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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

3,412

# of Listings

2

Avg # of Bedrooms

$696

Avg. $ / Sq.Ft.

$1,368,502

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

3412 Properties Found. Page 60 of 228.

This rare and coveted 1-acre flag lot extends down to the Little Sarasota Bay waterfront in one of the most desirable locales on the sandy barrier island of Siesta Key, across the street from the prestigious Sanderling Club. Imagine a canopied driveway leading to your secluded dream home, with immediate access to all that Siesta Key and the emerald green waters of the Gulf of Mexico and the Intercoastal Waterway have to offer. You will enjoy your personal gateway to endless aquatic adventures, including boating, fishing, kayaking, paddleboarding, and shelling, or just relaxing on the beach. Stroll to your private dock extending approximately 235 feet into the bay waters, capable of docking a boat, jet skis, and kayaks. Walk or cycle 0.3 miles to the limited access Point of Rocks beach, a unique snorkeling and scuba diving spot, at the southern end of the world-renowned Siesta Key Beach, famous for its powdery white sands and calm, crystal clear waters. The Key’s South Village, adjacent to the island’s south bridge to the mainland, is a mere 0.7 miles from your front door. In addition to Siesta Key’s best beach bars, South Village has a shopping area, grocery store, restaurants, fish market, and beach rentals, as well as a Marina, where your recreational boating needs abound. You won’t want to leave your new digs, but there is a lot more to this area. A tropical paradise married to a clean, vibrant city with a historic downtown is a rare combination, but it’s yours, only 7 miles up the coast in Sarasota, making it the epitome of Florida’s Sun Coast living! In addition to its charming feel, Sarasota boasts a world-class Arts and Entertainment scene, with an array of upscale shops, gourmet restaurants, and vibrant nightlife venues to lure you out of your beach home for a “night on the town.” Indulge in a performance of a classic opera at the internationally acclaimed Sarasota Opera House, or catch a live blues show in a waterfront bar. Come claim your piece of Paradise! DRONE VIDEO ATTACHED TO THE LISTING! ***Also being offered as a land home package at MLS# A4622370***

SARASOTA

7401-B MIDNIGHT PASS ROAD

None Beds

None Baths

0.98 acres

$1,349,000

MLS#: A4603484

New on site today

Luxury Downtown Sarasota Townhome - 2023 Build - Elevator - Private Lockout
Experience elevated downtown living in this meticulously maintained 2,350 sq ft, four-story townhome built in 2023. Located in the heart of Sarasota and just steps to cafés, restaurants, boutiques, nightlife, and the waterfront, the location truly cannot be beat.
Designed with modern sophistication, the home features porcelain flooring throughout, stunning wood staircases with sleek glass railings, and high-end finishes at every turn. The chef’s kitchen is ideal for entertaining with Frigidaire Gallery appliances, an Electrolux vented hood, gas cooktop, convection double oven, soft-close cabinetry, and a spacious open layout.
A rare and versatile feature is the first-floor bedroom with full bath and private lockout — perfect for guests, a home office, multi-generational living, or potential rental income. With four levels of living space and a private elevator servicing each floor, the layout offers flexibility few downtown properties can match.
Enjoy Florida living year-round with an outdoor kitchen plumbed for gas and equipped with a sink. Additional highlights include a two-car attached garage and thoughtful design throughout.
Whether you’re seeking a polished primary residence, a luxurious downtown second home, or an investment opportunity in one of Sarasota’s most desirable locations, this property delivers unmatched versatility and value.

SARASOTA

2187 MAIN STREET

3 Beds

3 Baths

2,350 Sq.Ft.

