Homes for Sale near St. Leo Catholic School

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  /50

  $1,390,000

  • 4 Beds
  • 6 Baths
  • 5,168 Sq Ft

  1021 Kent Mews Ct, Winston Salem, NC 27104

  Located in Buena Vista on over an acre lot. This stately home has a private setting on a knoll tucked into the back of the Reynolda Place neighborhood. At over 5,000 square feet this four bedroom, four and two half-bath home has room for everyone to have their own private bath and personal space. Main level primary bedroom with access to the patio. Two story great room also opens to the rear

  Mike Mulkey Leonard Ryden Burr Real Estate

  

  1021 Kent Mews Ct, Winston Salem, NC 27104
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  /32

  $625,000

  • 4 Beds
  • 4 Baths
  • 4,236 Sq Ft

  1147 Strathmore Cir, Winston Salem, NC 27104

  Welcome to this charming brick ranch in the heart of Sherwood Forest! On the market for the first time in years, this family home has been lovingly maintained. With 4 bedrooms and 4 full baths, it offers comfort and flexibility for a variety of living arrangements. Updated systems, a Generac generator, and a newer roof provide peace of mind. The main-level two-car garage connects to a

  Sarah Haynes Leonard Ryden Burr Real Estate

  

  1147 Strathmore Cir, Winston Salem, NC 27104
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  /49

  $665,000

  • 3 Beds
  • 2.5 Baths
  • 2,229 Sq Ft

  157 W End Blvd, Winston Salem, NC 27101

  Beautifully restored in 2025...this 1927 home is located in downtown Historic West End. This lovely 4 square is filled with light due to its large original windows and interior french doors. Fully restored while retaining the 20’s character, the custom wood trimwork, custom cabinetry in kitchen and primary bath, and freshly refinished floors are stunning. Looking thru the wavy glass windows feels

  Toni Phillips Leonard Ryden Burr Real Estate

  

  157 W End Blvd, Winston Salem, NC 27101
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  /12

  $85,000

  • 2 Beds
  • 1 Bath
  • 696 Sq Ft

  2435 Sink St, Winston Salem, NC 27107

  Investor special! 2-bedroom, 1-bath home currently rented for $900/month. Property has been used as a rental since purchase and is being sold as-is. Great investment opportunity with steady income potential. Convenient location close to major highways and downtown Winston-Salem.

  Erin Sikes Coldwell Banker Advantage

  

  2435 Sink St, Winston Salem, NC 27107
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  /48

  $605,000

  • 3 Beds
  • 2.5 Baths
  • 3,107 Sq Ft

  3920 Copperfield Ridge Ct, Winston Salem, NC 27106

  Fantastic location in the highly sought-after Copperfield neighborhood! This all-brick home is nestled on a peaceful cul-de-sac lot and boasts over 3,100 square feet of spacious living. Enjoy the convenience of a main-level split-bedroom floor plan, featuring beautiful wood floors in the foyer, living room, dining room, and office; in addition, there are plantation shutters throughout! The

  Cindy Rosenberg Berkshire Hathaway HomeServices Carolinas Realty

  

  3920 Copperfield Ridge Ct, Winston Salem, NC 27106
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  /32

  $210,000

  • 3 Beds
  • 2 Baths
  • 1,182 Sq Ft

  3256 Stockton St, Winston Salem, NC 27127

  Charming 3-bedroom, 2-bathroom vinyl-sided home for sale in Winston Salem! This home offers comfort, style, and convenience all in one. Step inside to find a spacious living room featuring cathedral ceilings and a cozy gas fireplace, perfect for relaxing evenings. The foyer design smartly separates the living space, placing the primary suite on one side of the home for added privacy. The kitchen

  Cameron Lovelace Berkshire Hathaway HomeServices Yost & Little Realty

  

  3256 Stockton St, Winston Salem, NC 27127
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  /14

  $220,000

  • 4 Beds
  • 3.5 Baths
  • 1,578 Sq Ft

  3210 Cumberland Rd, Winston Salem, NC 27105

  This is the fixer upper you have been looking for! This home has the potential to be the jewel of the neighborhood! A beautiful brick home in a quiet and mature neighborhood! This home is waiting on you to add your special touch! Built from the ground up by a couple who lived out their lives in this home together! This one won't last long! $10,000 towards the buyer's closing cost or down payment.

