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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

4,255

# of Listings

2

Avg # of Bedrooms

$476

Avg. $ / Sq.Ft.

$837,777

Med. List Price

Browse Downtown Sarasota Real Estate Listings

$250,000 - $500,000

839 Properties Found. Page 8 of 56.

Fabulous single-family home located in lovely PINE SHORES ESTATES just a quick bike ride to beautiful SIESTA KEY BEACH & CRESENT BEACH & TURTLE BEACH. West of Tamiami Trail just a few blocks from Stickney Point Road and the ICW waterway. Spend your days living the beach life and walk across the bridge and hop on the SIESTA KEY TROLLEY to explore this world-renowned beach with its exceptionally fine, white sand made of 99% quartz. Enjoy all the delightful outdoor adventures including boating, para sailing, or even beach volleyball just a short distance from this pretty home. Feel like every day is a VACATION living here with tons of restaurants and shops within walking distance. This home shows like a dream with so many UPDATES including AC system 2023, New AC mini split for the office, roof 2018, new soffits and fascia, freshly painted inside & outside, updated windows with tint and impact resistant, both electrical panels are newer, and the closets are actual CEDAR CLOSETS. Classic traditional FLORIDA ranch home lives large with 2 spacious bedrooms and bathrooms plus several bonus rooms for home offices or exercise. Gorgeous large and private yard with plenty of room for the toys or a pool or extra storage, the current storage shed is huge and would make a wonderful mini office or guest cottage even. Wood burning fireplace is so nice for the chilly days in the cool season. Amazing value for a home located in this neighborhood! The lay out is already set up to easily be converted to either a duplex or have an in law suite on the North side of the home. Easy to show!

SARASOTA

6222 BRENTWOOD AVENUE

2 Beds

2 Baths

1,420 Sq.Ft.

$479,000

MLS#: A4661397

Experience the ultimate beachside living in this updated one-bedroom, one-bathroom condo, located just steps from the pristine sands of Lido Beach. This second-floor unit features a spacious, open-concept layout with tile flooring throughout. The kitchen and bathroom have been thoughtfully updated, offering modern amenities and stylish finishes.

Step outside onto your private coved balcony, where you can enjoy breathtaking views of the beach and the serene surroundings. Whether you’re enjoying a morning coffee or evening sunset, this peaceful retreat is the perfect place to unwind.

Ideally located, this condo is within walking distance to the famous St. Armands Circle, where you’ll find a variety of high-end shops, dining, and entertainment options. Downtown Sarasota is just a short drive away, offering even more attractions and cultural experiences.

This condo is a great opportunity for seasonal rentals or as your perfect winter getaway. Don’t miss out on the chance to own this incredible property in one of Sarasota’s most desirable locations!

SARASOTA

115 TYLER DRIVE 203

1 Beds

1 Baths

766 Sq.Ft.

$479,000

MLS#: A4630025

#TB8395844

SARASOTA

2950 N NORTH ORIENTE AVENUE AVENUE N N/A

3 Beds

2 Baths

1,665 Sq.Ft.

$479,000

MLS#: TB8395844

Welcome to this light-filled 2018 villa, offering a prime location in the heart of Sarasota. Designed with a thoughtful open concept and split floor plan, the residence features two spacious bedrooms, two full baths, and a versatile flex space ideal for a home office or den. The home’s cohesive design showcases Ventura plank tile flooring throughout, creating an elevated and timeless aesthetic. The gourmet kitchen is appointed with quartz countertops, stunning cabinetry with abundant storage, upgraded stainless steel appliances, and two expansive islands, one with seating, all flowing into the living and dining areas for effortless entertaining. Sliding glass doors open from the living room to a screened lanai with dual ceiling fans, extending the living space into an indoor/outdoor oasis. The owner’s retreat is a private haven with a large walk-in closet, tray ceiling, and your own direct lanai access through sliding glass doors. The expansive en-suite bath boasts quartz counters, a roomy frameless shower, a private water closet, dual sinks and custom cabinetry. Additional interior highlights include 9-foot ceilings, 8-foot doors, ceiling fans, window blinds and a home security system. Outdoor features elevate this villa further with a two-car garage enhanced by Gorilla epoxy flooring, Park Place overhead storage racks, a brick paver driveway, and a galvanized steel hurricane shutter system for peace of mind. The community amenities include a heated pool, lawn maintenance, sidewalks and gated security with two points of access with low association fees. Close to downtown Sarasota, St. Armands Circle, Sarasota Memorial Hospital and world-famous Siesta Key Beach, this residence offers an exceptional lifestyle for those seeking either a full-time home or a seasonal retreat. Fine dining, cultural arts and the Florida life you crave are right here at 5131 Flag Street! Call for your private or facetime tour today.

