Sarasota's Premier Homes
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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
4,418
# of Listings
2
Avg # of Bedrooms
$478
Avg. $ / Sq.Ft.
$849,254
Med. List Price

Browse Downtown Sarasota Real Estate Listings

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4418 Properties Found. Page 230 of 295.

Relaxed 4BR Sarasota Pool Home – Fully Furnished – 30-Day Min Available Furnished | 4BR / 2BA | 1,975 Sq Ft | $4,500–$7,500/mo plus taxes and fees | 30-Day Minimum Fully furnished and updated 4BR/2BA home with saltwater heated pool and spa. Offered as a monthly rental with a 30-day minimum. Seasonal and off-season rates apply. Ideal central Sarasota location near beaches, golf, and downtown. Property Features: Saltwater heated pool and spa under screened lanai 4 bedrooms: King in primary, 2 queens, and 1 bunk/trundle room 2 full bathrooms Renovated kitchen with stainless steel appliances and granite counters Indoor laundry room with washer/dryer Garage and driveway parking Keyless entry Rental Terms: $7,500/month Jan–Apr (in season); $4,500/month May–Dec (off season) 30-day minimum stay Includes WiFi, lawn care, and utilities (cap may apply) Pool heat available for additional fee No smoking Pets considered with approval Location: Minutes to Siesta Key, Lido Beach, and Downtown Sarasota Convenient to shopping, dining, and medical facilities Available now. Please call for availability and exact pricing by month.
#A4658894

SARASOTA

4360 IOLA DRIVE

4 Beds

2 Baths

2,957 Sq.Ft.

$4,500

MLS#: A4658894

Welcome to the heart of Sarasota's historic district, Towles of Laurel Park, where this exceptional compound awaits. Comprising three distinct residences, this property offers a world of possibilities. Completely renovated inside and out, this unique gem is move-in ready! Set on an expansive corner lot spanning over a quarter-acre, this multi-faceted property presents an array of options. The main residence (1901) is a two-story haven featuring four bedrooms (only one bedroom downstairs is furnished) with an office that could be used as a bedroom (it does have office furniture) and 3.5 bathrooms. Dishware and linen are not provided. It's a blend of classic charm and modern convenience, thoughtfully updated to meet the demands of contemporary living. Recent exterior updates include a new metal roof (2022) and HardiPlank siding. Inside, you'll find a plethora of improvements. Oversized impact windows and sliders fill the space with natural light, highlighting the luxury vinyl plank flooring, crown molding, and a smartly redesigned layout that seamlessly connects each room. The galley kitchen, adorned with Quartz countertops and stainless-steel appliances, is perfectly equipped. The Quartz bathrooms are beautifully renovated, and the residence boasts a laundry facility for added convenience. There is also a Generac generator which has its own gas line. The brick-paved driveways offer ample parking, and natural wood canopies gracefully shade the breezeways that connect each building. With these exterior updates, you can enjoy the Florida outdoors in style and comfort. Beyond the property's stunning interior and exterior renovations, its location adds to its appeal. Situated in the vibrant heart of downtown Sarasota, you're just a stone's throw away from the city's cultural and entertainment hub. The bayfront and pristine Gulf beaches are also nearby, catering to those who relish arts, entertainment, and an active lifestyle. Neighboring recreational amenities like golf, tennis, pickleball and fitness centers are perfect for staying active and enjoying the beautiful Florida weather. This meticulously updated and versatile compound promises a rare and remarkable downtown lifestyle.
#A4617611

SARASOTA

1901 MORRILL STREET

4 Beds

3 Baths

2,318 Sq.Ft.

