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293 Old Heritage Drive, Winston-Salem
$885,000
4 Beds ⋅ 3 Baths ⋅ 1235723 MLS
Enjoy the best of both worlds in this beautiful Meadowlands home by Third Generation Homes, set on an oversized golf course lot with a tree lined buffer for both peaceful views and privacy. Filled with natural light, the open main level features a soaring great room with fireplace, designer finishes, custom millwork, wide plank flooring, a spacious kitchen with walk in pantry, and charming wallpaper accents throughout. The primary suite is on the main level along with the laundry room and a second bedroom ideal for a home office or guest space. Upstairs offers two additional bedrooms, a full bath, large bonus room, and massive floored attic with potential for future finished space. The unfinished basement is framed and plumbed for a bonus room, additional bedroom, and bath. A deck and separate grilling deck make it easy to enjoy the setting, all on a quiet street in sought after Meadowlands.

293 Old Heritage Drive, Winston-Salem
3763 Sandalwood Lane, Winston-Salem
$850,000
4 Beds ⋅ 4 Baths ⋅ 1219116 MLS
This stunning 1-owner home delivers on quality craftsmanship. It features gorgeous hardwoods, large windows, plantation shutters & custom cabinetry throughout. The chef's kitchen features a Wolf range & microwave, plenty of storage & a view of the lush backyard. It opens to a great room w/ soaring ceilings, large windows & a back staircase up to the 2nd level. The primary suite invites you to relax by the fireplace or make a cup of coffee at the coffee bar. Upstairs, there are two bedrooms w/ a jack & jill bath & a laundry room w/ plenty of storage. The LL has an exercise room, full bath & a huge den w/ more custom cabinetry. Made for entertaining, the den features a sink & beverage fridge & opens to the beautiful backyard. There is also a piece of local history as the phone booth from a downtown hotel is part of the LL hallway! The yard is beautifully landscaped & hardscaped w/ a cozy firepit & pathway down to the lake below.

3763 Sandalwood Lane, Winston-Salem
958 Medinah Drive, Winston-Salem
$850,000
4 Beds ⋅ 4 Baths ⋅ 1217542 MLS
Situated on a spacious 0.77-acre lot in The Heritage within Meadowlands Golf Community, this exceptional home offers luxury, functionality, and timeless design. Featuring 4 bedrooms, 4 full bathrooms, and a 3-car garage, the thoughtfully designed floor plan includes two bedrooms on the main level, providing flexibility for guests or multigenerational living. The gourmet kitchen is equipped with a gas cooktop, hood vent, and built-in microwave/oven. Sand-and-finish hardwood floors flow throughout the main level living areas. The two-story foyer and great room create a bright, open atmosphere, while the formal dining room showcases a coffered ceiling. The luxurious primary suite features a double tray ceiling and a spa-inspired ensuite bath complete with a garden tub and separate tiled shower. Additional highlights include a crawl space foundation and quality craftsmanship throughout. Combining refined finishes with a premier golf community location. Buy now and customize!

958 Medinah Drive, Winston-Salem
347 Friendship Circle, Winston-Salem
$830,000
5 Beds ⋅ 5 Baths ⋅ 1227259 MLS
Space, flexibility, and thoughtful updates come together in this expansive 5 bedroom, 4 bathroom home just minutes from Wake Forest University. With over multiple levels of functional living, this home offers room for everyone, whether you're working from home, entertaining guests, or simply looking for space to spread out. The main level features a spacious primary suite complete with dual closets, a dedicated home office, formal dining room, and a beautifully refreshed kitchen with brand new cabinetry, quartz countertops, updated lighting, and fresh paint throughout. Downstairs, the finished basement offers exceptional versatility with two oversized living areas, ideal for a recreation room, media room, game room, home gym, or private retreat. With five true bedrooms, four full bathrooms, multiple gathering spaces, and a flexible floor plan, this home easily adapts to changing needs, multigenerational living, frequent guests, or those looking for extra room to live, work, and play.

