Homes in 27101 under $500,000

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  /50

  $449,900

  $30K PRICE DROP

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

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

  NEW PRICE-Exciting urban living comes to life in this New York-style loft with new (2025) oversized windows, original 16-ft tall tin ceilings & a private parking space--located in the heart of downtown Winston-Salem. Close to Innovation Qtr, Bailey Park, Aperture Cinema, Kaleideum, restaurants & bars! Also close to WFU,WSSU,UNCSA & Salem College. Granite/stainless steel kitchen with bar-style

  Denise Hickman Berkshire Hathaway HomeServices Carolinas Realty

  

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

  $283,990

  New Construction

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

  942 Waterworks Rd, Winston-Salem, NC 27101

  Welcome to our Dupont floor plan. With 4 bedrooms, 3 bathrooms, and 1,774 square feet, this spacious two-story home offers a blend of comfort, versatility, and style. The open-concept kitchen, dining, and family areas provide a seamless space for everyday living and entertaining, complete with stainless steel appliances, white shaker cabinets, and quartz countertops. On the main floor, you’ll

  Century Complete Builder

  942 Waterworks Rd, Winston-Salem, NC 27101
• 

  

  

  /23

  $264,888

  New Construction

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

  878 Waterworks Rd, Winston Salem, NC 27101

  Welcome to our Dupont floor plan. With 4 bedrooms, 3 bathrooms, and 1,774 square feet, this spacious two-story home offers a blend of comfort, versatility, and style. The open-concept kitchen, dining, and family areas provide a seamless space for everyday living and entertaining, complete with stainless steel appliances, white shaker cabinets, and quartz countertops. On the main floor, you’ll

  Century Complete Builder

  878 Waterworks Rd, Winston Salem, NC 27101
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  /11

  $289,000

  • 3 Beds
  • 1 Bath
  • 1,312 Sq Ft

  812 Holland St, Winston Salem, NC 27101

  Unique home with beautiful original hardwood floors. Large knotty pine bedroom with built in chest and knotty pine loft, that can be used for office or study. Both upper level. New tile shower. Home located near Granville Park and Washington Park, which has a dog park. Lots of storage space in basement, plus exterior entrance. Large front porch for relaxing. Owner will give $2,000 allowance for

  Bobbie Roberts Roberts Realty, Inc.

  

  812 Holland St, Winston Salem, NC 27101
• 

  

  

  /23

  $274,888

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,014 Sq Ft

  882 Waterworks Rd, Winston Salem, NC 27101

  Welcome home to our Essex plan, featuring 4 bedrooms, 2.5 bathrooms, and 2,014 square feet. The open-concept main floor offers a spacious family room that flows seamlessly into the dining area and modern kitchen. The kitchen shines with quartz countertops, stainless steel appliances, and white shaker-style cabinetry. Upstairs, you’ll find a generous owner’s suite complete with a walk-in closet

  Century Complete Builder

  882 Waterworks Rd, Winston Salem, NC 27101
• 

  $291,990

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,014 Sq Ft

  938 Waterworks Rd, Winston-Salem, NC 27101

  Welcome home to our Essex plan, featuring 4 bedrooms, 2.5 bathrooms, and 2,014 square feet. The open-concept main floor offers a spacious family room that flows seamlessly into the dining area and modern kitchen. The kitchen shines with quartz countertops, stainless steel appliances, and white shaker-style cabinetry. Upstairs, you’ll find a generous owner’s suite complete with a walk-in closet

  Century Complete Builder

  938 Waterworks Rd, Winston-Salem, NC 27101
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  /31

  $219,900

  $9K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,142 Sq Ft

  805 Salem Pointe Ln, Winston Salem, NC 27101

  SAY WHAT?! Go ahead-pinch yourself! Discover contemporary living in this beautifully updated townhome with NO HOA! Chic finishes & stylish updates flow throughout, creating a modern & inviting atmosphere perfect for everyday living & entertaining. Ideally situated in a fabulous location near the Truist Stadium, home to the Winston Salem DASH Baseball, you’ll enjoy easy access to downtown dining,

  Natasha HanHan Natasha Hanhan Triad Realty

  

  805 Salem Pointe Ln, Winston Salem, NC 27101
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  /34

  $313,400

  New Construction $2K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,006 Sq Ft

  135 Glasmere Ct, Winston-Salem, NC 27101

  Welcome to this stunning, all-brick home located in a wonderful gated community! As you enter, you're greeted by soaring 9-foot ceilings and natural light from the large windows. With exquisite crown molding adorning the kitchen cabinets, this spacious layout is ideal for both entertaining guests and enjoying cozy family evenings. Flowing seamlessly from the kitchen is the inviting living area

