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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

4,562

# of Listings

2

Avg # of Bedrooms

$483

Avg. $ / Sq.Ft.

$861,733

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4562 Properties Found. Page 242 of 305.

Are you looking for a spacious pool home in a gated community? This is the one! 4 bedrooms, 3 bathrooms, 2-story pool home, overlooking golf course and a pond, just under 3,500 sq ft under air is in the very popular guard gated Country Club of Sarasota, with easy access to Beneva Rd, Clark Rd and Tamiami Trail and within a few miles to beautiful beaches of Siesta Key.
Thoughtfully laid out, this house was completely remodeled a few years back and it features a grand foyer with a large master bedroom and ensuite bathroom on the left side of the house with 2 walk in closets, beautifully finished bathroom with gorgeous tub and separate walk in shower; formal living room, separate dining room, spacious kitchen with modern European style cabinets, massive family room with wood burning fireplace and vaulted ceilings with decorative beams, and the second bedroom with completely remodeled bathroom, all on the first floor. Other features include a convenient laundry room with sink and storage shelves, oversized garage with room for 2 cars and extra space for storage. On the second floor, one of the 2 bedrooms there is overlooking the golf course and pond. Beautiful sunsets and views from here will make this room one of your favorite rooms in the house. The other bedroom is very spacious and tucked away from the first one and they share one bathroom accessible from the first bdrm and from the hallway. The sparkling pool and covered lanai will have you wanting to spend all your free time relaxing and taking in the beautiful surroundings. Come and see this fantastic home in an established neighborhood with A rated schools. Membership to a club is optional, but if interested, there is golf, fitness, and tennis. This is a must-see property, you won't be disappointed. Available now, unfurnished, subject to owner and HOA approval application approval with paid fee. Lawn, Pool and Pest service is included in rent. 1 dog is permitted with paid pet deposit and owner's approval of the size and breed.

SARASOTA

3919 TORREY PINES BOULEVARD

4 Beds

3 Baths

4,482 Sq.Ft.

$4,500

MLS#: A4644858

VACATION RENTAL! JAN FEB MARCH 2026. $4500 a month plus required taxes- 3 month minimum. GROUND FLOOR, Turnkey furnished 2 bedroom 2 bath comfortable, casual, wonderful vacation getaway. Utilities - Water Electric Cable Internet are included with a cap. 3 month minimum and there is a required application by the association. Small dog is allowed under 30 pounds with a $300 non refundable pet fee. Exit cleaning fee of $350.00. Heronmere 2 is located off of University Parkway and Honore Avenue. Minutes to University Town Center - Benderson Rowing Park - I-75 and Sarasota Airport. Downtown St Armand’s and Beaches are all nearby. Assigned covered parking, guest parking and the community heated pool are just a few steps from the unit. Enjoy the private two outdoor patios one with a grill - both have views of the beautiful grounds, a quiet location offering a lifestyle of vacation fun. Be sure to check out The Meadows Golf Courses Tennis Club - Fitness Center- Shopping Center - Bike and Walking Trails ….be as busy as you want or just RELAX! Information or questions contact agent.

SARASOTA

5116 MARSH FIELD ROAD 63

2 Beds

2 Baths

1,503 Sq.Ft.