347 Friendship Circle, Winston-Salem
924 Stratford Road, Winston-Salem
$819,000
3 Beds ⋅ 2 Baths ⋅ 1240839 MLS
Welcome to this beautifully maintained home in the sought-after Buena Vista neighborhood of Winston-Salem. Situated along prestigious North Stratford Road, this residence blends mid-century character with modern conveniences and the added benefit of no HOA fees or restrictions. Inside, natural light, classic architectural details, beautiful flooring, and large windows create warm, inviting living spaces. The thoughtful layout is ideal for everyday living and entertaining. The well-appointed kitchen features ample counter space, quality cabinetry, and premium appliances. Outside, the expansive backyard offers room for gatherings, gardening, or just enjoying outdoors. Enjoy a prime location just minutes from Reynolda Village, Thruway Shopping Center, Downtown Winston-Salem, local parks, Reynolda House and Gardens, Wake Forest University, and major medical centers. Combining timeless charm, outdoor space, and an exceptional location, this Buena Vista home is a wonderful opportunity!

924 Stratford Road, Winston-Salem
1330 Waughtown Street, Winston-Salem
$800,000
1209293 MLS ⋅ Kidds Are Us Daycare BLDG.
BIG PRICE REDUCTION, Established daycare center ready to take possession of on going business. Business is still in operation. Please do not go on property without an appointment. Please call for appointment beforehand. Building #1 main building sq ft 6600 building # 2 a double wide moble home. set up for 3 class rooms, all situated 3.6 acres more or less. Entrance to each play ground areas off each age group. All equipment, furniture and play material to remain. Licensed for 200 children, two office spaces. Property is in great condition. Recent roof and HVAC

1330 Waughtown Street, Winston-Salem
118 Mallard Glen Cir, Winston-Salem
$799,000
3 Beds ⋅ 3 Baths ⋅ 10202693 MLS
Elegant, stately brick home located in the Mallard Glen subdivision of Greenbrier Farm Nestled in the corner of the cul de sac is this amazing Isenhour custom built home featuring oversized rooms, tall ceilings & heavy moldings. A perfect place for entertaining w/ living room, dining room w/ elegant chandelier, spacious great room w/gas log fireplace that adjoins the lovely screened in porch. Kitchen w/island, custom refrigerator, gas cooktop, stainless steel appliances, soft close cabinets & an enormous walk in pantry. Laundry room w/utlity sink & tons of cabinets. Primary bedroom on the main level w/ en suite bathroom. 2 large walk- in closets, dual vanities, jetted tub & walk in shower. Upstairs features 2 large bedrooms, 2 office spaces & a flex room (which offers possibilty for a 4th bedroom). Oversized garage w/ walk up attic for extra storage or future finish opportunity - would be perfect for a craft or exercise room . Private backyard w/hardscapes, fenced, an outdoor gas log fireplace and a hard wired fountain - perfect for enjoying the gorgeous landscaped backyard. Whole house generator. Neighborhood amenities include private pool, tennis and pickleball courts, playground and clubhouse. Conveniently located near shops, restaurants and Wake Forest University! This one is a must see!

118 Mallard Glen Cir, Winston-Salem
118 Mallard Glen Circle, Winston-Salem
$799,000
3 Beds ⋅ 3 Baths ⋅ 1240841 MLS
Elegant, stately brick home located in the Mallard Glen subdivision of Greenbrier Farm Nestled in the corner of the cul de sac is this amazing Isenhour custom built home featuring oversized rooms, tall ceilings & heavy moldings. A perfect place for entertaining w/ living room, dining room w/ elegant chandelier, spacious great room w/gas log fireplace that adjoins the lovely screened in porch. Kitchen w/island, custom refrigerator, gas range, soft close cabinets & enormous walk in pantry. Laundry room w/utility sink & tons of cabinets. Primary bedroom on the main level w/ en suite bathroom. 2 large walk-in closets, dual vanities, jetted tub & walk in shower. Upstairs features 2 large bedrooms, 2 office spaces & a flex room (which offers possibilty for a 4th bedroom). Oversized garage w/ walk up attic for extra storage. Private backyard w/hardscapes & an outdoor gas log fireplace - perfect for enjoying the gorgeous landscaped backyard. Whole house generator. This one is a must see!

