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Downtown Sarasota

One of the most popular communities provided by The Graf Group of Coldwell Banker

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 The Graf Group of Coldwell Banker

3,344

# of Listings

2

Avg # of Bedrooms

$703

Avg. $ / Sq.Ft.

$1,393,932

Med. List Price

Browse Downtown Sarasota Real Estate Listings

$250,000 - $500,000

908 Properties Found. Page 5 of 61.

Price reduced

* Owner willing to do Rent To Own with a significant down payment and application. ! * 4/2 single family home in a charming neighborhood with multi million dollar homes but still very close to everything! Can very easily be converted to an awesome 2 unit. (2/1 on each side) One of the best locations in Sarasota. Sarasota Memorial Hospital: .8 miles away. Main St (downtown) 1.9 miles away. Top rated school district includes: Elementary school: .4 miles. Middle school: 1.2 miles. High school: 1 mile. Siesta Key Beach: 4 miles. YMCA and pool 1 mile away and Arlington Park 1/2 mile away. Corner lot. This home is NOT in a flood zone and has never flooded . Updates include: Bath and kitchen remodeling. (Cherry wood cabinets ) Interior has new paint throughout. About half the vinyl windows are newer. HVAC/AC is 2019 with some new ductwork. With the insulated metal roof and re -stucco-ing power bills are super low. (can be verified) Serene, shaded, private fenced in rear patio with nice shrubbery and a large front yard perfect for installing fencing. (great for a hot tub or just sitting outside watching football ) High speed internet. Big closets in every room. Lots of storage. City water and sewer. Fenced back yard. Carport with large storage area. Home also has a nice bright sun room that can be used as a dining room, office, etc. This great neighborhood is very dog friendly and only 10 minutes away from the large and popular dog park at Arlington park. Partially fenced corner lot can still have room to add a pool.

SARASOTA

2695 S EAST AVENUE

4 Beds

2 Baths

2,100 Sq.Ft.

$495,000

MLS#: A4669217

#A4670887

SARASOTA

2117 HUNTINGTON AVENUE

3 Beds

2 Baths

1,953 Sq.Ft.

$495,000

MLS#: A4670887

Welcome to your relaxation destination- White Sands Village- located across from Tripadvisor's #1 RATED BEACH IN THE U.S. AND #4 IN THE WORLD- SIESTA BEACH! Let the cool quartz white powder sand and clear water soothe your soul. This comfortable 1,012 sqft, TURN KEY FURNISHED, 2 bedroom/ 2 bath condo has recently been refreshed by a professional designer. The UPDATED, opened up kitchen features granite countertops, stainless steel appliances and a delightful window looking out to the lush tropical greenery. Entertain guests in the open plan dining and living room. The 2 spacious bedrooms offer multiple large closets and plenty of room to accommodate additional visitors. You'll love that the 2 bathrooms are updated with granite countertops and there is hard flooring throughout the condo. Enjoy sunsets and a peek-a-boo boat basin view while sipping your favorite cold beverage from the screened lanai. This 2nd floor unit is ideally positioned in the back of the complex in an end building providing privacy and tranquility with no one above you...and peace of mind with it being high and dry! The community features a charming clubhouse with sauna, heated pool, BBQ grills, picnic areas, boat docks available for rent annually on a first come first serve basis, multiple laundry facilities and designated parking spaces under shaded carports as well as plenty of open guest parking. Just across the street at the public beach you'll find tennis, pickleball, volleyball and a playground! Take the trolley to Siesta Village for delicious local restaurants, live music, farmers market, festivals, fitness and shopping. The flexible 2 week and pet friendly rental policy combined with the ON-SITE rental management office makes this an excellent investment opportunity that's easy breezy! Call today to schedule your private showing and start living the Florida dream!

SARASOTA

5681 MIDNIGHT PASS ROAD 104

2 Beds

2 Baths

1,012 Sq.Ft.

