Homes for Sale near Main Street Academy

• 

  

  

  /30

  $205,000

  • 2 Beds
  • 2.5 Baths
  • 1,186 Sq Ft

  2737 Crosswinds Dr, Winston Salem, NC 27127

  Prime Winston-Salem Location! Back on the market at no fault of the seller! All Appliances stay. This 2-bed, 2 and a half bath townhome is located across from the neighborhood pool. Enjoy the spacious layout and kitchen. The 2 bedrooms each have their own en-suite bath. A patio adds outdoor space and there is plenty of storage in the basement. Minutes from restaurants, coffee shops and shopping.

  Blake Ginther Keller Williams Realty Elite

  

  2737 Crosswinds Dr, Winston Salem, NC 27127
• 

  

  

  /18

  $215,500

  • 3 Beds
  • 1 Bath
  • 1,744 Sq Ft

  1415 E 4th St, Winston Salem, NC 27101

  Beautiful two-story home in the heart of Downtown Winston-Salem! Enjoy the perfect location to experience everything the city has to offer. A charming covered front porch invites you into the formal living and dining areas, along with an eat-in kitchen featuring stainless steel appliances. The main-level primary bedroom offers ultimate convenience, along with a lovely updated full bathroom

  Linda Lanier Realty One Group Results Greensboro

  

  1415 E 4th St, Winston Salem, NC 27101
• 

  

  

  /6

  $165,000

  • Land
  • 0.45 Acre
  • $366,667 per Acre

  00 Lovedale Ave, Winston-Salem, NC 27127

  ** VACANT LAND PACKAGE - 6 PARCELS totaling 1.9 acres +/-** There are an additional 5 parcels with this one lot. Great opportunity to build residential/multi-family on 6 parcels, conveniently located in Forsyth County within the city limits of Winston Salem. Lots are situated at the end of Lovedale Ave. and Fairfield Dr. Excellent location to medical facilities, shopping, restaurants, and I-40.

  Amy Pierce Local R.E. Inc.

  00 Lovedale Ave, Winston-Salem, NC 27127
• 

  

  

  /35

  $1,999,000

  • 5 Beds
  • 4.5 Baths
  • 5,465 Sq Ft

  540 N Stratford Rd, Winston Salem, NC 27104

  This exquisite, grand home in the heart of Buena Vista redefines luxury w/its stunning combination of Energy Star Silver Certified construction & historic craftsmanship. Thoughtfully designed by Alan Fletcher, the soaring ceilings, stunning millwork, coffered ceilings & transom windows reflect a meticulous attention to detail & quality. Gourmet kitchen features a Wolf range & walk-in

  Abby Atwell Keller Williams Realty Elite

  

  540 N Stratford Rd, Winston Salem, NC 27104
• 

  

  

  /33

  $350,000

  • 3 Beds
  • 3 Baths
  • 2,267 Sq Ft

  4104 Moss Brook Dr, Winston Salem, NC 27127

  Don't overlook this this charming Cape cod in an adorable neighborhood. This home features multiple living spaces for you to spread out and unwind. You also have two separate outdoor spaces to enjoy. With a great location close to shopping and activities this home is ideal for the family on the go.

  David Cooke Coldwell Banker Advantage

  

  4104 Moss Brook Dr, Winston Salem, NC 27127
• 

  

  /7

  $49,900

  • Land
  • 0.39 Acre
  • $127,949 per Acre

  0 Park Blvd, Winston Salem, NC 27127

  Close proximity to Downtown Winston Salem you can find this wooded lot in Historic Washington Park neighborhood, where the past and the present converge. Bring your builder and develop your plan. 60 feet of road frontage. Not many remaining lots available in Washington Park area. Make an appointment to view it today.

