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
4,595
# of Listings
2
Avg # of Bedrooms
$485
Avg. $ / Sq.Ft.
$874,399
Med. List Price

Browse Downtown Sarasota Real Estate Listings

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$250,000 - $500,000

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Over $5M

4595 Properties Found. Page 252 of 307.

This SEASONAL/SHORT TERM TURNKEY condo is overlooking 2 ponds and a golf course, beautifully furnished and ready to rent. This 2-bedroom, 2-bathroom unit is located on the second floor and has been fully renovated with slab quartz countertops, solid wood cabinetry, stainless steel appliances, a butler's pantry, laminate and tile flooring, and a walk-in shower in the guest bathroom. The primary bedroom has a queen bed while the guest room has two single beds, perfect for entertaining guests. The screened-in lanai offers a great opportunity to catch a sunset over the water view. The subdivision offers 2 heated pools and a variety of social activities provided by the HOA. The unit offers a fantastic location for shopping or heading out to any of the award-winning beaches in the area. You haven't experienced how wonderful winter can be until you spent it living the Florida lifestyle.
#A4658119

SARASOTA

4531 LONGWATER 16

2 Beds

2 Baths

1,228 Sq.Ft.

$3,800

MLS#: A4658119

AVAILABLE FOR SEASON 2026 $8,500/MONTH AND OFF-SEASON MONTHS 2025 AT $3,800/MONTH. UTILITIES INCLUDED. SIESTA KEY SPECTACULAR FULL BAY/INTRACOASTAL UNOBSTRUCTED VIEWS! BOOK YOUR BEACH GETAWAY NOW! Beautifully updated throughout Turnkey "top floor" Condo in this popular community of Sunrise Cove. Located on the southern end of Siesta Key, directly across the street from Turtle Beach! Upon entering the condo, you will immediately fall in love with the bright open plan dining and extended living room, all tastefully furnished and decorated. The fully equipped kitchen has quartz counters, custom cabinets and new stainless-steel appliances. The Master Bedroom has plantation shutters and more amazing views of the bay, the Master Bathroom was also expanded to provide more space and has a walk-in shower and single vanity. Luxury Vinyl in both the bedrooms and tiled throughout the living areas. Guest bedroom with queen size bed and walk-in closet, and the guest bathroom also has a walk-in shower and single vanity. From the front balcony you will have views of the Gulf, common laundry areas are on each floor, private storage lockers and a trash chute. Plus, 1 assigned parking carport in front of the building and additional guest parking. Sunrise Cove offers many social activities and amenities, which includes a large clubhouse with kitchen, billiards 2 tennis & 4 pickleball courts, fitness rooms, game room, club house, kayak racks, fishing docks, bayside picnic area with gas grills, 2 heated pools overlooking the Bay, and the Jr. Olympic pool is on a peninsula which juts out onto the Bay. Walk across the street the Turtle Beach Access, and you are right next door to Turtles Restaurant, and only .2 miles from the fabulous Ophelia's Bayfront Restaurant. There is a Free Trolley stop directly across the street from the complex, with free rides to the famous #1 Siesta Key Beach with its crystal quartz sand, Siesta Key Village where you will find shopping and restaurants. If you enjoy the nightlife, Siesta key village is where it's at! This is the absolute perfect island getaway. Don't let this one slip away!!
#A4588110

SARASOTA

8911 MIDNIGHT PASS ROAD 514

2 Beds

2 Baths

1,233 Sq.Ft.

