One of the most popular communities provided by {{page_data.agentName}}

Downtown Sarasota

One of the most popular communities provided by The Graf Group of Coldwell Banker

Downtown Sarasota

About Downtown Sarasota

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

One of the most popular communities provided by The Graf Group of Coldwell Banker

3,353

# of Listings

2

Avg # of Bedrooms

$694

Avg. $ / Sq.Ft.

$1,383,368

Med. List Price

Browse Downtown Sarasota Real Estate Listings

$250,000 - $500,000

$3M - $5M

189 Properties Found. Page 8 of 13.

Price reduced

There is only one — The Upper Deck. Some homes are designed to be admired. Others are designed to frame extraordinary views. Upper Deck was conceived to do something more deliberate — to position its owner above the expected. Rising in measured progression from foundation to crown, the residence unfolds vertically, each level more refined than the last. The architecture favors clarity over ornamentation, restraint over excess. Natural woods, soft neutrals, and Scandinavian precision establish a disciplined design language that feels both current and enduring. The lower level is grounded and intentional — structured for recreation, arrival, and ease. Above it, a curated collection of private suites offers balance and symmetry, designed to accommodate gathering without sacrificing composure. The second level of living space is the architectural heart, introducing light and proportion in equal measure. Here, clean-lined cabinetry, warm textures, and an open plan scaled for sixteen create a space that hosts effortlessly while maintaining aesthetic control. An adjacent balcony extends the space outward, maintaining continuity between interior living and the expansive Gulf views beyond. And then, the ascent culminates. The Crown: a 400-square-foot rooftop summit redefines perspective and offers unobstructed views of the Gulf. Elevated above Siesta Key, it offers a rare vantage point: sky uninterrupted, evenings extended, conversations carried a little longer. The private primary suite occupies its rightful position at the top, with direct rooftop access and a bath that mirrors the home’s restrained elegance. Upper Deck is not defined by square footage or amenity count. It is defined by hierarchy and the intentional decision to elevate each experience, each finish, each viewpoint. It is a residence for those who understand that position matters — in architecture, in life, and in legacy. More than a home, the Upper Deck is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.

SARASOTA

329 BEACH ROAD B

5 Beds

5 Baths

4,563 Sq.Ft.

$3,895,000

MLS#: A4667821

One or more photo(s) has been virtually staged. West of trail, 2026 Custom Build, Exquisite Modern Mediterranean estate with a seamless blend of classic architecture and contemporary finishes.

This exceptional 5-bedroom, 4-bathroom residence is thoughtfully designed for both everyday living and effortless entertaining. The main level features a luxurious first-floor primary suite with a walk-in closet and spa-inspired bathroom with dual vanities, along with two first-floor guest bedrooms and a private office. Wide-plank oak hardwood floors, custom built-ins and maple wood cabinetry with inset doors , and a warm, inviting electric fireplace enhance the home’s elegant yet comfortable ambiance. A fully integrated surround sound system extends throughout the living room, kitchen, and outdoor entertaining areas.

The chef’s kitchen is beautifully appointed with premium Viking appliances, Taj Mahal quartzite countertops, custom cabinetry, elevated fixtures and designer lighting, along with a stylish bar featuring Cristallo quartzite and a beverage center—perfect for hosting and entertaining.

The second level offers a spacious bonus room ideal for a media lounge or game room, along with two additional bedrooms and a gallery-style hallway with an open balcony, adding architectural interest and natural light.

Additional highlights include natural gas, a gas-on-demand water heater, enhanced exterior insulation for energy efficiency, a concrete tile roof, irrigation system, and abundant storage throughout.

Architecturally, the home embraces classic Mediterranean elements with a modern sensibility. Arched doorways, windows, and passageways create a sense of flow and understated grandeur, while intricate wrought iron detailing and extensive millwork add depth and craftsmanship. Statement chandeliers and curated designer lighting elevate each space, enhancing the home’s refined aesthetic.

A detached guest home, complete with a private bedroom, full bathroom, and living area, offers ideal accommodations for guests or extended stays.

