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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

3,405

# of Listings

2

Avg # of Bedrooms

$701

Avg. $ / Sq.Ft.

$1,388,343

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

3405 Properties Found. Page 122 of 227.

Price reduced

One or more photo(s) has been virtually staged. Discover elevated waterfront living in the prestigious gated community of Phillippi Landings, where this beautifully updated 4-bedroom, 3-bath residence offers an exceptional blend of privacy, comfort, and coastal elegance just moments from the world-renowned shores of Siesta Key. This refined home features spacious light-filled interiors, luxury flooring, and designer finishes throughout, enhanced by the convenience of a private in-unit elevator and a whole-home water filtration system. The gourmet kitchen showcases premium appliances, stone countertops, custom cabinetry, and a generous island perfect for gathering and entertaining. The serene primary suite offers spa-inspired finishes and impressive closet space, while three additional bedrooms provide versatility for guests, an office, fitness room, or multi-generational living. The screened lanai invites year-round indoor-outdoor enjoyment overlooking lush landscaping. Additional perks include parking for three vehicles along with ample guest parking. Residents of Phillippi Landings enjoy resort-style amenities including a heated pool and spa, fitness center, clubhouse, dog park, gated entry, walking paths, kayak and paddleboard launch, and access to marina-style docks along the Intracoastal Waterway. Ideally located near Siesta Key Beach, Downtown Sarasota, Gulf Gate, top dining, shopping, marinas, medical centers, and Sarasota’s renowned cultural attractions, this residence offers an exceptional coastal lifestyle in one of Sarasota’s most desirable waterfront communities.

SARASOTA

1904 MONTE CARLO DRIVE 1102

4 Beds

3 Baths

1,745 Sq.Ft.

$585,000

MLS#: A4672726

Price reduced

$140,000 PRICE IMPROVEMENT — NOW $585,000. Rare opportunity to own a ground-floor ISLAND REEF condo overlooking Little Sarasota Bay on South Siesta Key. Rare ground-floor ISLAND REEF condo overlooking LITTLE SARASOTA BAY. 2-bedroom, 2.5 bathroom split plan with 1,768 SF of living space. One of South Siesta Key’s best values. Located on quieter South Siesta Key, this Gulf-to-Bay community offers DEEDED BEACH ACCESS and a short walk to a large private Gulf beach. Enjoy bay-side boat docks with the option to add a boat lift for true beach-to-bay living. ISLAND REEF delivers a resort-style lifestyle with two heated pools, tennis and pickleball courts, fitness center, clubhouse, grilling patios, shuffleboard, game room, library, and an active social calendar. The community is well maintained, financially sound, has no new assessments, and features on-site property management. Free Siesta Key trolley stops are right in front, with easy access to Siesta Village, dining, shopping, Turtle Beach, and a full-service marina. This unit stands apart with ground-floor convenience, peaceful bay views, and a strong history of staying dry during storms. Move-in ready and turnkey furnished. The rare split-plan layout offers two en suite bedrooms on opposite sides of the condo, huge walk-in closets, half bath, and a small home office. The full-size kitchen features butcher block countertops and abundant cabinetry. There is a separate dining room, massive living room, all-season Florida room, and regular-size washer and dryer. Ceramic tile flows throughout for easy maintenance, while natural light fills the living areas from morning through mid-day for a bright, breezy coastal feel. The enclosed lanai with sliding windows showcases LITTLE SARASOTA BAY and Intracoastal views—ideal for slow mornings, winding down after the beach, and watching boats drift by at dusk. Ideal for full-time living or seasonal enjoyment. A true South Siesta Key gem. Schedule your private showing today.

SARASOTA

8767 MIDNIGHT PASS ROAD 101F

2 Beds

2 Baths

1,768 Sq.Ft.

