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Winston-Salem, NC Homes for Sale with Pool

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  • /33

    $405,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 2,248 Sq Ft

    1066 Hickory Tree Rd, Winston Salem, NC 27127

    Great location and ever better value! Welcome to 1066 Hickory Tree Road, Winston Salem! This Northern Davidson county home is ready for you to make it yours! Over 2200sqft of living space sitting on almost half an acre. Minutes to downtown Winston Salem, Davidson County taxes and Oak Grove Schools are just a few highlights! 3 beds, 2.1 baths, hardwood floors and granite tops in the kitchen! The

    Josh Tackett Local R.E. Inc.

    1066 Hickory Tree Rd, Winston Salem, NC 27127
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    $305,000

    • 2 Beds
    • 2.5 Baths
    • 1,761 Sq Ft

    1163 Augustine Heights Dr, Winston Salem, NC 27103

    You will not be disappointed with this beautifully maintained 2-bedroom, 2.5-bath townhome! Conveniently located, the community features a club house and neighborhood pool. This spacious home offers plenty of space for entertaining, working from home and relaxing. The bright kitchen is open to the living room with gas logs and the dining area leads to the private outdoor patio and fenced

    Debbie DeBruhl Burns Leonard Ryden Burr Real Estate

    1163 Augustine Heights Dr, Winston Salem, NC 27103
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    $649,900

    • 3 Beds
    • 3 Baths
    • 2,498 Sq Ft

    5584 Foxgate Cir, Winston Salem, NC 27106

    UPDATED 3 bedroom 3 FULL bathroom home in Walnut Park Section of Brookberry Farm. Come check out this home that offers 2 bedrooms and 2 full bathrooms on the main level. Upstairs offers 1 bedroom, 1 full bathroom and Large Flex/Bonus space. Yard maintenance included with HOA. Renovated primary bathroom, new hardwood floors on main level, new lighting, new heat pump, whole home air purifier,

    Allen Smith LEGACY Realty NC

    5584 Foxgate Cir, Winston Salem, NC 27106
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    $269,995

    • 3 Beds
    • 2.5 Baths
    • 1,473 Sq Ft

    1154 Augustine Heights Dr, Winston Salem, NC 27103

    Welcome to this move-in ready 3-bedroom, 2 1/2 bathroom Wyngate Village townhome, offering approximately 1,500 square feet of comfortable, low-maintenance living. The open-concept main level features hardwood floors, a gas fireplace with beautiful stone surround, and a spacious kitchen with a large built-in desk area perfect for a home office or planning station. Upstairs, the bedrooms are

    Brittany A Mark Spain Real Estate

    1154 Augustine Heights Dr, Winston Salem, NC 27103
  • /33

    $850,000

    • 5 Beds
    • 4.5 Baths
    • 5,502 Sq Ft

    3630 Rosebriar Cir, Winston Salem, NC 27106

    Back on the Market at no fault to the seller! Welcome to Greenbriar Farm! This brick beauty with incredible porch oasis features: Hardwood flooring; Chef's kitchen with stainless-steel appliances, ample counter space, and opens to a breakfast area and a two-story living room filled with natural light; Dual staircases provide easy access to the second level, where you’ll find additional bedrooms

    Blake Ginther Keller Williams Realty Elite

    3630 Rosebriar Cir, Winston Salem, NC 27106
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    $198,000

    • 2 Beds
    • 2 Baths
    • 1,010 Sq Ft

    239 Oakwood Ct Unit 239, Winston Salem, NC 27103

    Location, location, location! Well-maintained 2-bed, 2-bath condo in Oakwood Square featuring a community pool just in time for spring. Conveniently located near Miller Park, Thruway Shopping Center, and hospitals, with easy access to major roadways. Don’t miss your chance to enjoy everything Winston-Salem has to offer!

