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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

4,424

# of Listings

2

Avg # of Bedrooms

$478

Avg. $ / Sq.Ft.

$848,527

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4424 Properties Found. Page 124 of 295.

One or more photo(s) has been virtually staged. Welcome to The Regency House and to the gold coast of Sarasota directly on Sarasota Bay! This unit is on the sixth floor and looks back over the city and Palm Avenue. This condo is ready for your complete rehab and waiting for your own touches! Features include a huge great room looking out to a sliding glass-enclosed lanai facing north with a peek view of Island Park and Sarasota Bay! This has a split bedroom floor plan and both bedrooms are ensuite. The primary bedroom closet is massive and there is an inside utility closet for storage. There are several different views from the windows in the many rooms because of the building's unique floor plan and design! The Regency features a 24/7 onsite concierge, a library nook, club room with kitchen, small fitness center, and a heated swimming pool that is about to be totally transformed and expanded with added grill area and covered gazebo. One covered carport space is included. The Regency House sits proudly across Tamiami Trail from the Sarasota bayfront with O'Leary's and Marina Jack Restaurants and marina and Island Park. Fabulous Selby Gardens is a short distance away as are many delightful culinary experiences and shopping up and down popular Palm Avenue. Enjoy the area arts including Florida Studio Theatre-all within minutes. Come make this huge downtown condo how you want it in a very well-run condominium!

SARASOTA

435 S GULFSTREAM AVENUE 605

2 Beds

2 Baths

1,705 Sq.Ft.

$499,000

MLS#: A4647383

Updated Duplex ready to move in, 2 Units 2 Bedrooms 1 Bath each. Move in one side, rent the other currently occupied $1650 monthly.
Within one mile of Sarasota High School and Publix grocery store. Directly across from Innovation Academy School a tuition-free public charter
School from Pre-K through 5th grade.
A/C replaced June 26,2025, Hot water tank 2022 in BAY#2225. A/C replaced Sept 08,2022, Hot water tank in 2022 in BAY#2223
New and Newer Kitchen appliances in both units. Washer and Dryer hock ups in garage area. Terrazzo floors.
High ground
ELEVATION (ground) Finished grade next to building lowest 21.3 FT Top of bottom floor 24.1 Ft See Survey dated Jan 31,2022
Flood zone x

SARASOTA

2223 BAY STREET

None Beds

None Baths

1,723 Sq.Ft.

$499,000

MLS#: A4659640

New on site 4 days ago

Welcome to your very own slice of paradise, surrounded by shady palm trees and just over a mile from the sandy shores of Crescent Beach. Nestled in a non-HOA community, this unique and versatile property offers two separate living spaces on a single lot, making it ideal for multi-generational living, long-term rental income, or the opportunity to live in one unit while renting out the other. As you walk into the main residence, there is an expansive, open-concept living room that flows seamlessly into the kitchen and dining area. This layout creates a warm and inviting atmosphere, perfect for hosting friends and family or simply enjoying the laid-back Florida lifestyle. The kitchen is spacious and functional, featuring ample wooden cabinetry, plenty of counter space for cooking lavish meals, while the dining area is bright and welcoming, overlooking the pristine backyard. Just ahead, you will find 2 generously sized bedrooms and a flexible den that could easily serve as a 3rd bedroom, home office, or guest space. There is a tastefully updated bathroom that adds to the appeal, showcasing a sleek, modern design with a massive walk-in shower. Tucked privately behind the main home is a fully updated and beautifully remodeled 1 bedroom, 1 bathroom guest or in-law suite that exudes both style and comfort. Thoughtfully designed with its own side entrance, this attached unit features a bright and open-concept living and dining area, creating a welcoming space that feels like home. The fully equipped kitchen is outfitted with warm wooden cabinetry and stunning stainless steel appliances, providing both functionality and modern appeal. Whether used as a private retreat for extended family, comfortable accommodations for guests, or a high-demand rental for added income, this secondary living space offers incredible versatility, privacy, and convenience for a variety of lifestyle needs. Outdoors, the property continues to impress with a spacious, fully fenced backyard that offers both beauty and functionality. Surrounded by lush, mature landscaping, this outdoor retreat is ideal for relaxing afternoons, dining alfresco under the Florida sun, or enjoying quiet evenings beneath the stars. The expansive yard provides plenty of room for pets to roam freely and safely, as well as abundant space for gardening, outdoor entertaining, or even the addition of a pool or play area. With no HOA restrictions, you have the freedom to make the outdoor space truly your own. The screened-in back porch is accessible to both units and includes laundry hookups, making it a practical and comfortable shared space. A one-car garage offers additional storage or protected parking. Centrally located, just minutes from the beach, and within easy reach of restaurants, grocery stores, shops, commuter routes, and everyday conveniences. For those considering an investment, Sarasota County allows monthly rentals in this area, and both units are currently tenant-occupied with month-to-month leases offering the new owner immediate income potential. Whether you’re searching for a beach-close primary home with extra space, a flexible multigenerational setup, or a turnkey rental investment with built-in tenants, this exceptional property has it all. Don’t miss your chance to own this rare gem. Call today to schedule a showing before it is gone!

