Homes for Sale in 27104

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  /30

  $285,000

  $20K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,415 Sq Ft

  581 Clyde Dr, Winston Salem, NC 27104

  Charming updated brick ranch offers timeless character, modern style, and a functional layout tucked away at the end of a cul-de-sac. The open living area with built-ins flows seamlessly into a stunning updated kitchen featuring navy cabinetry, sleek countertops, stainless steel appliances, and a farmhouse sink. The cozy den just off the kitchen showcases a working wood-burning fireplace,

  Jamie Gentry Keller Williams Unified

  

  581 Clyde Dr, Winston Salem, NC 27104
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  /50

  $214,900

  • 2 Beds
  • 2 Baths
  • 1,580 Sq Ft

  429 Herndon Dr, Winston Salem, NC 27104

  Move-in ready townhouse with many upgrades. Kitchen cabinet upgrades, stone counter tops, tile bathrooms, tiled shower with dual heads, LVP in bedrooms and basement rec room, freshly painted, smooth ceilings, replacement windows and doors, mini-split HVAC in basement, whole house water filtration system, awning and shade screen for the deck; W/D, refrig, and microwave convey. Convenient access to

  Joseph Transou Transou Realty LLC

  

  429 Herndon Dr, Winston Salem, NC 27104
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  /50

  $499,000

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,377 Sq Ft

  1156 Huntingdon Rd, Winston Salem, NC 27104

  OPEN HOUSE 5/17 from 2-4! Welcome to this beautifully updated 3-bedroom 2-bath home in the highly sought-after Sherwood Forest neighborhood. Thoughtfully renovated and move-in ready, this home features a permitted addition with newly stained hardwoods, a spacious primary suite, and a spa-like en suite bath with quartz finishes and soaking tub. Multiple laundry options add convenience with hookups

  Lindsey King R&B Legacy Group

  

  1156 Huntingdon Rd, Winston Salem, NC 27104
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  /6

  $649,000

  • 3 Beds
  • 2.5 Baths
  • 1,953 Sq Ft

  2529 Buena Vista Rd, Winston Salem, NC 27104

  Professional photos and a walk-through video will be available on 5/19. In one of Winston-Salem’s most sought-after areas. This inviting home offers timeless charm, comfortable living spaces, and a location that is hard to beat. Enjoy close proximity to shopping, dining, parks, medical centers, downtown Winston-Salem, and major roadways, and be within walking distance of Whitaker Elementary

  Steven Montgomery Berkshire Hathaway HomeServices Carolinas Realty

  

  2529 Buena Vista Rd, Winston Salem, NC 27104
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  /2

  $235,000

  306 Auburndale St, Winston Salem, NC 27104

  Well-maintained duplex offering two 2-bedroom, 1-bath units in an established area with strong rental appeal. The lower unit has been recently updated with fresh paint, new carpet, and additional improvements, providing a clean and refreshed living space. The upper unit is occupied by a long-term tenant of over 10 years, offering added stability for investors. Property features newer roof, HVAC

  Marcel Perez Ayala Alterna Real Estate

  

  306 Auburndale St, Winston Salem, NC 27104
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  /50

  $299,000

  • 5 Beds
  • 3 Baths
  • 2,793 Sq Ft

  1009 W Twenty-Fifth St, Winston-Salem, NC 27104

  Conveniently located close to downtown Winston Salem and Wake Forest University, this beautifully updated home offers over half an acre within city limits, a rare find! With 5 bedrooms and 3 located on the main level, this home offers incredible flexibility and great use of space. Updated in 2023, the home offers an open floor plan with a spacious kitchen flowing seamlessly into the living area,

  Nyasha Anderson Berkshire Hathaway HomeServices Yost & Little Realty

  

