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Downtown Sarasota

One of the most popular communities provided by Michael Graf

Downtown Sarasota

About Downtown Sarasota

Living in downtown Sarasota, Florida offers a vibrant blend of urban sophistication and coastal charm. This lively neighborhood is known for its stunning bayfront views, cultural attractions, and a diverse array of dining and shopping options. Residents enjoy easy access to world-class art galleries, theaters, and festivals that showcase the area’s rich artistic heritage. The nearby sandy beaches provide a perfect escape for sun-seekers and outdoor enthusiasts, while the city's parks and waterfront promenades promote an active, healthy lifestyle. With a strong sense of community and a dynamic atmosphere, downtown Sarasota is not just a place to live; it’s a lifestyle that embraces both relaxation and excitement.

One of the most popular communities provided by Michael Graf

4,252

# of Listings

2

Avg # of Bedrooms

$492

Avg. $ / Sq.Ft.

$870,672

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4252 Properties Found. Page 40 of 284.

Situated in the highly desirable West of Trail neighborhood of Hudson Bayou, this fully restored 1922 residence is the perfect blend of historic charm and modern conveniences. The property offers 2,284 square feet with two bedrooms and two bathrooms in the main house, plus a one-bedroom, one-bathroom guest house. Renovations include a 2006 conversion of the garage into a guest house with a stucco privacy wall and Chicago brick driveway. In 2018, a spacious primary suite with double closets, a large bath, and French doors to a screened lanai was added. High ceilings, oversized impact windows, and refinished hardwood floors (2024) add to the home’s appeal. Recent updates include a recoated roof with a 10-year transferable warranty (2025), A/C (2023), water heater (2024), encapsulated crawlspace with dehumidifier (2024), foundation reinforcement with new support jacks (2024/2025), and hurricane-rated windows. The kitchen and dining area were fully renovated, featuring custom Calistoga cabinetry and designer appliances (2024/2025). Additional features include recessed lighting, custom closets, a Murphy bed, and a natural gas fireplace. A wellness room with an infrared sauna (2025) completes the interior. Exterior highlights include enhanced landscaping, three all-weather sheds, a pergola with natural gas grill hookups, and a serene brick courtyard surrounded by mature landscaping for privacy. The location is unparalleled, with proximity to Southside Village, the downtown Sarasota bayfront, St. Armands Circle, and the world-famous beaches of Lido and Siesta Key.

SARASOTA

1022 S OSPREY AVENUE

3 Beds

3 Baths

2,706 Sq.Ft.

$1,650,000

MLS#: A4666624

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

5,345 Sq.Ft.