118 Mallard Glen Circle, Winston-Salem
5853 Irene Lane, Winston-Salem
$799,000
1163538 MLS
16.18 ACRE TRACT with 14.057 acres +- Zoned RS-40. 2.123 acres fronting on Germanton Road was rezoned LB-S in December, 2023 specifically for a 10,700 sq. ft. Dollar General Store that did not come to fruition. According to Winston-Salem's Zoning Dept. a development plan with a building size and location very close to the original approved plan can just about pick up where the previous developer left off. A site plan and development plan that is different but doesn't vary TOO much from the approved plan may still be able to be approved at staff level. Anything drastically different may require starting from scratch. There is a house and a mobile home on the property. House and an area to raise chickens is rented to a man, his daughter lives in the mobile home. All rented for $1,075 a month on a month to month agreement. Mobile home belongs to the renters.

5853 Irene Lane, Winston-Salem
565 Knob View Drive, Winston-Salem
$795,000
4 Beds ⋅ 5 Baths ⋅ 1230633 MLS
Welcome to 565 Knob View Dr- Tucked away on a secluded lot with over 2 acres, this stunning contemporary home offers a blend of style, space and serenity. Your private retreat just minutes from highways, hospitals and the heart of the city. The property features a private inground pool surrounded by mature landscape, walking paths, a creek, gazebo, gardening areas and green space. Step inside to discover the spacious layout with a vaulted ceiling, stone fireplace, and custom built in shelving. The main level primary bedroom with en-suite attached opens to the deck overlooking the pool and backyard. Upstairs features 3 bedrooms and a flex space perfect for the home office or rec room. The basement has a 2 car garage with tons of storage. The basement also has a generously sized game room with a kitchenette attached, laundry room and a full bath. Relax on the screened porch or patio overlooking the pool. Agents see remarks

565 Knob View Drive, Winston-Salem
1025 West End Boulevard, Winston-Salem
$795,000
1229243 MLS
5 unit multi-family apartments with 5 bedrooms and 5 baths, located in the West End area of Winston located near downtown, hospitals, universities, shopping, dining, and major employers, this is an ideal investment for buyers seeking stable income through real estate. This property has that 1920's character and charm and features hardwoods and tile floors, 10' ceilings, common laundry area, huge storage area in the basement could potentially be converted to a 6th unit. Each unit has living room, kitchen, 1 bedroom and 1 bathroom. Please do not disturb tenants.

1025 West End Boulevard, Winston-Salem
3667 Grey Oaks Court, Winston-Salem
$775,862
3 Beds ⋅ 3 Baths ⋅ 1236622 MLS
This gorgeous 2026 Parade of Homes entry by Nova Triad Homes offers quality and beautiful style. Set in the heart of Winston-Salem, Grey Oaks is close to shopping, parks, restaurants and medical facilities. The cooks’ kitchen features 42-inch wall cabinets, quartz counters, white farm sink, gas cooktop and built-in microwave and wall oven. The great room has a sleek electric fireplace. Double glass doors lead to a charming den/study. The primary suite has a spa-like bath with gorgeous, marbled tile. The shower offers a bench seat and a brushed gold hand-held showerhead. A large walk-in closet and separate water closet complete the primary suite. Easy access to the oversized laundry room and huge storage room for off-season clothes, luggage, bulk-item purchases or as a small office. A second bedroom with hall bath completes the main level. Up the gorgeous hardwood stairs, you will find a wonderful bonus room offering many possibilities, a third bedroom with bath and a walk-in attic.

3667 Grey Oaks Court, Winston-Salem
1412 Autumn Park Circle, Winston-Salem
$775,000
3 Beds ⋅ 4 Baths ⋅ 1239654 MLS
Built by Jonathan Lee in The Village at Brookberry Farm where yards are maintained by the HOA! This inviting home features a welcoming wraparound porch connecting to a screened side porch accessible from the great room or primary suite. The open floor plan offers a light-filled living area w/ gas fireplace, spacious kitchen w/ large island, & gracious dining area. 10-foot ceilings enhance the main level, which includes a primary suite w/ beautifully tiled shower & large walk-in closet. Upstairs are two bedrooms, each with its own bath, plus a generous loft/bonus room. Additional features include a 2 car garage, drop zone, laundry room w sink. Freshly painted exterior & newly added fence! HOA-maintained yard allows more time to enjoy community amenities, including pool, clubhouse, gym, pickleball & tennis courts, amphitheater, playground, walking trails etc. Enjoy exceptional living in this sought-after community!

