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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

4,330

# of Listings

2

Avg # of Bedrooms

$481

Avg. $ / Sq.Ft.

$848,987

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4330 Properties Found. Page 119 of 289.

Welcome to paradise on Siesta Key! This delightful elevated first-floor one-bedroom, one-bath unit in the highly sought-after Gulf and Bay Club Bayside combines comfort, style, and unbeatable convenience—with no flood or storm damage.

Enjoy direct deeded beach access just across the street to world-famous Siesta Key Beach, and embrace true resort-style living with incredible amenities at your fingertips.

Step inside to an open-concept floor plan with a spacious living/dining area, a large eat-in kitchen, and a fabulous glassed and screened lanai overlooking lush tropical landscaping. The comfortable bedroom includes an updated bath, and the unit is complete with a private one-car garage, in-unit washer and dryer, and turn-key furnishings—ready for you or your guests. This is one of the largest one bedroom available on Siesta Key!

Important upgrades include a new electrical panel, AC, and water heater—all replaced in 2022, offering peace of mind and modern efficiency.

Gulf and Bay Club Bayside features:

Two resort-style pools
Tennis and pickleball courts
Newly renovated fishing dock
Walking paths, boat loading zones, and four BBQ areas
Clubhouse for private events
Freshly painted buildings with new metal roofs
This weekly-rental-friendly community also offers onsite management, making it an exceptional income opportunity for investors or those seeking a flexible-use property.

Location couldn’t be more attractive—cross the road for beach access, or hop on the free trolley to explore Siesta Key Village or South Siesta. Park your car and instantly feel like you're on vacation!

Live the island lifestyle at Gulf and Bay Club Bayside—where coastal charm meets modern convenience.

SARASOTA

1223 SIESTA BAYSIDE DRIVE 1223

1 Beds

1 Baths

1,110 Sq.Ft.

$499,900

MLS#: A4649775

Welcome to the Forest at Hi Hat Ranch- a place where nature and tranquility continue to exist. Now available is this spacious custom homesite which spans almost 4 acres and contains lovely trees and ample elbow room to unwind and enjoy peaceful surroundings. The Forest is a truly unique community, located on SR72, the conveniences of Sarasota are nearby but you might feel as if you're in a slice of old Florida. With 54 homesites, all from 3 to 5 acres, the Forest is a uniquely upscale acreage development. Purchasers may choose from a list of approved builders that includes Anchor, Rutenberg, John Cannon, Lee Wetherington, Nautilus, Neal Homes and Yoder Homes. Partner with any of these builder to create your ultimate acreage estate!

SARASOTA

9435 SWAYING BRANCH ROAD

None Beds

None Baths

3.98 acres

$499,900

MLS#: A4660437

A great opportunity to be part of the Florida lifestyle with this spacious 3 bedroom, 2 bathroom, 2 car garage single family home in very close proximity to the IntraCoastal waterway, Siesta Key barrier island, and Siesta Key beaches. This light and bright home features a larger driveway, recent exterior paint and a glass door enclosed front porch entryway, perfect for keeping visitors and deliveries protected from the weather and packages out of sight. The roof was replaced in 2024, the A/C was replaced in 2023, and the water heater was replaced. The upgraded kitchen has granite countertops, generous cupboard space, an open concept great room/dining/kitchen area with soaring ceilings, and beautiful floor tile throughout the home. The owner bathroom features an ample tiled "walk-in" shower with frameless glass enclosure and larger vessel sink. The 3 bedrooms are all generous in size, each with much sought after closet space. The expansive covered screened patio, open-air wood decking and exterior paver patio areas at the rear of the home provide additional entertainment areas to enjoy relaxing gatherings, grilling, a fire pit, or just simply enjoying the breeze. The large laundry/mud room is interior, conveniently located right off the kitchen and garage. This home is also in proximity to area hospitals and medical services, beaches, downtown Sarasota, the Legacy Trail, area golf courses, County parks, retail, dining, i75 and major highways. ** All room measurements are only approximate and not guaranteed; Buyer/Buyer representative must verify. **

SARASOTA

6738 AVENUE D

3 Beds

2 Baths

2,428 Sq.Ft.

