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Sunnyside Homes for Sale

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  • 1803 Lomond St, Winston Salem, NC 27127
    1803 Lomond St, Winston Salem, NC 27127
    1803 Lomond St, Winston Salem, NC 27127
    /39

    $425,000

    $25K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,520 Sq Ft

    1803 Lomond St, Winston Salem, NC 27127

    Motivated sellers! Step into history at this thoughtfully restored 1901 Early American Craftsman style Cape Cod. This gem blends turn-of-the-century character with modern luxury, featuring a lovingly renovated kitchen and designer baths. The highlight is the brand-new main-level primary suite (complete with a glorious dressing room / walk-in closet), offering a private retreat with contemporary

    Agent Photo

    Jennifer Sapp

    Howard Hanna Allen Tate - Winston Salem

    1803 Lomond St, Winston Salem, NC 27127
  • 213 E Monmouth St, Winston Salem, NC 27127
    213 E Monmouth St, Winston Salem, NC 27127
    213 E Monmouth St, Winston Salem, NC 27127
    /27

    $199,900

    $40K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,074 Sq Ft

    213 E Monmouth St, Winston Salem, NC 27127

    CLOSE TO UNCSA & DOWNTOWN! SUPER CUTE 3BR/1 FULL BATH ON TREE LINED STREET. A MUST SEE! Updated & Remodeled. Tall 9'8" Ceilings makes the home seem even larger. All New Flooring, paint, Kitchen, Deck, HVAC, ROOF, Gutters & Siding. Open Living Room to Large Kitchen. ALL NEW KITCHEN comes complete with shaker cabinets & soft close drawers, granite counters, tile backsplash, Built-in Pantry & SS

    John Southard Your Home Team

    213 E Monmouth St, Winston Salem, NC 27127
  • 2422 Lucille St, Winston Salem, NC 27127
    2422 Lucille St, Winston Salem, NC 27127
    2422 Lucille St, Winston Salem, NC 27127
    /11

    $210,000

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,178 Sq Ft

    2422 Lucille St, Winston Salem, NC 27127

    Nestled on a corner lot at the end of a quiet neighborhood, this enchanting 3-bedroom, 2-bath is a move-in-ready cottage style that beautifully blends artistic character with modern comfort. Relax with your morning coffee or unwind in the evening on the welcoming covered front porch. The spacious, fully fenced backyard provides endless possibilities—whether you dream of gardening, entertaining,

    Ajahna Wallace Leonard Ryden Burr Real Estate

    2422 Lucille St, Winston Salem, NC 27127
  • 410 E Sprague St, Winston Salem, NC 27127
    410 E Sprague St, Winston Salem, NC 27127
    410 E Sprague St, Winston Salem, NC 27127
    /34

    $299,273

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,598 Sq Ft

    410 E Sprague St, Winston Salem, NC 27127

    Stunningly preserved residence located in the Historic Sunnyside District! This home features contemporary amenities while retaining its historic charm. It has been meticulously restored and includes modern appliances such as a natural gas range, a dishwasher, and a refrigerator and freezer that remain with the property. The kitchen is equipped with all-wood cabinets and under-cabinet lighting.

    Jonathan Inman Carolina Farms & Homes - King

    410 E Sprague St, Winston Salem, NC 27127
  • 1805 SE Center St, Winston Salem, NC 27127
    1805 SE Center St, Winston Salem, NC 27127
    1805 SE Center St, Winston Salem, NC 27127
    /29

    $154,900

    $20K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 900 Sq Ft

    1805 SE Center St, Winston Salem, NC 27127

    ***Seller Offering Rate Buy Down and/or Closing Costs Assistance with Acceptable Offer Fully renovated and move-in ready, this updated home offers modern finishes and low-maintenance living in a convenient Winston-Salem location. Interior features include luxury vinyl plank flooring, fresh neutral paint, updated lighting, and abundant natural light throughout. The kitchen showcases white shaker

    Joshua Miller eXp Realty

    1805 SE Center St, Winston Salem, NC 27127
  • 2420 Sunnyside Ave, Winston Salem, NC 27127
    2420 Sunnyside Ave, Winston Salem, NC 27127
    /2

    Call for Price

    New Construction Coming Soon
    • 4 Beds
    • 2.5 Baths
    • 1,440 Sq Ft

    2420 Sunnyside Ave, Winston Salem, NC 27127

    Beautiful New Construction by LND Homes. The Haywood is a thoughtful design with modern comfort offering open-concept for a seamless flow between the living room and kitchen—perfect for everyday living and entertaining. The kitchen features a highly functional island, quartz countertops, and stainless-steel appliances, including the refrigerator. The primary suite is conveniently located on the

    Amber Colo Berkshire Hathaway HomeServices Carolinas Realty

    2420 Sunnyside Ave, Winston Salem, NC 27127
  • 14 E Devonshire St, Winston Salem, NC 27127
    14 E Devonshire St, Winston Salem, NC 27127
    14 E Devonshire St, Winston Salem, NC 27127
    /50