1412 Autumn Park Circle, Winston-Salem
4336 Penns Meadow Lane, Winston-Salem
$766,105
4 Beds ⋅ 4 Baths ⋅ 1235230 MLS
Under construction by Isenhour Homes, this house has plenty of space upstairs and a primary suite and private study on the main level. Lots of room and lots of style with beautiful finishes throughout. Located in Brookberry Farm with all of this neighborhood's beautiful amenities and highly sought after schools.

4336 Penns Meadow Lane, Winston-Salem
5483 Meadowlark Court, Winston-Salem
$765,000
4 Beds ⋅ 4 Baths ⋅ 1224832 MLS
Welcome to exceptional new construction where timeless architecture meets modern luxury and everyday comfort. Nestled on a private dead-end street, this stunning home offers the perfect blend of elegance, functionality, and convenience, all just minutes from Meadowlark schools, dining, shopping, and major commuter routes. Beautiful formal living and dining spaces create an impressive first impression, providing the ideal setting for entertaining guests. The formal dining room is highlighted by a striking coffered ceiling. Beautifully appointed chef's kitchen, featuring premium KitchenAid appliances, a double oven, 5-0burner gas range, and a bright breakfast area. Two fireplaces on the main for gathering, generous room sizes, and a main level primary bedroom. Schedule your private showing today and experience the craftsmanship, elegance, and lifestyle this exceptional new construction home has to offer!

5483 Meadowlark Court, Winston-Salem
450 Archer Road, Winston-Salem
$759,000
4 Beds ⋅ 4 Baths ⋅ 1240855 MLS
Beautifully updated 4-bedroom, 4-bath ranch in desirable Sherwood Forest! The inviting main level features hard-surface flooring throughout, a spacious primary suite, and an open kitchen with a convenient breakfast area. Multiple living spaces, including a cozy family room and formal living room, offer flexibility for everyday living and entertaining. Step through the sunroom to discover a backyard retreat, complete with an inviting outdoor fireplace and plenty of space to enjoy the outdoors. The updated lower level provides additional flexible space for recreation, hobbies, a home office, or whatever suits your needs. To top it all off, the sellers are providing a one-year home warranty. Don't miss this wonderful opportunity!

450 Archer Road, Winston-Salem
3420 Meridian Way, Winston-Salem
$750,000
3 Beds ⋅ 3 Baths ⋅ 1233823 MLS
Rare offering in the beautiful Highland Park community! This 3 BR, 2-1/2 BA Townhome offers maintenance-free living in a highly sought-after location. Hardwood floors, 10-foot ceilings, plantation shutters, and lots of light. Thoughtfully designed kitchen flows into sunny breakfast room and private patio - perfect for entertaining! Relax and unwind in Winston-Salem's most sought-after neighborhood. Just a few minutes from Downtown, Wake Forest, Atrium, Novant, and Forsyth Country Club.

3420 Meridian Way, Winston-Salem
400 W 4th Street Unit #508, Winston-Salem
$749,900
2 Beds ⋅ 3 Baths ⋅ 1225275 MLS
Rarely available two-story residence at Twin City Lofts in downtown Winston-Salem. Soaring ceilings on both levels and oversized windows fill the main living space with natural light. The upper level is designed for living and entertaining, featuring custom built-in bookcases, a tucked-away office, and a pristine kitchen with an induction range. Downstairs, two bedrooms, a laundry room, and a separate entrance create a private retreat away from the main living areas. Residents enjoy access to the rooftop terrace with multiple seating areas, grills, and sweeping downtown views. Included are two dedicated parking spaces: one secure gated space and one garage space with private storage. Conveniently located near Wake Forest University, Innovation Quarter, major hospitals, and highways, offering exceptional access to the best of downtown Winston-Salem and beyond.