Outdoors, a custom-designed oversized pool showcases timeless Mediterranean blue tile, complemented by elegant fire bowls and a cascading waterfall spa—creating a true resort-style setting. The property is complete with a 2-car attached garage in the main home, 2 car covered parking under the guesthouse, and an additional two-car garage, offering both functionality and flexibility.

Ideally situated in Southside Village, this residence offers a highly walkable lifestyle just moments from Southside Elementary, Morton's Gourmet Market, local restaurants, and boutique shopping.

SARASOTA

1850 WEBBER STREET

6 Beds

4 Baths

4,755 Sq.Ft.

$3,890,000

MLS#: A4686673

Perched atop Bay Plaza with sweeping views over Sarasota Bay and the downtown skyline, this fully reimagined penthouse offers a level of finish and livability rarely seen in the market. Taken down to the studs and meticulously rebuilt, every inch has been thoughtfully curated with true custom craftsmanship, resulting in a home that feels both refined and effortless. The expansive floor plan is designed for both everyday living and exceptional entertaining, with main living areas that flow seamlessly toward the water and skyline beyond. Walls of glass fill the home with natural light, while multiple terraces extend the living experience outdoors. At the heart of the residence, a true chef's kitchen features top-tier appliances, custom cabinetry, and a layout designed for both function and gathering. A thoughtful split layout creates a private guest wing, while the primary suite, accessed through a dramatic 9 pivot door, offers a quiet retreat finished with the same level of detail seen throughout. Every finish and material reflects a level of quality typically reserved for custom homes, with bespoke millwork and integrated systems throughout. Completing the offering are three secured parking spaces, a rare a rare feature in downtown living, along with full-service amenities and white glove service, all moments from Sarasota's best dining, waterfront, and cultural attractions. A true penthouse in every sense.

SARASOTA

1255 N GULFSTREAM AVENUE 1501

4 Beds

3 Baths

3,943 Sq.Ft.

$3,875,000

MLS#: A4687326

Welcome to the side of Siesta Key most visitors never discover — and many locals refuse to leave.

Located on the peaceful southern stretch of Midnight Pass Road, 8008 Midnight Pass sits far enough from the congestion of the Village and Beach Road traffic, yet only minutes from Crescent Beach and waterfront dining. Here, mornings start with bike rides under a canopy of palms, neighbors walk dogs along quiet streets, and evenings end with sunsets reflecting across Heron Lagoon. This is the residential, laid-back Siesta Key lifestyle buyers search for but rarely find available.

Behind a newly installed private gate, fresh coastal landscaping and a new perimeter wall create a true sense of arrival and privacy. The 2015-built waterfront home has been extensively improved, offering the feel of a newer construction property without the wait, cost, or uncertainty of building on the island.

Inside, the home has been refreshed with new flooring throughout, fresh interior paint, updated stair railings, and designer lighting. A full Sonos surround sound system, Brilliant smart switches, Philips Hue lighting, and an upgraded security system provide modern convenience, while spray-foam attic insulation improves comfort and efficiency year-round.

The completely reimagined kitchen serves as the centerpiece of the home, featuring Viking appliances, quartzite countertops and backsplash, custom cabinetry with under-cabinet lighting, a custom hood, dedicated bar area, and Viking ice maker. The open living space flows directly to expansive sliders overlooking the calm waters of Heron Lagoon — a view that immediately explains why owners love this side of the island.

A flexible den with a custom Murphy bed provides additional guest accommodations, and upstairs guest bedrooms have been enhanced with wainscoting and designer wallpaper. One guest bathroom has been fully remodeled and all bathrooms have been updated with new fixtures and lighting.

Outdoor living is where the property truly shines. The lagoon-front setting offers a kayak and paddleboard launch from your backyard, an IPE dock for fishing or sunset watching, and a revitalized pool area with new equipment and LED lighting. A newly screened upper balcony lanai creates a peaceful retreat above the water, while the private basketball court adds a rare amenity not commonly found on Siesta Key. This is a home designed for those who want Siesta Key without the crowds — boating, biking, paddleboarding, and quiet evenings just minutes from the beach.

8008 Midnight Pass is not just a waterfront property; it’s an opportunity to experience the calmer, residential side of island living while still being close to everything that makes Siesta Key world-famous. Schedule your private showing and experience the difference in person.

