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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

4,553

# of Listings

2

Avg # of Bedrooms

$484

Avg. $ / Sq.Ft.

$869,497

Med. List Price

Browse Downtown Sarasota Real Estate Listings

Under $250,000

$250,000 - $500,000

1786 Properties Found. Page 44 of 120.

This Fantastic Prestancia home, nestled in the heart of TPC Prestancia—a distinguished, gated golf community in Sarasota—boasts 4 spacious bedrooms, an office, and 3.5 bathrooms. Spanning almost 4,000 square feet, this elegant residence offers a luxurious living experience. Set on a serene, lakefront lot over half an acre, the custom estate home presents granite countertops, an extra-large pantry, and a sprawling master suite with a sitting area and an oversized bathroom. From the striking foyer entry, discover a home with a well-thought-out floor plan, high ceilings, a gourmet kitchen awaiting your personal touch, and marble flooring. Formal living and dining rooms lead to a vast kitchen area, setting the stage for your dream culinary space. The family room, enhanced by a gas fireplace, alongside two bedrooms with walk-in closets and a shared Jack & Jill bathroom, and a fourth bedroom with an en-suite that provides pool access, adds to the home's allure. The property also features a master bathroom with dual sinks, a separate shower and tub, a cozy den/office, and a guest half-bath. Step outside to the extensive screened pool area, where tranquility meets leisure with stunning lake views, a pool, and a spa. An oversized three-car garage adds convenience. Prestancia offers an optional two 18th golf courses or social membership, your option. Located minutes away from the pristine beaches of the Gulf of Mexico (Siesta Key, Nokomis….) to the Sarasota downtown with its theaters and Opera House. Costco, Public library, farm market, shopping, restaurant and publix parks are all nearly. Easy access and quick connection to I-75.

SARASOTA

3718 BOCA POINTE DRIVE

4 Beds

3 Baths

5,345 Sq.Ft.

$6,500

MLS#: A4646327

#A4162708

SARASOTA

800 BENJAMIN FRANKLIN DRIVE 704

1 Beds

1 Baths

1,002 Sq.Ft.

$6,500

MLS#: A4162708

GULF-FRONT PENTHOUSE WITH STUNNING VIEWS. This fully renovated, designer-furnished residence offers panoramic Gulf and Bay views from nearly every room. Located on the best stretch of Lido Beach, this off-season rental is bright, spacious, and sophisticated.

**The open-concept floor plan includes a modern chef’s kitchen with stone countertops, custom cabinetry, built-in oven, glass cooktop, and breakfast bar. Enjoy the spacious living area with electric fireplace and smart TV, or entertain at the private tiki bar with built-in kegerator. Three hidden Murphy beds allow the unit to comfortably sleep six.

**The primary suite is a serene retreat with Gulf views, king bed, walk-in closet, built-ins, workspace, and a spa-style en-suite bathroom. Other upgrades include a wine closet, barn doors, tankless water heater, coffered ceilings, crown molding, and in-unit washer and dryer.

**An expansive lanai spans the width of the unit and offers multiple seating areas to enjoy sunsets and ocean breezes. Community amenities include private beach access, a heated pool, fitness center, and one covered parking space.

**Walk to Lido Beach and St. Armands Circle in minutes. Offered at $6,500/month off-season. Utilities included. No pets. Virtual tour available upon request.

SARASOTA

1 BENJAMIN FRANKLIN DRIVE PH 3

2 Beds

2 Baths

1,669 Sq.Ft.

$6,500

MLS#: A4653726

LOCATION, LOCATION, LOCATION!!! Look no further as this downtown Sarasota condo located at the Renaissance has it all. The comfortably furnished and colorfully decorated condo has 2 bedrooms, 2 bathrooms, living room/dining room/kitchen combination, split floor plan and a lovely lanai to take in all of the downtown sights. The kitchen has lots of counter and cabinet space for preparing and cooking as well as a breakfast bar. The primary bedroom has a queen sized bed and an en suite bathroom with a stall shower. The guest bedroom has two twin beds. The guest bathroom has a tub/shower combination. The Renaissance amenities include a very large pool, hot tub, BBQ grills, fitness center, media room, business center, 2 guest suites and 24-hr security! A great downtown location close to shopping, restaurants, the arts, St Armand's Circle and the beach and so much more. Publix is just a block away. Call today as this will not last long!!!

SARASOTA

750 N TAMIAMI TRAIL 916

2 Beds

2 Baths

1,180 Sq.Ft.