  Michael Hosey Berkshire Hathaway HomeServices Carolinas Realty

  

  0 Park Blvd, Winston Salem, NC 27127
• 

  

  /4

  $73,999

  • Land
  • 1.56 Acres
  • $47,435 per Acre

  2275 E 14th St, Winston-Salem, NC 27105

  This 1.56-acre lot could be the spot for your next dream home. Utilities are unknown. Buyer to verify lot dimensions, utilities, restrictions and feasibility before purchase. The address used in the listing may be a placeholder. A true address number will be issued at the time of development.I make it my policy to put all known information about each lot in the write-up details, so if you don’t

  Thomas Larry McCreary, Jr. MRE Brokerage Services LLC

  2275 E 14th St, Winston-Salem, NC 27105
• 

  

  /41

  $398,900

  • 3 Beds
  • 2.5 Baths
  • 2,152 Sq Ft

  1543 Ireton Ln, Winston Salem, NC 27103

  Don’t miss this beautiful home on a desirable corner lot in the peaceful Sandersted neighborhood. With a welcoming covered front porch and thoughtful updates throughout, it’s ready for you to move in and enjoy.The home features three spacious bedrooms with large closets, two full bathrooms, and a half bath in the basement—perfect for a guest suite or potential apartment. Enjoy an updated kitchen

  Robert Newman Ardmore Realty & Winston Salem Real Estate

  

  1543 Ireton Ln, Winston Salem, NC 27103
• 

  

  /34

  $299,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 1.5 Baths
  • 1,275 Sq Ft

  1629 Ardsley St, Winston Salem, NC 27103

  **New Price!**Gorgeous move-in ready Ardmore home minutes away from local Hospital and downtown Winston Salem. This stunning 3 bedrooms, 1.5 bathrooms, all brick, single-level home sits on nearly half acre lot! This rare find offers tons of charm with real oak wood floors in living room, dining room and kitchen. Updated kitchen with granite countertops, tile backsplash, loads of cabinets/storage

  Michelle Bell Ring the Bell Realty

  

  1629 Ardsley St, Winston Salem, NC 27103
• 

  

  /38

  $345,000

  • 4 Beds
  • 2.5 Baths
  • 2,443 Sq Ft

  884 Orchestra Dr, Winston Salem, NC 27127

  Stunning Fiddlers Glenn Home just hit the market in Winston Salem!! This gorgeous home features 4 bedrooms, 2.5 bathrooms and tons of living space. The first floor features an open floor plan, high ceilings, bright windows, and hardwood floors. The kitchen comes equipped with all black appliances, wooden cabinets, title floors, and granite counter top. This beautiful home also boasts a downstairs

  Brandon Hargrave Redfin Corporation

  

  884 Orchestra Dr, Winston Salem, NC 27127
• 

  

  /31

  $389,900

  • 3 Beds
  • 2 Baths
  • 1,832 Sq Ft

  1221 Guyton Dr, Winston-Salem, NC 27127

  This stunning one level home features an open-concept floor plan that seamlessly blends both comfort and style. The ranch style design has 3 bedrooms and 2 baths with a primary suite that includes a luxurious tile shower and double vanity. Enjoy evenings on the covered porch that opens up to a spacious yard with a new privacy fence and room for a garden. Schedule your showing today to start

  Melissa Parker Leonard Ryden Burr Real Estate

  

  1221 Guyton Dr, Winston-Salem, NC 27127
• 

  

  /16

  $210,000

  • 3 Beds
  • 3 Baths
  • 1,536 Sq Ft

  2744 Windy Crossing, Winston Salem, NC 27127

  One of the best floor plans in the neighborhood. A main level bedroom and a full bath. Two upper level bedrooms each with their own en-suite full bathroom. One of the bedrooms has a massive walk-in closet. Contractor just finished this newly remodeled home. New LVP flooring throughout the main level and new carpet upstairs. Updated kitchen and bathrooms and fresh paint. This home also has the

  Derek Wilson Local R.E. Inc.

  

  2744 Windy Crossing, Winston Salem, NC 27127
• 

  

  /33

  $216,000

  • 3 Beds
  • 1.5 Baths
  • 1,560 Sq Ft

  1101 N Cameron Ave, Winston Salem, NC 27101

  Rising to the TOP! Wonderful home in historic Reynolds Town. This property is just minutes from downtown, close to highways and Winston-Salem State. This lovingly renovated 1920 two story home has hardwoods throughout. Updates include new light fixtures, new hvac system, laminate flooring, refrigerator and kitchen range. The property has a spacious semi-finished basement ready for your

  Tannon Hardy Mundy Realty Inc.