$499,700

MLS#: A4655911

#A4656711

SARASOTA

2512 JAMAICA STREET

3 Beds

2 Baths

2,324 Sq.Ft.

$499,500

MLS#: A4656711

You are in luck! Chic Coastal Living is now possible, right in the Heart of Sarasota!

Nestled in the desirable South Gate community, this impeccably updated home blends modern elegance with timeless charm. From the moment you arrive, you’ll be captivated by its pristine curb appeal, accentuated by lush landscaping and swaying palms. Step inside to experience an airy, sun-drenched interior with stylish finishes and thoughtful renovations from floor to ceiling.

The open-concept living area features a newer roof, newer HVAC, newer hot water heater, luxury vinyl plank flooring, fresh neutral tones, and a stunning accent wall that adds character and depth to the space. A wall of PGT replacement windows bathes the home in natural light, enhancing the warm and welcoming atmosphere. At the heart of the home, the modern chef’s kitchen has been tastefully redesigned with sleek quartz countertops, bold black cabinetry, and an elegant pass-through bar, perfect for entertaining. Stainless steel appliances, upgraded fixtures, and a stylish glass-front display cabinet elevate the space, making meal prep a delight.

The spacious dining area is a true showstopper, boasting vaulted ceilings, dual French doors, and expansive backyard views. Whether hosting an intimate dinner or a festive gathering, this space seamlessly blends indoor-outdoor living. Retreat to the serene primary suite, a tranquil haven featuring plush carpeting, oversized windows, and ample storage. The secondary bedrooms are equally inviting, offering flexible spaces for family, guests, or a home office.

Step outside into your private oasis, where a fully fenced backyard provides both privacy and serenity. The large paver patio is perfect for al fresco dining, shaded under a chic umbrella, while tropical landscaping adds a touch of paradise. Whether enjoying your morning coffee or hosting an evening get-together, this backyard is an entertainer’s dream.

Additional highlights include a newer roof, updated HVAC and hot water heater, knockdown finished ceilings, and fresh paint. Situated on a quiet street, this home is just minutes from Downtown Sarasota, St. Armands Circle, and the world-famous Siesta Key Beach—ranked #1 in the U.S.!

Experience Florida living at its finest—schedule your private tour today before this gem is gone!

SARASOTA

2427 TULIP STREET

2 Beds

2 Baths

2,341 Sq.Ft.

$499,500

MLS#: A4643143

Welcome to Cozy Cove situated on the tranquil south end of Siesta Key. Tucked along the peaceful waters of Blind Pass near Turtle Beach, this charming 2 bedroom, 2 bathroom waterfront condo offers the ultimate blend of privacy, comfort, and coastal lifestyle. With only six units in the entire community, residents enjoy a rare sense of control and exclusivity. No neighbors above or below means quiet, uninterrupted living—a true sanctuary by the sea. Step inside to find a bright and inviting living space where large sliders bathe the room in natural light. Ceramic tile flooring flows throughout, making everyday maintenance a breeze. The spacious owner’s suite features its own private bathroom and balcony access, perfect for morning coffee with a water view. The guest bedroom is equally accommodating with a large closet and enough space for a queen bed or twin setup, ideal for hosting friends or family. Two full bathrooms and in-unit washer/dryer hookups add convenience to this already easygoing lifestyle. Outside, a serene pool area overlooks Blind Pass where manatees and jumping fish put on a show. Your own private dock and boat slip offer quick access to Little Sarasota Bay and the Gulf of Mexico—perfect for boaters and water lovers alike. The covered parking garage ensures your vehicle is protected, while the option for weekly rentals adds incredible value for those looking to invest or simply enjoy a vacation getaway with income potential. This unit also boasts a strong rental history. Located just two blocks from the sands of Turtle Beach, with restaurants and the Siesta Key trolley stop nearby, everything you need is within easy reach. Whether you’re looking for a peaceful retreat or a smart investment opportunity, this is island living at its finest. Cozy Cove is more than a condo—it’s a lifestyle. Schedule your showing today!