  Carlos Parks Versatile Real Estate Group

  

  3210 Cumberland Rd, Winston Salem, NC 27105
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  /49

  $650,000

  • 3 Beds
  • 3.5 Baths
  • 2,707 Sq Ft

  2301 Griffith Rd, Winston Salem, NC 27103

  Rare opportunity! This spacious brick rancher sits on over 5 beautiful acres in a highly sought-after location. Nicely built; the home features a large main level with generous rooms, a partially finished basement, a 2-car garage, and a paved driveway. Well cared for and full of character, it offers comfort and functionality with endless potential for personalization. The property includes a

  Marco Mata Marco’s Realty

  

  2301 Griffith Rd, Winston Salem, NC 27103
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  /50

  $2,250,000

  • 5 Beds
  • 5.5 Baths
  • 6,069 Sq Ft

  2715 Bartram Rd, Winston Salem, NC 27106

  Set on 1.5+ acres, bordering the prestigious Old Town Club, this special Colonial revival is available for the first time in 35 years! With touches of Old Salem, this home offers over 6000ft, including 5 or 6 bedrooms, and 7 masonry fireplaces. With a storied history, this home has been the feature of garden tours, and even a movie backdrop! Through the years, the period designs have been

  Tori Boysen Berkshire Hathaway HomeServices Carolinas Realty

  

  2715 Bartram Rd, Winston Salem, NC 27106
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  /26

  $210,000

  • 3 Beds
  • 2 Baths
  • 1,131 Sq Ft

  2325 N Glenn Ave, Winston Salem, NC 27105

  Beautifully remodeled 3-bedroom, 2-bath home in Winston-Salem featuring a stunning modern kitchen with updated cabinets, countertops, and stainless steel appliances. This move-in ready home offers an open, inviting layout, fresh paint, stylish finishes, and sanded and restained flooring throughout. Enjoy comfortable living with a spacious primary suite and a private backyard perfect for relaxing

  Aarika Groce Southern Luxe Realty

  

  2325 N Glenn Ave, Winston Salem, NC 27105
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  /20

  $225,000

  • 3 Beds
  • 1.5 Baths
  • 1,318 Sq Ft

  3618 Vandalia Dr, Winston Salem, NC 27104

  This is the one you've been waiting for! This 3 bedroom 1.5 bath home is ready for you! Step inside this charmer and you’ll feel right at home the moment you cross the threshold. With new carpet underfoot and freshly painted walls, every space feels light, bright, and ready for your next chapter. The living room and den practically begs for laughter and lazy Sunday mornings, while the kitchen

  Amy Gonzalez Keller Williams Realty

  

  3618 Vandalia Dr, Winston Salem, NC 27104
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  /20

  $165,000

  • 4 Beds
  • 2 Baths
  • 1,090 Sq Ft

  4915 Rumley Cir, Winston Salem, NC 27105

  Charming 4BR/2BA Brick Ranch in Cherryview! Nestled on a quiet cul-de-sac lot backing up to a wooded area, this home offers peace and privacy while remaining close to everything Winston-Salem has to offer. Inside, you’ll find original hardwood floors throughout and a comfortable, functional layout. The primary bedroom features its own private ensuite bath, while the three additional bedrooms

  Robert Wiley Keller Williams Realty Elite

  

  4915 Rumley Cir, Winston Salem, NC 27105
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  /23

  $180,000

  • 4 Beds
  • 2 Baths
  • 1,453 Sq Ft

  1772 Richard Allen Ln, Winston Salem, NC 27105

  Great Opportunity in Winston-Salem! This spacious 4-bedroom, 2-bath home offers a bright and open floor plan, an eat-in kitchen with plenty of cabinet space, and a flat, cleared backyard — ideal for outdoor enjoyment. Located close to local shops, restaurants, and amenities, this home is perfect for a growing family or as a smart addition to an investment portfolio. Schedule a showing today!

