7,769

Homes in ZIP Code 27101

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  • /39

    $434,900

    • 3 Beds
    • 2 Baths
    • 2,049 Sq Ft

    123 S Sunset Dr, Winston Salem, NC 27101

    OPEN HOUSE @ SUNDAY 11AM TO 1PM 09-13-2026Classic 1925 bungalow with unbelievable charm and character — original hardwoods, trim, and windows, tall ceilings, a massive covered front porch. 3BR/2BA, 2,044 heated sq ft in a stellar location, primary bedroom on the main level. Newer main-level HVAC, central multi-zone cooling. Updated kitchen with SS appliances. Detached one-car garage plus

    Jason Coleman eXp Realty

    123 S Sunset Dr, Winston Salem, NC 27101
  • /2

    $895 Per Month

    • 2 Beds
    • 1 Bath
    • Apartment for Rent

    151 Westdale Ave, Winston Salem, NC 27101

    Michael Swinson Home Real Estate Co.

    151 Westdale Ave, Winston Salem, NC 27101
  • /15

    $231,000

    Sold Apr 23, 2026

    3315 New Greensboro Rd, Winston-Salem, NC 27101

    • 3 Beds
    • 2 Baths
    • 1,162 Sq Ft
    • Built 2026

    Last Sold Summary

    • $199/SF
    • 28 Days On Market

    Last Listing Agent Daniel Shipwash Fathom Realty

    3315 New Greensboro Rd, Winston-Salem, NC 27101
    • /50

      Est $367,768

      Not Listed For Sale

      764 Conestoga Trail, Winston Salem, NC 27101

      • 2 Beds
      • 2 Baths
      • 1,700 Sq Ft
      • Built 1984
      764 Conestoga Trail, Winston Salem, NC 27101

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Wendy Owens Keller Williams Realty

  • /38

    $449,900

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,404 Sq Ft

    4617 Kellys Trail, Winston Salem, NC 27101

    Step into a world of timeless elegance with this one-story, brick home, perfectly blending convenience and luxury. Featuring a split bedroom floorplan and a bonus room, this home boasts a grand Primary Suite, exquisite marble, tile, granite, and hardwood floors throughout. Outside, enjoy a secluded yard with a sunken stamped concrete patio. Truly a must-see property where only the best was used!

    Ramon Lomeli Smart Move Group

    4617 Kellys Trail, Winston Salem, NC 27101
  • /27

    $3,800 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,896 Sq Ft
    • House for Rent

    119 S Marshall St, Winston-Salem, NC 27101

    ****Furnished!****Fully Furnished Downtown Home for Rent – 119 S. Marshall Street3D Tour Link Experience comfortable, stylish living in this beautifully furnished home located at 119 S. Marshall Street in the heart of downtown Winston-Salem. This move-in-ready residence offers a rare opportunity to enjoy a fully furnished rental with convenience, charm, and an

    119 S Marshall St, Winston-Salem, NC 27101
  • /43

    $265,000

    Sold Jul 13, 2026

    3627 Signet Dr, Winston Salem, NC 27101

    • 3 Beds
    • 2 Baths
    • 1,691 Sq Ft
    • Built 2000

    Last Sold Summary

    • 8% Below List Price
    • $157/SF
    • 68 Days On Market

    Current Estimated Value $279,049

    Last Listing Agent Lindsey King R&B Legacy Group

    3627 Signet Dr, Winston Salem, NC 27101
    • /20

      Est $256,830

      Not Listed For Sale

      5000 Carbine Ct, Winston Salem, NC 27101

      • 3 Beds
      • 2 Baths
      • 1,350 Sq Ft
      • Built 1979
      5000 Carbine Ct, Winston Salem, NC 27101

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent James Kirchner Navigate Realty LLC

  • /24

    $205,500

    $22K PRICE DROP
    • 1 Bed
    • 1.5 Baths
    • 818 Sq Ft

    315 N Spruce St Unit 301, Winston Salem, NC 27101

    Downtown living at its finest awaits in this charming historic building! This beautifully maintained 1-bed, 1.5-bath features an open living & dining area. The well-appointed kitchen includes granite countertops, a convenient pass-through, and newer appliances (2021), all complemented by durable luxury vinyl plank flooring throughout. The generously sized bedroom offers ample closet space and a

    David Wingler Red Bear Ventures LLC

    315 N Spruce St Unit 301, Winston Salem, NC 27101
  • /10

    $865 Per Month

    • 1 Bed
    • 1 Bath
    • Apartment for Rent

    1426 Glade St Unit 2, Winston Salem, NC 27101

    Fresh paint and laminate hardwoods throughout. Stainless steel appliances, off-street parking. Come check out a key at our office today!

