Homes for Sale in 27101

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  $267,991 New Construction

  • 4 Beds
  • 3 Baths
  • 1,774 Sq Ft

  870 Waterworks Rd, Winston-Salem, NC 27101

  "Discover Your Dream Home in the Creekbend! The Dupont Plan is a new 2-story home with an open layout that seamlessly connects the Living, Dining, and Kitchen areas, perfect for modern living. The chef’s kitchen features cabinetry, granite countertops and stainless steel appliances, including a smooth-top range, microwave hood, and dishwasher.This thoughtful layout offers a spacious bedroom

  Susan Ruybal Thompson WJHBNCLLC

  

  870 Waterworks Rd, Winston-Salem, NC 27101
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  $1,999,000

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

  1 Park Vista Ln Unit 740, Winston-Salem, NC 27101

  Perched above the pulse of downtown Winston-Salem, this premier penthouse residence redefines elevated city living. Designed for those who value distinction, privacy, and performance, this fully furnished, meticulously renovated property offers a rare opportunity to own within an exclusive community at the heart of it all. Flooded with natural light and framed by sweeping city views, the

  Ty Cannon Berkshire Hathaway HomeServices Yost & Little Realty

  

  1 Park Vista Ln Unit 740, Winston-Salem, NC 27101
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  4218 Gracewood Farm Dr, Winston-Salem, NC 27101

  Welcome to Gracewood Farm, an exclusive community offering beautiful lots ready for your custom build. Choose from already proven house plans tailored to the neighborhood, or bring your own vision to life. James Ashley Homes, a trusted and experienced builder, is here to guide you through every step of the process—ensuring quality craftsmanship and attention to detail from start to finish. There

  Meredith Uber Carolina Home Partners by eXp Realty

  

  4218 Gracewood Farm Dr, Winston-Salem, NC 27101
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  $175,000

  • 3 Beds
  • 1.5 Baths
  • 1,029 Sq Ft

  1065 Claremont Ave NE, Winston-Salem, NC 27101

  Welcome to this move-in ready 3BR/1.5BA home offering 1,075 sq ft of updated living space. Newer luxury vinyl plank floors run throughout, and a beautiful bay window fills the living room with natural light. The bright eat-in kitchen connects to the garage and laundry area, and both bathrooms have been updated. Major improvements include a newer roof, HVAC with heat pump and central A/C, water

  Brittany A Mark Spain Real Estate

  

  1065 Claremont Ave NE, Winston-Salem, NC 27101
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  $479,900

  • 2 Beds
  • 2 Baths
  • 2,101 Sq Ft

  1 W 5th St Unit 102, Winston-Salem, NC 27101

  Exciting urban living comes to life in this beautifully proportioned New York-style loft with new (2025) oversized east-facing windows, original 16-foot tall tin ceilings and a private parking space -- located in the heart of downtown Winston-Salem within a vintage department store building dating to 1925; Granite/stainless steel kitchen with bar-style seating; Massive great room for living and

  Denise Hickman Berkshire Hathaway HomeServices Carolinas Realty

  

  1 W 5th St Unit 102, Winston-Salem, NC 27101
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  $465,000 Open Sat 1PM - 4PM

  • 2 Beds
  • 2 Baths
  • 1,534 Sq Ft

  220 Tar Branch Ct Unit 220, Winston Salem, NC 27101

  Sought out factory altered condo in downtown Winston-Salem! Feels like you're living in a treehouse yet also the ease of having ground-floor access to the exterior w/NO STEPS-access to this unit exterior door has a secured entry. Open floor plan offers massive great room w/combined dining & living areas w/high ceilings, original posts/beams & recent flooring. Both BR

  Stephanie Laskin Mantle LLC

  

  220 Tar Branch Ct Unit 220, Winston Salem, NC 27101
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  $669,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 3.5 Baths
  • 3,083 Sq Ft

