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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

4,281

# of Listings

2

Avg # of Bedrooms

$496

Avg. $ / Sq.Ft.

$880,007

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4281 Properties Found. Page 227 of 286.

Living is easy in this lovely 2 bedroom 2 bathroom condo on the 3rd floor at Stoneybrook Clubside 2. Located within the gates of Stoneybrook Golf and Country Club. Relax and enjoy the covenient and secure maintenance-free, active lifestyle community. The membership is transferable which gives you access to the kingdom. Conveniently located a short drive to Siesta Key, shopping, and dining. The list could go on for ever.

SARASOTA

9320 CLUBSIDE CIRCLE 2310

2 Beds

2 Baths

1,253 Sq.Ft.

$4,700

MLS#: N6121013

Welcome to an extraordinary vacation escape in the beautiful surroundings of Siesta Key. This exceptional two-story penthouse condo located in the waterfront community Sandy Cove offers an unforgettable vacation experience with a partial view of the breathtaking Gulf of Mexico!

With three-bedrooms, three-bathrooms and two outdoor seating areas, you can soak up the sun and enjoy the tropical breezes all day long! Inside, a fully equipped kitchen awaits you, ideal for culinary adventures or easy catering. Enjoy the spacious rooms complete with walk-in closets, providing plenty of space to comfortably accommodate your personal belongings.

Enjoy the beautiful decor with modern, coastal furnishings, adding to the serene and luxurious feel of the property, allowing you to fully embrace the beauty and relaxing atmosphere of the coast.

In addition to your private retreat, you can also take advantage of the community pool, a perfect spot to cool off or enjoy a refreshing swim.

Exceptionally located in the heart of North Siesta Key Village, this condo affords easy access to live music, shopping, and a fantastic selection of restaurants. Whether you feel like trying local seafood, exploring boutiques or simply enjoying the vibrant local music scene, the Village has something for everyone. Come experience the perfect balance of luxury, convenience, and the captivating beauty of the Gulf Coast in this exceptional Siesta Key penthouse condo.

SARASOTA

4900 OCEAN BOULEVARD 501

3 Beds

3 Baths

2,034 Sq.Ft.

$4,700

MLS#: A4593799

Available for rent in the gated community of Cassia at Skye Ranch, 9312 Tequila Sunrise Dr is a like new 2023 built home that offers luxury, comfort, and thoughtful upgrades throughout, including an extensive landscaping enhancement that elevates its curb appeal. Lightly lived in and meticulously maintained, this spacious home features 4 bedrooms, including a first-floor primary suite, 3.5 bathrooms, a dedicated office or den, and a large upstairs loft—perfect for today’s flexible living needs.

The gourmet kitchen is a standout with cushion-close cabinetry, a beverage center, counter-depth refrigerator, and high-end finishes. The open layout flows into the living area and out to a covered lanai with ceiling fans, creating an ideal space for relaxing or entertaining. The home is equipped with over $40,000 in structural and cosmetic upgrades, including a Ring doorbell, full security system, designer lighting and blinds, upgraded shower doors, motion-sensor lighting, and an LG washer and dryer with pedestals. The two-car garage features an epoxy-coated floor, a utility sink, and has never been used for parking.

For added convenience, a high-quality furniture package is available for tenants interested in a turnkey rental experience. This includes approximately $30,000 worth of furnishings and mounted flat-screen TVs.

Cassia at Skye Ranch is one of Sarasota’s most vibrant master-planned communities, offering resort-style amenities such as a clubhouse, pool with splashpad and lap lanes, spa, fitness center, rock climbing wall, indoor and outdoor sports courts, playgrounds, dog park, and miles of walking trails. A full calendar of social events is organized year-round by a dedicated Activities Director. The home is zoned for top-rated Riverview High School and the newly built Skye Ranch K-8 School located right next to the community.

This is a rare opportunity to lease an upgraded, move-in-ready home in one of Sarasota’s most desirable neighborhoods.

SARASOTA

9312 TEQUILA SUNRISE DRIVE

4 Beds

3 Baths

3,901 Sq.Ft.

