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Homes for Sale in 27104

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  • /50

    $449,900

    $30K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,547 Sq Ft

    612 Rittenhouse Ct, Winston Salem, NC 27104

    Looking for low-maintenance living without giving up the comfort and character of a single-family home? Welcome to 612 Rittenhouse Court in sought-after New Sherwood! Perfect for professionals, empty nesters, or anyone seeking a manageable lifestyle, this brick home offers lawn maintenance through the VillasHOA, a rare wood-paneled library/home office with built-ins & gas log fireplace,

    Agent Photo

    Greta Frye Wiley

    Keller Williams Realty Elite

    612 Rittenhouse Ct, Winston Salem, NC 27104
  • /38

    $574,900

    $25K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 2,880 Sq Ft

    500 Knob View Dr, Winston Salem, NC 27104

    **SELLER IS OFFERING 5,000 IN CLOSING COSTS BUY DOWN POINTS IF YOU CHOOSE - NEW ROOF 6/26**All-brick home sits on a large corner lot in the Knob View section of Sherwood Forest. Fabulous front porch, screened-in porch, and back deck. Main level has a large great room with custom built-ins - whitewashed fireplace. The kitchen features quartz countertops, new appliances, & undermount sink.

    Agent Photo

    Carla Hoots

    Fader Real Estate at ERA Live Moore

    500 Knob View Dr, Winston Salem, NC 27104
  • /25

    $205,000

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

    620 Balfour Rd Unit 193, Winston Salem, NC 27104

    Enjoy easy, low-maintenance living in this charming main level condo located in Mayfair Condominiums. Thoughtfully designed for comfort and convenience, this 2-bedroom home features a split bedroom plan-primary features ensuite bathroom. The bedrooms also include closet systems for enhanced organization and storage. The inviting great room is centered around a cozy fireplace and flows seamlessly

    Agent Photo

    Robert Wiley

    Keller Williams Realty Elite

    620 Balfour Rd Unit 193, Winston Salem, NC 27104
  • /31

    $209,900

    • 2 Beds
    • 1 Bath
    • 882 Sq Ft

    3817 Fritz St, Winston Salem, NC 27104

    Open House Tuesday, June 23 from 4-6 pm. Nestled among mature trees on a quiet street just off Country Club Road in the convenient South Fork area, this charming 1947 cottage offers character, comfort, and affordability. Featuring 2 bedrooms and 1 bath, the home blends timeless appeal with practical updates, including a roof & gutters replaced in 2020, low-maintenance vinyl siding, and gas heat.

    Agent Photo

    Fran Johnson

    Keller Williams Realty

    3817 Fritz St, Winston Salem, NC 27104
  • /46

    $739,900

    Open Sun 2PM - 5PM
    • 4 Beds
    • 3 Baths
    • 3,128 Sq Ft

    1025 Oaklawn Ave, Winston Salem, NC 27104

    Welcome home to 1025 Oaklawn Avenue! Step inside to find a flowing floor plan featuring a massive Great Room, with elegant built-ins and a built in wet bar. enjoy cozy evenings by the gas log fireplace in the dining room. Hardwood, laminate and plush carpet run through the home. With it's expansive 0.56 acre lot there is plenty of room to run and a 2-car garage. With no HOA fees, this is a rare

    Agent Photo

    Rick Epperson

    Weichert Realtors Triad Associates

    1025 Oaklawn Ave, Winston Salem, NC 27104
  • /27

    $321,500

    Open Sat 11AM - 1PM $18K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,387 Sq Ft

    5125 Old Plantation Cir, Winston Salem, NC 27104

    NEW PRICE - Beautiful one-level living in a highly convenient Winston-Salem neighborhood. This well-kept home features a bright, open layout highlighted by a vaulted ceiling in the great room, creating an airy and welcoming gathering space. The kitchen and living areas flow seamlessly to the screened porch, perfect for morning coffee, quiet evenings, or relaxed outdoor entertaining. The home