$4,500

MLS#: A4657257

Discover the epitome of luxury and convenience with our exclusive rental opportunity in Sarasota, available May through December. Nestled on the corner of Main St and Central Ave, this contemporary corner unit sits on the 16th floor, just one level below the penthouse. Immerse yourself in the vibrancy of downtown Sarasota, where the finest amenities and attractions are merely steps away. This exquisite condo features a 2-bedroom, 2-bath split plan, designed with your privacy and comfort in mind. Upon entry, you are greeted by a generous foyer leading to an expansive Great Room. The 10-foot ceilings, coupled with floor-to-ceiling windows and nine-foot-high sliding glass doors, invite an abundance of natural light and offer stunning bay views. The space boasts porcelain floors, an 65” Samsung Frame TV, Apple HomeKit, electric blinds, and a large furnished corner terrace – perfect for entertaining or peaceful relaxation. The kitchen is efficient delight, equipped with granite countertops, a new galley-style sink, instant hot water, and pull-out cabinet drawers. Stainless steel appliances and an external-venting cooktop exhaust fan enhance your culinary experience. A granite breakfast bar elegantly separates the kitchen from the dining area, offering a cozy spot for casual meals. Retreat to the luxurious master bedroom, featuring wood floors, a large walk-in closet, and direct terrace access through 9-foot sliders, providing serene bay views. The master bath is adorned with travertine floors and a vanity desk, leading to the spacious walk-in closet. The second bedroom, offering maximum privacy, is adjacent to the second bathroom with a pocket door, effectively creating an en-suite setup. There is a queen size bed in this bedroom. This fully furnished unit ensures you feel right at home with all linens provided for the master bedroom, guest bedroom, and a queen-size living room couch, along with a fully equipped kitchen. Stand out with a dedicated laundry room, updated appliances, a tankless water heater, and additional storage. Enjoy the convenience of secured parking for one car. Security, water, and high-speed internet are included in this fabulous building in the heart of downtown Sarasota. The Plaza at 5 Points Residences redefines luxury with an array of concierge services and top-tier amenities on the 10th floor, including an overnight guest suite, a resort-style heated pool & spa, and an outdoor pavilion with a fireplace. The fitness center, clubroom with a bar, catering kitchen, and conference room elevate your living experience. Complimentary valet parking for guests and onsite dining at Element restaurant add to the allure. Seize this unique chance to reside in Sarasota’s heart, with Whole Foods, Starbucks, Selby Library, Florida Studio Theater, the historic Opera House, and over 25 restaurants within two blocks. The Sarasota Bayfront, Marina Jacks, St Armand's Circle, Lido Beach, and SRQ airport are all within easy reach. We offer flexible rental terms with a two-month minimum stay and special consideration for a 9-month rental. Don’t miss out on this unparalleled downtown living experience at the Plaza at 5 Points – where luxury meets location, fully prepared for your immediate comfort. NOW RENTED THRU JUNE 30, 2025. AVAILABLE JULY 5, 2025 THROUGH DECEMBER 2025. The rate for December 2025 is $12,000/month + tax. Call TODAY for your time in paradise!

SARASOTA

50 CENTRAL AVENUE 16A

2 Beds

2 Baths

1,749 Sq.Ft.

$4,500

MLS#: A4607109

#TB8400496

SARASOTA

2561 STAR APPLE WAY

4 Beds

2 Baths

6,373 Sq.Ft.

$4,500

MLS#: TB8400496

FURNISHED Rental – Available Immediately. $4,500/Month through December 31, 2025, $10,000/mo Dec 15-April 15th 2025, $5500/month annually. 3 month minimum rental.

CORNER UNIT with lots of natural light located on the 14th floor of 1350 Main in downtown Sarasota, this furnished 2 bed, 2 bath condo offers a spacious split floor plan with hardwood floors, high-end finishes, and two private terraces with city views. The updated kitchen features quartzite countertops, stainless steel appliances, and custom cabinetry.

The primary bedroom includes a walk-in closet and modern bath with soaking tub and walk-in shower. The second bedroom/den has wood flooring and a nearby full bath. In-unit laundry and assigned garage parking.

1350 Main offers resort-style amenities: heated pool, fitness center, 24-hour concierge, BBQ grills, club house, pool table, library, social hall, guest suite, and more. Just steps from restaurants, shops, and cultural venues

SARASOTA

1350 MAIN STREET 1401

2 Beds

2 Baths

1,448 Sq.Ft.

$4,500

MLS#: A4647129

Tropical Oasis in the Heart of Sarasota – 4BR/2BA Home with Screened Lanai & Hot Tub
Welcome to your Sarasota sanctuary! This beautifully updated 4-bedroom, 2-bathroom home offers the perfect blend of comfort, space, and style. With a true open-concept floor plan, the home is filled with natural light, creating a bright and airy living environment.
Step into the expansive screened Florida room—ideal for relaxing or entertaining—and enjoy views of the fully fenced backyard, a private tropical retreat in the city. Whether you're sipping your morning coffee or unwinding in the evening, the lanai and hot tub provide the perfect backdrop for peace and privacy.
Each bedroom is spacious and thoughtfully designed to offer a restful escape. The modern updates throughout the home create a fresh and welcoming ambiance, perfect for both short-term guests or long-term living.
Location, location, location! Just minutes from Sarasota’s world-renowned beaches, vibrant downtown, and endless shopping and dining options—this home truly puts you in the heart of it all. This Sarasota gem offers everything you need for the ultimate Florida lifestyle!

SARASOTA

2469 WALDEMERE STREET

4 Beds

2 Baths

2,195 Sq.Ft.