SARASOTA

5131 FLAG STREET

2 Beds

2 Baths

2,292 Sq.Ft.

$479,000

MLS#: A4660223

Save thousands of dollars every year on electric bills with an included Solar System, move-in ready, 4-Bedroom, 2-Bath, Pool-Home, nestled perfectly just North of University Parkway in the quiet cul-de-sac neighborhood of Forest Pines. Conveniently located to restaurants and shopping, including UTC, and it's also near the IMG Academy school. Glass Sliders to the Pool from the master bedroom, dining room, and a large bonus 4th bedroom that can be used for a home office or activity room. The backyard is private, with foliage and a small pond, as well as a large lanai with a Spa. The saltwater pool is heated and has removable pool safety fencing. Custom hurricane covers for all windows and sliders, as well as bracing for the garage door. Recent updates over the last eight years include the roof, water heater, pool heat pump, variable-speed pool pump, solar panels, and updates to the bedroom closets. Make your appointment today for a private showing.

SARASOTA

7514 43RD COURT

4 Beds

2 Baths

2,416 Sq.Ft.

$478,500

MLS#: A4663079

Bring your suitcase and step into a home of luxury—without lifting a finger. This beautifully renovated residence in the sought-after Sarasota neighborhood of Quail Run offers effortless living with high-end finishes throughout.

From the moment you enter through the stylish new glass front door, you are greeted by high ceilings and a wide-open layout that flows seamlessly between the living, dining, and kitchen areas filled with open space and natural light. The kitchen is a showstopper, featuring stainless steel appliances, quartz countertops, and a spacious center island. The main living areas are finished with elegant luxury vinyl plank flooring for a modern, cohesive look.

This home is located in Flood Zone X for peace of mind. Quail Run is a quiet, desirable community with very low HOA fees and no CDD, ideally positioned off University Parkway—just minutes to UTC, Whole Foods, top-rated dining, shopping, Downtown Sarasota, and world-famous beaches.

SARASOTA

4317 74TH AVENUE E

3 Beds

2 Baths

2,818 Sq.Ft.

$478,000

MLS#: A4659706

Welcome to your own slice of paradise on stunning Siesta Key! This turnkey-furnished 2-bedroom, 2-bathroom condo is perfectly situated in the sought-after White Sands Village—just 367 steps from the world-renowned Siesta Key Beach, proudly ranked the #1 beach in the U.S. Whether you're seeking a full-time residence, a sun-soaked vacation getaway, or a high-performing income property, this condo has it all. Step inside to a bright, open living space that's been tastefully updated with stylish tile flooring, a fully equipped kitchen featuring sleek stainless-steel appliances, and modern bathrooms, and crown molding throughout. Both the living room and bedrooms are comfortably furnished and move-in ready—just bring your flip-flops! Unwind on your private screened lanai, where you can soak in the tropical breeze and peaceful sounds of nature. Recent updates include a new A/C Unit (2023) and Hot Water Heater (2019), adding peace of mind to your investment. Community perks include, Heated swimming pool & sauna, Boat docks (available for annual rental, first-come basis), Clubhouse for social events, BBQ grills & picnic spots, Multiple laundry facilities, Covered parking + plenty of guest parking. Directly across the street, Siesta Key Public Beach offers tennis, pickleball, volleyball, and a playground—perfect for active beach days. When the sun sets, hop on the free trolley or Frog Hopper and head to Siesta Village for live music, fantastic dining, shopping, festivals, and the weekend farmer's market. With a pet-friendly policy, flexible 2-week rental terms, and an on-site rental manager to handle everything, this condo offers not only a relaxing beach lifestyle but also excellent rental income potential. Don’t miss your chance to own a piece of paradise in one of the world’s most beloved beach destinations. Live the laid-back Siesta Key lifestyle—your coastal oasis is waiting!