    Agent Photo

    Pam Matthews

    Howard Hanna Allen Tate - Winston Salem

    5125 Old Plantation Cir, Winston Salem, NC 27104
  • /38

    $275,000

    Open Sat 10AM - 12PM
    • 3 Beds
    • 2 Baths
    • 1,613 Sq Ft

    5780 Fox Ridge Ln, Winston Salem, NC 27104

    Beautifully maintained 3-bedroom, 2-bath townhome in the Fox Ridge community of Winston-Salem. The spacious floorplan features a sought-after main-level primary suite. Additional bedrooms are upstairs along with a loft/office space overlooking the living room's dramatic two-story ceiling. Tucked near the end of Fox Ridge Lane, this property enjoys one of the community's best settings with a

    Agent Photo

    Robert Wiley

    Keller Williams Realty Elite

    5780 Fox Ridge Ln, Winston Salem, NC 27104
  • /33

    $795,000

    $42K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,057 Sq Ft

    420 Burkes Crossing Dr, Winston Salem, NC 27104

    This stunning 5-BR,3-B custom home built in 2021 is loaded with exceptional upgrades throughout and located in a highly sought-after area of Winston-Salem. It is beautifully designed with an open-concept that features a spacious living area highlighted by an elegant, coffered ceiling, fireplace, premium oak wide-plank flooring throughout and craftsman-style trim. The kitchen features a large

    Agent Photo

    Michelle Chapman

    ERA Live Moore

    420 Burkes Crossing Dr, Winston Salem, NC 27104
  • /47

    $549,900

    Coming Soon
    • 3 Beds
    • 3 Baths
    • 2,334 Sq Ft

    216 S Avalon Rd, Winston Salem, NC 27104

    WOW – one level home with basement, brick, in the heart of Winston Salem in one of the most loved neighborhoods, 2 car garage – walk right into the kitchen with your groceries NO STEPS, no carpet original hardwood floors, stackable washer and dyer on main level with full size available on lower level, screened in porch, beautiful landscaped lot over 1⁄2 acre, fenced in backyard. Sellers have

    Agent Photo

    Carla Hoots

    Fader Real Estate at ERA Live Moore

    216 S Avalon Rd, Winston Salem, NC 27104
  • /41

    $409,900

    • 5 Beds
    • 3 Baths
    • 3,006 Sq Ft

    624 Brentwood Ct, Winston Salem, NC 27104

    ****MOTIVATED SELLER****$3000 TOWARDS APPLIANCES **** HOME NEEDS SOME TLC

    Agent Photo

    Tanya Hood

    Realty One Group Results

    624 Brentwood Ct, Winston Salem, NC 27104
  • /50

    $415,000

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,121 Sq Ft

    410 N Gordon Dr, Winston Salem, NC 27104

    This lovely home is ready for new owners! Situated on a large, private homesite in a thriving community, this home is charming and a "must see" with fresh paint, quartz countertops, stainless steel appliances, large rear deck, exterior painted brick, screened porch, and so much more! The fourth bedroom currently serves as an in-home office making for the perfect workspace! Showings begin Sunday,

    Agent Photo

    Dwanna Adams

    Adams Carolinas Realty, LLC

    410 N Gordon Dr, Winston Salem, NC 27104
  • /41

    $389,900

    New Construction $10K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,405 Sq Ft

    228 Longwood Dr NW, Winston-Salem, NC 27104

    Seller offering $10,000 towards buyer closing expenses! This NEW home offers a thoughtful layout designed for comfortable living and everyday convenience. The main level offers a bedroom and full bath, ideal for guests or multi-generational living. The open kitchen is designed for both function and style with granite countertops, tile backsplash, custom cabinetry, a center island, walk-in pantry,

    Agent Photo

    Jamie Harrelson

    Berkshire Hathaway Home services

    228 Longwood Dr NW, Winston-Salem, NC 27104
  • /35

    $397,900

    New Construction $2K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,405 Sq Ft