$585,000

MLS#: A4680015

Price reduced

Must see this special home! You'll want to move in immediately! Clean, neat, meticulously maintained home in desirable South Gate area, and golfing community, under $600,000. Freshly painted exterior August 2025 with new exterior light fixtures. Barrel tile roof maintenance in 2024, new flat roof over lanai, valleys redone, all roof penetration reflashed, attic solar fan installed. New AC in 2020 with whole house duct cleaning and ultraviolet light installed for mold control, extra insulation added in attic at the same time. New hurricane impact/energy efficient windows installed 2023 with lifetime warranty that is transferable. Hurricane garage door with Lift Master remote. Relax and breathe easy in the security of this block home. Water heater 2yrs. old. New electrical panel 2015. New stove top 12/25. Plenty of room to entertain friends and family on large 1600ft lanai area with extra large pool that looks like a lagoon of beautiful blue water. Pool cage screens replaced 2019, pool motor replaced 2022 and upgraded to variable speed motor. Pool and lanai decking resurfaced 2023. A piece of paradise as your backyard oasis is landscaped for privacy. Huge hass avocado tree grown from seed on side of house with banana trees, and pineapple plants in front that are the sweetest. Wood plantation shutters at all windows. Updated master bath, new tile in kitchen. Herringbone patterned floor tile. Updated ceiling fans add to great atmosphere. Inside laundry room, don't have to go into garage. Freshly cleaned roof and pool cage 11/25/25. Can't find a home in Sarasota in this excellent shape at this price.

SARASOTA

3619 PEMBROOK DRIVE

3 Beds

2 Baths

1,625 Sq.Ft.

$585,000

MLS#: A4681591

Experience the best of Siesta Key in this beautifully updated, freestanding two-bedroom, two-bath villa located in the desirable Vista Hermosa community. Filled with natural light, this stand-alone villa feels like a private home while offering the ease of low-maintenance island living. Recent renovations include tile flooring throughout, stainless steel appliances, furnishings and a new a/c, making it truly move-in ready.

Enjoy all the amenities that come with this vibrant community, including a renovated clubhouse with a full kitchen, a heated swimming pool, and inviting grill areas perfect for relaxing or entertaining.

Whether you want your own coastal escape or an income-producing property, this villa fits the bill. The community allows biweekly rentals, giving you the opportunity to generate consistent rental income all year long.

Vista Hermosa is ideally situated within minutes of great restaurants, shopping, entertainment, and water activities. Its prime location near the Stickney Point Bridge makes it easy to hop on and off the Key, putting Downtown Sarasota, St. Armands, Longboat Key, and Lido Key all just a short drive away.

A rare blend of privacy, convenience, and investment potential—right in the heart of Siesta Key.

SARASOTA

165 VISTA HERMOSA CIRCLE 24A

2 Beds

2 Baths

1,165 Sq.Ft.

$580,000

MLS#: N6141789

Price reduced

One or more photo(s) has been virtually staged. A true SIESTA KEY DIAMOND IN THE ROUGH, this rare waterfront residence offers what may be the most breathtaking Sarasota Bay intracoastal view in the entire Bay Oaks community—a view that feels endless, cinematic, and utterly transformative. Positioned directly on the water, this second-floor, two-level, two-bedroom, two-and-a-half-bath condo is a blank canvas waiting for someone with vision to unlock its full potential and create something truly extraordinary. Once reimagined, this home could be an absolute showstopper, whether as a deeply personal coastal retreat or a high-performing investment with weekly rentals permitted. The main living level features the living room, dining area, kitchen, in-unit laundry, and a convenient half bath for guests, while both generously sized bedrooms are located upstairs, each with private ensuite baths and large walk-in closets. One of the primary suites opens to a private, open-air covered balcony that faces directly over the bay—an intimate perch for morning coffee, sunrise reflections, and quiet moments where the water becomes part of daily life. Build-out renderings have been thoughtfully created to help visualize just how breathtaking this residence could become once updated. Bay Oaks itself enhances the lifestyle with a heated bayside pool, private fishing pier, waterfront picnic and BBQ areas, tennis and pickleball court, clubhouse with kitchen, pool table, and library, assigned covered parking, guest parking, covered bike storage, onsite management, and 24-hour video surveillance. Nestled on the bayside of world-famous Siesta Key, the community is surrounded by lush tropical landscaping, majestic live oaks, and swaying palms, with direct access to Sarasota Bay for kayaking, fishing, or simply soaking in the sunrise. The powdery white sands of America’s #1 Beach are just one mile away, and the free Siesta Key trolley stops directly outside the community. Upcoming community improvements—already paid for—include parking lot resurfacing, renovated carports following the 2026 season, and new pool furniture. This is an opportunity to fall in love not just with what this property is today, but with what it has the power to become—a waterfront home where vision meets view, and where the Florida lifestyle unfolds beautifully over the bay.

