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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

4,285

# of Listings

2

Avg # of Bedrooms

$496

Avg. $ / Sq.Ft.

$879,832

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4285 Properties Found. Page 224 of 286.

New on site 1 day ago

Step into this perfectly appointed, completely turnkey, beautifully upgraded 3-bed, 2-bath residence in the heart of the renowned Meadows community. Gym and Park membership included. Encompassing 1,588 sq ft of light-filled living space, this second-floor condo boasts a stylish kitchen with granite counters and stainless appliances, a spacious enclosed lanai for relaxing or entertaining, and impact-rated doors and windows for peace of mind. Nestled amid 1,650 acres of manicured grounds and 14 miles of scenic trails, the property offers resort-style amenities with the ease of condo living. Overlooking the resort pool. Minutes from Sarasota's most coveted beaches, premier shopping and cultural attractions, this turnkey home is ideal for the luxury tenant seeking comfort, sophistication and a maintenance-free lifestyle. Call for video flythrough or private showing.

SARASOTA

5014 MARSH FIELD ROAD 30

3 Beds

2 Baths

1,588 Sq.Ft.

$5,000

MLS#: A4673621

DOWNTOWN SARASOTA...!ANNUAL UNFURNISHED WATERFRONT CONDO AVAILABLE IN ONE WATERGATE. Stunning views abound from this 1736 Sq. Ft 2 Bedroom, 2 Bath Condo in the heart of downtown Sarasota. The condo features a large wraparound balcony, impact resistant windows, large closets with organizers, and a spacious kitchen with granite countertops. There is also an additional in-unit storage room with cabinets and an additional refrigerator. One Watergate amenities include a heated saltwater pool, grilling area, two roof top tennis courts, and social room. One garage space is included. Laundry is located just outside the unit. Water, cable/internet are included. Walk to the waterfront, restaurants, shopping and theaters. All within minutes away. A short drive to beautiful LIDO BEACH. CALL NOW FOR A SHOWING BEFORE IT'S GONE!

SARASOTA

1111 N GULFSTREAM AVENUE 16C

2 Beds

2 Baths

1,996 Sq.Ft.

$5,000

MLS#: A4650116

#A4543933

SARASOTA

4705 HOLLINGSWORTH AVENUE Lower

3 Beds

2 Baths

1,236 Sq.Ft.

$5,000

MLS#: A4543933

RENTED, DEC 2025 JAN THROUGH APRIL 2026: GROUND FLOOR END UNIT at Stoneybrook Terraces, spacious vacation rental with golf course view, bright and cheerful, designer decorated, new carpet, new furnishings, new paint, new appliances, immaculate and offering all you will need for a few months in the sunshine. Golf membership transfers to the tenant if desired. The Terraces has tennis courts and the all-popular pickleball plus heated pool and is the closest community to the impressive clubhouse where you will find a fitness center, large heated pool, and, of course, the newly modernized 18-hole Kipp Schultes premier designed golf course, impeccably maintained, Har-Tru lighted tennis courts and all the activities you would expect from a country club. Stoneybrook is a gated community located on Palmer Ranch just minutes from Siesta Key beaches, shops, and restaurants. The Legacy walking and biking trail is two blocks from the entrance, the YMCA, Publix, CVS, Walgreens, and several banks are nearby.

SARASOTA

8735 OLDE HICKORY AVENUE 8101

2 Beds

2 Baths

1,449 Sq.Ft.

$5,000

MLS#: A4489419

Looking for the ultimate Siesta Key getaway? This stunning 3-bedroom, 2-bath home offers everything you need for a dream vacation, just 1 mile from the famous Siesta Key Beach and a quick bike ride to the lively Siesta Key Village! Available Nov 1-Dec 21, 2025, and May 1-Nov 21, 2026. 30 day minimum stay, NOT available annually. Fully turnkey furnished, this home is ready to welcome you the moment you step inside. The open and inviting great room is perfect for gathering with friends and family, whether you’re relaxing after a day in the sun or entertaining guests. The spacious kitchen, with a cozy dining area off to the side, makes it easy to enjoy meals together. Plus, a laundry room and 2-car garage ensure convenience throughout your stay. Step outside and discover your own private oasis – a large screened lanai featuring an in-ground heated pool, perfect for swimming or lounging under the sun. Whether you prefer soaking up rays or unwinding in the shade, the lanai offers ample space for everyone to enjoy. The privacy-fenced backyard adds a secluded feel, making it the perfect spot to relax in peace. With electric, internet, basic cable, pool service, and grounds maintenance included, all you have to worry about is enjoying your time in paradise. Reach out today to secure your seasonal stay in this desirable Siesta Key retreat! Monthly rates are $5000 May through October, November $5750, December $6750, January through April $8500. 13% tourism tax must be added to all leases 6 months or less. 30 Day minimum term. Sorry, NO ANNUAL leases available, and no pets permitted.