$1,650,000

MLS#: A4668962

SMART, SOPHISTICATED, STUNNING ~ YOUR CUSTOM SARASOTA OASIS AWAITS! Experience modern elegance and luxury living in this exceptional custom-built home with a resort-style pool in one of Sarasota’s most sought-after neighborhoods near Southside Elementary. Designed with impeccable attention to detail, this stunning residence showcases high-end finishes, luxury, technology, and thoughtful design with no stone left unturned. The open-concept Great Room, Kitchen, and Dining Area seamlessly extend to the covered lanai with an Outdoor Kitchen complete with grill, cooktop, fridge, sink, & storage, and Resort-Style Pentair Saltwater Pool with Built-in Hot Tub and Color Changing Lights —perfect for entertaining or relaxing in your private oasis. This home's elegant kitchen is equipped with a large island offering ample seating and Reverse Osmosis water purification, while a large Laundry Room/Mudroom/Pantry off the kitchen adds convenience and functionality. The Great Room features an electric fireplace with heat, and abundant space to accommodate a large dining table or additional seating. The luxurious Primary Suite offers a spa-like retreat with custom walk-in closet, dual sink vanity, multiple shower heads, a Kohler smart self-cleaning toilet with bidet, and expansive sliding glass doors that open directly to the secluded pool and lanai for effortless indoor-outdoor living. Built with Solid Construction and Impact-Rated Windows and Doors, this home is equipped with a Maintenance-Free Whole House Halo Water Treatment System, Smart Appliances (refrigerator, washer, dryer), Smart Thermostat, Security System with Exterior Cameras, new Solar Inverters with SolarEdge System, and Blue Light Purification in the A/C for modern comfort and efficiency. Additional upgrades include: an Air-Conditioned Garage with EV Charging Station and Epoxy-Fleck Flooring, New Paver Driveway with Inset Lighting, New Irrigation and New Lush Landscaping, New Vinyl Privacy Fencing with a Beautiful Wrought-Iron Gate, Custom Designer Lighting, and $60,000 in New Porcelain Tile Flooring Throughout the Home. Just minutes to Southside Village, Siesta Key, Downtown Sarasota, St. Armands Circle, Lido Key, and walking distance to Southside Elementary, this home offers the ultimate Sarasota lifestyle in one of the area's most desired locations, close to Sarasota Memorial Hospital, shopping, dining, award winning beaches, arts & entertainment. CLICK THE VIRTUAL VIDEO TOUR LINK TO SEE DAYTIME, NIGHTTIME, & A BIRD'S EYE VIEW OF THIS EXQUISITE, OUTSTANDING PROPERTY.

SARASOTA

2711 BLOSSOM DRIVE

3 Beds

2 Baths

3,403 Sq.Ft.

$1,650,000

MLS#: A4669337

Superb value in this almost 1/2 acre parcel with a 1935 home in PRIME West of Trail McClellan Park. Build new or renovate this 3000+ home with some great "bones" plus plenty of room to add on. The home has high ceilings and beautiful woodwork on walls and floors. On the main level there is a large living area plus a family room, an oversized sunroom with a separate exterior entrance and a bedroom and bathroom, with 2 additional bedrooms and bathrooms upstairs. PLUS...an upstairs apartment with a private entrance. Lots of possibilities ... McClellan Park is considered to be one of the top neighborhoods in the area with many homeowners still there decades later. At the end of the street is a park with a walkway that easily transports residents to the ever popular Southside Village shops and restaurants.

SARASOTA

2315 MCCLELLAN PARKWAY

3 Beds

3 Baths

3,582 Sq.Ft.

$1,650,000

MLS#: A4648019

Price reduced

Welcome to luxurious waterfront living at Marina Towers - a premier residential address in the heart of downtown Sarasota, where the city's vibrant energy meets serene coastal elegance.

Discover the perfect blend of comfort, style, and breathtaking views in this beautifully appointed condo, ideally located in one of Sarasota’s most sought-after waterfront communities. Offering 1,940 square feet of thoughtfully designed living space, this residence features two spacious bedrooms, two and a half bathrooms, and a cozy office nook—perfect for working from home or quiet reflection.

From the moment you enter, you’re captivated by floor-to-ceiling glass sliders framing spectacular views of Sarasota Bay, the Marina, and the shimmering waters of the Gulf of Mexico. The open-concept layout flows effortlessly, designed for both relaxed living and effortless entertaining.
Step outside to your private balcony—an ideal retreat to enjoy morning coffee, Gulf breezes, or evening cocktails overlooking sparkling bay waters and spectacular twilight skies.

What truly sets this home apart is its unbeatable walkability. Just steps from your front door, enjoy a peaceful stroll through Bayfront Park and Marina Jack, or spend your days exploring the best of downtown Sarasota—including theatres, the opera house, art galleries, coffee shops, and an incredible array of restaurants. Whether it’s a casual morning espresso or an elegant night at the symphony, you’re never far from what inspires you.