$4,500

MLS#: A4617611

Leased season 12/01/2025 through 3/31/2026 Available 07/01/2025 through 11/30/2025 WEST OF THE TRAIL JUST PAST UNIVERSITY PARKWAY. LOCATION IS SUPERB AND IN PRIVATE BALLENTINE MANOR ESTATES. PROPERTY is 5 minutes TO SRQ International Airport, 10 minutes to new UTC mall and minutes to downtown Sarasota for fine dining, shopping, opera and the Arts. A quick 15 minute drive to Lido Beach and famous St. Armand's Circle. A home away from home with lovely furnishings (Florida room) right off your shaded patio area and gorgeous caged-in 15'x30' pool with a depth of 6 feet, outdoor grill and huge dog run. At the end of the day, turn on the outdoor decor lighting to enjoy Florida's perfect evening weather. Family and pet friendly with a fenced in yard for privacy and with plenty of grass area to play. We even have a dog walker and sitter available. Spacious home flows easily from one room to the other and everything is in place for you to enjoy your private retreat or take a walk and meet your lovely neighbors. You are a few steps, just 6 houses to the Sarasota Bay and Intracoastal waterway, where you can enjoy your favorite beverage, watch the amazing sunsets and go kayaking. This home is light and bright with an open floor plan. All new linens, bedding, window treatments in bedrooms and more. Just added 4th bedroom/studio or mother-in-law suite with refrigerator, microwave and small kitchenette, There are 3 bedrooms with a split bedroom plan, 2nd bedroom has queen bed, 3rd bedroom has twin beds. This beautiful home includes a lovely master bedroom with complete privacy with a king bed with zero gravity and a walk-in shower. Every bedroom and common areas have Smart TV's including studio ranging from 43" to 73". This beautiful home includes 3 bathrooms, large living room, dining room and a tranquil Florida room and office with sliders to caged in pool area. A complete chefs kitchen with all professional cookware, small appliances and Wolf Gas Range. The chef's kitchen with granite countertops, stainless steel appliances, for entertaining and dedicated laundry area. A circular drive with a shaded 2/car spot parking up to 5 vehicles. Lovely landscaping gives the perfect curb appeal Don't miss out on this gem! Serenity at it best. Owner would consider a annual rental.
#A4631916

SARASOTA

329 BERNARD AVENUE

4 Beds

3 Baths

2,565 Sq.Ft.

$4,500

MLS#: A4631916

Enjoy our beautiful holiday retreat on Siesta Key Island, with private access to the stunning whites sands of Crescent Beach – Previously voted No. 1 beach in USA! Our 2 bed/2 bath condo located in this uniquely designed low rise ‘Key West’ style complex has ground floor access with sheltered South facing Garden – free WIFI throughout the condo. While away your lazy days on our fishing dock when not at the beach,explore the laid back Siesta Key Village just minutes away , and simply relax and enjoy this perfect retreat! **Taxes and fees not included.
#A4591694

SARASOTA

1318 SIESTA BAYSIDE DRIVE C

2 Beds

2 Baths

1,280 Sq.Ft.

$4,500

MLS#: A4591694

Seasonal rate has been reduced to $5200.00! Available for March and April 2025 due to tenant cancellation! Enjoy this 2 bedroom 2/bath Villa with sweeping views of the Golf Course from the screened rear patio. Formal Dining room for your evening dinners. Updated kitchen with all the tools one needs to make a 3 course meal for friends and family. A bonus den off the kitchen for your business needs of just to relax and read or take in a Netflix movie... Master bedroom has a queen size bed, guest bedroom has two twin beds and, den sofa bed is a queen size. Both bathrooms have been updated. Inside washer and dryer for your convenience. The community has a host of amenities for your pleasure. Golf, tennis, aquatic and fitness for your self care, or a wonderful meal with your neighbors and friends is all at your fingertips. The is a $300 fee to transfer membership to tenants. Shopping is a short drive away, your local Publix and Walmart/ Home Depot, Panera Bread is a short drive away. I look forward to your call.
#A4637474

SARASOTA

4420 CHASE OAKS DRIVE

2 Beds

2 Baths

1,946 Sq.Ft.

