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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

3,309

# of Listings

2

Avg # of Bedrooms

$679

Avg. $ / Sq.Ft.

$1,309,469

Med. List Price

Browse Downtown Sarasota Real Estate Listings

All listings

$250,000 - $500,000

3309 Properties Found. Page 53 of 221.

Experience the epitome of luxury with this stunning home that defines coastal elegance. Nestled on a quiet island street, this Florida Coastal masterpiece is set on a large 12,805 square foot lot with 75 ft of private lakefront overlooking the serene waters of Lake Norma, on our famed Siesta Key.

Renovated with meticulous attention to detail, this newly updated home features an expansive, light-filled open floor plan with continuous quartzite countertops throughout. It includes two primary suites, one of which flows into its own private kitchenette overlooking the tranquil waterfront. Two lanais and a custom built hot tub and pool complete with a waterfall and color-changing lighting system ensure seamless indoor-outdoor living.

Quality and craftsmanship are paramount, and every detail has been thoughtfully considered to ensure superior structural integrity, including the hurricane impact windows and elevated AC condensers. A new roof was installed in 2024, along with new mechanicals, electrical, plumbing, pool surfacing, appliances, and more. This gorgeous island paradise has been fully renovated to both preserve and highlight its architectural elegance.

A prime location, this property is ideally situated minutes to the world-famous powdery sands of Siesta Key Beach, less than a mile from charming Siesta Key Village, and near the prestigious Out-of-Door Academy. A quick 5-minute drive over the North Bridge takes you to Sarasota proper and a mere 10 minutes more to the heart of dazzling downtown Sarasota and St. Armands Circle, where you can enjoy a wide selection of fine dining, shopping, and world-class cultural arts and nightlife, making it the ideal home for those seeking the ultimate Florida lifestyle. Schedule your private showing today.

SARASOTA

4646 GLEASON AVENUE

4 Beds

4 Baths

2,927 Sq.Ft.

$1,400,000

MLS#: A4677470

Welcome to this unique offering, a custom, concrete block home built in 2005, with a detached structure housing two guest suites. Ideal for extended family, visitors, artist studio, and/or additional rental income, so just let your imagination run wild. Directly across the road from Gillespie Park, a dazzling 10-acre monitored park. High-impact hurricane windows and a newly installed roof in 2024 with hurricane tie-downs. The freshly painted main house features a living room and primary bedroom with a shared double-sided gas fireplace, stained acid-washed floors, a common feature throughout the compound, newly installed granite-honed countertops, new subway tiles in the kitchen and freshly painted solid wood cherry cabinets. If it is purity you want, try the Apec Reverse Osmosis dispenser at the newly installed kitchen sink. Bosch gas cooktop, dishwasher and convection wall oven, GE refrigerator with Electrolux washer and dryer. Tankless on-demand hot water, gas for the main house, and an additional electric unit for the guest suites. A well for irrigation, EV 220-volt 50-amp charging station, storage bins and racks for kayaks, two driveways, private hedging with magnolia, holly, black bamboo and hibiscus, or if it's the fruit you want, mango, avocado, lemon, papaya and banana trees. An outdoor shower, brick pavers throughout the inspiring courtyard with hanging lights, and a fire pit to capture those spectacular starry evenings. One guest suite was built with the original house with a kitchenette, while the second was built in 2022, complete with a full kitchen and washer/dryer combo. Both suites come complete with mini-split heat pumps, one installed in 2023, and are turnkey furnished. Gillespie Park, which is directly across the street, features grand oaks, recreational trails, a lake, tennis courts, a pickleball court, a gazebo, a dog park and a basketball court. Centrally located and within short distance of Sprouts, Whole Foods, restaurants and local shopping, this neighborhood offers a vibrant and ever-evolving downtown neighborhood.

SARASOTA

640 N OSPREY AVENUE

3 Beds

3 Baths

1,738 Sq.Ft.

