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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

4,238

# of Listings

2

Avg # of Bedrooms

$471

Avg. $ / Sq.Ft.

$831,850

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

4238 Properties Found. Page 40 of 283.

One or more photo(s) has been virtually staged. Experience resort-style living in this rare Francesco model, perfectly situated in the luxury lifestyle maintenance free community of Legacy Estates on Palmer Ranch. This exquisite home offers breathtaking preserve and water views from its oversized lot, creating a serene and sophisticated atmosphere. Enjoy entertaining on the expansive lanai featuring an outdoor summer kitchen, a refreshing cocktail pool, dining area with a cozy fire pit, and an outdoor television—ideal for gatherings day or night. High ceilings, a striking fireplace, and imported Spanish porcelain tile add elegance, while roll-down hurricane screens and accordion shutters provide peace of mind. The elegant interior boasts grand elevated ceilings offering 3 spacious bedrooms and 3.5 baths across 2,868 square feet. Each bedroom features its own ensuite bathroom, California closets, and exquisite finishes, while the primary suite boasts a generous double walk-in closet. The gourmet kitchen is equipped with upgraded cabinetry, premium appliances, a gorgeous oversized island with additional cabinets making this your true entertainers paradise. Additional highlights include a whole-house generator, decorative Bahama shutter, a spacious 3-car garage, beautiful tile plank flooring, 44-bottle dual zone wine cellar in the dining area, stunning lighting fixtures, upgraded ceiling fans with custom trim and crown molding throughout. Located in an exclusive enclave renowned for its serene environment, this property grants access to highly rated schools and a wide array of community amenities. Legacy Estates exemplifies refined living with its luxurious homes, prime location, and commitment to an unparalleled living experience. As a resident of Legacy Estates, you'll have access to community amenities designed for an active and social lifestyle. At the heart of the neighborhood is a magnificent clubhouse with a catering kitchen, resort-style pool and heated spa, pool-side Bahama bar & restaurant, 24-hour state-of-the-art fitness center, spa with massage and treatment rooms, Har-tru tennis courts, pickle-ball courts, bocce ball, splash pad & play area, pet park, fire pit, and miles of scenic nature trails and walkways. The world famous Siesta Key Beach is a short 9 miles away. Don’t miss your chance to join this prestigious community—schedule your private tour today!

SARASOTA

5341 GREENBROOK DRIVE

3 Beds

3 Baths

4,150 Sq.Ft.

$1,499,000

MLS#: N6140354

#C7507070

SARASOTA

1212 BENJAMIN FRANKLIN DRIVE 102

2 Beds

2 Baths

1,873 Sq.Ft.

$1,499,000

MLS#: C7507070

You won't find a home this spacious for a better price east of the trail! Located in the city of Sarasota's overlay district, zoned to allow for 7 night short-term rentals / exceptional income producing opportunities in the heart of town! Discover the perfect blend of contemporary design, thoughtful upgrades, and prime location in Sarasota’s sought-after Arlington Park neighborhood, “East of the Trail.” Designed and constructed by Oliver Caletti in 2020. This exquisite home offers over 3,500 square feet of living space, featuring three bedrooms, four bathrooms, multiple versatile bonus rooms, and plenty of space for a pool! The oversized 900+ square foot primary suite boasts a luxurious bedroom, spa-like bath, and two walk-in closets. Designed for culinary enthusiasts, the chef’s kitchen has been upgraded with GE Café appliances, quartz countertops, an induction cooktop, and a walk-in pantry. High-end finishes throughout the home include custom lighting in every room, Italian porcelain tiles, white oak floors, solid wood cabinetry, plantation shutters, and level 5 drywall coated with EuroLux Fine Paints throughout, enhancing its elegance and durability.

Additional upgrades include a privacy wall, A.O. Smith 80-gallon water heater, Toto toilets and Monte Carlo ceiling fans, ensuring comfort and convenience. The indoor-outdoor living experience is unmatched, with a large screened lanai featuring a Mont Alpi outdoor kitchen, a private walled backyard, and room to add a pool. Additional spaces include a den or optional 4th bedroom with a full bath and a bonus room perfect for an office, wine room, or secondary laundry setup, an upstairs loft. Built with exceptional quality, the home features solid block construction, hurricane impact windows and doors, a whole-house salt-free water softener, and is located in an elevated Zone X non-flood zone location.