$4,500

MLS#: A4637474

Enjoy your winter vacation in the comfortable surroundings of this graciously decorated 2 bedroom 2 bath villa. The home offers a master bedroom with private access to the master bathroom, closet space for all your "Fun-in-the-Sun" wardrobe and a guest bedroom with bath. The kitchen has been recently remodeled with beautiful cabinetry and quartz countertops, as well as upgraded stainless appliances. Washer and dryer are conveniently located in guest bedroom closet area instead of the garage. The lanai has been glass enclosed which adds to the living space in the property and overlooks a courtyard view. Just steps away from the community heated pool. Situated in the "Heart of the Meadows" you will enjoy walking through the lush foliage as you hike along the 13 miles of walking trails. The Meadows is close to the UTC Mall, Benderson Rowing Park, downtown Sarasota and the numerous area beaches. Reserve this villa for your winter vacation. This property is a NO PET and NO SMOKING unit.
#A4651219

SARASOTA

5270 VILLA MAJORCA COURT 23

2 Beds

2 Baths

2,175 Sq.Ft.

$4,500

MLS#: A4651219

Seasonal/short term rental Spacious, light filled Mediterranean inspired townhome in peaceful enclave looking out on a lake, yet conveniently located. This townhouse is an end unit which means more windows for an abundance of sunlight. The floor plan is open for easy family time and entertaining. The kitchen is roomy with solid wooden cabinetry topped by solid surface counters, with breakfast bar, has a pantry and brand new appliances. All bedrooms are upstairs and are spacious, and two bedrooms have walk in closets. The laundry room is on the first floor, with a powder room and a rear facing garage. The community amenities are abundant starting with a resort style heated pool with cabana, playground, tennis courts, BBQ grill and out door dining and gazebo overlooking the lake. This community surrounds a lake and is just north of University Parkway so you are a short drive to the grocery store, casual and fine dining, shopping, I-75 access, Sarasota Airport, downtown Sarasota, with theater, opera, museums and close to the beach. 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. Available December 1, 2025 for high season. Come enjoy the Florida sunshine and have a wonderful vacation-call today to schedule!
#A4628635

SARASOTA

3880 82ND AVENUE CIRCLE E 101

3 Beds

2 Baths

2,022 Sq.Ft.

$4,500

MLS#: A4628635

SHORT TERM ONLY The Plaza at Five Points is THE place to live downtown Sarasota. This luxurious space offers fabulous views of the Sarasota Bay from a natural light filled, finely appointed, 2 bedroom, 2 bathroom condo with VERY LARGE lanai. The kitchen has just been remodeled and is now even more impressive and has all brand new stainless steel appliances. You will reside in the heart of Sarasota and find, right outside your door, the Sarasota Opera, Whole Foods, Selby Library, Starbucks and loads of fine dining and neat shops. This secure building offers a first rate amenity package with heated pool and spa, fitness center, social room with catering kitchen and bar, barbecue grills and outdoor dining options, concierge with valet parking, and a board room. This unit comes with one parking space in the garage. The opportunity to rent in this building is a rare one. You still have some time to experience this wonderful property as it is available through November 2025. Call NOW to lock in your next vacation. 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.
#A4604561

SARASOTA

50 CENTRAL AVENUE 15B

2 Beds

2 Baths

2,009 Sq.Ft.

$4,500

MLS#: A4604561

Available now for LEASE Annually/Monthly UNFURNISHED POOL HOME. Sarasota's most requested location, a "West of the Trail" neighborhood. This charming Florida style ranch home is located right off the north bridge entry to SIESTA KEY. Welcome to your private tropical retreat in Sarasota! This beautifully updated 3-bedroom, 2-bathroom home is available now and ready for you to MOVE-IN. The great room split floor plan and outdoor living areas offers the perfect blend of comfort, style, and coastal living. Step inside to find an open and inviting layout with modern finishes throughout. The spacious living areas flow seamlessly into a well-appointed kitchen, ideal for entertaining or quiet evenings at home. Enjoy year-round relaxation in the screened-in private pool, surrounded by lush tropical landscaping and a serene private courtyard—your own secluded outdoor oasis. Additional features include: Split-bedroom layout for privacy, Primary suite with walk-in closet and en-suite bathroom, Updated appliances and fixtures, Washer & dryer included, Pet-friendly (with owner approval). Located just minutes from the soft sands of Siesta Key Beach, and close to local dining, shopping, and entertainment, this home offers the best of Sarasota living. Don’t miss this rare opportunity for an annual rental in one of Sarasota’s most sought-after areas! A+ rated Southside Elementary School district. Just minutes to Downtown Sarasota, Siesta Key beaches, Southside Village and Sarasota Memorial Hospital. Schedule a showing today!!
#A4655135

