146 Winston Salem NC Homes with Pools

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724 Mitch Drive, Winston-Salem
$499,000
4 Beds ⋅ 4 Baths ⋅ 1240705 MLS
Welcome home to 724 Mitch Drive, an elegant home with a true outdoor oasis that is situated in the incredible Sherwood Villas neighborhood- A PRIME location in New Sherwood Forest! This spacious 4-bedroom, 3.5-bath home offers plenty of room to spread out, including a finished basement with additional flex space. Enjoy the extraordinary outdoor entertainment area on the 20x30 deck with remote lighting, ceiling fan, and outdoor television, perfect for cheering on your favorite team on a crisp Fall night! Take the steps below to the patio with your own hot tub and covered parking in addition to the garage and paved drive- A significant plus in this cul-de-sac! Enjoy an exceptional location paired with wonderful neighborhood amenities, including a community swimming pool, tennis courts, and playground. Whether you're looking for room to grow, space to entertain, or an active community to call home, this property offers an opportunity to enjoy it all in a remarkable location!

724 Mitch Drive, Winston-Salem

650 Brentwood Court, Winston-Salem
$382,000
4 Beds ⋅ 3 Baths ⋅ 1240555 MLS
Rare opportunity in desirable Sherwood Forest under $400K! This charming home combines classic character, generous living spaces, and extensive recent updates. Mature landscaping with gorgeous azaleas welcomes you to an oversized front porch, while the back porch and extended deck create inviting outdoor living spaces. Inside, hardwood floors, multiple living areas, a spacious kitchen, and an ensuite primary bedroom offer comfort and flexibility. The basement includes a garage, oversized den and a fourth bedroom currently used as an office. Multiple storage buildings, including an oversized electrified building, add exceptional utility. Major updates include a 2025 roof, gutters, exterior paint, deck, and large shed; 2026 interior paint, trim, flooring and privacy fence; plus HVAC (2023), sealed crawlspace with dehumidifier, drainage improvements, and water heater (2024). Recent appraisal at $440,000!

650 Brentwood Court, Winston-Salem

225 Heatherwood Drive, Winston-Salem
$749,000
4 Beds ⋅ 4 Baths ⋅ 1240444 MLS
Space to Live, Room to Gather, and a Golf Course Community to Call Home! The flowing layout offers plenty of room for everyday living and entertaining. The kitchen is ready to impress with a Viking gas cooktop, center island, and walk-in pantry, all conveniently connected to the dining and living spaces. The main-level primary suite offers a relaxing retreat with its own sitting area and an updated bath featuring an oversized walk-in shower, dual vanities, and separate his-and-hers closets. Upstairs, you'll find three additional bedrooms, two full baths, and a generous bonus room offering flexibility for a media room, home office, fitness space, or guests. Extend your living outdoors to the screened porch and adjoining grilling deck. 3 car garage. Option to join the club for golf, swimming, and pickleball. New water heater and a 1-year home warranty. Located in Davidson County with a Winston-Salem address = lower county property taxes compared with many neighboring areas.

225 Heatherwood Drive, Winston-Salem

427 Summergate Drive, Winston-Salem
$325,000
3 Beds ⋅ 3 Baths ⋅ 1239653 MLS
Welcome home to 427 Summergate Drive! This charming Jasper model by True Homes is move-in ready. Meticulously maintained by original owner, the interior is freshly painted with brand-new LVP flooring on main level and neutral decor throughout. Main level boasts an open floor plan with a private home office space. Kitchen is well-appointed with stainless steel appliances, island, and granite countertops. Primary bedroom feels luxurious with en suite bath and large walk-in closet. Versatile loft space on 2nd level offers flexibility for your lifestyle--space would function well as secondary living room, play area, workout space, or reading nook. Spacious 2-car attached garage offers additional storage. Neighborhood pool & clubhouse are perks of neighborhood HOA. Convenient location with a short drive to Novant Medical Center, Wake Forest Baptist Hospital, Hanes Mall & Tanglewood Park. Approximately 10 minute drive to downtown Winston-Salem. Restaurants & shopping nearby.