$6,500

MLS#: A4583276

ALINARI 2 bedroom, 2 bath turnkey furnished unit, split floor plan. Just a few blocks from DOWNTOWN SARASOTA, walk to the arts, partial Bay views. Amenities include heated pool, spa, fitness center, billiards and club room, theater room and security. Enjoy all that downtown has to offer, with plenty of shopping, dining and cultural venues. Available 1/03/2024 from January to March at $6500 a month + tax. A three month minimum is required. SORRY NO PETS, AND NO SMOKING ON THE BALCONY OR INSIDE THE UNIT

SARASOTA

800 N. TAMIAMI TRAIL 303

2 Beds

2 Baths

1,323 Sq.Ft.

$6,500

MLS#: A4469675

Booked through April 2025. - Escape to a world of refined luxury at this exclusive retreat within the prestigious Heritage Oaks Golf & Country Club. Enveloped by 24/7 guard service, this remarkable rental home in Sarasota, nestled on Florida's captivating Gulf Coast, presents an unrivaled opportunity for an unforgettable getaway. Emanating opulence, Heritage Oaks Golf and Country Club boasts an impeccably maintained championship golf course and an array of premier resort-style amenities, all crowned by an expansive 18,000 square foot clubhouse. As a guest, you'll enjoy unfettered access to this exceptional golf course, ensuring an immersive and elevated experience throughout your stay.
Step inside to discover a sanctuary where indulgence meets function. The meticulously designed interior showcases a thoughtful split floor plan that encompasses 4 bedrooms and 2 baths, providing ample space for relaxation and rejuvenation. Every corner exudes sophistication, offering a harmonious blend of style and comfort. Beyond the confines of the home, a private paradise unfolds. The exterior boasts a stunning pool, invigorating spa, and a thoughtfully appointed outdoor kitchen, all enveloped by abundant seating areas that invite you to bask in the scenic beauty of the golf course, seamlessly accessible from the screened-in lanai.
Positioned for ultimate convenience, this resplendent abode is mere steps away from the clubhouse, pro shop, cutting-edge fitness center, inviting community pools, and pristine tennis courts. Whether you seek leisure or recreation, every desire is effortlessly met.
For those yearning for the allure of the coast, the world-renowned Siesta Key Beach is just minutes away. Here, the promise of sun-soaked sands and tranquil waves awaits, granting you the ultimate beachside escape.
Elevate your concept of a perfect getaway as you enter the realm of Heritage Oaks Golf & Country Club. An exclusive rental home where lavish comfort, privileged amenities, and the charm of Sarasota's Gulf Coast merge to create an extraordinary escape. Your journey to an impeccable retreat begins here. The golf membership is transferable for a small fee.

SARASOTA

4630 CHASE OAKS DRIVE

4 Beds

2 Baths

2,187 Sq.Ft.

$6,500

MLS#: A4598678

The property can be rented for a short or long term. Property AVAILABLE from SEPTEMBER 1,2025. Rent per month as follows:
$6500 for September 1- October 31,2025 and $10,500 for November 1,2025 -April 30, 2026.
***Please ask the Listing Agent for more details***
Beautifully crafted and maintained, this remarkable Sarasota custom-built home! FULLY FURNISHED by MM Modern Miami, there’s nothing left to do but move in and savor the lifestyle that awaits within this refurbished modern haven. Through the glass-inlaid double doors, discover a captivating, sun-soaked interior where crisp white tones, soaring ceilings, and gorgeous wide-plank flooring are on show. An elegant brick FIREPLACE warms the seamlessly flowing entertainment areas, featuring curated sculptures by renowned artists like Andrea Giorgi and Paul Bielec. Expansive glass sliders inspire vibrant indoor/outdoor celebrations, inviting you poolside after a sumptuous meal or hearthside games. An open-concept chef’s kitchen beckons with its top-of-the-line appliances, abundant cabinetry, an oversized walk-in pantry, and gleaming quartz countertops that extend to the multi-seater island. Movie buffs will love the state-of-the-art CINEMA ROOM where you can enjoy streaming shows in ultimate comfort. Equal parts form and function, the well-sized private retreats offer a restful escape after a long day, accommodated by exquisitely redesigned baths that feature an imported Maciej Zien European tile collection. Double doors reveal an unparalleled primary suite that pampers you with lanai access, a boutique-like wardrobe, and an ensuite exuding luxury at every turn. Fun and leisure abound as additional, recently installed recreational amenities flow outside with an alfresco dining area, a built-in BBQ grill, a pristine HUGE SALT POOL, a HOT TUB , and SPORTS COURTS sports for BASKETBALL and PICKLEBALL . New lush landscaping dotted with towering palms enhances the picturesque FULLY FENCED YARD and an attached 2-car garage. Siesta Key offers an array of activities, from water sports and boating to shopping and dining at charming local spots. Embrace the island's vibrant arts and culture scene, explore nearby parks and nature reserves, or simply revel in the beauty of the Gulf of Mexico. Your piece of paradise is waiting! Cleaning Fee $300.***Make sure you see the Virtual Tour***NO PETS ALLOWED.