400 W 4th Street Unit #508, Winston-Salem
225 Heatherwood Drive, Winston-Salem
$749,000
4 Beds ⋅ 4 Baths ⋅ 1240444 MLS
Space to Live, Room to Gather, and a Golf Course Community to Call Home! The flowing layout offers plenty of room for everyday living and entertaining. The kitchen is ready to impress with a Viking gas cooktop, center island, and walk-in pantry, all conveniently connected to the dining and living spaces. The main-level primary suite offers a relaxing retreat with its own sitting area and an updated bath featuring an oversized walk-in shower, dual vanities, and separate his-and-hers closets. Upstairs, you'll find three additional bedrooms, two full baths, and a generous bonus room offering flexibility for a media room, home office, fitness space, or guests. Extend your living outdoors to the screened porch and adjoining grilling deck. 3 car garage. Option to join the club for golf, swimming, and pickleball. New water heater and a 1-year home warranty. Located in Davidson County with a Winston-Salem address = lower county property taxes compared with many neighboring areas.

225 Heatherwood Drive, Winston-Salem
222 Green Forest Court, Winston-Salem
$747,624
4 Beds ⋅ 3 Baths ⋅ 1233276 MLS
Wonderful new construction on the golf course with long expansive views. Open floor plan with three bedrooms on the main level. Basement offers 4th bedroom, full bath and large bonus/flex space opening up to downstairs patio. Community offers 18 hole Hale Irwin designed golf course, pool/tennis, etc.

222 Green Forest Court, Winston-Salem
1039 Kenleigh Circle, Winston-Salem
$745,900
4 Beds ⋅ 4 Baths ⋅ 1230040 MLS
PRICED REDUCED New paint in L R, Den & S R This Merrimont home combines character, craftsmanship and thoughtful modernization on a beautifully landscaped corner lot. The single story 4 bedroom residence has been meticulously updated. Formal living and dining rooms complement an inviting den with gas fireplace, skylight and custom built-ins while a large sunroom brings the outdoors in. A stunning gourmet kitchen, featured on Tour of Fine Spaces, has double ovens, 5 burner gas range, double sinks and walk-in pantry. Primary bedroom is a serene retreat with see-through fireplace and spa-inspired bath with heated floor. A second en suite bedroom has ADA compliant bath and 2 additional bedrooms provide flexibility, inc one with a dedicated office. Outdoors offers a private retreat with a pergola covered flagstone patio, outside kitchen with gas grill, Big Green Egg, and sink. Lighted stone patio showcases a waterfall pond and terraced garden with separate private patio off primary bedroom.

1039 Kenleigh Circle, Winston-Salem
157 Owl Lane, Winston-Salem
$740,256
4 Beds ⋅ 4 Baths ⋅ 1124917 MLS
**$15,000 to use towards, closing cost, cost reduction, buy down rate, etc.**

157 Owl Lane, Winston-Salem
1415 Charolais Drive, Winston-Salem
$739,125
3 Beds ⋅ 3 Baths ⋅ 1235337 MLS
This lovely floor plan features an eating area in the kitchen as well as a separate dining room opening Into the Great Room. With the laundry room just outside the 2 main level bedrooms, this plan was designed for the ultimate convenience as well as an abundance of charm. With an upstairs bedroom and bonus room, this Ashland floorpan works well for a variety of homeowners. Currently under construction by Isenhour Homes in Brookberry Farm.

1415 Charolais Drive, Winston-Salem
1408 Charolais Drive, Winston-Salem
$733,466
3 Beds ⋅ 3 Baths ⋅ 1234915 MLS
Construction has begun on this beautiful, thoughtfully designed home offering one level living as well as a bonus room and full bath upstairs. High end finishes, coffered ceiling and built-ins in Great Room, French doors to a private study, luxurious primary bath and many upgrades and extras. Enjoy the many amenities in Brookberry Farm - pool, tennis courts, Bocce Ball court, club house, fitness center and more. Another wonderful home from Isenhour Homes!

1408 Charolais Drive, Winston-Salem
1414 Charolais Drive, Winston-Salem
$729,850
4 Beds ⋅ 3 Baths ⋅ 1233468 MLS
Isenhour Homes’ 2026 Parade of Homes entry is an exceptionally versatile home. 2nd main level bedroom could also be a private study. Either of the 2 upstairs bedrooms would work perfectly as a bonus room or as a well-situated flex space. Add these things to beautiful finishes and the high quality associated with Isenhour Homes - this new plan is already a winner!

