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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

3,348

# of Listings

2

Avg # of Bedrooms

$692

Avg. $ / Sq.Ft.

$1,379,492

Med. List Price

Browse Downtown Sarasota Real Estate Listings

$250,000 - $500,000

$1M - $3M

715 Properties Found. Page 25 of 48.

This Fantastic Prestancia home, nestled in the heart of TPC Prestancia—a distinguished, gated golf community in Sarasota—boasts 4 spacious bedrooms, an office, and 3.5 bathrooms. Spanning almost 4,000 square feet, this elegant residence offers a luxurious living experience. Set on a serene, lakefront lot over half an acre, the custom estate home presents granite countertops, an extra-large pantry, and a sprawling master suite with a sitting area and an oversized bathroom. From the striking foyer entry, discover a home with a well-thought-out floor plan, high ceilings, a gourmet kitchen awaiting your personal touch, and marble flooring. Formal living and dining rooms lead to a vast kitchen area, setting the stage for your dream culinary space. The family room, enhanced by a gas fireplace, alongside two bedrooms with walk-in closets and a shared Jack & Jill bathroom, and a fourth bedroom with an en-suite that provides pool access, adds to the home's allure. The property also features a master bathroom with dual sinks, a separate shower and tub, a cozy den/office, and a guest half-bath. Step outside to the extensive screened pool area, where tranquility meets leisure with stunning lake views, a pool, and a spa. An oversized three-car garage adds convenience. Prestancia offers an optional two 18th golf courses or social membership, your option. Located minutes away from the pristine beaches of the Gulf of Mexico (Siesta Key, Nokomis….) to the Sarasota downtown with its theaters and Opera House. Costco, Public library, farm market, shopping, restaurant and publix parks are all nearly. Easy access and quick connection to I-75. Don't miss the opportunity to make this exceptional residence your own.

SARASOTA

3718 BOCA POINTE DRIVE

4 Beds

3 Baths

3,936 Sq.Ft.

$1,650,000

MLS#: A4668962

New on site 4 days ago

One or more photo(s) has been virtually staged. Located West of the Trail, this newly built modern home offers exceptional value in one of Sarasota’s most desirable in-city neighborhoods. Built in 2024, the residence features 4 bedrooms, 4.5 baths, and approximately 2,900 square feet of thoughtfully designed living space. Positioned within city limits, it provides flexibility for rental opportunities (7 Night Minimum) while still delivering a luxury lifestyle just minutes from Downtown Sarasota, Southside Village, and Siesta Key Beach. Close to Sarasota Memorial Hospital and the coveted Southside school district. The home blends clean contemporary design with energy-efficient construction, open living spaces, and seamless indoor-outdoor flow ideal for entertaining. Room for a pool! With limited new construction available in this area at this price point, it stands out as a strong opportunity for both end users and investors. A rare combination of location, modern design, and long-term value in the heart of Sarasota.

SARASOTA

1730 WISCONSIN LANE

4 Beds

4 Baths

2,910 Sq.Ft.

$1,650,000

MLS#: A4687426

#A4684574

SARASOTA

7522 CONSERVATION COURT

3 Beds

3 Baths

3,898 Sq.Ft.

$1,649,000

MLS#: A4684574

The iconic Terrace building is a masterpiece designed by renowned architect Frank Folsom Smith. This modernist building, built of poured concrete exudes strength and durability. Situated directly on Siesta Key Beach, and built with walls of sliding glass doors in every room to take advantage of the diverse, magnificent views in all directions. This is the penthouse being offered turnkey furnished. Fantastic views in all directions. It's perfect location on the island within walking distance to Siesta Key Village, and all its offerings. The rooftop saltwater pool is a beautiful addition that provides privacy and lovely beach views. Take a cocktail out to watch the sunset over the water! The building itself has undergone significant upgrades, making it a prestigious address on Siesta Key. Complete replacement of cast-iron pipes, geothermal well driven HVAC system keeps cost low, new generator for entire building, monitored water sensors in all units, installation of new gates at the front entrance with a new elevator and lobby. Come see for yourself why this stunning property is so very special.