$3,800

MLS#: A4588110

Located in Sarasota's highly desired Longwood Run community, this spacious 4-bedroom, 2.5-bath home offers a bright, airy interior and a functional two-story layout perfect for family living and entertaining. Enjoy easy-to-maintain laminate vinyl and tile flooring throughout – no carpet here! The home features two distinct living rooms: a private, enclosed space for quiet relaxation, perfect for a formal dining room, and an open-concept area that seamlessly connects to the kitchen and dining. Sunlight floods both spaces, with sliding glass doors opening to a backyard oasis. This outdoor haven boasts a sparkling, screened-in swimming pool, an expansive covered lanai with a grilling area, and ample space for lounging or outdoor dining, effortlessly blending indoor comfort with outdoor enjoyment. The heart of the home is a spacious kitchen with warm wooden cabinetry, elegant granite countertops, a center island breakfast bar, and an modern dark-finished appliance package. The dining area, seamlessly connected to the kitchen, is illuminated by stylish pendant lighting and benefits from abundant natural light, enhancing the bright and airy feel of the entire space. The main level includes a convenient first-floor bedroom, a half bath, and a laundry room, ideal for guests or a home office. Upstairs, the spacious primary suite offers a walk-in closet and an en-suite with a double vanity and large glass shower. The two other upstairs bedrooms feature ample closet space, ceiling fans, and large windows, sharing a full bathroom with a granite-topped vanity, tiled floor, and a shower/tub combo. This home also includes a two-car garage, providing ample parking and storage. The highly sought-after Sarasota location truly sets this home apart. Enjoy an exceptional Sarasota lifestyle just minutes from the world-class shopping and dining destination of UTC, offering an endless array of stores and restaurants. Its prime location also provides quick access to Sarasota-Bradenton International Airport (SRQ), recreational opportunities at Nathan Benderson Park, and I-75 for convenient travel to Sarasota's stunning Gulf beaches and beyond. 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.
#A4659376

SARASOTA

6077 MARELLA DRIVE

4 Beds

2 Baths

3,247 Sq.Ft.

$3,795

MLS#: A4659376

WHAT A BEAUTY! Completely remodeled, turnkey, beachfront condo with gorgeous Gulf views from your covered, screened patio. Enjoy the modern kitchen with stone countertops, sleek cabinetry, and modern appliances. The en-suite is a lovely retreat complete with an ample walk-in closet and roomy, sleek modern bath. The great room is spacious and beautifully appointed, with a convenient hallway half bath. Perfect for entertaining! Nothing will beat the views and sunsets from your patio. The Lido Ambassador is steps from the white sands of Lido Beach, providing private beach access. Plus, enjoy the sparkling pool complete with beach views. Convenient laundry facility on site, as well as fitness room and clubhouse. Unit also includes a covered parking spot. Enjoy the fine dining and shopping of St. Armand's Circle just moments away.
#A4619645

SARASOTA

800 BENJAMIN FRANKLIN DRIVE 504

1 Beds

1 Baths

1,002 Sq.Ft.

$3,750

MLS#: A4619645

***Weekly or Monthly Rental*** Monthly Rate: $7,500 (In Season), $3,500 (Off Season). Rate does not include Taxes, Cleaning or Fees. Call for availability. No Annual Rentals. Escape to this delightful 3-bedroom, 2-bathroom cottage, complete with modern amenities and a serene outdoor oasis. Perfect for families or groups, this rental includes a private salt water pool with outdoor bar, a cozy fire pit and a game area for endless entertainment. Whether you’re lounging by the pool or gathering around the fire pit, this home offers the ideal space for relaxation and fun. Location Perks: • Sarasota-Bradenton International Airport (SRQ): A quick 10-minute drive away for ultimate convenience. • Downtown Sarasota: Just 12 minutes from vibrant restaurants, shops, and cultural attractions. • John and Mable Ringling Museum of Art: Immerse yourself in art and history only 7 minutes from your doorstep. • Sarasota Jungle Gardens just around the corner, less than 5 minutes away. • St. Armands Circle: Discover unique boutiques and gourmet dining options within a scenic 15-minute drive. • Lido Key Beach: Only 15 minutes away with beautiful beaches • Siesta Key Beach: America’s #1 beach is only 20 minutes away This Chapel Street gem is your perfect home base for exploring Sarasota’s rich cultural scene, pristine beaches, and vibrant city life. Book your stay and experience the best of Florida’s Gulf Coast! This cozy 3-bedroom, 2-bath home comfortably accommodates up to 8 guests, making it perfect for family gatherings or fun with friends! Outdoor Bliss: Unwind poolside or in the pool, sip on refreshing drinks, and enjoy In the evenings, gather around the cozy fire pit for warm conversations under the stars. Take advantage of the outdoor grilling area for delicious barbecues. Extras Included: Your stay comes with complimentary beach umbrellas, chairs, and towels—no need to worry about extra rental fees! Plus, we provide a starter supply of toiletries and cleaning/laundry essentials. Come experience the laid-back paradise of the Charming Cottage Retreat—your unforgettable getaway awaits! Pool Heating is available for $20/day from November 1 through April 30 and must be purchased a minimum of 3 days prior to check in. Travel with confidence. The #PMIPurify program is implemented in every rental, providing a pristine clean for all guests. Travel Protection Insurance is offered, but optional.
#A4653666

SARASOTA

3843 CHAPEL DRIVE

3 Beds

1 Baths

1,348 Sq.Ft.