SARASOTA

1712 CHEYENNE STREET

3 Beds

2 Baths

2,144 Sq.Ft.

$499,000

MLS#: A4661183

Welcome to The Trails in Sarasota! This beautiful 3 bedroom/2 bath split floor plan home has tasteful curb appeal, many recent upgrades, a wood burning fireplace, and rests on a third of an acre. This spacious 2100 sq ft home has high ceilings, plenty of natural light throughout, and has recently installed luxury plank vinyl flooring. The kitchen has ample cabinet space, a pantry, newer backsplash, stainless steel appliances, durable granite countertops, and a breakfast bar. The living room has sliding doors to the lanai, and connects to the dining room near the kitchen. The family room also has slider to the lanai, with the corner fireplace and beautiful lake views. The Primary suite has french doors to the lanai, plenty of closet space, his/her sinks and a walk-in shower. The additional two bedrooms are perfect for family, office or guests. The lanai has spectacular views of the lake, covered area for those rainy days, is perfect for entertaining, and was re-screened in 2024. Other upgrades to this home include primary bath renovation, kitchen, and new AC in 2024! This gorgeous home in a sought after community has low HOA fees, no CDD fees, and has lower taxes than Sarasota county. All of this conveniently located near shopping, restaurants, SRQ Airport, downtown Sarasota, UTC Mall, and the world famous beaches of Florida's Gulf Coast!!

SARASOTA

7102 42ND COURT E

3 Beds

2 Baths

2,886 Sq.Ft.

$498,600

MLS#: A4644566

Pride of Ownership shows in this Immaculate Home in sought-after GULF GATE WOODS! Perfect Opportunity to own a great home on a very quiet street in this enforced deed restricted community! Florida Room is very large & could be used as a 3rd sleeping area making it ideal for hosting family & friends. The pickiest buyer will love this one, for Seller has many improvements including the following: Carpet & Padding in both bedrooms '25*PGT Hurricane Windows '24*Exterior Paint '24*Expanded Concrete Driveway (5' wide) '24*Poured 20 x 30 Concrete Patio '24*Re-Landscaped entire property '24*Samsung Stainless Kitchen Appliances '23*Whirlpool Washer & Dryer '23*Carrier Air Conditioner '23*Electrical Surge Protection for the whole house & A/C Surge Protection '22*Whole house Water Treatment System w/Reverse Osmosis & Filtration System '21*Installed 2 exterior hurricane doors and 1 garage fire rated door (Code Compliant) '21*Interior Tastefully Painted '21*Updated Kitchen*Newer Ceiling Fans*LED Lighting in Garage*Electrical Outlets replaced*Attic Insulation & Much More! The neighborhood is lined with sidewalks for walking/running and the friendly neighbors make this an outstanding neighborhood to live in. Minutes from the recently voted #1 Beach in America (Siesta Beach) by Trip Advisor! Also minutes away from Legacy Trail, A+ Schools, UTC Mall & cultural downtown Sarasota that provides extensive cultural events, opera, movies, theater & concerts. This is the One ... Make it yours Today!

