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309 Vineyard Park Court, Winston-Salem
$125,000
2 Beds ⋅ 2 Baths ⋅ 1210438 MLS
Discover the perfect blend of convenience, affordability, and strategic flexibility at 309 Vineyard Park Ct. Nestled within the established and Little Creek condo community, this charming 2-bedroom, 1.5-bathroom, two-story residence is a rare find in the 27104 zip code. Whether you are a seasoned investor looking to strengthen your portfolio or a first-time buyer searching for an entry point into a competitive market, this property is designed to meet your goals.Location is everything, and Little Creek delivers. The property offers a peaceful atmosphere while remaining just minutes away from the pulse of the city. You are perfectly positioned near local universities, making this a high-demand corridor for student and faculty housing. Additionally, the condo is conveniently located near premier shopping centers, diverse dining options, and major thoroughfares, ensuring that everything you need is within easy reach. There is a current lease.

309 Vineyard Park Court, Winston-Salem

1811 Chanterelle Court, Winston-Salem
$2,070,000
4 Beds ⋅ 5 Baths ⋅ 1208758 MLS
Spacious, free-flowing elegance defines this 2026 Parade of Homes PLATINUM AWARD WINNER by Homes by Jonathan Lee. From the moment you enter the dramatic foyer, with its classic double-landed staircase, you’re drawn through wide, open arches from one gracious living space to another. The gathering room features a striking stone wall surrounding the gas fireplace, and clerestory windows in the high, sloped ceiling. Even the most discerning cooks will love the exceptionally equipped kitchen with its spacious eat-in island and ample, bright breakfast area. The main-level primary suite features a luxurious, spa-like bath and huge daylit closet. A handsome, private main level study is perfect for a home office. The second level includes a family room and three spacious bedrooms. An expansive recreation room has a half-bath and its own private stairs from the first-level. Covered outdoor living spaces overlook a large, level Estate lot with plenty of room to plant or play (fancy a pool?).

1811 Chanterelle Court, Winston-Salem

142 Motsinger Drive, Winston-Salem
$135,000
2 Beds ⋅ 1 Baths ⋅ 1209221 MLS
BACK ON THE MARKET TO NO FAULT OF THE OWNERS!!!! Investor/Developer/Builder remodel opportunity exists with easy access throughout the Triad with nearby access to the W-S Beltway!!! Approximate .76 acre with current RS9 zoning with 1K square ft 4 Room, 1 full bath house awaits. TLC required to restore property to its potential for a starter home or rental property. Public water/sewer and natural gas run along Motsinger Drive, so your project possibly could expand beyond a simple remodel. Attached shed and outside access to a partial concrete floor basement reduce interior space required for hot water heater, furnace, AC, etc. along with providing additional storage. An approximate wired 280 square ft enclosed carport with concrete floor provides possible additional exterior opportunities, etc. Owner will not make any repairs!

142 Motsinger Drive, Winston-Salem

4128 Shadetree Drive, Winston-Salem
$354,000
3 Beds ⋅ 2 Baths ⋅ 1207737 MLS
You definitely want to come see this home! This one-level, open concept home is ready for you to make it your own. With vaulted ceilings throughout, oversized primary suite with huge walk-in closet, you won't be be low on storage or space to entertain. Natural light makes this one shine. With recently serviced electrical, plumbing and HVAC you can move-in without worry. Outside, room to relax, garden, or host friends, plus a fully outfitted storage shed providing extra storage or workspace(or you could remove for more entertaining space). Community space is just a short SIDEWALK walk away, with playgrounds and plenty of space for running around and entertaining without worry about the headcount! Great for dog walking or strolls around the neighborhood. Conveniently located with easy access to Union Cross, the new beltway, Greensboro, Kernersville, High Point, Winston-Salem. Make Glen Village your neighborhood today!

4128 Shadetree Drive, Winston-Salem

110 Chestnut Hill Court, Winston-Salem
$549,499
4 Beds ⋅ 4 Baths ⋅ 1206837 MLS
!!!Priced to sell, and the seller is motivated!!!! If you love the style and neighborhood feel of Century Oaks but want a more approachable price point, this listing is a rare opportunity, now offered at a new, improved price. The seller is highly motivated and willing to offer concessions, making this the right time to act. This home has been freshly updated with new paint throughout, plus a partially finished basement and an added bathroom that expand your living space. All of this sits within a sought after location and established community. Residents enjoy access to a neighborhood pool and a scenic walking trail, adding everyday value beyond the home itself. The layout offers comfortable living spaces and strong long term value for a buyer seeking move in ready convenience without paying a premium for comparable homes nearby. Conveniently located near shopping, dining, and commuter routes.