$1,349,000

MLS#: C7522020

Price reduced

Experience an extraordinary blend of luxury, tranquility, and timeless elegance in this breathtaking Arthur Rutenberg lakefront estate. Offered $75,000 below appraised value and capturing approximately 500 yards of sweeping water views, this residence is even more impressive in person.
Completely renovated between 2014–2016 and 2022–2025, this custom masterpiece is tucked within the respected guard-gated community of Deer Creek in Palmer Ranch. Dramatic 12-foot ceilings, stunning marble and glass architectural accents, transom windows, and exquisite marble flooring flood the home with natural light and refined elegance.
The chef’s kitchen is a true showpiece, featuring stunning underlit Patagonia quartz from Brazil, custom cabinetry, a Bosch convection oven and microwave, French-door refrigerator, separate ice maker, and a striking partial glass ceiling and architectural feature wall that transform the entire space, all bathed in the light of a spectacular Swarovski chandelier. The expansive great room opens seamlessly to a spectacular 42-foot heated saltwater pool and overlooks the tranquil 9-acre lake, offering unforgettable sunsets and an endless variety of wildlife views.
Designed for exceptional indoor-outdoor living, the residence provides over 3,000 square feet of interior living space plus an additional 1,500 square feet of outdoor living. The flexible floorplan includes three spacious bedrooms and a beautifully appointed office or optional fourth bedroom, complete with a cozy fireplace and plantation shutters.
The primary suite is a private sanctuary, highlighted by fully marbled floors, soaring 12-foot marble walls, a dramatic five-foot crystal chandelier, and a glass-wrapped spa bath with walk-in shower, custom freestanding soaking tub, and a custom walk-in closet.
Meticulously upgraded throughout, the home features energy-efficient zoned HVAC with warranty, foam insulation, two water heaters, heated bathroom fans, crown molding, upgraded LED lighting, triple sliding doors, a heat pump, reverse osmosis water system, and full storm protection. A three-car garage with 8-foot doors includes a walk-up, fully floored attic offering exceptional storage.
The grounds are framed by mature oaks, bougainvillea, sago palms, creeping fig, and vibrant Birds of Paradise, creating a lush and private setting. Deer Creek is well-known for its stately guard-gated entrance, 17 scenic lakes, and serene upscale atmosphere—just 12 minutes to world-famous Siesta Key Beach and moments from shopping, dining, and cultural attractions.
This exceptional lakefront residence truly represents the Pinnacle of Gulf Coast luxury living.

SARASOTA

8687 WOODBRIAR DRIVE

4 Beds

4 Baths

2,976 Sq.Ft.

$1,349,000

MLS#: A4677032

Price reduced

#TB8465744

SARASOTA

710 TREASURE BOAT WAY

3 Beds

3 Baths

1,963 Sq.Ft.

$1,348,000

MLS#: TB8465744

A rare investment opportunity awaits with this proven income-producing property on world-renowned Siesta Key Beach. Located within the beautifully maintained Island House Beach Resort, this unique offering includes two units in one building, complete with a two-car carport and additional storage. Flexible rental options allow it to be used as a full 4-bedroom rental, two separate 2-bedroom units, or you can live in one and rent the other—offering excellent versatility and income potential. Recently renovated, the property features hurricane-impact windows, 3M-tinted sliders, and is being sold turnkey furnished for immediate use. Enjoy private beach access with cabanas, beach chairs, and lounges, just a short walk from your doorstep. The resort also offers a spacious beachside courtyard with patio seating, gas grills, and shuffleboard courts—perfect for relaxing or entertaining. The recreation center includes a full-length heated swimming pool, pool table, ping pong, and air hockey, providing plenty of options for fun and relaxation. Ideally located just minutes from Siesta Key Village, downtown Sarasota, and steps from the sand, this is your chance to own a slice of paradise with excellent income potential.

SARASOTA

6150 MIDNIGHT PASS ROAD Unit 10 A&B

4 Beds

3 Baths

1,962 Sq.Ft.