SARASOTA

735 BIRDSONG LANE

3 Beds

2 Baths

2,784 Sq.Ft.

$5,000

MLS#: A4660352

Kingston Arms on St. Armands Circle turn-key furnished Condo, 2 beds, 2 baths, second floor overlooking a quiet residential street. Look no further for the perfect vacation retreat. No need for a car, walkable to the many fine shops and local restaurants, take the BayRunner Trolley to downtown Sarasota for the day, book a guided Kayak tour through the mangrove tunnels or spend the day at Lido Beach, only a four minute walk! Many dates available and rates vary by season.

SARASOTA

500 S WASHINGTON DRIVE 5B

2 Beds

2 Baths

1,102 Sq.Ft.

$5,000

MLS#: A4604124

#T3194049

SARASOTA

800 BENJAMIN FRANKLIN DRIVE 403

1 Beds

1 Baths

900 Sq.Ft.

$5,000

MLS#: T3194049

#A4607468

SARASOTA

5577 CONTENTO DRIVE

2 Beds

2 Baths

2,089 Sq.Ft.

$5,000

MLS#: A4607468

Price reduced

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.

$5,000

MLS#: A4654240

Available for annual lease starting February 15th, this beautifully designed Applause model in Windward at Lakewood Ranch offers 3 bedrooms, 3 bathrooms, and 2,089 square feet of single-story living with a private saltwater heated pool and spa. The home is partially furnished and welcomes you with an open den to the left featuring a TV and desk, followed by a guest bedroom and hall bathroom with a tub, and an ensuite bedroom with a walk-in shower. The floor plan opens to a bright great room and gourmet kitchen with a large island, GE appliances, and an eat-in dining area, along with a separate laundry room equipped with a Whirlpool washer and dryer. At the back of the home, the private primary suite includes two walk-in closets and a spacious bathroom with dual sinks and a walk-in shower. Ceramic tile flows throughout the main living areas with carpet in all bedrooms. The large covered lanai offers a couch and firepit set and overlooks the screened saltwater pool and spa, with clusia plants lining the exterior for excellent privacy. The two-car garage includes an EV charger for added convenience. Just a short distance from the home, the Windward amenity center provides two pools, a playground, pickleball and tennis courts, two dog parks, a clubhouse, fitness center, and open lawn space. Ideally located near Waterside Place, downtown Sarasota, as well as Lido and Siesta Key beaches, this home provides the perfect blend of comfort, convenience, and resort-style living. Utilities are the tenant’s responsibility.

SARASOTA

2716 BUTTERFLY JASMINE TRAIL

3 Beds

3 Baths

2,818 Sq.Ft.

$5,000

MLS#: A4673096

DEMARCAY SARASOTA LUXURY FURNISHED CONDO AVAILABLE FOR LEASE. OPEN for the 2026 Season Reservation.The DeMarcay, is a NEWLY completed stylish 18 story boutique condominium community, in the heart of the DOWNTOWN. This 8th floor two bedroom/two bath condominium has sweeping city views from every room. Upscale furnishings and finishes including a fireplace in the living room and a private patio terrace with city and water views. Exceptional quality in this kitchen with gas cooktop, quartz counters, and custom Italian Cabinetry. The master bedroom suite has a king size bed, walk in closet with custom built ins and a luxurious bathroom. The second bedroom is set up as a den/office with a queen sleeper sofa and desk. One garage parking space. Indoor valet parking. The DEMARCAY 18th floor rooftop-with 360 unobstructed views amenities include an amazing heated salt-water pool, outdoor kitchen, two terraces, fitness center, and lounge area. Move-In and walk to all the downtown events, shopping, Opera, ballets, theaters, art galleries, world class Selby Botanical Gardens and the many five star restaurants. Lido Key and Siesta Key are close by ready for you to relax and enjoy the beautiful beaches and the Gulf of Mexico. Available Dates for a three month or longer stay. Monthly rates: January through April $7000 and May through December $5000.

SARASOTA

33 S PALM AVENUE 0804

2 Beds

2 Baths

1,260 Sq.Ft.

$5,000

MLS#: A4650030

AVAILABLE NOW, UPDATED AND EXQUISITE, 2nd floor condo at Arbor Greens in Stoneybrook with social membership, two bedrooms, two updated bathrooms, granite countertops in kitchen, new kitchen cabinets, smart TV in living room, beautifully furnished with lots of comfy seating in the living room, smart TVs, a screened lanai, and one covered parking space. The Arbor Greens community pool and tennis courts are just a short walk from the condo. Stoneybrook Arbor Greens amenities include a state-of-the-art clubhouse featuring fine and casual dining, use of the fitness center, several lighted Har-Tru tennis courts, and all activities sponsored by the country club. The community borders the Legacy Walking and Biking Trail, is just 10 minutes from the sugary sandy beaches of Siesta Key, the village shops and restaurants, and a short drive to downtown Sarasota, where you can enjoy all of the culinary and cultural experiences that Sarasota offers.