$495,000

MLS#: A4652794

Welcome to your slice of paradise on world-renowned Siesta Key! Located just steps from the powdery white sands of the #1 beach in the U.S., this beautifully updated 2-bedroom, 2-bathroom condo in the highly desirable Siesta Harbor 55+ community is the ultimate coastal retreat. Bright, spacious, and thoughtfully designed, this residence features stylish luxury vinyl flooring, a beautifully renovated kitchen and baths, and an open layout that invites in the Florida sunshine. The spacious all-seasons lanai offers breathtaking views of the shimmering saltwater canal that leads directly to the Intracoastal and the Gulf; perfect for relaxing with morning coffee or evening wine as boats drift by. Enjoy an exceptional array of resort-style amenities, including a heated pool and spa, modern fitness center, sauna, clubhouse, shuffleboard courts, and a vibrant social calendar filled with fun community events. For the fishing enthusiast or nature lover, the private pier along the Intracoastal Waterway is ideal for casting a line or enjoying peaceful waterfront strolls. Owners also have the opportunity to lease dock space on a first-come, first-served basis; perfect for boaters. This extraordinary community offers deeded beach access through Crescent Arms, beautifully landscaped grounds, same-floor laundry, private storage, on-site management, and more. With the free trolley stop just outside your door, you are minutes from Siesta Key Village, boutique shops, and fabulous dining options. Plus, you're conveniently close to the South Bridge for easy access to mainland Sarasota and downtown’s cultural attractions. Whether you're looking for a full-time residence or a dreamy winter escape, this home truly has it all; location, lifestyle, and luxury. Don't miss your chance to live the Siesta Key dream!

SARASOTA

1300 N PORTOFINO DRIVE 103

2 Beds

2 Baths

929 Sq.Ft.

$495,000

MLS#: A4655599

Enjoy beachside living at Lido Harbour South on Lido Key. This east-facing condo features one bedroom, one and a half baths, and a bright, inviting layout. The kitchen offers granite countertops and stainless steel appliances, while the enclosed Florida room, with hurricane-impact windows, a ceiling fan, and a closet, provides the perfect spot to relax and enjoy the morning light. For added convenience, a washer is located in the primary bedroom closet, with a communal laundry room on the same floor. Residents have private beach access, a community pool, and a patio area with tables, lounge chairs, and an outdoor shower - everything needed for the perfect day in the sun. In the evenings, take in breathtaking sunsets from the private beach. Ideally located near Ted Sperling Park at South Lido Key Beach, where you can explore scenic nature trails or kayak through peaceful mangrove tunnels, and only minutes from St. Armands Circle's renowned dining and boutiques and the vibrant arts and culture of Downtown Sarasota, this condo captures the essence of relaxed island living.

SARASOTA

2100 BENJAMIN FRANKLIN DRIVE 203

1 Beds

1 Baths

778 Sq.Ft.

$495,000

MLS#: A4671669

Direct bayfront 2BR/1.5BA third-floor condo at Sarasota Harbor West with sweeping panoramic views of Sarasota Bay and spectacular western sunsets. The open-concept kitchen and living area have been completely renovated to perfection — designer finishes, high-end appointments, and an open layout that frames panoramic views from every angle, presenting like the pages of an architectural magazine with the bay as its backdrop. This meticulously maintained residence offers a rare front-row vantage point over the bay and includes a same-floor private storage room. The unit sustained no hurricane damage, providing exceptional peace of mind. The third-floor elevation enhances privacy, natural light, and breezes, and offers some of the most commanding water views in the entire community. Sarasota Harbor West is a premier 55+ maintenance-free bayfront community. Amenities include a waterfront clubhouse with full kitchen, heated lap pool, shuffleboard courts, kayak storage, bicycle storage, and deep-water boat slips up to 30 ft available for purchase at a one-time fee. The boat basin sits in a naturally protected section of the bay, offering calm water and easy access to Big Pass and the Gulf. HOA fees cover on-site property manager, building exterior, grounds, exterior pest control, building insurance, pool maintenance, water, sewer, trash, and cable. One covered parking space included; ample guest parking available. Rentals permitted after one year of ownership. Pets not permitted except with valid service or emotional-support animal documentation. Located directly across from Sarasota Yacht Club, with immediate access to St. Armands Circle, Lido Beach, and downtown Sarasota. This is one of Sarasota’s most walkable waterfront locations, with Sarasota Yacht Club, dining, boutiques, beaches, and cultural venues all just minutes from your door. A rare opportunity for true direct bayfront living in one of Sarasota's most sought-after waterfront communities. **Take a look at the virtual tour. **