  Savannah Cline Keller Williams Realty

  

  1772 Richard Allen Ln, Winston Salem, NC 27105
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  /34

  $439,900

  • 2 Beds
  • 2.5 Baths
  • 1,855 Sq Ft

  3560 Old Grist Ct, Winston Salem, NC 27103

  Don't miss this lovely single-story townhome in the sought-after Millhaven Landing community. With soaring 8' to 12' ceilings, this home combines elegance and comfort. The primary suite features a double tray ceiling, a tremendous closet, and a spa-like bathroom complete with a walk-in shower. The stunning kitchen boasts custom cabinets, granite countertops, gas range, and a spacious pantry. The

  Julie Nusdeo United Realty Group Inc

  

  3560 Old Grist Ct, Winston Salem, NC 27103
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  /42

  $269,000

  • 3 Beds
  • 3 Baths
  • 1,556 Sq Ft

  713 Woodbury Knolls Dr, Winston Salem, NC 27104

  Fresh paint and updated kitchen in this 3/3 cluster in sought after, prized location in Winston-Salem! BR and full BA on lower level is great for guests; park in the basement garage or in designated spot right at front door; kitchen has large dining area, abundant natural light, and pleasing neutral decor; primary BR on main with en suite; Lantern Ridge is within minutes of hospitals, shopping,

  Amanda Shore Real Broker LLC

  

  713 Woodbury Knolls Dr, Winston Salem, NC 27104
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  /20

  $250,000

  • 2 Beds
  • 2 Baths
  • 1,244 Sq Ft

  2801 Kingsdale Ct, Winston Salem, NC 27103

  Convenient Williamsburg Square cluster home offering easy, low-maintenance living! Charming curb appeal with brick sidewalk, screened porch, brick patio, and thoughtfully landscaped yard. The kitchen opens seamlessly to the dining area and living room—great for everyday living and entertaining—plus a fireplace for cozy evenings. Main Level primary suite features a garden tub and separate shower.

  Jane Bowser Express Home Realty

  

  2801 Kingsdale Ct, Winston Salem, NC 27103
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  /49

  $699,000

  • 4 Beds
  • 2.5 Baths
  • 2,849 Sq Ft

  2520 Robinhood Rd, Winston Salem, NC 27106

  Welcome home to this beautifully maintained 4 bedroom, 2.5 bath Cape Cod, offering timeless charm and modern comfort. Step inside to find great natural lighting throughout, highlighting the inviting living and dining areas and creating a warm, yet airy atmosphere. The kitchen overlooks a large entertainer's deck, perfect for hosting gatherings or relaxing outdoors. The spacious backyard offers

  Hollan Young Berkshire Hathaway HomeServices Carolinas Realty

  

  2520 Robinhood Rd, Winston Salem, NC 27106
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  /32

  $225,000

  • 3 Beds
  • 2 Baths
  • 1,927 Sq Ft

  119 S Sunset Dr, Winston Salem, NC 27101

  Discover the charm and potential of this spacious bungalow in the highly desirable West End Historic District! This affordable home offers a rare opportunity for buyers seeking a forever home or an investment property with endless potential. Step inside to find tall ceilings throughout the main level and two fireplaces that add warmth and historic character. Enjoy the large front porch, perfect

  Christine Barnes Mark Spain Real Estate

  

  119 S Sunset Dr, Winston Salem, NC 27101
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  /29

  $230,000

  • 3 Beds
  • 2 Baths
  • 1,686 Sq Ft

  138 Flintfield Dr, Winston Salem, NC 27103

  This well-maintained 3-bedroom, 2-bathroom home is full of potential and situated in a quiet, established neighborhood with no HOA. Inside, you'll find both a cozy den and a spacious living room—offering plenty of room for relaxing, entertaining, or creating a home office or playroom.Step outside to a covered back porch that’s perfect for enjoying your morning coffee or hosting weekend

  Nadia Avery Mark Spain Real Estate

  

  138 Flintfield Dr, Winston Salem, NC 27103
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  /16

  $169,000

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  3334 Old Greensboro Rd, Winston Salem, NC 27101

  Convenient location! Close to Kernersville, High Point, Greensboro. Easy access to I-40. The seller is willing to sell 3334 & 3336 Old Greensboro Road a s a bundle at a price of $320,000. Both properties are leased.

