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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

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 208 of 255.

Welcome to this beautifully maintained 2022-built single-family home in the desirable Windward at Lakewood Ranch community. Offering 3 bedrooms, 2 bathrooms, a den, and 1,861 sq ft, this home blends comfort, style, and functionality. The home is unfurnished and available for a 6–12 month lease, starting July 1st. Utilities are the responsibility of the tenant. (Gas, Power, Water, Wifi)

As you enter, you're greeted by a flexible den with French doors, perfect as a home office or a potential fourth bedroom. The home includes a 2-car garage and a well-appointed laundry room featuring a washer, dryer, utility sink, and lower cabinetry for storage.

The heart of the home is an open-concept living area that combines the dining room, living room, and kitchen, creating a bright and airy space ideal for relaxing or entertaining. The kitchen is outfitted with white cabinets, GE stainless steel appliances, and a gas range, offering both function and modern style.

The primary suite is privately located at the rear of the home and features two walk-in closets (one in the bedroom and one in the bathroom), double sinks, and a walk-in shower. The two additional bedrooms each offer walk-in closets and share a hall bathroom with a tub and a linen closet nearby.

Step outside to a screened-in extended lanai, where tall palm trees provide natural privacy, perfect for quiet evenings or morning coffee.

Windward is an amenity-rich community offering a resort-style lifestyle. Residents enjoy access to a clubhouse with social activities, resort-style pool, fitness center, walking trails, pickleball, and tennis courts. Located just minutes from Waterside Place, with its restaurants, shops, and lakefront entertainment, and only 20 minutes to downtown Sarasota and Gulf Coast beaches.

SARASOTA

2633 STAR APPLE WAY

3 Beds

2 Baths

2,521 Sq.Ft.

$3,650

MLS#: A4654734

PRIME LOCATIS NESTLED IN THIS PRIVATE MILLION DOLLAR ENCLAVE WHICH OFFERS TRANQUILLITY AWAY FROM THE BUSLE OF CITY LIFE. WALK TO GREAT RESTARANTS, SHOPS AND THE BAYFRONT. ENTER THE HOME TO A LARGE LIVING ROOM AND SOLID WOOD FLOORS THOUGH OUT. THE KITCHEN AND DINING AREA IS GENEROUSLY SIZED WITH A OUT DOOR PRIVATED PATIO FOR GRILLING. BOTH BEDROOMS ARE UPSTAIRS WITH THEIR OWN PRVATE BATHS WITH LARGE WALK IN CLOSET AND A OUTSIDE PATIO. IF YOUR LOOKING FOR A PRIME LOCATION CLOSE TO THE ACTION AND THE BAYFRONT THIS IS FOR YOUON IN THE THE MOST SOUGHT AFTER DOWNTOWN NEIGHBORHOOD IN THE ROSEMARY DISTRICT.THIS LIKE NEW KEY WEST-STYLE HOME I

SARASOTA

508 HOWARD CT

2 Beds

2 Baths

2,470 Sq.Ft.

$3,650

MLS#: A4658624

Unit available to rent August 2025- Dec 20, 2025. Rented Jan- March 2026. Available to rent April 2026 onwards. Only 3.5 miles to the world-famous sugary sands of Siesta Key Beach. Enjoy the Gulf of Mexico. Close to I-75, rte. 41, shops, restaurants, schools and hospitals. We are also connected by a foot bridge to Merchants Mart shopping center consisting of CVS, ACE hardware, take-outs, liquor store, and the famous Detwiler's Farm Market. Ashton Lakes is nestled on 33 acres of luscious greenery with 4 lakes, 2 tennis courts, shuffleboard, 4 pickleball courts, 2 heated pools, and the large pool with lap lane. This turnkey unit is on the 2nd floor of a 2-story building, with cathedral ceiling, garage, a screened lanai overlooking the lake. Very quiet and relaxing. Bright and airy. Rent includes all utilities, wi-fi and basic cable and use of amenities. No pets. 13% tax, $200 cleaning fee and a refundable security deposit of $1000. No 13% tax if rented for 6 months and a day. Welcome to Ashton Lakes & Sunny Sarasota.

SARASOTA

5555 ASHTON WAY 5555

2 Beds

2 Baths

1,352 Sq.Ft.

