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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

4,576

# of Listings

2

Avg # of Bedrooms

$485

Avg. $ / Sq.Ft.

$872,786

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4576 Properties Found. Page 34 of 306.

Under Construction. New, contemporary residence in Paver Park just east of downtown Sarasota. Wow, what a great location! Close to everything that makes Sarasota such a great place to live — across from the Legacy Trail, within one mile of Payne Park, downtown and Publix, and just one-and-a-half miles to Bayfront Park, Sarasota Memorial Hospital and Southside Village. This 2,876-square-foot residence (4,197 total under roof) provides top-quality construction including concrete block first-floor exterior, standing-seam metal roof, and impact-rated windows and doors — all set on Zone X high elevation. Inside, refined selections include white oak wood floors, solid-wood cabinets with dovetail joinery and soft-close doors, quartz countertops with waterfall edges in kitchen, solid-core interior doors, Moen mixed metal fixtures and Bosch appliance package with induction cooktop. The layout includes four bedrooms, a loft, three full baths, a powder room, office, dramatic two-story foyer, and a serene owner’s suite with sliding glass doors to a private lanai, walk-in closet and en-suite bath. The open-concept great room, dining area and chef’s kitchen spill out to a covered lanai with an outdoor kitchen, creating seamless indoor-outdoor living around the private pool. Additional highlights include a custom TV/fireplace wall with 60-inch multi-color flame electric fireplace flanked by built-in white oak storage cabinets and upgraded landscape package with mature trees. Classic, yet timeless. Thoroughly today. A home for loving your Sarasota lifestyle.

SARASOTA

2485 S MILMAR DRIVE

4 Beds

3 Baths

4,197 Sq.Ft.

$1,995,000

MLS#: A4652094

Nestled on over an acre in the exclusive, gated community of Beneva Oaks, this stunning 5,200-square-foot residence offers privacy, luxury, and a prime Sarasota location. Lovingly maintained by its current owners, this two-story home blends timeless elegance with modern updates. A grand entrance welcomes you into the foyer, where a graceful spiral staircase sets the tone for the living spaces beyond. The expansive dining room is perfect for hosting, while the spacious kitchen – complete with a eat-in area – overlooks the lush, private backyard. The first floor boasts a fabulous primary suite with an adjoining den, providing for a peaceful retreat. Upstairs, four additional bedrooms, two full baths, and a versatile flex space offer endless possibilities. Three of the bedrooms open onto a screened balcony, while an additional open balcony invites you to relax and take in the sunset. Designed for entertaining, the screened-in patio extends your living space outdoors, featuring a saltwater pool and plenty of room to enjoy Florida’s year-round sunshine. This home also includes a three-car side-entry garage and sits at the end of a cul-de-sac offering privacy. Over the years, thoughtful improvements have enhanced this exceptional property, including new flooring throughout, updated bathrooms, newer air conditioning units, a remodeled pool and lanai, Trex decking, a refreshed front entry, and a newly replaced septic system. Located just minutes from everyday conveniences, top-rated schools, and a short drive to Sarasota’s Siesta Key beach and vibrant downtown, this home is a rare opportunity in one of the area’s most sought-after neighborhoods.

SARASOTA

3783 BENEVA OAKS BOULEVARD

5 Beds

4 Baths

7,667 Sq.Ft.

$1,995,000

MLS#: A4640476

Under Construction. Experience the unparalleled sophistication and serenity of The Gallery’s luxurious south-facing, single-level penthouse, boasting 3 bedrooms and 3.5 baths across 1,692 square feet of living space (1,909 total SF), soaring 14’ ceilings with full-height windows, and a 27’ grand terrace with a sleek glass panel railing.

The designer integrated kitchen features imported Italian flat-panel cabinetry, quartz countertops, stainless steel appliances, and an extra-long island offering ideal prep space and additional seating. Creating additional privacy, you are greeted with a vestibule to withhold the view of the primary bedroom that features a spacious walk-in closet, floating double vanity, and glass enclosed walk-in shower.