SARASOTA

5400 OCEAN BOULEVARD 17-04

2 Beds

2 Baths

1,187 Sq.Ft.

$1,649,000

MLS#: A4667710

Situated in the sought-after Bay Isle community on Siesta Key, this exceptional three-level pool home combines the best of upscale coastal living with impressive rental performance. Designed to host gatherings of all sizes, it is perfectly suited as a primary residence, vacation escape, or income-producing property. In 2024, it brought in $132,419 in gross rental income, with 2025 projections at $120,681, showcasing its strong investment appeal.
Just a short stroll to Shell Beach and minutes from Siesta Key Village and the world-renowned Siesta Key Beach, the home offers unmatched access to award-winning white sand, vibrant dining, and boutique shopping. A complete renovation in 2019 transformed the property with a new metal roof, hurricane-impact windows, patio and garage doors, upgraded AC systems, and an oversized resurfaced lap pool with all-new equipment, including a heat pump. Over 50 Areca palms frame the lush tropical landscaping, providing beauty and privacy while remaining easy to maintain.

The outdoor living space rivals a private resort, featuring a sparkling pool, spacious patio, and tranquil surroundings ideal for lounging or entertaining. Inside, natural light fills the open floor plan, creating seamless flow to the outdoor areas and making it a true entertainer’s haven. Impeccably maintained and move-in ready, this Bay Isle residence offers a rare opportunity to enjoy the island lifestyle while benefiting from consistent rental income.

SARASOTA

156 SIESTA DRIVE

5 Beds

3 Baths

2,901 Sq.Ft.

$1,649,000

MLS#: A4661717

Discover an exquisite blend of Old-World charm and modern luxury in this custom Mediterranean jewel located in Sapphire Shores, the heart of Sarasota’s Historic Museum Area. This property is NOT IN A FLOOD ZONE but just a short walk to Sun Circle, a scenic bayfront park on Sarasota Bay. The neighborhood is surrounded by the city’s most renowned cultural institutions, including The John and Mabel Ringling Museum of Art, Sarasota Ballet, and Florida Studio Theater. Spanning 2,534 square feet under air, this elegant residence features three bedrooms and three baths, with two luxurious en-suites for ultimate privacy and comfort. High-end finishes such as travertine floors, granite countertops, and tray ceilings elevate the home’s timeless sophistication. The open floor plan beautifully balances both leisure and formal areas. A gracious foyer flows seamlessly into the living room and open-concept kitchen creating an ideal setting for entertaining. You will also find both a casual dining area and a formal dining room for those special occasions. Designed for Florida’s indoor-outdoor lifestyle, the home’s salt water pool and exotic sunken fire pit make the backyard a true retreat. When hosting gatherings, you'll find plenty of room for parking in the unique motor court framed by a decorative block wall accented with Frank Lloyd Wright styled vases. Whether you're drawn to the rich history of Sapphire Shores, the vibrant arts scene, or simply desire a refined retreat near the water, this home offers a rare opportunity to own a piece of Sarasota’s finest. 2 miles north of downtown Sarasota and a short drive to St. Armands Circle and the beaches of Lido and Longboat Key. Conveniently located near University Parkway anchored by Sarasota Bradenton Airport on the west and University Town Square shopping and dining district on the east.

SARASOTA

4946 BRYWILL CIRCLE

3 Beds

3 Baths

2,534 Sq.Ft.