427 Summergate Drive, Winston-Salem

1220 Ashburton Lane, Winston-Salem
$1,050,000
4 Beds ⋅ 4 Baths ⋅ 1240461 MLS
This exceptionally well-maintained home is situated in a premier location nestled among SECCA, Reynolda Village, Graylyn and Wake Forest University. The main level features a large primary suite with over-sized walk-in closets, jetted tub, separate shower and double vanities. There are two additional bedrooms on the main level, each with private bath. The thoughtfully designed kitchen with quartz countertops and generous pantry opens into great room with built-ins and fireplace. Additional highlights include a convenient main floor laundry room. Light-filled living room with French doors leads onto the spacious patio and covered deck overlooking a stunning, private back yard. Enjoy hosting friends and family by the beautiful pool installed in 2016. Updates include basement playroom/den plus large guestroom and newly insulated storage. Two-car attached garage. Schedule your private showing today!

1220 Ashburton Lane, Winston-Salem

687 Old Cypress Drive, Winston-Salem
$489,000
4 Beds ⋅ 3 Baths ⋅ 1240219 MLS
Beautifully maintained 4-bedroom, 2.5-bath home with a large open floor plan, an attached 3-car garage, and an exceptional outdoor entertaining area with low Davidson County taxes! There's no HOA, and Seller is offering $10k in concessions with acceptable offer. The true showstopper is the incredible backyard retreat! Enjoy your very own heated in-ground swimming pool, ready for year-round enjoyment, surrounded by a spacious, fully fenced backyard offering plenty of room for entertaining, recreation, and relaxation. The impressive 20' x 14' covered outdoor entertaining area provides the perfect setting for poolside gatherings, while the large fire pit area creates a cozy atmosphere for evenings outdoors. Why settle for an ordinary backyard when you can enjoy your own private retreat? This exceptional home combines comfort, style, and outdoor living in one incredible package. Schedule your private showing today!

687 Old Cypress Drive, Winston-Salem

1412 Autumn Park Circle, Winston-Salem
$775,000
3 Beds ⋅ 4 Baths ⋅ 1239654 MLS
Built by Jonathan Lee in The Village at Brookberry Farm where yards are maintained by the HOA! This inviting home features a welcoming wraparound porch connecting to a screened side porch accessible from the great room or primary suite. The open floor plan offers a light-filled living area w/ gas fireplace, spacious kitchen w/ large island, & gracious dining area. 10-foot ceilings enhance the main level, which includes a primary suite w/ beautifully tiled shower & large walk-in closet. Upstairs are two bedrooms, each with its own bath, plus a generous loft/bonus room. Additional features include a 2 car garage, drop zone, laundry room w sink. Freshly painted exterior & newly added fence! HOA-maintained yard allows more time to enjoy community amenities, including pool, clubhouse, gym, pickleball & tennis courts, amphitheater, playground, walking trails etc. Enjoy exceptional living in this sought-after community!

1412 Autumn Park Circle, Winston-Salem

3915 Chadwyck Court, Winston-Salem
$439,990
5 Beds ⋅ 4 Baths ⋅ 1239866 MLS
Discover this spacious 5-bedroom, 3.5-bath home in the Chadwyck community of Winston-Salem. Features include an open floor plan, two-story foyer, main-level primary suite, kitchen with granite countertops and stainless steel appliances, and a gas-log fireplace. Upstairs offers 4 additional bedrooms and a versatile bonus room. Bedrooms 2 and 3 have a shared full bath with dual vanities. Enjoy a large deck overlooking a landscaped yard with fruit trees and a creek. Additional highlights include a mudroom, laundry connections on both levels, an attached 2-car garage, and access to the neighborhood pool. Conveniently situated on a cul-de-sac across from the Chadwyck Club's wooded setting. Updates include HVAC (2024) and water heater (2026).

