One of the most popular communities provided by {{page_data.agentName}}

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

3,823

# of Listings

2

Avg # of Bedrooms

$488

Avg. $ / Sq.Ft.

$873,531

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

3823 Properties Found. Page 207 of 255.

Location, location, location! This property is conveniently positioned on cul-de-sac, close to Tamiami Trail (just East of US 41), near Siesta Key and Lido Key Beaches, downtown, shopping, an exceptional dining options, and in A-rated school districts. Unique family home, featuring wide paved driveway, 1 car garage, private, fenced backyard with open pool, seating arrangement under the pergola and firepit to enjoy during cold nights. Boaters be aware! Extra wide fence gate leads to a parking space for a boat or trailer on the left side of the house behind the fence. 3 bedrooms with a split floor plan and 2 bathrooms offer plenty of storage space, travertine and wood floors throughout, built ins, 2 walk in closets, kitchen with a breakfast bar, pantry closet, reverse osmosis water, and granite counters. Living room and master bedroom French doors will lead you to the spacious pool area with inviting space under the pergola. Master Bath features jet tub and separate shower. This house was remodeled and very tastefully decorated not a long time ago. Furniture and decorations are optional; it can come fully furnished and stocked with all you need or it can be removed! No HOA! 6+ month rental is preferred, but the owner would consider month to month and seasonal, too. Please inquire about monthly and seasonal rental rates. $ 150 application fee for long term. Long term tenant is responsible for all utilities.

SARASOTA

2115 ALVARADO LANE

3 Beds

2 Baths

2,922 Sq.Ft.

$3,800

MLS#: A4652157

Location, Location, Location! Want an almost new home in Always Popular Hammock Preserve? Here's your chance to be one of the first to occupy this beautiful Palmer Ranch area 3 bedroom, 2 bath plus den home with a 2-car garage in the amenity-rich community of Hammock Preserve. Indoor maintenance is a breeze also with a bright open floor plan and tile throughout. The foyer opens up to the kitchen with a walk-in pantry, and a beautiful large island with seating adjacent to the dining area. The spacious gathering room has coffered ceilings with sliding doors out to the covered lanai overlooking the private back yard. The owner's suite has a large walk-in closet and bathroom with a shower and dual sinks. The den/flex space has French doors. Built by DiVosta, this is an active, maintenance free, luxury lifestyle community with well-rated schools. Each home is lushly landscaped with automatic sprinkler system. The Clubhouse in this active community contains a social room where residents can meet to play cards, games, book discussions and hobby groups, fitness center and bar area or relax and enjoy the community fire pit on cooler evenings with neighbors. Hammock Preserve also features a resort-style pool and spa. Enjoy time with family and friends by scheduling a game of tennis, pickle ball or bocce ball. Take a nice long walk through the community or enjoy evenings by the community fire pit. Hammock Preserve is close to shopping, grocery stores, Costco, banking, medical offices and hospitals. The Legacy Trail is minutes away and used for biking and hiking from Sarasota to Venice. World famous Siesta Key Beach is just about 10 miles away and there are many golf courses to choose from in the area. Hammock Preserve, just off Honore Avenue, is close to I-75 and US 41 for easy access and commutes.

SARASOTA

5748 BAY PINE WAY

3 Beds

2 Baths

2,756 Sq.Ft.

$3,800

MLS#: A4656123

Cute and Cozy, ground floor 2-bedroom 2 bath condo in The Meadows is the perfect place to spend your winter vacation. Full of charm and decorated with a definite vacation feel from tropical paintings to the soft and mellow tones of the furnishings. Guest bedroom is equipped with a desk workspace and has a queen-sized Murphy bed that is perfect for occasional guests. Glass enclosed lanai is just the right spot to enjoy your breakfast or lunch while watching the action on the golf course. Situated in the "Heart of The Meadows" close to shopping, dining, beaches and the UTC Mall. Please no pets / this is a no smoking property.

SARASOTA

5136 HARPERS CROFT 11

2 Beds

2 Baths

1,164 Sq.Ft.

$3,800

MLS#: A4626932

Turnkey Furnished Rental – Available Seasonally & Off-Season. Experience resort-style living in this immaculate 2BR/2BA “End-Unit” villa in the heart of the beautiful Meadows, surrounded by lush, paradise-like landscaping and top-tier amenities. Enjoy stunning long garden views from the screened-in lanai, equipped with new sunshades, just a short stroll from the pool. The sunny and warm yellow living room creates a bright, inviting atmosphere, radiating good energy and making it a truly happy place to unwind. It seamlessly flows into the updated open-concept kitchen, perfect for both relaxation and entertaining. The kitchen features wood cabinets, granite countertops, an undermount sink, new faucets, dishwasher and stainless-steel appliances. Additional upgrades include Ceiling fans, additional lighting, Chandelier, mounted TV, Window coverings, updated shower doors, and Closet shelving for added storage. As you arrive, a beautifully enlarged front courtyard with brick pavers and lush landscaping warmly welcomes you. Prime Location: Minutes from Lakewood Ranch, Nathan Benderson Park (home to world-class rowing events premier sports fields), and stunning world-class beaches. Very close to shopping, dining, and entertainment at Downtown Lakewood Ranch and UTC Mall. Easy access to I-75, Sarasota Airport, Tampa International Airport and St. Petersburg. Your slice of paradise awaits!