$1,649,000

MLS#: A4670935

Sansara Residence 302 | Boutique Downtown Luxury with Over 2,200 SF! Discover refined downtown living at Sansara, where modern design meets serene, resort-inspired luxury in the heart of Sarasota’s most walkable district. Just steps from the boutiques and cafes of Burns Court and minutes to the waterfront, Residence 302 offers an elevated retreat framed by lush greenery, sparkling pool views, and the soft glow of Sarasota’s city lights. Inside, nearly 2,300 square feet of thoughtfully curated living space unfolds with effortless elegance. Floor-to-ceiling glass filters natural light across wide-plank flooring, custom cabinetry, designer lighting, and motorized shades. The gourmet kitchen blends style and function with European soft-close cabinetry, quartz surfaces, a wine refrigerator, and premium Bosch appliances—an ideal backdrop for intimate dinners or laid-back evenings with friends. A spacious great room opens to a private terrace, inviting you to enjoy quiet morning coffee or sunset breezes above the pool deck. The split layout offers three bedrooms and three baths, each designed for comfort and privacy. The primary suite features a generous custom closet and spa-like bath with dual vanities and a walk-in shower. Two guest suites—one ideally suited as a den or office—provide flexibility for hosting or working from home. Outside your door, Sansara’s boutique amenities create a resort-worthy lifestyle: a heated saltwater pool and spa, cabanas, firepit lounge, outdoor kitchen and grill, plus a well-appointed fitness center—all secured within a private, gated setting. Some furnishings in Residence 302 are available for purchase, allowing you to move in with ease—or begin with a blank canvas and craft your bespoke dream home within one of downtown Sarasota’s most coveted boutique buildings. Experience the rare blend of sophistication, privacy, and walkability that defines life at Sansara. Welcome home to 300 S Pineapple Avenue, Residence 302.

SARASOTA

300 S PINEAPPLE AVENUE 302

3 Beds

3 Baths

2,291 Sq.Ft.

$1,649,000

MLS#: A4665439

Price reduced

A striking residence on one of Sarasota's treasured streets West of Trail, crowned with a NEW BARREL STYLE METAL ROOF, showcasing a raised front porch and grand double-door entry, all enveloped by a lush, resort-style tropical garden. This expansive home just freshly painted and professionally staged, offers four generously sized bedrooms, one boasting it's own large patio in the treetops. With over 3,000 square feet of thoughtfully designed living space, the home blends timeless elegance with comfort, creating an inviting setting for upscale entertaining and everyday living. Be welcomed by a grand two-story vaulted living and dining space, highlighted by an elegant curved staircase and open catwalk above. The spacious chef’s kitchen features a center island and breakfast bar, flowing seamlessly into the family room and through expansive sliding glass doors to a screened patio that evokes the feel of a private tropical paradise. The primary suite is conveniently on the main level, offering soaring ceilings and direct access to the patio. It includes a custom walk-in closet and a spa-inspired bath with dual vanities, a garden tub and a separate shower. Recent updates include new carpeting in all bedrooms, newer dual-zoned air conditioning systems for optimal comfort, a new hot water tank and a complete whole-house re-plumb, offering peace of mind and modern efficiency. Just steps away from Morton's Market, Veronica's, and other neighborhood favorites. Located in the highly regarded Southside Elementary School district, the home offers the very best of the West of Trail lifestyle, walkable to restaurants, boutiques shops, Sarasota Memorial Hospital, with easy access to downtown Sarasota and our world-famous beaches.

SARASOTA

1934 DATURA STREET

4 Beds

3 Baths

3,091 Sq.Ft.

$1,625,000

MLS#: A4680304

Price reduced

Waterside Luxury — Where Elevated Living Meets Effortless Style. Set within the coveted Waterside Place District of Lakewood Ranch, this exceptional residence in Alcove by Neal Signature Homes offers a rare blend of architectural sophistication, modern comfort, and an unmatched lifestyle setting. Alcove is an intimate, boutique enclave of just 47 homes—one of the newest and most exclusive neighborhoods in Waterside—designed for those who appreciate privacy, design, and a true sense of place. Positioned on a premium homesite with tranquil views of Blue Heron Lake, this never-lived-in residence is thoughtfully designed with three spacious ensuite bedrooms, four baths, and a three-car garage, delivering both functionality and refined luxury. From the moment you step inside, the home reveals a curated
collection of high-end finishes and intentional design: Chef’s kitchen anchored by premium Wolf appliances, extending seamlessly to the
outdoor kitchen
Built-in home theater system with in-wall subwoofer for an immersive entertainment
experience
Elegant plantation shutters, designer lighting, custom wallpaper, and upgraded tile and
flooring throughout
A wine refrigerator perfectly placed for effortless entertainment
The open-concept great room design flows effortlessly to the lanai, where indoor and outdoor
living become one. The outdoor kitchen creates the perfect setting for
sunset dinners, weekend gatherings, or quiet evenings overlooking the water.
Beyond the home itself, the lifestyle here is what truly sets it apart. Just moments away,
Waterside Place offers a vibrant experience with waterfront dining, boutique shopping,
and community events on the lawn —all part of the everyday lifestyle that makes this area so sought after.
This is more than a home—it’s a statement.
A rare opportunity in one of Lakewood Ranch’s most desirable addresses, well under $2,000,000