110 Chestnut Hill Court, Winston-Salem

4324 Walnut Hollow Drive, Winston-Salem
$205,000
3 Beds ⋅ 2 Baths ⋅ 1206762 MLS
4324 Walnut Hollow Drive offers a well-balanced floor plan with defined living areas and practical use of space. The living room provides a welcoming setting for relaxing or entertaining, while the kitchen includes cabinet storage, functional counter space. The bedroom layout allows for privacy and flexibility, with a primary bedroom featuring a private bath and closet space. Outdoor areas offer room to enjoy a morning cup of coffee or a place to entertain guests. Located close to local shopping, dining options, schools, and major transportation corridors, this property combines convenience with everyday livability. A solid opportunity for first time homebuyers, or investors. Agents and buyers- previous home inspection available for your review.

4324 Walnut Hollow Drive, Winston-Salem

1039 Huntingdon Road, Winston-Salem
$199,000
1206090 MLS
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 cleared, grassy lawn framed by mature hardwoods and evergreens, providing privacy and a clean slate for your custom landscaping and construction. Bring your own builder—there are no deed restrictions, and a new survey is already completed. Located on a low-traffic street within walking distance of Sherwood Forest Elementary and a major shopping center with Lowes Foods, Harris Teeter, YMCA, Fresh Market, Starbucks, Riverbirch, and Ace Hardware, this site combines convenience with neighborhood charm placing you close to schools, shopping, recreation, and top medical facilities. Agent owned.

1039 Huntingdon Road, Winston-Salem

3742 Crosland Road, Winston-Salem
$274,900
3 Beds ⋅ 3 Baths ⋅ 1205996 MLS
Well-located and move-in ready, this home at 3742 Crosland Road offers key updates and a functional layout in an established Winston-Salem neighborhood. Recent improvements include a new roof, new vinyl plank flooring in the main living areas, and a new electrical panel, providing added value and peace of mind for buyers. The home features comfortable living spaces with natural light and a practical floor plan suitable for everyday living. The yard offers space for outdoor enjoyment, gardening, or entertaining. Conveniently located near shopping, dining, schools, and major roadways. Ideal for first-time buyers, downsizers, or investors seeking a solid property in a convenient location. Schedule your showing today. Home warranty is in place and can be transferred to the new owner.

3742 Crosland Road, Winston-Salem

2810 Carriage Drive Unit #D, Winston-Salem
$720,000
1205461 MLS
Proven 8-Unit Multifamily Portfolio. Capture immediate scalability within Winston-Salem’s High-Growth Market resilient rental sector, strategically positioned to maximize long-term appreciation. This premier "stabilization play" is engineered for investors to harvest significant equity through operational optimization and rapid market-rate pivots in the Triad’s most lucrative corridor. Seven units are strategically clustered in Georgetown/Rugby Row, mere minutes from Wake Forest University. Perfectly positioned to dominate the student, faculty, and medical workforce rental niches. High-Yield Command & Massive Value-Add Upside: 5/8 units occupancy with renovation potential. Portfolio Includes: 2804 Carriage Dr, A & B; 2810 Carriage Dr, D; 2820 Pelham Pl, I; 2810 Pelham Pl, E; 650 Rugby Row, C & L; 309 Vineyard Park (27104)

2810 Carriage Drive Unit #D, Winston-Salem

1210 22nd Street, Winston-Salem
$105,000
2 Beds ⋅ 1 Baths ⋅ 1204934 MLS
This well-cared-for home is MOVE-IN READY and offers a solid opportunity in a highly convenient location. Less than a mile to major highway and minutes to downtown! Home benefits from natural light and a sense of separation from the street. Fully renovated and consistently maintained, with a strong rental history that reflects its appeal. Inside, you’ll find a beautifully updated kitchen with modern finishes along with a spacious laundry room. Cute backyard with charming garden space. Alley access provides off-street parking options. This location offers excellent accessibility! Public transportation is within walking distance, as are local stores, school, parks and places of worship. This property combines updated living space, proven rental performance, and a convenient setting—an ideal option for investors and homeowners seeking comfort and accessibility. Roof 2019. **Schedule a showing today!

1210 22nd Street, Winston-Salem

4281 Willingham Way, Winston-Salem
$310,750
4 Beds ⋅ 3 Baths ⋅ 1203749 MLS
Move in Ready New Construction! This trusted local builder will add a refrigerator, washer/dryer and $12,000 in closing credits!! Are you looking for a home with a yard and plenty of space? Introducing the Farrington Model D – a stunning new construction home that is ready now! This beautifully designed 4-bedroom, 2.5-bath residence offers 1,954 square feet. The main level features an open floor plan with luxury vinyl plank flooring, a spacious great room with a dining area, and a well-appointed kitchen featuring soft-close cabinets, granite countertops, an extended island, an undermount sink, and sleek black appliances. A pantry and convenient half bath complete the space. Additional highlights include a generous 2-car garage, a landscaped front yard, an LED lighting package, and more. Large patio and spacious yard! Possible 100% financing and terrific incentives! Exterior photos showcase a recent model; colors and elevation may vary.

4281 Willingham Way, Winston-Salem

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