SARASOTA

9034 MIDNIGHT PASS ROAD 6

2 Beds

2 Baths

1,214 Sq.Ft.

$499,000

MLS#: A4647172

GREAT INVESTMENT! Active Airbnb! Beautiful Updated Pool Home in Coveted Whitfield Estates, Walking distance to Sarasota Bay for Fishing, Sunsets and Kayaking! ! New Roof, A/C, Luxury Vinyl Plank Flooring, Bathrooms, Vinyl Fencing, New Lighting Fixtures Washer & Dryer, Interior & Exterior Paint, Modern Impact Front Door. Newer Water Heater, Window Treatments, Refrigerator, and Dishwasher. Oversized Covered Screened Lanai for True Indoor-Outdoor Living!!
NO HURRICANE DAMAGE AND NOT IN FLOOD ZONE! Active Vacation Rental With future Bookings In Place ($70K+ Potential)! Located walking distance to the Prestigious Sara Bay Country Club a Donald Ross Course Ranked Among the Best on Florida’s West Coast, New indoor Pickle Ball Courts, and Just a Short Drive to Anna Maria Island, Lido Beach, and 10 min.Downtown Sarasota! You’re Also Near The Mall at University Town Center (UTC) a Hotspot for Shopping, Dining, a Scenic Walking Mall, and Year-Round Events like Night Markets, Yoga on the Green, and Holiday Festivals! Tucked Away on Quiet Streets with Oversized Lots, Close to the Airport But Not In the Flight Path! This Home is Just Steps from Whitfield Park with Playground and Softball Field. Close to Cultural Gems like the Ringling Museum, Jungle Gardens, Asolo Theater, USF, and New College. Voluntary HOA with an annual Fee of $30 which gives you a Social Membership at the Sara Bay Country Club . Perfect for Snowbirds, Investors, or Families! Whether You’re Looking for a Full-Time Residence, a Vacation Getaway, or a Successful Airbnb Investment with Great Rental Income Potential (70K+) and Future Bookings in Place, This Home Checks Every Box. Call Today to Schedule Your Private Showing and Make This Your Dream Florida Home!! Furniture Available with Separate Bill of Sale. High End Pieces from West Elm, Anthropologie, Urban Outfitters, and Joy bird ($25k Value)

SARASOTA

912 PONDEROSA PINE LANE

3 Beds

2 Baths

2,400 Sq.Ft.

$499,000

MLS#: A4655578

Price Reduction!!!.....Siesta Key Gem! Beautiful 2/2 - 2nd floor unit, Best Water view! Located in a lush 7 acres of property centrally located by the public beach. Quiet private corner of Siesta Key, walking distance to the number #1 beach, Siesta Key. Manager onsite Monday-Friday 9-4. This unit has its own stackable washer and dryer. It is being sold turnkey ready , both bathrooms remodeled 2017 and 2020, kitchen offers newer appliances 2019, The lanai looks out at the water, beautiful trees. walking path and gardens. This has also been in the rental program and has good rental income, which includes owners use. Community offers a beautiful heated pool; Boat docks are first come first serve and does require adding your name to the current waiting list. Max length of boats are 22 feet. The public beach of Siesta Key is less than a 1/4 mile from this condo along with the public tennis and pickleball courts. Don't miss out on the beauty!!! 1 small dog allowed under 25lbs. One assigned parking space plus visitor parking. Single owner for nearly 50 years! No water or wind damage, no insurance claims...
Internet and cable included in HOA thru Comcast. ...14 day minimum lease
DON'T MISS THIS ONE

SARASOTA

5665 MIDNIGHT PASS ROAD 410

2 Beds

2 Baths

1,072 Sq.Ft.