SARASOTA

6221 ISLA DEL RAY AVENUE

3 Beds

3 Baths

2,699 Sq.Ft.

$1,620,000

MLS#: A4674523

Cleared Double Corner Lot in Gillespie Park | DTN Zoning

Rare opportunity to acquire a recently cleared double corner lot totaling approximately one-half acre in Sarasota’s vibrant Gillespie Park neighborhood. Located at 624 Goodrich Avenue and 1705 6th Street, this property offers strong potential for residential development in one of downtown Sarasota’s most active infill districts.

The site is zoned DTN (Downtown Neighborhood), which may allow for multi-unit residential or townhouse development subject to City of Sarasota approval. The zoning district permits building heights up to 45 feet (approximately three stories). Buyers are advised to verify density, setbacks, height restrictions, parking requirements, and all development standards directly with the City of Sarasota Planning Department.

Corner location provides enhanced design flexibility and access. Situated just minutes from downtown Sarasota, The Bay Park, Sarasota Bay, dining, shopping, arts venues, and Lido Beach.

Opportunities for cleared parcels of this size in a downtown-adjacent neighborhood are increasingly limited.

All information deemed reliable but not guaranteed. Buyer to conduct independent due diligence.

SARASOTA

624 GOODRICH AVENUE

None Beds

None Baths

0.24 acres

$1,600,000

MLS#: A4635693

Tucked inside the private enclave of Siesta Cove, this beautifully updated island home offers that rare blend of privacy, space, and an easy walk to world-famous Siesta Key Beach. Set on an oversized 0.35-acre lot, the property features 3 bedrooms, 2.5 baths, and more than 2,500 square feet of bright, open living space designed for both everyday comfort and effortless entertaining. Vaulted ceilings with exposed beam detail anchor the main living area, where expansive sliders open to a screened lanai and private saltwater pool framed by mature tropical landscaping. Porcelain tile runs throughout, creating a clean, cohesive feel that fits perfectly with relaxed island living. The kitchen is thoughtfully designed with stone countertops, stainless steel appliances, generous prep space, and a built-in wine refrigerator, flowing naturally into multiple living and dining areas. Whether you’re hosting friends after a beach day or enjoying a quiet evening at home, the layout simply works. The primary suite feels tucked away and private, complete with an updated bath featuring a rain shower and elevated finishes. Two additional bedrooms offer flexibility for guests, family, or a dedicated office space. Impact windows and doors provide added peace of mind, and the home did not experience water intrusion during recent hurricanes. Additional features include a fireplace for cooler winter nights, an interior laundry room, circular driveway, and attached two-car garage. Siesta Cove is ideally positioned between Midnight Pass Road and the Intracoastal Waterway, just a short stroll to the powder-soft quartz sands of Siesta Key Beach. Here, mornings start with beach walks, afternoons are spent boating or biking the island, and evenings wind down with sunset skies and dinner in the Village. This is not just a home — it’s the kind of island living people move here for.

SARASOTA

5231 SIESTA COVE DRIVE

3 Beds

2 Baths

2,557 Sq.Ft.

$1,600,000

MLS#: A4686013

Prime property in a premier Sarasota location, just minutes from Downtown Sarasota and within easy walking distance to the vibrant Southside Village. This central, walkable parcel offers an ideal canvas for a custom home with open-plan living, lush outdoor spaces, and modern conveniences at your doorstep. Enjoy urban amenities—shops, dining, galleries, and cultural attractions—plus quick access to beaches, parks, and marina activity. A rare opportunity to secure a central, desirable lot in a growing market, with strong potential for appreciation and lifestyle convenience in one of Florida’s most sought-after neighborhoods.