$3,600

MLS#: A4606045

Amazing 2 bedroom 2 bathroom upgraded condo just over the bridge from Siesta Key. One of America's most beautiful beaches known for it's soft sand. All you need is your swimsuit and toothbrush. This complex has lots to offer. Two heated pools, one of witch overlooks Little Sarasota Bay. There you will be able to enjoy watching the boat traffic and yes dolphins! Tennis courts, shuffle board, pickle ball, fishing piers. Hop on the bikes or walk over the bridge. Where you can enjoy the beach, lots of great restaurants, and shops that Siesta is known for. Hurry, this will not last long!

SARASOTA

1624 STICKNEY POINT 107

2 Beds

2 Baths

1,016 Sq.Ft.

$3,600

MLS#: N6112262

Welcome to your ideal Siesta Key retreat! This charming 2-bedroom, 2-bath condo comfortably sleeps up to 6 guests and is just a short walk from the world-famous Siesta Key Beach. Whether you’re looking to relax or stay active, this inviting property offers everything you need for an unforgettable vacation.

The Space:
Step inside this peaceful condo featuring a spacious main bedroom with a luxurious king bed, vaulted ceilings, and serene water views. The main bedroom also includes a private ensuite bathroom for added convenience. The second bedroom offers two cozy twin beds, while a loft area with a queen bed provides flexible sleeping or a quiet spot to unwind.

Enjoy morning coffee or evening breezes on the covered, screened porch overlooking the water and boat harbor. The open living area flows into a fully equipped kitchen with a bar seating area—ideal for casual meals or entertaining.

Guest Access & Amenities:
Guests have access to a private attached garage for secure parking, a heated swimming pool, and a tennis court for friendly matches. Boating enthusiasts will appreciate the private boat dock on the property. For outdoor gatherings, the covered pavilion with BBQ grills is perfect for cookouts and socializing.

Explore the neighborhood with two complimentary bicycles provided, and relax at the beach with a beach umbrella and seven chairs included. Siesta Key Public Beach is just a short stroll away, offering soft white sand and crystal-clear waters.

The Neighborhood:
Located in the peaceful Harbour Towne community, this condo puts you close to all Siesta Key has to offer. The vibrant Village on Siesta Key is nearby, featuring unique shops, diverse dining options, and regular live events. Near the South Bridge, you'll find convenient shopping and a variety of restaurants from casual to upscale.

Enjoy beach volleyball, tennis courts, playgrounds, picnic areas, and the laid-back island atmosphere all within easy reach. Whether you want to lounge on the beach, savor fresh seafood, or explore local culture, this condo is your perfect base for experiencing Siesta Key’s natural beauty and charm.

Professionally hosted & part of the SV Collection — a handpicked portfolio of unique vacation homes across Siesta Key.

Property Manager has the most updated availability calendar available.

**PLEASE NOTE** Rates vary by month/season. Additional fees and taxes apply. During the months of January, February, and March, check-in & check-out dates are only allowed on the first and last day of those months.

SARASOTA

1255 DOCKSIDE PLACE 211

3 Beds

2 Baths

1,737 Sq.Ft.

$3,600

MLS#: A4660925

If you're looking for a friendly, modern and spacious open floor plan where the kitchen
opens to the living and dining area allowing your loved ones to unwind and spread out then look
no further. Location convenient access to Sarasota's best beaches including
the #1 rated Siesta Key beach, Lido Beach and downtown Sarasota all nestled in the heart of a highly
desirable Arlington Park neighborhood. Updated and furnished in 2024 3 bedrooms
and 2 baths.
Rates are based on season and length of stay. Available for weekly, monthly or seasonal rentals. Six months or longer can be considered. Contact agent for details on availability and rates.

SARASOTA

2431 LOMA LINDA STREET

3 Beds

2 Baths

1,254 Sq.Ft.

$3,600

MLS#: A4624205

#A4663347

SARASOTA

9043 DUANY LANE

4 Beds

2 Baths

2,389 Sq.Ft.