$3,750

MLS#: A4653666

3 month stay required. Available Jan-March. Come experience the peaceful and convenient lifestyle offered by this charming 2 bedroom, 2 bath villa located in the desirable Woodside South community. Tucked away in a quiet cul-de-sac, this home boasts mature landscaping that creates a tranquil park-like setting. Enjoy your morning coffee in the cozy dining area or spend your evenings relaxing on the lanai. Centrally located near dining, shopping, and beautiful Siesta Key Beach.
#A4655538

SARASOTA

7172 GREY SQUIRREL BOULEVARD 81

2 Beds

2 Baths

1,679 Sq.Ft.

$3,750

MLS#: A4655538

•.¸¸.•*´Coveted Downtown Location¨`*•.¸¸.•***Ground Floor End Unit*** This unit includes a 400 sq ft private courtyard, fully fenced with locking gates, and storage room - with courtyard the total square footage is over 1,100 square feet. Available June 1, 2025. Golden Gate Point is literally a glittering mini 22-acre peninsula that juts into Sarasota Bay. We invite you to enjoy a peaceful, tranquil & relaxing stay at the very unique and rare Peacock on the Point, located on one of the most exclusive streets in all of Sarasota: Golden Gate Point. This gateway to St Armand’s Circle, Lido Beach, and Longboat Key is a hidden jewel in the epicenter of the downtown Sarasota bayfront. Peacock on the Point is a 4-unit condominium building; each unit has been completely renovated & each with its own private entrance and private outdoor space. What makes Peacock on the Point so special is the outdoor space! It’s such an anomaly to have a charming free-standing building in a downtown location and with its own private courtyard, own private quad, own private gazebo an own private outside game room, as well as a Hot tub. Located in the heart of downtown Sarasota, POP is 2.9 miles to Lido Beach, is 7.5 miles to world famous #1 rated Siesta Key Beach, 2 miles to St. Armand’s Circle and just across the Street from the Ritz-Carlton! •*´¨`*•.¸Will Consider Mid-term Lease - Contact Agent for Mid-term Pricing¸.••*´¨`*•.Check out the video for details.
#A4654481

SARASOTA

161 GOLDEN GATE POINT 4

1 Beds

1 Baths

1,185 Sq.Ft.

$3,750

MLS#: A4654481

Available for seasonal or six months or longer. This very spacious 3 bedroom, 3 bath ranch style home has plenty of room in the living, dining, pool deck and kitchen areas. In of the most desirable locations in Sarasota! Nestled in the quaint area of Gulf Gate. The property backs up to a green field belt for added privacy. You are moments away from US 41 and plenty of retail , restaurants and the Gulf Gate Shopping District. Just moments over the Stickney Point bridge to the west is Siesta Key. The BEST beach in the world! Sparkling waters of the Gulf of Mexico are waiting for you! Stay here and make this the best winter getaway or summer vacation! Call for rates and availability. Rates vary from December -April and off season which is May - November. Pool resurfaced April 2025 . New Roof May 2025
#A4545188

SARASOTA

7336 BILTMORE DRIVE

3 Beds

3 Baths

2,502 Sq.Ft.

$3,750

MLS#: A4545188

Lovely condo in a great location in the heart of downtown Sarasota. Close to Whole Foods, coffee shops, theaters, Opera House, library, restaurants and fine dining. The condo is located on the amenity level which is an extension of your home, including a resort style pool, hot tub, fitness center, grilling area, theatre room and community gathering area. A 24-hour concierge on site a parking in a secure garage top off this luxury lifestyle. The condo is open and spacious with living room open to the kitchen, two separate bedrooms each with its own bath, covered terrace, and in unit laundry. The second bedroom is set up as an office with custom cabinets, and a daybed with trundle. Rent includes cable, internet, and water. Rate listed is for one-year minimum, seasonal rate is higher. Please contact owner with interest and inquiries.
#A4651678

SARASOTA

100 CENTRAL AVENUE C517

2 Beds

2 Baths

1,226 Sq.Ft.