  

  1101 N Cameron Ave, Winston Salem, NC 27101
• 

  

  /31

  $343,000

  • 4 Beds
  • 2 Baths
  • 1,486 Sq Ft

  126 N Cliffdale Dr, Winston Salem, NC 27104

  This charming 1932 home is located in the most convenient neighborhood and is surrounded by high end, newer construction homes. Nestled between Country Club Rd and Silas Creek Pkwy, it sits on a large lot, fenced in the back. updates include recent roof; recent windows; refinished hardwood floors; both baths updated; recent paved driveway; fresh paint. Updated kitchen. The LR and DR have lovely

  Ruth Prongay Berkshire Hathaway HomeServices Carolinas Realty

  

  126 N Cliffdale Dr, Winston Salem, NC 27104
• 

  

  /41

  $365,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 2 Baths
  • 2,689 Sq Ft

  1120 Melrose St, Winston Salem, NC 27103

  *Check out VIRTUAL TOUR* Old World Charm found in the heart of Ardmore! Located in the heart of Winston-Salem, equally fast access to both Baptist and Forsyth hospital. This home is brimming with character and charm. Entering in the home you will find yourself in the living room featuring a beautiful stone fireplace with gas logs. The main floor includes 2 bedrooms, 1 bath, dining room, galley

  Meredith Uber Carolina Home Partners by eXp Realty

  

  1120 Melrose St, Winston Salem, NC 27103
• 

  

  /23

  $299,000

  • 1 Bed
  • 1.5 Baths
  • 893 Sq Ft

  315 N Spruce St Unit 106, Winston Salem, NC 27101

  Downtown living is ready for you in this historic building! Spacious atrium areas greet you on entry to this 1 bedroom, 1.5 bath unit. Large living room/dining combo featuring kitchen with granite countertops, pass through and newer appliances! Well appointed bedroom with large closet and en suite bath with double vanity, and separate shower room. One of very few units with exterior access to

  Jackson Faude Keller Williams Realty Elite

  

  315 N Spruce St Unit 106, Winston Salem, NC 27101
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  /34

  $250,000

  • 3 Beds
  • 2.5 Baths
  • 1,461 Sq Ft

  2451 Hartfield Cir, Winston Salem, NC 27103

  Welcome Home! This move-in ready townhome is perfectly located, providing both convenience and low maintenance living in Winston-Salem! Only minutes from many shopping and dining options, this townhouse provides easy access to Hanes Mall Blvd and I-40. The main level features an open concept living area with dining space, living room, kitchen with island and a half bath. The upper level features

  Amanda Merrill Coldwell Banker Advantage

  

  2451 Hartfield Cir, Winston Salem, NC 27103
• 

  

  /20

  $665,000

  701 Summit St, Winston Salem, NC 27101

  Nestled in West End Historic District, this charming quadplex apartment building offers a unique blend of classic architecture & modern conveniences. Located near the W-S downtown area, residents enjoy the best of both worlds: the tranquility of a preserved neighborhood and the vibrant energy of urban living. 4 Units (see photos & floor plans) with 10Ft ceilings, 7 fireplaces (not in use), sun

  Eva Johns Leonard Ryden Burr Real Estate

  

  701 Summit St, Winston Salem, NC 27101
• 

  

  /32

  $444,900

  • 4 Beds
  • 2 Baths
  • 2,078 Sq Ft

  1059 S Hawthorne Rd, Winston Salem, NC 27103

  Welcome to this beautifully maintained cottage in the heart of Ardmore! With so much curb appeal and delightful features, this home is sure to captivate you the moment you arrive. The spacious floor plan includes a lovely master suite on the second level, offering a peaceful retreat with plenty of privacy. You'll also find abundant closet and storage areas throughout. The front bedroom offers

  Betsy Wilson Coldwell Banker Advantage

  

  1059 S Hawthorne Rd, Winston Salem, NC 27103
• 

  

  /33

  $245,000

  • 3 Beds
  • 2 Baths
  • 1,401 Sq Ft

  229 Wheeler St, Winston Salem, NC 27101

  This newly constructed home is available now and offers spacious bedrooms, a bright living room with high ceilings, and a charming dining area. The kitchen boasts granite countertops and stainless steel appliances. The master bathroom suite features double sinks for added convenience. Enjoy the flat backyard, perfect for outdoor activities. Conveniently located near Winston-Salem State University