SARASOTA

2434 CARLISLE PLACE

2 Beds

2 Baths

2,502 Sq.Ft.

$498,000

MLS#: A4642781

#O6320422

SARASOTA

3920 BASSWOOD DRIVE

2 Beds

2 Baths

1,195 Sq.Ft.

$498,000

MLS#: O6320422

One or more photo(s) has been virtually staged. Just reduced. Seller is Motivated. Bring all reasonable offers. This is a rare opportunity! Live where you row. This exceptional property is located minutes to Nathan Benderson Park home of rowing competitions and often hosting Regattas and social events throughout out the year. The high lights are 2 homes. Main house is a 2-bedroom 2 bath, wood floors, granite counter tops, stainless steel appliances and a tankless hot water heater. Huge front porch. The cottage is a 1 bedroom 1 bath and inside laundry room. Spacious workshop. Large cement pad ready for your boat or RV. Over 1/2 acre of land. There is also access from Nelda Lane. No Deed Restrictions. Income potential. Your future has arrived.

SARASOTA

5860 BROWN LANE

3 Beds

3 Baths

3,624 Sq.Ft.

$498,000

MLS#: A4644023

Discover your chance to own a meticulously updated 1BD/1BA condo in the exclusive gated Harbor Towers Yacht & Racquet Club. This second-floor unit offers serene views of the pool and eastward vistas of Little Sarasota Bay.

**Highlights Include:**
- **Recent High-End Renovations:** Featuring premium appliances from LG and Fisher & Paykel, along with an in-unit laundry.
- **Luxurious Living:** Equipped with a queen-size Murphy bed in the living room for versatile space use.
- **Resilient Design:** The complex recently underwent a full exterior renovation, including new impact windows and sliders, with no damage from the 2024 storms.

**Complex Amenities:**
- Heated pool and children's pool
- Three Har-Tru tennis courts
- State-of-the-art fitness center and community room
- Outdoor gas grills
- Bayfront gazebo
- Marina with boat slips available (currently with a waiting list)

**Location & Lifestyle:**
- Conveniently located in the "mid key" area of Siesta Key, with access to the free Siesta Key Trolley for trips to the beach, village, and more.
- Two-week minimum rental policy, with a proven track record as a successful rental property.
- Pet-friendly environment, allowing up to two small pets for owners.

Embrace resort-style living with easy access to shopping, dining, and the renowned Siesta Key beach. This condo is not just a home, but a lifestyle choice in one of Florida's most sought-after communities.

SARASOTA

5855 MIDNIGHT PASS ROAD 233

1 Beds

1 Baths

835 Sq.Ft.

$498,000

MLS#: A4638188

New on site 3 days ago

PRICE REDUCTION! From the minute you walk into this newly built home you will be amazed by the beautiful and peaceful lake views and private lot. There is natural light throughout with the lake in sight. This home offers a spacious heart of the home open floor plan with comfort, style and upgrades including wood cabinets in the kitchen and bath. The kitchen is a wonderful size with room for a dining table and island. The chef-inspired kitchen is equipped with stainless steel appliances, great counter space and pantry—ideal for cooking, hosting or casual dining. Right outside the kitchen is a tranquil and large 20x30 lanai with portrait no-see-um screening and unobstructed views. Here you can enjoy morning coffee, grilling and very beautiful sunsets. The laundry room has the plumbing done for a utility sink and also room for cabinets. The primary bedroom comes with outstanding lake views, and an ensuite bath and walk-in closet. The 2nd and 3rd bedrooms are in the front of the home and share a nicely sized bathroom and have great closet space. There is no carpet, just sleek flooring complemented by plantation shutters and dimmable lighting throughout to create the perfect ambiance for any moment. New light fixtures inside and out have added wonderful style. The home was built with impact-resistant windows and slider for peace of mind. Gutters were installed around the whole home along with an alarm system. The house is a smart ready home, also. The garage is a 2-car garage (20x20). The original transferrable builder's warranty is in place for your peace of mind. Avanti at Waterside is one of Lakewood Ranch's most desirable communities with a low HOA fee. You are just minutes to Waterside with all the wonderful dining, shopping, weekly farmer's markets, Ranch Nites and community events year-round. It is also a short drive to UTC mall, Lido and Siesta Key beaches, downtown Sarasota and Sarasota-Bradenton International Airport. This home can be sold FURNISHED. Schedule your private showing today!