Nestled on a corner lot, the property is just steps from the 20-acre Arlington Park, offering swimming pools, tennis courts, a basketball gym, a ½-mile walking trail, and a dog park. It’s also conveniently close to downtown Sarasota, Southside Village, and the area’s pristine beaches. This home is a masterpiece of modern craftsmanship, thoughtful upgrades, and refined finishes in one of Sarasota’s most desirable neighborhoods. Don’t miss your chance to call Arlington Park home!

SARASOTA

2586 PROSPECT STREET

4 Beds

4 Baths

3,756 Sq.Ft.

$1,499,000

MLS#: A4630922

Escape to the tranquility of nature with this incredible opportunity to own 20+ acres of pristine land in Sarasota, FL.

This property is a nature lover's dream. Perfect for those seeking privacy and space. Rear of property borders Myakka State Park.

Greenbelt eligibility offers tax benefits.

SARASOTA

4090 CARLTON ROAD

4 Beds

2 Baths

2,391 Sq.Ft.

$1,499,000

MLS#: A4606324

Ralph Twitchell’s Lu Andrews House #2 — An Icon of Mid-Century Modernism, Thoughtfully Reimagined

Step into Sarasota’s architectural legacy with this one-of-a-kind residence designed in 1941 by Ralph Twitchell, the visionary behind the Sarasota School of Architecture. Originally crafted for his secretary Lu Andrews, this historic home represents the first known use of stacked concrete block in residential construction—a true innovation of its time.

Located in the highly sought-after Indian Beach neighborhood and perched outside of the flood zone sitting at 16.5 feet, 904 Virginia Drive blends historic character with modern luxury across 1920 square feet of inspired living space. The home was masterfully expanded in 2009 by renowned architect James Bowen, AIA. In 2024, upgrades, including a new 2-car garage and an extended foyer entrance, as well as a third bathroom were added to complement the original design while enhancing everyday function.

Inside, you'll find a thoughtfully curated blend of mid-century elements and contemporary finishes. 3 bedrooms, including a stunning primary suite with views of the resort-style pool and gardens. Expansive great room with 16’ ceilings, wide overhangs, and walls of glass echoing the iconic Sarasota School style. Large tiled floor throughout, commercial-grade sliders, and smart power window shades. A chef’s kitchen with Caesarstone countertops, gas cooktop, and a large island perfect for entertaining. Indoor-outdoor flow leading to a private pool with a marble deck and cascading waterfall.

Other notable features include: 2021 HVAC system, alarm system and LED European lighting, whole house water filtration, on-demand tankless water heater, additional storage and landscape lighting with irrigation.

Located just steps from Sarasota Bay and minutes from Downtown, St. Armands Circle, the Ringling Museum, and Lido Beach, this residence offers architectural prestige with an unbeatable lifestyle location.

This is more than a home—it’s a piece of Sarasota’s architectural soul

SARASOTA

904 VIRGINIA DRIVE

3 Beds

3 Baths

2,437 Sq.Ft.

$1,499,000

MLS#: A4657610

Under Construction. A flawless fusion of art and world-class architecture, The Gallery Sarasota is a boutique style condominium centrally located downtown 3-blocks from the bay, above floodplain with unparalleled proximity to restaurants, shopping, cultural venues, and the new 53-acre waterfront park. The iconic European design offers five distinct collections of light-filled residences that boast high-end Italian finishes, up to 26-foot ceilings, and full-height windows. The tranquil oasis of the private rooftop pool terrace and social lounge provides an elevated retreat for socializing, unwinding, and basking in sun drenched splendor while the vast two-room state-of-the-art fitness center and yoga studio provides an all-encompassing environment for a healthy lifestyle. Under Construction with LIMITED AVAILABILITY, The Gallery Sarasota offers a unique collection of residences you won’t find anywhere else. Private Courtyards, Penthouses, Open Staircases, and more! The best way to discover this exceptional property is to schedule a private site & showroom tour. Our Sales Gallery is conveniently located downtown at 625 S Orange Sarasota, FL 34236 (complete with models & finishing selections).

SARASOTA

1305 4TH STREET 101A

2 Beds

2 Baths

2,254 Sq.Ft.

