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Homes for Sale in 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
  • /44

    $399,900

    • 3 Beds
    • 2 Baths
    • 2,120 Sq Ft

    406 S Cliffdale Dr, Winston Salem, NC 27104

    Nestled on a beautiful wooded lot, this classic brick ranch offers over 2100 square feet of comfortable living space & timeless appeal-step inside to a welcoming living room perfect for relaxing or entertaining-spacious den offers a cozy space to unwind by the fireplace & features built ins that add warmth & personality-bright & airy eat in kitchen is filled with natural light & offers an

    Susan Carter Berkshire Hathaway HomeServices Carolinas Realty

    406 S Cliffdale Dr, Winston Salem, NC 27104
  • /24

    $356,000

    • 3 Beds
    • 2 Baths
    • 1,389 Sq Ft

    5125 Old Plantation Cir, Winston Salem, NC 27104

    This wonderfully maintained 3 bed, 2 bath home offers easy main-level living filled with natural light and comfort. The open floor plan creates a seamless flow between living spaces, while the screened-in porch and back deck invite you to unwind and enjoy the outdoors. The primary bedroom features walk-in closet and large bath with jetted tub, separate shower and double vanity. Nestled in a

    Noah Wilkerson Leonard Ryden Burr Real Estate

    5125 Old Plantation Cir, Winston Salem, NC 27104
  • /46

    $440,000

    • 3 Beds
    • 2 Baths
    • 1,631 Sq Ft

    434 Pennsylvania Ave, Winston Salem, NC 27104

    This one level home in an excellent location is ready for you to move in and enjoy! The home shows well and will make a cozy nest. The kitchen and 2 bathrooms are nicely updated. Fresh interior paint and newly refinished wood floors throughout are beautiful. The roof, HVAC and tankless water heater have been replaced recently (see supplemental sheet). In the kitchen you'll see the new tile

    Kristin Ranson Leonard Ryden Burr Real Estate

    434 Pennsylvania Ave, Winston Salem, NC 27104
  • /30

    $635,000

    • 3 Beds
    • 2.5 Baths
    • 2,727 Sq Ft

    185 Coventry Park Ln, Winston Salem, NC 27104

    This stunning three-bedroom home in Coventry offers a rare blend of elegance, comfort, and modern upgrades. From the moment you arrive, the professionally landscaped yard and new exterior landscape lighting set the tone for what’s inside. Step through the door and you’ll be greeted by fresh paint, hardwood floors, plush new carpeting and a spacious great room with vaulted ceilings—perfect for

    Molly Haus Leonard Ryden Burr Real Estate

    185 Coventry Park Ln, Winston Salem, NC 27104
  • /37

    $265,000

    • 3 Beds
    • 2.5 Baths
    • 2,242 Sq Ft

    117 Chrisfield Cir, Winston Salem, NC 27104

    Welcome home to 117 Chrisfield Circle! This beautifully updated three-story townhome offers three bedrooms and two and a half baths. Upon entering, you are greeted by a gourmet kitchen featuring a large bay window, beautiful cabinetry, granite countertops & appliances are included. The main level also includes a formal dining room and a cozy living room with a gas fireplace. French doors lead to

    Emily Phipps Keller Williams Realty Elite

    117 Chrisfield Cir, Winston Salem, NC 27104
  • /50

    $1,290,000

    • 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
  • /43

    $314,900

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

    581 Clyde Dr, Winston Salem, NC 27104

    This charming updated brick ranch offers timeless character, modern style, and a functional layout all 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 and the cozy den off the kitchen with a classic brick fireplace provides the

    Dakota Wallace Wayfinder Homes LLC

    581 Clyde Dr, Winston Salem, NC 27104
  • /36

    $430,000

    • 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
  • /41

    $479,900

    • 4 Beds
    • 3 Baths
    • 2,670 Sq Ft

    3980 Seaton Rd, Winston Salem, NC 27104

    Dreaming of spending the holidays in your very own Sherwood Forest home? Don't sleep on this listing! Amazing move-in ready home with extensive updates includes a fully renovated spacious kitchen - with gorgeous counters & backsplash - ready for cooking up turkeys and decorating cookies! The kitchen looks out over a large backyard with a lovely patio and covered parking. Inside, the upstairs