$3,750

MLS#: A4651678

Welcome to 2260 Island Creek Road, a beautifully maintained 4-bedroom, 2.5-bath executive pool home located in the quiet, sought-after community of Shadow Oaks Estates in Sarasota. This spacious residence offers over 2,100 square feet of living space with a split floor plan, high ceilings, and abundant natural light. The open layout includes a versatile fourth bedroom that can easily serve as a home office or den. The modern kitchen features stainless steel appliances and solid wood cabinetry, while the primary suite includes a walk-in closet and a luxurious en-suite bath. Step outside to your private screened-in pool with serene water views—perfect for relaxing or entertaining. Recent updates include a new roof (2023), newer AC (2020), and a water heater (2021), ensuring peace of mind and energy efficiency. Nestled in a community of just 54 homes, this rental offers both privacy and a welcoming neighborhood feel. Located just minutes from I-75, the Celery Fields, shopping, dining, and Sarasota’s world-renowned beaches, this home delivers the ideal blend of comfort and convenience. Lawn and pool maintenance are included, and pets will be considered on a case-by-case basis. This is Florida living at its finest—available now for long-term lease.
#A4649797

SARASOTA

2260 ISLAND CREEK ROAD

4 Beds

2 Baths

2,961 Sq.Ft.

$3,750

MLS#: A4649797

Nestled into The Meadows is Longwater Chase. A small, quiet condo community with beautiful greenspace and access to the golf course. This lovely 2 BR / 2 BA, ground floor end unit sleeps up to 6. Comfortably arranged, you'll feel right at home here while you enjoy walking, bicycling, jogging, running, swimming, sunbathing, playing golf on either of the 2 award-winning scenic public golf course, shopping or heading out to any of the award winning beaches in the area. You haven't experienced how great winter can be until you spent it living the Florida lifestyle. The Meadows is located close to I-75, downtown Sarasota, University Town Center Mall and Benderson Park. It offers 1650 acres of open space, so you'll never feel crowded and it boasts an abundance of canopied oaks and more than 85 lakes and waterways, not to mention 14 miles of walking and bike trails for the fitness/nature enthusiasts. Utilities, cable or streaming tv and WIFI included. NO PETS/NO SMOKING. 3 month minimum stay required however. Association application and approval required (application fee is $100). RATES: DEC 1-APR 30: $3700 per month* // MAY 1 - NOV 30: $2500 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). 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.
#A4520213

SARASOTA

4648 LONGWATER CHASE 99

2 Beds

2 Baths

1,108 Sq.Ft.

$3,700

MLS#: A4520213

Discover modern downtown Sarasota living in this BEAUTIFULLY FURNISHED, boutique 2 BR/2.5 BA condo at Risdon on 5th, available for a 6 to 12 month lease with ALL UTILITIES INCLUDED. Completely move in ready and designed by Halflants + Pichette, the bright open layout features stone countertops, custom cabinetry, upgraded fixtures, and floor-to-ceiling impact glass framing views of the city skyline. The spacious living and dining area flows into a gourmet kitchen with recessed lighting, a breakfast bar, and ample storage. Both bedrooms have en suite baths—including a walk-in tile shower and walk-in closet in the primary suite—and custom closet shelving for effortless organization. Residents enjoy resort-style amenities: a heated rooftop pool, two bay-view terraces, a private Zen Garden, and secure covered parking. Situated on a quiet street in the Rosemary District, you’re just minutes from award-winning beaches, Siesta Key, St. Armands Circle, top restaurants, shops, galleries, and Sarasota Memorial Hospital. Schedule your private tour today!
#A4655002

SARASOTA

1350 5TH STREET 205

2 Beds

2 Baths

1,227 Sq.Ft.

$3,700

MLS#: A4655002

LOCATION, LOCATION, LOCATION!!Gorgeous light and bright villa available for an ANNUAL rental in the sought after community of Penshurst Park in the Meadows of Sarasota. This villa is not to be missed with it's upgrades, private courtyard entry way, open floor plan, split bedrooms and plenty of room to spread out. The villa has a very large living room with bonus space/dining room combination, desk nook, decorative fire place, soaring ceilings and plenty of space for multiple sitting areas plus big floor to ceiling windows to view a sparking lake and golf course views. The newly renovated kitchen has a hammered copper sink, stainless appliances, solid wood soft close cabinets, quartz counter tops and a center island. The primary suite has a large bedroom with lots of windows, room for a sitting space, custom walk in closet and an en suite bathroom with double sinks, walk in shower, garden tub and water closet. The guest bathroom has a tub/shower combination. The home has a laundry room with utility sink and a two car garage. The Meadows community has walking/biking trails, park like feel, community pool with hot tub, fitness center and pickleball courts. Close to beaches, downtown Sarasota, I75 as well as both Fruitville Road and University Parkway with all the shopping, grocery stores, coffee shops and much much more. Call today as this beauty will not last long!!!! HOME IS BEING RENTED UNFURNISHED. PHOTOS JUST FOR STAGING.
#A4658110

SARASOTA

4060 PENSHURST PARK

3 Beds

2 Baths

3,255 Sq.Ft.

