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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

4,318

# of Listings

2

Avg # of Bedrooms

$484

Avg. $ / Sq.Ft.

$855,747

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4318 Properties Found. Page 124 of 288.

NOW PRICED at $479,565
Turnkey Luxury Vacation Rental Business – Fully Furnished
RARE INVESTMENT OPPORTUNITY – Welcome to your perfect luxury vacation home and
income-producing rental!
This spacious 4BR/2BA retreat is just 15 minutes from Downtown Sarasota and 20 minutes
to Siesta Key & Lido Beach, offering a premium guest experience with everything needed.
Property Highlights:
• 4 Bedrooms | 2 Bathrooms |
• Heated Pool & Spa
• Oversized Patio with Outdoor Dining, Fire Pit & Lounge Chairs
• Fully Equipped Kitchen with Modern Appliances
• Super Fast Wi-Fi + 3 Smart TVs
• Bed Setup: 1 King, 2 Queens, 2 Singles, 2 Reclining Sofa Beds
• Luxury Bedding & Stylish Décor
• Professionally Cleaned & Maintained
Prime Location:
• 15 min to Siesta Key & Lido Beach
• 15 min to Downtown Sarasota
• 5 min to Local Golf Course
• 15 min to Sarasota-Bradenton Airport
• Close to UTC Mall, Top Restaurants, and Shopping
Vacation Rental Business Features:
• Fully Furnished & Professionally Designed
• Smart Home Features
• Management and Systems Transfer Available
Whether you’re an investor, snowbird, or looking for a second home that generates passive
income, this property offers the best of Florida living with the financial upside of a proven rental business.
Schedule a private showing or request rental income reports today.

SARASOTA

3044 GOLDEN RAIN DRIVE

4 Beds

2 Baths

2,650 Sq.Ft.

$479,565

MLS#: TB8375509

Make sure to see to this slice of paradise across the road from the beautiful ranked #1 Siesta Key Beach. This is being sold turnkey furnished all you need to do is bring your tooth brush. This condo has been updated and all of the appliances are within the last few years. The A/C has just recently been replaced. This complex did not have any flooding at all during the hurricanes and this unit is on the second floor. There is a wonderful screened lanai off the living room that looks over a lovely garden. This unit is nicely furnished with everything you would need at your new Beach condominium. Covered parking for one car and guest parking for other cars. The community amenities are wonderful they consist of an active clubhouse, a library, large swimming pool, extra laundry machines on property for your large items, BBQ grills and picnic areas and first come first serve boat docks and fishing area in a cove of the intercoastal. Having the Beach across the street offers, playgrounds, picnic areas, concession booths, volleyball, tennis and pickleball along with the lifeguard protected beach and swimming area. This is a pet friendly association as long as the pet is no larger than 25 pounds. The rental period is a minimum of 2 weeks all the way to year round. There is a management team on property to help with rentals and maintenance of the property. It is a well managed and well cared for complex.

SARASOTA

5649 MIDNIGHT PASS ROAD 804

2 Beds

2 Baths

1,072 Sq.Ft.

$479,000

MLS#: A4659619

Located in the heart of Sarasota, beyond county flood zones, this pool home sits on an oversized lot with fruit trees and flowering shrubs. Solar panels connected to the grid provide electrical power, and hurricane impact windows offer peace of mind.
The split floor plan features 3 bedrooms, 2 full bathrooms, and a laundry room, with 2 flex spaces that can be used as hobby rooms or office space. Solid surface granite countertops, solid wood cabinets, and stainless steel appliances round out the kitchen, which opens into the dining and living areas. A covered lanai connects to the pool, under a screen enclosure. Look for ceramic tile throughout, fresh paint, and a newer HVAC system. This popular Sarasota neighborhood lies a short drive from Siesta Key Beach, Lido Key, and downtown Sarasota--and minutes from I-75 for quick access to the rest of the Suncoast.

SARASOTA

2517 AMANDA DRIVE

3 Beds

2 Baths

1,771 Sq.Ft.

$479,000

MLS#: A4658614

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

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! Easy to show!

SARASOTA

6222 BRENTWOOD AVENUE

2 Beds

2 Baths

1,420 Sq.Ft.

$479,000

MLS#: A4661397

#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

Experience upscale living in Downtown Sarasota at The Alinari.

Step into elevated downtown living with this beautifully updated 6th-floor residence at Alinari at Rosemary Place. This spacious 1-bedroom, 1.5-bath condo offers expansive city views and an abundance of natural light, with floor-to-ceiling sliding glass doors that open to a private balcony—perfect for morning coffee or evening sunsets.

The open-concept floor plan features a modern kitchen with granite countertops, stainless steel appliances, and ample cabinet space. The generously sized primary suite includes a walk-in closet and a spa-like en suite bath with a soaking tub and separate glass-enclosed shower. Additional highlights include stylish bamboo flooring, in-unit laundry, and a convenient powder room for guests.

The Alinari is one of Sarasota’s premier full-service, pet-friendly buildings, offering an impressive array of resort-style amenities, including:

24-hour concierge and security,

Heated resort-style swimming pool and spa,

Expansive pool deck with cabanas and grilling areas,

State-of-the-art fitness center with saunas,

Massage room,

Theater/media room,

Library and reading room,

Billiards room,

Wine cellar,

Conference room and business center,

Clubroom/social lounge with catering kitchen,

Bicycle storage,

Guest suites for overnight visitors,

Secure, climate-controlled storage,

Gated, covered parking with electric vehicle charging stations,

On-site management.

Located just steps from the vibrant Rosemary District, Bayfront Park, and the Van Wezel Performing Arts Hall, you’ll also enjoy proximity to downtown’s top restaurants, boutique shopping, art galleries, and cultural attractions.

Don’t miss this opportunity to live in luxury and convenience—schedule your private showing today! Check out the video: https://cmsphotography.hd.pics/800-N-Tamiami-Trail-1/idx

SARASOTA

800 N TAMIAMI TRAIL 604

1 Beds

1 Baths

1,070 Sq.Ft.

$475,000

MLS#: A4652403

#A4632943

SARASOTA

2724 ASHTON ROAD

2 Beds

2 Baths

1,836 Sq.Ft.

$475,000

MLS#: A4632943

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

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 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

New on site 1 day ago

#A4662807

SARASOTA

7727 33RD STREET E

3 Beds

2 Baths

2,347 Sq.Ft.

$475,000

MLS#: A4662807

Waterfront Sarasota location 2 blocks from St. Armands Circle, and 6 blocks from Lido beach. Free Bayrunner Trolley also picks up in front of the complex to go to the beach or to downtown Sarasota mainland. Lovely condo with view, community pool and clubhouse. This complex was built in 1963, and has the charm and feel of old Florida, when times were simpler, but has the location that is hard to find. While it is a 55+ community, guests are welcome to visit and enjoy as well. Docks available for up to 35' boats and to be rebuilt approximately in 2026. Can come furnished. 2nd floor unit so no flooding. Assigned parking space. Buy while the market is low!

SARASOTA

767 JOHN RINGLING BOULEVARD 25

2 Beds

1 Baths

816 Sq.Ft.

$475,000

MLS#: A4655140

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