    Daniel Dillard Keller Williams Realty Elite

    239 Oakwood Ct Unit 239, Winston Salem, NC 27103
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    $669,000

    • 4 Beds
    • 2.5 Baths
    • 3,599 Sq Ft

    111 Milnor Place, Winston Salem, NC 27104

    111 Milnor Place offers generous space, thoughtful updates, and a layout designed for comfortable everyday living. Situated on a 0.74-acre cul-de-sac lot, this 4-bedroom, 2.5-bath home features well over 3,200 heated square feet. The main level includes multiple living areas, including a spacious living room, bright sunroom, and large bonus room. The updated kitchen offers quartz countertops,

    William Purgason eXp Realty

    111 Milnor Place, Winston Salem, NC 27104
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    $295,000

    • 3 Beds
    • 2.5 Baths
    • 1,546 Sq Ft

    2381 Autumn Mist Dr, Winston Salem, NC 27103

    This charming home offers a comfortable, spacious interior that provides plenty of room to relax, while the open floor plan creates a natural flow between living spaces. Conveniently located near shopping, dining, and major roadways, as well as both Forsyth Medical Center and Baptist Hospital, it combines comfort and accessibility in a desirable Winston-Salem neighborhood. Don't miss the

    Carlos Garcia Berkshire Hathaway HomeServices Carolinas Realty

    2381 Autumn Mist Dr, Winston Salem, NC 27103
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    $115,000

    • 2 Beds
    • 1.5 Baths
    • 948 Sq Ft

    1057 Rock Knoll Ct, Winston Salem, NC 27107

    Offering $5,000 in seller concessions with an acceptable offer. Looking for the perfect first home or investment property? This 2-bedroom, 1.5-bathroom condo in the South Wind Villas subdivision is ready for its next owner. Relax in the sunroom or enjoy the neighborhood pool during the summer months. Superb access to I-40 and NC-109, making commutes a breeze. Schedule your showing today! See

    Andrew Lay Keller Williams Realty Elite

    1057 Rock Knoll Ct, Winston Salem, NC 27107
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    $419,500

    • 2 Beds
    • 2 Baths
    • 1,801 Sq Ft

    3492 Waterwheel Cir, Winston-Salem, NC 27103

    One-level townhome with no steps and a flexible floor plan in a popular Winston-Salem community. This well-maintained home offers 2 bedrooms and 2 full baths, with the seller choosing a formal dining room instead of the original third bedroom—creating a great space for hosting dinners or gatherings. The living room features a cozy fireplace and connects easily to the kitchen and dining areas for

    John McPherson Coldwell Banker Advantage

    3492 Waterwheel Cir, Winston-Salem, NC 27103
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    $349,900

    • 3 Beds
    • 3 Baths
    • 1,979 Sq Ft

    4855 Sterling Brooke Ln, Winston Salem, NC 27103

    Life is good in this well maintained townhome--3 bedrooms & 3 full bathrooms! Ultra convenient location ( 5 mins to shopping, dining & highways; 10 mins to all major medical facilities; 15 mins to downtown WS) features main level primary bedroom & main level second bedroom; open kitchen, dining room & living room; upper level has bonus room, third bedroom & full bath. Lots of eave storage;1-car

    Heidi Eller Long & Foster Real Estate, Inc

    4855 Sterling Brooke Ln, Winston Salem, NC 27103
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    $175,750

    • 2 Beds
    • 1.5 Baths
    • 984 Sq Ft

    3022 Kensington Place, Winston Salem, NC 27103

    Welcome to 3022 Kensington Place, a delightful townhouse perfect for modern living in the heart of Winston-Salem! With 2 spacious bedrooms and 1.5 bathrooms, this home offers a harmonious blend of comfort and style. New HVAC installed in 2025. Cook and dine with ease in the kitchen equipped with a dishwasher, refrigerator and new attached microwave with an open layout that seamlessly connects to

