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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 120 of 289.

Welcome to Esplanade at Palmer Ranch. This resort style community has all of the amenities to live the lifestyle of your dreams. This top floor end unit brings the outdoors in with views of the pond and all of the wildlife that it attracts, as well as the tennis courts, pickle ball courts, bocci ball courts and the surrounding landscape. The open floor plan provides spacious living areas with 13-foot ceilings, and tons of natural light from the many windows and sliding doors. The well-designed layout offers a split plan, with the primary bedroom facing the pond and tennis courts, with walk in closets, a spa-like bath with dual vanities. The second bedroom offers a south facing view, as well as almost new flooring and ceiling fan. The third bedroom has a queen murphy bed with built-in closet and extra storage or use as an office when the bed is not needed. The community of Esplanade also features a world class fitness center, resort style pool with hot tub, resistance pool, splash pad and swim lanes along with cabanas for your enjoyment. And for your pet? There's the dog park where he can socialize with the other very lucky pets to be living in this amazing community! So many more features that you must come to experience.

SARASOTA

5424 CICERONE STREET 204

2 Beds

2 Baths

1,532 Sq.Ft.

$499,000

MLS#: A4648845

WELCOME HOME to this beautifully, tree-lined, gated enclave of Village at Beekman Place—a pet-friendly community where charm, comfort, and convenience blend seamlessly! This beautifully maintained and thoughtfully updated 3-bedroom, 2-bath home with a 2-car garage showcases an open, airy floor plan accentuated by high ceilings and abundant natural light. A true hidden gem, the low HOA fees at $236/month includes maintenance free living, internet/streaming services, and a suite of desirable community amenities.

Step inside and feel immediately at ease in the spacious living area, which flows effortlessly into a generously sized, private screened lanai. Here, you'll find a sparkling 28’ x 12’ RESURFACED POOL IN 2022 with newer pool equipment—your personal oasis for tranquil evenings or lively weekend gatherings with family and friends.

The heart of the home—the oversized eat-in kitchen—boasts rich granite countertops, custom antique white wood cabinetry, a large breakfast bar, and stainless steel appliances—perfect for entertaining or enjoying casual meals at home. Throughout the home, easy-care ceramic tile flooring and a whole-house central vacuum system make everyday living a breeze. Enjoy the bonus of an extended living area under air, ideal for a home office, reading nook, or hobby space, with sliding doors opening directly to the pool for seamless indoor-outdoor living.

Recent major updates include: NEW ROOF (2021), HIGH-EFFICIENCY AC UNIT (2024), GAS HOT WATER HEATER (2022)

Nestled in a peaceful and well-kept neighborhood, the community offers residents access to 2 community pools, tennis courts, and serene walking paths—all without the worry of being in a flood zone. This home has been lovingly cared for and is truly move-in ready. Whether you're seeking a primary residence, a seasonal escape, or an investment with flexible leasing options, this property delivers the lifestyle you deserve. Located in a prime Sarasota location, you're mere minutes from the world-renowned quartz sand beaches of Siesta Key and Lido Key, vibrant downtown Sarasota, the upscale UTC shopping district, fine dining, and Sarasota-Bradenton International Airport.

Don’t miss your opportunity to own a slice of paradise in one of Sarasota’s most desirable communities. Schedule your private showing today!

SARASOTA

4441 EDINBRIDGE CIRCLE 32

3 Beds

2 Baths

2,357 Sq.Ft.

$499,000

MLS#: A4661099

#A4653310

SARASOTA

7632 QUINTO DRIVE

2 Beds

2 Baths

2,121 Sq.Ft.

$499,000

MLS#: A4653310

**** $50,000 PRICE REDDUCTION****

*** Already generating BIG $$$$ ($80,00 in 2024 alone) income through Airbnb and remotely managed, this property holds even greater potential when listed on platforms like VRBO and Booking. com—an excellent opportunity for investors looking to maximize returns.

Experience the charm of Old Florida in this beautifully maintained, turnkey, Key West-style home, ideally located just minutes from downtown Sarasota and the pristine Gulf beaches. Nestled near premier shopping and Sarasota Memorial Hospital, this property offers both convenience and character. The main residence features 2 bedrooms, 1 bathroom, a spacious great room, crown molding, laminate flooring throughout, and a newer washer and dryer. The separate in-law or guest suite boasts 1 bedroom, an oversized bathroom with a separate tub, its own kitchen and living area, and a private entrance—perfect for extended family or rental income. The fully fenced property includes lush landscaping and a wooden deck, creating a private outdoor oasis.