    Lora Myers Ogburn Properties

    1426 Glade St Unit 2, Winston Salem, NC 27101
  • /8

    $25,000

    Sold May 15, 2026

    4311 Old Greensboro Rd, Winston Salem, NC 27101

    • Land
    • 12,196 Sq Ft
    • $89,286 per Acre

    Last Sold Summary

    • 2 Days On Market

    Last Listing Agent Parker Ward Ward & Ward Properties, LLC

    4311 Old Greensboro Rd, Winston Salem, NC 27101
    • /43

      Est $299,904

      Not Listed For Sale

      741 Sagebrush Trail, Winston Salem, NC 27101

      • 3 Beds
      • 2 Baths
      • 1,181 Sq Ft
      • Built 1980
      741 Sagebrush Trail, Winston Salem, NC 27101

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Spencer Harrell Real Broker LLC

  • /34

    $299,900

    $25K PRICE DROP Under Contract
    • 4 Beds
    • 3 Baths
    • 2,385 Sq Ft

    4328 Stokesdale Ave, Winston Salem, NC 27101

    SELLER OFFERING $5000 IN CLOSING COSTS AND/OR 2/1 BUYDOWN!! Welcome home to this spacious one-level residence on over 1.5 acres near Walkertown, Kernersville, & Winston-Salem. Fresh paint & new flooring throughout create a move-in-ready feel. The great room features a fireplace and opens to the kitchen, which offers new countertops, freshly painted cabinetry, & an open layout to the oversized

    Gabe Price Coldwell Banker Advantage

    4328 Stokesdale Ave, Winston Salem, NC 27101
  • /10

    $875 Per Month

    • 2 Beds
    • 1 Bath
    • House for Rent

    224 N Dunleith Ave, Winston-Salem, NC 27101

    ***AVAILABLE NOW***224 N Dunleith Ave, Winston-Salem, NC 271012-bedroom | 1-bathroom single-family home$875.00 a month | $875.00 Security DepositStainless steel refrigerator and stove included; washer connection. LVP flooring, central HVAC, covered front porch, rental assistance accepted, strictly no pets, and strictly smoke-free.Step inside this two-story home featuring a

    224 N Dunleith Ave, Winston-Salem, NC 27101
  • /23

    $279,991

    Sold Feb 25, 2026

    866 Waterworks Rd, Winston-Salem, NC 27101

    • 4 Beds
    • 2.5 Baths
    • 2,014 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 5% Below List Price
    • $139/SF
    • 7 Days On Market

    Century Complete Creekbend

    866 Waterworks Rd, Winston-Salem, NC 27101
    • /29

      Est $282,178

      Not Listed For Sale

      732 Sagebrush Trail, Winston Salem, NC 27101

      • 3 Beds
      • 2 Baths
      • 1,100 Sq Ft
      • Built 1981
      732 Sagebrush Trail, Winston Salem, NC 27101

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Cassady Caven eXp Realty LLC

  • /34

    $241,900

    Under Contract
    • 2 Beds
    • 1 Bath
    • 847 Sq Ft

    619 Laurel St, Winston Salem, NC 27101

    Charming home located on a low traffic street close to downtown, hospitals, shopping, dining and much more. Beautifully renovated, spacious rooms with inviting arched doorways. Kitchen has lots of cabinets and easy access to the deck for entertaining or enjoying the spacious, fenced backyard. Laundy room includes a utility sink. W/D negotiable with substantial offer. Perfect starter home in the

    Donna Whitman Keller Williams Realty Elite

    619 Laurel St, Winston Salem, NC 27101
  • /2

    $895 Per Month

    • 2 Beds
    • 1 Bath
    • House for Rent

    2931 Old Greensboro Rd, Winston Salem, NC 27101

    Michael Swinson Home Real Estate Co.

    2931 Old Greensboro Rd, Winston Salem, NC 27101
  • /34

    $375,000

    Sold Mar 04, 2026

    836 Oak St NW Unit 304, Winston-Salem, NC 27101

    • 2 Beds
    • 1 Bath
    • 1,316 Sq Ft
    • Built 1920

    Last Sold Summary

    • 6% Below List Price
    • $285/SF
    • 12 Days On Market

    Current Estimated Value $381,216

    Last Listing Agent Scott Marshall RE/MAX Preferred Properties

    836 Oak St NW Unit 304, Winston-Salem, NC 27101
    • /37

      Est $219,261

      Not Listed For Sale

      4680 Reidsville Rd, Winston Salem, NC 27101

      • 2 Beds
      • 1 Bath
      • 1,057 Sq Ft
      • Built 1955
      4680 Reidsville Rd, Winston Salem, NC 27101

      Last Sold Summary

      • 25 Days On Market

      Last Listing Agent Laura Emert eXp Realty

  • /20

    $175,000

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft

    558 Kinard Dr, Winston Salem, NC 27101

    Come see this move-in ready 3 bedroom, 1 bath ranch complete with a new roof, paint, flooring and plumbing fixtures. This home also comes with central heat and air, and insulated windows and doors. Experience one level living upstairs with a full unfinished basement that includes the washer and dryer downstairs.