$4,650

MLS#: A4657386

Price reduced

Annual Rental – PRICE REDUCED! Golf Course just completed remodel!!! Renovated & Move-In Ready! Welcome to this spectacular 4-bedroom, 3.5-bath pool home in the sought-after gated community of Misty Creek Preserve. Recently updated and thoughtfully designed, this residence combines elegance with everyday comfort. From the moment you arrive, the tranquil entry sets the tone with a screened pond, soribashi bridge, and soothing waterfall. Inside, enjoy fresh paint, new appliances, updated baths and kitchen finishes, stylish lighting, and custom window treatments. The open layout is ideal for both relaxation and entertaining. The family room, kitchen, and casual dining area flow seamlessly onto the covered deck, courtyard, and expansive pool area, creating a true indoor-outdoor living experience. The heart of the home is a modern kitchen with stainless appliances, perfect for everyday gatherings, while the adjacent living/dining area—with its electric fireplace—offers a warm setting for more formal occasions. The master suite is a retreat of its own with elevated ceilings, sliding pocket doors that open to the waterfall sounds, new carpeting, a spacious bath, and a generous walk-in closet. Guests will love their own private suite in a separate wing with two bedrooms connected by a Jack & Jill bath. A fourth bedroom with a private bath is perfect as a guest room, office, den, or fitness space. Additional features include a full-size laundry room with abundant storage and a 3-bay side-load garage, offering room for two cars plus a golf cart, workshop, bikes, and more. Community amenities include gated entry, nature preserve, park, sidewalks, clubhouse with restaurant, and security patrols. Golf memberships are available but not required. Lawn and pool care are included. Misty Creek Preserve offers convenient access to shopping, dining, I-75, beaches, golf, boating, and more. Well-behaved pets are welcome with vet records, pet fee, and owner approval. No smoking permitted. Rental Requirements: Background check, First/Last/Security deposit, Pet Addendum, and HOA application/approval. Call today to schedule your private tour!

SARASOTA

8356 MAREVA LANE

4 Beds

3 Baths

4,277 Sq.Ft.

$4,650

MLS#: A4662331

Welcome to The Heatherwood Haven! This delightful two-story, 3-bedroom, 2-bathroom townhome is located in the stunning community of Heatherwood, a subdivision of The Meadows Golf and Country Club, which offers miles of private walking and biking trails, and tennis courts, a gym, three golf courses, lakes, and pools. Come, relish in the gorgeous Florida sunshine! Upon entering the home, you will find yourself lost in the gorgeous landscaping and the pure tranquility this home offers. You will find the first out of three outdoor patios through the screened-in front lanai. There is enough seating for up to two. When entering the home, you will find a light and bright atmosphere. The dining table overlooks the living room and can accommodate up to six comfortably. Adjacent is the kitchen, which has all stainless-steel appliances. The spacious living room boasts expansive windows overlooking the outdoor paradise. There are two plush couches and a Smart TV. The primary bedroom has a king-size bed, a dresser, a chair, and sliding glass doors leading out to a private screened-in patio. Attached is the primary bathroom, which has three closets, a dual vanity, and a shower/tub combo with a detachable showerhead. As you take the stairs to the second floor, you will find the remaining two bedrooms and bathroom, leaving this the perfect space for your loved ones on vacation. The second bedroom has two-twin size beds with plenty of dresser space. The second bathroom has a large vanity with a shower/tub combo. The third bedroom has loft vibes! One set of bunk beds, one twin-size bed and one full-size bed, a full-size futon, and plenty of closet space for your personal belongings. From the third bedroom, you have a gorgeous view of the downstairs living room and backyard space. Time for the outdoor paradise! You will find the third patio that has an outdoor dining set for four. The expansive backyard space is perfect for entertaining your family and loved ones. Just a walk through the backyard, and you will find two stunning lakes. Come, see why people return to The Meadows yearly, making memories that will last a lifetime. House Rule: No smoking. No burning candles inside of lodging. No parties. Sorry, no pets. The Meadows Country Club offers seasonal memberships, which can be purchased directly from the clubhouse. There are four different membership packages to choose from. Your home away from home is only a 30-minute drive from the silky majestic sands of award-winning Siesta Key Beach, and you will enjoy fabulous shopping, entertainment, theaters, and a plethora of fabulous restaurants in St. Armand's Circle, Sarasota, Lido Beach and Longboat Key.

**Taxes and fees not included.

SARASOTA

3107 HEATHERWOOD LANE

2 Beds

2 Baths

1,646 Sq.Ft.

$4,622

MLS#: A4541564

Spectacular views from the enclosed lanai of this graciously appointed 2 bedroom 2 bath villa located in the Chatsworth Greene community in The Meadows. This beautiful villa has been updated with easy care flooring, custom cabinetry in kitchen and new appliances. The property is decorated with all the southern hospitality and charm needed to make your vacation here truly enjoyable. Located in the Heart of The Meadows and close to downtown Sarasota, the Suncoast's beautiful beaches, shopping, dining, Nathan Benderson Park and rowing facility and much more. Owner prefers NO PETS, this is a No-Smoking property.

SARASOTA

3881 CHATSWORTH GREENE COURT 20

2 Beds

2 Baths

1,928 Sq.Ft.

$4,600

MLS#: A4664393

SARASOTA'S PALM AIRE GOLF & COUNTRY CLUB Villa available for rent. The turnkey furnished villa has three bedrooms, two bathrooms, tile floors throughout, comfortable living room, dining room and a large kitchen. The primary bedroom has a king sized bed, walk in closet and en-suite bathroom with a stall shower. The guest bedroom has two twin beds. The second guest bedroom is set up as a den with two twin pull out sofa chairs. Roomy Screened LANAI overlooking the common green space and community pool. Great Location in Palm Aire Golf Country Club, with many shopping centers and Restaurants to choose from on University Parkway and the University Town Center. Just minutes from Downtown Sarasota and Lakewood Ranch Town Center. Call today as this will not last long.