  Gabriela Marin

  

  229 Wheeler St, Winston Salem, NC 27101
• 

  

  /25

  $335,000

  • 2 Beds
  • 1 Bath
  • 1,360 Sq Ft

  731 S Hawthorne Rd, Winston Salem, NC 27103

  Come enjoy this wonderful home in the Ardmore community. It has been well cared for and recently painted inside and outside. The hardwood floors are beautiful, come see for yourself. This house is waiting for you to make it your home. It has a walk in attic as well as stairs that lead down to the crawl space. With a detached garage/workshop and sitting on a half acre lot there is plenty of

  Jeff Beverly Keller Williams Realty

  

  731 S Hawthorne Rd, Winston Salem, NC 27103
• 

  

  /20

  $314,900

  • 3 Beds
  • 3 Baths
  • 1,528 Sq Ft

  1676 Preston Woods Dr, Winston Salem, NC 27127

  MOTIVATED SELLER!!! Spacious townhome at the end of Preston Woods Drive! Featuring 3 bedrooms, three bathrooms. Two Primary bedrooms with walkin closets and private baths. Large living dining area with 12'8 ceilings! Kitchen with laundry closet and all appliances remaining with home! Patio out back with privacy fence and attached garage!

  Alison Johnson Rogers Realty & Auction Co., Inc.

  

  1676 Preston Woods Dr, Winston Salem, NC 27127
• 

  

  /25

  $399,000 Open Sun 2PM - 4PM

  • 4 Beds
  • 2 Baths
  • 1,555 Sq Ft

  2301 Rosewood Ave, Winston Salem, NC 27103

  Beautiful cottage in the heart of Ardmore! Spacious living room leads to upgraded kitchen with quartz counters. Separate dining area and sunroom off the kitchen. Main level primary and second bedrooms with beautiful full bath. Upstairs features 2 bedrooms and full bath. Hardwoods throughout with tile bathrooms. Full unfinished basement with laundry and garage provides ample storage space

  Brad Davis RE/MAX Realty Consultants

  

  2301 Rosewood Ave, Winston Salem, NC 27103
• 

  

  /40

  $798,000

  1025 W End Blvd, Winston Salem, NC 27101

  Location, Location! This 5 unit multi-family is conveniently located in the historic district of Winston Salem near Baptist hospital, restaurants, and shopping, it has that 1920's character and charm and features hardwood floors, 10' ceilings, storage in the basement, common laundry facility, Several units have dishwashers. Huge storage area could be converted to a 6th unit. Rents very well!

  Erica Jobe Southern Stars Realty Group

  

  1025 W End Blvd, Winston Salem, NC 27101
• 

  /2

  $15,000

  • Land
  • 1.02 Acres
  • $14,663 per Acre

  3061-3067 Ridgemeadow Dr, Winston-Salem, NC 27127

  Acre lot looking for a new owner. Located off Old Salisbury Rd. The Lots being sold are Lot 5 and 6 according to the survey.

  Brent Moser Real Broker LLC

  

  3061-3067 Ridgemeadow Dr, Winston-Salem, NC 27127
• 

  

  /30

  $325,000

  • 4 Beds
  • 3 Baths
  • 1,836 Sq Ft

  634 Teague Rd, Winston Salem, NC 27107

  Come experience this beautiful home in the Scarlett Ridge community built in 2023! 0.45 acres (mostly in the back yard) is perfect for outdoor activities. The back patio has been upgraded and extended to accommodate for gatherings. Front load, two car garage is accessed by a shared, paved driveway. The main level of the home has an open concept allowing everyone to come together while the upper

  Amy Everhart Keller Williams Realty Elite

  

  634 Teague Rd, Winston Salem, NC 27107
• 

  

  /28

  $110,000

  • 2 Beds
  • 1 Bath
  • 935 Sq Ft

  1038 E Brookline St, Winston Salem, NC 27107

  Investors and first time home buyers need to see this one! This 2-bed, 1-bath home is just minutes from downtown Winston-Salem and full of potential. Features a good-sized basement—perfect for future expansion or a man cave! Recent updates include new PVC piping, a new toilet, and a 2021 roof for peace of mind. Don’t miss this opportunity to add value and make it your own! This gem won't last

  Matt Taylor Joshua Mitchell Real Estate

  