Marina Tower truly embodies the essence of modern bayfront living in the heart of Sarasota. This full-service, pet-friendly community offers an impressive array of amenities, including 24-hour concierge and security, a stylish heated outdoor pool and spa, a well-equipped fitness center, and a community room with a catering kitchen. Residents also enjoy access to a guest suite for visiting friends and family. The building’s thoughtful design allows owners to drive directly into the gated garage, where concierge staff are on hand to assist with packages and shopping bags. Enjoy the added convenience of an oversized storage room steps from your door and secured parking. All this is set against the stunning backdrop of Sarasota Bay, with breathtaking sunsets and shimmering water views—just steps from downtown’s vibrant dining, shopping, and cultural scene.

This is more than a home—it’s a lifestyle. With waterfront serenity and vibrant city living at your doorstep, 1233 N Gulfstream Ave is your gateway to the very best of Sarasota.

SARASOTA

1233 N GULFSTREAM AVENUE 401

2 Beds

2 Baths

2,100 Sq.Ft.

$1,650,000

MLS#: A4654801

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

1,497 Sq.Ft.

$1,649,000

MLS#: A4667710

Price reduced

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

4,308 Sq.Ft.

$1,649,000

MLS#: A4661717

Price reduced

Pre-Construction. To be built. Modern Ranch-Style New Build by Yoder Homes. Discover modern living at its finest in this stunning new construction home nestled in sought-after Ringling Park—just one block from the iconic Ringling Boulevard and minutes from downtown Sarasota and world-famous beaches. This thoughtfully designed 3-bedroom, 2-bath residence features a spacious Great Room with soaring 10-foot ceilings, perfect for both everyday living and entertaining. Enjoy seamless indoor-outdoor living with a caged pool and a grand covered entry that welcomes you home. Crafted with quality and style in mind, the home includes impact-rated windows and doors, solid block construction, and a sleek, durable metal roof. Inside, you'll find elegant luxury flooring, gleaming Quartz countertops, and premium finishes including Kohler plumbing fixtures and a top-tier Thermador stainless steel appliance package. The side-entry 2-car garage offers added curb appeal and convenience. Great opportunity to own a modern ranch in a prime Sarasota location—close to everything, yet tucked away in a quiet, established neighborhood.

SARASOTA

2508 BELVOIR BOULEVARD

3 Beds

2 Baths

3,037 Sq.Ft.

$1,649,000

MLS#: A4646061

Highly sought-after rare opportunity in St. Armands Towers North: Discover unparalleled Gulf-front living in this exquisitely remodeled, upper-level condominium on the 11th floor! This residence offers a once-in-a-lifetime chance to own a beautifully updated condo in an iconic locale with direct views of the Gulf, where every room and the expansive private balcony offers a front-row seat to spectacular sunsets. Meticulously remodeled, this stunning 2-bedroom condo encapsulates a luxurious and low-maintenance Lido Key lifestyle. The interior highlights a blend of style and functionality with coastal-contemporary design and high-end upgrades throughout. The open floorplan seamlessly connects the living areas, designed to maximize the incredible water views. The completely upgraded gourmet kitchen features new lighting, cabinetry, countertops, an island, and all new appliances including an Italian induction cooktop with large oven, which enhances your cooking experience. The elegant primary suite offers a private sanctuary with enviable views of the Gulf, Lido beach, Pansy’s Bayou, and Sarasota Bay to downtown, with lead-glass French doors, crown molding, black-out shades, generous walk-in closet, updated ensuite bath with dual sinks, water closet with high-end Toto toilet, and a full-size stackable washer/dryer to complete the space. Designed for full-body relaxation, the luxurious spa-style shower room is the ultimate experience, with a separate seating area. An additional bedroom with Gulf views is an ideal space for guests with built-in shelving and a Murphy bed. Updates include new air conditioning, electrical panel, and hurricane sliders and windows. In addition, all window openings have electric hurricane shutters, offering peace of mind. The St. Armands Towers North community provides a worry-free living experience, having completed all required structural reviews, exterior painting, replacement of the roof, and common area doors and windows. Residents can indulge in a resort-like lifestyle with fantastic amenities, including a heated pool, exercise room, library, and beautiful newly remodeled community room. The well-managed community also includes an onsite maintenance supervisor and office manager, plus the reserves are fully funded. Location is everything, and this condo delivers the ultimate Florida lifestyle directly across from the sugar-white sands of Lido Beach, and just one block from the vibrant St. Armands Circle, you are steps away from world-class boutiques and award-winning restaurants. A free local shuttle with a stop nearby provides convenient transport directly to downtown Sarasota, allowing you easy access to explore the area's rich cultural offerings. Enjoy sophisticated, maintenance-free coastal living at one of Lido Key’s most desirable addresses!