SARASOTA

763 JOHN RINGLING BOULEVARD 36

2 Beds

1 Baths

816 Sq.Ft.

$495,000

MLS#: A4683704

Welcome to this beautifully updated 3-bedroom, 1-bathroom residence in the highly desirable Arlington Park neighborhood. Offering no HOA and a spacious 1,100 sq. ft. paver driveway, there’s plenty of room for additional vehicles, recreational toys, or even a boat.
Step inside and you’ll find 1,297 sq. ft. of thoughtfully designed living space featuring porcelain tile flooring throughout. The modern European-inspired kitchen is equipped with custom cabinetry, granite countertops, and new stainless steel appliances, including a refrigerator and dishwasher. The bedrooms feature sleek sliding glass closet doors and provide ample storage, while the bathroom has been completely renovated with a tiled walk-in shower, a double vanity, and contemporary lighting.
A private side entrance leads into a versatile drop zone area, perfect for daily essentials or coats and bags. The laundry is tucked away behind a sliding barn door, and this space also offers the option to convert into a second bathroom if desired.
The fenced backyard is designed for outdoor living and relaxation, complete with a 200 sq. ft. paver patio, fresh sod, and a new irrigation system to keep the lawn lush year-round. The spacious lot also offers plenty of room to add a pool while maintaining privacy and open green space.
Recent updates include a new roof installed in 2018, a flat roof replacement in November 2023, thermal insulated windows, and storm shutters for added peace of mind.
Located within Sarasota city limits, this property is eligible for use as a vacation rental, making it an excellent opportunity for both homeowners and investors.
Residents of Arlington Park enjoy access to outstanding amenities, including lap and instructional pools, basketball and tennis courts, a playground, outdoor fitness gym, walking trails, and a dog park. All this, just three blocks from Sarasota Memorial Hospital and only minutes from Downtown Sarasota, Marie Selby Gardens, St. Armands Circle, Siesta Key, and Lido Key.

SARASOTA

1477 S SCHOOL AVENUE

3 Beds

1 Baths

1,297 Sq.Ft.

$494,900

MLS#: A4662930

Price reduced

Siesta Key Waterfront Opportunity – Unmatched full bay views from your lanai, Gulf views from your front balcony — this 2 bed, 2 bath condo offers the best of coastal living on Siesta Key. Spacious and ready for your personal touch, this condo is ideal for those looking to renovate and build equity. The community offers two bayfront pools, pickleball and tennis courts, fitness center, kayak racks, and some of the most affordable boat docks around (first come, first served). No flooding in this complex! Reserved carport next to the elevator. Turtle Beach access just across the street. Trolley stop nearby for easy island exploring. Monthly rentals allowed 12x per year with onsite management. Whether you're searching for a relaxing island escape or an income-producing property, this is your chance to own in one of Siesta Key’s most desirable waterfront communities.

SARASOTA

8911 MIDNIGHT PASS ROAD 410

2 Beds

2 Baths

1,093 Sq.Ft.

