25 Winston Salem NC Condo Upper Style Homes For Sale

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234 Olde Vineyard Court, Winston-Salem
$124,999
2 Beds ⋅ 2 Baths ⋅ 1240479 MLS
Welcome home to this well maintained 2 bedroom 2 full bath upper level condo located in Olde Vineyard Condominium Community. This condo features a bright and spacious living room with fireplace, updated kitchen with stainless steel appliances and dining nook, updated full bathroom in hallway, primary bedroom with en suite full bathroom, laundry room, and closet, additional bedroom, and bonus room with additional living space. New carpet in all bedrooms. Minutes from shopping, restaurants, hospitals, and highways. Schedule your showing today!

234 Olde Vineyard Court, Winston-Salem
623 Scholastic Drive, Winston-Salem
$154,900
2 Beds ⋅ 2 Baths ⋅ 1239914 MLS
Deacon Ridge! This two-bed, two-bath condo has fresh paint. A strong rental history. Located in close proximity to Wake Forest University, Silas Creek and University Parkways, the location offers convenience while the entry gates and camera system offer security.

623 Scholastic Drive, 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
72 West End Boulevard Unit #5, Winston-Salem
$259,900
2 Beds ⋅ 2 Baths ⋅ 1237916 MLS
Don’t miss this rare opportunity to own a beautiful 2-bedroom, 2-bathroom condo in the heart of historic West End! Enjoy the best of both worlds with easy access to all the excitement of downtown Winston-Salem while still enjoying the peace and privacy of this tucked-away West End location. Inside, you’ll find soaring ceilings, bedrooms filled with natural light and handsome hardwood floors. Stylish kitchen with ample cabinets and stainless appliances. The cozy screened-in porch perfect for relaxing. Assigned off-street parking adds even more convenience. This charming condo is a must-see!

72 West End Boulevard Unit #5, Winston-Salem
178 Driftwood Lane, Winston-Salem
$149,900
2 Beds ⋅ 2 Baths ⋅ 1237516 MLS
Location, Location, Location! Upper Level, End Unit Condo just off Country Club ... Close to grocery, shopping, restaurants, Hwy 421, Clemmons, Lewisville and Meadowlark Elementary and Middle School ... Inviting Neighborhood with mature landscaping, Spacious Parking Area, Community Pool ... Offering 2 Bedrooms and 2 Full Baths ... Kitchen with Refrigerator, Dishwasher, and Slide in Range ... Coat Closet... Pantry ... Pass-through to Dining Area and Living Room giving an open feel ... Laminate Floors in Living Room ... Wood Burning Fireplace ... Embrace the oversized Balcony through the large slider doors - makes you feel nestled in the trees ...Primary Bedroom with double closets and adjoining Bathroom offering Single Vanity and Tub/Shower combo... Primary Bedroom located on the back side of the unit offering a wooded view ... Carpet in Both Bedrooms... Raintree Community offers Neighborhood Pool and Tennis Courts ... Water and Sewer included in HOA dues

178 Driftwood Lane, Winston-Salem
131 Ivy Glen Court, Winston-Salem
$149,900
2 Beds ⋅ 2 Baths ⋅ 1236816 MLS
Freshly updated and move-in ready! Step inside to a living room featuring a cozy gas log fireplace, while built-in shelving offers character and arched windows fill the space with natural light. A nook makes an easy home office. Just off the living room, the dining area conveniently opens to the kitchen with ample cabinetry, a granite breakfast bar for morning coffee or casual meals, a pantry and all new appliances. The laundry room is just steps away with the washer and dryer included! 2 spacious bedrooms: double doors open to the guest room, and the primary offers an ensuite bath and walk-in closet, plus a full hall bath with all new fixtures. LVP flows through the living areas with carpet in the bedrooms. Minutes from Silas Creek Parkway shopping and dining. Updates include appliances, countertops, lighting and plumbing fixtures, door hardware and fresh paint, all 2026. One year home warranty provided. See attachments for the full list of improvements! See Agent Only Remarks!

131 Ivy Glen Court, Winston-Salem
2811 Tully Square Unit #H, Winston-Salem
$79,000
2 Beds ⋅ 2 Baths ⋅ 1234522 MLS
Convenient location for residence or investment property. Unit is move in ready, hot and cold water are included with monthly dues.