SARASOTA

8008 MIDNIGHT PASS ROAD

5 Beds

5 Baths

4,190 Sq.Ft.

$3,850,000

MLS#: A4672889

Price reduced

#A4668843

SARASOTA

894 FREELING DRIVE

None Beds

None Baths

0.26 acres

$3,850,000

MLS#: A4668843

#A4678861

SARASOTA

5263 AVENIDA DE CORTEZ

4 Beds

3 Baths

3,122 Sq.Ft.

$3,850,000

MLS#: A4678861

Experience elevated waterfront living in The Wild Blue Showcase Home by John Cannon Homes, a stunning, custom-designed residence located in the exclusive Wild Blue at Waterside in Lakewood Ranch. Situated on a spacious homesite, this 3,782 sq. ft. home offers 4 bedrooms, 5 bathrooms, a private casita, and a versatile bonus room. A thoughtfully crafted floor plan blends sophisticated design with effortless livability—from the chef-inspired kitchen with an oversized island and walk-in pantry to the expansive great room and luxurious owner’s suite with a spa-like bath. Outdoor living takes center stage with a generously sized lanai, ideal for relaxing, entertaining, or enjoying Florida’s year-round sunshine.
In addition, Wild Blue offers a vibrant, amenity-rich lifestyle with 6 tennis courts, 8 pickleball courts, basketball court, event lawn, dog parks, shaded pavilions, lakeside trails, a kayak launch, children’s playground, and outdoor fitness areas. Just beyond, residents also enjoy convenient access to Midway Sports Complex, featuring 13 acres of open green space, athletic fields, and community gathering areas. Whether you're exploring boardwalks through natural wetlands or enjoying a lakeside picnic, The Wild Blue Showcase Home by John Cannon Homes is your gateway to luxury living with an active, connected lifestyle in one of Southwest Florida’s premier master-planned communities. Wild Blue offers luxury living in the heart of Lakewood Ranch with exceptional amenities for all ages. The new clubhouse (under construction) will feature concierge service, private theater, fitness center, golf simulator, billiards room, and two resort-style pools, plus a future full-service restaurant and patio bar. Ideally located near UTC, Waterside Place, and top dining and shopping, Wild Blue delivers an elevated lifestyle in a premier LWR community.

SARASOTA

1018 BLUE SHELL LOOP

4 Beds

5 Baths

3,782 Sq.Ft.

$3,849,900

MLS#: A4628078

Pre-Construction. To be built. Brought to you by Noah Thomas Builders in a prime Siesta Key location. This contemporary coastal new construction at 5531 Calle del Verano showcases modern luxury paired with timeless island design—just ONE BLOCK from the powdery quartz sands of Siesta Key Beach, consistently ranked among the best beaches in the world. Thoughtfully engineered and built to FEMA’s latest standards, this residence offers peace of mind alongside elevated coastal living. Spanning approximately 3,200 square feet and features an open-concept layout, high ceilings, and refined finishes throughout. Designed for both comfort and entertaining, the chef’s kitchen is outfitted with quartz countertops, premium appliances, and an oversized island, flowing seamlessly into expansive living and dining spaces. The private primary suite serves as a serene retreat with a spa-inspired bath and generous walk-in closets. Built for coastal durability, the home includes hurricane-rated windows and doors, resilient construction, and modern systems designed to withstand Florida’s coastal environment. Step outside to your private pool and spa, creating a resort-style oasis perfect for relaxing after a beach day or hosting gatherings under the sun and stars. Additional features include a private elevator and gas generator enhancing both convenience and piece of mind. The rooftop deck is a standout feature—an elevated sanctuary offering the ultimate island experience. Designed for sunsets, sea breezes, and unforgettable entertaining, this space provides a unique vantage point to enjoy Siesta Key’s natural beauty. Siesta Key offers a rare blend of natural beauty and everyday convenience. Enjoy morning walks to the beach, afternoons on the water, and evenings dining or strolling through Siesta Village, home to renowned restaurants, boutiques, and live music. With its turquoise waters, unforgettable sunsets, and year-round outdoor lifestyle, Siesta Key remains one of Sarasota’s most sought-after destinations for both full-time residents and second-home owners. This quiet north-end location provides added privacy while still offering easy access to downtown Sarasota, arts and culture, and mainland amenities—delivering the perfect balance of island serenity and modern convenience. All images, renderings, and descriptions illustrate the intended design and style by Noah Thomas Builders. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.