$1,400,000

MLS#: A4672346

Rare Opportunity to purchase a Free-Standing BLOCK building located in one of Sarasota's most desirable locations! Excellent Street Visibility and signage opportunity and minutes to Downtown, Sarasota Memorial Hospital and Doctor’s Hospital, Siesta Key and I-75. This Business Front has Maximum Exposure off Sarasota's Busy Bee Ridge Road (Crossroad is Murdock next to the Fire Station on the South Side of Bee Ridge Road). Currently an active appliance store and formerly 7-11. The building is for sale but not the appliance business. Property offers 10 parking spaces! NOT in a flood Zone. 2 Bathrooms and 2 store rooms.

SARASOTA

3090 BEE RIDGE ROAD

None Beds

None Baths

3,120 Sq.Ft.

$1,400,000

MLS#: A4646785

New on site 1 day ago

#A4679157

SARASOTA

4149 ESCONDITO CIRCLE

4 Beds

4 Baths

4,430 Sq.Ft.

$1,400,000

MLS#: A4679157

Rare Investment Opportunity in Downtown Sarasota’s Redevelopment Wave!

Four contiguous lots across two parcels totaling approximately 0.44 acres (1721 & 1743 8th Street) — right in the heart of one of downtown Sarasota’s most exciting transformation zones. This restored vintage home sits in a rapidly evolving neighborhood becoming one of the city’s most desirable addresses.

Just steps from the beloved 10-acre Gillespie Park, featuring grand oaks, tennis and basketball courts, a scenic pond, dog park, fitness trail, and walking paths. Enjoy walking distance to Main Street, with its premier shops, galleries, and restaurants, and only 0.7 miles to Sarasota’s waterfront and The Bay, the city’s new 53-acre signature park.

This property lies within an Opportunity Zone with no HOA and no deed restrictions, offering exceptional flexibility for investors and developers. Close to the downtown business district and minutes from the Westcoast Black Theatre Troupe, you’re surrounded by Sarasota’s vibrant cultural and commercial scene.

Prime Development Potential:
Build 4–6 residential units in this rapidly appreciating neighborhood where new projects are transforming the landscape. Perfect for townhomes, multi-family residences, or custom urban homes. The location offers everything today’s buyers want—walkability, green space, and access to downtown and the bayfront.

Investment Strategies:
Buy and hold: Rent the charming existing 2-bed, 2-bath home for steady income while land values continue to rise in this high-demand area.
Develop now: Join the wave of new construction reshaping the district and capitalize on downtown’s growth.
Value-add opportunity: Position yourself in the path of progress where new developments are achieving premium returns.

Residents enjoy unparalleled walkability to downtown Sarasota’s dining, arts, and entertainment, including the Van Wezel Performing Arts Hall, Sarasota Orchestra, Marie Selby Botanical Gardens, and the Bayfront Marina.

This is more than a property—it’s a rare opportunity to be part of downtown Sarasota’s most dynamic transformation. Don’t miss this exceptional find in the heart of the city’s redevelopment boom!