    Mary Nagle Lasting Legacy Realty & Property Management

    3022 Kensington Place, Winston Salem, NC 27103
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    $949,900

    • 5 Beds
    • 4 Baths
    • 3,434 Sq Ft

    1076 Wood Duck Ln, Winston Salem, NC 27106

    Elegant and understated, this 5-bedroom Brookberry Farm home seamlessly blends expansive space with everyday functionality. The heart of the home features a large, open kitchen and great room that flows seamlessly onto a private screened porch—perfect for indoor-outdoor living. Rarely found dual main-level bedrooms (including the primary suite) provide ultimate flexibility, while the upper level

    Tori Boysen Berkshire Hathaway HomeServices Carolinas Realty

    1076 Wood Duck Ln, Winston Salem, NC 27106
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    $415,000

    • 4 Beds
    • 3.5 Baths
    • 4,195 Sq Ft

    3160 Shaftesbury Ln, Winston Salem, NC 27105

    **HIGHLY MOTIVATED SELLERS!** Spacious brick ranch tucked away in Castleshire Woods, situated on over half an acre and backing directly to the golf course fairway with backyard access. Enjoy your private outdoor retreat featuring a low-maintenance saltwater inground pool overlooking the course! This 4-bedroom, 3-bath home offers generous living space including a large main-level recreation room,

    Breasia Wynn Realty One Group Results Greensboro

    3160 Shaftesbury Ln, Winston Salem, NC 27105
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    $179,900

    • 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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    $528,999

    • 4 Beds
    • 3.5 Baths
    • 2,792 Sq Ft

    3821 Friendship Ledford Rd, Winston Salem, NC 27107

    UP TO $2000 LENDER CREDIT USING TRUSTED LENDER! Location, location, location! Discover space, comfort, and custom craftsmanship in this stunning 4-bedroom, 3.5-bathroom home on a full acre in Winston-Salem — lovingly maintained by its original owners. The living area flows into a custom sunroom, perfect for year-round enjoyment. Step outside to a screened-in porch and grill pad, ideal for

    Matthew Kiser Keller Williams Realty Elite

    3821 Friendship Ledford Rd, Winston Salem, NC 27107
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    $178,000

    • 2 Beds
    • 2 Baths
    • 1,108 Sq Ft

    4702 Brighton Park Dr Unit 3D, Winston Salem, NC 27103

    Low Maintenance condo!!! Located in proximity to shopping, restaurants and highway access! This condo features granite countertops, a balcony that overlooks the neighborhood pool and clubhouse. This unit also features a new HVAC system. Schedule your showing today to see all this home has to offer!

    Blake Ginther Keller Williams Realty Elite

    4702 Brighton Park Dr Unit 3D, Winston Salem, NC 27103
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    $145,900

    • 2 Beds
    • 2 Baths
    • 955 Sq Ft

    118 Cloister Oaks Cir Unit 118, Winston Salem, NC 27127

    2BR/2BA upper-level condo in Cloister Oaks featuring granite countertops, tile backsplash, laminate flooring, fireplace, and private balcony with storage. Open living and dining layout with washer/dryer connections. Located directly across from the community pool. HOA includes water and sewer.

    Gwendolyn Marsden eXp Realty

    118 Cloister Oaks Cir Unit 118, Winston Salem, NC 27127
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    $615,000 Open Sun 2PM - 4PM

    • 4 Beds
    • 3 Baths
    • 3,347 Sq Ft

    884 Northwind Dr, Winston-Salem, NC 27127

    One-of-a kind custom build French Provincial inspired home perched on a secluded, nearly one acre lot offering privacy and room to roam.The versatile floorplan features two primary suites ideal for multi-generational living with options on the main or upper level.Spacious and inviting rooms include a formal Living room, elegant dining area, and Kitchen with center island that opens to a cozy den