Top-tier amenities include a spacious west-facing rooftop pool terrace to soak in the sun's brilliance, social lounge, and a vast two-room Fitness Center and Yoga Studio equipped with cutting-edge cardio and strength-training equipment.

Perfectly located on Downtown Sarasota’s west end, above floodplain at 4th & Cocoanut, TheGallerySarasota offers a vibrant, walkable lifestyle with effortless access to premier restaurants, shopping, cultural venues, and the breathtaking 53-acre Bay Park.

Amenities include a spacious west-facing rooftop pool terrace with summer kitchen, social lounge, and bay views, along with a vast two-room Fitness Center and Yoga Studio equipped with cutting-edge cardio and strength-training equipment. Schedule a private hardhat and showroom tour to receive an in-depth look into what we have planned for the property and surrounding area. Our showroom is located at 625 S Orange Sarasota, FL 34236 (retail space at Orange Club).

SARASOTA

1305 4TH STREET 502B

3 Beds

3 Baths

1,909 Sq.Ft.

$1,995,000

MLS#: A4637430

Discover the epitome of waterfront living in this stunning Key West-style retreat on the tranquil shores of Phillippi Creek. Nestled among lush tropical landscaping, this 4-bedroom, 3-bathroom estate offers an unparalleled blend of elegance, comfort, and coastal charm.
Step inside to an open-concept design filled with natural light and sweeping water views. The gourmet kitchen is a chef’s dream, featuring stone countertops, premium appliances, and custom cabinetry—perfect for entertaining in style. Enjoy music throughout the home with a built in speaker system.
The spacious primary suite is a private oasis, boasting French doors that open directly to the screened lanai, offering serene water views and effortless indoor-outdoor living. The en-suite bathroom is designed for relaxation, complete with a soaking tub, walk-in shower, and dual vanities. A large walk-in closet provides ample storage and organization.

Enjoy breathtaking water views from the private screened lanai, where a resort-style pool and outdoor dining area create the perfect setting for sunset cocktails. Boating enthusiasts will love the private dock with a boat lift, providing effortless access to Sarasota Bay and the Gulf beyond.
Upstairs, a luxurious guest suite awaits, complete with a private balcony overlooking the shimmering waters—ideal for visitors or a personal retreat. Impact windows and doors along with an elevation certificate provide additional peace of mind.
A rare opportunity to own a slice of paradise, this waterfront sanctuary embodies Florida luxury living at its finest.

SARASOTA

2500 JAMAICA STREET

4 Beds

3 Baths

4,003 Sq.Ft.