  Charlie Abdallah SM1 Property Solutions

  

  135 Glasmere Ct, Winston-Salem, NC 27101
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  /46

  $359,000

  $41K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,271 Sq Ft

  1004 Albert St, Winston Salem, NC 27101

  Just a short distance from WS Public House, Green St bridge and Dash Stadium, this cottage has been lovingly restored. Since 2022, it has been transformed both inside and out! With plenty of NEW (roof, gutters, windows, electrical, concrete driveway, HVAC), and preservation of the old (refinished and patched original hardwoods, exposed brick, restored front door and front porch), this 1908

  Heather Bowen Berkshire Hathaway HomeServices Carolinas Realty

  

  1004 Albert St, Winston Salem, NC 27101
• 

  $265,888

  New Construction

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

  910 Waterworks Rd, Winston-Salem, NC 27101

  Welcome to our Dupont floor plan. With 4 bedrooms, 3 bathrooms, and 1,774 square feet, this spacious two-story home offers a blend of comfort, versatility, and style. The open-concept kitchen, dining, and family areas provide a seamless space for everyday living and entertaining, complete with stainless steel appliances, white shaker cabinets, and quartz countertops. On the main floor, you’ll

  Century Complete Builder

  910 Waterworks Rd, Winston-Salem, NC 27101
• 

  /2

  $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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  /27

  $235,000

  $5K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,258 Sq Ft

  309 Beaumont St, Winston Salem, NC 27101

  One-level living near West Salem! This beautifully updated home features an open-concept floor plan perfect for entertaining and everyday living. Offering 3 spacious bedrooms plus a large bonus room ideal for a home office, playroom, or guest space. Fresh paint throughout, updated fixtures, and stylish renovations make this home move-in ready. The renovated kitchen and bath showcase granite

  Jose Melendez MCA Realty Int & Building Co. LLC

  

  309 Beaumont St, Winston Salem, NC 27101
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  /50

  $305,000

  $25K PRICE DROP

  • 3 Beds
  • 4 Baths
  • 1,752 Sq Ft

  415 S Poplar St, Winston Salem, NC 27101

  Well-maintained home located in the West Salem neighborhood of Winston-Salem featuring 3 bedrooms with ensuite baths, including two on the main level. Flex space can easily be converted into a 4th bedroom. The main level offers gorgeous hardwood floors, a spacious living room with open layout to the dining area and kitchen, and move-in-ready condition. The fully finished walk-out lower level

  Chris Pappalardo Keller Williams One

  

  415 S Poplar St, Winston Salem, NC 27101
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  /28

  $349,900

  Open Sun 2PM - 4PM $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,938 Sq Ft

  1005 Franklin St, Winston Salem, NC 27101

  This charming bungalow blends timeless character w/thoughtful modern updates & features plus the best backyard in the neighborhood! From the inviting rocking chair front porch to the soaring 10-foot ceilings, hardwood floors, picture rail molding & abundant natural light, this home exudes character. Bright living room w/classic tile FP. Formal dining room & updated kitchen featuring white

  Sarah Chrysson Keller Williams Realty Elite

  

  1005 Franklin St, Winston Salem, NC 27101
• 

  $284,990

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,014 Sq Ft

  914 Waterworks Rd, Winston-Salem, NC 27101

  Welcome home to our Essex plan, featuring 4 bedrooms, 2.5 bathrooms, and 2,014 square feet. The open-concept main floor offers a spacious family room that flows seamlessly into the dining area and modern kitchen. The kitchen shines with quartz countertops, stainless steel appliances, and white shaker-style cabinetry. Upstairs, you’ll find a generous owner’s suite complete with a walk-in closet

  Century Complete Builder

  914 Waterworks Rd, Winston-Salem, NC 27101
• 

  

  /31

  $334,500

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,626 Sq Ft

  969 Cotton St SW Unit 1037, Winston-Salem, NC 27101

  Discover this beautiful, newly constructed 3-bedroom, 2.5-bath home in downtown Winston-Salem! The Charlotte plan boasts 1,626 sq ft of beautifully designed living space, expansive 2-car garage and covered back porch. Enjoy an open layout featuring a spacious great room, dining room, well-appointed kitchen, kitchen island, and plenty of cabinet space. With 9-foot ceilings on first floor and

  Kaylee Wilson TLS Realty LLC

  

  969 Cotton St SW Unit 1037, Winston-Salem, NC 27101

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