SARASOTA

5531 CALLE DEL VERANO

4 Beds

4 Baths

3,200 Sq.Ft.

$3,800,000

MLS#: A4681732

One or more photo(s) has been virtually staged. RARE OPPORTUNITY to purchase a mixed use building in the heart of Downtown Sarasota. This exceptional three-story mixed used building offers an unparalleled blend of luxury and convenience. With a prime location just steps from premier dining, shopping, and cultural attractions, this unique property invites you to embrace city living at its finest.
Constructed in 2000, the first floor welcomes visitors with a bright, coastal-inspired entrance,
featuring luxury vinyl plank flooring in a light oak finish. This level includes a spacious open area with an abundance of natural light pouring in. This floor was previously a salon sitting 12 stations, 6 wash stations, 4 drying stations, along
with 2 well-appointed bathrooms. The salon area has a state of the art mixing station, accented by high-end sleek dark tile.
Upstairs, accessible by both staircase and elevator, you'll find 7 generously sized treatment rooms with plumbing, 2 additional bathrooms, a dedicated breakroom, and an office. One of the standout features is a unique room with a stunning wall crafted from Himalayan salt bricks, adding a luxurious and tranquil touch. The second floor also includes a naturally well lit break room that accommodates both the first and second floor.
Ascend to the private penthouse on the 3rd Floor via the private access elevator and discover a breathtaking four-bedroom residence designed for modern sophistication. The expansive open floor plan is accentuated by soaring ceilings and abundant natural light streaming through floor-to-ceiling windows.
The chef’s kitchen is a masterpiece, featuring a grand island, wine fridge, built-in oven and microwave, and a six-burner gas cooktop with a dedicated grilling area. A separate full-length wet bar and coffee station, complete with two dishwashers and ample storage makes this private residence perfect entertaining. The seamless flow between the dining and living areas—anchored by a soothing fireplace—creates a warm and inviting atmosphere. Step outside onto the private balcony off the kitchen, where city views provide a picturesque backdrop for dining and entertaining A space perfectly designed for gardening or grilling out with friends. A striking spiral staircase leads to the third-floor bedroom with an en-suite half-bath and its own rooftop terrace for a tranquil retreat. This space is currently being used as a short term rental.
The building offers two assigned covered parking spaces.
There is a separate 4,880 SF lot in close proximity that can be purchased for additional parking or development located at 1374 Fruitville Rd, this is listed separately for $950,000 or you can purchase both.
This is a great opportunity for an owner occupier to run their dream business while living above.
The building is being sold as vacant however the med spa on the 2nd floor would consider staying on a long term lease.
Schedule a private showing today to learn more about this opportunity!

SARASOTA

1345 2ND STREET

None Beds

None Baths

8,165 Sq.Ft.

$3,800,000

MLS#: A4666612

Price reduced

Pre-Construction. To be built. A rare new construction opportunity in one of Sarasota’s most iconic and walkable island neighborhoods. Located just steps from St. Armands Circle, this to-be-built luxury residence by Walsh Design & Build offers the chance to create a custom coastal home in the heart of one of Florida’s most sought-after destinations. The proposed residence features 4 bedrooms, 4.5 bathrooms, and approximately 4,335 square feet under air (5,650 total square feet), thoughtfully designed to embrace refined island living. Open-concept interiors, expansive living spaces, and abundant natural light create a seamless balance between sophistication and comfort, ideal for both everyday living and entertaining. Generously sized en-suite bedrooms and a private primary retreat provide flexibility for family, guests, or seasonal living. This premier location places you at the center of Sarasota’s most vibrant coastal lifestyle. World-class dining, boutique shopping, cafés, and galleries are just outside your door, while the sugar-white sands of Lido Beach are moments away by foot or bike. Downtown Sarasota’s cultural attractions, marina, and waterfront dining are a short drive over the Ringling Bridge, offering easy access to theaters, museums, and year-round events. Nearby destinations include the Sarasota Yacht Club, Longboat Key Club, and the area’s finest resorts, further enhancing the appeal of this exceptional address. Designed with Florida living in mind, the home plan allows for seamless indoor-outdoor living, with opportunities for a resort-style pool, covered lanai, and outdoor entertaining spaces. Here is your opportunity to collaborate with the builder, allowing buyers to tailor the residence to their personal vision and lifestyle. New construction opportunities of this scale and caliber in St. Armands are increasingly rare. Whether envisioned as a primary residence, seasonal retreat, or long-term investment, this offering presents a unique opportunity to build a home in a location defined by prestige, walkability, and timeless coastal charm.

