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1984 Runnymede Road, Winston-Salem
$1,385,000
4 Beds ⋅ 5 Baths ⋅ 1170557 MLS
Unique residence designed by architect Quinn Pillsworth and built in 2005, beautifully updated to modern standards; Mature Buena Vista/West Highlands location overlooking Runnymede Park -- a true city setting yet its dead-end street assures no through traffic; Circular driveway leads to the elegant front porch, while double-doors introduce the open/airy main-level with 10-foot ceilings and 8-foot doors; Grand-scale DR leads to sitting area; Living room opens to the kitchen -- with island, quartz surfaces, built-in appliances and sun-splashed breakfast nook; Charming Dutch door leads to pop-up office/pantry; Main-level primary suite with dual closets and spa-like bathroom; Loft-like bonus room with FP on upper level -- along with 3 more BRs and 2 more BAs; Laundry rooms on main and upper levels; Finished daylight/walkout basement with playroom, bath and storage; Amazing privacy in rear Charleston-style brick courtyard with electric gate; Detached garage built with matching architecture.

1984 Runnymede Road, Winston-Salem

791 Linden Green Way, Winston-Salem
$1,300,000
4 Beds ⋅ 3 Baths ⋅ 1193727 MLS
If you seek a premier location with historic roots and the comfort of new construction—this is it! The Terrace at Chatham Lake is a new community nestled among SECCA, Reynolda Village, Graylyn, and Wake Forest University on the former Hanes Estate.This Craftsman-style home showcases inviting covered front and rear porches along with a detached garage. Inside, natural light fills the home through abundant windows, accentuating exquisite inset cabinetry in both the kitchen and home office. The great room features a coffered ceiling and fireplace, creating a warm and stylish gathering space. The main-level primary suite offers a custom accent wall, spa-like bath, and convenient connection to the laundry. A second bedroom and full bath complete the first floor. Upstairs, a spacious loft, two additional bedrooms, and a full bath provide flexible living options.Graceful living with a touch of history awaits at The Terrace at Chatham Lake!

791 Linden Green Way, Winston-Salem

268 S Pine Valley Road, Winston-Salem
$1,279,000
4 Beds ⋅ 6 Baths ⋅ 1188802 MLS
Located in one of WS’s premier neighborhoods, this sprawling 4-bdrm, 4/2 bath ranch offers the perfect blend of elegance, privacy, & resort-style living. Thoughtfully positioned on a gentle curve in the road, the home enjoys a sense of seclusion while being minutes from everything! Designed as an entertainer’s dream, the open-concept main living spaces are lined with walls of windows overlooking a picturesque pool, lush fenced backyard, & gardens. The formal living room with its bay window & fireplace is ideal for intimate gatherings, while the elegant dining room sets the stage for memorable dinners. The primary suite features 2 en-suite baths and huge walk-in closet. The private 4th bedroom wing includes a spacious bathroom, separate den, & its own private entrance. A cozy home office, exercise room, abundant storage, & 3-car attached garage enhance the home’s functionality. Outside, enjoy the mature landscaping thoughtfully designed by each owner creating a tranquil sanctuary.

268 S Pine Valley Road, Winston-Salem

2792 Fieldwood Court, Winston-Salem
$1,225,000
4 Beds ⋅ 6 Baths ⋅ 1185788 MLS
Location, location! Come see this lovely home, situated on a corner lot, within the gated community of Fieldwood. Only 14 homesites and 2 vacant lots make this neighborhood quaint and charming; well established since the early ‘90s. The house is full of natural light from all the floor to ceiling windows on the main level, 10’ ceilings. Enjoy the handsome paneled office to the right as you walk in and the large dining room to the left. An open living room overlooks the back patio as well as a sunken den with fireplace that leads into the kitchen. Storage galore in the unfinished, walk-in attic spaces plus two hall closets on both levels. The back staircase leads to the bonus room over the 2-car attached garage. The 2-car detached garage (added in 2004) has a bonus room above (782 sq ft, not included in MLS sq ft) featuring a full bath and kitchenette. House and attached garage are hard coat stucco, detached garage believed to be EIFS stucco.