SARASOTA

3414 OLD OAK DRIVE

3 Beds

2 Baths

2,399 Sq.Ft.

$4,500

MLS#: A4655135

Freestanding Treehouse in the Landings being offered on an annual rental turnkey furnished with top of the line furniture. Nestled in the trees with lush vegetation and live oaks, this 3 bedroom unit has 2 1/2 baths and a one car garage plus an oversized outdoor terrace. The first living level has a multi-use space consisting of a dining room, living room, kitchen and guest bath. The private upstairs space consists of the owner's suite and two guest bedrooms sharing a full bath. The Landings is in close proximity to Siesta Key Beach, shopping, dining, arts district, downtown Sarasota, SRQ airport and Sarasota Memorial Hospital. The plaza just outside the community has a wonderful array of restaurants, Starbucks, fitness center, and Publix ... all a short stroll away. Enjoy the meandering nature trails, fishing at the pier on the Intracoastal Waterway or launch your kayak into the bay. Conveniently located adjacent to The Landings is a Phillippi Harbor Club, rackominium and marina, with easy access to the bay & Intracoastal Waterway for boating.
#A4635313

SARASOTA

1445 LANDINGS CIRCLE 69

3 Beds

2 Baths

1,912 Sq.Ft.

$4,500

MLS#: A4635313

This 3 bedroom, 2 bathroom, 2 car garage pool home is your home away from home! Located in desired area of Palmer Ranch, this beautiful home with lush landscaping features a serene lake view, bamboo flooring, a coastal flair, fans throughout and an open floor plan with just under 2,000 sq. ft. Convenient & quick access to the pool through the master bedroom, the living room, dining room, guest bathroom and back bedroom. The master bedroom is equipped with a king size bed, a flat screen tv, a walk-in closet & ensuite bathroom has both a tub & a walk-in shower as well as a double sink vanity. The other two bedrooms have queen size beds. For your outdoor enjoyment a large pool with a screened in lanai & paver deck, plenty of patio furniture, a grill for your convenience, and lakeside patio furniture and umbrella to enjoy your morning cup of coffee! Close to The Legacy Trail, Publix, Target, Lowes, Walmart and 12 minutes drive time to Siesta Key! Seasonal Rates are Jan-April $6500/month & May-Dec $4500/month. Pets will not be considered.
#A4657608

SARASOTA

4176 HEARTHSTONE DRIVE

3 Beds

2 Baths

2,714 Sq.Ft.

$4,500

MLS#: A4657608

An updated jewel in the heart of Sarasota's historic South Gate neighborhood, this newly renovated bright home stands as a testament to the mid-century boom that shaped Sarasota. With two bedrooms, one bath and a separate enclosed sunroom/office with sliding glass doors should you need quiet while working, it has it all. Sunroom square footage not included in square footage under air. Lots of windows and skylights allow for natural light to pour inside. Three parking spots, privately fenced backyard and interior laundry room are all wonderful features. Positioned ideally, the location boasts more than just the city's dynamic arts scene, delectable eateries and beaches. Arlington Park is across Tuttle with public pool, tennis courts, basketball courts, playground, recreational facilities and large park with fountain. $2900/month August-October, $4700/mo November-December, $8000/mo January-April, $3500/mo May-July
#A4619790

SARASOTA

2005 TETLOW PLACE

2 Beds

1 Baths

1,660 Sq.Ft.