$1,495,000

MLS#: A4637380

#A4626591

SARASOTA

2318 BAY STREET

4 Beds

4 Baths

4,095 Sq.Ft.

$1,495,000

MLS#: A4626591

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

3,006 Sq.Ft.

$1,495,000

MLS#: A4654386

Fourth floor end unit with mesmerizing intracoastal views, three generous bedrooms and three full bathrooms. All new high impact hurricane resistant windows and sliders for your peace of mind. This meticulously maintained condo lives like a single family home with charm and character. The kitchen was custom built by Yoder Construction, a well-known local company, highly respected for their craftsmanship. Living room and dining area are bright and spacious. The large primary bedroom has a walk-in closet and ensuite with shower and separate soaking tub. There are two other ensuite bedrooms. All three bedrooms have California Closet systems. All windows have custom plantation shutters, adding to the charm and comfort of this amazing condo. You will want to spend your day on the light filled lanai, perfect for entertaining or simply relaxing. Dolphin Bay is a highly desirable, gated, pet friendly, 50-unit complex with a fun filled community atmosphere with three Har-Tru tennis courts, an active clubhouse, fitness center, pool and spa, day dock, fishing pier and kayak access. Dolphin Bay is well maintained with a freshly updated exterior and new elevators in 2024 and beautifully landscaped grounds. Just a short walk to the world famous, white crystal sands of Siesta Key beach.

SARASOTA

1260 DOLPHIN BAY WAY 404

3 Beds

3 Baths

2,724 Sq.Ft.

$1,495,000

MLS#: A4645332

Price Improvement !!!Best price per square foot in the building. Ready for immediate occupancy, Never-Lived in 2 bedroom 2 full bath residence at the Demarcay in Downtown Sarasota. The unit features partial water views and sweeping views of the downtown skyline. Discover the pinnacle of Downtown luxury living in this exquisite 11th floor open concept unit on esteemed Palm Avenue, known for its walkability to countless restaurants and Marina Jacks. The unit features a top-of-the-line kitchen which is a chef’s dream, equipped with premium Miele appliances, a Gas Miele cooktop which is ideal for both everyday cooking and entertaining. Attention to detail with the imported Italian cabinetry and quartz countertops will be sure to please. The expansive master suite is a private sanctuary, with automatic blinds on the windows, allowing you to wake up to Sarasota’s natural beauty each day, with the click of a button. In the Master bath the same quality continues with quartz counters, imported Italian cabinets, and automatic blinds. Enjoy your oversized walk-in closet only a few steps away. The spacious living room and dining room also have newly installed electric blinds and perfect proximity to the kitchen for convenience. Step out onto the spacious balcony to experience daily sunsets over the bay and enjoy a front-row seat to Fourth of July fireworks, creating memorable experiences right from your home. This luxurious condo provides an unparalleled lifestyle with a secure parking spot where your car is taken up one of the two car elevators and parked in your own secure parking space.This residence includes a storage locker, and exclusive access to the rooftop salt water pool with 360 degree stunning bay and city views, spacious entertaining areas ,and rooftop grilling area.Pamper yourself and your pets with a pet-friendly atmosphere and entertain guests in style. The complete fitness center offers state-of-the-art equipment for an active lifestyle. On-site staff is available 24/7 providing resident services for owners whether they are in town or traveling, creating a true peace of mind and convenient feeling. Located just a short walk away from Sarasota's finest dining, upscale shopping, art galleries, and theatres, this condo epitomizes elegance, convenience, and Downtown living at its best. Embrace the Sarasota Bay lifestyle—where luxury meets convenience on Palm Avenue. one or more pictures was virtually staged

SARASOTA

33 S PALM 1103

2 Beds

2 Baths

1,683 Sq.Ft.

