Chestnut Pond Homes for Sale in Simpsonville, SC

Chestnut Pond is a high-end address on Chestnut Pond Lane and Southern Beech Court, known for its larger custom homes. It is not uniform, though — the community also turns over smaller and older product well below that level, so two listings here can be separated by a wide margin. Read the individual house, not the subdivision name.

Buyers at the top of this market in the Five Forks area are usually weighing three things: how much land comes with the house, how the floorplan handles a working-from-home household, and how quickly they can reach I-385 for the run into Greenville. Chestnut Pond answers the first two better than most of the upper Simpsonville market; the third is a matter of a few minutes either way from anywhere in this part of the city.

Chestnut Pond Listings

$1,295,000

4 Beds ⋅ 4.5 Baths ⋅ 1605882 MLS

CHESTNUT POND | Situated on a corner lot in a gated, low-maintenance community, this beautifully designed home offers mostly main-level living with 4 bedrooms and 4.5 baths. Luxurious details are found throughout, including arched double doors, transom windows, wainscoting, a stunning V-groove ceiling in the great room, exposed beams, and hardwoods throughout the main level. The chef’s kitchen is a standout with stainless steel appliances, an oversized gas range, a spacious island with bar seating, and a charming breakfast area. Just off the kitchen, the drop zone leads to the garage and a well-appointed laundry room complete with ample storage and a sink. The Owner’s Suite features an expansive walk-in closet and a spa-like bath with dual vanities, a garden tub, and a custom tiled walk-in shower. Each guest bedroom has its own private bath, with two guest suites on the main level and a bonus room upstairs that can easily serve as a third guest suite. Storage abounds with generous walk in attic space, ideal for seasonal décor and more. Outdoor living is just as impressive, with multiple spaces to relax and entertain, including a screened porch, a back patio for grilling, and a spacious deck perfect for hosting friends and family. Residents also enjoy leisurely walks along the community pond and walking path, while the HOA provides lawn care for easy living.

401 Southern Beech Court, Simpsonville

$1,390,000

4 Beds ⋅ 4 Baths ⋅ 1603780 MLS

Experience refined luxury in one of Greenville's most desirable gated communities. Perfectly positioned in the coveted Roper Mountain Road/Five Forks corridor, this exceptional custom brick-and-stone residence in Chestnut Pond offers timeless elegance, thoughtful design, and effortless living in an intimate neighborhood surrounded by mature hardwoods and a picturesque three-acre pond. Designed with both everyday comfort and sophisticated entertaining in mind, the open floor plan is anchored by a stunning gourmet kitchen featuring premium appliances, quartz countertops, an oversized island, and an expansive walk-in pantry. The spacious great room flows seamlessly to a private covered porch overlooking a beautifully wooded backyard, creating a peaceful retreat for morning coffee or evening gatherings. The luxurious main-level owner's suite offers a true sanctuary with a spa-inspired bath featuring dual vanities, a soaking tub, an oversized cave shower, and a generous walk-in closet. A second bedroom on the main level provides exceptional privacy for guests or the perfect home office. Upstairs, you'll find two additional bedrooms, a full bath, an expansive bonus room, and abundant unfinished storage with the potential to create even more finished living space. Every detail has been thoughtfully considered, including a tankless water heater, central vacuum system, epoxy-coated garage floors, and quality craftsmanship throughout. Lawn maintenance is included, allowing you to enjoy a truly low-maintenance lifestyle without sacrificing luxury. Chestnut Pond is one of Greenville's hidden gems—a private, gated community where residents enjoy scenic walking paths, tranquil pond views, and a welcoming neighborhood atmosphere, all just minutes from premier shopping, dining, healthcare, and entertainment along Woodruff Road, with easy access to I-85, downtown Greenville, and GSP International Airport. Luxury, privacy, and an unbeatable location come together in this extraordinary home. Schedule your private showing today and discover why Chestnut Pond is one of Greenville's best-kept secrets.