$499,000

MLS#: A4641776

A Maintenance-Free Villa with Stunning Views in a Tranquil 36+ Acre Community! If you’re looking for a maintenance-free villa with an updated open floor plan, scenic views, and a peaceful setting filled with wildlife and room to roam, this is it! Nestled in a spacious 36+ acre community, this 3-bedroom, 2-bath, 2-car garage end-unit villa offers the perfect blend of comfort and convenience. Large primary suite with private lanai and ensuite bathroom & walk-in closet will delight you. The guest bedroom is also large and has a large walk-in closest providing ample storage. The third bedroom can be used as an office, study, den and overflow for additional company should you need more space. Step inside from the front breezeway to discover new impact glass windows, a bright and airy interior with light colors and textures, and a wood-burning fireplace that adds warmth and charm. The large well designed kitchen is a chef’s delight, featuring stunning quartz countertops, white shaker cabinetry, and stainless steel appliances, along with ample seating for casual dining. The oversized 2-car garage provides plenty of space for storage, making organization effortless. Located just minutes from Gulf Gate shops and restaurants, world-famous Siesta Key Beach, and I-75, this home offers easy access to downtown Sarasota’s vibrant arts scene and entertainment. Don’t miss the chance to experience this relaxing, nature-filled lifestyle—schedule your private showing today!

SARASOTA

7347 ROYAL BIRKDALE DRIVE

3 Beds

2 Baths

2,786 Sq.Ft.

$499,000

MLS#: A4642408

#A4659648

SARASOTA

3503 KINGSWOOD DRIVE

3 Beds

2 Baths

2,790 Sq.Ft.

$499,000

MLS#: A4659648

Note this vacant land listing is also a residential listing in the MLS; N6139734. It is all about location. This is a rarely available property and is situated in the highly desirable West of Osprey Ave. and just south of the Cherokee Park area. The home is a 76 year old Cracker style, one bedroom cottage built in 1949 on 50x104 lot.
No question here, this property is being offered for it's tremendous location and potential to build new on this quaint tree-lined canopy street in this historic neighborhood. This exceptional location is only 1/2 mile to the north bridge to Siesta Key, 4 minutes to Southside village shops and restaurants, 3 minutes to the "A" rated Southside Elementary School and only 5 minutes to Sarasota Memorial Hospital. Currently the home is being used as a daytime office and storage area. Adjoining lots feature some new multimillion dollar homes and/or are in the development process. Due to it's age and condition, the property is being sold AS-IS without any seller warranties. So take a drive by. Bring your ideas, your architect, or contractor and imagine the possibilities.

SARASOTA

1740 WISCONSIN LANE

None Beds

None Baths

0.12 acres

$499,000

MLS#: N6139744

Discover a prime ground-floor large office opportunity (1858 sq ft) within the landmark Ringling Professional Center in Sarasota. Its Fruitville Road location offers exceptional access to all parts of the city. Suits E118 and E120 includes two private bathrooms, a kitchenette, reception area, 4 offices and an extra large space that can be converted into several more offices or multiple work stations. Currently set up for physical therapy, the space is easily adaptable to various business needs. This real estate offering comes with quarterly fees covering water, sewer, trash, parking, and common area maintenance. Buyer and buyers agent to verify all data. Contact us today to set up your showing.

SARASOTA

2831 RINGLING BOULEVARD E118-E120

None Beds

None Baths

1,858 Sq.Ft.

$499,000

MLS#: A4651328

Seller ready to move on - INCREDIBLE price! Loads of space in this Northland 3 Bedroom plus den open floor plan home, with a 4' extended garage and extended lanai. A full house GENERATOR assures peace of mind, so whether you are a snowbird or full time resident, you never need to worry about your power. There are many important features that will make living in this spacious home perfect. Full gutters and downspouts, Central Vac, utility sink in the laundry room, and the built in cabinets in the garage are features that you will appreciate. New since 2023/2024 - Lanai cage has been re- screened, New hot water tank, refrigerator, washer and dryer, and the interior has been re-painted throughout. Lakeridge Falls is a 55+ landscaped maintained gated community that is CLOSE TO EVERYTHING, but away from it all! The clubhouse and pool were renovated and there are lots of activities to enjoy and lots of opportunities to make new friends! Walkable to Publix, Panera's, Walmart and more - Easy access to downtown Sarasota, beaches, UTC Mall and all points North and South!