    Ramilya Seigel KELLER WILLIAMS REALTY

    884 Northwind Dr, Winston-Salem, NC 27127
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    $228,000

    • 3 Beds
    • 2.5 Baths
    • 1,771 Sq Ft

    2946 Saint Marks Rd SW Unit I, Winston-Salem, NC 27103

    Beautiful end-unit at 2946 Saint Marks Rd, Unit I, Winston-Salem, NC 27103 featuring fresh paint and new carpet throughout! Enjoy added privacy and natural light with a functional layout ideal for easy living. Step outside to your outdoor patio—great for morning coffee or relaxing evenings. The finished basement adds flexible space for a rec room, home office, or guest area, plus there’s a

    Steven Montgomery Berkshire Hathaway HomeServices Carolinas Realty

    2946 Saint Marks Rd SW Unit I, Winston-Salem, NC 27103
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    $220,000

    • 2 Beds
    • 2 Baths
    • 1,392 Sq Ft

    1806 Oakcrest Ct, Winston Salem, NC 27106

    Two-bedroom, two-bath single-story townhome located in the Polo Oaks offering approximately 1,400 square feet of living space. The property is conveniently located near Wake Forest University, local hospitals, shopping, and dining.Community amenities include a pool, along with HOA services that cover exterior maintenance, landscaping, water, trash, and pest control.The home features a

    Chase Simonet ERA Live Moore

    1806 Oakcrest Ct, Winston Salem, NC 27106
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    $99,900

    • 2 Beds
    • 1 Bath
    • 870 Sq Ft

    3812 Country Club Rd Unit I, Winston Salem, NC 27104

    Discover exceptional value in this well-appointed 2-bedroom condo set in an unbeatable location. Just moments from shopping, dining, transit, and everyday conveniences, this unit offers the perfect balance of comfort and accessibility. The functional layout features bright, spacious living areas and generously sized bedrooms designed for easy, low-maintenance living. Residents enjoy access to a

    Ty Cannon Berkshire Hathaway HomeServices Yost & Little Realty

    3812 Country Club Rd Unit I, Winston Salem, NC 27104
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    $115,000

    • 2 Beds
    • 2.5 Baths
    • 1,174 Sq Ft

    2831 Tully Square, Winston Salem, NC 27106

    Affordable Two-Story Condominium in Great Location!Conveniently located near Wake Forest University and downtown, this charming two-floor condo offers spacious living, great natural light, and low-maintenance living. HOA includes exterior maintenance and access to community pool. Perfect for homeowners or investors seeking value and convenience at an affordable price! some photos are

    Gigi Moustafa RE/MAX Realty Consultants

    2831 Tully Square, Winston Salem, NC 27106
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    $79,000

    • 1 Bed
    • 1 Bath
    • 667 Sq Ft

    2810 Pelham Place, Winston Salem, NC 27106

    Stop renting and buy now. If you’ve been looking for a way to exit the rent cycle and lock in your monthly housing costs. This is the opportunity you’ve been waiting for. In a market where rents continue to climb, this property offers a predictable monthly payment that is often lower than local rental rates.While many units in the area show their age, this recently renovated unit is exactly the

    Zena Krogedal Keller Williams Ballantyne Area Market Center

    2810 Pelham Place, Winston Salem, NC 27106
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    $310,000

    • 2 Beds
    • 2.5 Baths
    • 1,807 Sq Ft

    303 Zurich Ct, Winston-Salem, NC 27127

    Beautiful, well maintained townhome with low maintenance living with great community vibes and amenities! Located in Davidson County, you will also benefit from lower county taxes while still being convenient to Winston-Salem! Tax record shows 3 bedrooms, but the home is currently set up as 2 bedrooms with a spacious loft - which could absolutely be converted into a third bedroom if someone

    Kasia Reeder Smart Move Group

    303 Zurich Ct, Winston-Salem, NC 27127
  • /3

    $112,500

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft

    2200 Sunderland Rd Unit 140K, Winston Salem, NC 27103

    Investment Opportunity-Renter in place. Two bedroom/two bath lower-level condo located in British Woods Condominiums. Income producing property with location close to Hanes Mall and Stratford Rd. Interior photos available upon agent request. Please see "agent only remarks" for lease information and showing requirements.