$494,000

MLS#: A4674935

Nestled along a serene lakeside just west of I-75, this 2-bedroom, 2-bath, plus den, 1900-square-foot 2-car garage Sarasota pool home is a hidden gem. It may appear modest at first glance, but inside it offers a warm, inviting atmosphere. Life slows down here, with mornings reflecting gentle light off the lake and evenings ending in golden, almost ceremonial sunsets. The water heater was replaced in 2022, and the AC condenser was replaced 3 weeks ago. Beautiful luxury laminate flooring covers the home, leading one from open space to open space. There is a natural grace to the home, a sense that life here is meant to be savored. Sunlight streams through large windows and highlights vaulted ceilings, creating an open and uplifting ambiance. The updated kitchen flows naturally into the main living area, perfect for lingering conversations or elevating everyday moments. Whether enjoying coffee or welcoming friends from the pool, the space adapts to both quiet reflection and connection. Outside, the west-facing lanai and pool form a private sanctuary, perfect for a refreshing swim or a glass of wine as the sun sets behind the trees, with twilight shimmering on the lake. With a newer tile roof, a refreshed pool area, and HOA-included lawn care, it offers truly low-maintenance living. It’s perfect for a seasonal getaway or a second home. For out-of-state buyers, this is an effortless Florida retreat, where arrivals are easy and departures never feel rushed. Close to Sarasota’s renowned beaches, dining, and culture, yet quietly tucked away, this home offers a rare balance of convenience and privacy. More than a residence, it’s a timeless and peaceful haven, ready for someone who appreciates that true luxury is ease.

SARASOTA

4341 MARCOTT CIRCLE

2 Beds

2 Baths

1,899 Sq.Ft.

$491,900

MLS#: A4676398

#S5141716

SARASOTA

3910 77TH PLACE E

3 Beds

2 Baths

2,008 Sq.Ft.

$490,000

MLS#: S5141716

Welcome to 5883 Whistlewood, a centrally located Sarasota retreat, with no HOA, that blends everyday convenience with the best of Florida living. If you’ve been searching for a home that offers a relaxed, coastal lifestyle with quick access to everything Sarasota is known for, this is it.

Live just 7.5 miles from downtown Sarasota, where world-class dining, shopping, and entertainment await. Enjoy easy evenings at spots like Ocean Prime, weekend strolls along the Bayfront, or spur-of-the-moment outings to the Farmers Market. When you’re craving beach time, Siesta Key, consistently ranked America’s #1 beach, is only 7 miles away, making sunrise walks, sunset sessions, and full beach days part of your weekly routine.

Back at home, unwind in your private swimming pool or relax in the screened-in lanai overlooking a fully fenced backyard, perfect for pets, play, and peaceful afternoons outdoors. Inside, the home offers 4 bedrooms, giving you the flexibility to create guest space, a home office, or a hobby room.

The location is ideal for those who value both privacy and connectivity. The neighborhood is quiet and established, yet you’re only 0.8 miles from I-75, making commutes smooth and travel effortless. Outdoor enthusiasts will love being just 2 miles from Urfer Family Park, with walking trails, playgrounds, and green space to enjoy year-round.

Whether you’re looking for a primary residence, a seasonal escape, or a property that balances lifestyle with convenience, 5883 Whistlewood delivers a truly complete Sarasota experience, pool days, beach weekends, downtown nights, and a peaceful home base in the heart of town.

SARASOTA

5883 WHISTLEWOOD CIRCLE

4 Beds

2 Baths

1,530 Sq.Ft.