SARASOTA

1899 VAMO WAY

3 Beds

3 Baths

3,667 Sq.Ft.

$6,500

MLS#: A4659122

***Furnished Annual Rental*** Welcome to The Mark, an upscale destination for coastal luxury situated in the heart of historic downtown Sarasota. This vibrant city is known for its cultural richness, diverse arts scene, shopping, and exceptional dining options. Located in the center of the theatre district, the area is home to the Florida Studio Theatre, Sarasota Opera House, and Van Wezel Concert Hall, all within walking distance. A brief stroll will take you to the scenic Bayfront and Marina, where options for boating and waterfront eateries await. As the sun sets, the palm tree-lined streets are illuminated, creating a perfect environment for outdoor dining. The Mark’s prime location ensures that you are just steps away from everything. Residents can conveniently hop on the trolley or ride bikes across Ringling Bridge to discover the natural beauty of Lido Key, St. Armands Circle, and the picturesque Lido Beach. Upon entering The Mark, the sophisticated ambiance of the lobby immediately sets a luxurious tone. Positioned on the 9th floor, this exceptional residence showcases elegance and refinement. The high ceilings and floor-to-ceiling sliding glass doors lead to a spacious balcony, perfect for outdoor entertaining. Enjoy panoramic views of the city with glimpses of the bay to the left, providing a serene backdrop for relaxation. The kitchen is equipped with high-end JennAir stainless steel appliances and veined white quartz countertops, creating a modern and inviting space. Functional design features include a built-in pantry and multiple pull-out drawers, complemented by high-end light fixtures that enhance the home’s luxurious feel. The primary suite is designed with large windows, access to the balcony, and two custom closets. The en-suite bathroom boasts a spacious walk-in shower with Carrara tile that elegantly unifies the shower walls and floor. A private guest suite, complete with a full bathroom, is located on the opposite side of the residence, ensuring comfort for visitors. Both bedrooms are equipped with remote-controlled electric blinds. Additionally, a versatile room with tray ceilings and complete with a closet offers flexibility for use as an office or additional guest room. At The Mark, luxury amenities are meticulously curated to enhance your lifestyle. Residents can enjoy an elevated resort-style pool adorned with private cabanas, umbrellas, and loungers, along with outdoor kitchens, a hot tub, and a cozy fire pit lounge area. The Club Room serves as an ideal venue for hosting events, equipped with a catering kitchen and a bar that opens to the expansive terrace and pool deck. Start your day with a workout in the state-of-the-art fitness center, then head to the farmer’s market for breakfast just a block away. The building offers a range of conveniences, including 24-hour concierge service, resident storage, secured parking, and an access-controlled lobby. The Sarasota lifestyle awaits you at The Mark, where this exceptional residence could be yours.

SARASOTA

111 S PINEAPPLE AVENUE 918

2 Beds

2 Baths

1,711 Sq.Ft.