$3,600

MLS#: A4663347

THIS IS IT!!! A Gorgeous Condo Is NOW Available for ANNUAL AND OR SEASONAL RENTAL AVAIABLE. THE PRICE LISTED IS FOR A SEASONAL RENTAL. THERE IS SEPARATE PRICING FOR AN ANNUAL RENTAL. GREAT LOCATION!!! - MINUTES FROM THE WORLD CLASS SIESTA KEY BEACH! This Turnkey, Fully Furnished 3 Bedroom 2 Bathroom Condo offers stunning lake views that can be viewed throughout most of the condo. The 1,551 Sq Ft spacious dwelling offers an OPEN CONCEPT in the TV/Dining Room, a beautiful Office/Den, an Eat-In Kitchen, an intriguing Foyer, Detached Garage, Pool and Tennis courts. Shopping surrounds this sought after Ashton Lakes Community, which is only 15 to 20 minutes from downtown Sarasota. The water views are amazing and in abundance whether you're staying at the condo and or traveling throughout the Gulf Coast area. The Legacy Trail provides bicycle, walking and or jogging enthusiasts a great path with many access points and bathrooms. Great services, restaurants, shopping, arts, theatres, The John Ringling Museum, nature preserves, boat rental access abound between Sarasota & Manatee County!!! GREAT SEASONAL VACATION AND OR ANNUAL RENTAL SPOT OFFERING SUN & FUN!!!

SARASOTA

5553 ASHTON LAKE DRIVE 5553

3 Beds

2 Baths

1,774 Sq.Ft.

$3,600

MLS#: A4596496

Available Sept. 1 partially furnished townhouse in Payne Park Village! This beautiful three-story townhouse built in 2022 has a fenced-in yard and front patio. Upon entering you will find a first-floor bedroom with en-suite bath. The second floor is an open concept living room, dining room, large kitchen, powder room and balcony. The third floor has a primary bedroom/bath suite and third bedroom. The kitchen has quartz countertops, stainless steel appliances and range hood. The home also has a two-car attached garage. The location in downtown Sarasota is across the street from 29-acre Payne Park with tennis courts, playground and more. Payne Park Village has a community pool and spa, and direct access to Legacy Trail. The location is convenient to downtown Sarasota shopping, dining, and entertainment. Or you can hop on the Bay Runner which stops nearby Payne Park for a trip to St. Armands Circle and Lido Beach. Please call now for a private showing.

SARASOTA

2353 LINDSTROM STREET

3 Beds

3 Baths

2,567 Sq.Ft.

$3,600

MLS#: A4659274

LIDO TOWERS!!! Highly sought after SIXTH Floor 2 bedroom 2 bath condo in Lido Towers. Secure Building with Lido Beach Access. Enjoy the Beautiful Sunsets from the Sparkling Sandy Beach Across the Street. Lido Towers features a Heated Pool and Jacuzzi, BBQ on the Patio, Sauna, Clubhouse, Laundry Room on Each Floor, Guest Parking, and a Secure, Gated Building. Kayaking available one block away. Walk to Famous St. Armands Circle to Dine at the wonderful Restaurants or Shop in the Boutiques. Downtown Sarasota just a short drive away.

Condo available August-November 2023 - $3250

SARASOTA

1001 BENJAMIN FRANKLIN DRIVE 608

2 Beds

2 Baths

1,224 Sq.Ft.

$3,550

MLS#: A4519907

A BOATER'S PARADISE! THE BEST OF THE BEACH AND THE BAY!! Great canal front first floor condo with large deck! Best of both worlds - across the street from Siesta Beach and a gated bayside community open to the intracoastal. Large kitchen with granite countertops, open to living/dining room. Bonus Florida room with plantation shuttered sliders that recess for an open air concept. Two bedroom, each with it’s own bath. Master has a king bed, guest room has two twins. This condo has one of the few large decks with plenty of room for entertaining with a view of the canal. One car attached garage and a guest parking spot right across from the unit, additional parking available by the pool. Active social community with a clubhouse, heated pool and spa, pickleball/tennis courts. Covered area with charcoal grills. Gas grill in garage (owners like to have parking lot happy hours!) or take the free trolley to Siesta Village and enjoy the shops, restaurants, and nightlife!
There is a fishing dock with cleaning station as well as a short term guest boat space. Owner has a deeded boat slip with lift that might be available for an additional fee. Boat slip holds a 25’ boat with motor, lift is 13,000 lbs. Other bigger slips may be available for up to a 40' boat.
**Pricing negotiable depending on length of stay.** In Season $6900.