$490,000

MLS#: A4671389

Price reduced

Here’s is your chance to live on the SOUTHERNMOST TIP OF SIESTA KEY and enjoy STUNNING SUNRISES & SUNSETS all year long. In fact, this is the CLOSEST CONDO to MIDNIGHT PASS and LOWEST PRICED 2-bedroom unit in the entire complex! This one-of-a-kind gated community encompasses over 5+ acres of PRIME WATERFRONT real estate and is loaded with amenities including tennis, pickleball, fitness center, heated lap pool, spa, dry sauna, kayak launch, clubhouse and more. Boat docks are also available for a small fee on a first come first serve basis. Rather go to the beach? No problem…Turtle Beach access is just about a half-mile away. And let’s not forget, just a few miles up the road are all the amazing restaurants and shops of Siesta Village. The first thing you’ll notice when you enter this turnkey-furnished, 2bed/2bath condo, is how the living area leads right out to an expansive 30-foot lanai overlooking Little Sarasota Bay and the Jim Neville Nature Preserve…a perfect spot for entertaining or just sitting back and enjoying the view and the wildlife. The primary bedroom also has access to the lanai and features an ensuite bathroom, finished closets, and of course, spectacular sunrise views. Engineered hardwood floors throughout give the home a cozy, beachy feel. Unlike other condos in the area, a washer/dryer is conveniently located within the unit. Recent updates include 5 new ceiling fans, new blinds, new range, newer dishwasher, and new furniture in the dining room and living room. AC was replaced in 2019. There is also additional storage space on the ground floor for all your beach and boating gear. Don’t miss out on your chance to own a piece of paradise! Schedule your showing today! Before you know it, you could be floating around the crystal blue waters of Midnight Pass and enjoying STUNNING SUNRISES & SUNSETS right from your own condo.

SARASOTA

9397 MIDNIGHT PASS ROAD 405

2 Beds

2 Baths

1,029 Sq.Ft.

$490,000

MLS#: A4662312

Live the Florida lifestyle where every day feels like a getaway in this well-maintained 9th-floor, 2-bedroom, 2-bath condo ideally located in the heart of downtown Sarasota. Just steps from Sarasota Bay, Bayfront Park, O'Leary's Tiki Bar & Grill, and Marina Jack, this move-in-ready residence offers the best of walkable coastal city living. Enjoy Palm Avenue views from your private balcony or step out the rear entrance for immediate access to the weekly farmers market, art festivals, dining, galleries, and shopping. The 101 Condominium features resort-style amenities including a renovated lobby, fitness center, heated pool with expansive deck and ambient evening lighting overlooking the bay and park, grilling area, pergola, and resident club space. Additional highlights include gated under-building reserved parking, storage unit, bike storage, and guest parking, all just minutes from St. Armands Circle, beautiful beaches, boating, and performances at Van Wezel Performing Arts Hall.

SARASOTA

101 S GULFSTREAM AVENUE 9A

2 Beds

2 Baths

1,200 Sq.Ft.

$490,000

MLS#: A4678189

Price reduced

Price reduced by $20,000. Woodbridge Estates at its finest! End unit, with total privacy, vaulted ceilings in almost every room, wood and ceramic tile floorings throughout, including the two screened porches. This villa style home lives like a single-family home, with everything remodeled in the last few years. The eat-in-kitchen has wooden cabinets, stainless steel appliances, Quartz countertops, under mount sink, back splash tile and pass-through to the dining room. Living room has wood burning fireplace, and opens up to a large, screened porch. Master bedroom has a huge walk-in-closet and totally renovated bathroom with walk-in-shower and soaking tub, duel counter sinks with Quartz counter-tops. The den-office is located off the dining room and has access to the guest bathroom. The second bedroom opens up to a small, screened porch as well. The 2-car garage is oversized, and both garage door and side entrance door were replaced in 2023 and extra space for a work bench. Woodbridge is located on 13 acres, with 60 villas and the amenities are tennis/pickleball courts, Manor house with 2 suites available to rent for guests and heated swimming pool. The community is gated at from 7pm to 7am. The location is perfect for getting to the beach, downtown, shopping and 5 miles to I-75.

SARASOTA

2635 MOSS OAK DRIVE 55

3 Beds

2 Baths

1,985 Sq.Ft.

$490,000

MLS#: A4668080

Price reduced

RECENTLY RENOVATED. 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. NEW FLOORS, PAINT, SUBFLOOR AND LANDSCAPING.

SARASOTA

1712 CHEYENNE STREET

3 Beds

2 Baths

1,740 Sq.Ft.

$490,000

MLS#: A4661183

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