$3,700

MLS#: A4658110

Greenfield Community - Single Family Home with NEW Pool and 2-Car Garage. AVAILABLE for MOVE IN after Aug 22nd. This beautiful one-story 3 bedroom + den, 2.5 bath home features a beautiful kitchen with stainless steel appliances adjoining the family room with a view of the pool (heated/electric) and backyard. Appliances new within last two years: water heater, one of two A/C heat pumps, refrigerator and microwave. The pool and spa include WiFi and app control capability. The pool enclosure is screened with a covered area for outside dining. Smart thermostats, smart washer and dryer, smart refrigerator. Easy and quick access to lots of shopping, dining and entertainment options. Legacy Trail is 1.5 miles from the property. First, last and security is required. Good credit (680+) and background and income of at least 3x the rent is required. Grounds maintenance, pool maintenance, trash pickup and pest control is included. One small dog is permitted under 35 lbs with a $500 refundable deposit. School district is Ashton Elementary, Sarasota Middle and Sarasota High. HOA requires community application to be submitted no less than 30 days prior to lease start date. Lindsay Leasing application takes typically 2-5 days.
#R4909487

SARASOTA

4454 HOLLYBROOK WAY

3 Beds

2 Baths

2,878 Sq.Ft.

$3,700

MLS#: R4909487

Ask about our security deposit alternative to help with the upfront move-in cost! Welcome to this stunning 4-bedroom, 3.5-bathroom home in the heart of Sarasota! Complete with bright and open spaces throughout, this home offers over 1,500 square feet of living space, a fenced backyard oasis, modern finishes, and much more! This vintage 60's block ranch home is the perfect time capsule, featuring luxury wood plank laminate flooring with sleek and modern elements throughout! The chef's kitchen features plenty of breathtaking elements, including multiple workstations with cherry-oiled butcher block and charcoal quartz countertops, exposed shelving, built-in shelving, two refrigerators, and two sinks! Appliances include a gas cooktop with a hood, a dishwasher, a microwave, and an oven. The kitchen flows seamlessly into the dining and living area, creating a cozy atmosphere for entertaining your invited friends! Step right from the kitchen into the spacious Florida room, featuring elegant wood plank laminate flooring and an abundance of natural Florida sunlight. Gaze out at your personal backyard paradise, boasting mature landscaping and a serene mini pond with a stone waterfall. After a long day's work, this is the perfect haven to relax and spend quality time with loved ones! Three bedrooms, each with their own en suite bathrooms, plenty of room for all your family members! As an added bonus, an additional room has been added to the home, located through the Florida room, ensuring everyone in the family has their own private space! A laundry room with washer and dryer, and a full bathroom complete the rest of this home. This home is perfect for entertaining both indoors and out. The stunning exterior features a screened-in front porch where you can savor your morning coffee, a covered back patio for gatherings, and plenty of space for your furry friends to run and play! Keep your car cool and protected with an attached 1-car garage and carport. A rear stand-alone shed is the perfect space for all your storage needs. Pets accepted, but no dangerous breeds. Location! Location! Location! Nestled across from Arlington Park, this home is only a 9-minute drive to the wonders of Downtown Sarasota and Marina Jacks! Arlington Park offers visitors a 50-meter lap pool, outdoor and indoor basketball courts, tennis courts, a playground, an outdoor fitness gym, a half-mile walking trail, and a dog park! Surrounded by all things shopping, dining, and entertainment, you will never spend a dull day off with family and friends. Ryntal Property Management has partnered with Obligo a security deposit alternative to qualified renters! Call today for more information. Submit all applications to Ryntal Property Management ONLY! Qualifications: We run a complete background check that includes credit, income verification, prior landlord and eviction history. In terms of credit, we look at the entire picture as opposed to just the credit score, but in general, we do require a score over 550.
#A4655636

SARASOTA

2000 CRAFT LANE

4 Beds

3 Baths

2,950 Sq.Ft.

$3,700

MLS#: A4655636

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