    Camden Bouchard Fader Real Estate at ERA Live Moore

    3980 Seaton Rd, Winston Salem, NC 27104
  • /28

    $310,000

    • 3 Beds
    • 2 Baths
    • 1,458 Sq Ft

    665 Alpine Rd, Winston Salem, NC 27104

    This beautiful 3-bed, 2-bath home is freshly painted and move-in ready. Step inside to an expansive living room filled with natural light. The kitchen offers a peninsula bar and a sink beneath a sunny window overlooking the backyard. A cozy, floor-to-ceiling wood-burning fireplace anchors the dining area, while built-in shelves and a desk provide the perfect spot for displaying treasured pieces

    Jordan Guy eXp Realty LLC

    665 Alpine Rd, Winston Salem, NC 27104
  • /27

    $285,000

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

    158 Westmont Dr, Winston Salem, NC 27104

    Charming 2-Bedroom home in Winston - Salemlocated at 158 west Mount Drive,this beautifully renovated 2- bedroom, 2-full- bath home offers modern comfort and style.With 1,060 Sqft of living space, the home features a beautifully updated kitchen with sleek finishes, brand new luxury vinyl plank flooring, and fresh paint throughout. Recent upgrades include a new HVAC system and a modern water

    Gail Garcia EXP Realty LLC

    158 Westmont Dr, Winston Salem, NC 27104
  • /30

    $529,000

    • 4 Beds
    • 4 Baths
    • 2,588 Sq Ft

    3221 Merion Ct, Winston Salem, NC 27104

    Wonderful opportunity in sought after Muirfield cul de sac, just a tee shot from Forsyth Country Club! Create your own special touch in this classic one level featuring sparkling HW floors, gracious Great Rm with FP and bookcases and a glorious formal Dining Rm. Hard to find 4 bedrooms plus 4 updated baths; so many flexible options! Charming outdoor patio surrounded by lush landscaping for

    Brooke Burr Leonard Ryden Burr Real Estate

    3221 Merion Ct, Winston Salem, NC 27104
  • /31

    $519,900 New Construction

    • 4 Beds
    • 3 Baths
    • 2,236 Sq Ft

    3346 Country Club Rd, Winston-Salem, NC 27104

    The gorgeous Acacia plan is a must see. Over 2200 sqft thoughtfully laid out on a .45 acre lot. Enjoy a sun drenched interior thanks to the extensive window array. This home has 4bdrm and 3 full baths. Yields a impressive main level primary with large en suite as well as the convenience of bdrm 2 on the main level w/ full bath. Perfect for guest, or multi-generational household. Beautiful open

    Johnny Royall eXp Realty

    3346 Country Club Rd, Winston-Salem, NC 27104
  • /45

    $1,299,000

    • 3 Beds
    • 3.5 Baths
    • 3,580 Sq Ft

    100 Muirfield Dr, Winston Salem, NC 27104

    This stunning home was completely renovated in 2025 by local, award-winning builder, Trent Adams. From the moment you walk inside, you'll be amazed by the professional interior design features which include beautiful serene paint colors throughout, custom cabinetry, all new lighting, new plumbing fixtures, refinished hardwood floors and new carpet. This home also includes a new elevator for your

    Gail Sullivan Berkshire Hathaway HomeServices Carolinas Realty

    100 Muirfield Dr, Winston Salem, NC 27104
  • /22

    $245,000 Pre-Foreclosure

    • 5 Beds
    • 3 Baths
    • 1,618 Sq Ft

    626 Willowbrook Ln, Winston Salem, NC 27104

    3 bedrooms, 2 bathrooms on main level & 2 bedrooms 1 full bath in finished portion of the basement.. Being sold As-is, in current condition. No warranties available. Great opportunity for buyers seeking value. Please review Agent remarks for additional commentary.The basement contains 1,078 sq ft of heated square footage; however, it is not directly accessible from the home’s primary heated