$6,500

MLS#: A4652975

Available 1/1/26. Want to find out for yourself > "What's all the fuss about Sarasota/Siesta Key?" Crystal White Quartz Beaches, Sparkling Blue waters of Gulf of Mexico. Enjoy water activities like; Paddleboarding, Kayaking, Boating, Charter Cruises, JetSki's, Snorkeling, Fishing or for the more adventurous type-Parasailing! Or maybe just relax and play a couple rounds of Golf or Shop, Dine at many local eateries and local bars including, Ruth's Chris Steakhouse, Brine Seafood, TripleTail Seafood, Gecko's Grill and Pub, Local Favorite Walt's Fish Market for fresh local Stone Crab [Seasonal] or visit Cocktail World in Gulf Gate [4 bars in One- Zuzu, La De Dah (Jimmy Buffet bar) Deadwood Saloon (country bar) or Moondoggy's ( See Lynn:), Visit local attractions like Ringling Museum, Mote Marine Labs, multiple Seafood and music festivals downtown and on Siesta Key. Oh you asked about Alligators? visit Myakka State Park. Or visit old Florida and go to TRUE Island like Palm Island and visit Rum Bay bar and restaurant ( boat or Ferry required)or skip down to Boca Grande and catch a Tarpon or have a drink at the Pink Elephant just to name one local establishment. Or just stay local and Walk or Bike to Siesta Key #1 Beach! This 3 Bedroom, 2 Bath House with separate Guest suite- 1 Bedroom & 1 Bath, New Kitchen, Living area, washer/dryer with separate entrance and parking. is local to everything! Pool/Patio area with large fenced in yard. Small and medium size dogs allowed. What else could one ask for? ! Pictures expected to be updated by 12/31/24. Available Monthly, Seasonal and Annual Rental. Seasonal Rate $12,000/month. Short Term Rental, All applicable taxes apply. AVAILABLE APRIL 2025 FORWARD, SHORT TERM OR ANNUAL LEASE.

SARASOTA

6304 BEECHWOOD AVENUE

4 Beds

3 Baths

2,363 Sq.Ft.

$6,500

MLS#: A4628886

St. Armand's vacation rental in popular Kingston Arms! You can't beat this location, one block to beautiful LIDO BEACH and located just off the circle, you are right in the midst of all that St, Armand's has to offer, fabulous restaurants and wonderful shops to name a few! Two bedrooms, two baths, tile throughout, king in the master, two queen beds in the guest, both bedrooms are ensuite. You will love the newly remodeled kitchen with new cabinets and stainless appliances and the subway tile backsplash! End unit condo with a covered parking space just around the corner. New AC unit, new sliders and new furniture make this a great place to call home. There is a screened Lanai overlooking a quiet residential street and the community offers a lovely, heated pool and spa. No need for a car, hop on the fabulous BayRunner trolley over the Ringling Bridge to downtown Sarasota or take a guided Kayak tour We offer competitive weekly rates in the off-season, call for availability!

SARASOTA

500 S WASHINGTON DRIVE 14A

2 Beds

2 Baths

1,103 Sq.Ft.

$6,500

MLS#: A3942397

THE PERFECT CONDOMINIUM RIGHT IN THE HEART OF DOWNTOWN SARASOTA. Charming two bedroom, two bath condominium, all new laminate wood flooring throughout, offering the ideal layout which guarantees privacy for both bedrooms. King bed in the main bedroom and Queen bed in the guest room. The kitchen has granite counters and solid wood cabinets. Convenience blends with elegant design throughout the unit, the high ceilings, the open floor plan, and a terrace accessible from the master suite and living room. The location combines luxury and urban lifestyle; across the street from the library, walk to theaters, shops, restaurants and our magnificent Sarasota Bayfront. ONE HUNDRED CENTRAL has a 24/7 concierge service in this very secure building. Amenities are heated pool and spa, outdoor grill/entertaining area, a gathering room with a fireplace and caterer's kitchen, library room and a state of the art fitness center. SEASON IS DECEMBER-APRIL AT $6500 A MONTH, OFF SEASON IS MAY-NOVEMBER AT $4200 A MONTH. DOWNTOWN SARASOTA, VACATION RENTAL, LUXURY.

SARASOTA

100 CENTRAL AVENUE 620

2 Beds

2 Baths

1,115 Sq.Ft.

$6,500

MLS#: A4406251

Available January to April 1, 2026! Beautiful two bedroom, two bath spacious condo. Furnished lanai with view of the Harbor and the Intracoastal Waterway - rarely available! Fifty-five+ community. Easy walk to deeded beach access to Siesta Key, the Number One Beach in the Country! Heated Outdoor Pool and Spa, Saunas, Modern Clubhouse, Patio Seating Area on the canal and our own Siesta Harbor Fishing Pier. Boat slips available by applying to the office. The trolley stop is at the entrance of the complex. Walk to restaurants and bars, easy on and off the key! You Deserve Paradise!