    224 Longwood Dr NW, Winston-Salem, NC 27104

    **Seller offering $10,000 towards buyers closing cost** This new home offers a thoughtful layout designed for comfortable living and everyday convenience. With 5 bedrooms,3 full baths, there is plenty of room to live, work, and gather. Main level offers bedroom and full bath, ideal for guests or multi-generational living. Open kitchen designed for both function and style-granite countertops, tile

    Agent Photo

    Jamie Harrelson

    Berkshire Hathaway Home services

    224 Longwood Dr NW, Winston-Salem, NC 27104
  • /27

    $569,900

    • 4 Beds
    • 5 Baths
    • 3,845 Sq Ft

    520 Barrett Rd, Winston Salem, NC 27104

    Move-in ready home with thoughtful updates throughout, including New Roof 2025! Fresh interior paint completed in March 2025 creates a bright, refreshed feel, while updated flooring and carpet add comfort and style. In 2021, all main level carpet was replaced, vinyl plank flooring was installed in the kitchen, dining room, and primary bath, and new carpet was added to the upstairs bedrooms and

    Michael McDaniel Redfin Corporation

    520 Barrett Rd, Winston Salem, NC 27104
  • /48

    $199,000

    • Land
    • 14,810 Sq Ft
    • $585,294 per Acre

    1039 Huntingdon Rd, Winston Salem, NC 27104

    Build your dream home on this rare vacant lot in the highly sought-after Sherwood Forest neighborhood. This property offers an existing driveway and basement foundation that you can incorporate into your plans or remove for a completely new design, giving you excellent flexibility. Previous home has been removed, and full city utilities are available for an easier build. The lot features a

    John Shipley Shipley Co LLC

    1039 Huntingdon Rd, Winston Salem, NC 27104
  • /25

    $319,900

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

    3021 Kinnamon Rd, Winston Salem, NC 27104

    Welcome to this beautifully updated 3-bedroom, 2-bathroom home, offering modern upgrades and timeless charm! Step inside to updated fixtures and refinished hardwood floors that shine throughout. The kitchen and dining room now boast brand-new flooring, enhancing the seamless open flow into the spacious living area. The upgraded kitchen features granite countertops, a stylish new backsplash, and

    Chad Kiger TKG Real Estate

    3021 Kinnamon Rd, Winston Salem, NC 27104
  • /22

    $347,999

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

    Anderson Plan at Reynolds Crossing, 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
    5412 Hydrangea St Unit 36035420, Winston-Salem, NC 27104
  • /49

    $599,900

    $69K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,599 Sq Ft

    111 Milnor Place, Winston Salem, NC 27104

    Nestled on nearly an acre, this 4-bedroom, 2.5-bath home offers 3,200+ heated sq ft of thoughtfully updated living space. The main level features a spacious living room, bright sunroom, large bonus room, and welcoming den with hardwood floors, French doors, and abundant natural light. The updated kitchen shines with quartz countertops, stainless steel appliances, and generous cabinet space.

    William Purgason eXp Realty

    111 Milnor Place, Winston Salem, NC 27104
  • /50

    $1,799,000

    • 7 Beds
    • 5 Baths
    • 7,404 Sq Ft

    2001 Georgia Ave, Winston Salem, NC 27104

    Welcome to 2001 Georgia Avenue, where timeless character and modern living come together in the heart of Buena Vista. Set beneath a canopy of mature hardwoods on one of the neighborhood's larger homesites, this exceptional 7 bedroom, 5 bath residence offers nearly 8,000 square feet of historic living. The impressive great room features a dramatic wall of windows that fills the home with natural