$1,345,000

MLS#: A4660785

Find your beach get-away in this remodeled three-bedroom Casarina condo located on Siesta Key’s famous Crescent Beach. This stunning TURNKEY FURNISHED and updated unit includes an open concept kitchen with high-end custom soft-close cabinetry, designer hardware and granite countertops. The great room was extended to incorporate the balcony into the living space creating an open and airy feeling to this home. A wall mounted television with Sonos audio provides family entertainment. The spacious primary bedroom with a Closet Tech designed walk-in closet opens to a large bathroom with custom cabinets, dual sinks and large walk-in shower. A third bedroom was created during the recent remodel and includes a built-in under window desk. The full-sized laundry room allows for plenty of storage. Luxury vinyl flooring was installed in 2020 in all public rooms. Impact windows were added in 2016. Electric blinds can close off the sliding glass doors to the outside view while all other windows have custom designed plantation shutters. Crown molding and solid wood doors are found throughout the unit. Casarina is an 89-unit condominium complex that sits on 200 feet of private beach and encompasses 7 acres of tropical landscaping. The complex has a clubhouse with kitchen. Spend your days enjoying the beachside pool and spa, play a game of pickleball on one of the two lighted tennis courts, or relax on the island’s famous crystal sand beach. Hop on the free trolley to enjoy the dining, shopping and entertainment at Siesta Key Village. CASARINA ALLOWS OWNERS ONE SMALL PET.

SARASOTA

5880 MIDNIGHT PASS ROAD 206

3 Beds

2 Baths

1,642 Sq.Ft.

$1,335,000

MLS#: A4668223

Residence 15A at Plaza Five Points offers a rare opportunity to live at the heart of downtown Sarasota while enjoying the calm, privacy, and personal service of a boutique luxury building. Plan to visit; it’s located in the city’s historic Five Points—long recognized as the cultural and social crossroads of downtown—so this address places parks, the bayfront, theaters, restaurants, farmers markets, and signature Sarasota events just steps from your door. This 15th-floor, well-cared-for residence, approximately 1,595 square feet, includes two bedrooms, two bathrooms, and a well-appointed kitchen with European-style wood cabinetry that delivers a clean, warm, modern look, paired with consistent, full-height cabinet runs that signal storage, symmetry, and design discipline. An efficient open layout and higher elevated city views. The floor plan balances interior openness with privacy; see the plan in the photo array and schedule a visit to view it. This offering is ideal for full-time living or a refined lock-and-leave retreat. Secure parking and dedicated storage enhance day-to-day convenience. Plaza Five Points is intentionally uniquely different. With only 49 residences, the building offers a quiet, uncrowded atmosphere rarely found in downtown high-rises. Residents frequently note the sense of calm, privacy, and personal space while still enjoying an active, welcoming community. An added upside is that the building is self-managed, with long-tenured on-site leadership and staff who know the property intimately, resulting in consistent care, cleanliness, and service you'd expect. Amenities are designed for real living: a heated pool with full-sun exposure, a spa, a beautifully updated clubroom overlooking the pool, a guest suite for your visitors, concierge services, secure package handling, and a newer, well-equipped fitness center. Optional social engagement includes organized gatherings and group outings, while still preserving a respectful, low-key environment. Built in 2005 to modern hurricane standards, Plaza Five Points has long been admired for its construction quality, intimate scale, and enduring appeal. Market appeal reinforces the long-term value of residences at this address—particularly when offered in alignment with market expectations. A rare downtown Sarasota offering where location, culture, privacy, and warmth come together—Residence 15A delivers not just a home, but a lifestyle rooted in connection, walkability, and quiet sophistication. Schedule a private showing today.

SARASOTA

50 CENTRAL AVENUE 15A

2 Beds

2 Baths

1,595 Sq.Ft.

$1,330,000

MLS#: A4681474

#A4644066

SARASOTA

101 SUNSET DRIVE 103

2 Beds

2 Baths

1,693 Sq.Ft.

$1,325,000

MLS#: A4644066

Endless possibilities on Bird Key! This prime garden home sits in a location full of potential. Whether you’re looking to renovate and make it your own, start fresh with new construction, or add space to support your lifestyle—this property delivers. The lot is ideal for building a custom home that takes full advantage of the scenery and views. Already have a main residence? This could be the perfect spot for a guest house, studio, or even a car collector’s garage with room for your growing collection. The Bird Key location is convenient and has easy access to so many shops and galleries. Beach access for the beachgoers is enjoyable on Lido Key, which offers beautiful beaches and recreational activities, St Armands for upscale shopping and dining, Also , the Longboat Key Club is a very short distance away, which offers golf and tennis plus several restaurants. Waterfront living is at its best living on Bird Key, which also has a marina and clubhouse.