SARASOTA

1250 N PORTOFINO DRIVE 102MAR

2 Beds

2 Baths

929 Sq.Ft.

$6,500

MLS#: A4522405

#A4605587

SARASOTA

446 CANAL ROAD 5

2 Beds

1 Baths

704 Sq.Ft.

$6,500

MLS#: A4605587

RENTED FEB., MARCH., APRIL 2026: AVAILABLE APRIL THROUGH DEC. Abbey Model, largest of the verandas, available now, spacious and comfortable, king bed in the primary bedroom, TV mounted on the wall, Bay window, new vinyl flooring, adjoining master bath has twin sinks, soaking tub and glass walk in shower. The living room has a new sofa and love seat, large TV, and there are sliding glass doors that open to the glass-enclosed lanai featuring a gorgeous view of the lake and golf course. The kitchen is well stocked, has a cooktop stove, stone countertops, eating space in front of the windows, and is open to the dining area which is separated by the breakfast bar. There are two guest bedrooms and a guest bathroom. There are bikes in the garage and the heated community pool is a short distance from the condo. There is the opportunity to transfer the golf or social membership for a fee (contact clubhouse for the fee schedule) which provides access to the newly modernized Kipp Schultes-designed golf course, the pro shop, the well-equipped fitness center, and main heated pool. There are several Har-Tru lighted tennis courts and you will enjoy the many activities the country club has to offer like yoga, mahjong, and much more. The community borders the Legacy Walking and biking trail, is less than 15 minutes from Siesta Key beaches, shops and restaurants and you can be downtown Sarasota to enjoy the cultural and culinary activities Sarasota in known for.

SARASOTA

8901 VERANDA WAY 111

2 Beds

2 Baths

1,988 Sq.Ft.

$6,500

MLS#: A4631730

New on site 4 days ago

RARE OPPORTUNITY to RENT THE PENTHOUSE. 3 BEDS/2.5 BATHS full size washer/dryer and a roof top deck with panoramic views available September 2025 stay for a year, 2 or 3+ owner wants this beautiful turnkey home with a BOAT DOCK (no lift yet)RENTED LONG TERM. Owner open to lift discussion. You will enjoy Penthouse end unit in Boca Siesta is located in the heart of Siesta Key the #1 Beach in the U.S.! This gem can be rented Annually. This turnkey unit is fully furnished. Boasting endless amounts of natural light from nearly every window. Impeccable views of the Intracoastal waterway. The spiral staircase in the Florida room leads to the roof top deck where you can enjoy a glass of Champagne while basking in the roof top jacuzzi watching the sunset over the Gulf. After a long day at the beach kick back with friends and family around the secluded outdoor fire pit. 3 outdoor grills are readily available to cook up your fresh catch. Luxurious Master Suite with separate shower and Jacuzzi tub. Recently updated gourmet kitchen w/ maple cabinets and granite counters w/ breakfast bar comes fully stocked for your enjoyment. If you to get some work done there are three working spaces in the unit. Clubhouse with tennis court and pool overlooking the intracoastal. Unit comes with all equipment to enjoy a game of tennis, pool and beach toys. There are two covered parking spaces and plenty of additional parking available for guests. Private pier that can accommodate up to a 25' boat. Deeded beach access directly across the street within short walking distance RARE OPPORTUNITY to RENT THE PENTHOUSE. 3 BEDS/2.5 BATHS full size washer/dryer and a roof top deck with panoramic views available May 1, 2025 stay for a year, 2 or 3+ owner wants this beautiful turnkey home with a BOAT DOCK (no lift yet). Owner open to lift discussion. You will enjoy Penthouse end unit in Boca Siesta is located in the heart of Siesta Key the #1 Beach in the U.S.! This gem can be rented Annually. This turnkey unit is fully furnished. Boasting endless amounts of natural light from nearly every window. Impeccable views of the Intracoastal waterway. The spiral staircase in the Florida room leads to the roof top deck where you can enjoy a glass of Champagne while basking in the roof top jacuzzi watching the sunset over the Gulf. After a long day at the beach kick back with friends and family around the secluded outdoor fire pit. 3 outdoor grills are readily available to cook up your fresh catch. Luxurious Master Suite with separate shower and Jacuzzi tub. Recently updated gourmet kitchen w/ maple cabinets and granite counters w/ breakfast bar comes fully stocked for your enjoyment. If you to get some work done there are three working spaces in the unit. Clubhouse with tennis court and pool overlooking the intracoastal. Unit comes with all equipment to enjoy a game of tennis, pool and beach toys. There are two covered parking spaces and plenty of additional parking available for guests. Private pier that can accommodate up to a 25' boat. Deeded beach access directly across the street within short walking distance.

SARASOTA

5911 MIDNIGHT PASS ROAD 601

3 Beds

2 Baths

2,260 Sq.Ft.

$6,500

MLS#: A4659864

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