2792 Fieldwood Court, Winston-Salem

1009 Windalier Lane, Winston-Salem
$1,300,000
4 Beds ⋅ 5 Baths ⋅ 1171114 MLS
Back on the market - NO FAULT OF THE SELLERS – buyers financing fell through. Perfectly designed for both family living & multi-generational living, this property includes a fully equipped in-law ensuite in the basement, complete with a full kitchen & private bedroom—ideal for aging parents or newlyweds. Boasting an upper & lower garage, this home is a car enthusiast’s dream. The garages hold up to 11 cars or can accommodate a full boat, RV, and 6 additional vehicles with ease. With 2 lifts, temperature-controlled lower garage, & stunning epoxy floors, this space is as practical as it is impressive. Inside, enjoy abundant natural light, an oversized great room, vaulted breakfast nook, & a chef’s kitchen with a 13.5' island, dual dishwashers, & ice machine. The primary suite offers his & hers closets, oversized tub, & stand-alone shower. With 3 washer/dryer hookups, a movie room, exercise room, & plenty of storage, this home has it all. Check attachments for a full list of features!

1009 Windalier Lane, Winston-Salem

5573 Brookberry Farm Road, Winston-Salem
$1,335,000
5 Beds ⋅ 6 Baths ⋅ 1214021 MLS
OFFERS DUE 4/5 BY 5PM. Waterview dream home in Brookberry Farm is perfectly situated in the Meadowlark & Reagan school district. This exquisite estate boasts 5 BR, 2 offices,& a finished basement w full wet bar also offers over 1,700 sq ft of addit’ unfinish space for storage/future expansion. Step inside the 2-story foyer & be greeted by a formal living rm w elegant arched entryways, a Serena & Lily–inspired dining rm,& a Rifle Paper Co.–inspired ½ bath, w timeless charm. The renovated kitchens & baths offer modern convenience,while a new HVAC on main & 2nd ensures year-round comfort.The home’s 2 main-level BRs are the #1 requested feature buyers seek. Enjoy stunning waterviews from back screened porch & deck,perfect for morning coffee or evening sunsets. Located directly across from clubhouse, fitness center & 2 blocks from pool, tennis, & pickleball courts,this home truly captures the essence of bBF living. Here is your chance to combine style, space,& location

5573 Brookberry Farm Road, Winston-Salem

2924 Reynolds Square, Winston-Salem
$1,200,000
3 Beds ⋅ 4 Baths ⋅ 1190485 MLS
Exquisite custom built beauty c. 2006 updated and beautifully maintained! Stunning craftsmanship highlights this 4231 sqft home with 3 bedrooms, 3 1/2 baths and a spacious Bonus Room with built in desk area. Be captivated by the grand foyer opening to the gracious Dining room with corner built in cabinets. The comfortable Living Room provides a lovely gathering area with FP and built ins. Relax in the quiet Sunroom with a good book and exit the loggia to the “STAR” of the residence: the enchanting covered patio with soaring ceiling, large FP and soothing fountain! Enjoy the bright and airy gourmet kitchen with desk area and bar. Spacious ML Primary Suite with SPA bath and excellent closet. Located in prestigious, gated Reynolds Square this gem is just a “tee shot” from Forsyth CC! Extraordinary location, lushly landscaped grounds: a classic residence that is second to none!

2924 Reynolds Square, Winston-Salem

100 Muirfield Drive, Winston-Salem
$1,185,000
3 Beds ⋅ 4 Baths ⋅ 1195374 MLS
This stunning home was completely renovated in 2025 by local, award-winning builder, Trent Adams. From the moment you walk inside, you'll be amazed by the professional interior design features which include beautiful serene paint colors throughout, custom cabinetry, all new lighting, new plumbing fixtures, refinished hardwood floors and new carpet. This home also includes a new elevator for your convenience! You'll love the beautifully designed, bright, new kitchen with custom cabinetry, granite countertops & walk-in pantry w/ icemaker. The primary suite includes a newly added walk-in closet with center island plus beautifully designed bath. On the main level, you'll also enjoy the convenience of a home office with built-ins and hardwood floors. Upstairs are two additional large bedrooms with shared bathroom. Incredible walk-in storage! Conditioned, attached garage. Located in prime location of Buena Vista. It is exemplary in every way!