$4,400

MLS#: A4659008

LOCATION, LOCATION, LOCATION. LONG TERM ANNUAL RENTAL AVAILABLE FOR RENT! This beautiful, turnkey furnished single family home is the private tropical oasis you've been dreaming of. Located in the desired community of The Lakes off of Honore Avenue this home has a 0.39 acre corner lot, is fully renovated, has bamboo floors throughout, split floor plan, three bedrooms, two bathrooms, full sized washer/dryer, two car garage with outdoor fridge and plenty of space for exterior entertaining. The kitchen/living room dining room combination is truly the heart of this home with a lovely decorative fireplace. The kitchen has Thomasville cabinets, Cambria quartz countertops, wine fridge, breakfast bar and stainless steel appliances. The primary bedroom has a king sized bed, large walk in closet with a barn door and an en suite bathroom with walk in shower and double sinks. The two guest bedrooms has queen sized beds. The guest bathroom has a tub/shower combination. The screened lanai offers a solar heated waterfall pool, several sitting areas and comfortable fire pit space. Just outside the screened lanai is an exterior patio with BBQ as well as a separate porch swing in the lush, tropical landscaped backyard. This is paradise at it's finest!!! Owner will consider a medium sized dog with a one time $300 non refundable pet fee. The community offers two community areas, one with heated pool and spa and clubhouse, the second has a large community pool and spa, tennis and Pickleball courts, fitness room and basketball court. Conveniently located near Fruitville Road, Bahia Vista area, restaurants, grocery stores, coffee shops, quick drive to downtown Sarasota, beaches and I75.

SARASOTA

4594 TRAILS DRIVE

3 Beds

2 Baths

2,601 Sq.Ft.

$4,400

MLS#: A4657679

AVAILABLE JAN 10 - APRIL 10 2026 Bright and sunny ground floor condo at Pinestone, two bedrooms, two baths, glassed and screened with pool view, plank flooring for carefree living, stainless steel appliances, breakfast bar, open dining area, flat screen TVs,internet access, one covered parking space. Pinestone is an amenity-rich complex with huge swimming pool, media room, and an exercise room. The complex is centrally located on Palmer Ranch close to shops, baking, grocers, the YMCA, and the access to the Legacy walking and biking trail is just a few blocks away. It is less than 20 minutes to the sugar sandy beaches of Siesta Key, and if you have a desire to take in the cultural activities Sarasota has to offer you can be downtown in 25-30 minutes. This is an excellent vacation opportunity.

SARASOTA

4270 CASTLEBRIDGE LANE 1714B1

2 Beds

2 Baths

1,226 Sq.Ft.

$4,400

MLS#: A4557398

#A4617080

SARASOTA

3790 82ND AVENUE CIRCLE E 105

3 Beds

2 Baths

2,022 Sq.Ft.

$4,400

MLS#: A4617080

Welcome to Edgewater Bungalow! This stunning 3-bedroom, 2-bathroom single-level home is just 4 miles from the world-renowned Siesta Key Beach and 5 miles from Downtown Sarasota! Siesta Key, in gorgeous Sarasota, FL, is well-known for its powdery white quartz sand and has been rated the #1 beach in the USA (#5 in the world by TripAdvisor) for several years. You are only minutes away from quaint Siesta Key Village, which offers casual dining at places like the Daquiri Deck and The Old Salty Dog, as well as fine dining establishments and plenty of shopping. This home has a large driveway offering ample parking. The screened-in front lanai has a patio set where you can enjoy your morning cup of coffee. Upon entering the home, you will find an open concept floor plan with beautiful windows allowing the natural light to glisten throughout. The spacious living room has two leather couches, an adjoining leather day chair, and a Smart TV. Adjacent is the kitchen which has gorgeous granite countertops and stunning tile backsplash. The dining room has a large wood table that can accommodate up to six comfortably. There are also two day chairs for additional seating and a Smart TV. The primary bedroom has a queen-size bed, a leather day chair, a giant walk-in closet, and a Smart TV. Attached is the primary bathroom, which has a large vanity with a walk-in shower. The second bedroom has a queen-size bed, plenty of closet space, and a Smart TV. The second bathroom has a large vanity with a shower/tub combo with a detachable showerhead. The third bedroom has two twin-size beds, plenty of closet space, and a Smart TV. The huge backyard space allows you to entertain your family and loved ones. See why people return to Sarasota year after year for the perfect vacation. House Rule: No smoking. No burning candles inside of lodging. No parties. No Pets.

***Taxes and fees not included.

SARASOTA

2521 BISMARK WAY

3 Beds

2 Baths

1,765 Sq.Ft.

$4,370

MLS#: A4545325

**** AVAILABLE DECEMBER 2025 THROUGH APRIL 2026 AT SEASONAL RATE. South Sarasota is home away from home. Looking for your perfect winter get away or off-season rental this is it, fantastic location easy access to stores and beach. Spacious 2-bedroom 2 bathroom. WITH DEN… Fully equipped and ready for you. Call for Details.

SARASOTA

6984 PROSPERITY CIRCLE 602

2 Beds

2 Baths

2,090 Sq.Ft.