    Reiner Kamper Ardmore Realty and Winston Salem Real Estate LLC

    558 Kinard Dr, Winston Salem, NC 27101
  • /5

    $995 Per Month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    805 W End Blvd Unit B-4, Winston-Salem, NC 27101

    This 1 bedroom, 1 bathroom apartment is on the first floor and has electric heat, a/c, carpet and luxury vinyl plank flooring, there is coin laundry available. Stove, refrigerator, dishwasher, microwave and water are included in the monthly rent.Call our office if you are interested at ! You may come to our office between 8:30 a.m. and 5 p.m. to check out a key. We require a refundable

    805 W End Blvd Unit B-4, Winston-Salem, NC 27101
  • /32

    $307,000

    Sold Oct 17, 2025

    836 Oak St NW, Winston-Salem, NC 27101

    • 2 Beds
    • 2 Baths
    • 1,048 Sq Ft
    • Built 1920

    Last Sold Summary

    • 6% Below List Price
    • $293/SF
    • 35 Days On Market

    Last Listing Agent Jennifer Sapp Howard Hanna Allen Tate - Winston Salem

    836 Oak St NW, Winston-Salem, NC 27101
    • /35

      Est $503,834

      Not Listed For Sale

      4620 Katies Trail, Winston Salem, NC 27101

      • 5 Beds
      • 2.5 Baths
      • 2,300 Sq Ft
      • Built 2004
      4620 Katies Trail, Winston Salem, NC 27101

      Last Sold Summary

      • 43 Days On Market

      Last Listing Agent Brooke Cashion Howard Hanna Allen Tate Kernersville

  • /30

    $319,000

    • 1 Bed
    • 1 Bath
    • 967 Sq Ft

    101 N Chestnut St Unit 4, Winston Salem, NC 27101

    Experience the heartbeat of the city from this exceptional studio in the historic Albert Hall. This loft merges industrial character-exposed brick, 14-foot ceilings, and maple floors-with modern convenience. Featuring a large kitchen, cozy sunroom, and the rare luxury of three secure parking spaces, this is downtown living refined. Walkability is unmatched, with the best of the city's arts,

    Charlie Watkins Leonard Ryden Burr Real Estate

    101 N Chestnut St Unit 4, Winston Salem, NC 27101
  • /2

    $995 Per Month

    • 3 Beds
    • 1 Bath
    • House for Rent

    1416 E Twenty Fourth St, Winston Salem, NC 27101

    Michael Swinson Home Real Estate Co.

    1416 E Twenty Fourth St, Winston Salem, NC 27101
  • /24

    $170,350

    Sold Apr 08, 2026

    558 Chandler St, Winston Salem, NC 27101

    • 3 Beds
    • 2 Baths
    • 1,136 Sq Ft
    • Built 2001

    Last Sold Summary

    • 4% Below List Price
    • $150/SF
    • 54 Days On Market

    Current Estimated Value $171,000

    Last Listing Agent Kevin Satornino The Satornino Group brokered by eXp Realty

    558 Chandler St, Winston Salem, NC 27101
    • /29

      Est $340,094

      Not Listed For Sale

      4599 Old Belews Creek Rd, Winston Salem, NC 27101

      • 2 Beds
      • 1 Bath
      • 1,300 Sq Ft
      • Built 1969
      4599 Old Belews Creek Rd, Winston Salem, NC 27101

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Kristi Idol RE/MAX Preferred Properties

  • /33

    $112,500

    $3K PRICE DROP Pending
    • 2 Beds
    • 1 Bath
    • 850 Sq Ft

    1935 Maryland Ave, Winston Salem, NC 27101

    Nicely updated cottage. New heat pump in 2026, lvp and laminate flooring throughout, fresh paint. This property has a nice unfinished basement with high ceilings for great storage and/or work shop.

    Joe Luck One Source NC Realty

    1935 Maryland Ave, Winston Salem, NC 27101
  • /4

    $1,720 Per Month

    • 2 Beds
    • 2 Baths
    • 941 Sq Ft
    • 101 E. Sixth St.

    101 E 6th St Unit 107, Winston-Salem, NC 27101

    Winston Factory Lofts consists of two buildings, both originally built as Hanes Knitting Factories in the early 1900’s.