124 Chestnut Pond Lane, Simpsonville

$1,435,000

5 Beds ⋅ 4.5 Baths ⋅ 1603299 MLS

Set along the water in the gated community of Chestnut Pond, 201 Chestnut Pond Lane blends European-inspired design with a setting that feels both private and connected. With a stone exterior and timeless architectural presence, the home sits on a pond lot with sidewalks and neighborhood lake access—offering a lifestyle that naturally extends outdoors. Inside, the main level is defined by its sense of scale and light. The living room features vaulted ceilings that create an airy yet refined feel, anchoring the space and seamlessly connecting to the kitchen. Designed for both everyday living and entertaining, the kitchen is anchored by a gas cooktop and wall oven, complemented by a spacious walk-in pantry and a layout that supports both function and flow. With five bedrooms and four-and-a-half baths, the layout offers flexibility to suit a variety of needs, including dual primary suites. The main primary retreat is complemented by a spa-like bath designed for comfort and quiet luxury, while finishes throughout—hardwood floors, ceramic tile, and carefully selected details—add warmth and polish. The lower level expands the home’s livability with a fully finished basement complete with its own kitchen/kitchenette and separate entrance, creating an ideal space for guests, extended stays, or recreation. Outdoors, the experience continues with intention. A spacious screened porch overlooks the water, while the in-ground pool and patio create a true retreat for relaxing or entertaining. The setting balances natural beauty with thoughtfully designed outdoor living, making it easy to enjoy every season. Built in 2021 by Woodland Custom Homes, this residence provides a seamless blend of elevated design, flexible living spaces, and a serene waterfront setting within one of Simpsonville’s most desirable gated communities.

201 Chestnut Pond Lane, Simpsonville

$1,184,000

4 Beds ⋅ 3.5 Baths ⋅ 1584373 MLS

Discover effortless luxury in the highly sought-after gated community of Chestnut Pond in Greenville’s coveted Five Forks area. This stunning Milestone Custom Home blends timeless architectural details with modern design, offering an open and inviting floor plan perfect for everyday living and elegant entertaining. From the beautifully appointed chef’s kitchen to the spacious private primary suite, every space has been carefully curated with premium finishes and thoughtful craftsmanship. Chestnut Pond boasts mature hardwoods, scenic walking trails, and a serene three-acre pond — all just minutes from Village Market, Lowes Foods, Starbucks, top-rated schools, and easy access to I-385 and I-85. All selections have been made and are available upon request, allowing for a seamless transition into your dream home.

2 Chestnut Pond Lane, Simpsonville

$135,000

1580492 MLS

Tucked away in the prestigious Chestnut Pond community, this exceptional residential lot at 317 Tanoak Court offers a rare opportunity to build in one of the area's most sought-after gated neighborhoods. Surrounded by high-end custom homes, the setting combines privacy, elegance, and natural beauty. Residents enjoy access to a serene community pond and scenic walking trails, creating a peaceful, upscale lifestyle just outside your front door. Whether you're a buyer ready to design your dream home or a builder searching for your next standout project, this (0.25 acre) lot delivers the ideal foundation in a location where quality and value truly shine. Located minutes from shopping, dining, and everything Five Forks Simpsonville has to offer, this lot is located in a superior neighborhood and is a prime opportunity for a buyer ready to customize their next luxury build.

317 Tanoak Court, Simpsonville

$1,075,000

4 Beds ⋅ 3 Baths ⋅ 1579906 MLS

Discover your home in the highly sought-after gated community, Chestnut Pond in the Five Forks area! This stunning brick and stone residence exemplifies luxury living, offering a perfect blend of elegance and comfort. Retreat to the main level master bedroom complete with a beautiful en-suite that features a luxurious walk-in shower and a soaking tub, ensuring relaxation at its finest. Enjoy the amazing two-story great room adorned with a stacked stone, ceiling-to-floor gas fireplace, shiplap ceilings, and pronounced beams, creating a grand atmosphere for entertaining. The gourmet kitchen is equipped with top-of-the-line Thermador appliances, quartz countertops, an island with a second prep sink, and a huge walk-in pantry, perfect for culinary enthusiast. Currently utilized as an office, the large sunny dining area offers versatility and natural light. A second bedroom on the main level, separated from the master suite, provides complete privacy for guests. Upstairs, you will find two spacious bedrooms, a lovely bath, a huge bonus room, and a loft ideal for a home office. Step outside to a totally private screened porch and a resort-like backyard featuring a stacked stone gas fireplace and a built-in refrigerator. The property boasts an elegant, resort vibe, inviting natural beauty and tranquility. Gated subdivision for secure living. Scenic Chestnut Pond for walking and enjoying nature. A smaller, friendly neighborhood fostering community connections. Year-round lawn maintenance included, ensuring a pristine exterior without the hassle. Schedule a Private Tour Today! Owner/Seller is SC Licensed Broker.