3915 Chadwyck Court, Winston-Salem

620 Quarterstaff Road, Winston-Salem
$699,900
4 Beds ⋅ 5 Baths ⋅ 1239577 MLS
This beautifully updated 4-bedroom, 4.1-bath home is ideally located on a prime street in Sherwood Forest. The main level features primary bedroom with ensuite baths and elegant hardwood floors. The fabulous kitchen boasts beautiful cabinetry, high end granite and a 5-burner gas range, while the bright sunroom and gym offer views of the fenced backyard. Additional highlights include a convenient main floor laundry and a guest suite. Upstairs, enjoy a versatile loft area along with two large bedrooms, each with their own baths, including one space that can double as an office. The property's 2-car garage features a sealed floor and whole house generator makes this home a perfect blend of luxury and functionality. Don't miss this opportunity!

620 Quarterstaff Road, Winston-Salem

130 Chrisfield Circle, Winston-Salem
$240,000
2 Beds ⋅ 2 Baths ⋅ 1239369 MLS
Discover easy, one-level living in this updated end-unit townhome in the Chrisfield community of Winston-Salem! Offering 2 bedrooms, 2 full bathrooms, and 1,193 square feet, this home combines comfort, convenience, and low-maintenance living. The updated kitchen, refreshed bathrooms, and Shaw luxury vinyl plank flooring throughout the living areas provide a fresh, modern feel. Enjoy a spacious primary suite with a private bathroom, an inviting living room with fireplace, and a dedicated dining area. Step outside to a private rear patio featuring newly installed fencing, perfect for relaxing or entertaining. Located just steps from the neighborhood swimming pool and minutes from grocery stores, restaurants, shopping, and everyday conveniences. Whether you’re looking to downsize, purchase your first home, or enjoy the simplicity of single-story living, this move-in-ready Winston-Salem townhome is a must-see!

130 Chrisfield Circle, Winston-Salem

102 Cedar Lake Trail, Winston-Salem
$155,000
2 Beds ⋅ 2 Baths ⋅ 1239274 MLS
This second-floor, 2-bedroom, 2-full-bath condo in Winston-Salem offers great potential for someone looking to make updates and build equity! The spacious living room features a cozy fireplace and hard wood floors. Enjoy peaceful, wooded views from the covered rear deck, plus an additional side deck off the dining room, perfect for relaxing or entertaining. An exterior storage closet provides extra convenience. New heat pump, duct work and A/C installed in 2024! Community amenities include a swimming pool and tennis courts. Conveniently located near shopping, grocery stores, restaurants, hospitals, and everyday essentials. This condo is located in the sought after Medowlark/ Ragen High school district. This condo needs some cosmetic updates, making it an excellent opportunity for an investor or handy buyer with a vision. Bring your ideas and unlock the potential of this property!

102 Cedar Lake Trail, Winston-Salem

3015 Polo Road, Winston-Salem
$425,000
4 Beds ⋅ 2 Baths ⋅ 1238874 MLS
Welcome to this charming 4 bedroom, 2 bath Tudor-style home where timeless architectural character meets modern updates. Situated on a spacious 0.82 acre lot, this property offers classic design, inviting curb appeal, and a beautifully remodeled kitchen. The screened-in sun porch provides the perfect spot for morning coffee, relaxing evenings, or enjoying the peaceful surroundings. The generous lot offers plenty of outdoor space for entertaining, gardening, or added privacy with two decks and a custom stock pond pool perfect for the kids or pups in the summer. Did I mention the basement? The 1529sq ft unfinished basement offers endless possibilities for customization to fit your needs. Located near Wake Forest University, Reynolda Village, Reynolda Gardens, and parks with easy access to downtown Winston Salem, shopping, dining, and everyday amenities. Homes offering this much character, space, and convenience are a rare find! Don't miss your opportunity to make this one yours.