100 Muirfield Drive, Winston-Salem

8 Graylyn Place Court, Winston-Salem
$1,598,500
3 Beds ⋅ 4 Baths ⋅ 1207366 MLS
IMAGINE: a charming courtyard; the soothing sound from the captivating fountain.. warmly welcoming you to #8 Graylyn! Nestled amongst sun dappled trees with a premier view of the Graylyn Manor House from the flagstone patio, this 3 BR ,3 1/2 BA jewel box offers exquisite appointments throughout. The gracious LR with sparkling HW floors and handsome fireplace leads to the private patio. The formal dining room plus the sizable Serving Bar Room make for easy entertaining! Step into the gourmet kitchen with large center island and tip top appliances, creating a lovely gathering area. The ML Primary Wing is extra special with a charming den, abundant closets and an updated bath. Views of the grounds and the handsome bookcases complete this quiet spot! UL boasts 2 ensuite bedrooms highlighted by HW floors and updated baths. Custom-designed bay windows add lovely light to the interior! Please see supplemental information for updates. Showings begin Thursday, January 29th ENCHANTING!

8 Graylyn Place Court, Winston-Salem

930 Wellington Road, Winston-Salem
$1,315,000
5 Beds ⋅ 4 Baths ⋅ 1230028 MLS
Showings start on Tuesday 8/11. Beautiful Merrimont listing! Custom features throughout including elegant formal rooms with 9’ ceilings, stunning great room overlooking stone terrace and idyllic swimming pool. Main level offers three large bedrooms including large primary with multiple closets, bath, and access to pool. Upstairs has 2 large bedrooms and an updated buddy bath plus huge unfinished, floored attic space for expansion or storage. Large kitchen with convenient access to double garage, separate laundry room and backstairs to mid-century modern inspired game room and half bath. The unfinished basement offers excellent storage or workshop space with another half bath. Situated on a lovely wooded lot with mature landscaping and privacy.

930 Wellington Road, Winston-Salem

4465 Bent Tree Farm Road, Winston-Salem
$1,210,000
4 Beds ⋅ 6 Baths ⋅ 1216151 MLS
Timeless design, exceptional craftsmanship, and refined elegance define this remarkable country estate—graciously situated within the city limits of Winston-Salem. Set on a meticulously manicured landscape, this residence offers a rare blend of privacy and convenience, just minutes from the city’s premier shopping, dining, medical facilities, fitness centers, schools, and entertainment. Nestled within the Bent Tree Farm community, Mill Creek runs through the back of this property and is a short distance to the Muddy Creek Greenway—offering a serene, nature-rich backdrop of scenic trails for walking, jogging, and biking. If the photography captures your attention, the experience in person will exceed every expectation. Discover the tranquility, space, and lifestyle that truly set this home apart—because seeing is believing. Schedule your tour today!

4465 Bent Tree Farm Road, Winston-Salem

304 Pennsylvania Avenue, Winston-Salem
$1,313,000
4 Beds ⋅ 4 Baths ⋅ 1207950 MLS
OFFER DEADLINE 3PM on SUNDAY 2/1. Tasteful luxury meets intentional design in this stunning 2018 Tate Rice custom build. With designer plumbing and lighting fixtures, high-end finishes and solid wood cabinetry throughout, a magazine-worthy interior awaits. Bosch appliances, quartz countertops, 10-feet main level ceilings, and gorgeous designer wallpaper in several rooms; while the main level primary suite (w/ oversized walk-in shower and dreamy walk-in closet), dedicated office, and laundry/mud room will suit many buyers’ needs. A panoramic door opens the great room to a screened porch, terraced patio, fire pit, and built-in grill, seamlessly blending indoor and outdoor living. Three spacious bedrooms upstairs have en suite bath access, and the large bonus room offers a superb flexible space. One block from Forsyth CC, this brick two-story is a premier example of beautiful residential infill in the established CC Estates neighborhood.