  1038 E Brookline St, Winston Salem, NC 27107
• 

  

  /17

  $134,900

  • 1 Bath
  • 540 Sq Ft

  25 E Brookline St, Winston Salem, NC 27127

  Recently updated studio house - super cute and convenient! Great investment opportunity! Fresh paint, floors, kitchen, bathroom. In-unit washer and dryer! Dedicated driveway for parking. Centrally located with easy access to local medical facilities and other attractions that Winston-Salem has to offer! This home is truly turn-key ready and is currently operating as a successful Airbnb that

  Chad Kiger TKG Real Estate

  

  25 E Brookline St, Winston Salem, NC 27127
• 

  

  /34

  $269,500

  • 3 Beds
  • 2 Baths
  • 1,469 Sq Ft

  2035 Ardmore Village Ln, Winston Salem, NC 27127

  Cozy 3-bedroom, 2-bath home features an open floor plan, bright living spaces, and a spacious kitchen — perfect for making memories. New carpet and laminate flooring installed in 2021, and HVAC replaced in 2021. Enjoy the additional sunroom for extra relaxation. The primary suite includes a walk-in closet and en-suite bath. Relax on the private patio or in the beautifully landscaped backyard.

  XUEYING LI C-Star Realty NC LLC

  

  2035 Ardmore Village Ln, Winston Salem, NC 27127
• 

  

  /30

  $225,000

  • 3 Beds
  • 2 Baths
  • 1,124 Sq Ft

  595 Parthelia Ct, Winston Salem, NC 27107

  Welcome to 595 Parthelia Court, a well-kept home in Winston-Salem, NC. This inviting residence features a classic front porch, perfect for relaxing. Inside, the open-concept living area seamlessly connects to the spacious kitchen, which offers warm cabinetry and modern appliances. The bedrooms are bright and comfortable, providing a restful retreat, while the well-appointed bathroom ensures

  Toby Russell NorthGroup Real Estate

  

  595 Parthelia Ct, Winston Salem, NC 27107
• 

  

  /19

  $185,000

  • 2 Beds
  • 1.5 Baths
  • 1,188 Sq Ft

  3736 Heathrow Dr, Winston Salem, NC 27127

  **NEW PRICE DROP!!! Motivated Seller!!! Bring all offers!!!** Enjoy your morning cup of coffee while taking in the views of the back nine in this updated golf course townhome. This two-bedroom unit boast new countertops, stainless appliances, fresh paint, modern fixtures, new flooring throughout and more! With convenient access to highways, shopping, and dining, check out this move-in ready unit

  Morgan Pone SJL Properties of the Triad

  

  3736 Heathrow Dr, Winston Salem, NC 27127
• 

  

  /28

  $2,099,000

  • 3 Beds
  • 3.5 Baths
  • 3,235 Sq Ft

  1 Park Vista Ln, Winston-Salem, NC 27101

  Experience ultimate luxury in this stunning top-floor penthouse, where modern design meets unparalleled elegance. Situated in the heart of downtown, this one-of-a-kind residence boasts breathtaking, panoramic views of both the city skyline and majestic mountains—an extraordinary backdrop that will take your breath away!Every inch of this space has been fully renovated and redesigned with

  Ty Cannon Berkshire Hathaway HomeServices Yost & Little Realty

  

  1 Park Vista Ln, Winston-Salem, NC 27101
• 

  

  /33

  $299,000

  • 3 Beds
  • 2.5 Baths
  • 1,839 Sq Ft

  4148 Salem Springs Ct, Winston Salem, NC 27107

  Charming 3-bed, 2.5-bath home! Enjoy the fresh feel of new carpet (2025), , newer roof (2020), newer water heater (2021), and a beautifully updated kitchen with granite countertops and stainless steel appliances. Cozy primary suite with a walk-in closet. Nestled in a quiet, friendly neighborhood with a 2-car garage. This sweet home is ready to welcome you—schedule a tour today!

