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Winston-Salem Real Estate • Updated July 21, 2026
Searching for a home in Winston-Salem means comparing more than price and bedroom count. Location, condition, layout, outdoor space and future resale value all deserve careful attention. The properties below offer a useful look at homes currently represented in the attached Winston-Salem search results, ranging from established neighborhoods to distinctive luxury residences.
Each property includes a direct link to its full listing page and the listing photo supplied in the search results. Availability, price and property details can change, so verify the current status before making plans.
For broader searches, visit Winston-Salem homes for sale, browse featured properties, or use the Winston-Salem buyer’s guide. Homeowners considering a sale can also request a home value estimate.
3560 Kirklees Road, Winston-Salem
$1,919,000
6 beds • 8 baths • MLS® 1177385
City-close & Country Quiet! Exclusive Premier offering, designed by architect Randy Barfield on 1.89 secluded acres in the heart of Winston-Salem! Private access to 17+acres with nature trails along Silas Creek. Quality & craftsmanship shine through the amenities with hardwood floors, grand hearths & mantles, & gorgeous millwork.…
2001 Georgia Avenue, Winston-Salem
$1,799,000
7 beds • 5 baths • MLS® 1223349
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…
324 NW Banbury Road, Winston-Salem
$1,495,000
5 beds • 7 baths • MLS® 1224380
Under Complete Renovation - This magnificent Provincial-style home in the highly sought-after Buena Vista neighborhood is being transformed to blend timeless architecture with modern luxury. Once completed, it will offer five spacious bedrooms, each with a private en-suite bath, providing exceptional comfort and privacy. The redesigned…
110 Springdale Avenue, Winston-Salem
$1,250,000
3 beds • 4 baths • MLS® 1225262
Located in the heart of Winston-Salem, this exceptional custom-built home showcases luxury finishes, quality craftsmanship, and thoughtful design throughout. The open-concept floor plan features 9-foot ceilings on the main level, a stunning 12-foot ceiling in the great room, white oak hardwood floors, extensive crown molding, and custom…
2410 Bitting Road, Winston-Salem
$1,150,000
5 beds • 4 baths • MLS® 1228321
Welcome to this beautifully refreshed home in the sought-after West Highlands neighborhood of Buena Vista, where thoughtful updates meet timeless comfort. The main level has been completely reimagined, showcasing a brand-new kitchen and updated bathrooms finished to today's standards—move-in ready and waiting for you to make it your…
419 N Stratford Road, Winston-Salem
$1,150,000
5 beds • 4 baths • MLS® 1224788
Classic Buena Vista elegance meets modern comfort in this exceptional seven-bedroom, three-and-a-half-bath residence. Thoughtfully updated, the home features a beautifully remodeled kitchen/baths while preserving its timeless architectural appeal. A grand entrance hall welcomes you setting the tone for the gracious living room showcasing…
1943 Robinhood Road, Winston-Salem
$936,500
4 beds • 4 baths • MLS® 1215045
The bright blue door could be the first hint that this house, while traditional, has splashes of wow and bits of whimsy throughout. Built in 1940, some rooms retain the charm and character of that time while others have been updated with panache and pizzazz. First on the list for the latter is the kitchen – quartzite countertops, premium…
420 Burkes Crossing Drive, Winston-Salem
$795,000
5 beds • 3 baths • MLS® 1217579
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…
565 Knob View Drive, Winston-Salem
$795,000
4 beds • 5 baths • MLS® 1206298
Welcome to 565 Knob View Dr- Tucked away on a secluded lot with over 2 acres, this stunning home offers a blend of style, space and serenity. Just minutes from highways, hospitals and the heart of the city. The property features a creek, walking paths, foot bridges, a gazebo, gardening areas and a secluded pool. Step inside to discover…
1025 Oaklawn Avenue, Winston-Salem
$739,900
4 beds • 3 baths • MLS® 1226651
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…
105 Creekstone Court, Winston-Salem
$735,000
5 beds • 5 baths • MLS® 1223557
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…
612 Hertford Road, Winston-Salem
$699,000
5 beds • 6 baths • MLS® 1222414
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…
1700 Lynwood Avenue, Winston-Salem
$695,000
4 beds • 3 baths • MLS® 1217108
A century of story on a leafy corner of West Highlands — tucked between West End and Buena Vista, a stone's throw from Baptist Hospital. This 100-year-old Dutch Colonial wears its age beautifully: original hardwoods, wood-burning fireplace, crown molding, and light-filled rooms you don't get in new builds. This year alone the owners…
1538 Overbrook Avenue, Winston-Salem
$674,900
4 beds • 4 baths • MLS® 1225795
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…
1920 Robinhood Road, Winston-Salem
$650,000
3 beds • 4 baths • MLS® 1223372
Buena Vista living at its finest! This beautifully maintained one-level home blends timeless character with thoughtful updates in a prime Winston-Salem location. Surrounded by mature landscaping and inviting outdoor living spaces, you'll enjoy a walkable setting near parks, gardens, and local favorites. A welcoming front porch leads into…