SARASOTA

8115 STIRLING FALLS CIRCLE

3 Beds

2 Baths

2,899 Sq.Ft.

$499,000

MLS#: A4628777

Welcome to 3432 Pine Valley Drive, a hidden gem in the heart of Sarasota, perfectly positioned near the world-renowned Siesta Key Beach, vibrant downtown Sarasota, and the upscale shopping and dining of St. Armands Circle. Also just a short drive away are local favorites like Detwilers Farm Market and the expansive University Town Center, offering a wide variety of dining and shopping options. This 3-bedroom, 2.5-bath home sits on a rare oversized 13,200 sq ft lot, backing up green fairways of the Palms Golf Club at Forest Lakes – offering both privacy and serene views. A spacious circular driveway leads to the two-car garage, providing plenty of parking for family and guests. Inside, you'll find an open floor plan that provides a flexible layout, ideal for modern living and entertaining. The heart of the home flows seamlessly into a large lanai, accessible through three sets of sliding glass doors, creating an inviting indoor-outdoor connection – perfect for Florida living. The home presents a fantastic opportunity to add your personal touch and truly make it your own. Many of the windows have already been upgraded to high-impact, hurricane-resistant, providing peace of mind and excellent energy efficiency. In addition, being in Flood Zone X means you'll enjoy the lowest possible flood risk in the area, a valuable feature for long-term investment and peace of mind. Outside, the expansive lot offers endless possibilities, to create a backyard oasis and plenty of room for a pool. With no direct rear neighbors, you'll have plenty of privacy as you relax and take in the golf course views, framed by mature trees and lush landscaping. With its prime location, potential for personalization, and desirable lot size, this property is an excellent find in one of Sarasota's most sought-after areas. Don't miss the chance to transform this spacious home into the perfect Florida retreat.

SARASOTA

3432 PINE VALLEY DRIVE

3 Beds

2 Baths

3,284 Sq.Ft.

$499,000

MLS#: A4652613

PRICE DECREASE! ** Seller offering $5,000 credit towards buyer's closing costs and/or prepaids, subject to mutually agreed upon contract terms! The perfect opportunity for the Florida Lifestyle! MOVE-IN READY. This 2-bed, 2.5-bath condo is being sold TURNKEY FURNISHED with comfortable living space, all in WALKING distance from the sugary sands of Siesta Key Beach. This is a great investment opportunity as Bay Oaks has a ONE WEEK RENTAL MINIMUM. Inside, enjoy a spacious and homey area for relaxing or entertaining. The kitchen is well-equipped for all your culinary adventures, and each bedroom comes with its own private bathroom, ensuring convenience and privacy.
Located on the bay side of Siesta Key, Bay Oaks offers a variety of amenities including a community pool, tennis courts, community grilling area, and a fishing pier extending into the bay. With a trolley stop right outside the community for a free ride, Bay Oaks also provides easy access to all Siesta Key Village offers such as nightlife, restaurants, and shopping.
Drink morning coffee watching the sunrise over the inter-coastal and walk across midnight pass onto the public beach to end your day watching the sunset. This is a wonderful opportunity for a low-maintenance lifestyle whether it is a vacation home, a turnkey rental property, or a permanent home. Escape the cold winters, and come to sunny Florida as this condo is ready for your seasonal move-in! Schedule your viewing now, available virtually or in-person.

SARASOTA

6157 MIDNIGHT PASS ROAD C12

2 Beds

2 Baths

1,569 Sq.Ft.

$499,000

MLS#: A4618161

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