126 Chestnut Pond Lane, Simpsonville

$1,160,000

4 Beds ⋅ 3 Baths ⋅ 1578722 MLS

Located within the gated community of Chestnut Pond in the heart of Five Forks, this exceptional all-brick custom residence showcases the craftsmanship of Brad Thompson of First Choice Custom Homes. A thoughtfully designed floor plan, paired with fine architectural details and an impressive collection of updates and upgrades, creates a home that is both luxurious and highly functional. From the moment you enter, the open concept living spaces feel refined and inviting. The Great room is anchored by a striking fireplace, custom built-ins, and a beautifully detailed coffered ceiling, seamlessly flowing into a chef’s kitchen designed for both everyday living and entertaining. The kitchen features rare Delicatus granite from Brazil, double ovens, a gas cooktop, an expansive island, and an oversized walk-in pantry, all sure to impress even the most discerning buyer. The primary suite on the main level offers a private retreat with hardwood floors, direct access to the rear deck, and serene views of the landscaped backyard, all perfect for enjoying morning coffee or quiet evenings. The spa-inspired bath includes a freestanding soaking tub, fully tiled shower, a vanity with two sinks and boundless storage, and an extraordinary walk-in closet with custom shelving. Also on the main level is an additional bedroom, ideal for a home office or guest suite, with access to a full bath featuring a stunning vanity and fully tiled shower. Hardwood floors span the entire first floor, complemented by plantation shutters throughout most of the home, along with custom blinds and shades. Upstairs, you’ll find two secondary bedrooms connected by a Jack-and-Jill bath, along with a spacious flex room, perfect for a media room, playroom, or gaming space. Storage is truly exceptional, including a nearly 1000-square-foot walk-in attic and an additional hallway storage area. Outdoor living is equally impressive. The screened porch, complete with a second fireplace, offers privacy and year-round enjoyment in SC weather and opens to an outdoor grilling deck with a dedicated gas line, a space designed to be the envy of family and friends. The backyard backs directly to the community’s highly desirable walking path and includes a wireless pet fence for added peace of mind. The garage is finished to the same high standard, featuring epoxy flooring, a utility sink, tankless water heater, and additional space for a freezer or secondary refrigerator. A 220-volt outlet for a generator adds yet another layer of thoughtful convenience. Chestnut Pond offers gated access, lawn maintenance, scenic walking paths, and a community lake, all while being just minutes from shopping, dining, and everything Five Forks Simpsonville has to offer. This is luxury living—carefully crafted, beautifully maintained, and ideally located. Some photos virtually staged.

310 Tanoak Court, Simpsonville

$1,300,000

4 Beds ⋅ 4 Baths ⋅ 1574994 MLS

Better-Than-New - shows like your favorite Pinterest board! Custom-built 2020 by Brad Thompson/1st Choice with THREE BEDROOM SUITES ON MAIN. Ideal location, GATED Chestnut Pond is less than 5 min's to FIVE FORKS SHOPPING & DINING. Beautifully appointed, high ceilings, white oak hardwoods throughout main, open floor plan yet defined rooms. GOURMET eat-in kitchen w/ marble counters & solid backsplash, top of the line appliances. Easy entertaining & living flow from Kitchen to Great Rm to Screened Porch to Formal Dining. Meticulous owners made several improvements including: all new interior paint, custom window treatments, new designer light fixtures, new bathroom mirrors, and SONOS sound system. GARAGE UPGRADE: new custom storage cabinets, workspace & mini-split heat/air, all by Michael Galloway. Rare floor plan, in TRULY MOVE-IN-READY immaculate, gorgeous condition. To see this is to LOVE IT - 102 Chestnut Pond is your forwarding address!