SARASOTA

6157 MIDNIGHT PASS ROAD B12

2 Beds

2 Baths

1,332 Sq.Ft.

$580,000

MLS#: A4678073

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

SARASOTA

1709 N TAMIAMI TRAIL 220

1 Beds

1 Baths

803 Sq.Ft.

$580,000

MLS#: O6325748

Discover the perfect blend of modern design, refined comfort, and Florida lifestyle at 8121 Sternway Road, an immaculate residence located within the sought-after Lakehouse Cove at Waterside community. Built in 2023, this maintenance free home with a whole house generator, combines contemporary craftsmanship with timeless sophistication, offering both style and practicality in equal measure.
From the moment you arrive, you’re greeted by clean architectural lines, lush landscaping, and an inviting front entry that sets the tone for what lies beyond. Step inside to an open, sun-filled floor plan that feels both expansive and intimate. The living area flows effortlessly into the dining space and gourmet kitchen, creating a perfect environment for entertaining or quiet evenings at home.
The kitchen is the heart of the residence — featuring premium cabinetry, quartz countertops, stainless-steel appliances, incredible backsplash a spacious island with seating that invites casual gatherings. The adjoining great room boasts large windows and sliding glass doors that open to the covered lanai, blending indoor and outdoor living in true Florida fashion.
The primary suite is a serene retreat with a generous walk-in closet and an elegant ensuite bath complete with dual vanities, a glass-enclosed shower, and upscale fixtures. The additional two bedrooms provide for flexible space for family, guests, or a home office — each designed with comfort and natural light in mind. A second full bath and a thoughtfully located near the second bedroom and the office/den for easy access.
Outdoors, the covered lanai overlooks a beautifully maintained yard that’s ideal for relaxation, morning coffee, or evening gatherings. The two-car garage offers ample storage, and the home’s low-maintenance design allows more time to enjoy the community’s amenities and nearby attractions.
Residents of Lakehouse Cove at Waterside enjoy access to a wealth of resort-style features — including a lakeside clubhouse, fitness center, resort-style pool, kayak launch, and scenic walking trails. The community’s thoughtfully designed spaces encourage both connection and tranquility, making it one of Sarasota’s most desirable addresses.
Located just minutes from downtown Sarasota, Lakewood Ranch, and the beautiful sand beaches of Siesta Key, this property offers convenient access to fine dining, boutique shopping, golf, and world-class cultural venues. Every element of 8121 Sternway Road reflects the area’s signature blend of comfort, sophistication, and relaxed coastal living.
Whether you’re seeking a full-time residence or a seasonal retreat, this home presents a rare opportunity to own a nearly new property in one of Sarasota’s premier master-planned communities.
Experience effortless elegance and modern living at 8121 Sternway Road — where every detail has been crafted with care and style.

SARASOTA

8121 STERNWAY ROAD

3 Beds

2 Baths

1,810 Sq.Ft.

$579,900

MLS#: A4667132

Price reduced

Beautiful luxury townhome with contemporary flair located only minutes from Siesta Key. This 3-story residence offers affordable luxury and maintenance-free living in a premier location on the shores of Phillippi Creek, where you are surrounded by 10 acres of stunning tropical foliage and landscaping. Rarely available, this is your chance to live in an open concept space with high ceilings, designer kitchen features, spectacular interior details and stylish bathroom fixtures. Upon entering this 3-bedroom, 3-bathroom home, you will fall in love with the bright, open floorplan featuring high-end finishes and an abundance of natural light. Enjoy relaxing on one of two lanais; one on the ground floor with outside access and another one upstairs with stunning views. There are stairs and a private elevator for your convenience as well as an oversized garage with plenty of room to store kayaks, golf clubs, beach chairs, fishing poles and more. The Phillippi Harbor Club Rackominium and Marina is right next door for your boating pleasures. There is also an onsite resort-style pool and kayak launch for active pursuits. Additional amenities include a clubhouse, dog park, fitness center and lighted boardwalk. You are minutes away from downtown Sarasota, fine dining, shopping, outdoor activities and the area’s famous beaches. Enjoy the best of Sarasota luxury living in the secluded, gated waterfront community of Phillippi Landings.