SARASOTA

223 SEAGULL LANE

3 Beds

2 Baths

1,814 Sq.Ft.

$1,325,000

MLS#: A4654386

Paradise Found on Siesta Key! Wake up to Gulf breezes and end each day with a sunset over the water from this direct beachfront condo at Siesta Gulf View. This 2-bedroom, 2-bath residence offers a full west-facing panorama of Siesta Beach and the Gulf from its expansive 31-foot screened and glass-enclosed balcony, accessible from the living room, kitchen, and primary suite. From here you can enjoy both the beauty of the shoreline and the natural dune vegetation that makes this second-floor perspective feel close and connected to the beach.
This floor level offers an ideal balance of easy access and elevated views: take the stairs for quick trips to the beach, pool, or parking garage, or use the elevator if preferred. No long waits, no hassle, just effortless access to every amenity.
The TURNKEY FURNISHED layout includes a light-filled open kitchen with eat-in nook (perfect as a dinette or office), two spacious walk-in closets, separate laundry room, and generous storage throughout. Recent community updates give peace of mind: milestone inspections complete, all cast iron plumbing replaced in 2024, and new clubhouse roof and landscaping nearing completion, with no special assessments.
Siesta Gulf View is a sought-after, gated, 59-unit community offering private boardwalk access to the quartz sands of Siesta Key Beach, plus resort-style amenities: a 25’x40’ heated pool, tennis and pickleball courts, fitness room, grilling areas, and clubhouse. Assigned under-building parking, ample guest parking, first-floor storage, and an on-site management office add convenience. Pet lovers will appreciate that up to two small pets are welcome.
Best of all, you’re just blocks from vibrant Siesta Key Village: restaurants, shops, and live music are a short stroll away. Whether you’re seeking a vacation retreat, investment property (one-month minimum rentals allowed up to 12 times/year), or full-time Gulf-front living, this condo delivers the ultimate island lifestyle. Don’t miss this opportunity to claim your piece of paradise.

SARASOTA

420 BEACH ROAD 203

2 Beds

2 Baths

1,316 Sq.Ft.

$1,324,900

MLS#: A4631493

Investment or full time living, this beautiful and unique compound in the heart of Sarasota is just steps away from the downtown, hospital, shopping, and the bayfront is the coveted West of the Trail Hudson Bayou Neighborhood. This one a kind home with a separate art studio and studio apt in the back consists of a beautiful and cozy main house with 2 bdr, 2 baths, dining, updated kitchen with granite countertops and stainless steel appliances was designed and well loved by its owners, one a Ringling Art graduate and both longtime Sarasota residents, for a full time retreat over the past 15 years. Custom details such as ceramic tile, hardwood floors, with the main house completely replumbed just recently in 2025. In 2020, a second building was custom built in the back to allow for an art studio on the first level and regular stairs, as well as a custom-made spiral staircase lead you to a fantastic studio apt/"She Shed" on the second floor for guests and/or Air BNB possibilities in the future. Continue on and gather on the rooftop for views of the city and fireworks with a sneak peak of Hudson Bayou depending upon neighbor's foliage height. No flooding or damage from past hurricanes. This home remained high and dry and has been lovingly updated and maintained. Home and apt Air BNB vs seasonal rental potential. Rental income potential estimates available.

SARASOTA

1737 BAY STREET

3 Beds

3 Baths

1,996 Sq.Ft.