SARASOTA

130 N BLVD OF THE PRESIDENTS

4 Beds

4 Baths

4,335 Sq.Ft.

$3,800,000

MLS#: A4675644

Free standing Building, NO HOA. 13 total units, (7)- 2 Bedroom & 2 Bathroom and (6) -2 Bedroom x 2.5 Bathroom Townhomes, New Luxury Vinyl Flooring, New Kitchen -Cabinets and Quartz countertops & Appliances, New Bathrooms - Quartz countertops and fixtures, New Paint, updated molding and accent wall. Ground floor units have newly tiled patio and new screen lanai. A/C units and water heaters are mostly new or less than 4 years old. Roof replacement underway (to be completed prior to closing) View of Golf Course and large back yard. 14 Covered parking spaces, 10 additional + 6 shared guest parking spaces. Most units updated. Current rent rolls and P&L available upon request

SARASOTA

3700 BENEVA ROAD 601-613

None Beds

None Baths

13,428 Sq.Ft.

$3,790,000

MLS#: A4677073

Downtown Waterfront! Seeking instant gratification? Welcome to one of downtown Sarasota’s most hidden gems. Located in Lincoln Park on Hudson Bayou, this intimate enclave of just eight residences offers a rare blend of privacy, charm, and immediate access to the very best of Sarasota’s cultural and waterfront lifestyle. Tucked along the tranquil waters of Hudson Bayou, the setting is serene yet remarkably close to downtown’s celebrated restaurants, theaters, art venues, and the iconic Marie Selby Botanical Gardens. As you arrive along the tree-lined street, the home’s Craftsman-style architecture immediately captures attention. A freshly painted exterior featuring HardieBoard siding and accents delivers timeless appeal with low maintenance living in mind. Inside, the residence strikes a perfect balance between comfort and modern sophistication. Every detail reflects the owner’s discerning eye for design. A charming brick-lined front porch leads to an inviting entry and a versatile sitting room—ideal as a home office, reading nook, or a sunlit spot to enjoy morning coffee. The curated eat-in kitchen is the centerpiece of the home, appointed with upgraded Bosch appliances, a gas cooktop, and thoughtful finishes that elevate both form and function. Adjacent, the spacious living room features a custom built-in entertainment center and offers the perfect setting for relaxed evenings, family gatherings, or conversation with friends. French doors open to a true waterfront sanctuary—an outdoor retreat complete with Brazilian Ipe decking, a heated pool and spa, and peaceful bayou views. The primary suite is conveniently located on the main level, offering a luxurious, spa-inspired bathroom with custom tile work. Upstairs, three generously sized guest bedrooms provide ample space and flexibility. One functions beautifully as a second primary suite, featuring a stunning custom bath that rivals the main suite. A fourth bedroom is currently configured as a den with an armoire and custom built-in cabinetry. Adding to the home’s rare appeal is a deeded boat slip with a 10,000-pound lift directly on Hudson Bayou, offering immediate access to Sarasota Bay and beyond. Perfectly positioned between downtown Sarasota and Southside Village, this exceptional residence places dining, shopping, recreation, and culture just moments away. It would be remiss not to mention your choice of award-winning beaches a few minutes' drive away. Private showings available by appointment.

SARASOTA

1749 LINCOLN PARK CIRCLE

4 Beds

3 Baths

3,020 Sq.Ft.