SARASOTA

5560 CANNES CIRCLE 3-106

3 Beds

3 Baths

1,825 Sq.Ft.

$579,000

MLS#: A4665433

Mid-century inspired architecture paired with a complete modern renovation, set along a tranquil creek that offers a peaceful waterfront backdrop with a unique elevated setting. Positioned high above the water, the home enjoys serene views, with frequent wildlife sightings from both inside and out.

Recent improvements include a new roof, hurricane-rated windows, designer lighting, and all new large-format tile flooring throughout. A dramatic step-down living area adds architectural character, while the custom kitchen remodel features high-end KitchenAid appliances and bar seating ideal for entertaining.

Two spacious bedrooms include walk-in closets, and the expansive Florida room—finished with upgraded window tint—serves as a versatile flex space that could easily accommodate a Murphy bed. The home offers two beautifully updated bathrooms, including a hall bath with a separate tub and walk-in shower, and a well-appointed primary bath with a large walk in shower and bench.

Situated on a 10,000+ sq ft oversized corner lot, the property features a new paver driveway, extended patio, and a generous side yard that could accommodate a future pool or expanded outdoor living space. Mature trees create a natural backdrop behind the home, enhancing the peaceful water setting. Despite its waterfront location, the home sits high above sea level, has never flooded, and has withstood hurricanes.

The garage is enhanced with a newly installed Shark Floor coating, providing a durable, sleek, and easy-to-maintain finish. Enjoy tranquil outdoor living with water behind the home, where you’ll regularly spot fish, turtles, and a variety of birds in your own private nature retreat.
Not located in a flood zone, and with no HOA or CDD fees, this move-in-ready property offers freedom, flexibility, and peace of mind.

Located in the highly desired Southgate Neighborhood. Conveniently located minutes to downtown Sarasota, approximately 10 minutes to Siesta Key Beach, and between two top-rated hospitals. Turn-key, move-in ready, and truly one of a kind.

SARASOTA

3149 HOMASASSA ROAD

2 Beds

2 Baths

1,438 Sq.Ft.

$579,000

MLS#: A4677645

Price reduced

Gorgeous 4-bedroom, 2.5-bath home built in 2020! This immaculate residence offers a generous open-concept floor plan featuring a spacious kitchen that flows seamlessly into the living and dining areas—perfect for everyday living and entertaining. A desirable split layout provides two guest bedrooms at the front of the home, along with a versatile flex room ideal for a den or home office. The expansive primary suite boasts dual walk-in closets, an oversized shower, and a relaxing garden tub. Upgraded large subway tile flooring runs throughout the home and is complemented by beautiful matching stone countertops. The kitchen is well appointed with stainless steel appliances, a walk-in pantry, and stylish cabinetry offering abundant storage. This home blends functionality with modern design and is located in a gated community featuring an impressive community center with a resort-style pool, basketball court, playground, sand volleyball court, and golf cart parking. Low HOA fees, no CDD, and no flood insurance required. Schedule your private showing today!

SARASOTA

5625 SOFT SKIES DRIVE

4 Beds

2 Baths

2,045 Sq.Ft.

$578,900

MLS#: A4677533

#A4667525

SARASOTA

185 VISTA HERMOSA CIRCLE

2 Beds

2 Baths

1,036 Sq.Ft.