  Marie Ruano Express Home Realty

  

  3334 Old Greensboro Rd, Winston Salem, NC 27101
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  /29

  $239,900

  • 3 Beds
  • 2 Baths
  • 1,493 Sq Ft

  3753 Konnoak Dr SW, Winston-Salem, NC 27127

  Beautifully renovated 3-bedroom, 2-bath home blending vintage character with modern updates! The stunning kitchen features brand-new cabinets, countertops, stainless steel appliances, and designer two-tone finishes that make every day feel special. A spacious walk-in pantry offers ample storage for all your kitchen essentials, keeping everything neat and accessible. Enjoy new flooring throughout,

  Cassey Mikles Realty One Group Results

  

  3753 Konnoak Dr SW, Winston-Salem, NC 27127
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  /3

  $21,000

  • Land
  • 0.32 Acre
  • $65,625 per Acre

  3113 Airport Rd, Winston-Salem, NC 27105

  3113 Airport Rd., Winston-Salem — located in a wellestablished, quiet community close to everything you need.Enjoy quick access to health care with Novant Health Forsyth Medical Center just 9.9 miles away, and a variety of popular restaurants within 5 minutes. Schools are nearby — elementary, middle, and high schools all within 0.5 to 2.5 miles. Shop and dine at Hanes Mall only 5 miles away,

  Nicholas Huscroft Chosen Realty of NC

  

  3113 Airport Rd, Winston-Salem, NC 27105
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  /21

  $174,900

  • 2 Beds
  • 2 Baths
  • 880 Sq Ft

  335 Crafton St Unit 3, Winston Salem, NC 27103

  Charming townhome in Winston-Salem’s sought-after Ardmore district — just minutes from downtown dining and less than a mile from Wake Forest Baptist Hospital. Perfect as a personal residence or investment property, this move-in-ready unit is ideal for immediate occupancy or rental. Contact us for details!

  Christian Courtney GAC Management Group

  

  335 Crafton St Unit 3, Winston Salem, NC 27103
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  /23

  $190,000

  • 2 Beds
  • 2.5 Baths
  • 1,246 Sq Ft

  2752 Windy Crossing, Winston Salem, NC 27127

  Welcome to the Crosswinds Community! This beautifully maintained townhome features 2 Bedrooms and 2.5 Bathrooms. The kitchen boasts oak cabinetry and newer stainless steel appliances, opening to a dining room that seamlessly flows into a living room with a fireplace. The entire home was painted two years ago and features luxury vinyl plank flooring throughout. The spacious primary bedroom offers

  Emily Phipps Keller Williams Realty Elite

  

  2752 Windy Crossing, Winston Salem, NC 27127
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  /36

  $485,000

  • 3 Beds
  • 2 Baths
  • 2,418 Sq Ft

  3503 Kittery Ct, Winston Salem, NC 27104

  This inviting home offers timeless charm combined with thoughtful updates for modern living. Step inside to find bright and spacious living areas that create a warm and welcoming atmosphere. The kitchen features ample cabinetry and counter space, making it a wonderful hub for both everyday meals and entertaining. A generous backyard provides the perfect setting for outdoor gatherings or quiet

  Bishop Smith Mark Spain Real Estate

  

  3503 Kittery Ct, Winston Salem, NC 27104
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  /39

  $430,000

  • 3 Beds
  • 2 Baths
  • 1,902 Sq Ft

  172 Brooks Landing Dr, Winston Salem, NC 27106

  WOW — this home is the definition of move-in ready! Since purchasing, the owner has transformed every inch with meticulous care and style. Enjoy all-new hardwood floors, brand-new carpet and pad, a fully updated kitchen with new appliances, countertops, backsplash, and even a built-in desk area! The great room is huge, perfect for gatherings, and the home offers two eat-in spaces ideal for

  Katie Trenerowski Berkshire Hathaway HomeServices Carolinas Realty

  

  172 Brooks Landing Dr, Winston Salem, NC 27106
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  /42

  $410,000

  • 3 Beds
  • 2 Baths
  • 2,446 Sq Ft

  105 Belle Vista Ct, Winston Salem, NC 27106

  Don’t miss this rare opportunity to live on the campus of Wake Forest University, whether you have ties to Wake, or you love the idea of living on a gorgeous college campus with access to speakers, arts offerings & sports, & being within walking distance of Reynolda Village & gardens. This charming Cape Cod is nestled on a private lot on a quiet dead-end street: on campus, yet removed. Handsome

  Nancy Huber Berkshire Hathaway HomeServices Carolinas Realty

  