SARASOTA

1 BENJAMIN FRANKLIN DRIVE 116

2 Beds

1 Baths

1,669 Sq.Ft.

$1,645,000

MLS#: A4672505

A Grand Sarasota Estate – Where Timeless Charm Meets Tranquility

Escape to an extraordinary private retreat on this breathtaking 11.8-acre Sarasota estate. A secluded quarter-mile driveway, framed by a stately fence and very private, welcomes you to a timeless ranch-style residence offering an unparalleled blend of comfort and serenity.
Spanning 4,125 square feet, this expansive home features six generously appointed bedrooms—each with walk-in closets—and 3.5 beautifully designed baths. Thoughtfully crafted for both grand entertaining and intimate gatherings, the estate boasts an oversized living room, a cozy family room with a distinctive fireplace, a dedicated theater room, a formal dining space, and a vibrant game room. At the heart of the home is an open-concept chef’s kitchen, designed for both functionality and style.
Step outside to savor your morning coffee on the patio while watching deer graze and listening to the melodies of songbirds. On warm Florida days, indulge in the oversized swimming pool—an inviting sanctuary of relaxation.With no deed restrictions, this property offers exceptional flexibility for creating your ideal lifestyle. Whether you’d like space for animals, a workshop, or room to expand, the possibilities are endless.
While the property exudes a peaceful countryside ambiance, it remains just minutes from Sarasota’s world-class beaches, dining, and cultural attractions. This is more than a home—it’s a private paradise where elegance, comfort, and nature exist in perfect harmony.

SARASOTA

1510 LENA LANE

6 Beds

3 Baths

5,486 Sq.Ft.

$1,640,000

MLS#: A4641358

Price reduced

#A4665123

SARASOTA

854 NORSOTA WAY

2 Beds

2 Baths

4,302 Sq.Ft.

$1,625,000

MLS#: A4665123

Stunning estate in Laurel Oak Country Club. Welcome to 3226 Dick Wilson Drive, a masterpiece of refined Florida living nestled within the exclusive gates of Laurel Oak Country Club. This stately residence blends timeless architectural elegance with modern luxury, set on a lushly landscaped homesite. Step through grand double doors into a soaring foyer bathed in natural light, where designer finishes, custom millwork, and gleaming floors set an opulent tone. The open-concept layout is ideal for entertaining, with a formal dining room, a gracious living area with coffered ceilings and walls of glass that seamlessly transition to the private outdoor living area. At the heart of the home lies a chef’s dream kitchen with premium appliances, an expansive center island, custom cabinetry and a walk-in pantry. An adjacent breakfast nook and family room provide inviting spaces for relaxed living. The owner’s suite is a private retreat, featuring a spacious sitting area, a spa-inspired bath with a soaking tub and oversized shower, and custom walk-in closets. Three additional en-suite bedrooms, plus a in-law suite or media room ensure ample space for family and guests. The entire home has been freshly painted and is move-in ready for the new owner. Outdoors, enjoy a spectacular resort-style lanai with a sparkling heated pool and spa, summer kitchen and multiple lounging areas framed by mature palms and manicured gardens—perfect for sunset cocktails after a day on the course. The residence is complemented by a three-car garage, smart-home features and hurricane protection screens and shutters throughout. The community offers membership options to one of Sarasota’s premier golf and tennis communities. This residence offers the quintessential Laurel Oak lifestyle- luxury, privacy, and elegance.