1414 Charolais Drive, Winston-Salem
4209 Hollowoak Court, Winston-Salem
$725,000
5 Beds ⋅ 4 Baths ⋅ 1238183 MLS
Sherwood Forest beauty that's been immaculately maintained! This move-in ready brick 2-story features: Incredible chef's kitchen/sunroom, ideal for gatherings; Top-notch hardscaped back patio with firepit; Hardwood floors; 9 foot ceilings on main-level; Updated bathrooms; Main-level garage & laundry room with sink; Recently replaced HVAC (Gas and Central) units; Replacement windows; Replaced insulated garage doors; Walk-out/sun-soaked basement w/ office/5th bdrm (full bath nearby); Phenomenally-sized rooms, kitchen, den, formal and primary suite; Incredible storage in lower level AND walk-up permanent stairs to attic; so much more, and located right in the middle of New Sherwood, call today for your private showing!

4209 Hollowoak Court, Winston-Salem
105 Creekstone Court, Winston-Salem
$720,000
5 Beds ⋅ 5 Baths ⋅ 1223557 MLS
Host the holidays, welcome overnight guests, & still have room to spread out. This Sherwood Forest home offers 5 bedrooms, 4.5 baths, & flexible spaces across three levels for entertaining, hobbies, or multigenerational living. A main-level primary suite & second upstairs suite with a private bath offer privacy, while the finished walkout basement adds a fifth bedroom, full bath, & spacious rec room. Gather in the formal dining room, enjoy the kitchen’s granite counters, island, & breakfast nook, or unwind on the screened porch & rear deck. Hardwood floors, natural light, walk-in closets, & a large walk-in attic add everyday appeal. Set on a mature corner lot with roof, HVAC, & water heater updated within the past two years. NO HOA; optional pool & tennis membership. A 1% lender credit is available to qualifying buyers using Sam Collier with Guaranteed Rate. Select photos are virtually staged, including holiday décor. Recent monthly Duke Energy bill = $147.

105 Creekstone Court, Winston-Salem
1025 Oaklawn Avenue, Winston-Salem
$709,900
4 Beds ⋅ 3 Baths ⋅ 1226651 MLS
Welcome home to 1025 Oaklawn Avenue! Step inside to find a flowing one level floor plan featuring a massive Great Room, with elegant built-ins and a built in wet bar. enjoy cozy evenings by the gas log fireplace in the dining room. Hardwood, laminate and plush carpet run through the home. With it's expansive 0.56 acre lot there is plenty of room to run and a 2-car garage. With no HOA fees, this is a rare opportunity to own a piece of premier Winston-Salem real estate. Make your appointment today to view this timeless mid-century home with modern conveniences.

1025 Oaklawn Avenue, Winston-Salem
204 & 208 Horseshoe Bend, Winston-Salem
$703,000
4 Beds ⋅ 4 Baths ⋅ 1238567 MLS
If you are looking for a unique home with privacy and room to spread out, this might be your new home! Located on a private drive, these two lots are offering a total of 1.39 acres of peace and quiet! With two decks, two garages, two kitchens, and multiple outbuildings, there are plenty of areas for storage and entertaining. The loft area could be used for an office, a playroom, or extra sleeping space. You could easily convert part of the house to an in-law suite or small apartment. This property has so many distinctive features, like the wooden beams, windows galore, and stonework, you must see it in person to really appreciate it. A new roof and fresh paint both inside and out allow you to put your own individual stamp and utilize the property to best suite your needs. Schedule a showing today and see all of the features this home has to offer.

204 & 208 Horseshoe Bend, Winston-Salem
456 Inverness Drive, Winston-Salem
$700,000
4 Beds ⋅ 3 Baths ⋅ 1240622 MLS
Very well-maintained 4-bedroom, 3-bath home with inviting indoor and outdoor living spaces in an established neighborhood. Backing to the golf course, the property offers a pleasant setting for relaxing, dining outdoors, and entertaining. Inside, spacious living areas provide room to gather, while a secondary living space upstairs offers flexibility for a media room, playroom, or additional lounge. Newly replaced furnaces add to the home’s recent improvements. Located in Davidson County with a Winston-Salem address, this thoughtfully maintained home offers versatile spaces for everyday living and entertaining, inside and out.

456 Inverness Drive, Winston-Salem

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Listings provided courtesy of Triangle MLS, Inc. of NC, Internet Data Exchange Database. Information deemed reliable but not guaranteed. © 2026 Triangle MLS, Inc. of North Carolina. Data last updated .

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