  769 Morris Rd, Winston Salem, NC 27101

  ***PARADE OF HOMES AWARD WINNING FLOOR PLAN DESIGN / Contact Agent for Lender Incentives! A charming new construction 4-bedroom home nestled in the heart of Walkertown. This thoughtfully designed property offers the perfect blend of privacy, space, and everyday convenience. Set on a generous lot with a peaceful rural backdrop, it provides room to breathe while remaining just minutes from

  Meredith Uber Carolina Home Partners by eXp Realty

  

  769 Morris Rd, Winston Salem, NC 27101
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  $699,900

  • 4 Beds
  • 3.5 Baths
  • 3,313 Sq Ft

  608 W End Blvd, Winston Salem, NC 27101

  Ideally located overlooking Hanes Park, this classic bungalow w/pebble & dash stucco on deep front porch is framed by craftsman columns. Living room features wood stove anchored by timeless mantel. Oversized dining room at heart of the home leads to sunroom w/fireplace & light-flooded windows, plus 1/2 bath. Thoughtful kitchen updates add superb storage & counter space incl breakfast bar area,

  Camden Bouchard Fader Real Estate at ERA Live Moore

  

  608 W End Blvd, Winston Salem, NC 27101
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  $290,000

  613 N Dunleith Ave, Winston Salem, NC 27101

  Excellent investment opportunity in the heart of Winston-Salem! The property features two duplexes, offering flexible options for long-term income. Each structure has a full basement ideal for storage or future expansion. Walking distance to a shopping center, grocery store, retail options, and public transportation, and just minutes from Winston-Salem State University, downtown, parks, and other

  David Hart Keller Williams University City

  

  613 N Dunleith Ave, Winston Salem, NC 27101
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  4224 Gracewood Farm Dr, Winston-Salem, NC 27101

  Welcome to Gracewood Farm, an exclusive community offering beautiful lots ready for your custom build. Choose from already proven house plans tailored to the neighborhood, or bring your own vision to life. James Ashley Homes, a trusted and experienced builder, is here to guide you through every step of the process—ensuring quality craftsmanship and attention to detail from start to finish. There

  Meredith Uber Carolina Home Partners by eXp Realty

  

  4224 Gracewood Farm Dr, Winston-Salem, NC 27101
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  $699,000 Coming Soon

  • 3 Beds
  • 3.5 Baths
  • 2,704 Sq Ft

  903 W End Blvd, Winston Salem, NC 27101

  Welcome to the stunning William S. Shepherd House, a true Tudor masterpiece in the West End Historic District! This move-in ready, spacious 3-bedroom, 3.5-bath home boasts a 4th bedroom and 3rd full bath in an 800+ sq. ft. sunny lower-level apartment. So many impressive original details throughout this home. From the quarter-sawn oak wainscoting throughout much of the main level to the striking

  Clare Fader Fader Real Estate at ERA Live Moore

  

  903 W End Blvd, Winston Salem, NC 27101
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  $90,800

  • 2 Beds
  • 1 Bath
  • 1,020 Sq Ft

  224 N Graham Ave, Winston Salem, NC 27101

  Hello, neighbor!Welcome to 224 N Graham Avenue in Winston-Salem! This charming brick ranch offers classic curb appeal with a stone retaining wall, centered front steps, and welcoming walk-up entry, all framed by mature trees. 2 bedrooms and 1 full bath, approximately 1020 square feet on a 0.18-acre lot.Conveniently located with quick access to Downtown Winston-Salem, major medical,

  Latasha Ingram Premier Real Estate of the Sandhills LLC

  224 N Graham Ave, Winston Salem, NC 27101
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  4223 Gracewood Farm Dr, Winston-Salem, NC 27101

  Welcome to Gracewood Farm, an exclusive community offering beautiful lots ready for your custom build. Choose from already proven house plans tailored to the neighborhood, or bring your own vision to life. James Ashley Homes, a trusted and experienced builder, is here to guide you through every step of the process—ensuring quality craftsmanship and attention to detail from start to finish. There

  Meredith Uber Carolina Home Partners by eXp Realty

  

  4223 Gracewood Farm Dr, Winston-Salem, NC 27101
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  $599,000 Open Sun 2PM - 4PM