SARASOTA

5256 MYRTLEWOOD ROAD 22

2 Beds

2 Baths

1,192 Sq.Ft.

$3,800

MLS#: A4646403

Impeccable in style, this 3-story townhouse has 4 bedrooms and 3 full baths and will be ready for occupancy on February 1! The stunning kitchen has GE cafe appliances including an induction cooktop, quartz countertops, and stainless steel appliances. 10' ceilings, a private elevator and a view of the water add to the incredible ambiance! This home is built to the latest hurricane codes with impact windows. This gated community is a short distance to Siesta Key beach, downtown Sarasota and Venice and offers a heated pool, fitness center and clubhouse. You have a beautiful water view from your screened balcony for your enjoyment and relaxation. UNFURNISHED and READY FOR OCCUPANCY!

SARASOTA

5569 CANNES CIRCLE

4 Beds

3 Baths

2,794 Sq.Ft.

$3,795

MLS#: A4595715

This is a beautiful 3 bedroom 3 bath pool home at the end of the Cul-de-sac in the gated Golf and Tennis community of Serenoa. This home sits on a lushly landscaped half-acre lot with a lake at the rear of the property and has a side entrance 2 car garage. This home features an open floor plan, cathedral ceilings, tile and wood floors, a family room with a floor to ceiling stone fireplace, and formal living and dining area. The kitchen has an island with a glass stovetop, stainless steel appliances, a built-in stove, plenty of cabinetry, and a tile backsplash. The living room, dining area and master bedroom have access to the spacious patio and pool with spa and lake views. The master bedroom has its own access to the patio and his/hers walk-in closets. The ensuite master bathroom has a garden bath with a separate walk-in shower. There are two additional spare bedrooms and two additional spare bathrooms. Both bathrooms feature walk-in showers.There is a pantry near the kitchen that also has a washer, dryer, and access to the 2 car garage. The community of Serenoa Lakes has an optional annual golf membership at Serenoa Golf Club. The community is located near Twin Lakes Park, dining, shopping, medical facilities, major roadways, and award-winning beaches. We score every application. If an application doesn’t score high enough, the resident may be required to place the equivalent of two months’ rent in a security deposit. Please be aware that leasing this property includes a non-optional Home Assistant Services Package that will cost an additional $30 per month. These services and their cost are separate from Tenant’s monthly rent payment and all other payments described in the Lease or any separate Lease addendums. The Home Assistant Services offered are described in the Resident Welcome Packet which can be viewed here: www.sarasotamanagement.com/home-assistant/

SARASOTA

6809 ERICA LANE

3 Beds

3 Baths

3,768 Sq.Ft.

$3,795

MLS#: A4664103

#A4667946

SARASOTA

8440 SKYE RANCH BOULEVARD

4 Beds

3 Baths

2,582 Sq.Ft.

$3,750

MLS#: A4667946

3 month stay required. Available Jan-March 2026.

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.

SARASOTA

7172 GREY SQUIRREL BOULEVARD 81

2 Beds

2 Baths

1,679 Sq.Ft.

$3,750

MLS#: A4655538

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.

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.

SARASOTA

3843 CHAPEL DRIVE

3 Beds

1 Baths

1,348 Sq.Ft.

$3,750

MLS#: A4653666

Lido Beach gulf-front vacation condominium, book your dream vacation now! So close you can almost kiss the sand. No time to travel? Escape to gorgeous Lido Key. Four sliders open onto the expansive view of the sugar sand beach from the finished Florida room. You will never want to leave this two-bedroom, two-bath condominium in the Mark Twain. King in the primary bedroom, a full bed and one twin bunk bed in the second. Fully equipped kitchen, dining for six or more, over 1,500 square feet under air. The Mark Twain offers beach chairs, a communal cabana and Wi-Fi. St. Armands Circle is close by with many shopping and dining options and just over the Ringling Bridge all the arts, culture, shopping and dining that downtown Sarasota offers await you! (All rates are plus taxes and fees.) Please note the Mark Twain community sustained significant damage, this unit was not impacted, but work will be ongoing throughout the first-floor units. (Booked 2/1/26 to May 12, 2026). NEW RATES FOR NOVEMBER AND DECEMBER 2025 ARE $3200 A MONTH, PLUS TAXES AND FEES.
JANUARY 2025 IS $5900 PLUS TAXES AND FEES, MAY THROUGH OCTOBER 2026, $3750 A MONTH PLUS TAXES AND FEES, NOVEMBER AND DECEMBER 2025 IS $4500 PLUS TAXES AND FEES.

SARASOTA

1336 BENJAMIN FRANKLIN DRIVE F2

2 Beds

2 Baths

1,596 Sq.Ft.