3015 Polo Road, Winston-Salem

756 Royal Jasmine Court, Winston-Salem
$1,960,000
4 Beds ⋅ 6 Baths ⋅ 1238983 MLS
A rare opportunity in Brookberry Farm featuring a 4-car garage and exceptional new construction by Nevin Home Builders! Anticipated completion in mid-to-late November, just in time for the holidays. A striking exterior with an arched entry welcomes you into a dramatic two-story foyer and soaring great room with a statement stone fireplace, custom built-ins, and expansive windows. The kitchen features custom cabinetry, an oversized island, and Wolf appliances, including a 48” dual-fuel range. A showstopping scullery and butler’s pantry offer a second sink, dishwasher, space for both a second refrigerator & beverage fridge. Two main-level bedrooms are complemented by two upstairs bedrooms, a spacious bonus room, and full bath. Designer wallpaper adds a special touch to the laundry room and powder room. Hardwood floors will be finished prior to completion, with NO CARPET throughout. Enjoy a screened porch with gas log fireplace, a flat backyard plus all that Brookberry Farm has to offer!

756 Royal Jasmine Court, Winston-Salem

546 Raspberry Hill Road, Winston-Salem
$412,500
4 Beds ⋅ 3 Baths ⋅ 1238836 MLS
ALMOST NEW & NO DUE DILIGENCE FEE required. 1st-year Builder Warranty valid through 4/21/27. Sellers are relocating from this beautiful home. Enjoy ML 9’ ceilings, window blinds, half bath and French doors open to a private office. The bright, open living area seamlessly connects the family room, dining space, and a gourmet kitchen boasting upgraded granite counters, Genesis cabinetry, GE stainless appliances, and a pre-wired gas line. Upstairs, the primary suite features a granite top dual vanity, a 5-foot walk-in shower, separate water closet, and a large walk-in closet. Three additional spacious bedrooms and secondary full bath with granite top dual vanity and a laundry room with built-in cabinets complete the second floor. Outside, relax on the covered front and rear porches, and enjoy full-yard automatic irrigation plus a 2-car garage with an upgraded windowed door. Incredible amenities include a resort-style pool, clubhouse, trails, lake/fishing access, playground, & cornhole.

546 Raspberry Hill Road, Winston-Salem

239 Oakwood Court, Winston-Salem
$190,000
2 Beds ⋅ 2 Baths ⋅ 1238959 MLS
Welcome to this inviting 2-bedroom, 2-bath condo in the desirable Oakwood Square community of Winston-Salem! Featuring brand-new flooring throughout the entire home, this move-in-ready property offers a fresh, updated feel and a comfortable, functional layout. The spacious primary bedroom serves as a relaxing retreat, complete with a private en suite bathroom. Step outside to the covered balcony, the perfect spot to enjoy your morning coffee, unwind in the evening, and take in the great views of the surrounding area. Residents also enjoy access to the community swimming pool and a convenient location just minutes from Miller Park, Thruway Shopping Center, local dining, shopping, and major roadways. Whether you’re looking for a place to call home or an investment opportunity, this condo offers the perfect combination of comfort, convenience, and low-maintenance living. Don’t miss your opportunity to make it yours!

239 Oakwood Court, Winston-Salem

4840 Spilsby Lane, Winston-Salem
$435,000
3 Beds ⋅ 3 Baths ⋅ 1238948 MLS
Welcome home to 4840 Spilsby Lane, tucked on a quiet street in the beautiful Sherwood Forest neighborhood! This charming brick ranch has all the makings of your dream home, with the convenience of main-level living and a beautiful fenced backyard perfect for relaxing or entertaining on the back deck. Inside, enjoy a sunny living room, cozy den, and gorgeous open kitchen that serves as the heart of the home. The primary suite offers a private en suite bath, while the basement provides even more possibilities with a bonus room and recreation space perfect for hobbies, a home gym, or movie nights. Complete with a one-car garage plus extra unfinished storage space and plenty of charm, this home is one you won't want to miss. Schedule your showing today!