  1009 W Twenty-Fifth St, Winston-Salem, NC 27104
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  /2

  Call for Price

  New Construction Coming Soon

  • 4 Beds
  • 3.5 Baths
  • 3,150 Sq Ft

  918 Passion Ct, Winston-Salem, NC 27104

  10 stunning luxury homes to be constructed in this incredibly located new Lavender Hill neighborhood. Each professionally designed and unique residence will be built using top notch materials, energy efficient appliances, and will combine modern living spaces with timeless design and abundant natural light. Nestled between New Sherwood and Old Sherwood Forest--just minutes from US421, I-40 and

  Patricia Valier Your Compass Realty

  

  918 Passion Ct, Winston-Salem, NC 27104
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  /25

  $279,900

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  424 Auburndale St, Winston Salem, NC 27104

  Lovely completely remodeled 3 BR 2 Ba home on large, peaceful lot in the city near everything. 1152 sq ft 0.68 ac. Huge lot – Great Back Yard. Located in a quiet residential neighborhood on a cul de sac. All new kitchen with movable island, New Stainless-Steel appliances (Fridge, Stove, Over-stove Microwave, Dishwasher),Renovated Bathrooms with Tiled Tub/Shower, Vanities, Fixtures, and

  Andrea Ochoa Collective Realty LLC

  

  424 Auburndale St, Winston Salem, NC 27104
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  /13

  $189,900

  $20K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 974 Sq Ft

  656 Rock Garden Cir, Winston Salem, NC 27104

  Don't miss out on this charming 2-bedroom, 1.5-bath Winston-Salem gem. Spanning nearly 1,000 sq ft of thoughtfully designed living space, this townhouse perfectly blends comfort with convenience. Newly updated kitchen and half bathroom! From the inviting front porch to the move-in-ready interior, every inch of this home feels like a retreat. You are still just minutes away from premier shopping,

  Luis Padilla-Munoz Smart Move Group

  

  656 Rock Garden Cir, Winston Salem, NC 27104
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  /50

  $1,924,000

  $226K PRICE DROP

  • 6 Beds
  • 8 Baths
  • 5,829 Sq Ft

  3560 Kirklees Rd, Winston Salem, NC 27104

  City-close & Country Quiet! Exclusive Premier offering, designed by architect Randy Barfield on 1.89 secluded acres in the heart of Winston-Salem! Private access to 17+acres with nature trails along Silas Creek. Quality & craftsmanship shine through the amenities with hardwood floors, grand hearths & mantles, & gorgeous millwork. Oversized doors, coffered ceilings & 10-foot ceilings give the main

  Carrera Poe Tyson Mayberry Poe Realty

  

  3560 Kirklees Rd, Winston Salem, NC 27104
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  /32

  $295,000

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  4811 Tiffany Ave, Winston Salem, NC 27104

  Welcome home to this charming 3BR/2BA Cape Cod style home conveniently located near dining, shopping, and major highways. The main level features new LVP flooring and neutral paint throughout. It includes a cozy living room with a gas log fireplace and built-in bookcases, as well as a spacious eat-in kitchen equipped with granite countertops and stainless-steel appliances. The large main-level

  Emily Phipps Keller Williams Realty Elite

  

  4811 Tiffany Ave, Winston Salem, NC 27104
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  /34

  $535,000

  • 4 Beds
  • 3 Baths
  • 2,740 Sq Ft

  706 Friar Tuck Rd, Winston Salem, NC 27104

  It may be location, location, location, but main-level living and plentiful storage are on the short list, too. Impossible to find it all in one house? Not when you consider 706 Friar Tuck Rd., a classic ranch in Sherwood Forest. With four bedrooms, three full baths, and several living areas, the house also has a full basement: the finished part could be guest or rec room, while the unfinished

  Margaret Felts Leonard Ryden Burr Real Estate

  