102 Chestnut Pond Lane, Simpsonville

$1,050,000

4 Beds ⋅ 4 Baths ⋅ 4302633 MLS

Welcome to this stunning four-bedroom luxury home in the upscale gated community of Chestnut Pond, featuring scenic walking trails and a tranquil 3-acre pond. Built by Dunn Custom Builders, this new construction is ideally located across the street from the Chestnut Pond and just minutes from Five Forks conveniences. Designed for both style and comfort, the open floor plan showcases high-end finishes throughout. Step into the inviting great room with a stone fireplace and coffered specialty ceiling, seamlessly connected to a oversized screened porch via two expansive sliding glass doors. The chef’s kitchen boasts premium Cafe' appliances, a spacious central island with quartz counter tops, and sleek/flush custom cabinetry w/100% drawer extensions and soft close hardware. It flows into a generous dining area with views of the private, backyard. The main-level primary suite with hardwood floors, offers a double tray ceiling, a custom walk-in closet, and a spa-inspired bath with a soaking tub, zero-entry shower, separate water closet, and Platinum White leathered granite counters with stunning cabinetry. A guest bedroom on the main w/ensuite bath. Office/study or music room, complete the main living area. Upstairs, you’ll find two large bedrooms with a generous guest bath w/dual sinks. An oversized bonus room, perfect for a media space or playroom. The screened porch and backyard are ideal for entertaining, with ample space for hardscape and firepit or fireplace. Additional features include Oversized two-car garage with epoxy flooring. Large laundry room and drop zone w/built in desk, great for kids, Walk-in pantry, Security system, Zoned HVAC and Central Vacuum, In-ground irrigation. This home is a true sanctuary, luxurious, functional, and move-in ready. HOA takes care of all your landscaping needs, trash pickup, pond maintenance, security gate maintenance, is all included.

202 Chestnut Pond Lane, Simpsonville

$1,050,000

4 Beds ⋅ 3.5 Baths ⋅ 1569367 MLS

Welcome to this stunning four-bedroom luxury home in the upscale gated community of Chestnut Pond, featuring scenic walking trails and a tranquil 3-acre pond. Built by Dunn Custom Builders, this new construction is ideally located across the street from the Chestnut Pond and just minutes from Five Forks conveniences. Designed for both style and comfort, the open floor plan showcases high-end finishes throughout. Step into the inviting great room with a stone fireplace and coffered specialty ceiling, seamlessly connected to an oversized screened porch via two expansive sliding glass doors. The chef’s kitchen boasts premium Cafe' appliances, a spacious central island with quartz counter tops, and sleek/flush custom cabinetry w/100% drawer extensions and soft close hardware. It flows into a generous dining area with views of the private, backyard. The main-level primary suite with hardwood floors, offers a double tray ceiling, a custom walk-in closet, and a spa-inspired bath with a soaking tub, zero-entry shower, separate water closet, and Platinum White leathered granite counters with stunning cabinetry. A guest bedroom on the main w/ensuite bath. Office/study or music room, complete the main living area. Upstairs, you’ll find two large bedrooms with a generous guest bath w/dual sinks. An oversized bonus room, perfect for a media space or playroom. The screened porch and backyard are ideal for entertaining, with ample space for hardscape and firepit or fireplace. Additional features include Oversized two-car garage with epoxy flooring. Large laundry room and drop zone w/built in desk, great for kids, Walk-in pantry, Security system, Zoned HVAC and Central Vacuum, In-ground irrigation. This home is a true sanctuary, luxurious, functional, and move-in ready. HOA takes care of all your landscaping needs, trash pickup, pond maintenance, security gate maintenance, is all included.