$4,500

MLS#: A4619790

***AVAILABLE DECEMBER 2025 THRU APRIL 2026. Want to get away for the winter? Look no further than VillageWalk in Palmer Ranch located in South Sarasota. This 2-story, tastefully furnished split plan townhome with a single car garage offers a private garden setting and a beautiful sunlit back patio. Ready to book for the 2025 and 2026 winter. VillageWalk offers an abundance of amenities, including a clubhouse, state-of-the-art fitness center, meeting rooms. Need a room for an event -- no problem! Our clubhouse also offers a community gas station, hair salon and boutique shop! Outdoor amenities include a beautiful resort-style pool featuring a TiKi bar, a separate lap pool, tennis courts, bocce ball, pickleball. Residents can enjoy lunch or dinner at the on-site restaurant and bar. The community maintains a full social events calendar. Village Walk is located in an A-rated school district and just minutes from Siesta Key Beach, the Legacy Bike Trail, shopping and dining. With on-site HOA management and a 24-hour manned gate, VillageWalk provides a secure and vibrant living experience.
#A4639026

SARASOTA

7624 BERGAMO AVENUE 4B

3 Beds

2 Baths

1,866 Sq.Ft.

$4,500

MLS#: A4639026

Welcome to Hammock Preserve, located in the popular Palmer Ranch community. NOW PET FRIENDLY, this 3 bedroom, 3 bathroom plus office home has been used as a vacation home and is like brand new. Open, bright and airy, with high ceilings, this home features an open floor plan with crown molding and beautiful 'wood' tile throughout. The stylish eat-in kitchen boasts a large center island, stainless steel appliances, and overlooks the great room. The owner suite has a tray ceiling and huge walk in closest, and en-suite with dual vanity sink and walk in shower. Relax in your screened in lanai and enjoy the lake view. Steps away from the community center, enjoy all the first class amenities with an on-site activity director, clubhouse, tennis court, pickle ball, bocce ball, fitness room, resort style heated pool, jacuzzi, dog park and more. Hammock Preserve is a maintenance free resort style community, located near the Legacy Bike Trail, shopping and minutes to the world famous Nokomis/ Casy Key Beach.
#A4636241

SARASOTA

5610 RAIN LILY COURT

3 Beds

3 Baths

3,373 Sq.Ft.

$4,500

MLS#: A4636241

Welcome to Siesta Harbor! Siesta Key Turnkey furnished ground floor 2/2 condo. Remodeled with beautiful kitchen, new stainless steel appliances, granite countertops, remodeled bathrooms and nice décor. King bed in master bedroom, two twins in second bedroom. One month minimum rental. This over 55 community is ideal for your island beach vacation. Enjoy a cocktail or your morning coffee from the lanai overlooking the boat slips and the Intracoastal waterway. Amenities include deeded beach access to the #1 rated beach - a 5 minute walk across the street, heated community pool and spa, sauna, shuffleboard, community room with library and pool table, BBQ grills and picnic area. A gym and fishing pier are also on site. Enjoy water aerobics classes Monday-Friday as well as other organized gatherings and happy hours at the club house. Convenient to shops, restaurants, delicatessens and grocery stores. Laundry not in unit, however it's conveniently located at no expense. No car needed as everything is close by. A free trolley runs up and down the island taking you to all that Siesta Key has to offer including Siesta Key Village shops and restaurants, numerous outdoor bars and restaurants and Public beaches. Close proximity to Stickney Point Bridge enables easy access on and off the Key. High season rate of $6500 January through April (Leased Dec. 1st 2025-May 30th 2026) Application Fee $150; $500 security deposit and 14% taxes due from guest. Exit cleaning fee $175 deducted from security deposit. One occupant must be 55 or over to rent this unit. Sorry, no pets allowed. 1 car allowed on the property.
#T3423422

SARASOTA

1257 S PORTOFINO DRIVE 38ALBA

2 Beds

2 Baths

1,061 Sq.Ft.

$4,500

MLS#: T3423422

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