SARASOTA

1721 8TH STREET

None Beds

None Baths

0.44 acres

$1,400,000

MLS#: A4652154

Tucked within the prestigious, gated enclave of Beneva Oaks, where centuries-old live oaks line meandering streets, this masterfully renovated home on a ½ acre lot offers incredible 2025 updates and a wonderful 4-bedroom, 3.5-bath, 1-story floor plan providing both grandeur and comfort across the expansive space. A circular drive framed by lush landscaping leads to the elegant entry of this modern residence, where refined upgrades blend seamlessly with timeless architectural features. Inside, travertine floors flow through the main living areas, while new designer carpet enhances the comfort of the bedrooms. The heart of the home is the extraordinary new eat-in kitchen featuring gleaming quartz countertops, crisp white wood cabinetry, stainless appliances including an induction cooktop, wide plank porcelain tile floor, and a custom tile backsplash. Accents like gold hardware, designer lighting, crown molding, and wide baseboards add the feel of luxury, while four sets of French doors connect the interior seamlessly with the lush exterior surroundings. An elegant dual-sided wood-burning fireplace with brick and tile surround and quartz and travertine hearths anchors the living and sitting areas, creating inviting spaces for conversation or quiet moments. With multiple entertaining areas designed for both intimate gatherings, grand-scale events or even a game of pool, the home's layout flows effortlessly from indoors to the screened lanai with paver deck, where a heated pool enhanced by Iconic Pools with sparkling new glass tile surface invites year-round enjoyment. The spacious primary suite, is a sanctuary unto itself, offering three walk-in closets with custom closet systems, and an extraordinary spa-inspired bath with bespoke tile work, frameless glass shower, gold fixtures, and a quartz-topped dual-sink vanity that exudes luxury. Two additional guest bedrooms enjoy new carpet, large closets, and generous natural light, while the newly redesigned guest bath impresses with design-forward flooring, quartz dual-sink vanity, and clean, modern finishes. The 4th bedroom can also be used as in-law suite, enjoying its own private French door entry and full bath with walk-in shower. The office with a custom built-in loft, closet, and a front facing window is ideal as a workspace, study, play, or creative escape. A chic updated powder bath adds further convenience. The thoughtfully designed laundry room features quartz countertops, utility sink, abundant cabinetry, and front-load GE Whirlpool washer/dryer. The oversized 2-car garage and beautifully landscaped grounds complete this exceptional property in one of Sarasota’s most serene and sought-after neighborhoods. Located in a top rated school district, X flood zone and within close proximity to Sarasota's dining, shopping, culture, and the pristine Gulf of Mexico beaches, this exceptional property offers an unparalleled combination of design and craftsmanship in one of Sarasota’s best-kept secret neighborhoods, presenting a rare opportunity to experience refined Florida living at its finest!

SARASOTA

3639 BENEVA OAKS BOULEVARD

4 Beds

3 Baths

3,302 Sq.Ft.

$1,400,000

MLS#: A4660540

Rare Investment Opportunity in Downtown Sarasota’s Redevelopment Wave!

Four contiguous lots across two parcels totaling approximately 0.44 acres (1721 & 1743 8th Street) — right in the heart of one of downtown Sarasota’s most exciting transformation zones. This restored vintage home sits in a rapidly evolving neighborhood becoming one of the city’s most desirable addresses.

Just steps from the beloved 10-acre Gillespie Park, featuring grand oaks, tennis and basketball courts, a scenic pond, dog park, fitness trail, and walking paths. Enjoy walking distance to Main Street, with its premier shops, galleries, and restaurants, and only 0.7 miles to Sarasota’s waterfront and The Bay, the city’s new 53-acre signature park.

This property lies within an Opportunity Zone with no HOA and no deed restrictions, offering exceptional flexibility for investors and developers. Close to the downtown business district and minutes from the Westcoast Black Theatre Troupe, you’re surrounded by Sarasota’s vibrant cultural and commercial scene.

Prime Development Potential:
Build 4–6 residential units in this rapidly appreciating neighborhood where new projects are transforming the landscape. Perfect for townhomes, multi-family residences, or custom urban homes. The location offers everything today’s buyers want—walkability, green space, and access to downtown and the bayfront.

Investment Strategies:
Buy and hold: Rent the charming existing 2-bed, 2-bath home for steady income while land values continue to rise in this high-demand area.
Develop now: Join the wave of new construction reshaping the district and capitalize on downtown’s growth.
Value-add opportunity: Position yourself in the path of progress where new developments are achieving premium returns.

Residents enjoy unparalleled walkability to downtown Sarasota’s dining, arts, and entertainment, including the Van Wezel Performing Arts Hall, Sarasota Orchestra, Marie Selby Botanical Gardens, and the Bayfront Marina.

This is more than a property—it’s a rare opportunity to be part of downtown Sarasota’s most dynamic transformation. Don’t miss this exceptional find in the heart of the city’s redevelopment boom!

SARASOTA

1743 8TH STREET

2 Beds

2 Baths

1,400 Sq.Ft.