2811 Tully Square Unit #H, Winston-Salem
1805 S Hawthorne Road, Winston-Salem
$139,900
2 Beds ⋅ 2 Baths ⋅ 1235240 MLS
Updated 2 bedroom, 1.5 Bath Upper Level Condo conveniently located between two major hospitals, surrounded by medical offices, restaurants, shopping and quick access to Silas Creek Parkway, Salem Parkway, 421, and I-40 ... Updated Kitchen Cabinets with stainless appliances to convey, Bar Seating area ... New LVP Flooring in Living Room, Hallway, and Bedrooms.. Freshly Painted... Interior Brick Walls throughout bring character to the unit ... Laundry Closet inside unit with Stackable Washer and Dryer (also there is a community laundry facility onsite)... Hall Bathroom with Tub/Shower combo with tiled surround ... Updated vanities... Primary Bedroom has adjoining 1/2 bath, Large Closet with Double Doors ... Two HVAC Wall Units (like mini-splits) in Living Room and & Primary Bedroom ... Slider door in Living Room leads to your personal, oversized balcony ... Community Parking Lot ... Water and Sewer are included/covered by your monthly HOA dues

1805 S Hawthorne Road, Winston-Salem
128 Cedar Lake Trail, Winston-Salem
$144,900
1 Beds ⋅ 1 Baths ⋅ 1234411 MLS
Move-in ready upper-level condo offering easy, low-maintenance living! This one-bedroom, one-bath home features a comfortable living area with a fireplace, plus a separate office with built-in shelving—perfect for working from home or creating a cozy reading space. Step outside to the covered back deck overlooking the woods for a peaceful spot to enjoy your morning coffee or unwind at the end of the day. The spacious bedroom features two closets, direct access to the covered deck, and an en-suite bath. Major updates include a new roof in 2024, heat pump in 2023, and water heater in 2020. Community amenities include a swimming pool and tennis courts. Move right in and enjoy!

128 Cedar Lake Trail, Winston-Salem
2958 Ramsgate Court, Winston-Salem
$85,000
2 Beds ⋅ 2 Baths ⋅ 1234094 MLS
Welcome to Ramsgate Condos! This 2-bedroom, 1.5-bath condo offers a great opportunity for a first-time home buyer or investor looking to add to their portfolio. The primary bedroom features a walk-in closet and attached half bath, while the spacious living room provides plenty of room to relax and entertain. Step out from the living room into the heated and cooled sunroom, offering a comfortable year-round space with views overlooking Old Town Club. Excellent rental potential and a convenient location close to the new The Grounds Complex, LJVM Coliseum, and Wake Forest University make this a property worth considering.

2958 Ramsgate Court, Winston-Salem
3822 Country Club Road Unit #I, Winston-Salem
$85,000
1 Beds ⋅ 1 Baths ⋅ 1233568 MLS
Come on up! This second-floor, one-bedroom condo packs surprising space into an easy-to-maintain layout. Tucked at the end of its section of the shared second-floor walkway, there's no pass-through foot traffic to other units outside your front door. Step inside to a spacious living room with vinyl plank flooring, crown molding, and room to make it your own. The eat-in kitchen offers plenty of room for a dining table, keeping meals and everyday living all in one convenient space. Down the hall, the generously sized bedroom includes a ceiling fan and an impressively large walk-in closet for a condo this size. The interior was painted two years ago, giving everything a clean, neutral backdrop. HOA amenities include a community pool and basketball area. Conveniently located with easy access to shopping, hospitals, Silas Creek Parkway, and everyday necessities. Whether you're looking for a place of your own or adding to your investment portfolio, this one is ready for its next chapter!

3822 Country Club Road Unit #I, Winston-Salem
831 Timberline Ridge Court, Winston-Salem
$156,900
2 Beds ⋅ 2 Baths ⋅ 1233277 MLS
Upper level condo close to WFU. Fresh paint. Carpet recently cleaned. Washer, dryer and refrigerator will convey with acceptable offer.

831 Timberline Ridge Court, Winston-Salem
2250 Sunderland Road Unit #23B, Winston-Salem
$129,900
2 Beds ⋅ 2 Baths ⋅ 1233057 MLS
Welcome to Brittish Woods condominiums! This well-maintained unit offers fresh carpet; LVP flooring; a balcony overlooking trees for privacy; a neighborhood pool and clubhouse. Feel free to ask about all furnishings remaining with the unit.

2250 Sunderland Road Unit #23B, Winston-Salem
530 N Trade Street Unit #406, Winston-Salem
$549,900
2 Beds ⋅ 2 Baths ⋅ 1229430 MLS
Now available in Downtown Winston-Salem's premier Trader's Row building -- located in the heart of the vibrant Arts District; Impressive building entry/lobby with two elevators; Secure, gated parking garage in building's basement level -- with one deeded parking space (#33) included; Superb 4th floor east-facing residence offers scenic views; Lots of glass provides for a sun-splashed interior, along with a glorious 13.5x8 private outdoor terrace for outdoor entertaining; High ceilings (most are over 9.5-feet) and wood/tile floors throughout; Sleek kitchen with island, granite counters, gas cooktop, pantry and a spacious dining area -- open completely to the great room with its wall of glass windows and doors; Convenient washer/dryer closet adjacent to kitchen; Private primary suite with walk-in closet and upscale bathroom with walk-in shower; Versatile second bedroom offers direct access to full bath; Don't miss your chance to live in one of downtown's most coveted buildings!