$3,750

MLS#: A4663951

The Row Waterside in Lakewood Ranch is a rental community located in Sarasota County. These spacious studio, one, two and three bedroom apartments and two and three bedroom townhouses, are full of the modern conveniences and amenities that you would want in your rental. Every unit in this community offers beautifully done finishes with open concept layouts, contemporary lighting fixtures, custom cabinetry, gourmet kitchens with executive chef undermount sinks, energy efficient and stainless appliances and full-sized washer and dryers. The townhouses have their own attached 2-car garages. These are just a few of the many features you will have in your apartment or townhouse. The Row Waterside also allows up to two pets per apartment. You will have full access to all the amenities this community has to offer, a resort-inspired swimming pool, full-size grilling options with lounging areas by the pool, poolside gaming area with cornhole, state-of-the-art fitness center, movie theater, cyber café, pet spa, gourmet coffee bar, private conference rooms, the amenities list is endless at The Row. Located within walking distance of Main Street in Waterside, you will find endless shopping, restaurants, and entertainment. (Minimum 7-month leases are available (Pricing varies on shorter terms). Up to 6 WEEKS FREE on select units AND $99 "Look and Lease" with reduced admin and application fee at move in!!!

SARASOTA

1420 LAKEFRONT DRIVE TH-205

2 Beds

2 Baths

1,493 Sq.Ft.

$3,730

MLS#: A4638388

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.

SARASOTA

4648 LONGWATER CHASE 99

2 Beds

2 Baths

1,108 Sq.Ft.

$3,700

MLS#: A4520213

Rarely Available- 4 Bedroom, 3 full baths, Pool home in the beautiful neighborhood of Palm Aire! Gorgeous, landscaped yard and screened in heated pool, all included in the rent. When you enter through the front door you are greeted with High coffered ceilings and stunning views of the pool and meticulously maintained landscaping. The kitchen is a chef's dream with a 5-burner Gas range, new appliances, wood cabinetry, Corian countertops and breakfast bar. The open floor plan seamlessly blends indoor and outdoor living space, featuring expansive living areas that flow effortlessly to a screened lanai and sparkling pool, perfect for entertaining or relaxing. The primary bedroom is a large oasis with 2 walk-in closets, a large soaking tub, separate shower stall, dual sinks and access to the lanai and pool. Other features include a New roof, hurricane shutters, expansive screened lanai with grill area and heated pool. Community pool, tennis/pickleball courts, playground, basketball court, grill area with a granite bar for entertaining is just a short stroll away. Best location-near everything!! Take your golf cart to Palm Aire country club or enjoy the UTC mall and multiple restaurants which are 5 minutes away. Also close to SRQ airport, I-75 and 20 minutes from several famous beaches. Make your appointment for this Annual rental today!

SARASOTA

5368 CREEKSIDE TRAIL

4 Beds

3 Baths

3,417 Sq.Ft.

$3,700

MLS#: A4661039

Located in beautiful Pelican Cove. Come and stay and watch the sunsets. Located minutes from Siesta Beach, voted #1 in USA. This condo is a ground floor end unit. The floor plan is actually a three bedroom but set up as a two bedroom with a den (No sleeper sofa). Unit has been renovated and includes granite counter tops. Has a garden view, inside utility which includes washer and dryer. No Pets, No Smoking. Vehicle Restrictions, No Trucks, Trailers, Recreational Vehicles, Golf Carts, Motorcycles, Commercial Vehicles. Gated community with 24 hour guard at gate. Two month minimum per condo association.

SARASOTA

1700 GLENHOUSE DRIVE 305

3 Beds

2 Baths

1,576 Sq.Ft.

$3,650

MLS#: A4188517

1 ... 205 206 207 208 209 ... 255

Buyers resources

7 Reasons to Work with a Realtor

7 Principles For Home Buying Success

Getting a Mortgage To Buy a Home

Home Hazards Awareness

Key Items For Home Inspection

Questions When Buying a Condo

Questions When Choosing a Realtor

Sellers resources

8 reasons to work with a realtor

Calculating Capital Gains

Checklist for Better Showing

Cleaning Home For Sale

Improving Odds Of an Offer

Preparing Home for photoshoot

Selling Your Home for More $$

Buyers resources

BUYERS RESOURCES

Sellers resources

SELLERS RESOURCES

properties found. properties found. Page of .

- property

Send a message

Message successfully sent.

First Name

Last Name

Email

Phone

MLS Property Number

Your message

What is 3 + 4 ?

Reason for contacting?

Buying a home

Selling a home

Other

I agree to receive email communication and understand I can unsubscribe at any time.

Virtual Assistant

Would you like to take the next step with this property? We can help you schedule a showing or virtual tour, or send you more details.

Yes, I would like more information.

Thank You for Your Reply, One of Our Agents will contact you as soon as possible

No, maybe later.

Thank you, you can always contact me via email, phone number or through the contact form.

Realhub AI

Lucy - Your AI-Powered Realtor

Update Your Temporary Password

Accessibility Menu

Personalize your search

Enter your email and we'll notify you immediately when new listings match what you're looking for.

or enter email address

Email address (Must be valid)

Already have an account ? Login here

Continue your home search

Email address

First name First Name

Last name Last Name

Phone number (Optional)

Password

I agree to receive communications and understand I can unsubscribe at any time.

Already have an account ? Login here