  • 5 Beds
  • 1.5 Baths
  • 2,792 Sq Ft

  1106 W End Blvd, Winston Salem, NC 27101

  Historic West End Charm – Truly Move-In Ready!Experience the perfect blend of timeless elegance and modern convenience in this stunning 4-bedroom home. The spacious interior features a grand living room anchored by a magnificent wood-burning fireplace, while the updated kitchen shines with tin tile ceilings, warm wood cabinetry, a high-end induction stove, and a dedicated coffee room.The

  Toni Phillips Leonard Ryden Burr Real Estate

  

  1106 W End Blvd, Winston Salem, NC 27101
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  $225,000

  • 3 Beds
  • 1.5 Baths
  • 2,166 Sq Ft

  806 Rankin St, Winston Salem, NC 27101

  This spacious home offers over 2,100 square feet of functional living space, perfect for comfortable everyday living and entertaining. Enjoy the convenience of a walkout basement, an updated bathroom, and appliances that convey with the home. New basement windows bring in natural light, while the added balcony off the kitchen creates a great spot to relax or unwind. With a paved driveway and a

  Nadia Avery Mark Spain Real Estate

  

  806 Rankin St, Winston Salem, NC 27101
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  $299,000

  • 2 Beds
  • 2 Baths
  • 892 Sq Ft

  315 N Spruce St Unit 304, Winston Salem, NC 27101

  Excellent opportunity to own a fabulous updated & rare two bedroom, two bath condo in the historic YMCA Condominiums in downtown Winston-Salem! Updates within the past two years include kitchen & bath remodels, interior paint & more-kitchen updates include new stainless steel appliances, cabinets, countertops, sink, faucet, flooring & raised kitchen ceiling for a more spacious feel-bath updates

  Susan Carter Berkshire Hathaway HomeServices Carolinas Realty

  

  315 N Spruce St Unit 304, Winston Salem, NC 27101
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  $675,000

  • 2 Beds
  • 2 Baths
  • 1,557 Sq Ft

  1 Park Vista Ln Unit 320, Winston-Salem, NC 27101

  Welcome to luxury living in the heart of Winston-Salem! This elegant two-bedroom, two-bath condo at One Park Vista has been beautifully renovated, including a fully renovated kitchen and primary bath. Open floor plan with high ceilings and a large balcony offering skyline views of the city and Merschel Park. The dining area/great room with a fireplace opens to the covered balcony with a gas

  Clare Fader Fader Real Estate at ERA Live Moore

  

  1 Park Vista Ln Unit 320, Winston-Salem, NC 27101
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  $273,500

  • 2 Beds
  • 2.5 Baths
  • 1,292 Sq Ft

  855 W 6th St Unit 8, Winston Salem, NC 27101

  Welcome to 855 W 6th Street #8, a well-maintained townhouse ideally located in one of Winston-Salem’s most convenient areas. This 2-bedroom, 2.5-bath home offers a functional floor plan with tasteful finishes throughout. The kitchen flows seamlessly into the dining and living areas, creating an inviting space for everyday living and entertaining. Each bedroom provides a comfortable retreat with

  Dillon Sexton Keller Williams Realty Elite

  

  855 W 6th St Unit 8, Winston Salem, NC 27101
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  $168,000

  • 2 Beds
  • 1.5 Baths
  • 870 Sq Ft

  2 Crafton St, Winston-Salem, NC 27101

  Charming townhome just minutes from downtown restaurants and less than a mile from Wake Forest Baptist Hospital, this unit can be purchased for yourself as a home or as an investment and is ready to rent or occupy.