202 Chestnut Pond Lane, Simpsonville

$1,405,800

4 Beds ⋅ 3 Baths ⋅ 1564454 MLS

Welcome to this fabulous, four-bedroom luxury home nestled in the prestigious, gated Chestnut Pond community, offering walking trails and a 3-acre pond. This premium, corner lot is located next to a pocket park with a heavily wooded area to the rear of the property, giving you seclusion yet close to all the conveniences in the Five Forks area. Designed with both style and comfort in mind, this home features an open floor plan with many high-end finishes, casement windows, custom cabinetry, and window treatments (including Silhouette Shades) throughout. As you enter the home, you will be welcomed by the inviting living and dining areas with a beautiful stone fireplace and stained coffered ceiling. The chef’s kitchen is equipped with top-of-the-line appliances and a large central island giving ample space for cooking and entertaining. The main level primary suite features a tray ceiling, a large, customized walk-in closet with the ensuite bathroom yielding a spa-like bath with a soaking tub, doorless walk-in shower, separate water closet, and generous granite counter space. A convenient guest bedroom on the main floor doubles as an office overlooking the beautiful backyard. One of the home’s most inviting features is the enclosed, screened porch with a stone fireplace leading to the immaculately landscaped backyard. You will enjoy your own private oasis with a heated kidney-shaped, salt-water, in-ground gunite pool with colored lighting and water features, an outdoor grilling area surrounded by a private patio with concrete pavers for lounging and sunbathing. Upstairs are two generously sized bedrooms adjoined by a jack and jill bathroom and an oversized bonus room with walk-in conditioned storage space. The large open walk-in attic could be the perfect, future theatre room if your heart desires. The oversized two-car garage, with independent overhead doors, epoxy-coated flooring and custom cabinets, provides ample working and storage space. Additional features include a large laundry room with hidden storage, drop zone, walk-in pantry, security system with cameras, internet access points, zoned heating and cooling, central vacuum system, night lights around the perimeter of the home as well as custom-sized hardwood flooring. This home is truly a sanctuary, blending luxury and comfort with every modern amenity you desire. Don’t miss the opportunity to make this extraordinary property, on the best lot in the neighborhood, your own!

106 Chestnut Pond Lane, Simpsonville

$1,120,000

4 Beds ⋅ 4.5 Baths ⋅ 1559397 MLS

Beautiful home under construction in new gated community in the popular Five Forks area. All Brick, one and a half story with an open floor plan great for entertaining. Courtyard style garage enters to mud room/drop zone area beside utility room and leads to kitchen. Gourmet kitchen with custom cabinetry, large commercial style appliances, and a large island with seating opens to breakfast room, great room, screened porch, and patio areas. White Oak Hardwood floors throughout main level. Three bedrooms on main level, each with their own private bath, and an additional half bath for guests. Master bedroom is oversized with plenty of room for a sitting area. Master bath has large shower, garden tub, separate granite top vanities, and private water closet. Upstairs is an additional bedroom, a spacious flex/rec room, and a full bath. Chestnut Pond is designed to be the latest upscale and unique neighborhood located in the five forks area. Homes sit among mature hardwoods and a beautiful 3 acre pond offering its homeowners the best of location and surroundings. Chestnut Pond is conveniently located a mile from the NEW Village Market - East with Lowes Foods, Starbucks and new Greenville Library all in the heart of Simpsonville.

315 Tanoak Court, Simpsonville

$900,000

3 Beds ⋅ 2.5 Baths ⋅ 1553083 MLS

A Rare Opportunity in Chestnut Pond – Luxury Living Under $1 Million! Don’t miss this one-in-a-million opportunity to own a stunning home in the highly sought-after Chestnut Pond neighborhood—priced under $1 million! Built in 2021 by First Choice Builders, this home presents all the benefits of new construction without the wait! Step inside and fall in love with the open-concept floor plan, featuring soaring ceilings and high-end finishes throughout. The heart of the home is the gourmet kitchen, a true chef’s dream, complete with top-of-the-line appliances and ample storage. The primary suite, located on the main level, boasts an elegant tray ceiling, a spa-like ensuite with a double vanity, and a spacious walk-in closet. Across the home, you'll find two generously sized bedrooms connected by a stylish Jack-and-Jill bathroom. Also on the main level is a well-appointed laundry room and a garage with an attached workshop. At the back of the home, a large screened porch invites you to relax and enjoy the beauty of every season. Upstairs, discover over 700 square feet of unfinished space—perfect for extra bedrooms, a home office, gym, or media room. The possibilities are endless! Move right into the beautifully finished main level while customizing the second floor to suit your lifestyle. Located in the picturesque Chestnut Pond community, this home offers both luxury and convenience, just minutes from everything Greenville has to enjoy. Don’t let this opportunity slip away—schedule your showing today!