  105 Belle Vista Ct, Winston Salem, NC 27106
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  /22

  $245,000

  • 3 Beds
  • 1 Bath
  • 1,049 Sq Ft

  1322 Madison Ave, Winston Salem, NC 27103

  Charming Ardmore Cottage! This delightful 3-bedroom, 1-bath, one-level home offers a welcoming covered front porch—perfect for enjoying crisp fall evenings. Inside, you’ll find walnut-stained hardwood floors, updated windows, and solar tubes that fill the home with natural light. The large, level backyard provides endless possibilities for pets, gardening, or outdoor entertaining. Whether you’re

  Thomas McAbee Fader Real Estate at ERA Live Moore

  

  1322 Madison Ave, Winston Salem, NC 27103
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  /46

  $215,000 Open Thu 4PM - 6PM

  • 3 Beds
  • 1 Bath
  • 912 Sq Ft

  1008 E Brookline St, Winston Salem, NC 27107

  Fall in love with this completely remodeled Winston-Salem gem, just minutes from downtown! Every inch has been reimagined with today’s lifestyle in mind, featuring brand-new floors, a sleek modern kitchen with all-new appliances, a freshly updated bathroom, and even a new roof — so you can move in and relax without a worry. The covered front porch adds instant curb appeal, while the screened-in

  Leah Pappas Martinez Real Broker LLC

  

  1008 E Brookline St, Winston Salem, NC 27107
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  /38

  $495,000

  • 3 Beds
  • 2.5 Baths
  • 2,719 Sq Ft

  708 Manly St, Winston Salem, NC 27101

  On the market for the first time in over 55 years, the 1915 Vernay-Stockton House is one of the most unique and significant properties in the Historic West End. Delightfully secluded from view, the home sits at the end of a winding private drive, and feels more like a mountain retreat than the heart of the city! From the striking exterior granite work to the thoughtfully, architect designed 1983

  Clare Fader Fader Real Estate at ERA Live Moore

  

  708 Manly St, Winston Salem, NC 27101
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  /50

  $263,500

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

  3780 Sandalwood Ln, Winston-Salem, NC 27106

  Brick Ranch on a 1.29 Acre Private Wooded Lot! Living Room Accented by Paneled Wall & Remote Gas Log Fireplace; Coat Closet, too. Open Dining Room & Kitchen Measures 11'4 x 19'6". Smooth Top JennAir Range, Dishwasher & Refrigerator. 4'4" x 4'10" Walk-In Pantry. Kitchen Leads to Screened Porch Overlooking Wooded Backyard; 9'8" x 11'5". Primary Bedroom has a Triple Door Closet & EnSuite Bathroom.

  Jack Stack Jack Stack Properties

  

  3780 Sandalwood Ln, Winston-Salem, NC 27106
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  /46

  $459,000

  • 2 Beds
  • 2 Baths
  • 1,163 Sq Ft

  810 W 4th St Unit 212, Winston-Salem, NC 27101

  Experience luxury urban living at its finest in this stunning 2BR, 2BA condo showcasing panoramic skyline views of downtown Winston-Salem. Perfectly situated in the highly admired Historic West End, you’re just steps from fine dining, cafes, boutique shops, the library, dog park, and vibrant nightlife. 4th & Broad Condos offer premier amenities including first-floor retail, secure parking

  Irina Svidunovich Real Broker LLC

  

  810 W 4th St Unit 212, Winston-Salem, NC 27101
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  /29

  $289,900

  • 3 Beds
  • 2 Baths
  • 1,865 Sq Ft

  2981 Northbridge Rd, Winston Salem, NC 27103

  Classic 1960's split level with wide stairs to lower level recreation room with built-in shelves, laundry room and unfinished storage area. Upstairs has three bedrooms and two full baths. The home is in mostly original condition. A buyer could move in and enjoy the '60s vibe or remodel to their own taste. There are beautiful hardwood floors throughout most rooms. The unfinished lower level

  Paul Bodenheimer Bodenheimer Real Estate

  

  2981 Northbridge Rd, Winston Salem, NC 27103
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  /36

  $185,000

  • 2 Beds
  • 1 Bath
  • 1,026 Sq Ft

  4090 Ogburn Ave, Winston Salem, NC 27105

  Charming 2-bedroom, 1-bath home situated on a spacious .47-acre corner lot with two driveway entrances for added convenience. This property features new flooring, a roof installed in 2021, and a beautiful gazebo with an outdoor kitchen — perfect for entertaining and relaxing. Don’t miss the opportunity to make this well-maintained home yours! Lending Incentives available with preferred lender