530 N Trade Street Unit #406, Winston-Salem
150 Vista Circle Unit #D, Winston-Salem
$115,000
2 Beds ⋅ 2 Baths ⋅ 1229120 MLS
Welcome to this beautifully renovated upper-level, single-story condo offering stylish updates and low-maintenance living! Fresh interior paint, durable LVP flooring, and modern lighting create a bright, contemporary feel throughout. The thoughtfully designed floorplan features 2 bedrooms and 2 full bathrooms, including a spacious primary suite with private balcony access and an ensuite bath. The kitchen is equipped with stainless steel appliances, and the refrigerator conveys, making move-in a breeze. Whether you're a first-time buyer, looking to downsize, or seeking an easy-care lifestyle, this updated condo offers the perfect blend of comfort, convenience, and modern finishes.

150 Vista Circle Unit #D, Winston-Salem
134 Rivertree Lane, Winston-Salem
$149,900
2 Beds ⋅ 2 Baths ⋅ 1225395 MLS
This move-in-ready low maintenance condo checks all the boxes. Conveniently located near shopping, dining, parks, medical facilities, and major highways, you'll enjoy easy access to everything Winston-Salem has to offer while still being tucked into a quiet, welcoming community. Step inside to a bright and inviting open floor plan filled with natural light. The spacious living area features a cozy gas log fireplace, creating the perfect setting for relaxing or entertaining. The kitchen offers ample cabinet space and connects seamlessly to the dining and living areas for easy everyday living. Primary suite provides a peaceful retreat with a walk-in closet and private bath, while the second bedroom offers flexibility for guests, a home office, or hobbies. Enjoy the added convenience of a shared hallway entry for an extra layer of security. Unwind on your covered patio, perfect for morning coffee or evening relaxation. Additional exterior storage adds valuable functionality.

134 Rivertree Lane, Winston-Salem
734 Scholastic Court, Winston-Salem
$153,900
2 Beds ⋅ 2 Baths ⋅ 1224796 MLS
BRIGHT & SOUTH-FACING AND UPPER LEVEL—NOW WITH A PRICE IMPROVEMENT! Natural light enhances the open, airy feel of this well-maintained 2BR/2BA condo in gated Deacon Ridge. The welcoming living room features a fireplace, while the split-bedroom layout offers flexibility for guests, a home office or everyday living. Kitchen appliances plus washer and dryer convey, making move-in simple. The furnace/AC and dishwasher were replaced in 2021—major updates already taken care of for the next owner. Enjoy controlled gated access and a convenient Winston-Salem location near Wake Forest University, downtown, shopping, dining and everyday amenities. With two full baths, included appliances, recent system updates! 734 Scholastic deserves a closer look. Schedule your showing today!

734 Scholastic Court, Winston-Salem
310 Meadows Circle, Winston-Salem
$130,000
2 Beds ⋅ 2 Baths ⋅ 1224599 MLS
Convenient, affordable, and updated! Home buyers and Investors take note! Well maintained by the current owners. Features include: New flooring, granite countertops and tiled backsplash in the galley kitchen, fresh paint, 9 foot ceilings, refreshed bathrooms, living room with fireplace and balcony access, 2nd bedroom with balcony, ensuite primary, and storage. Conveniently located off S Peace Haven Rd and Hwy 421! Schedule your showing today! See Agent Only.

310 Meadows Circle, Winston-Salem
1 W 5th Street Unit #207, Winston-Salem
$399,900
2 Beds ⋅ 2 Baths ⋅ 1224190 MLS
Superb 2BR/2BA one-level residence near Bailey Park and the Innovation Quarter -- located in one of downtown's most charming buildings! Home to the Charles Department Store for decades, this iconic building was renovated into condominiums in 2003 and features a lobby with the original grand staircase leading up to a mezzanine-level common area; Inside, the open/airy interior offers all modern amenities combined with original exposed brick walls and high ceilings; Art gallery-style hallway leads to the great room -- containing the island-style kitchen, dining and living areas; Lovely primary suite with private bathroom and lots of closets; Second bedroom with skylight has direct access to the hall bathroom -- complete with tile shower; Large new windows (2025) overlook the Innovation Quarter and feature electric remote-control shades; Parking space within building's secure garage is included; Close to WFU, WSSU, UNCSA and Salem College and all that downtown Winston-Salem has to offer!