116 Chestnut Pond Lane, Simpsonville

$1,005,000

4 Beds ⋅ 3 Baths ⋅ 1548407 MLS

Step into this stunning 4-bedroom, 3-bathroom home that perfectly blends comfort, style, and functionality. Located in a gated, maintenance-free community, this property offers a seamless living experience with thoughtful upgrades throughout. As you enter, you'll be greeted by vaulted ceilings in the living room and an open-concept layout that flows effortlessly into the kitchen, perfect for entertaining. Closet organizers in every closet provide ample storage, while an additional room offers flexible space to use however you see fit, whether as a home office, playroom, or media room. Outside, enjoy a backyard oasis featuring a covered pergola, built-in grill area, and a cozy fireplace, all added in recent years for enhanced outdoor living. Extra shrubs and arborvitae create a private retreat, while the sealed garage flooring with additional storage adds convenience. Plus, an extra parking pad ensures easy maneuverability for multiple vehicles. With a stone and brick exterior, central vacuum system, and top-tier community amenities, this home is truly a rare find. Schedule your private tour today and experience the best of low-maintenance, luxury living!

126 Chestnut Pond Lane, Simpsonville

$1,290,000

4 Beds ⋅ 3.5 Baths ⋅ 1544804 MLS

Welcome to this exquisite nearly-new residence, thoughtfully designed for both present comfort and future adaptability. This remarkable two-story home, just over two years old, showcases meticulous attention to detail and superior craftsmanship throughout its living spaces. The heart of the home features a gourmet kitchen adorned with leathered quartzite countertops and a statement waterfall island. Ceiling-height cabinets provide abundant storage space, while a unique glass-door walk-in coffee bar and pantry, complete with a prep sink and quartzite countertops, elevates the culinary experience. The main level primary bedroom suite features a distinguished, elegant ceiling feature and a customized walk-in closet while the ensuite bathroom boasts natural stone and quartzite finishes. A convenient guest suite on the main floor offers privacy and accessibility for visitors. Upstairs, two additional bedrooms provide comfortable accommodations, while a spacious flex room and open loft space with floating shelves create versatile areas for work or recreation. Site-finished oak hardwood floors flow seamlessly throughout the entire home, adding warmth and timeless appeal. Entertainment options abound with a screened-in porch, complete with television hookup, perfect for indoor-outdoor living and social gatherings. The home's technological features include advanced audio-visual equipment, smart doorbell technology, motion sensors, and comprehensive security monitoring. The oversized two-car garage features practical epoxy flooring, while the exterior boasts thoughtful landscaping with mature trees, decorative planters, and a serene fountain. Additional highlights include a well-appointed laundry room with granite composite sink, extensive attic storage, and Hunter Douglas window treatments throughout the home.

123 Chestnut Pond Lane, Simpsonville

$120,000

1529331 MLS

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319 Tanoak Court, Simpsonville

$1,095,000

4 Beds ⋅ 4.5 Baths ⋅ 1509539 MLS

Beautiful home under construction in new gated community in the popular Five Forks area. All Brick, one and a half story with an open floor plan great for entertaining. Courtyard style garage enters to mud room/drop zone area beside utility room and leads to kitchen. Gourmet kitchen with custom cabinetry, large commercial style appliances, and a large island with seating opens to breakfast room, great room, screened porch, and patio areas. Hardwood floors throughout main level. Three bedrooms on main level, each with their own private bath, and an additional half bath for guests. Master bedroom is oversized with plenty of room for a sitting area. Master bath has large shower, garden tub, separate granite top vanities, and private water closet. Upstairs is an additional bedroom, a large bonus room, and a full bath. Chestnut Pond is designed to be the latest upscale and unique neighborhood located in the five forks area. Homes sit among mature hardwoods and a beautiful 3 acre pond offering its homeowners the best of location and surroundings. Chestnut Pond is conveniently located a mile from the NEW Village Market - East with Lowes Foods, Starbucks and new Greenville Library all in the heart of Simpsonville.

210 Chestnut Pond Lane, Simpsonville

$1,200,000

4 Beds ⋅ 3 Baths ⋅ 1501842 MLS

Beautiful home by Woodland Custom Homes. This home has it all! Fabulous kitchen with prep pantry open to Family room with fireplace and large dining room, Master suite on main with wonderful master bath and huge master closet plus a guest bedroom on the main level, lovely porch 2 additional bedrooms up and large bonus and loft. Lots of storage and tons more bells and whistles you will love. This house will be ready mid January

208 Chestnut Pond Lane, Simpsonville

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Chestnut Pond Homes for Sale in Simpsonville, SC

Chestnut Pond Listings

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