$1,495,000

MLS#: A4647703

Welcome to one of Sarasota's most exclusive neighborhoods West of The Trail, where this charming home is nestled on an oversized double-wide lot measuring 12,500 sqft. This lot presents a unique opportunity for buyers looking to build their dream home, as it is one of the only corner lots available in the area. The existing home on the property is in need of demolition, making way for your vision to come to life. Embrace the chance to create your ideal oasis, tailored to your personal taste and preferences. With neighboring homes being torn down and replaced with magnificent 2-story mansions, this area is experiencing a revival, making it the hottest spot for real estate development. Aside from the remarkable lot and potential for your dream home, the location of this property is unbeatable. Situated within Southside Elementary, Southside Village, Sarasota Memorial Hospital, shopping centers, Siesta Key Beach, and various cultural and art centers, you'll have everything at your fingertips. Being surrounded by mid-7 figure homes in the most desirable part of Sarasota, you'll be in esteemed company. The corner lot is particularly advantageous, as it allows for an expanded home with two points of entry from different roads. Additionally, for those who enjoy water activities, you can simply walk to the end of the street and launch your kayak or paddleboard directly into the bay. Please note that for your safety and privacy, it is important to respect the "No Trespassing" signs and refrain from walking on or entering the property without permission

SARASOTA

2504 MULBERRY TERRACE

2 Beds

2 Baths

2,322 Sq.Ft.

$1,490,000

MLS#: A4655890

One of a distinguished pair of twin Mediterranean Revival estates, this residence is a rare surviving work of acclaimed architect Clarence C. Hosmer, recognized for his enduring contributions to Sarasota’s architectural heritage. Built during the exuberant Florida Land Boom of the 1920s, the home reflects the elegance and ambition of its era with grand arches, barrel-tile roofing, and intricate period details. The home’s story is as captivating as its architecture. The original owner moved in social circles with John and Charles Ringling, and at one point, the property itself belonged to Charles Ringling’s wife, Edith, a formidable figure in her own right who was directly involved in the management of the Ringling Bros. circus. Set on a coveted double lot in Sapphire Shores, a neighborhood originally planned with the mandate that all homes be Mediterranean or Italian in style, this estate offers a once-in-a-lifetime opportunity for visionary restoration. Behind its storied façade lies the chance to revive a masterpiece, blending its historic soul with modern luxury. This prime location is surrounded by Sarasota’s most treasured cultural institutions, including the Ringling Museum of Art, Ca’ d’ Zan and the Asolo Repertory Theater, and lies just two miles north of downtown. A short drive over the Ringling Bridge leads to the pristine beaches of Lido and Longboat Key.

SARASOTA

457 WOODLAND DRIVE

3 Beds

2 Baths

2,799 Sq.Ft.

$1,490,000

MLS#: A4660855

This is a vacant lot

SARASOTA

2155 ORIOLE DRIVE

None Beds

None Baths

0.33 acres

$1,480,000

MLS#: TB8389012

Sellers willing to owner finance. One of the best prices in the St Armand's Circle area, this property is priced at lot value. Featuring a 10,858 sq ft (.25 acre) lot, that is one block to the popular shops and restaurants on the renowned Circle and an easy stroll to the beach. The existing 3 bedroom 2.5 bath home did have water intrusion but could be rehabbed. No HOA restrictions and easy access to downtown Sarasota. Highly desirable neighborhood for both homeowners and vacation rental purchasers.

SARASOTA

153 N ADAMS DRIVE

3 Beds

2 Baths

1,916 Sq.Ft.

$1,475,000

MLS#: A4660166

Under Construction. This elegantly expansive home from The Gallery’s Iconic Open Staircase Collection, just three blocks from the bay above floodplain showcases unparalleled visual drama with a sweeping open staircase and soaring 24-foot full-height windows that fill the interior with natural light, seamlessly blending the indoors with the outdoors.

The designer-integrated kitchen is a masterpiece, boasting built-in Italian Fulgor Milano stainless steel appliances, imported Italian flat-panel cabinetry, and a stunning grand island with quartz countertops. The well-appointed primary suite spans the width of the residence, offering a generous walk-in closet and a spa-inspired bath complete with a luxurious free-standing soaking tub, a glass-enclosed walk-in shower, and a floating dual-sink vanity.

Exceptional amenities include a spacious west-facing rooftop pool terrace for soaking up the sun, a stylish social lounge, a summer kitchen, and a state-of-the-art two-room Fitness Center and Yoga Studio outfitted with the latest cardio and strength-training equipment. Under construction with limited availability, we invite you to schedule a private site and showroom tour to receive an in-depth look into what we have planned for the residents. Our showroom is located at 625 S Orange Sarasota, FL 34236 (retail space at Orange Club).

SARASOTA

1305 4TH STREET 403B

2 Beds

2 Baths

1,652 Sq.Ft.

$1,459,000

MLS#: A4637429

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