  XUEYING LI C-Star Realty NC LLC

  

  4148 Salem Springs Ct, Winston Salem, NC 27107
• 

  

  /28

  $214,900 Open Sat 10AM - 12PM

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft

  2834 Edwards St, Winston Salem, NC 27127

  Welcome to this beautifully updated 3-bedroom, 2-bathroom bungalow in the heart of Winston-Salem! As you approach, you’re greeted by a stunning covered front porch, perfect for relaxing and enjoying the outdoors. Step inside to find a thoughtfully renovated home with fresh paint and stylish tile flooring throughout, creating a modern and cohesive feel. The spacious kitchen boasts sleek stainless

  Robert Wiley Keller Williams Realty Elite

  

  2834 Edwards St, Winston Salem, NC 27127
• 

  

  /45

  $234,900

  • 2 Beds
  • 2 Baths
  • 1,102 Sq Ft

  108 Wintergreen Rd, Winston Salem, NC 27107

  This charming 2-bedroom, 2-bathroom home is the perfect starter home, offering comfort and style in a move-in-ready package. Recently updated with brand-new luxury vinyl floors, sleek new cabinets, and solid surface countertops, this home boasts modern finishes throughout. The spacious primary bathroom features a beautiful free-standing tub, while the second bath is equipped with a custom shower

  Pat Robertson Robertson Realty

  

  108 Wintergreen Rd, Winston Salem, NC 27107
• 

  

  /4

  $98,000

  • 3 Beds
  • 1 Bath
  • 919 Sq Ft

  3680 Yale Ave, Winston Salem, NC 27107

  Investors Delight yourself in this income producing property. Home is nestled in the city without the feel of being inside the hustle and bustle of city life. Make this charming home yours today. Home is a cute starter home or if you are looking to down size. It can be yours to remodel to your standards. Roof is only 10 years old.

  Carmen Palmer Blue Door Group Real Estate

  

  3680 Yale Ave, Winston Salem, NC 27107
• 

  

  /20

  $145,000

  • 3 Beds
  • 1 Bath
  • 1,188 Sq Ft

  2805 NE Bon Air Ave, Winston Salem, NC 27105

  Welcome home! This property was previously used as an investment property; however, this property would be a great home for non-investors. This charming home has three bedrooms and one full bath. The dining room maintains the charm of the home with built in cabinetry. Enjoy spending time in the spacious living room or use the back yard for entertaining. You can also enjoy time at Bon-Air Park.

  Nicole Smith-Elliott Carolina Home Partners by eXp Realty

  

  2805 NE Bon Air Ave, Winston Salem, NC 27105
• 

  

  /32

  $379,900

  • 3 Beds
  • 1.5 Baths
  • 1,372 Sq Ft

  316 Wiley Ave, Winston Salem, NC 27104

  Welcome to this beautifully upgraded home in Buena Vista offering the perfect blend of modern comfort and natural tranquility, all conveniently located on one level for ultimate comfort and accessibility. Interior features three bedrooms and 1.5 baths, upgraded to exemplify contemporary elegance. The heart of the home, the kitchen, beckons with quartz countertops, a stylish new backsplash, and

  Chad Kiger TKG Real Estate

  

  316 Wiley Ave, Winston Salem, NC 27104
• 

  

  /29

  $239,000

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft

  4037 Hilda St, Winston Salem, NC 27101

  Great, Well Constructed Older home with many updates! Newer Roof, New Heat Pump and Water Heater, Beautiful Refinished Original wood floors, New Paint, Includes New Bath Cabinet and Fixtures, New Tile BackSplash with Counter top in Kitchen, Built in Microwave, New floors in Kitchen,Bath, and Laundry. Wonderful layout. Windows and Replacement and newer Vinyl. Glassed In Entry Way

  Nancy Anders Nancy Anders Realty

  

  4037 Hilda St, Winston Salem, NC 27101
• 

  

  /50

  $205,000

  • 3 Beds
  • 2 Baths
  • 1,970 Sq Ft

  113 NW 25th St, Winston Salem, NC 27105

  Beautifully updated 3-bed, 2-bath home in Winston-Salem with nearly 2,000 sqft of living space. Featuring a modern open floor plan, updated flooring, new lighting, fresh paint, and new appliances. Brand new HVAC system with new ductwork, returns, and lines ensures year-round comfort. A newly installed radon mitigation system. The layout includes two large living areas, a loft-style bedroom

  Stephanie Smith Select Premium Properties, Inc.

  

  113 NW 25th St, Winston Salem, NC 27105

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