  Gary Hernandez Real Broker LLC

  

  4090 Ogburn Ave, Winston Salem, NC 27105
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  /28

  $160,000

  • 2 Beds
  • 2 Baths
  • 1,184 Sq Ft

  2002 Aspen Way Unit 2002, Winston Salem, NC 27106

  Upper end unit! Move in ready. Perfect for Investors or first-time home buyers! Good rental rate and history. Nice kitchen with good counter space and cabinets. ALL appliances REMAIN! Spacious living room with fireplace and built in bookcases. Living room exits to private deck. Primary suite features a double vanity. Good closet space. All within walking distance to Wake Forest University!

  Lisa Pfefferkorn Coldwell Banker Advantage

  

  2002 Aspen Way Unit 2002, Winston Salem, NC 27106
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  /19

  $219,900

  • 3 Beds
  • 2.5 Baths
  • 1,912 Sq Ft

  2966 Saint Marks Rd SW, Winston-Salem, NC 27103

  Beautifully updated 3 bedroom 2.5 bath townhome in convenient location! Close to Bolton Park, hospitals, shopping and restaurants. Updates include heat pump, air purification system, concrete patio, water heater, range, granite countertops, sinks, faucets, and recent replacement windows. The basement has a fabulous den/man cave with fireplace. The community has it's own pool! Patio off den is

  Denise Marler The Real Estate Agency

  

  2966 Saint Marks Rd SW, Winston-Salem, NC 27103
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  /26

  $165,000

  • 3 Beds
  • 1 Bath
  • 1 Sq Ft

  425 E Sprague St, Winston Salem, NC 27127

  Investor or DIY Opportunity in Downtown Winston-Salem! Positioned in a prime location, this 3-bedroom, 1-bath home offers endless potential for renovation or redevelopment. Original hardwood floors, a large kitchen ready for updates, and a walk-in attic with partial flooring provide a great foundation for your next project. Outdoor spaces include a generous backyard, patio, and covered side

  Amy Everhart Keller Williams Realty Elite

  

  425 E Sprague St, Winston Salem, NC 27127
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  /46

  $386,900

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

  1222 Shelter Cove, Winston Salem, NC 27106

  Conveniently located in the sought-after Foxhall neighborhood , this 4 Bedroom 2.5 bath home has just what you are looking for. A spacious living room is adjacent to the dining room with bay window and flows into the kitchen with SS appliances and corian countertops. The cozy den boasts a wood-burning fireplace and built-ins. A fabulous sunroom with a cathedral ceiling, skylight & ceiling fan

  Susan Maier Colon Berkshire Hathaway HomeServices Carolinas Realty

  

  1222 Shelter Cove, Winston Salem, NC 27106
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  /36

  $474,900

  • 3 Beds
  • 2 Baths
  • 2,044 Sq Ft

  3124 Gladstone St, Winston Salem, NC 27104

  Welcome home to this beautifully updated 3 bed, 2 bath brick ranch offering stylish comfort and functionality. The main level boasts a bright, open layout with modern finishes throughout. The heart of the home is the stunning kitchen, which opens directly to the dining area. Downstairs, a fully finished basement features a spacious playroom and a versatile flex room—perfect for a home office,

  Noah Wilkerson Leonard Ryden Burr Real Estate

  

  3124 Gladstone St, Winston Salem, NC 27104
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  /27

  $265,000

  • 2 Beds
  • 2.5 Baths
  • 1,276 Sq Ft

  1723 Granby Heights Dr, Winston-Salem, NC 27103

  READY TO BE IMPRESSED! Check out this 2 story townhome that was built in 2024 so you better believe this unit looks brand new. As you walk in the family room you will be invited with all the natural light from the windows that flows into the beautiful kitchen with SS appliances including refrigerator, awesome grey backsplash, kitchen island, pantry with breakfast/dining area plus half bath

  Leslie Harrison Team Thomas & Associates Realty Inc.

  1723 Granby Heights Dr, Winston-Salem, NC 27103

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