    Sheena Knight Real Broker LLC

    2200 Sunderland Rd Unit 140K, Winston Salem, NC 27103
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    $550,000

    • 3 Beds
    • 3 Baths
    • 2,399 Sq Ft

    3419 Waterwheel Cir, Winston Salem, NC 27103

    This luxurious townhome shows like a model in Winston-Salem's Millhaven Landing. Designed with impressive 9’–12’ ceilings and an open-concept main level. The stunning kitchen is truly the heart of the home, featuring an island, upgraded lighting, a gorgeous built-in hutch, custom cabinetry, quartz countertops and sink, and a large pantry. The living area flows seamlessly into a sensational

    Julie Nusdeo United Realty Group Inc

    3419 Waterwheel Cir, Winston Salem, NC 27103
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    $624,900 Open Sat 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 2,503 Sq Ft

    158 Medinah Dr, Winston Salem, NC 27107

    Welcome to Medinah at Meadowlands, where modern elegance meets an exceptional golf course setting. Built by Heritage Homes of the Carolinas, this beautifully crafted residence showcases quality construction, clean architectural lines, and thoughtfully selected modern finishes throughout. Natural light fills the open layout, creating seamless flow ideal for both everyday living and entertaining.

    Ana Ghilardi Mitchell Forbes Global Properties

    158 Medinah Dr, Winston Salem, NC 27107
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    $1,996,500

    • 5 Beds
    • 7 Baths
    • 7,625 Sq Ft

    2850 Galsworthy Dr, Winston Salem, NC 27106

    Magnificent mid-century marvel, custom built in 1964 for the prominent Albert Butler family. Natural materials of marble and intricate mahogany and cypress wood accents, this contemporary gem is highlighted by soaring ceilings and an open floor plan, perfect for today’s lifestyle for comfortable yet stunning ambiance! The extraordinary NEW travertine pool is breathtaking, highlighted by the

    Mary Preston Yates Leonard Ryden Burr Real Estate

    2850 Galsworthy Dr, Winston Salem, NC 27106
  • /42

    $1,495,000

    • 4 Beds
    • 7 Baths
    • 5,520 Sq Ft

    4141 Shattalon Dr, Winston Salem, NC 27106

    This stunning Williamsburg-style home is a rare find, nestled on nearly 7 acres of private land, exuding timeless elegance and unmatched privacy. The grand front porch and second-floor balcony are perfect for enjoying quiet evening conversations under the stars. Step inside to be greeted by a sweeping staircase that leads you into beautifully designed, character-rich spaces. The dining room,

    Zach Dawson Mitchell Forbes Global Properties

    4141 Shattalon Dr, Winston Salem, NC 27106
  • /17

    $145,000

    • 2 Beds
    • 1.5 Baths
    • 1,030 Sq Ft

    2330 Bay Meadows Ct Unit D, Winston Salem, NC 27103

    Welcome home to this charming 2-bedroom, 1.5-bath townhome in a prime Clemmons location with Winston-Salem right at your back door. Whether you’re a first-time buyer ready to stop renting, an investor searching for your next income-producing property, or looking to downsize into something low-maintenance, this home checks all the boxes. Convenient, comfortable, and full of opportunity — don’t

    Carli Bass Southern Luxe Realty

    2330 Bay Meadows Ct Unit D, Winston Salem, NC 27103
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    $350,000

    • 3 Beds
    • 2.5 Baths
    • 1,959 Sq Ft

    2010 Honeysuckle Vine Run, Winston Salem, NC 27106

    Meticulously maintained home in the super popular Hanes Lake neighborhood! Open concept main level with huge living and dining space leading to the stylish kitchen with granite countertops and stainless appliances. 3 large bedrooms upstairs PLUS a huge loft for a secondary living space. Recent updates like elegant plantation shutters, upgraded light fixtures, and an epoxy-finished garage floor.