$575,000

MLS#: A4667525

Updated beauty in Gulf Gate Woods — a quiet, tropical enclave lined with winding streets and mature trees. This immaculate, recently updated 3-bedroom, 2-bath, 2-car garage home blends function and comfort in a split floor plan that feels open and inviting.
The renovated kitchen features quartz countertops, stainless steel appliances, and solid wood cabinetry with abundant storage. The owner’s suite includes an ensuite bath, a walk-in closet, and sliding glass doors opening to a serene covered lanai. Enjoy details such as acoustic panels, wood trim detail, upgraded porcelain tile, and bathroom cabinets & fixtures - the work has all been done for you.
The fenced backyard is shaded by stately pines and offers plenty of space for a future pool. The spotless garage comes with dual remote-operated doors and ample room for projects or storage.
This sought-after community sits minutes from Sarasota Memorial Hospital, Downtown Sarasota, and Gulf Gate Drive’s dining and shops. You’re less than 7 minutes from world-famous Siesta Key Beach — consistently ranked America’s #1 beach. With easy access to I-75 and US-41, you’re perfectly positioned to enjoy everything in Sarasota.
Schedule your showing today and discover the best value in Gulf Gate Woods. The work has been done for you, so pack your bags and move on in!

SARASOTA

2827 HARDEE DRIVE

3 Beds

2 Baths

1,877 Sq.Ft.

$575,000

MLS#: A4668972

Price reduced

This charming 2-bedroom, 2-bathroom POOL home is situated in Flood Zone X, meaning flood insurance is not mandatory. It boasts a lovely fenced backyard and is conveniently located near all essential amenities.
Recent updates include Hot water heater and dishwasher (2023), New weather head (2023), New turf and firepit with paver patio (2024), New A/C 2025. The home is just a short distance from a kayak launch into Sarasota Bay and directly down 40th Street to the Charles Hegener Memorial Nature Walk. It’s also close to attractions such as Jungle Gardens, the Asolo Theater, Sarasota International Airport, the Ringling Museum of Art, New College, USF, and Downtown Sarasota. Plus, the home did NOT flood during last year’s hurricanes.
There are NO deed restrictions. The IBISSA Homeowners Association is voluntary, with an optional annual fee of $50. Great location for Airbnb

SARASOTA

831 40TH STREET

2 Beds

2 Baths

1,476 Sq.Ft.

$575,000

MLS#: TB8412827

Just a half mile from the world famous Siesta Key Beach, this charming mid century ranch sits quietly tucked within a peaceful, private neighborhood on the mainland. Offering an effortless coastal lifestyle, this beautifully cared for 2 bedroom, 2 bath home features an open layout, a bright and expansive air conditioned sunroom, and a 1 car garage. It’s being offered turnkey furnished, making it an ideal choice for a full time residence, a vacation retreat, or a strong investment opportunity.

With 1,388 square feet of cooled living space plus an additional 232-square foot laundry and utility room, the home feels spacious and inviting. The large glass enclosed Florida room is a standout feature, filled with natural light from oversized windows and overlooking a tranquil, thoughtfully landscaped backyard. Recent improvements include a 2023 roof, updated windows, a newer septic system and lift station, upgraded electrical service, polished terrazzo flooring throughout, and a paver driveway. The effective year built is 1997, reflecting the extensive updates.

Surrounded by multi-million-dollar properties and located less than a mile from the vibrant shops and restaurants of Gulf Gate, this home offers the perfect blend of privacy, convenience, and coastal living. Watersports, dining, and the soft white sands of Siesta Key Beach are all just moments away. Come experience the lifestyle this special property offers.

SARASOTA

1648 IDLE LANE

2 Beds

1 Baths

1,388 Sq.Ft.

$575,000

MLS#: A4680338

Totally remediated and beautifully remodeled 3-bedroom, 2-bath pool home located in Bellevue Terrace, just off Bahia Vista, in the heart of Sarasota. This home was taken down to the studs and completely rebuilt, including all new electrical, plumbing, and sheetrock. Additional upgrades include all new interior doors, cabinetry, kitchen appliances, air conditioning system, hot water heater, and washer and dryer. Porcelain tile flooring throughout enhances the bright, open, and spacious feel of the home. The expansive screened pool area features a tropical setting and a large covered lanai, ideal for outdoor entertaining and year-round enjoyment. Bellevue Terrace offers a prime central location near Locklear Park, the YMCA, Pinecraft with its Amish Restaurants, downtown Sarasota, and the Bayfront neighborhoods. Enjoy a friendly community with no HOA, no rental restrictions, and easy access to everything Sarasota has to offer. Easy to show and a must see.

SARASOTA

3182 HATTON STREET

3 Beds

2 Baths

1,530 Sq.Ft.

$575,000

MLS#: A4684851

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