    Mike Headley The Headley Group Realty

    626 Willowbrook Ln, Winston Salem, NC 27104
  • /46

    $759,900

    • 5 Beds
    • 4.5 Baths
    • 2,970 Sq Ft

    543 Barrett Rd, Winston-Salem, NC 27104

    Welcome to New built in New Sherwood Forest! This popular floor plan sits on a generous .68-acre cul de sac lot and offers flexible living with a main-level primary suite plus a second bedroom or office with full bath. The open kitchen, dining, and great room are perfect for everyday living and entertaining. Step outside to a 16’ x 12’ screened porch and spacious deck, ideal for enjoying the

    Kristin Wooten Leonard Ryden Burr Real Estate

    543 Barrett Rd, Winston-Salem, NC 27104
  • /35

    $184,800

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

    203 Lamplighter Cir, Winston Salem, NC 27104

    Open Floor Plan with Plenty of Storage. Move in Ready w/ Window Treatments-All Appliances including Washer & Dryer Remain - LED Lights Throughout. Kitchen has Two Pantries, Dishwasher, & Lazy Susan Corner Cabinet. Downstairs Features Tile in Kitchen, Half Bath, and Entryway w/ Engineered Wood Flooring in Dining & Living Areas. Sliding Glass Door to Patio w/ Storage Unit. Upstairs is Newer Carpet

    Michael Adamson Realty Executives W/S

    203 Lamplighter Cir, Winston Salem, NC 27104
  • /31

    $264,900

    • 2 Beds
    • 2 Baths
    • 1,181 Sq Ft

    344 Hanover Arms Ct Unit D, Winston Salem, NC 27104

    Welcome to this spacious 2-bedroom, 2-bath condo, located in the beautiful Hanover Arms subdivision. Highlights include a new faucet and quartz countertops in the kitchen, along with new carpet and fresh paint. Enjoy the open living/dining space, a primary bedroom with an en-suite bathroom, a second bedroom with its own en-suite bathroom, and a private outdoor area. Very close to Thruway Shopping

    Charles Burton NorthGroup Real Estate

    344 Hanover Arms Ct Unit D, Winston Salem, NC 27104
  • /27

    $379,000

    • 3 Beds
    • 2 Baths
    • 2,007 Sq Ft

    5410 Stone Crossing Dr, Winston Salem, NC 27104

    Great one level home in a popular neighborhood close to shopping & amenities! High ceilings in Great room, Dining Room, MBR. Granite countertops in kitchen and stainless steel appliances. Beautiful yard with storage shed.

    Anu Sharma TRIAD REALTY XPERTS

    5410 Stone Crossing Dr, Winston Salem, NC 27104
  • /26

    $359,900

    • 3 Beds
    • 2 Baths
    • 2,761 Sq Ft

    940 N Peace Haven Rd, Winston Salem, NC 27104

    This updated Sherwood ranch with detached garage blends timeless charm with modern upgrades. Recent improvements include a new roof (2024), HVAC system, freshly poured concrete driveway, and privacy fence.The main level offers 3 bedrooms/2 baths, filled with natural light and refinished hardwood floors. The kitchen has been updated with quartz countertops, stainless steel appliances,

    Sarah Haynes Leonard Ryden Burr Real Estate

    940 N Peace Haven Rd, Winston Salem, NC 27104
  • /38

    $399,900

    • 3 Beds
    • 2.5 Baths
    • 2,333 Sq Ft

    3310 Staghorn Rd, Winston Salem, NC 27104

    Price Improvement. Charming 3-Bedroom Home in a Great Location! Ideally situated just minutes from Forsyth Country Club, Wake Forest University, top-rated hospitals, premier shopping, and some of the area’s best restaurants, this home offers unbeatable convenience in one of Winston-Salem’s most sought after areas. Inside, you'll find spacious living areas and a beautifully updated primary

    Johnathan Meyers Berkshire Hathaway HomeServices Carolinas Realty

    3310 Staghorn Rd, Winston Salem, NC 27104
  • /14

    $265,000

    • 3 Beds
    • 2 Baths
    • 1,539 Sq Ft

    5025 Mereworth Ct, Winston Salem, NC 27104

    This wonderful one and a half story home in the Kings Grant Community has everything you need! The main level primary bedroom features a walk in closet and ensuite bathroom. The upstairs features a second and third bedroom with great closet space and full bath. The spacious eat in kitchen opens up onto a delightful deck overlooking a landscape. Endless possibilities for expansion or storage in