$1,990,000

MLS#: A4638686

New on site 2 days ago

HURRICANE-READY HAVEN AND LUXURIOUS LIVING in the gated Woodlands II at Bent Tree! This meticulously updated 6-bedroom, 5-bathroom, 3-car garage estate with a dedicated office spans an impressive 5,027 square feet of living space (6,599 total). Nestled on a private ¾-acre cul-de-sac lot, the home is designed for families seeking unmatched security, style, and space in a storm-ready sanctuary. This masterpiece blends cutting-edge resilience with sophisticated elegance, offering a worry-free home in Sarasota’s premier community. CUTTING-EDGE HURRICANE PROTECTION AND RECENT UPGRADES: Built to withstand the fiercest storms, this home features hurricane-rated doors and windows, hurricane-rated garage doors, automatic hurricane shutters on the main lanai (added 2024), and a 2023 roof for unparalleled durability. A whisper-quiet 38kw water-cooled whole-house generator ensures uninterrupted power, while four modern AC units (2021-2023) deliver year-round comfort and efficiency. The pool cage, rescreened in 2024 with a tight weave, helps to block no-see-ums and enhances storm resistance. With freshly painted interiors, new irrigation nourishing lush tropical landscaping, and Flood Zone X status (no flood insurance required), this estate is as resilient as it is inviting. LUXURIOUS LIVING INSIDE AND OUT: Enter a world of elegance with 10-foot ceilings, soaring to 15 feet in the family room, where a wood-burning fireplace creates a warm ambiance. The 2020-remodeled chef’s kitchen dazzles with high-end cabinetry, granite countertops, a double oven and SubZero refrigerator, paired with a spacious mud room/pantry for ample storage. The lavish primary suite boasts vaulted ceilings, a spa-inspired bathroom, and dual walk-in closets, while four remodeled bathrooms (2020) showcase modern finishes. Top-tier vinyl plank wood flooring flows through main living areas, with plush carpet in two bedrooms and the family room for added comfort. RESORT-STYLE BACKYARD OASIS: The backyard is a private paradise, featuring a large, heated pool, expansive pavered deck, and two covered patios ideal for entertaining. Enjoy poolside meals with a gas grill, sink, and built-in storage, all framed by mature tropical landscaping and a fenced-in yard. An outdoor staircase connects upstairs bedrooms to the pool area for seamless access. SPACIOUS AND FUNCTIONAL DESIGN: Perfect for large families, this home offers four spacious downstairs bedrooms (one currently used as a bonus room), a generous office for remote work or study, a formal dining room, a living room, a gathering room, and two upstairs bedrooms sharing a full bathroom. The oversize 3-car side-load garage features hurricane-rated garage doors, Trex flooring, and extensive built-in organizers, complemented by a large courtyard for ample parking. PRIME LOCATION AND LIFESTYLE: Enjoy the 18-hole championship Bent Tree golf course with tree-lined fairways, expansive greens, and practice facilities. Stroll or bike along quiet, oak-lined roads, soaking in Florida’s idyllic weather. With no CDD fees, proximity to top-rated schools, Siesta and Lido beaches, St. Armands Circle, and downtown Sarasota’s vibrant dining and shopping, this estate delivers the best of Sarasota living. MOVE-IN READY AND STORM READY: With state-of-the-art hurricane protection, luxurious finishes, and recent upgrades, this Bent Tree estate is the ultimate blend of safety, sophistication, and serenity. Schedule your private tour today!

SARASOTA

7729 RED CEDAR LANE

6 Beds

5 Baths

6,599 Sq.Ft.

$1,990,000

MLS#: A4659888

Property is currently zoned RMF3/RESIDENTIAL, MULTI-FAMILY (13 UNITS/ACRE} but has a conditional use as 7200 / SCHOOL (PRIVATE) (county)72 / SCHOOL/COLLEGE (state). It has been operating as a preschool since 2007. New Roof and asphalt 2024 3 A/C units in main are approximately 5 years old. This also could be a great development opportunity. You will need to check with all the city zoning/permitting requirements.

SARASOTA

2500 10TH STREET

None Beds

None Baths

4,435 Sq.Ft.

$1,990,000

MLS#: A4639832

Nestled on a private 22-acre peninsula on Sarasota Bay at Golden Gate Point, this stunning 14-unit boutique condominium epitomizes the ultimate in luxury living, offering an unparalleled blend of location, design, and sophisticated elegance. The Harbor View building, a modern architectural masterpiece, underwent an extensive renovation in 2017-2018, with over $1.5 million invested in premium upgrades. Every detail has been thoughtfully curated to ensure the highest level of comfort and style. From the floor-to-ceiling sliders to the unobstructed panoramic water views that stretch from sunrise over Sarasota Bay to the sparkling lights of the downtown skyline, this residence provides a truly breathtaking setting. Step outside onto your expansive terrace to watch the vibrant marina activity at Marina Jack's or simply unwind with a favorite drink as boats gracefully glide by. The property offers a host of luxurious amenities, including a heated pool and spa, outdoor grilling area, and a private shower—perfect for both relaxation and entertaining in paradise. Just four blocks from the best of downtown Sarasota, you’re close to fine dining, upscale shopping, and cultural venues, with quick access to St. Armands Circle, renowned beaches, golf courses, the Ritz Carlton fitness and spa, and tennis clubs. Inside, this spacious condominium features 2 generously sized bedrooms plus a large den, ideal as a third bedroom or home office. The open-concept living area is perfect for entertaining, with a chef’s kitchen outfitted with high-end Thermador gas range, Sub-Zero refrigerator, sleek granite countertops, and a large island. A convenient powder room is available for guests, and both ensuite bedrooms feature walk-in closets and elegantly designed granite and tile bathrooms. The home also includes two designated parking spaces (#23 and #24) and private exterior storage (3x6x9). With its prime location, this residence offers excellent rental income potential. The master suite is a true retreat, featuring an abundance of natural light, a spacious walk-in closet, and a lavish master bath with double vanities, a deep garden tub, and a walk-in shower. Beyond the property, the central location offers an enviable lifestyle—just steps from the vibrant cultural scene, dining, and shopping in downtown Sarasota. A short bike ride brings you to the pristine sands of Lido Beach. Imagine enjoying iconic events such as the 4th of July fireworks from the comfort of your own home, with world-renowned Gulf beaches and St. Armand’s Circle just minutes away. Whether you’re looking for a serene waterfront retreat or an exceptional space to entertain guests, this exquisitely renovated condominium offers the best of both worlds—sweeping views, premium finishes, and an unbeatable location in the heart of Sarasota’s waterfront. Owner financing will be considered.