304 Pennsylvania Avenue, Winston-Salem

239 Glade View Court, Winston-Salem
$1,235,000
5 Beds ⋅ 6 Baths ⋅ 1161622 MLS
Incredible new price on this recently constructed "historic" home in West End! 5-bedroom, 5.5-bath Craftsman is a rare blend of architectural soul & modern comfort. Find rich quartersawn oak & mahogany details, custom built-ins, & two fireplaces featuring handcrafted Rockwood reproduction tiles. Main-level primary suite is a true retreat, complete with 2 walk-in closets & fireplace. Love to entertain? The large eat-in kitchen flows seamlessly to a generous covered porch—ideal for hosting dinners or relaxing with a book. The lower level stuns with soaring 15-foot ceilings, a Gamble House-inspired theater, and plenty of room for a golf simulator, gym, or dream hobby space. The garage and woodshop offer even more flexibility, equipped with motorized storage lifts; easily adaptable to suit your lifestyle. Located close to restaurants, shops, and parks, this one-of-a-kind home is not just a place to live—it’s a lifestyle you won’t find anywhere else. 2025 Tax Value/2024 Tax Rate.

239 Glade View Court, Winston-Salem

4300 Cold Springs Road, Winston-Salem
$1,150,000
5 Beds ⋅ 5 Baths ⋅ 1150730 MLS
ENDLESS POTENTIAL! This exceptional one-owner custom home offers a perfect blend of modern design and natural beauty. With expansive floor-to-ceiling windows throughout, the open-concept living space is bathed in natural light and offers stunning lake views. The seamless flow between indoors and outdoors creates an ideal environment for both entertaining and relaxation. Step outside to an outdoor paradise, featuring a stone fireplace, fully-equipped outdoor kitchen, inground pool, and pool house—perfect for gatherings or unwinding in privacy. Multiple outdoor lounging areas provide plenty of space to enjoy the serene surroundings. A spacious 3-car garage adds convenience and ample storage. Situated on over 2 acres, just 15 minutes from downtown Winston-Salem and both hospitals, this rare property offers contemporary elegance, unmatched privacy, and easy access to city amenities. Don’t miss your chance to own this extraordinary lakeview retreat!

4300 Cold Springs Road, Winston-Salem

110 Hedgecock Avenue, Winston-Salem
$1,250,000
1144462 MLS
*Prime Investment Opportunity in Multi-Unit Building* Discover a golden opportunity with this multi-unit building, just steps away from a renowned hospital, bustling shopping centers, and a variety of top-rated restaurants, this property offers convenience and lifestyle benefits. Each of the 10 units features two bedrooms and one full bath, providing comfortable living spaces for tenants. Additionally, each unit comes equipped with its own washer and dryer, adding a valuable amenity for residents. Fully rented and with current rents below market value, there is significant room for income growth, making this an exceptional addition to your portfolio. The well-maintained units ensure minimal upkeep, allowing you to focus on maximizing your return on investment. Don’t miss out on this rare chance to own a high-potential property in a thriving area. Back on market unrelated to property.

110 Hedgecock Avenue, Winston-Salem

5548 Brookberry Farm Road, Winston-Salem
$1,225,000
5 Beds ⋅ 6 Baths ⋅ 1115430 MLS
Walk across the street to the clubhouse! - Spacious and elegant home with a water view and finished basement. Look no further than this stunning property. This home features a circular drive with a fountain, a grand foyer, and a chef’s kitchen with a huge island and top-of-the-line appliances. The living room and the keeping room both have gas log fireplaces and access to the huge, covered deck where you can enjoy the fireplace & scenic views. The primary bedroom is a retreat, with a lavish bath, dual vanities, a soaking tub, and a walk-in shower. The upper level has three additional bedrooms, 3 bathrooms, a computer loft, and a bonus room. The lower level is an entertainer’s delight, with a game room, a bedroom, an exercise room, a recreation/media room with a kitchenette and bar seating, and a flex room with a gas log fireplace. The outdoor space is amazing, with a covered deck, a patio, and an additional grilling patio. Built by Tate Rice - It is truly a remarkable home & must-see!

5548 Brookberry Farm Road, Winston-Salem

1021 Kent Mews Court, Winston-Salem
$1,100,000
4 Beds ⋅ 6 Baths ⋅ 1198992 MLS
Located in Buena Vista on over an acre lot. This stately home has a private setting on a knoll tucked into the back of the Reynolda Place neighborhood. At over 5,000 square feet this four bedroom, four and two half-bath home has room for everyone to have their own private bath and personal space. Main level primary bedroom with access to the patio. Two story great room also opens to the rear patio through french doors to reveal a stone fountain centered in the partially covered outdoor living space. Immaculately landscaped with mature trees giving the backyard an intimate setting. Rear facing three car garage with extra room for storage. Large turnaround/parking pad with additional parking near the front door. Large walkout basement with half bath, wet bar, and one of two fireplaces in the home. Just under 600 sq ft of additional flex rooms perfect for storage. Bonus room off of the second floor office makes a great home gym.