$3,750,000

MLS#: A4674729

Perfectly positioned along the water, this exceptional residence offers a refined coastal lifestyle just moments from Siesta Key. Tucked away on a quiet street, the contemporary home enjoys southern exposure and approximately 100 feet of canal frontage with direct access to Sarasota Bay.

Designed for both entertaining and everyday living, the open-concept interior features soaring ceilings exceeding 14 feet and expansive walls of impact-rated pocketing glass. When opened, the living areas flow seamlessly to a covered outdoor lounge, resort-style pool and spa, and a fully equipped outdoor kitchen, creating effortless indoor-outdoor living.

The primary suite is privately located on the east side of the home and features oversized windows and glass sliders opening directly to the waterfront pool terrace, along with a custom walk-in closet and spa-inspired en-suite bath. On the west wing, two sun-filled guest bedrooms with walk-in closets share a beautifully appointed bathroom. A flexible bonus or media room serves as a fourth bedroom and includes an en-suite bath and walk-in closet.

Additional features include a dedicated study or den, a fully air-conditioned split three-car garage, and thoughtfully designed spaces that balance style and functionality. With direct boating access to the Intracoastal and no HOA restrictions, this property offers an ideal waterfront lifestyle.

Enjoy daily sunsets over the water and front-row views of Siesta Key’s Fourth of July fireworks—all from the comfort of your own home. Conveniently located minutes from Siesta Key Beach, Downtown Sarasota, and premier dining, shopping, and cultural destinations—including The Bay Park, Selby Gardens, and the Van Wezel Performing Arts Hall—this home presents a rare opportunity to enjoy contemporary design, privacy, and boating access in a sought-after coastal setting.

SARASOTA

1643 STANFORD LANE

4 Beds

3 Baths

3,077 Sq.Ft.

$3,750,000

MLS#: A4681246

Price reduced

In the heart of Downtown Sarasota, at the coveted corner of Main Street and Palm Avenue, this Penthouse Collection residence on the 15th floor of the newly built DeMarcay rises above the city with sweeping views of downtown, Sarasota Bay, Big Pass, and onward to the Gulf of Mexico. Step outside and walk to art galleries, acclaimed restaurants, boutiques, theaters, the farmers’ market, the city marina, wellness studios and live music. When the beach calls, St. Armands Circle and Lido Beach are just three miles over the Ringling Bridge.

DeMarcay elevates downtown living with resort-style amenities crowned by an 18th-floor bi-level terrace featuring 360-degree vistas. Residents enjoy a state-of-the-art fitness center, an owners’ lounge, outdoor kitchen, and an impressive pool terrace designed for sunset gatherings and entertaining, supported by 24/7 on-site staff for personalized service. This is the only condominium in downtown Sarasota with 24/7 valet parking service, offering a distinctive, space-saving parking configuration and the ease of round-the-clock attended vehicle access.

Bayside on the 15th floor, this 3,407-square-foot residence offers three private bedroom suites, a separate office/den, powder room, open living and dining, laundry, and a private bayfront balcony. Volume ceilings and expansive windows bring in natural light and frame the water-and-sky backdrop throughout. The chef’s kitchen pairs imported Italian cabinetry with quartz countertops, a Miele five-burner gas cooktop, and integrated Miele appliances. The primary suite is a serene retreat with a spa-inspired bath featuring designer Italian cabinetry, porcelain undermount sinks, a soaking tub, and a generous walk-in shower.

An 18-story boutique community of only 39 residences, DeMarcay blends contemporary architecture with Sarasota’s heritage, thoughtfully preserving and restoring the historic facades of the original DeMarcay Hotel (1922) and the Roth Cigar Factory (1923–1938). A rare opportunity to live at Sarasota’s most walkable crossroads—elevated, effortless and distinctly downtown.

SARASOTA

33 S PALM AVENUE 1501

3 Beds

3 Baths

3,407 Sq.Ft.

$3,750,000

MLS#: A4657527

#A4680699

SARASOTA

5355 CALLE FLORIDA

4 Beds

4 Baths

3,220 Sq.Ft.

$3,750,000

MLS#: A4680699

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Buyers resources

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