    $439,900

    $10K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,169 Sq Ft

    14 E Devonshire St, Winston Salem, NC 27127

    We can only hope that we all look this good at 103 years old. Welcome to the beloved, iconic neighborhood of Washington Park. This 4 bedroom/2.5 bathroom 1923 bungalow is the perfect balance of century-old soul and high-end modern function. The historic character is beautifully intact, featuring original hardwood floors, timeless craftsman design, classic exposed brick, and custom-made interior

    Micaela Wall The W Group Real Estate

    14 E Devonshire St, Winston Salem, NC 27127
  • 1813 SE Center St, Winston Salem, NC 27127
    1813 SE Center St, Winston Salem, NC 27127
    1813 SE Center St, Winston Salem, NC 27127
    /6

    $80,000

    • 2 Beds
    • 1 Bath
    • 798 Sq Ft

    1813 SE Center St, Winston Salem, NC 27127

    Great opportunity for investors, flippers, or buyers looking to add value. This 2-bedroom, 1 full bath home offers solid potential and is ready for your vision. Features include a functional floor plan, spacious living area, and a sizable lot with room for improvements. Conveniently located near shopping, dining, and major roadways. Property is being sold as-is. Bring your ideas and transform

    Austin Harrison Cardinal 50 Real Estate LLC

    1813 SE Center St, Winston Salem, NC 27127
North Carolina Forsyth County Winston-Salem

Real Estate & Homes for Sale in Sunnyside, Winston-Salem

Why Live in Sunnyside
Sunnyside sits southside of Winston-Salem, offering a vibrant neighborhood community home to the University of North Carolina School of the Arts. The up-and-coming area features older bungalows, many of which are being renovated. Buyers and investors can also find Colonial-style and multi-level homes. The Winston Salem/Forsyth County school district serves local students. Washington Park is a local favorite just 2 miles west with baseball diamonds, a playground, a dog park and the Salem Creek Greenway trail. Sunnyside residents often visit downtown Winston-Salem for dining and special occasions, but local spots like La Oaxaqueña Taqueria are popular for quick eats. Sunnyside is somewhat walkable, with bus lines throughout the community. Residents can hop onto Interstate 40 and U.S. Route 52 for further commutes.
Learn more about living in Sunnyside

Sunnyside Home Prices vs. Nearby Winston-Salem, NC Neighborhoods

Sunnyside Forest Park Weston North Winston
Median Home Price
$185,000
$137,500
$162,450
$175,000
Median Sale Price
$122,500
-43% YoY
$118,500
-9% YoY
$167,500
+24% YoY
$169,000
+25% YoY
Median Single Family Price
$185,000
$120,250
$152,500
$167,750
Total Active Listings
8
1
2
5
Market Conditions
10 Months of Supply
Buyer's Market
1 Months of Supply
Seller's Market
2 Months of Supply
Seller's Market
2 Months of Supply
Seller's Market

Frequently Asked Questions

Is Sunnyside a good place to live?
Sunnyside is a good place to live. Sunnyside is considered somewhat walkable and somewhat bikeable. Sunnyside is a suburban neighborhood. Sunnyside has 6 parks for recreational activities. It is fairly sparse in population with 5.0 people per acre and a median age of 28. The average household income is $44,716 which is below the national average. College graduates make up 16.1% of residents. A majority of residents in Sunnyside are renters, with 68% of residents renting and 32% of residents owning their home. A local real estate agent serving Sunnyside can help you decide if this neighborhood is the right one for you. Learn more on our Sunnyside neighborhood guide.
Is Sunnyside, NC a safe neighborhood?
Sunnyside, NC is less safe than the average neighborhood in the United States. It received a crime score of 7 out of 10.
How much do you need to make to afford a house in Sunnyside?
The median home price in Sunnyside is $185,000. If you put a 20% down payment of $37,000 and had a 30-year fixed mortgage with an interest rate of 6.58%, your estimated principal and interest payment would be $940 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $40K a year to afford the median home price in Sunnyside. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Sunnyside is $45K.
What are the best public schools in Sunnyside?
The best public schools that serve Sunnyside are:
What are the best private schools in Sunnyside?
The best private schools that serve Sunnyside are:
What are the most popular zip codes in Sunnyside, Winston-Salem, NC?
The most popular zip codes in Sunnyside, Winston-Salem, NC include 27127, 27101, 27107, 27103 and 27104.
What are the most popular neighborhoods near Sunnyside, Winston-Salem, NC?
The most popular neighborhoods near Sunnyside, Winston-Salem, NC are Washington Park, South Marshall, Belview, Konnoak and West Salem.
Are home prices dropping in Sunnyside?
Yes, home prices in Sunnyside are down 30% in the last 12 months.
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