SARASOTA

6564 SILVERSTAR DRIVE

3 Beds

2 Baths

2,256 Sq.Ft.

$497,500

MLS#: A4659650

Rare Two-Unit Property Near Downtown Sarasota!
This unique property offers a versatile living arrangement just minutes from downtown Sarasota and the Legacy Trail. Whether you're looking for an income-producing rental, a multi-generational home, or a private guest retreat, this property is a fantastic opportunity.
The main home (Unit 1) features two bedrooms and one bathroom, along with a spacious living room and adjoining den, which could easily serve as a home office or additional guest space. The eat-in kitchen is bright and functional, while the large screened lanai provides a perfect spot to relax and enjoy the Florida lifestyle. A shaded carport adds convenience, and the shared laundry area is located just behind it.
The second dwelling (Unit 2) is a two-story, two-bedroom, one-bath unit situated at the rear of the property. It boasts a separate driveway and private entrance, offering flexibility and privacy for renters or guests. The first floor includes a kitchen, living area, bedroom, and bathroom, while the second bedroom is located upstairs.
Additional features include extra storage space on the opposite side of the property, perfect for a small boat, trailer, or RV. This property is in an unbeatable location, just a short drive from Sarasota’s vibrant dining, entertainment, and world-renowned beaches, including Lido Key and Siesta Key. Don’t miss this exceptional opportunity—schedule your showing today!

SARASOTA

2564 WOOD STREET

4 Beds

2 Baths

3,028 Sq.Ft.

$497,000

MLS#: A4643085

Welcome to this charming single-family residence in the heart of Sarasota, Florida! This delightful home boasts a spacious split floor plan featuring 3 bedrooms, 2.5 bathrooms, and a dedicated office space—perfect for remote work or study.

Upon entering, you’ll be greeted by an abundance of natural light filling the open-concept living and family rooms, creating a warm and inviting atmosphere. The well-appointed kitchen overlooks the private pool and covered patio, making it ideal for preparing meals while staying connected with family and friends.

Outdoor living shines with a private pool and covered lanai, perfect for entertaining or simply enjoying a relaxing afternoon under the Florida sun. The home's charming fireplace adds a cozy touch, making it a welcoming retreat year-round.

Situated in a highly sought-after area, this home is part of the Sarasota County School District, which has maintained an A grade from the Florida Department of Education since 2004. Additional highlights include a new roof installed in August 2020, offering peace of mind for years to come.

Don’t miss the opportunity to make this beautiful house your new home!

SARASOTA

732 TUXFORD DRIVE

3 Beds

2 Baths

2,741 Sq.Ft.

$497,000

MLS#: A4634809

Perfectly appointed vacation or full-time residence in the resort style community of Esplanade on Palmer Ranch sold Furnished! Completely updated 2 bedrooms, 2 bath plus den second floor waterfront condo built in 2022. Numerous upgrades, including new carpet in both bedrooms, hurricane shade on lanai, new lighting and fan fixtures throughout, new backsplash and barn doors to enclose the den area! 15 ft. ceilings throughout the main living space are an additional bonus offered in this second floor unit. This home also features a detached one car garage as well as assigned parking. A lifestyle community for all ages, Esplanade offers residents a wide range of amenities and activities including Bahama Bar/restaurant, heated swimming and resistance pools, fully equipped gym, sports courts, spa services, club gatherings and planned events. The community has two direct entrances to Legacy Trail, three dog parks and a walking nature trail within the community.