SARASOTA

1740 S ORANGE AVENUE

None Beds

None Baths

0.34 acres

$1,600,000

MLS#: A4687499

Zoned for Short-Term Rental. This property is located in the high-demand Downtown Sarasota Perimeter, offering the perfect balance of urban energy and residential peace. This five-unit multi-family building is a rare find, featuring four efficient one-bedroom units and a premier two-bedroom unit with a versatile den. Plenty of room to add amenities and/or an elevator. Close to Downtown, restaurants, performing arts, Bayside Park, the Marina at Bayfront Park, The Bay County Park and our beautiful Sarasota and Manatee County beaches.

SARASOTA

1236 13TH STREET

None Beds

None Baths

2,832 Sq.Ft.

$1,600,000

MLS#: A4680180

Rare Income-Producing Portfolio on South Lido Key – 5 Turnkey STR Units
A rare opportunity to acquire a fully operating short-term rental portfolio on South Lido Key, one of Sarasota’s most coveted coastal markets. This offering includes five updated studio units within a boutique beachside community just steps from two direct beach access points and a short ride to St. Armands Circle.

Each unit is managed, actively listed, and consistently booked, delivering proven performance and strong guest demand year-round. These condos have a long track record as successful Airbnb rentals, with 2024 gross income averaging $38,470 per unit and portfolio-wide net income of $113,255 after HOA, taxes, utilities, and cleaning expenses. This is a cash-flowing, turnkey asset in a high-barrier-to-entry vacation rental market.

The property features a community pool and sliding glass access private patios for each unit, creating the indoor/outdoor lifestyle guests expect on Lido. Interiors have been updated over the years and show pride of ownership throughout. Major mechanical systems are in good condition, with recent A/C and hot water tank replacements across the portfolio for peace of mind.

Unit Renovation & Mechanical Summary:
• Unit 2 – Updated | AC ~4 yrs | WH < 6 yrs
• Unit 6 – Updated | AC ~4 yrs | WH < 6 yrs
• Unit 10 – Updated | AC ~2 yrs | WH < 6 yrs
• Unit 11 – Updated | AC ~3 yrs | WH < 3 yrs
• Unit 12 – Updated | AC ~2 yrs | WH < 3 yrs

This type of offering is rarely available — a multi-unit STR package on Lido Key with documented income history, repeat traveler base, and proven operational infrastructure already in place. Keep as a turnkey portfolio, self-manage, or explore value-add improvements and dynamic pricing to further enhance returns.

5 units. One unbeatable coastal investment. Opportunities like this do not come around often.

SARASOTA

170 ROOSEVELT DRIVE 6

None Beds

None Baths

294 Sq.Ft.

$1,600,000

MLS#: A4670924

Cleared Double Corner Lot in Gillespie Park | DTN Zoning

Rare opportunity to acquire a recently cleared double corner lot totaling approximately one-half acre in Sarasota’s vibrant Gillespie Park neighborhood. Located at 624 Goodrich Avenue and 1705 6th Street, this property offers strong potential for residential development in one of downtown Sarasota’s most active infill districts.

The site is zoned DTN (Downtown Neighborhood), which may allow for multi-unit residential or townhouse development subject to City of Sarasota approval. The zoning district permits building heights up to 45 feet (approximately three stories). Buyers are advised to verify density, setbacks, height restrictions, parking requirements, and all development standards directly with the City of Sarasota Planning Department.

Corner location provides enhanced design flexibility and access. Situated just minutes from downtown Sarasota, The Bay Park, Sarasota Bay, dining, shopping, arts venues, and Lido Beach.

Opportunities for cleared parcels of this size in a downtown-adjacent neighborhood are increasingly limited.

All information deemed reliable but not guaranteed. Buyer to conduct independent due diligence.

SARASOTA

1705 6TH STREET

None Beds

None Baths

0.28 acres

$1,600,000

MLS#: A4635694

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