SARASOTA

650 GOLDEN GATE POINT 401

2 Beds

2 Baths

1,986 Sq.Ft.

$1,990,000

MLS#: A4636416

Don’t miss out on your opportunity to own a rare NEW West of the Trail Modern Beauty. Canvas Sarasota represents your opportunity to own a modern Green Certified Home that is extremely Energy Efficient, Ecologically Conscious & Environmentally Friendly, Termite & Fire Resistant, Safe, Secure and Acoustically Sound. Enjoy the Florida lifestyle at its best in a bright and open floor plan with 9’6” high ceilings throughout, flowing from the 19’ entry to the back patio through a wall of glass. Multiple glass doors open to your private backyard and expansive lanai with plenty of room to entertain, dine, throw a ball or play with the dog.Which also includes a premium pool and spa package. A sleek & modern kitchen is centered on a dramatic disappearing window back splash and island with waterfall and seating space for four. Ultra-premium JennAir appliances are complemented by solid wood custom cabinetry and variable accent lighting. The dining room has large windows overlooking the lanai and private backyard. The first-floor JR owner’s suite includes a beautiful walk-in shower & floating vanity it cand easily double as a private studio, family gym or guest suite. You’ll find a separate guest bathroom on the first floor along a large laundry room with utility sink, storage, and convenient garage access. The second floor features the primary owner’s suite with a spacious sitting area, private balcony, expansive spa like bathroom and his and her closet. The split plan offers an ensuite second bedroom, third bedroom, additional bathroom and bonus room which can become an additional bedroom, office, or playroom. This spacious 4 bedroom plus bonus room, 4½ bathroom meticulously crafted home features spectacular contemporary architecture and design. Cabinetry by Italikraft, an open floor plan and tons of features you should expect in the very desirable West of the Trail neighborhood. Pool and spa packages are available and can be customized to your needs. A few features of note: wide plank and large format tile floors throughout, 2 tankless water heaters, impact windows, doors and an impact garage door, dual AC units, commercial grade membrane roof. Minutes from world-renown Siesta Key Beach, quaint Southside Village, downtown dining, galleries and boutiques and the rich cultural life of Sarasota with opera, ballet, theatre and festivals.

SARASOTA

1734 WISCONSIN LANE

4 Beds

4 Baths

3,471 Sq.Ft.

$1,990,000

MLS#: A4609998

One or more photo(s) has been virtually staged. HUGE PRICE CORRECTION! **JUST REDUCED $375,000**Welcome to Saint Armands! Sarasota's most coveted luxury island neighborhood. Home to Saint Armands Circle where you will enjoy a full range of restaurants, shopping and entertainment. This sturdy and well maintained ranch style home sits just two blocks from all the activities that this location has to offer, and just a few minute walk to Lido's Public Beach. Situated on a curved pie shape lot allows for 135' of yard frontage opening up the opportunity for lush landscaping and an expansive space appearance. Inside the home you are greeting with beautifully restored terrazzo floors throughout the living and bedroom spaces. Boasting a wood burning fireplace, 3 over-sized bedrooms, 2 full bathrooms and two separate living spaces, you will surely have plenty of space to enjoy the Florida Island Lifestyle. Whether you are looking for a vacation home, full-time residency or a profitable investment property this home will check the boxes. Saint Armands continues to be one of the most highly sought after luxury areas to live in Sarasota due to its location, nearby amenities, its friendly neighbors, its active community association and its proximity to Downtown Sarasota. Be sure to add this to your must see list. Private showings available.