1021 Kent Mews Court, Winston-Salem

2960 Reynolds Square, Winston-Salem
$1,117,500
4 Beds ⋅ 5 Baths ⋅ 1195651 MLS
Welcome to 2960 Reynolds Square, a stately brick home w/4400 SF, nestled in a gated community in lovely Buena Vista. High-quality craftsmanship combines with a fantastic floor plan to offer elegance, function & comfort. Lovely main level primary bedroom suite with 2 walk-in closets & luxurious private bath. Inviting living room with cozy gas fireplace leads to a wide, private covered patio-perfect for inside/outside living. Sophisticated sitting room & dining room features soaring ceilings, arched doorways, gorgeous wood floors, layered moulding & more. Nearby butler's pantry leads to a large, gourmet kitchen w/granite counters, island & ample storage. Upstairs find 3 sizable bedrooms w/en suite baths providing ultimate privacy. Spacious library with its wall of built-in bookcases is spectacular. Over the garage, a bonus room provides versatile space for play, exercise or extra storage! The serene & private setting boasts a prime, central location in BV. This home is truly exquisite!

2960 Reynolds Square, Winston-Salem

808 Brookberry Farm Circle, Winston-Salem
$1,265,000
5 Beds ⋅ 6 Baths ⋅ 1218234 MLS
Experience elevated living in this extraordinary luxury estate offering just over 5,800 square feet of thoughtfully designed space on a private 0.73-acre homesite. This exceptional residence features five spacious bedrooms, four full baths, and two half baths, uniquely designed into four private suites - each with its own living area, bedroom, and bath making it ideal for multi-generational living, guests, or private retreats. The main level includes select ADA-compliant features for added accessibility, while expansive living spaces are filled with natural light and designed for both comfort and privacy. Sustainability meets sophistication with a fully solar-powered system, 2 backup batteries, and a dedicated Tesla charging station. A three-car garage offers ample storage and convenience. Blending luxury, innovation, and versatility, this remarkable property offers an exceptional lifestyle with space to live, host, and unwind. Schedule your showing before it's gone!

808 Brookberry Farm Circle, Winston-Salem

4215 Penns Meadow Lane, Winston-Salem
$1,225,000
4 Beds ⋅ 4 Baths ⋅ 1197509 MLS
Experience exceptional value in this stunning luxury home in sought after Brookberry Farm. Thoughtfully crafted w/timeless details, this residence offers 4 spacious bedrooms, including a desirable main level split bedroom design.The soaring 2 story great room seamlessly connects to the open-concept living and dining areas, while the formal dining room is ideal for gatherings. A private office, expansive laundry with custom cabinetry, and a mudroom off the 3-car garage add everyday convenience. The spa-like primary suite features heated tile floors, soaking tub, walk-in shower with dual shower heads and custom built walk-in closet. Upstairs, a versatile loft, oversized bonus room, & guest suite w/full bath provide endless flexibility. Modern upgrades include an EV charger! Professionally landscaped yard w/irrigation. Unwind on the covered deck w/vaulted ceiling & woodburning fireplace on back patio. Neighborhood amenities include pool, tennis, trails & more!

4215 Penns Meadow Lane, Winston-Salem

5037 Marble Arch Road, Winston-Salem
$1,325,000
5 Beds ⋅ 6 Baths ⋅ 1159243 MLS
Stunning home in Camelot! Beautifully crafted exterior boasts a rich brick façade exuding warmth & elegance. Lush landscaping & crisp accents! Upon entering, be awed by the beautiful details & warm, inviting rooms. Not only is this house stylish, but designed to function w/ main level living ease. Bright kitchen offers a gourmet cooking experience & delightful place for morning coffee. Main level primary suite feels like resort living w/ huge shower, stand up tub, & views of the beautiful backyard. Bedroom off primary would make an excellent nursery or office. Storage galore w/ large closets & several walk-in attic spaces. Huge, fabulous bonus room! The “jewel" of the house is the amazing backyard where the homeowners say they "live"! Stunning walkout brick patio w/ stone fireplace & large outdoor grilling area. Large trees encircling the backyard & sounds from the stone water feature make it private & charming! Fantastic location near hospitals, schools, restaurants…! Live 10/25