    101 E 6th St Unit 107, Winston-Salem, NC 27101
  • /33

    $300,000

    Sold Nov 03, 2025

    821 Holland St SW, Winston-Salem, NC 27101

    • 3 Beds
    • 1 Bath
    • 1,270 Sq Ft
    • Built 1947

    Last Sold Summary

    • 5% Below List Price
    • $236/SF
    • 7 Days On Market

    Current Estimated Value $294,225

    Last Listing Agent Celia DiGiovanni Howard Hanna Allen Tate - Winston Salem

    821 Holland St SW, Winston-Salem, NC 27101
    • /50

      Est $455,295

      Not Listed For Sale

      4625 Kellys Trail, Winston Salem, NC 27101

      • 3 Beds
      • 2.5 Baths
      • 2,297 Sq Ft
      • Built 2006
      4625 Kellys Trail, Winston Salem, NC 27101

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Kristin Ranson Leonard Ryden Burr Real Estate

  • /37

    $380,000

    $35K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,254 Sq Ft

    1444 W 4th St, Winston Salem, NC 27101

    Back of the Market at No Fault of the Seller. Prepare to be captivated by this exquisite renovated bungalow, brimming with modern amenities. Upon entering, you’ll find a spacious living area that opens up to the dining room. The kitchen boasts new cabinets, quartz countertops, and a custom coffee bar. The main level features a bedroom and a custom bathroom with a tile shower. Upstairs, you’ll

    Sherri Pegg ERA Live Moore

    1444 W 4th St, Winston Salem, NC 27101
  • /7

    $750 Per Month

    • 1 Bed
    • 1 Bath
    • Apartment for Rent

    164 W End Blvd Unit 5, Winston Salem, NC 27101

    Charming unit in West End with hardwood floors, stove, and fridge. Private entrance on side of building. Come check out a key at our office today!

    Lora Myers Ogburn Properties

    164 W End Blvd Unit 5, Winston Salem, NC 27101
  • /50

    $830,000

    Sold Sep 18, 2025

    1 Park Vista Ln Unit 430, Winston-Salem, NC 27101

    • 3 Beds
    • 2.5 Baths
    • 2,121 Sq Ft
    • Built 2007

    Last Sold Summary

    • 16% Below List Price
    • $391/SF
    • 48 Days On Market

    Current Estimated Value $842,483

    Last Listing Agent Lloyd Dillon Berkshire Hathaway HomeServices Carolinas Realty

    1 Park Vista Ln Unit 430, Winston-Salem, NC 27101
    • /17

      Est $202,582

      Not Listed For Sale

      4720 Plata Dr, Winston Salem, NC 27101

      • 3 Beds
      • 2 Baths
      • 1,100 Sq Ft
      • Built 1969
      4720 Plata Dr, Winston Salem, NC 27101

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Cathy Bailey Capstone Properties LLC

  • /44

    $360,000

    $5K PRICE DROP Pending
    • 3 Beds
    • 2.5 Baths
    • 1,660 Sq Ft

    303 Settlers Run Dr, Winston Salem, NC 27101

    Come and get it! You want to close to downtown but not too close? Quiet street? Close to Old Salem? Updated? This dollhouse is ready for you. The sun-filled Living room with a corner FP and bay window welcomes you and your guests. Pass through to a generous Dining Room, leading into an updated Kitchen with SS appliances, granite tops and Laundry area. Main level bedroom with En Suite Bath, could

    Cathy Richardson Berkshire Hathaway HomeServices Carolinas Realty

    303 Settlers Run Dr, Winston Salem, NC 27101
  • /13

    $1,800 Per Month

    • 2 Beds
    • 1 Bath
    • House for Rent

    620 S Broad St, Winston-Salem, NC 27101

    2BR/1BA RENTAL – NEAR DOWNTOWN WINSTON-SALEM! $1,800/month | $1,800 security deposit This charming 2-bedroom, 1-bathroom home is conveniently located near downtown Winston-Salem and within walking distance to restaurants, bars, breweries, farmers markets, coffee shops, shopping, entertainment & more! Property Features: • Fully fenced-in backyard • Built-in dog door •

    620 S Broad St, Winston-Salem, NC 27101
  • /40

    $167,000

    Sold Feb 17, 2026

    325 Gregory St SW, Winston-Salem, NC 27101

    • 2 Beds
    • 1 Bath
    • 852 Sq Ft
    • Built 1953

    Last Sold Summary

    • 12% Below List Price
    • $196/SF
    • 65 Days On Market

    Current Estimated Value $165,533

    Last Listing Agent David Winston KELLER WILLIAMS REALTY

    325 Gregory St SW, Winston-Salem, NC 27101
    • /31

      Est $267,300

      Not Listed For Sale

      4691 Palace Ave, Winston Salem, NC 27101

      • 3 Beds
      • 2 Baths
      • 1,361 Sq Ft
      • Built 1970
      4691 Palace Ave, Winston Salem, NC 27101

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Spencer Harrell Real Broker LLC

Showing Results 161 - 200, Page 5 of 18

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