$1,320,000

MLS#: A4674614

This stunning Majestik Home blends modern design with refined luxury, perfectly capturing Sarasota’s vibrant work-and-play lifestyle. Located on a desirable dead-end street just minutes from downtown Sarasota and world-famous, top-ranked Siesta Beach, this 3-bedroom, 2.5-bath modern residence is rich in artistic detail and upscale finishes. Designed by award-winning DSDG Architects, the home welcomes you with an open-concept floor plan featuring soaring 10-foot ceilings and sleek porcelain tile floors. Walls of glass frame views of the lushly landscaped backyard, creating seamless indoor-outdoor living. The private outdoor oasis includes a heated pool with LED color lighting and a salt chlorine generator, expansive entertaining space, and a stylish pergola gazebo for added shade. The tropical backyard is finished with low-maintenance synthetic turf and a built-in putting green. The gourmet kitchen is a showstopper, featuring stainless steel appliances, a Fisher & Paykel stainless steel dishwasher, a dramatic waterfall quartz island, and contemporary custom cabinetry—perfect for entertaining or everyday living. An elegant ash wood staircase leads to the second level, where you’ll find a loft space, two guest bedrooms sharing a Jack-and-Jill bath, and a luxurious primary suite. The primary retreat offers two spacious walk-in custom closets and a spa-like ensuite bath. Step out through sliding glass doors onto your private second-story balcony overlooking the pool and enjoy the beautifully illuminated nightscape. Recent upgrades include complete home replacement of impact-resistant windows and sliding glass doors installed in 2024, two new AC air handlers 2024 & 2025 and an epoxy garage floor. Centrally located near A-rated schools, shopping, downtown Sarasota, and Siesta Key Beach, this exceptional home truly has it all. Don’t miss this opportunity—schedule your private showing today.

SARASOTA

2323 PINE TERRACE

3 Beds

2 Baths

2,655 Sq.Ft.

$1,320,000

MLS#: A4679272

New on site 3 days ago

Located in the desirable Southgate neighborhood, this custom new build blends an organic modern design with lovely coastal touches. Created for both comfort and versatility, the 2,372 sq. ft. floor plan of open-concept living features 3 bedrooms plus a flexible bonus room, ideal as a home office, den, or creative space. The home includes 2 full bathrooms and an elegant powder room. The designer fixtures and finishes have been expertly done with a minimalist aesthetic that is both stylish and highly functional. Pops of color enhance the warm neutral interior, creating a timeless and sophisticated appeal throughout. A stunning gallery-style foyer welcomes you with classic wainscoting and a skylight that fills the entry with natural light. The impressive great room features a dramatic 12’ 8” ceiling accented by striking wood beams, creating a grand yet inviting gathering space. The kitchen is a true centerpiece, showcasing an all-white palette, standalone range hood, expansive quartz island, and a well-sized butler’s pantry featuring a wall of gorgeous cabinetry, a dishwasher, and convenient pass-through access to the kitchen. The adjoining dining area is surrounded by three large windows and offers direct access to the covered patio, creating a wonderful setting for indoor-outdoor entertaining and al fresco dining. The primary suite offers an enchanting retreat, complete with a double vanity flanked by illuminated niches, a large frameless glass shower with walls of exquisite tile, artistically wallpapered water closet, a mirrored wall above the vanity, and rich gold -colored fixtures. Massive 10-ft. tall French doors enhance the home’s light-filled atmosphere while opening to a covered lanai and private, tropically landscaped yard. Additional highlights include grid-less windows that enhance the seamless indoor-outdoor feel, thick luxury vinyl plank flooring throughout, a spacious two-car garage, and a tiled outdoor shower. The fabulous in-town location places you just moments from an array of arts and entertainment venues, along with abundant recreational, shopping, and dining opportunities. The home is also located within one of the area’s most sought-after school districts, known for its strong academic excellence. With its spectacular design elements and beautiful architectural details, this residence creates an atmosphere where you’ll want to simply relax, unwind, and savor the beautiful surroundings. It’s a place where you and your family can live the perfect Sarasota lifestyle along one of Florida’s most picturesque coastlines.

SARASOTA

3214 KEY AVENUE

3 Beds

2 Baths

2,376 Sq.Ft.

$1,315,000

MLS#: A4681848

#A4679800

SARASOTA

428 SAPPHIRE DRIVE

3 Beds

2 Baths

2,174 Sq.Ft.

$1,300,000

MLS#: A4679800

#A4681432

SARASOTA

2445 ALAMEDA AVENUE

4 Beds

3 Baths

2,901 Sq.Ft.

$1,300,000

MLS#: A4681432

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