  706 Friar Tuck Rd, Winston Salem, NC 27104
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  /40

  $599,000

  $26K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,607 Sq Ft

  428 Biscayne St, Winston Salem, NC 27104

  Come see this custom-built transitional gem by acclaimed builder, Don Hamrick. Nestled on a lushly landscaped yard in a quiet corner of Buena Vista & close to everything, this 3 BR, 3 Bath one level with a bonus room ( 3rd BR &bath) boasts a NEW Roof (4/2026), lovely open floor plan, sparkling hardwood floors and easy living for aging in place (handicapped accessible)! A corner FP plus built-ins

  Mary Preston Yates Leonard Ryden Burr Real Estate

  

  428 Biscayne St, Winston Salem, NC 27104
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  /19

  $334,900

  • 3 Beds
  • 2 Baths
  • 1,608 Sq Ft

  336 Lawndale Dr, Winston Salem, NC 27104

  Move-in ready three-bedroom, two-bathroom home located in the established Lawndale Acres neighborhood. This residence offers a classic layout featuring a cozy fireplace as the centerpiece of the main living area, perfect for creating a warm and inviting atmosphere. The heart of the home is the updated kitchen, which boasts durable granite countertops and sleek stainless steel appliances, making

  Robert Salmons Entera Realty LLC

  

  336 Lawndale Dr, Winston Salem, NC 27104
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  /31

  $350,000

  • 4 Beds
  • 2.5 Baths
  • 1,805 Sq Ft

  101 Windsor Gate Ct, Winston Salem, NC 27104

  Sun-drenched Living in Winston Salem's Windsor Gate! If you are looking for a movr-in-ready home in a premier school district, your search ends at 101 Windsor Gate Ct. This beautifully maintained 4-bedroom, 2.5-bath residence is the perfect santuary for modern living. The living room features stunning sky windows that flood the main level with natural light throughout the day. You couls also

  Young Kim Youngs Home & Business Realty

  

  101 Windsor Gate Ct, Winston Salem, NC 27104
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  /11

  $850,000

  1823,1827, & 1831 First St W, Winston-Salem, NC 27104

  Investors Paradise! Lock down your prime location in the heart of Winston Salem, minutes away from Baptist Hospital. This package includes 3 parcels. 1823, 1827, & 1831 West First Street. Total of 1.38 acres. There are 2 houses currently rented on this property. The back parcel is .6 acres that backs up to Runnymede Road.

  Christine Bresky

  

  1823,1827, & 1831 First St W, Winston-Salem, NC 27104
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  /43

  $955,000

  • 4 Beds
  • 4 Baths
  • 3,957 Sq Ft

  1943 Robinhood Rd, Winston Salem, NC 27104

  The bright blue door could be the first hint that this house, while traditional, has splashes of wow and bits of whimsy throughout. Built in 1940, some rooms retain the charm and character of that time while others have been updated with panache and pizzazz. First on the list for the latter is the kitchen – quartzite countertops, premium appliances, abundant storage, even a window seat! Four

  Margaret Felts Leonard Ryden Burr Real Estate

  

  1943 Robinhood Rd, Winston Salem, NC 27104
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  /9

  $105,000

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  3818 Country Club Rd Unit D, Winston Salem, NC 27104

  This two-bedroom, one bathroom condo presents a solid investment opportunity. This unit can be sold as a single investment, or as a package with seven other units. The condo is conveniently located near shopping, dining, healthcare facilities, and major highways/interstate access, enhancing its appeal to potential occupants. ** Do Not Disturb Occupants ** Requires 24 hours notice for showing **

  Donna Kiger Real Broker LLC

  

  3818 Country Club Rd Unit D, Winston Salem, NC 27104
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  /48

  $639,000

  $30K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,302 Sq Ft

  104 Westhaven Cir, Winston Salem, NC 27104

  Experience the charm and elegance of this custom and updated Tudor designed home in a private community. BRAND NEW WINDOWS throughout the entire home provide natural light and a fresh look. Enjoy the updated kitchen and baths throughout. The roof was updated in 2018, and recent upgrades include a natural gas furnace and a garage door motor in 2024. The front door, bay window, and window shutters

  Debbie Simpson RE/MAX Impact Realty

  

  104 Westhaven Cir, Winston Salem, NC 27104
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  /19

  $370,359

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,016 Sq Ft

  5230 Amaryllis Way, Winston Salem, NC 27104

  At the heart of this new two-story home is a spacious, open-concept floorplan designed for shared living and entertaining. It includes a sprawling Great Room, a fully equipped kitchen with a center island and an adjacent breakfast nook, which extends further out into a desirable patio. Residing on the top floor is a versatile loft surrounded by two secondary bedrooms and a tranquil owner’s suite.