    Angela Hodges eXp Realty

    2001 Georgia Ave, Winston Salem, NC 27104
  • /45

    $674,900

    • 4 Beds
    • 3.5 Baths
    • 2,993 Sq Ft

    1538 Overbrook Ave, Winston Salem, NC 27104

    Located in the desirable West Highlands neighborhood, this exceptional home offers one of Winston-Salem's most convenient locations—just minutes from Atrium Health Wake Forest Baptist Medical Center and downtown. Hanes Park anchors one end of this home's lovely, tree-lined street providing outstanding recreation opportunities. Oversized windows fill the home with natural light, highlighting

    William Durham Berkshire Hathaway HomeServices Carolinas Realty

    1538 Overbrook Ave, Winston Salem, NC 27104
  • /26

    $350,000

    • 3 Beds
    • 2 Baths
    • 1,359 Sq Ft

    136 Queensbury Rd, Winston Salem, NC 27104

    This super cute, low maintenance brick ranch nestled in a convenient 27104 neighborhood has been updated for comfort & convenience! Open concept layout shows off the bright interior, refinished hardwood floors & gorgeous kitchen complete w/granite counters, replacement cabinets, SS appliances, double oven & barstool island. 3 sizable bedrooms, incl. the primary w/ensuite bath for added privacy.

    Abby Atwell Keller Williams Realty Elite

    136 Queensbury Rd, Winston Salem, NC 27104
  • /18

    $203,000

    Open Tue 9AM - 7PM $17K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,089 Sq Ft

    4051 Gordon Ct, Winston Salem, NC 27104

    Welcome to this charming property that boasts a neutral color paint scheme throughout, giving it a modern and elegant touch. The kitchen is a chef's dream with all stainless steel appliances. Step outside to enjoy the patio in the back yard, perfect for entertaining or simply relaxing. The property also includes a storage shed for additional space. This home is a perfect blend of style and

    Lisa McGill Opendoor Brokerage LLC

    4051 Gordon Ct, Winston Salem, NC 27104
  • /33

    $474,900

    $25K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,190 Sq Ft

    97 Shadylawn Dr, Winston Salem, NC 27104

    Lovingly maintained 4-bedroom brick home in sought-after New Sherwood! A spacious dining room with classic wainscoting and a bay window sets the tone, while the formal living room opens beautifully to the entry. The kitchen features a large island peninsula with seating for six, plus a dining area that flows into the den—perfect for everyday living and entertaining. Enjoy the serene sunroom

    Kristin Wooten Leonard Ryden Burr Real Estate

    97 Shadylawn Dr, Winston Salem, NC 27104
  • /49

    $415,000

    $10K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,984 Sq Ft

    1103 N Peace Haven Rd, Winston Salem, NC 27104

    Welcome home to this beautifully updated 3-bedroom home in the Sherwood Forest neighborhood! From the moment you step inside, you'll appreciate the perfect blend of charm, comfort, and modern updates. The heart of the home is the stunning kitchen, featuring stylish finishes, ample workspace, and an ideal layout for cooking, and entertaining! The spacious living areas flow seamlessly, creating a

    Fletcher Bingham Howard Hanna Allen Tate - Greensboro

    1103 N Peace Haven Rd, Winston Salem, NC 27104
  • /7

    $17,400

    • Land
    • 7,405 Sq Ft
    • $102,353 per Acre

    0 Hinshaw Ave SW Unit 1206768, Winston-Salem, NC 27104

    Great opportunity for those seeking a vacant lot in town! This lot has access to public water and sewer, though there are currently no connections. Don't miss the opportunity to see this one before it's gone! *Please note the lot outlines in the photos are approximate and are not meant to represent exact property lines. No survey on file, buyer to verify lot lines* Seller has additional lots

    Jessica Moore Keller Williams Realty Elite

    0 Hinshaw Ave SW Unit 1206768, Winston-Salem, NC 27104
  • /49

    $735,000

    • 5 Beds
    • 4.5 Baths
    • 3,796 Sq Ft

    105 Creekstone Ct, Winston Salem, NC 27104

    Tucked among the trees of Sherwood Forest, this impeccably maintained all-brick home offers space, flexibility, and timeless appeal. Filled with natural light, the home features hardwood floors, generous living areas, and exceptional storage throughout. The main-level primary suite includes a tile shower and soaking tub, while a second upstairs suite with a private bath is ideal for guests or