SARASOTA

12410 OSORIO COURT 204

2 Beds

2 Baths

1,731 Sq.Ft.

$495,500

MLS#: A4644305

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.

$495,000

MLS#: A4652521

New on site 4 days ago

Attention Boaters, Kayakers and Tennis players! Located in the heart of Siesta Key overlooking the Sarasota Little Bay, the Harbor Towers Yach and Racquet Club is a resort-style community offering a long list of amenities including two heated pools, club house with adjacent outdoor grilling patio, state-of-the-art Fitness Center with treadmills, elliptical trainers, free weights, and sauna; Har-Tru Tennis Courts, that are maintained daily, Marina with 40 boat slips available on a first-come, first-served basis, Kayak dry dock with direct launch to intercoastal waters, and Bicycle storage. The complex backs to an intercoastal canal where you can enjoy sitting on benches or relaxing in the shade of Gazebo enjoying water views. Residents also enjoy complimentary access to the Siesta Key Open Air Trolley, making it easy to explore the island, with easy access to the world-famous Siesta Key beach with its quartz sand and stunning sunsets, as well as the Siesta Key Village, offering an array of boutique shopping and dining options. The building just underwent full renovation, including new stucco, new impact glass windows and sliding doors. This 1 bedroom, 1 bath unit located on 3rd floor with elevators is being offered turnkey furnished. It was updated a few years ago and the owner recently put up new vinyl flooring and new closet doors. The spacious living area and the glass and screen enclosed balcony offers partial views of the intracoastal waterway, and the apartment features a plenty of closet space (2 hallway closets and 2 closets in the bedroom), plus the lockable storage space outside of the unit on the same floor. You may enjoy this property for personal use and/or take advantage of the 2-week rental policy to generate income. If you decide to rent, you can take do it on your own or utilize HT onsite rental office. Rental history of this unit is available. Come to experience living in paradise! This complex was just featured in local newspaper!

SARASOTA

5855 MIDNIGHT PASS ROAD 314

1 Beds

1 Baths

835 Sq.Ft.

$495,000

MLS#: A4660419

PRICE IMPROVEMENT! BEACH LOVERS AND BOATERS THIS PROPERTY IS FOR YOU! Experience the best of waterfront living in this beautifully furnished, private first floor, end unit in the highly sought-after Siesta Harbor community! This TURNKEY condo offers stunning canal views and a prime location just steps from the beach. This immaculate 2-bedroom, 2-bath corner unit has been fully remodeled and is move-in ready. Featuring impact windows, an enclosed lanai, and gorgeous, high-end furnishings, this home is designed for both comfort and style. The spacious, open-concept living and dining areas flow seamlessly, enhanced by a modern kitchen with white shaker cabinets, quartz countertops, stainless steel appliances and top-tier finishes. The primary suite boasts a walk-in closet and a luxurious stand-up shower. The lanai is the perfect spot for morning coffee or an evening glass of wine, with dolphins often seen playing in the marina. You’ll enjoy easy access to all the amenities, including a heated pool and spa, shuffleboard, a fitness room, saunas, and a clubhouse. This active 55+ community also offers private beach access across the street, free on-site laundry, and a pier on the intracoastal waterway for fishing or just relaxing. Boat slips are available for an annual fee. Whether you're looking for a full-time residence or a rental opportunity, this turn-key condo offers both. Steps from the trolley, local shops, and restaurants, with easy access on and off the key – this location can't be beat. Don't miss your chance to live in one of Sarasota's most desirable locations – this stunning, move-in-ready home is waiting for you!

SARASOTA

1215 S PORTOFINO DRIVE 108

2 Beds

2 Baths

1,281 Sq.Ft.

$495,000

MLS#: A4637058

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