SARASOTA

322 S WASHINGTON DRIVE

3 Beds

2 Baths

2,128 Sq.Ft.

$1,975,000

MLS#: A4646891

PRICE IMPROVEMENT... This island-style, ranch waterfront home offers an incredible opportunity to renovate and make it your own. While it did take on water during Hurricanes Helene and Milton, it boasts several key updates including a newer roof, fresh exterior paint, impact windows and doors, vaulted ceilings, and charming plantation shutters—just a few of the features that make this Siesta Key property so appealing.

The open floor plan 3 bedroom, 3 full baths is designed for both comfort and privacy, featuring a completely secluded primary suite with its own walled sun terrace. Two guest suites are thoughtfully positioned for privacy as well. Abundant natural light fills the home, which opens out to a stunning open-air pool and a travertine terrace perfect for entertaining.

Waterfront features include a newer seawall, boat lift, floating dock, Trex deck, and sailboat-depth water with immediate access to the Intracoastal Waterway—just minutes from Skier’s Island. Plus, you're only a short trip away from the vibrant Siesta Village and the world-renowned Siesta Key Beach.

SARASOTA

868 SIESTA KEY CIRCLE

3 Beds

3 Baths

3,292 Sq.Ft.

$1,975,000

MLS#: A4652247

NEW, NEW,NEW… COMPLETED 2021! New Price! Hands down the absolute lowest priced, best value, new construction home on Siesta Key! Why consider spending money on a wet remediated home, or a 40-year-old renovated low ceiling, low lying home with non-impact glass and plumbing and electrical infrastructure issues? Why subject yourself to those older home realities that also come with astronomical maintenance and insurance costs, when you can act NOW by acquiring and investing in a stunning, modern, SAFE, new, West Indies 4 bedroom, 3 1/2 bath masterpiece with all the bells and whistles at a purchase price less than the cost of building new right now, not to mention the hassle of having to wait 2 plus years for completion! The highlights of this home are a two-car garage with a second story 350 sq ft storage area, total parking for 8 cars, an incredible entry area with 20 ft ceilings, an amazing separate office, and a wine room. Other highlights include an inviting heated, saltwater, lush tropical pool area complete with an outdoor kitchen and additional outdoor living spaces on either side of the house. The gorgeous primary suite is downstairs, while upstairs you will find an ensuite guest suite and two additional large bedrooms with a huge jack and jill bath. High and dry during recent storms is an understatement… no water even close to the house or garage. Homeowners insurance including hurricane coverage is only $4000/year and flood insurance is less than $1000/year! In addition, there are currently five new constructions builds on the street nearing completion that will all be listed in the north of $4 million dollar range. VALUE, VALUE, VALUE!

SARASOTA

577 VENICE LANE

4 Beds

3 Baths

3,630 Sq.Ft.

$1,975,000

MLS#: A4626411

Discover timeless elegance and coastal charm in this stunning 3-bedroom 5-bath home situated on the Grand Canal of Siesta Key. Elevated and meticulously designed, this residence offers a rare blend of luxury, warmth, and functionality in one of Sarasota's Most desirable waterfront neighborhoods. Soaring 14-foot ceilings define the main living area, where natural cherry hardwood floors carry warmth and sophistication throughout. The open concept great room features a custom built-in media center that surrounds a cozy gas fireplace, sliding doors open to a large balcony overlooking the sparkling pool and serene canal. At the heart of the home the chef's kitchen impresses with high end cabinetry, granite countertops, Sub-Zero refrigeration, and premium gas appliances-perfect for both casual meals and entertaining in style. Retreat to the master suite, where polished travertine floors lead you to a spa-like bath featuring deep soaking tub, walk-in glass shower, and an expansive closet that's sure to impress. Each additional bedroom is generously sized with it's own access to a Juliet balcony and full bath, ideal for family or guest. Outside a pool is framed by lush tropical landscaping, while the dock offers a 10,000-pound boat lift for effortless access to the Intracoastal Waterway and Gulf of Mexico. Additional highlights include a 2-car garage and a paver driveway that enhances the home's curb appeal. This property presents a rare opportunity in one of Sarasota's most desirable locations- just minutes from world-famous Siesta Key Beach, shopping, dining, and cultural attractions. Don't miss this chance to own a piece of paradise!