SARASOTA

5669 MIDNIGHT PASS ROAD 308

2 Beds

2 Baths

1,072 Sq.Ft.

$475,000

MLS#: A4652521

Great opportunity to own a vacation home on Siesta Key. Turnkey furnished. Move-in ready!
Beautifully remodeled in 2025 this 2-bedroom, 2-bath condo offers the perfect blend of comfort and coastal charm. Updates include new water heater, luxury vinyl flooring in both bedrooms and new vanities in both bathrooms. The kitchen boasts new cabinets, quartz countertop, sink, lighting and all new stainless steel appliances including microwave, refrigerator, stovetop and dishwasher. This well-managed, mid-rise condominium provides resort-style living with a heated swimming pool and a newly remodeled clubhouse complete with a full kitchen and outdoor grilling area - perfect for entertaining or community gatherings. Crescent beach is just a five-minute stroll away, where pristine sands and crystal waters create your backyard oasis. With shopping, restaurants and beach amenities all within arm's reach, you'll find everything you need for the perfect island experience. This convenient location provides easy access to Stickney Point bridge, connecting you to downtown Sarasota's cultural attractions, the upscale shopping of St. Armand's Circle and the scenic beauty of Lido Beach. Whether you're seeking a vacation rental, a second home, or your primary residence, this property delivers exceptional rental income potential in one of Florida's most desirable destinations. Come see for yourself - Schedule an appointment TODAY!

SARASOTA

116 VISTA HERMOSA CIRCLE 106C

2 Beds

2 Baths

980 Sq.Ft.

$475,000

MLS#: A4661867

Big Price Improvement Includes a New Roof upon executed contract! This lovely 3-bedroom, 2-bath home is located in the quiet quaint community of Wyndham (a hidden gem in Sarasota) with only 65 homes. The primary bedroom is thoughtfully placed at the rear of the home, while the 2nd and 3rd bedrooms are at the front for added privacy. Cathedral ceilings create an open and airy feel and there is recessed lighting in the main living areas. The Luxury vinyl flooring throughout most of the home adds elegance while the Tile in the kitchen and bathrooms ensures practicality. The dining room, conveniently located off the kitchen, is perfect for gatherings. A breakfast bar allows for family and guest interaction while cooking. Stainless steel appliances complete the modern kitchen. Step onto the screened/covered lanai, where sunlight dances through the mesh, creating a cozy nook that seamlessly connects indoors and outdoors. Whether it’s a sunny morning or a gentle rain, you can enjoy your coffee here, bathed in natural light. Slide open those glass doors, and the fresh air and warm rays embrace your space. The lanai overlooks a wooded conservation area, ensuring privacy and providing a comfortable spot for outdoor relaxation. Plus, the sliding glass doors flood the home with additional light, making it bright and inviting. The heated community pool, just a short walk away, offers relaxation and a beautiful pond view. Wyndham is a maintenance free community which includes Lawn, Landscaping, Irrigation and Common Area Upkeep so that you can spend more time relaxing or doing what you love. All this for a low HOA fee of $504 per quarter ($168) per month. No CDD Here! This home is ideally located, just a 15-minute drive to Downtown Sarasota, Nearby to World Class Shopping at the UTC Mall, Benderson Park and Rowing Center, Restaurants, Hospitals, Medical Centers, Beaches and I-75. The Meadows Country Club is close by with Golf, Tennis, Pickleball and Social Memberships Available.

SARASOTA

1940 WYNDHAM DRIVE

3 Beds

2 Baths

2,419 Sq.Ft.