    Brianna Funte Keller Williams Realty

    105 Creekstone Ct, Winston Salem, NC 27104
  • /2

    $25,000

    • Land
    • 1.59 Acres
    • $15,723 per Acre

    0 Hollow Wood Ct, Winston-Salem, NC 27104

    Shannon Clark Lasting Legacy Realty & Property Management

    0 Hollow Wood Ct, Winston-Salem, NC 27104
  • /3

    $150,000

    • Land
    • 1.16 Acres
    • $129,310 per Acre

    424 Cedar Trail, Winston Salem, NC 27104

    Beautiful lot located in prestigious Camelot at Sherwood Forest. Choose your builder! Just over 1 acre located on quiet dead end street. HOA dues & Restrictive Covenants on file. Buyer to verify sewer & water availability. See plat map for easements of record & flood plain lines. Owner/Broker (HR#8216)

    Bruce Hubbard Hubbard Realty

    424 Cedar Trail, Winston Salem, NC 27104
  • /49

    $699,000

    • 5 Beds
    • 5.5 Baths
    • 4,960 Sq Ft

    612 Hertford Rd, Winston Salem, NC 27104

    OPEN HOUSE SUNDAY 6/7 1:00-3:00 OPPORTUNITY, SPACE and LOCATION in this one owner, much loved Sherwood Forest gem! Huge main level primary potential * Large updated eat-in kitchen with granite/stainless appliances/abundance of counterspace and cabinets * Formal and Casual Living spaces * Office * Sunroom * 4 additional bedrooms/3 baths upstairs * In-law suite or additional living in basement-bath

    McKenzie Ziegler Village Realty

    612 Hertford Rd, Winston Salem, NC 27104
  • /27

    $319,900

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,225 Sq Ft

    318 Anita Dr, Winston Salem, NC 27104

    Welcome to 318 Anita Drive! A charming, wonderfully updated brick ranch nestled off Country Club Rd, showcasing a seamless open floor plan that effortlessly connects the kitchen, living, and dining spaces—perfect for both comfortable living and stylish entertaining. The home features 3 bedrooms, 2 baths and a spacious laundry/mud room for added convenience. The large basement is ready to be

    Noah Wilkerson Leonard Ryden Burr Real Estate

    318 Anita Dr, Winston Salem, NC 27104
  • /36

    $285,000

    $15K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,536 Sq Ft

    844 Brookleigh Ct Unit 77G, Winston Salem, NC 27104

    Stunning end townhouse with attached one-car garage! Spacious living room with cozy fireplace and gas logs! Kitchen with glowing granite countertops with soft cream ceramic tile backsplash. Dining Room offers extra flex space on the main level. Main level with plantation shutters & convenient half bath! Brick paver patio is fenced in. Upstairs enjoy 2 Primary Suites - large spacious bedrooms with

    Carrera Poe Tyson Mayberry Poe Realty

    844 Brookleigh Ct Unit 77G, Winston Salem, NC 27104
  • /48

    $239,000

    • 5 Beds
    • 3 Baths
    • 3,304 Sq Ft

    626 Willowbrook Ln, Winston Salem, NC 27104

    Welcome home to this spacious ranch-style residence nestled in the desirable Sherwood Forest – Peace Haven Estates community of Winston-Salem. Situated on a generous 0.62-acre lot, this move-in ready home offers the perfect blend of comfort, functionality, and convenience. Featuring 5 bedrooms and 3 full bathrooms, the home includes a finished basement with additional living space ideal for

    WILL WIARD The Shop Real Estate Co.