701 Longbow Road, Winston-Salem
$625,000
4 beds • 2 baths • MLS® 1224390
Updated and move-in ready on a corner lot in one of Winston-Salem's most desirable neighborhoods! Designed for both everyday living and entertaining, this exceptional home offers multiple living areas, two fireplaces, main-level laundry, abundant storage, and hardwood floors throughout most of the home. The custom kitchen features custom…
111 Milnor Place, Winston-Salem
$599,900
4 beds • 3 baths • MLS® 1212179
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,…
3511 Emmen Court, Winston-Salem
$589,900
5 beds • 4 baths • MLS® 1228226
A rare find in a great location, where timeless design meets modern comfort. This all brick, beautifully appointed 5 bedroom home showcases exceptional craftsmanship with custom molding, elegant finishes and a thoughtfully designed floor plan that offers both functionality and style. Main floor features private office with glass french…
500 Knob View Drive, Winston-Salem
$574,900
4 beds • 5 baths • MLS® 1217455
**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…
520 Barrett Road, Winston-Salem
$569,900
4 beds • 5 baths • MLS® 1222281
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…
5140 River Chase Ridge, Winston-Salem
$549,000
4 beds • 4 baths • MLS® 1217895
Convenient location, off Peacehaven between Hwy. 421 and Country Club Rd. in the beautiful Huntcliff Development. House is located on a dead end street, quiet and mostly wooded. Freshly painted, new carpeting, nicely landscaped. Heated sunroom overlooks wooded backyard or enjoy the massive deck with a rectangular firepit. Cook's kitchen…
104 Candlewyck Drive, Winston-Salem
$529,000
3 beds • 3 baths • MLS® 1223274
It’s here! Classic architectural charm meets modern convenience. This low-maintenance, half-timbered brick Tudor is tucked into a quiet enclave just minutes from hospitals, shopping, dining and all Winston has to offer. Enjoy main-level living with the primary suite and laundry downstairs, with huge bonus rooms upstairs if needed! From…
706 Friar Tuck Road, Winston-Salem
$520,000
4 beds • 3 baths • MLS® 1217881
BIG PRICE REDUCTION AND $5000 IN SELLER CONCESSIONS - use to buy down loan or apply towards closing costs – you decide. Location, main-level living and plentiful storage - find them all at 706 Friar Tuck Rd., a classic ranch in Sherwood Forest. With four bedrooms, three full baths, and several living areas, the house also a full…
237 Village Green Square, Winston-Salem
$519,900
3 beds • 2 baths • MLS® 1228093
Impeccably maintained one-level home in the desirable Wellesborough community, offering a low-maintenance lifestyle in one of Winston-Salem’s most convenient locations. Features include 3 bedrooms, 2 baths, soaring 9 to 10-foot ceilings, rich hardwood floors, extensive crown molding, transom windows, abundant natural light, formal living…
5132 Huntcliff Trail, Winston-Salem
$515,000
4 beds • 3 baths • MLS® 1226041
Welcome home to the well-established Huntcliff neighborhood. This classic brick ranch is the perfect blend of convenience and function. Relax and unwind in the formal living room, spacious dining room, or comfortable family room. Entertaining is a breeze in this generously sized kitchen, which flows into a screened porch, private deck,…
4109 Allistair Road, Winston-Salem
$495,000
3 beds • 3 baths • MLS® 1227277
Simply irresistible! This beautifully updated 3-bedroom, 3-bath ranch has been lovingly maintained and meticulously renovated over the past 8 years. The thoughtfully redesigned open-concept kitchen features soft-close cabinetry, quartz countertops, and newer appliances, including a gas range and microwave both with convection bake. Fresh…
4814 Selwyn Drive, Winston-Salem
$485,000
4 beds • 4 baths • MLS® 1228119
New construction with custom charm! This brand new 4 bed, 3.5 bath home offers the perfect blend of style, comfort, and functionality. Step inside to a bright, open living space highlighted by vaulted ceilings and a stunning double-sided fireplace that seamlessly connects the living room and kitchen. The thoughtfully designed kitchen…
421 Flyntvalley Drive, Winston-Salem
$480,000
5 beds • 3 baths • MLS® 1223094
Beautifully maintained home in sought-after Winston Salem location! Conveniently located near Wake Forest University, Silas Creek Parkway, shopping and churches, this custom-built home offers character, space and timeless quality throughout. Enjoy walking or biking to the neighborhood pool with an active swim team and welcoming community…
97 Shadylawn Drive, Winston-Salem
$474,900
4 beds • 4 baths • MLS® 1213434
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…
Need help comparing these Winston-Salem homes?
Fannie Fleming, REALTOR® at ERA Live Moore Real Estate, can help you evaluate neighborhood fit, property condition, pricing and offer strategy.
Call 336-817-5134 or email Fannie@FannieFleming.com. You may also explore more resources at www.FannieFleming.com.
Listing information is provided for consumer reference and is subject to change without notice. Images, descriptions, prices and MLS information were reproduced from the supplied search-results source dated July 21, 2026. This page does not guarantee current availability. Equal Housing Opportunity.