$475,000

MLS#: A4660775

Welcome to this Mid-Century gem in the heart of Sarasota. This beautifully remodeled 3-bedroom, 2-bathroom home is situated on a spacious quarter-acre lot. Whether you’re looking for a personal residence, seasonal getaway, or rental opportunity, this fully fenced property offers flexibility and functionality in a prime Sarasota location. As you enter you will be greeted by an abundance of natural light and luxury vinyl plank flooring throughout. The spacious living room flows into a formal dining area and a large open kitchen with newer appliances, wood cabinets and granite counter tops. A separate den provides additional space for a home office or cozy retreat overlooking your large, private backyard. Two bedrooms and a full bath sit on one side of the home, while the opposite side features a private suite with its own entrance, bathroom, and AC — ideal as a primary bedroom, mother-in-law suite, or income-producing rental. Upgrades include newer windows, a new roof in 2018, city water (a rare bonus in this neighborhood), upgraded bathrooms, upgraded lighting and ceiling fans and new interior paint. This home is located in a highly-desired school district and close proximity to downtown Sarasota, shopping, restaurants, the art district, and just a few homes away from a walking trail leading to Southgate Mall.

SARASOTA

2284 BOUGAINVILLEA STREET

3 Beds

2 Baths

1,505 Sq.Ft.

$475,000

MLS#: A4660913

#A4632943

SARASOTA

2724 ASHTON ROAD

2 Beds

2 Baths

1,836 Sq.Ft.

$475,000

MLS#: A4632943

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

$475,000

MLS#: N6139744

#A4662807

SARASOTA

7727 33RD STREET E

3 Beds

2 Baths

2,347 Sq.Ft.

$475,000

MLS#: A4662807

Envision your life at 3943 Serenity Circle, a charming single-story fixer-upper in the gated Whispering Crane community. One of the nicest lots in the community and an awesome central location in Sarasota. Built in 1999, this 3-bedroom, 2.5-bath home offers 2,279 sq ft of living space with an open great-room floor plan and high ceilings. The primary suite features a large walk-in closet and bathroom with dual sinks, garden tub and shower. Step outside to a spacious lanai overlooking a private, preserve-backed backyard with a caged pool framed by mature landscaping — an ideal setting for privacy, relaxation and entertaining. Low HOA of $800 annually and no CDD add to the value. Sold as-is — bring your imagination and transform this residence into your dream home.

SARASOTA

3943 SERENITY CIRCLE

3 Beds

2 Baths

2,279 Sq.Ft.

$475,000

MLS#: A4661471

Discover the perfect blend of sophistication and relaxation in this one-bedroom plus den condo at The Strand, a premier waterfront community. Built in 2022, this turnkey furnished residence showcases over $20,000 in designer décor, offering an immediate sense of style and comfort. With breathtaking views of Sarasota Bay, this condo is ideal for full-time living, a vacation retreat, or a lucrative weekly rental investment. Inside, the open layout boasts luxury vinyl flooring, quartz countertops, sleek modern cabinetry, and stainless-steel appliances. Beyond the condo, The Strand offers exceptional amenities, including a resort-style heated pool and spa, a fitness center, a dog park, and a floating kayak dock that leads to the Gulf of Mexico. EV charging stations, a fire pit, and gas grills add to the convenience. Situated just a mile from downtown Sarasota, this property places you within easy reach of top-notch restaurants, cultural venues, and vibrant events like the Saturday farmers market. Nearby attractions include St. Armands Circle, Lido Beach, and the award-winning Siesta Key Beach. With an assigned parking spot, extra storage, and access to Sarasota’s best, this condo is your gateway to a luxurious waterfront lifestyle. Incredible property for a primary home, a vacation home or to be used as an investment. The unit can be rented 52 times per year min 7 days. Schedule your private tour today and experience The Strand!

SARASOTA

1709 N TAMIAMI TRAIL 212

1 Beds

1 Baths

926 Sq.Ft.

$475,000

MLS#: A4632431

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