5037 Marble Arch Road, Winston-Salem

115 Northpond Lane, Winston-Salem
$1,275,000
5 Beds ⋅ 5 Baths ⋅ 1224841 MLS
Fabulous offering in Greenbrier Farm! This lovingly renovated home is perched on a private cul de sac lot. Open flexible floorplan w/ 9’ ceilings & hardwoods on the main floor. Complete kitchen renovation w/custom cabinets, 48” 6-burner plus griddle stove, 42”built-in refrigerator, oversized island, exquisite backsplash. Walls have been moved, half-bath & laundry have been relocated, LL bedroom added, all permits pulled. It’s hard to say if the beautifully appointed kitchen or the gorgeous heated saltwater pool w/tanning ledge, hot tub & travertine tile surround is more delightful. The resort-worthy outdoor living includes spaces for relaxing & dining as well as a smokeless firepit. Other improvements include roof & gutters w/gutter guards, both furnaces replaced, all lighting fixtures updated, floors refinished & all fresh paint, new carpet, retaining wall & backyard landscaping - all of this done in 2024 (see supplemental info for complete list). All baths beautifully renovated.

115 Northpond Lane, Winston-Salem

2843 Bitting Road, Winston-Salem
$1,225,000
3 Beds ⋅ 4 Baths ⋅ 1236358 MLS
Timeless elegance meets comfortable living in this beautiful Buena Vista Tudor, ideally situated on a stunning Country Club Estates lot. A gracious entrance leads you into inviting dining and living spaces designed for entertaining. The cozy den opens to a covered porch and slate patio, creating an effortless flow for indoor-outdoor living. The spacious family room features a breakfast area, fireplace, and handsome built-ins, providing a warm and welcoming gathering space. Upstairs, the luxurious primary suite offers a beautifully appointed bath, fireplace, and abundant closet space, along with three additional bedrooms and two full baths. Hardwood floors grace the entire first floor and most of the second. Beautifully landscaped grounds enhance the home's classic charm. A detached garage with guest quarters offers exciting potential for a home office, studio, or guest suite. Ideally located close to shopping, dining, schools, parks, and all that Winston-Salem has to offer!

2843 Bitting Road, Winston-Salem

110 Springdale Avenue, Winston-Salem
$1,200,000
3 Beds ⋅ 4 Baths ⋅ 1225262 MLS
Located in the heart of Winston-Salem, this exceptional custom-built home showcases luxury finishes, quality craftsmanship, and thoughtful design throughout. The open-concept floor plan features 9-foot ceilings on the main level, a stunning 12-foot ceiling in the great room, white oak hardwood floors, extensive crown molding, and custom solid wood cabinetry. The chef’s kitchen is beautifully appointed with quartz countertops, an induction cooktop, and a wall oven. Designed for comfort, functionality, and efficiency, the home includes a heat pump, spray foam attic insulation, a tankless water heater, 400-amp electrical service, and an electric vehicle charger. The luxurious bathrooms feature custom solid wood cabinetry and granite countertops. In the secondary bathrooms, you’ll find cast-iron tubs with beautiful tiled wall surrounds. All appliances convey,counter-depth Bosch refrigerator, washer, and dryer. Opportunities like this are rare Schedule your private tour today!

110 Springdale Avenue, Winston-Salem

1970 Georgia Avenue, Winston-Salem
$1,335,000
5 Beds ⋅ 4 Baths ⋅ 1199977 MLS
A true Winston-Salem architectural treasure. Endless charm inside and out with its classic white frame exterior, iconic green tile roof and stunning interior features like the grand entrance hall with its fabulous staircase, a gracious living room with elegant fireplace that opens to an inviting tiled porch. A paneled study with bookcases features a limestone fireplace. The formal dining room has handsome corner cupboards and opens to the butler's pantry and large kitchen. There is a main level bedroom with en-suite bath and four+ bedrooms upstairs plus a floored, walk-up attic with expansion opportunity and a full basement with even more possibilities. Another rarity is the detached three bay garage. First time available in almost 50 years!

1970 Georgia Avenue, Winston-Salem

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