  Lennar Builder

  5230 Amaryllis Way, Winston Salem, NC 27104
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  /30

  $275,000

  • 2 Beds
  • 2 Baths
  • 1,060 Sq Ft

  158 Westmont Dr, Winston Salem, NC 27104

  Orlando Diaz eXp Realty

  

  158 Westmont Dr, Winston Salem, NC 27104
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  /29

  $179,500

  • 2 Beds
  • 2.5 Baths
  • 1,322 Sq Ft

  203 Lamplighter Cir, Winston Salem, NC 27104

  Pretty and Convenient Established Community w/ Two Assigned Parking Spaces in Front of Townhome. HOA Covers Exterior & Water/Sewer (See Attachments). Move in Ready w/ All Appliances Included plus TV in Master. Tile Floor Kitchen & Entryway, Engineered Bamboo in Dining & Living Room. Almost New Carpet Upstairs. Primary Bedroom has Ensuite Bath - Hall Bath w/ Tub/Shower & Tile Floor. Remote Ceiling

  Michael Adamson Realty Executives W/S

  

  203 Lamplighter Cir, Winston Salem, NC 27104
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  /36

  $314,900

  Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,407 Sq Ft

  714 Woodbury Knolls Dr, Winston Salem, NC 27104

  Pristine one-level home w/ attached 2-car garage. This home offers SO MANY renovations new in 2026. Gorgeous Luxury Vinyl Plank flooring & freshly painted throughout. Plantation shutters. Glorious Kitchen w/ soft-close cabinets, quartz countertops, soaring ceiling, new lighting and a cabinet-pantry! Also new in 2026: oven, microwave and dishwasher. Spacious primary bedroom with attached spa-like

  Carrera Poe Tyson Mayberry Poe Realty

  

  714 Woodbury Knolls Dr, Winston Salem, NC 27104
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  /38

  $599,900

  • 4 Beds
  • 3.5 Baths
  • 5,264 Sq Ft

  5140 River Chase Ridge, Winston Salem, NC 27104

  Convenient location, off Peacehaven between Hwy. 421 and Country Club Rd. in the beautiful Huntcliff Development. House is located on a dead end street, quiet and mostly wooded. Freshly painted, new carpeting, nicely landscaped. Heated sunroom overlooks wooded backyard or enjoy the massive deck with a rectangular firepit. Cook's kitchen with generous granite countertops, lots of cabinets. Ideal

  Dan Sawyers RE/MAX Preferred Properties

  

  5140 River Chase Ridge, Winston Salem, NC 27104
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  /43

  $319,900

  • 4 Beds
  • 2.5 Baths
  • 1,941 Sq Ft

  620 Lantern Ridge Dr, Winston-Salem, NC 27104

  $8000 seller concession!! Welcome to this beautiful property offering a versatile layout and plenty of space. The home features two bedrooms and one full bath on the main level, with two additional bedrooms and a full bath upstairs, providing flexibility for family, guests, or a home office setup. The living area includes a cozy fireplace, perfect for relaxing evenings. The heart of the home is

  Judit Lewis Lewis Realty Group, LLC

  

  620 Lantern Ridge Dr, Winston-Salem, NC 27104
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  /22

  $329,199

  New Construction $21K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,928 Sq Ft

  5277 Amaryllis Way, Winston-Salem, NC 27104

  This brand-new two-story home features an inviting open-concept layout on the first floor consisting of a stylish kitchen, breakfast nook and Great Room for seamless entertaining. Three bedrooms are located upstairs, including the expansive owner’s suite, which includes dual walk-in closet and an en-suite bathroom. A two-car garage completes the home.