    Chase Troxell Leonard Ryden Burr Real Estate

    2010 Honeysuckle Vine Run, Winston Salem, NC 27106
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    $105,000

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    3814 Country Club Rd Unit E, Winston Salem, NC 27104

    This two-bedroom, one bathroom condo presents a solid investment opportunity with income generating potential. 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.

    Donna Kiger Real Broker LLC

    3814 Country Club Rd Unit E, Winston Salem, NC 27104
  • /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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    $335,000

    • 3 Beds
    • 3 Baths
    • 1,883 Sq Ft

    1916 Chateau Ridge, Winston Salem, NC 27103

    Tucked among mature trees, this one-of-a-kind A-frame retreat offers rare privacy right in the city. Built in 1979, this 1.5-story home features soaring windows that flood the interior with natural light, blending indoor comfort with a peaceful, wooded setting. With 3 bedrooms, 3 full baths, and a full basement, the layout offers flexibility for everyday living, guests, or a creative escape.

    Blake Ginther Keller Williams Realty Elite

    1916 Chateau Ridge, Winston Salem, NC 27103
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    $268,900

    • 3 Beds
    • 2.5 Baths
    • 1,443 Sq Ft

    882 Silver Leaf Dr, Winston Salem, NC 27103

    BACK ON MARKET BY NO FAULT OF SELLER... Pull into your single car attached garage into this thoughtfully designed living space with modern finishes, and a prime location close to amenities. This property embodies easy, stylish living, including a main level versatile open plan (living/dining flow), with granite countertops and an oversized kitchen island that can be used for extra seating or

    Joey Miller R&B Legacy Group

    882 Silver Leaf Dr, Winston Salem, NC 27103
  • /42

    $494,000

    • 3 Beds
    • 3 Baths
    • 2,277 Sq Ft

    179 Ryder Ct, Winston-Salem, NC 27107

    Welcome to this beautifully maintained 3 bedroom, 3 bath home with a spacious bonus room in the Meadowlands community. Step inside to find engineered hardwood floors throughout the main level. The open kitchen features granite countertops, tile backsplash, stainless steel appliances, and a pantry, flowing into the breakfast area and living room—perfect for everyday living and entertaining. All

    Shannon Bruins Keller Williams Realty

    179 Ryder Ct, Winston-Salem, NC 27107
  • /49

    $318,900

    • 3 Beds
    • 2.5 Baths
    • 1,972 Sq Ft

    2370 Whisperwood St, Rural Hall, NC 27045

    SELLER OFFERING $2K towards closing costs with an acceptable offer! Very well-maintained home featuring thoughtful upgrades throughout. The kitchen offers stainless steel appliances, ample cabinet storage, and a spacious pantry—perfect for everyday living and entertaining. Enjoy the comfort of Smart Home features and an updated security system for added peace of mind. Step outside to your private

    Scarlet Linville R&B Legacy Group

    2370 Whisperwood St, Rural Hall, NC 27045
  • /44

    $350,000

    • 3 Beds
    • 3.5 Baths
    • 2,618 Sq Ft

    867 Brookleigh Ct, Winston Salem, NC 27104

    This well-loved townhome was designed for balance, comfort, and flexibility. Sunlight fills the main level, featuring a private office, modern kitchen with custom cabinetry, and a warm living space centered around a gas fireplace with access to a recently updated deck, perfect for outdoor living. Upstairs, three dedicated bedrooms include an exceptionally spacious primary suite, ensuite bath and

    Michelle Coyne Coyne Properties

    867 Brookleigh Ct, Winston Salem, NC 27104
  • /21

    $130,000

    • 2 Beds
    • 2 Baths
    • 1,016 Sq Ft

    326 Meadows Cir Unit 326, Winston Salem, NC 27104

    Great location! Minutes to highway, shopping, medical and restaurants. 2 bed/2 bath main level condo with 9 ft ceilings, fireplace and balcony New carpet and fresh paint throughout. Schedule your showing today!

    Blake Ginther Keller Williams Realty Elite

    326 Meadows Cir Unit 326, Winston Salem, NC 27104

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