SARASOTA

1269 DOCKSIDE PLACE 115

2 Beds

2 Baths

1,687 Sq.Ft.

$3,550

MLS#: A4645000

This is one of those special properties that only comes on the Rental market once in awhile. This immaculate 3BR/3BA private home is situated on 1/2 acre - completely private. The third bedroom can be an office with a built in desk or en suite. This spectacular home features: updated gorgeous kitchen, amazing wood and slate flooring, updated appliances, sitting bar, dining area, open floor plan, indoor laundry (washer/dryer included), and stunning open beam ceiling. The master suite is private and has built ins and a fantastic bathroom. The other bathrooms are all beautifully updated with granite and slate as well. Oversized large lanai area with an above ground spa. The grounds are maintained by the Landlord. This is truly a special home. The owner is looking for a long term quiet tenants. There is a full credit, background, employment, and civil check on all tenants.

SARASOTA

3502 SUNBEAM DRIVE

3 Beds

3 Baths

4,361 Sq.Ft.

$3,545

MLS#: A4650351

15 month lease price. Currently offering 2 months free on a 13+ month lease term and 3 months free on a 22+ months lease term. Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. We warmly invite you to bring your client to Aster and Links, where our professional leasing team will showcase the unparalleled luxury of our community. From our stunning penthouses with rooftop terraces that boast unmatched views of the Sarasota skyline, to the meticulously designed interiors, every detail is crafted to impress. As you explore, our team will also share the charm of the vibrant downtown Sarasota neighborhood. Enjoy complimentary refreshments and a seamless, personalized experience that is sure to leave a lasting impression. We look forward to hosting you!

SARASOTA

1991 MAIN STREET Aster - B9

2 Beds

2 Baths

1,300 Sq.Ft.

$3,513

MLS#: O6292278

Adorable home built in 2021 in the heart of Sarasota. Designer furnishings from Crate & Barrel, West Elm, are blended with custom wood furniture. Situated in central Sarasota, Close to Siesta Key this spacious home is like new and designed to embrace indoor/outdoor living and entertaining. The short drive to Siesta Key, downtown, and the areas best dining makes this home the perfect location. A spacious lanai allows for great entertaining alongside a spacious deck for grilling. Upon entering the home, you will immediately notice the open floor-plan and vaulted ceilings filled with natural light. The kitchen has plenty of counter space and comes well equipped to cook a family meal after a day of fun in the sun. The primary bedroom includes a King sized bed as well as a private bathroom with walk-in shower, built-in dresser, and large custom closet. The secondary bedrooms share a bathroom, which includes a tub-shower. This home is thoughtfully filled with everything your family needs for a coastal beach getaway including games and beach equipment! The property is fully fenced with lush tropical landscaping. Guest will have private access to the entire property. Rental terms are flexible, open to longer leases. Furnishings can be adjusted to occupants needs.

SARASOTA

2933 MAIDEN LANE

3 Beds

2 Baths

2,217 Sq.Ft.

$3,500

MLS#: A4632386

Timeless Florida living, now available for lease in the heart of Sarasota. Welcome to 2118 Huntington Street, a beautifully maintained three-bedroom, two-bath single-family pool home offering timeless charm and relaxed Florida living in the peaceful enclave of Orange Grove Park. Ideally on nearly half an acre, this residence provides abundant space, privacy and convenience—all just minutes from downtown Sarasota, world-class beaches and top-rated schools. With nearly 2,000 square feet of interior living space, the home features a split floor plan for privacy, spacious living and dining areas, and a well-appointed kitchen for everyday use and entertaining. Sliding glass doors open to a screen-enclosed pool and tropical backyard oasis, ideal for enjoying sunny afternoons or quiet mornings under mature landscaping. Additional highlights include a two-car attached garage, ample storage, and a spacious primary suite set apart from the guest rooms. In Flood Zone X with no HOA restrictions, this property offers tenants added flexibility and peace of mind. Whether you're relocating, renovating nearby or simply seeking a tranquil retreat in central Sarasota, 2118 Huntington delivers comfort, space and style in one of the area’s convenient locations.

SARASOTA

2118 HUNTINGTON AVENUE

3 Beds

2 Baths

3,078 Sq.Ft.

$3,500

MLS#: A4660225

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