SARASOTA

4640 TOWER HILL LANE 2325

2 Beds

2 Baths

1,286 Sq.Ft.

$5,000

MLS#: A4666557

RENTED JAN. FEB., MARCH 2026 AVAIABLE APRIL 2026 THROUGH DEC. 2026. 3rd floor vacation condo with great view of the golf course from the screened lanai, two bedrooms, two baths, king bed in the master bedroom and adjoining bathroom with walk-in shower. 2nd bedroom has queen bed and is next to the guest bathroom. Well-equipped kitchen with everything you would need for a few months in the sun. Bright and cheerful unit with lots of natural light, immaculate and well cared for. There is one covered parking space, the heated pool and tennis courts/pickleball courts are across the parking lot right before the first building. There is a golf membership that transfers for a fee (check with clubhouse for fee schedule), and newly modernized Kipp Schultes designed golf course, a fitness center, several lighted Har-Tru tennis courts and a state of the art-clubhouse offering casual or fine dining, a grill room and meeting rooms. The activities such as mahjong and trivia are favorites. The community borders the Legacy walking and biking trail, is less than 10 miles from the sugary sandy beaches of Siesta Key, and you can be downtown Sarasota in 25 minutes to experience the culinary and cultural experiences that Sarasota offers.

SARASOTA

8735 OLDE HICKORY AVENUE 8302

2 Beds

2 Baths

1,373 Sq.Ft.

$5,000

MLS#: A4666428

Beautiful views from this 3 bedroom,2 bath Pelican Coe Condo.
Located on the second floor(no elevator) with 2 lanais.; 1 screened -in Lani and 1 huge Florida Room lanai for multiple indoor/outdoor seating options. Steps to the pool .Large open great Room with Dining area ,open Kitchen and Living space
all looking out to the beautiful water views .
Pelican Cove offers an abundance of amenities.
24 hour /7 day a week gated security.
75 acres of lush tropical surroundings located on the Bay.
Clubhouse with many social activities ,6 pools, spa and sauna ,tennis ,shuffleboard, basketball ,walking paths and boardwalks along the water. $150 one-time fee to use all amenities.
10 miles to Siesta Key Beach and a short drive to downtown Sarasota.
Nearby restaurants and shopping for convenience.
Deposit, taxes and reservation fee required. Call for off season rates and availability.

SARASOTA

1507 CLOWER CREEK DRIVE HA266

3 Beds

3 Baths

2,880 Sq.Ft.

$5,000

MLS#: A4635507

Rented for the 2026 winter season. This beautifully landscaped lake front home is where you will want to spend your winter vacation! Situated on Mirror Lake in the heart of Sarasota near Palmer Ranch, this lovely 2 bedroom, 2 1/2 bath home + sunroom offers a quiet and peaceful sanctuary as you sit by the pool with a good book and look out onto a 10 acre lake surrounded by beautiful trees and an occasional visit by a Bald Eagle! Wake up every morning in the Master Bedroom to the beautiful sunrise over the Lake! In the sunroom, you will find 2 sofas, one with a Queen pull out memory foam mattress for overnight guests. This can function as a 3rd bedroom as it has French doors, window shades and a separate cooling system. The Master bedroom has a a new Tempur-Pedic King mattress. The Guest bedroom has 2 full size Trundle beds. A walk-in shower in the Master Bathroom and a tub/shower in the Guest bathroom. The open concept kitchen is complete with stainless steel appliances and beautiful granite counter tops. Full size stackable laundry appliances in the laundry room next to the kitchen.
The home has 18" tile throughout with no carpeting. The oversized garage has a workshop and outside, a lovely back yard patio surrounded by mature Oak trees.
What a treat to take a swim in the 6 ft. deep saltwater lap pool (4 ft. at both ends) and enjoy a relaxing soak in the hot tub after a full day of sightseeing and enjoying all that Sarasota has to offer....Beaches, (Siesta Key Beach is just 15 minutes away - 5.7 miles!), Sarasota's finest shops and restaurants, Sarasota Opera, Ballet, and the Sarasota Symphony. All utilities are included during the prime season months of December through April. Owner has placed a $250 cap on the monthly electric bill during the prime season.
Off-season guests pay the monthly electric bill.

SARASOTA

3670 EMILY LANE

2 Beds

2 Baths

1,683 Sq.Ft.

$5,000

MLS#: A4497308

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