    626 Willowbrook Ln, Winston Salem, NC 27104
  • /26

    $131,000

    • Land
    • 37,897 Sq Ft
    • $150,575 per Acre

    4105 Old Vineyard Rd, Winston Salem, NC 27104

    .87 acre lot zoned Neighborhood Office with great development potential and with road frontage off of Old Vineyard Road. Please see attached survey and contact agent with any development ideas or questions!

    Amy Scheid R&B Legacy Group

    4105 Old Vineyard Rd, Winston Salem, NC 27104
  • /47

    $460,000

    $5K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,520 Sq Ft

    332 Grandview Dr, Winston Salem, NC 27104

    Classic brick ranch with 4 main level bedrooms in West Highlands/Buena Vista. Step inside to see the inviting and bright living room with wood burning fireplace, dedicated dining room, a cozy den with a wood stove and built in desk, large kitchen with access to the sunny enclosed patio, and hardwood floors throughout.Downstairs you will find a large recreation/bonus room, a half bath with

    Jennifer Brandenburg Keller Williams Realty Elite

    332 Grandview Dr, Winston Salem, NC 27104
  • /19

    $299,900

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,617 Sq Ft

    601 Ridgehaven Dr, Winston Salem, NC 27104

    This charming ranch-style home offers comfortable, easy living w/ a thoughtful split-bedroom layout. Light & airy, it features abundant windows w/ views from every side & sits on a corner lot. All new windows & plantation shutters throughout enhance style, efficiency, & a cohesive feel. The home includes 2 bedrooms & 2 full bathrooms, with two primary suites—each offering its own private ensuite

    Melissa Walton World Headquarters of Awesome Inc. DBA Dash Carolina

    601 Ridgehaven Dr, Winston Salem, NC 27104
  • /28

    $374,900

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,674 Sq Ft

    5021 Eastwin Dr, Winston Salem, NC 27104

    Welcome to this 3-bedroom, 2-bathroom home located in the desirable Ryandale neighborhood. The inviting interior features a cozy fireplace that serves as the focal point of the main living area. The layout flows smoothly into a modern, updated kitchen beautifully equipped with crisp quartz countertops and sleek stainless-steel appliances. Downstairs, a fully finished basement provides exceptional

    Robert Salmons Entera Realty LLC

    5021 Eastwin Dr, Winston Salem, NC 27104
  • /38

    $469,000

    • 3 Beds
    • 3 Baths
    • 2,400 Sq Ft

    106 Bishop St, Winston Salem, NC 27104

    This gem was built in 1955, but might as well be new. Totally updated and remodeled within the last few years. Located on a large, beautiful corner lot. The oversized two car garage was added along with an extra large workshop. Owner is a licensed general contractor and has gone above and beyond to make his personal home fabulous and unique. You will love the screened in porch and spacious deck

    Barbara Barnes Gate City Real Estate

    106 Bishop St, Winston Salem, NC 27104
  • /46

    $365,000

    $35K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 1,730 Sq Ft

    4908 Southwin Dr, Winston Salem, NC 27104

    Wow! Rare opportunity here! Move-in ready, with sooo many special features waiting for smart money & VALUE INVESTMENT! This offering features the Main home with basement apartment AND a detached structure with TWO fully functional efficiency APARTMENTS! Main home boasts a FANTASTIC central Great Room walks right out to an EXPANSIVE DECK! Master, Secondary Bedroom & Laundry main Level! SPACIOUS

    John Pursley ERA Live Moore

    4908 Southwin Dr, Winston Salem, NC 27104
  • /23

    $332,999

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,735 Sq Ft

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

    This new two-story home was designed with busy families in mind. The first floor features a family room for shared moments, a breakfast room for memorable meals, a kitchen for inspired cooking and a patio for outdoor enjoyment. Upstairs are three bedrooms including the luxe owner’s suite for restful nights and a loft that adds shared living space.

    Lennar Builder
    5412 Hydrangea St Unit 36035419, Winston-Salem, NC 27104

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