    Mike Headley The Headley Group Realty

    5025 Mereworth Ct, Winston Salem, NC 27104
  • /38

    $699,900

    • 3 Beds
    • 2.5 Baths
    • 2,870 Sq Ft

    1365 Reynolda Rd, Winston Salem, NC 27104

    NEW PRICE!!Minutes to WFU and Downtown Winston-Salem, this fully renovated stately home blends modern convenience with timeless charm. The stunning eat-in kitchen features a gas cooktop, quartz countertops, and a beverage fridge. Enjoy formal living and dining rooms plus a cozy den. Two primary ensuites offer flexibility, including a main level option with a walk-in closet and tiled shower.

    Amanda Heath Berkshire Hathaway HomeServices Carolinas Realty

    1365 Reynolda Rd, Winston Salem, NC 27104
  • /18

    $229,900

    • 2 Beds
    • 2 Baths
    • 1,176 Sq Ft

    344 Hanover Arms Ct Unit C, Winston Salem, NC 27104

    Location, location,location, is just one of the many things you will love about this upper level condo in popular Hanover Arms. This 2 bedroom condo offers a generous sized living room, the dining room which opens up to the covered porch, kitchen with all appliances and the 2 full bathrooms. NICE! Such a lovely community with trees, a gazebo, and neighborhood pool. Just minutes from Salem Pkwy,

    Shirley Ramsey Keller Williams Realty

    344 Hanover Arms Ct Unit C, Winston Salem, NC 27104
  • /42

    $575,000

    • 4 Beds
    • 3.5 Baths
    • 3,136 Sq Ft

    435 Burkes Crossing Dr, Winston Salem, NC 27104

    Elegantly appointed w/cathedrals in foyer & formal LR, plantation shutters throughout; the formal DR flows to the LR then through French door to great room & kitchen. Spacious & picture-perfect layout with elegant touches caters to the discriminating few. Guest 1⁄2-bath on main makes entertaining ideal! Built-ins, woodwork & architectural details beautify. Gracious living nestled in

    Agent Photo

    Shawn Gaudet de Lestard

    Keller Williams Realty Elite

    (844) 620-6973

    435 Burkes Crossing Dr, Winston Salem, NC 27104
  • /50

    $449,900

    • 3 Beds
    • 2 Baths
    • 2,954 Sq Ft

    248 Anita Dr, Winston Salem, NC 27104

    You won’t believe this home until you see it! This fully remodeled, move-in ready modern rancher features a rocking-chair front porch, 3 beds, 2 baths, and an open floorplan—just 2 min to Forsyth Country Club, 5 min to Thruway shopping, and 8 min to downtown Winston-Salem! Every inch has been thoughtfully updated with high-end finishes: new roof, kitchen w/ keeping room, appliances, luxurious

    Jessica Zombek Ferris Keller Williams Realty Elite

    248 Anita Dr, Winston Salem, NC 27104
  • /23

    $149,000

    • 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
  • /34

    $174,000

    • 2 Beds
    • 2.5 Baths
    • 1,737 Sq Ft

    147 Cedar Lake Trail, Winston Salem, NC 27104

    Spacious and full of charm, this 2 bedroom, 2.5 bath condo offers comfort and style in a beautiful, private setting. You'll love the oversized rooms, perfect for relaxing or entertaining. The basement features a stunning fireplace—ideal for cozy evenings in—and opens to a peaceful outdoor patio area surrounded by nature. Enjoy neighborhood amenities including a sparkling community pool, all

    Ashley Renee Nelson Berkshire Hathaway HomeServices Carolinas Realty

    147 Cedar Lake Trail, Winston Salem, NC 27104
  • /48

    $1,495,000

    • 4 Beds
    • 4.5 Baths
    • 5,571 Sq Ft

    465 Sheffield Dr, Winston Salem, NC 27104

    This stunning modern Buena Vista home was thoughtfully built in 2004 with amazing attention to detail. At the heart of the home is a dramatic two story living room with floor to ceiling windows, extensive built-ins, and access to a private terrace with fireplace and beautiful views of a half acre wooded lot. Designed with entertaining in mind, the expansive formal areas all showcase the refined