$1,400,000

MLS#: A4647457

Nestled in Sarasota's highly desirable Desoto Acres, this exceptional 4-bedroom, 3.5-bath estate offers serene living just minutes from UTC, downtown Sarasota, and premier Gulf coast beaches. Situated on nearly 2 acres of lush, private grounds, this 4,342 square foot home blends expansive indoor living space with outdoor escape and entertainment. The outdoor showpiece is the luxurious salt water infinity-edge pool, perfectly positioned to capture sunset views across the western horizon while relaxing under the solid wood pergola. Whether entertaining guests or unwinding at the end of the day, the outdoor space delivers a stunning backdrop worthy of resort style living.
This custom, thoughtful layout features abundant natural light, generous living areas overlooking the infinity pool, an eat-in kitchen, and multiple gathering spaces. The home features natural travertine flooring and Taj Mahal quartzite surfaces throughout, adding a timeless, high-end aesthetic that enhances the living spaces with refined natural beauty.
A perfect canvas for both relaxed family life and large-scale entertaining, this property offers a perfect balance of privacy, elegance, and resort-style living. This is Florida living at its finest — seamless indoor-outdoor flow and unforgettable views on a non-deed restricted lot.

SARASOTA

3005 Desoto Rd DESOTO ROAD

4 Beds

4 Baths

4,342 Sq.Ft.

$1,399,500

MLS#: A4675128

#C7507070

SARASOTA

1212 BENJAMIN FRANKLIN DRIVE 102

2 Beds

2 Baths

1,548 Sq.Ft.

$1,399,000

MLS#: C7507070

OWNER FINANCING AVAILABLE! This is an exceptional opportunity to develop your custom home in an exclusive gated waterfront community just a few minutes from Siesta Key Beach, world-famous for its white powdery quartz sand.

This elevated large private lot comes with a deeded boat slip on the bay, offering luxury indoor and outdoor living and a high-quality lifestyle.

This is the last available lot in Space Bay, one of the newest waterfront communities in Siesta Key.

There are only 13 multimillion-dollar homes in total. It is an excellent neighborhood with a vacation vibe, fine and casual dining within minutes.

The proximity to the south bridge of Siesta Key provides fast in-and-out access to the mainland.

Architectural plans are available but optional.

SARASOTA

0 SHARSWOOD LANE

None Beds

None Baths

0.42 acres

$1,399,000

MLS#: A4620705

Experience contemporary coastal living in this modern residence at BAYSO, located in downtown Sarasota within the Quay Waterfront District. This 2-bedroom, 3-bath condominium offers 1,678 square feet of open-concept living space, with floor-to-ceiling windows capturing views of Sarasota Bay and the city skyline. Interior features include contemporary finishes throughout, including a new Bosch refrigerator with integrated wine drawer, custom backsplash, and modern cabinetry in the kitchen, providing both functionality and clean design. The owner’s suite includes a custom California Closets system designed to enhance storage and organization. A spacious private balcony extends the living area outdoors, suitable for relaxing or entertaining. BAYSO offers resident access to a range of amenities, including a resort-style pool, fitness center, and multiple indoor and outdoor common spaces, and is a pet-friendly community with a designated dog park area designed for both play and pet relief. Situated in downtown Sarasota, the residence provides convenient access to dining, shopping, and cultural venues such as the Van Wezel Performing Arts Hall, Florida Studio Theatre, and the Sarasota Opera House. The property is also adjacent to the city’s bayfront area and marina, which is undergoing redevelopment. Two assigned parking spaces in a secure garage are included with the residence. Furnishings are available separately.

SARASOTA

301 QUAY COMMONS 804

2 Beds

3 Baths

1,678 Sq.Ft.

$1,399,000

MLS#: A4676191

Price reduced

One or more photo(s) has been virtually staged. Priced to sell!!! Don't miss this opportunity to live in one of the most Extraordinary Waterfront Residences at Condo on the Bay, a Premier, Gated Community directly on Sarasota Bay. This Beautiful, Luxury Condominium is Where Architecture Meets Designer!
The complete renovation with Professional Designs from a Well Renowned Designer who focused on high-end finishes, modern aesthetics and enhanced convenience created a very sophisticated and stylish living space. Click on the Virtual Tour Link on the first picture of the listing.