  Lennar Builder

  5277 Amaryllis Way, Winston-Salem, NC 27104
• 

  

  /19

  $125,000

  • 2 Beds
  • 1.5 Baths
  • 1,020 Sq Ft

  309 Vineyard Park Ct Unit 27, Winston Salem, NC 27104

  Discover the perfect blend of convenience, affordability, and strategic flexibility at 309 Vineyard Park Ct. Nestled within the established and Little Creek condo community, this charming 2-bedroom, 1.5-bathroom, two-story residence is a rare find in the 27104 zip code. Whether you are a seasoned investor looking to strengthen your portfolio or a first-time buyer searching for an entry point into

  Zena Krogedal Keller Williams Ballantyne Area Market Center

  

  309 Vineyard Park Ct Unit 27, Winston Salem, NC 27104
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  /25

  $362,999

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,169 Sq Ft

  Westbury Plan at Reynolds Crossing, Winston-Salem, NC 27104

  This new two-story home delivers modern comfort with ample room to grow and entertain. Upon entry is a double-height foyer that flows to a spacious open-concept design situated among the family room, modern kitchen and breakfast room, perfect for seamless everyday living. An intimate rear patio offers serene outdoor moments. The second level is occupied by a large loft for additional shared

  Lennar Builder

  5412 Hydrangea St Unit 36035422, Winston-Salem, NC 27104
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  /38

  $331,009

  New Construction $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,928 Sq Ft

  5283 Amaryllis Way, Winston-Salem, NC 27104

  This brand-new two-story home features an inviting open-concept layout on the first floor consisting of a stylish kitchen, breakfast nook and Great Room for seamless entertaining. Three bedrooms are located upstairs, including the expansive owner’s suite, which includes dual walk-in closet and an en-suite bathroom. A two-car garage completes the home.

  Lennar Builder

  5283 Amaryllis Way, Winston-Salem, NC 27104
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  /30

  $349,900

  • 4 Beds
  • 3 Baths
  • 2,504 Sq Ft

  1518 Cloverdale Ave, Winston Salem, NC 27104

  Possibilities await in this 1920s gem filled with character and space! Large rooms and high ceilings create an open, inviting feel throughout. Located just minutes from hospitals and shopping, with ample off-street parking. Add your personal touch and make it truly yours!

  Chase Troxell Leonard Ryden Burr Real Estate

  

  1518 Cloverdale Ave, Winston Salem, NC 27104
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  /36

  $539,900

  • 3 Beds
  • 2 Baths
  • 2,492 Sq Ft

  453 Plymouth Ave, Winston Salem, NC 27104

  Charming one-level rambler in sought-after Country Club Estates. This home features a spacious sunroom and a large, beautifully finished deck perfect for entertaining or relaxing outdoors. Mature landscaping and a comfortable floorplan offer immediate livability—or renovate to your taste. Buyers and builders might even want to explore new construction! Don't miss this rare opportunity to create

  William Durham Berkshire Hathaway HomeServices Carolinas Realty

  

  453 Plymouth Ave, Winston Salem, NC 27104
• 

  

  /19

  $366,859

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,023 Sq Ft

  5537 Hydrangea St, Winston Salem, NC 27104

  At the heart of this new two-story home is a spacious, open-concept floorplan designed for shared living and entertaining. It includes a sprawling Great Room, a fully equipped kitchen with a center island and an adjacent breakfast nook, which extends further out into a desirable patio. Residing on the top floor is a versatile loft surrounded by two secondary bedrooms and a tranquil owner’s suite.

  Lennar Builder

  5537 Hydrangea St, Winston Salem, NC 27104

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