    Molly Haus Leonard Ryden Burr Real Estate

    465 Sheffield Dr, Winston Salem, NC 27104
  • /50

    $508,900 New Construction

    • 4 Beds
    • 3 Baths
    • 2,811 Sq Ft

    748 Surrey Path Trail, Winston-Salem, NC 27104

    $7,500 builder incentives towards closing costs. Step inside this thoughtfully designed Magnolia plan featuring an open-concept layout perfect for today’s lifestyle. The main level offers a spacious bedroom, full bath, and a versatile flex space—ideal for a home office or guest suite. The gourmet kitchen boasts high-end quartz countertops, soft-close shaker cabinetry, stainless steel appliances,

    Johnny Royall eXp Realty

    748 Surrey Path Trail, Winston-Salem, NC 27104
  • /45

    $350,000

    • 3 Beds
    • 3 Baths
    • 2,250 Sq Ft

    298 Lamplighter Cir, Winston Salem, NC 27104

    Stunning home checks all the boxes! From the fabulous floorplan to the great location, this home is ready to impress! Built in 2022. Main Level Primary Suite. Main Level attached garage. Main Level office. 2 full bathrooms AND Laundry on Main Level. Primary Suite with stunning trey ceiling, ceramic tile shower, dual vanity and walk-in closet. Beautiful kitchen with loads of gleaming granite

    Carrera Poe Tyson Mayberry Poe Realty

    298 Lamplighter Cir, Winston Salem, NC 27104
  • /22

    $397,999 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
  • /22

    $364,999 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,600 Sq Ft

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

    This new two-story home is host to a spacious and flexible open-concept layout on the first floor, blending the kitchen, living and dining areas to maximize interior space. On the second level, two bedrooms and a luxurious owner’s suite surround a versatile and inviting loft. A two-car garage completes the home.

    Lennar Builder
    5412 Hydrangea St Unit 36035424, Winston-Salem, NC 27104
  • /26

    $399,999 New Construction

    • 4 Beds
    • 2.5 Baths
    • 1,990 Sq Ft

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

    This new two-story home features an inviting open-concept layout on the first floor, blending the kitchen, living and dining areas to maximize interior space. A spacious loft provides a shared living area on the second floor near three secondary bedrooms and the lavish owner’s suite, complete with a spa-inspired bathroom and generous walk-in closet.

    Lennar Builder
    5412 Hydrangea St Unit 36035426, Winston-Salem, NC 27104
  • /23

    $999,999 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,507 Sq Ft

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

    This new two-story home is ready for modern lifestyles. A spacious and flexible open-concept floorplan makes up the first floor, blending the kitchen, living and dining areas to encourage seamless multitasking and entertaining. All three bedrooms are located upstairs near a versatile loft, including the luxe owner’s suite complete with a full-sized bathroom.

    Lennar Builder
    5412 Hydrangea St Unit 36035423, Winston-Salem, NC 27104
  • /23

    $382,999 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
  • /22

    $404,999 New Construction

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

    Bradford Plan at Reynolds Crossing, 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
    5412 Hydrangea St Unit 36035421, Winston-Salem, NC 27104
  • /25

    $412,999 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
  • /32

    $4,990,000

    • 6 Beds
    • 13 Baths
    • 21,081 Sq Ft

    1067 E Kent Rd, Winston Salem, NC 27104

    A rare offering of timeless sophistication, this privately gated estate is nestled on 7.22 manicured acres in the heart of Buena Vista. Built in 2002, the residence showcases a grand foyer, Brazilian cherry flooring, 10 gas fireplaces, and a luxurious primary suite with dual bathrooms & closets, each with heated floors. Four additional bedrooms all with en-suite bathrooms are located in the main

    Alissa Floyd Premier Sotheby's International Realty

    1067 E Kent Rd, Winston Salem, NC 27104

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