Location is Everything and this very desirable mid-building location offers not only the breathtaking panoramic views that stretch across the sparkling Bay to the Ringling Bridge and Longboat Key, but also offers the bonus of watching boats passing by and the opportunity to observe the active marine life with soaring pelicans and the frequently seen dolphin frolicking in the Bay.
This Van Gogh unit with its modern open floor plan offers wall to wall windows and expansive sliding glass doors, filling every room with sunlight. No detail was missed and no expense spared with this renovation, including tankless water heater, full house filtration system and RO drinking water filtration system. The custom cabinetry, porcelain tile floors, elegant hardware and lighting fixtures along with the upscale kitchen appliances offers a kitchen appealing to the gourmet chef or the casual entertainer. The primary suite is a serene retreat, with its own private terrace also with stunning Bay views, an elegant ensuite bath with double vanity and oversized shower, offering a spa-like escape. The second bedroom doubles beautifully as a guest room or office/den, outfitted with a convenient queen Murphy bed and wall to wall windows.

Beyond your door Condo on the Bay offers many amenities: two heated swimming pools, a grilling station, private boat docks with fishing stations, tennis and pickelball courts, two fitness centers, elevated sky lobbies perfect for your larger gatherings or just to enjoy the sunset. Each Tower has a social room equipped with a full kitchen where planned events happen regularly if you want to meet your neighbors. There is assigned lower garage parking with abundant upper deck guest spaces plus EV charging stations.

Perfectly located next to Sarasota's new 40-acre waterfront park, The Bay, The Van Wezel Performing Arts Center and minutes from downtowns vibrant dining and shopping, The Rosemary District, and the nearby St. Armands Circle, Lido Beach and the SRQ Airport. All just a short drive away!

Condo on the Bay is more than a luxury residence; it's an invitation to embrace the very best of Sarasota's waterfront lifestyle.

SARASOTA

888 BLVD OF THE ARTS 605

2 Beds

2 Baths

1,729 Sq.Ft.

$1,399,000

MLS#: A4673418

New on site 1 day ago

Set on a tranquil lakefront homesite in Shoreview at Lakewood Ranch Waterside, this newly built 2024 Pulte residence offers refined indoor–outdoor living with thoughtful upgrades throughout. The open-concept design features three bedrooms, three full bathrooms, high ceilings, custom lighting, feature walls, and elevated finishes. Wood-look tile flooring flows through the main living areas, while PGT top-level impact glass enhances peace of mind. Thoughtful upgrades include custom Hunter Douglas electronic blinds and a newly installed whole-house generator, providing seamless backup power and peace of mind. The great room showcases a coffered ceiling, statement linear fireplace, and zero-corner pocketing sliders that open seamlessly to the lanai. The gourmet kitchen centers the home with an oversized island, built-in beverage station with wine rack and under-counter refrigerator, KitchenAid stainless appliances, five-burner gas cooktop, walk-in pantry, and elegant pendant lighting. The dining area enjoys lake and pool views with clerestory windows for abundant natural light. The private primary suite features a tray ceiling, custom accent wall, spacious walk-in closet, and a spa-inspired bath with soaking tub, frameless glass shower, double quartz vanities, and designer finishes. Two additional bathrooms include a second full tub in the third bath, offering flexibility for families or guests. Two guest suites and a dedicated office with glass French doors provide versatile living spaces. A well-appointed laundry room offers generous cabinetry and quartz countertops. Outdoor living is elevated on the fully screened lanai with travertine pavers, outdoor kitchen, recessed lighting, and panoramic lake views. The heated saltwater pool with water feature creates a true resort-style setting. Completing the home is a climate-controlled three-car garage with epoxy floors, built-in storage, and utility sink. Shoreview at Lakewood Ranch Waterside offers an exceptional amenity lifestyle, including a beautifully designed clubhouse, resort-style pool and spa, lakefront deck, fitness center, tennis and pickleball courts, walking trails, fishing pier, beach area, and outdoor social spaces with grills and bar seating. Just a short five-minute walk to Waterside Place, enjoy award-winning year-round farmers markets, waterfront dining, boutique shopping, live music, and community events. With convenient access to UTC, I-75, and Gulf beaches, this lakefront home delivers comfort, style, and the very best of the Waterside lifestyle.

SARASOTA

1402 SAILVIEW PLACE

3 Beds

3 Baths

2,486 Sq.Ft.