$4,350

MLS#: A4634557

Attractive unit with great view. Completely refurbished with new paint, furnishings and decorations. Enjoy your morning paper on the glass enclosed lanai that overlooks the golf course and lake. Watch the golfing action as well as many of Florida's beautiful waterfowl from this vantage point. Master bedroom equipped with Queen bed, Guest bedroom has Twin beds, plenty of space for occasional guests to come visit while you are here. Pull out sleeper sofa in Living room equipped with a "comfy" Air Mattress. Kitchen has large refrigerator, wine fridge and a beer fridge as well. Granite countertops compliment the two-tone cabinetry in this spacious unit's kitchen. Guest bath has been updated with new tile and fixtures; master bath features a large walk-in shower. Master bedroom has large walk in closet and large windows that provide an awesome view! Condo Association offers exercise room and choice of 2 heated pools. Located close to shopping, the UTC Mall, dining, beaches and downtown Sarasota. Sorry no pets and no smoking in this property.

SARASOTA

7351 W COUNTRY CLUB DRIVE N 202

2 Beds

2 Baths

1,230 Sq.Ft.

$4,300

MLS#: A4618843

RENTED: January, February, and March 2025. New Updates throughout this fully furnished seasonal rental property. New tile floors, throughout the property, new bath vanities and counter tops, mirrors and window coverings. Large laundry room with side-by-side washer/dryer. Master bedroom has queen bed, TV, walk-in closet and entry to screened lanai. Guest bedroom has Queen bed. Fully furnished. Off season rentals available at reduced rates. Owner prefers not pets, this is a no smoking unit.

SARASOTA

4757 WINSLOW BEACON 20

2 Beds

2 Baths

1,182 Sq.Ft.

$4,300

MLS#: A4618855

One or more photo(s) has been virtually staged. Beautiful view of Sarasota Bayfront from this 4th story rarely available updated 1682 SF THREE BEDROOM in the heart of downtown Sarasota...just steps from the shops and restaurants of Palm Avenue and across the street from Marina Jacks. Beautiful foyer entry leads to kitchen upgraded with all Kitchen-aid stainless steel appliances, double wall oven, granite counters and granite bar. Crown moulding, plantation shutters, two fireplaces (living room and 3rd bedroom/office). Jacuzzi tub in second bathroom. King size master bedroom featuring built-ins in walk-in closet, double vanity in master bathroom. Open floor plan with water views from all windows & sliders. Large neutral porcelain tile flooring throughout other than carpet in two of the bedrooms. Washer & drier in unit! Assigned covered parking in new 2025 carports, private storage unit on same floor, basic cable tv/trash/water included in rent. Sorry, no pets allowed. ANNUAL RENTAL one year minimum.

SARASOTA

555 S GULFSTREAM AVENUE 405

3 Beds

2 Baths

1,682 Sq.Ft.

$4,300

MLS#: A4638738

Live Where Sarasota Plays – 3BR/3.5BA 2 Car Garage Townhouse Across from Payne Park!
Welcome to 2513 Boone Ct – a rare rental opportunity in the heart of Sarasota! This spacious 3-bedroom, 3.5-bathroom END UNIT townhome offers the perfect blend of comfort, style, and location. Nestled directly across the street from Payne Park, you'll enjoy one of the most vibrant and walkable neighborhoods in the city.
Step inside to a light-filled, multi-level layout featuring modern finishes, generous living areas, and private en-suite bathrooms in each bedroom—perfect for roommates or visiting guests. One bedroom is on the first floor and the other two are on the 3rd floor. The open-concept kitchen and living space flow seamlessly to a private balcony, ideal for relaxing evenings or entertaining.
Steps from the townhouse is Payne Park featuring: A Trailhead to The Legacy Trail, Clay Tennis Courts, Pickleball Courts, Walking & Biking Trails. The park is has tree-lined trails perfect for morning jogs, dog walking, or leisurely rides.
True to Sarasota’s roots, Payne Park features a Circus themed playground, that is the best playground in Sarasota.
Payne Park Outdoor Auditorium hosts events, performances, community gatherings, and more. Open Green Spaces are ideal for picnics, frisbee, or yoga in the sunshine. Some areas can be reserved for events. Plenty of dog-friendly areas with space to roam. Community Events
The park regularly hosts festivals, food truck rallies, live music, and fitness classes.
Enjoy urban living with easy access to downtown Sarasota, the Bayfront, local restaurants, and shopping—all just minutes away.

SARASOTA

2513 BOONE COURT

3 Beds

3 Baths

2,572 Sq.Ft.

$4,300

MLS#: A4657018

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