4840 Spilsby Lane, Winston-Salem

4528 Brassfield Drive, Winston-Salem
$277,500
3 Beds ⋅ 3 Baths ⋅ 1238814 MLS
Open House 11/1 2-4p. SELLER OFFERING $2500 IN CLOSING COSTS! Enjoy the space & convenience of this inviting end-unit townhome in Northern Quarters! The main level features a spacious primary suite with walk-in shower, half bath, and comfortable living & dining area. The kitchen offers plenty of storage having many cabinets plus two closets for pantry items & appliances. Upstairs, you'll find two generously sized bedrooms with large closets, a full bath, & a versatile loft overlooking the living room—ideal for a reading nook, home office, or flex space. Enjoy the added privacy of an end unit, along with a screened porch for relaxing outdoors and a one-car garage. With 3 bedrooms, 2.5 baths, and a thoughtfully designed layout, this home offers room to spread out in a convenient location close to shopping, major highways, & everyday essentials.

4528 Brassfield Drive, Winston-Salem

4090 Carriage Manor Cove, Winston-Salem
$1,125,000
4 Beds ⋅ 3 Baths ⋅ 1238618 MLS
The French Coves is an exquisitely tucked away gem! Private gated entrance leads to a tree-lined street for three exclusive estates. Your personal gazebo awaits providing an enchanting spot for relaxation. This home is of exceptional construction and quality craftsmanship throughout. Features include French Oak hardwood floors, custom grade cabinetry, commercial grade appliances, soaring ceilings, detailed moldings & arched openings. Open floor plan for easy entertaining. The gourmet kitchen & breakfast nook overlooks the handsome Greatroom with built-ins and fireplace. Primary en suite features a freestanding tub, glass enclosure shower, double sinks & walk-in closet connecting to the laundry room. Enjoy extended entertaining on the covered rear porch overlooking the brick courtyard with heated saltwater soaking pool with three cascading water feeds & outdoor fireplace with gas logs. Walk-in attic storage. New eave programmable accent lighting. Lawncare by HOA. Priced below Appraisal!

4090 Carriage Manor Cove, Winston-Salem

125 Rannoch Court, Winston-Salem
$449,000
3 Beds ⋅ 2 Baths ⋅ 1238590 MLS
Huge Price improvement! -20k WOW! Rare opportunity. Exceptional setting with woods behind & common area across the street. This immaculate custom home combines upscale finishes with easy living— & an HOA that handles most exterior maintenance, including yard care & gutter cleaning. (maintenance chart in attachments) Inside, vaulted ceilings, beautiful light flooring & a lovely kitchen open to the great room create an inviting atmosphere. The soothing primary suite offers a relaxing retreat, while the upstairs bonus room features a striking barn door. Attic space provides additional storage. New efficient tankless water heater. Enjoy the covered front porch or unwind on the screened porch overlooking the rear patio & wooded backdrop. Four-sided brick construction, a two-car garage & move-in-ready. Neighborhood amenities include sidewalks, tennis and pickleball, with optional pool and golf memberships. A beautiful setting, convenient location and more time to enjoy it all! Come & See.

125 Rannoch Court, Winston-Salem

880 Osprey Ridge Road, Winston-Salem
$1,395,000
5 Beds ⋅ 5 Baths ⋅ 1238182 MLS
Lakeside Living in Brookberry Farm! Welcome to your waterfront retreat on a generous .72-acre lot, set along an established street in sought-after Brookberry Farm. This 5-bedroom, 4.5-bath home pairs the serenity of lake views with thoughtful updates throughout. The completely redesigned kitchen (2020) features all-new cabinetry, countertops, and appliances, making it as functional as it is beautiful. New hardwood flooring, also added in 2020, brings warmth and continuity to the living spaces. Step outside to the covered back porch and patio (added in 2017), complete with a fireplace. It’s the perfect spot to enjoy lake views year-round. A finished basement offers flexible space for a media room, gym, or guest quarters, and the 3-car main-level garage provides plenty of room for vehicles, gear, and toys. Fenced back yard and fantastic “dog spa” make it your furry friend’s dream home!

880 Osprey Ridge Road, Winston-Salem

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