SARASOTA

6986 W COUNTRY CLUB DRIVE N 6986

3 Beds

2 Baths

2,032 Sq.Ft.

$4,600

MLS#: A3964233

Fully upgraded light and bright turnkey furnished villa in Palm Aire. This beautiful and spacious villa has 1,756 square feet, two bedrooms, den/office with a pull out sofa, two bathrooms, large living room, dining room plus a sunroom. The kitchen has been upgraded, has stainless appliances, plenty of room for food preparation and a pass through to the dining room. The primary bedroom has a king sized bed, walk in closet, second closet and an updated en suite bathroom with a shower equipped with grab bars. The second bedroom has two twin beds. The guest bathroom is fully upgraded and has a tub/shower combination. The villa has ceramic tile floors in the kitchen and bathrooms and wood laminate throughout the living area. Home has a split floor plan, sun room with two sitting areas, full sized washer and dryer and a two car garage. Community amenities included: clubhouse with kitchen, pool, shuffleboard and a lending library.

SARASOTA

7093 FAIRWAY BEND LANE

2 Beds

2 Baths

2,556 Sq.Ft.

$4,600

MLS#: A4126551

Welcome to Relax Inn! This charming 3-bedroom, 2-bathroom single-level home is just 8 miles from the world-renowned Siesta Key Beach and 6 miles from Downtown Sarasota. The choice is yours for adventure! Next to this home is the Urfer Family Park, which provides playgrounds for children and teens, a fitness trail, and a 1-mile nature trail through pine Flatwoods. There is also a boardwalk that overlooks the wetlands. There is a picnic pavilion available for family reunions and much more! Siesta Key has become the go-to spot for adventure! Located in gorgeous Sarasota, FL, it is well-known for its powdery white quartz sand and has been rated the #1 beach in the USA for several years. You are only minutes away from quaint Siesta Key Village, which offers casual dining at places like the Daquiri Deck and The Old Salty Dog, as well as fine dining establishments and plenty of shopping. Upon entering the home, you will find a long driveway for ample parking along with gorgeous mature landscaping. An outdoor patio is by the front door, perfect for your morning coffee. Through the front door, you will find an open concept floor plan. The living room has two plush couches, an adjoining day chair, and a Smart TV. Adjacent is the kitchen, which has a large island with four barstools, all stainless-steel appliances, and gorgeous granite countertops. There is also a portable bistro table with two barstools for additional seating. Down the hall, you will find the bedrooms. The primary bedroom has a king-size bed, plenty of closet space, a desk for you to set up your remote office, and a Smart TV. The second bedroom has a set of bunk beds and offers plenty of space for your personal belongings. The bathroom has an updated vanity with a shower/tub combo. The third bedroom has a queen-size bed, a Smart TV, and plenty of closet space. The second bathroom has a large walk-in shower with a detachable showerhead. The outdoor oasis awaits. This expansive backyard is perfect for entertaining families and loved ones. There is an outdoor dining table that can accommodate up to six comfortably, two Adirondack chairs by the lovely fruit trees, and a swinging hammock for you to kick back and soak up that Florida sunshine. Come, makes memories that will last you a lifetime. House Rule: No smoking. No burning candles inside of lodging. No parties. Furry friends welcome, max 2, and require a $200 per pet non-refundable pet fee to be paid directly to the management company.

***Taxes and fees not included.

SARASOTA

5005 BEE RIDGE ROAD

3 Beds

2 Baths

1,151 Sq.Ft.

$4,562

MLS#: A4545324

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.

SARASOTA

4420 CHASE OAKS DRIVE

2 Beds

2 Baths

1,946 Sq.Ft.

$4,500

MLS#: A4637474

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.

SARASOTA

329 BERNARD AVENUE

4 Beds

3 Baths

2,565 Sq.Ft.

$4,500

MLS#: A4631916

#A4636241

SARASOTA

5610 RAIN LILY COURT

3 Beds

3 Baths

3,373 Sq.Ft.

$4,500

MLS#: A4636241

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.

SARASOTA

1318 SIESTA BAYSIDE DRIVE C

2 Beds

2 Baths

1,280 Sq.Ft.

$4,500

MLS#: A4591694

#A4648659

SARASOTA

2504 S MILMAR DRIVE

3 Beds

2 Baths

1,839 Sq.Ft.

$4,500

MLS#: A4648659

***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.

SARASOTA

7624 BERGAMO AVENUE 4B

3 Beds

2 Baths

1,866 Sq.Ft.

$4,500

MLS#: A4639026

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