesta Key Beach, I75, US72, Sarasota Downtown. Only walking distance to Legacy Trail. Call to schedule a showing today!

SARASOTA

8769 MILESTONE DRIVE

3 Beds

2 Baths

2,230 Sq.Ft.

$2,650

MLS#: O6357147

WALKING DISTANCE to Bayfront Park, Marina Jacks and everything Downtown Sarasota has to offer! Downtown living! Beautiful 2 bedroom/ 2 bath condo available for annual rental in Downtown Sarasota. This penthouse unit at the quaint St. Regis has been beautifully updated and is being offered unfurnished. This condo is very light, bright and spacious and features tile flooring throughout as well as elegant plantation shutters on all windows. Located in the heart of Downtown Sarasota and just minutes to all of the action- World Class dining, entertainment, John Ringling Bridge, Farmer’s Market, SRQ airport and Selby Gardens. Covered parking and elevator in the building. No pets, please. *

SARASOTA

301 S GULFSTREAM AVENUE 301

2 Beds

2 Baths

1,209 Sq.Ft.

$2,650

MLS#: A4637849

***AVAILABLE MAY 2026*** Pelican Cove is a 75-acre gated, vibrant, waterfront community nestled among manicured tropical foliage truly offering something for everyone. Abundant amenities include an 86-slip boat harbor with sailboat water, excellent rates, and a launch dock for kayaks and canoes, 6 heated swimming pools, hot tub, 3 clubhouses, 4 lighted tennis courts, shuffleboard, basketball, dog walk area, 5.5 miles of walking trails and boardwalks as well as fishing gazebos, water exercise classes, exercise facilities, 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, yoga, Tai Chi, culinary arts, and card clubs. Woodworking, sculpting and evening jazz & classical music concerts round out the active lifestyle. Pelican Cove, the ultimate adult sanctuary, continues to be recognized and win awards for its landscaping and its superior management. Minutes from SIESTA KEY BEACH, restaurants, shopping, movie theaters and culturally rich downtown Sarasota. No Smoking, No Pets, No Motorcycles, and No Recreational vehicles/Pick Up Trucks.

SARASOTA

1601 BAYHOUSE POINT DRIVE BA206

3 Beds

2 Baths

1,320 Sq.Ft.

$2,650

MLS#: A4588397

Right in the heart of The Rosemary District! This 2 bed,2 bath plus den boutique style Condo is offered as an annual unfurnished rental in Citrus Square .Located near shops and restaurants and just a few blocks away from downtown is this quaint New Orleans style Condo Complex ,Citrus Park. The Large open floor plan looks out French Doors with Juliet balcony overlooking lush foliage. Updated Kitchen and baths ,lighting, fans and custom closets throughout. The Master Bedroom has a large walk-in closet with custom built -in shelving . The ensuite Master Bath has dual granite countertops as well as a spacious frameless glass shower. The split floor plan allows privacy . All the closets have custom shelving and the modern stackable laundry is in a large closet area. There is gated entry to the parking area where you have 1 designated covered spot as well as a gated pedestrian entry and an elevator for easy access. Sorry no pets allowed

SARASOTA

445 N ORANGE AVENUE 303

2 Beds

2 Baths

1,176 Sq.Ft.

$2,650

MLS#: A4632460

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