1 W 5th Street Unit #207, Winston-Salem
3771 Holmes Creek Place Unit #201, Winston-Salem
$169,500
2 Beds ⋅ 2 Baths ⋅ 1220213 MLS
Carpet free living in this 2 bedroom 2 full bath condo located on the second level. Both bedrooms have brand new LVP for a fresh new look. Spacious rooms and generous natural lighting make this modern condo feel like home. The living room is large and has a beautiful corner fireplace, kitchen is open and has a nice bar for dining. This condo is close to downtown, dining, and shopping as well as conveniently located to I-40 for easy commutes.

3771 Holmes Creek Place Unit #201, Winston-Salem
1904 Aspen Way, Winston-Salem
$154,900
2 Beds ⋅ 2 Baths ⋅ 1219353 MLS
Updated 2BR/2BA condo in convenient Winston Salem location near Wake Forest University! Features vaulted ceilings in the spacious living room with fireplace and access to a private deck. Recent updates include new flooring throughout, fresh paint, updated light fixtures, and door hardware. Functional layout with two full baths and hall laundry area with washer/dryer hookups. Community amenities include pool access and two assigned parking spaces. Great option for owner-occupants, students, or investors. Convenient to shopping, dining, and major roadways.

1904 Aspen Way, Winston-Salem
400 W 4th Street Unit #504, Winston-Salem
$649,900
2 Beds ⋅ 3 Baths ⋅ 1212026 MLS
Downtown living at its best! Enjoy easy access to shops, restaurants & coffee shops or catch a movie at Aperture or get tickets for a show. TWO secured parking spaces included - one in attached gated parking lot and one in the building's own parking garage. Open floor plan with 2 BR 2.5BA with some of the best views Winston-Salem has to offer. Waterfall kitchen island, pantry, and all stainless steel kitchen appliances and washer & dryer will stay for your convenience. Oversized great room. Dining area off kitchen. One of the best views on the 5th floor overlooking downtown WS. 24 hour notice. Elevator, storage area in building garage for each unit.

400 W 4th Street Unit #504, Winston-Salem
1 W 5th Street Unit #102, Winston-Salem
$424,900
2 Beds ⋅ 2 Baths ⋅ 1211994 MLS
Exciting urban living comes to life in this New York-style loft with new (2025) oversized windows, 16-ft tall ceilings & a private parking space--located in the heart of downtown Winston-Salem; Close to Innovation Qtr, Bailey Park, Aperture Cinema, Kaleideum, restaurants/bars + WFU,WSSU,UNCSA & Salem College; Granite kitchen with bar-style seating; Massive great room for living/dining; East loft caters exclusively to the primary suite with private BA + sitting area; West loft offers versatile home office; Main-level flex room/2nd BR -- complete with Murphy bed; The One West Fifth building housed the Charles Department Store for decades and was redeveloped into condominiums in 2003 -- and features a charming lobby with original grand staircase leading up to a mezzanine-level common area; The 2 areas below the lofts have ceiling heights slightly below 7-ft

1 W 5th Street Unit #102, Winston-Salem
118 Cloister Oaks Circle, Winston-Salem
$137,900
2 Beds ⋅ 2 Baths ⋅ 1210687 MLS
Now offered at $144,900! This 2BR/2BA upper-level condo in Cloister Oaks offers an open, functional layout with laminate flooring, a cozy fireplace, and a kitchen featuring granite countertops and tile backsplash. Enjoy a private balcony with additional storage and a prime location directly across from the community pool. With HOA dues covering water and sewer, this is a low-maintenance property and an excellent opportunity for an investor or buyer looking for easy living. Move-in ready and priced to sell!

118 Cloister Oaks Circle, Winston-Salem
2235 Sunderland Road Unit #97-C, Winston-Salem
$125,900
2 Beds ⋅ 2 Baths ⋅ 1200198 MLS
Excellent 2 BR condo plan. Unusual amount of closet space. Oversized laundry room (storage also). 9 x 5 balcony/deck off living room. The following is new: Fully repainted (popcorn ceilings removed), new luxury vinyl plank flooring throughout, new stainless steel appliances, new light fixtures and plumbing fixtures, all new mini-blinds. Absolute move-in condition. Amenities include clubhouse, swimming pool, tennis court, basketball court, play ground and picnic areas. Tons of space for walking and pets. Seller is offering $1,500 as an allowance for closing costs, interest rate buydown, etc. with an acceptable offer.

2235 Sunderland Road Unit #97-C, Winston-Salem

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