SARASOTA

2245 BAHIA VISTA STREET

None Beds

None Baths

1,920 Sq.Ft.

$499,000

MLS#: TB8387811

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 treelined 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 home/office and storage area. Twelve 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, contractor and imagine the possibilities.

SARASOTA

1740 WISCONSIN LANE

1 Beds

1 Baths

1,072 Sq.Ft.

$499,000

MLS#: N6139734

Live in the Heart of Downtown Sarasota with Stunning Views and Modern Comforts

Step into effortless downtown living from this beautiful sixth-floor residence at The 101 Condominium. Offering sweeping city views and a refined, move-in-ready interior, this spacious one-bedroom, two-bath home perfectly balances style, comfort, and convenience. Thoughtfully renovated, the residence features a light and neutral color palette with wood-look laminate flooring throughout, sleek cabinetry in the kitchen and baths, and stainless steel appliances. The open-concept layout is ideal for both everyday living and entertaining.

Enjoy peace of mind with recent upgrades, including newer plumbing, a newer water heater, and a newer AC unit. Additional features include an assigned parking space and a private storage unit.

Resort-style amenities elevate the lifestyle experience, including a stunning bayfront pool deck with a heated pool, pergola, and grilling area—plus a beautifully redesigned lobby, well-equipped fitness center, and stylish club room.

The 101 Condominium has undergone major updates and now meets or exceeds the City of Sarasota’s 2016 hurricane wind and life safety codes. In 2024, the building received fresh exterior paint and new stucco, further enhancing its durability and curb appeal.

Located in the vibrant heart of Sarasota, you're just steps from the farmers market, world-class shopping and dining, galleries, theaters, and the city's rich cultural scene. Experience the best of Sarasota living at The 101.

SARASOTA

101 S GULFSTREAM AVENUE 6C

1 Beds

2 Baths

1,081 Sq.Ft.

$499,000

MLS#: A4652674

Exceptional value for a stunning newer home! | No HOA | No Deed Restrictions | Quiet Dead-End Street

Enjoy peace of mind in this 2017 hurricane-rated concrete block home, located in Flood Zone X with no storm or flood damage. One of the few newer homes in Sarasota with no HOA, it offers the benefits of a modern build without the restrictions.

The open-concept layout features stylish finishes, custom lighting, and a split-bedroom design for privacy. The kitchen boasts quartz counters, solid wood cabinets, a butcher block island, farmhouse sink, and oversized pantry. The living area includes a feature wall with electric fireplace and flows to a fenced backyard—ideal for relaxing or entertaining—with upgraded landscaping and exterior lighting.

A detached shed, currently a home gym, offers great flex space. Set on a quiet dead-end street with mature trees and varied architecture, the home is minutes from I-75, UTC, Downtown Sarasota, beaches, the Legacy Trail, and Celery Fields.

No carpet, no outdated finishes, and completely turnkey. Located outside city limits for a lower tax rate (under 1% with homestead), no HOA dues, no city sewer costs, and no pool to maintain. Furnishings are negotiable. Feature sheet available—schedule your showing today! Best bang for your buck in Central Sarasota!! **This property qualifies for a 1-Point Lender paid, full term, rate buy down if using preferred lender. Inquire for more details.**

SARASOTA

867 BACON AVENUE

3 Beds

2 Baths

2,368 Sq.Ft.

$499,000

MLS#: A4647076

#A4660330

SARASOTA

2170 ROBINHOOD STREET A4-407

1 Beds

1 Baths

729 Sq.Ft.

$499,000

MLS#: A4660330

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

One or more photo(s) has been virtually staged. NO HOA or CDD fees!
A renovated 3-bedroom, 2-bath home ideally located in the desirable De Soto Country Club Colony community in Sarasota.
This single-story block construction home sits on a spacious 9,191 sq ft lot with mature landscaping and a wide driveway leading to a two-car garage. Inside, you’ll find an open, light-filled layout with updated flooring, modernized bathrooms, and a tastefully refreshed kitchen equipped with stainless steel appliances and granite countertops.
Enjoy outdoor living in the good size backyard, perfect for relaxing or entertaining.
Located just minutes from Palm Aire Country Club, University Town Center Mall, I-75, beaches, and top-rated dining, this home combines quiet neighborhood living with unbeatable convenience.