SARASOTA

4964 COMMONWEALTH DRIVE

3 Beds

3 Baths

3,950 Sq.Ft.

$1,969,000

MLS#: A4647594

The minute you drive up the elegant brick driveway, past the manned security gate and through the large glass doors, you view the large and impressive lobby and behind it the crystal-clear turquoise waters of the Gulf. Welcome to L’Elegance on Lido key, one of the most desirable residences in Sarasota, and to your dream coastal escape. Open the front door of this stunning 2-bedroom, 2.5-bath Gulf-front condo with a spacious den and delight in panoramic views of the Gulf through floor-to-ceiling, sliding-glass doors in every room. Perched on the third floor, this residence captures the beauty of swaying palm trees, soft white sand, and miles of mesmerizing sea—an ever-changing canvas of sun and sky. The interior has been completely and thoughtfully updated in soft, neutral hues that echo the surrounding beachscape. Sleek tile flooring runs throughout, enhancing the serene, airy palette. The kitchen has been completely remodeled and opened up, allowing the captivating view to extend seamlessly through the main living space. The Unit is equipped with an in-unit laundry room, walk-in closets in each of the two bedrooms and a flexible third room that can serve as a den, office or child’s bedroom, all of which make everyday living here is as effortless as it is beautiful. Step outside any room and marvel at the 48x8 foot Gulf-front balcony—large enough for both a dining table and a separate seating area—perfect for al fresco meals, morning coffee, or a cocktail party with friends to enjoy an unbeatable view of the sunset.

The condo comes mostly furnished, complete with dishes, kitchen utensils, cleaning and hardware equipment, linens, and towels—making your move-in a breeze. Just bring your suitcase and start enjoying the ultimate beachfront lifestyle. The building is known for its resort-style amenities, including a beachfront lap pool, a children’s wading pool, an adult hot tub, and a wooden pier providing easy access to the beach. A state-of-the-art fitness center is complemented by luxurious locker rooms with saunas, while tennis enthusiasts will appreciate access to the only two Har-Tru tennis courts on Lido Key. Additional offerings include a card and billiards room, 24/7 gated security, and secure underground parking, ensuring peace of mind and convenience. For nature lovers and adventurers, South Lido Nature Park is located just behind the building. This hidden gem offers peaceful walking trails and the unforgettable experience of kayaking through lush mangrove tunnels, where you can spot native wildlife and take in the untouched beauty of Florida’s coastline. Just steps away, the vibrant energy of St. Armands Circle awaits with its upscale boutiques, fine dining, and a calendar full of art shows and lively events. A short drive over the John Ringling bridge takes you into the heart of downtown Sarasota, where more exceptional restaurants, shopping, and cultural attractions complete the experience. This rare opportunity blends sophistication and tranquility in a truly breathtaking Gulf-front setting. Discover the pinnacle of coastal living and experience life at L’Elegance—where every day feels like a vacation.

SARASOTA

1800 BENJAMIN FRANKLIN DRIVE B310

2 Beds

2 Baths

2,330 Sq.Ft.

$1,950,000

MLS#: A4649145

New on site 2 days ago

#A4660038

SARASOTA

95 VIC EDWARDS ROAD

4 Beds

3 Baths

7,755 Sq.Ft.

$1,950,000

MLS#: A4660038

#A4584795

SARASOTA

1713 NORTH DRIVE

4 Beds

3 Baths

4,588 Sq.Ft.

$1,950,000

MLS#: A4584795

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