  Christian Courtney GAC Management Group

  

  2 Crafton St, Winston-Salem, NC 27101
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  4217 Gracewood Farm Dr, Winston-Salem, NC 27101

  Welcome to Gracewood Farm, an exclusive community offering beautiful lots ready for your custom build. Choose from already proven house plans tailored to the neighborhood, or bring your own vision to life. James Ashley Homes, a trusted and experienced builder, is here to guide you through every step of the process—ensuring quality craftsmanship and attention to detail from start to finish. There

  Meredith Uber Carolina Home Partners by eXp Realty

  

  4217 Gracewood Farm Dr, Winston-Salem, NC 27101
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  $672,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 3.5 Baths
  • 3,083 Sq Ft

  4211 Gracewood Farm Dr, Winston-Salem, NC 27101

  ***PARADE OF HOMES AWARD WINNING FLOOR PLAN DESIGN / Contact Agent for Lender Incentives! A charming new construction 4-bedroom home nestled in the heart of Walkertown. 1.20 Acres! This thoughtfully designed property offers the perfect blend of privacy, space, and everyday convenience. Set on a generous lot with a peaceful rural backdrop, it provides room to breathe while remaining just minutes

  Meredith Uber Carolina Home Partners by eXp Realty

  

  4211 Gracewood Farm Dr, Winston-Salem, NC 27101
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  $375,000

  • 3 Beds
  • 2 Baths
  • 1,345 Sq Ft

  1005 Franklin St, Winston Salem, NC 27101

  Fabulous curb appeal & gorgeously updated throughout, this darling cottage in the historic West Salem neighborhood is a special find! The adorable rocking chair front porch beckons you inside where you'll find 10" ceilings, warm wood floors, 9" & picture rail mouldings & ample sunny windows throughout. Cozy living room w/decorative fireplace leads to formal dining room & lovely updated kitchen

  Sarah Chrysson Keller Williams Realty Elite

  

  1005 Franklin St, Winston Salem, NC 27101
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  $170,000

  • 3 Beds
  • 1 Bath
  • 1,768 Sq Ft

  849 Rankin St, Winston Salem, NC 27101

  Recently updated 3-bedroom, 1.5-bath brick ranch offering comfortable one-level living. Features an eat-in kitchen and a tiled shower in the main bath. The primary bedroom includes a convenient half bath. The basement is equipped with laundry connections and a wet bar, providing additional space for entertaining or relaxing. Great opportunity for homeowners or investors alike!

  Anh Young Sidden and Associates Inc

  

  849 Rankin St, Winston Salem, NC 27101
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  $939,000 Open Sun 2PM - 4PM

  • 6 Beds
  • 4.5 Baths
  • 4,095 Sq Ft

  627 W 2nd St, Winston Salem, NC 27101

  This beautifully restored historic home showcases timeless architecture, refined interiors, and rare gated privacy. Every inch has been thoughtfully renovated, including kitchens, baths, finishes, and major systems, while preserving original heart-of-pine floors, refurbished historic windows, transoms, & classic millwork. Light-filled living spaces flow effortlessly, with a main-level primary

  Susan Maier-Colon Berkshire Hathaway HomeServices Carolinas Realty

  

  627 W 2nd St, Winston Salem, NC 27101
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  $595,000

  • 1 Bed
  • 2 Baths
  • 2,480 Sq Ft

  705 N Main St Unit 101, Winston Salem, NC 27101

  Exceptional opportunity in the heart of downtown Winston-Salem! This unique building offers incredible potential to be upfitted into a private condo or live/work residence. Ideally positioned for walkable urban living, you’ll enjoy immediate access to some of the city’s best restaurants, entertainment, breweries, and cultural destinations, including Bailey Park, Truist Stadium, and the vibrant

  Kristin Wooten Leonard Ryden Burr Real Estate

  

  705 N Main St Unit 101, Winston Salem, NC 27101
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  $199,000

  • Land
  • 12.87 Acres
  • $15,462 per Acre

  205 Horseshoe Bend, Winston-Salem, NC 27101

  Gorgeous Property tucked away in its own piece of Winston Salem! This property has a fantastic sense of privacy. It is very quiet and peaceful. The sound of the birds and the long range views on into the open sky make for a relaxing environment. The property has adjacent neighborhoods that reach into the mid-600s in sales prices. This property's soil is suitable for conventional septic systems

  J. Evan Aguilar NorthGroup Real Estate

  

  205 Horseshoe Bend, Winston-Salem, NC 27101

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