SARASOTA

5108 MEDALIST ROAD

3 Beds

2 Baths

2,983 Sq.Ft.

$499,000

MLS#: A4660179

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

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. 2Washer and2 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
Seller will Include new ROOF Poylglass Modified Bitumen better than Shingle

SARASOTA

2223 BAY STREET

None Beds

None Baths

1,723 Sq.Ft.

$499,000

MLS#: A4659640

One or more photo(s) has been virtually staged. Welcome to Island Reef, an amenity rich Gulf to Bay resort where living the dream meets reality. Located on the tranquil southern end of Siesta Key you are just steps away from enjoying boating activities on the Intercoastal, a day at leisure on the beach or taking in a beautiful sunset over the Gulf. Come see this BAYSIDE condo that has undergone a remodel to include raising the ceiling in the kitchen and dining room areas, retexturizing all ceilings in the condo and installing plank tile flooring in the dining, living and both bedrooms. The kitchen features solid wood cabinetry to the ceiling, granite countertops, stainless steel appliances and an enlarged pass through to the dining area. The final piece of the remodel includes a customized office nook with a built-in desk with overhead and adjoining storage cabinets. Meticulously cared for this light and bright condo with white/off white colors throughout provides a neutral pallet for all your furniture and decorating ideas. The spacious Primary Suite features sliders to the screened and glass enclosed lanai, a large walk-in closet, bathroom with dual sinks and a walk-in shower. A generous-sized guest bedroom with shower and bath is ideal for family or guests. With its open floor plan the focal point of this condo is the spacious living/dining room which flows into the east facing tiled screened lanai; a perfect place to enjoy the dawn of a new day or a shady respite in the afternoon. For your peace of mind, the A/C unit was replaced in May 2024 and the hot water heater in 2020. At Island Reef the vacation never ends with your choice of two heated pools, a remodeled clubhouse, fitness room, newly resurfaced lighted tennis and pickleball courts, barbeque patios with gas grills, deeded beach access, boat docks, fishing, a place to store your bike or kayaks and so much more. In true island fashion you can walk to the front entrance of the complex, hop aboard the free classic style Breeze Trolley and enjoy a fun and relaxing day venturing out to a wide variety of restaurants, bars, gourmet grocery stores and shops on the Siesta Key while your car is parked in the shade of your deeded carport space. If you’re looking for a seasonal refuge from our Northern winters, a full time residence or an investment with attractive rental possibilities you can’t go wrong at Island Reef.

SARASOTA

8773 MIDNIGHT PASS ROAD 205G

2 Beds

2 Baths

1,421 Sq.Ft.

$499,000

MLS#: A4634761

Welcome to The Strand of Sarasota — a stunning waterfront, gated community completed in 2022. Seller would love to entertain offers and is motivated! Because this unit has a larger lanai for comfort and outdoor furniture placement and has more entertaining space and viewing pleasure of Sarasota Bay, this unit does not have a den. Ideally located just minutes from Sarasota’s vibrant downtown, the Bay Park, cultural attractions, stylish boutiques, acclaimed restaurants, and the pristine white sands of Lido Key Beach and St. Armands Circle. Enjoy breathtaking views of The Strand’s boardwalk, boat docks, and Sarasota Bay sunsets right from your private lanai. This modern, low-maintenance unit features impact-rated windows and sliders, a spacious kitchen with quartz countertops and large island, sleek cabinetry, a neutral tile backsplash, ceiling fans, and an in-unit washer and dryer. The community includes 152 residences and 47 boat slips with water and electricity—providing direct access to Sarasota Bay and the Gulf of Mexico. Resort-style amenities include a heated pool and spa, fitness center overlooking the pool, kayak launch and storage, gas fire pit, dog park (allowing 2 large dogs), community grills, EV charging stations, 1 assigned garage parking space, and a private storage locker. On-site management is available Monday through Friday, and the proactive Board of Directors ensures a well-maintained, resident-friendly environment. Investors will appreciate the flexible rental policy (minimum 8 days, up to 52 times per year) and ample guest parking. Boat slips occasionally become available for purchase. Furniture is included in list price.

SARASOTA

1709 N TAMIAMI TRAIL A421

1 Beds

1 Baths

1,015 Sq.Ft.

$499,000

MLS#: A4632169

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

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