$1,399,000

MLS#: A4679393

Sarasota Surf and Racquet Club – Tower Building - Exceptional Beachfront Living on Siesta Key
Don’t miss this rare opportunity to own a beautifully appointed 2-bedroom, 2-bathroom condo in the highly sought-after Tower Building of Sarasota Surf and Racquet Club, located directly on Crescent Beach, Siesta Key’s world-famous stretch of powdery white sand.
Situated on the 4th floor, this turnkey furnished residence features a coastal ambiance with LVT flooring throughout, granite countertops in the kitchen, and a split-bedroom floor plan for added comfort and privacy. Expansive windows invite natural light and offer partial Gulf views, creating the perfect setting for this beachfront setting.
Resort-Style Amenities include direct access to private Crescent Beach; two heated swimming pools; beachside and poolside BBQ grills; fully equipped fitness center; rental options for canopies, cabanas, tents, and umbrellas; four pickleball courts; three tennis courts (one hard court & two Har-Tru clay). These are the only clay courts for a resort community on Siesta! Enjoy endless outdoor adventures just minutes away, including snorkeling at Point of Rocks, parasailing, guided fishing charters, and boat and wave runner rentals. Bike rentals are also nearby for easy island exploration. Whether you're looking for a personal beach retreat, a high-demand vacation rental, or a long-term investment, this condo checks all the boxes. With a three-night minimum rental policy and exceptional on-site rental management, this property offers strong rental income potential in one of Siesta Key’s most iconic communities. Offered fully furnished and move-in ready—paradise awaits.

SARASOTA

5920 MIDNIGHT PASS ROAD 406

2 Beds

2 Baths

1,334 Sq.Ft.

$1,399,000

MLS#: A4649118

Price reduced

Located in Sarasota’s coveted and 24-hour guard-gated West of Trail community, The Landings, this beautifully reimagined 3-bedroom, 3-bath residence with a bonus room offers refined coastal living and peace of mind through extensive, high-quality updates. Situated on a lushly landscaped lot with mature trees and privacy and not in a flood zone, this 2,921 sf home blends timeless architecture with thoughtful modern improvements, all just minutes from Siesta Key’s world-famous beaches and Downtown Sarasota. Hurricane-impact windows and sliders, and the Miami-Dade rated roof and updated PVC plumbing offer structural integrity and long-term value. Design upgrades include porcelain tile flooring and beautiful custom wood cabinetry and built-ins. The fully updated kitchen features premium stainless appliances, Silestone counters, stylish cabinetry, a picture frame window overlooking the beautiful garden, a convenient pass thru window to the lanai, and custom walk-in pantry. The adjacent dining room is perfect for entertaining and the formal living room with its high ceiling is anchored by a woodburning fireplace with tiled hearth and built-ins. The split-bedroom floor plan offers privacy and functionality, with all 3 bedrooms, (one currently outfitted as a convenient home office with solid wood built-ins) boasting custom walk-in closets and lovely bathrooms. A spacious bonus room is light and bright and includes a redesigned alcove with floor-to-ceiling custom built-ins to house books, media, or art. Every inch of this home reflects quality, style, and enduring craftsmanship. The interior of the home flows seamlessly to the elegant and serene exterior where you will enjoy the professionally redesigned landscape with exquisite plantings, brick paver driveway, meandering walking path, elevated relaxation area, peaceful fountain, and custom exterior lighting. The spectacular pool area underwent a major renovation in 2020 which included resurfacing with Pebble Tec (lifetime warranty), installation of a new heater and pump, and the addition of a stylish new Italian tile surround. The lanai was rescreened in 2023 and the deck was upgraded with a high-performance Pro Tech surface for durability and beauty. Located behind the gates of The Landings, residents enjoy tree-canopied streets, a nature trail leading to Roberts Bay, and optional membership to the Landings Racquet Club, offering tennis, pickleball, a heated pool, fitness center, and clubhouse. With proximity to A-rated schools, Southside Village, Sarasota Memorial Hospital, and the cultural amenities of downtown Sarasota, this property is a rare opportunity to own a truly move-in-ready home in one of Sarasota’s most sought-after communities.

SARASOTA

4761 PINE HARRIER DRIVE

3 Beds

3 Baths

2,921 Sq.Ft.

$1,399,000

MLS#: A4656772

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