SARASOTA

3226 DICK WILSON DRIVE

4 Beds

3 Baths

5,458 Sq.Ft.

$1,600,000

MLS#: A4662669

Rare Half-Acre Development Opportunity in Gillespie Park | DTN-Zoned Corner Lot

Located in Sarasota’s vibrant Gillespie Park neighborhood, this combined half-acre corner site at 624 Goodrich Avenue and 1705 6th Street presents a unique opportunity for infill development in one of the city’s most sought-after downtown-adjacent districts.

The property is zoned DTN (Downtown Neighborhood), allowing for multi-unit residential or townhouse development by-right, with approval through the City of Sarasota’s administrative site plan review—no rezoning required. The zoning supports up to three stories (45 feet) in height and an approximate density of 12 units per acre, offering excellent flexibility for urban residential design.

Surrounded by mature streetscapes and walkable to downtown Sarasota’s dining, shopping, and cultural attractions, this site combines convenience with strong neighborhood appeal. Gillespie Park continues to attract attention for its mix of historic charm, new construction, and proximity to Sarasota Bay, The Bay Park, and Lido Beach.

This is a rare opportunity to design and build within a centrally located district that embodies Sarasota’s evolving urban lifestyle. All zoning, density, and development potential should be confirmed directly with the City of Sarasota Planning Department.

SARASOTA

624 GOODRICH AVENUE

None Beds

None Baths

0.24 acres

$1,600,000

MLS#: A4635693

Rare Half-Acre Development Opportunity in Gillespie Park | DTN-Zoned Corner Lot

Located in Sarasota’s vibrant Gillespie Park neighborhood, this combined half-acre corner site at 624 Goodrich Avenue and 1705 6th Street presents a unique opportunity for infill development in one of the city’s most sought-after downtown-adjacent districts.

The property is zoned DTN (Downtown Neighborhood), allowing for multi-unit residential or townhouse development by-right, with approval through the City of Sarasota’s administrative site plan review—no rezoning required. The zoning supports up to three stories (45 feet) in height and an approximate density of 12 units per acre, offering excellent flexibility for urban residential design.

Surrounded by mature streetscapes and walkable to downtown Sarasota’s dining, shopping, and cultural attractions, this site combines convenience with strong neighborhood appeal. Gillespie Park continues to attract attention for its mix of historic charm, new construction, and proximity to Sarasota Bay, The Bay Park, and Lido Beach.

This is a rare opportunity to design and build within a centrally located district that embodies Sarasota’s evolving urban lifestyle. All zoning, density, and development potential should be confirmed directly with the City of Sarasota Planning Department.

SARASOTA

624 GOODRICH AVENUE

4 Beds

None Baths

1,596 Sq.Ft.

$1,600,000

MLS#: A4635887

Exceptional investment and development opportunity in Sarasota! This 2.81-acre property, located just off Fruitville Road east of McIntosh, offers significant potential for builders and developers. The seller has already invested substantial time and resources into obtaining approval for a 14-unit multifamily project, paving the way for a streamlined development process.

Zoned RSF-3, the property is largely cleared and includes a small pond, adding natural appeal to its layout. The existing 3,100 sq. ft. home, rebuilt five years ago, is on well and septic, with a design well-suited for single-room rentals—an excellent interim revenue source. Alternatively, the zoning allows for a maximum gross density of 12 single-family lots, making this property versatile for a range of development strategies.

With its central location and much of the groundwork for approvals already underway, this property presents a rare opportunity for investors and builders to capitalize on a project primed for success.

SARASOTA

121 CHRISTIE AVENUE

4 Beds

4 Baths

3,325 Sq.Ft.

$1,600,000

MLS#: A4635469

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