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Skyland Homes for Sale

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  • 0 N Cameron Ave, Winston-Salem, NC 27101
    0 N Cameron Ave, Winston-Salem, NC 27101
    0 N Cameron Ave, Winston-Salem, NC 27101
    /6

    $14,000

    $2K PRICE INCREASE
    • Land
    • 5,227 Sq Ft
    • $116,667 per Acre

    0 N Cameron Ave, Winston-Salem, NC 27101

    A great opportunity to build a small investment or spec home. All Winston Salem City and Forsyth County zoning applies. A variance was approved by the city. All documentation will be provided.

    Agent Photo

    Yvonne H Pardue

    Carolina Realty ERA Live Moore

    0 N Cameron Ave, Winston-Salem, NC 27101
  • 1935 Maryland Ave, Winston Salem, NC 27101
    1935 Maryland Ave, Winston Salem, NC 27101
    1935 Maryland Ave, Winston Salem, NC 27101
    /33

    $115,000

    • 2 Beds
    • 1 Bath
    • 850 Sq Ft

    1935 Maryland Ave, Winston Salem, NC 27101

    Nicely updated cottage. New heat pump in 2026, lvp and laminate flooring throughout, fresh paint. This property has a nice unfinished basement with high ceilings for great storage and/or work shop.

    Joe Luck One Source NC Realty

    1935 Maryland Ave, Winston Salem, NC 27101
  • 2258 Lula St, Winston-Salem, NC 27101
    2258 Lula St, Winston-Salem, NC 27101
    2258 Lula St, Winston-Salem, NC 27101
    /28

    $239,999

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,488 Sq Ft

    2258 Lula St, Winston-Salem, NC 27101

    Welcome Home! Don't miss your chance to own this stunning brand-new 3-bedroom, 2.5-bath home designed with comfort and style in mind! The spacious open-concept layout offers the perfect setting for entertaining guests or enjoying quality time with family. The beautiful kitchen is the heart of the home, featuring elegant granite countertops, modern finishes, and plenty of space to cook, gather,

    Briana Portillo R&B Legacy Group

    2258 Lula St, Winston-Salem, NC 27101
  • 1919 Maryland Ave, Winston Salem, NC 27101
    1919 Maryland Ave, Winston Salem, NC 27101
    1919 Maryland Ave, Winston Salem, NC 27101
    /36

    $205,000

    • 3 Beds
    • 2 Baths
    • 1,140 Sq Ft

    1919 Maryland Ave, Winston Salem, NC 27101

    Located just 1.5 miles from downtown Winston-Salem, this renovated ranch is MOVE IN READY! Close to 52/ 421 & Salem Parkway- near everyday amenities, shopping, food & medical. Tons of character with hardwood floors in the living space & bedrooms, chair molding in dining room & bead board in the guest bathroom. Stunning kitchen with stainless appliances (including dishwasher), subway tiled

    Courtney Hall Hall Realty Results

    1919 Maryland Ave, Winston Salem, NC 27101
North Carolina Forsyth County Winston-Salem

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

Why Live in Skyland
Skyland is an East Winston neighborhood in Winston-Salem with a rich history that transformed the area into a predominantly Black community by the 1940s. Community organizations like Liberty East Redevelopment Inc. are actively working to support the neighborhood and its residents. Small cottages, bungalows and ranch-style homes, mostly built between the 1950s and 1970s, are maintained with pride. Skyland Park offers basketball courts, a grill, picnic areas and access to the Brushy Fork Greenway, which connects to Brushy Fork Park. Dining options are limited to mostly fast-food chains, with local favorites like Goodness Gracious and Antojitos las Delicias. The neighborhood is served by Winston-Salem/Forsyth County Schools, known for its diversity. Skyland is located just 2 miles east of Downtown Winston-Salem, with bus services available.
Learn more about living in Skyland

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

Skyland Weston Sunnyside Brookwood
Median Home Price
$160,000
$162,450
$180,000
$164,500
Median Sale Price
$155,000
-1% YoY
$167,500
+24% YoY
$120,000
-44% YoY
$132,750
-5% YoY
Median Single Family Price
$170,000
$152,500
$172,450
$140,000
Total Active Listings
4
4
8
8
Market Conditions
3 Months of Supply
Seller's Market
5 Months of Supply
Balanced Market
9 Months of Supply
Buyer's Market
5 Months of Supply
Balanced Market

Frequently Asked Questions

Is Skyland a good place to live?
Skyland is a good place to live. Skyland is considered car-dependent and somewhat bikeable with minimal transit options. Skyland is a suburban neighborhood. Skyland has 5 parks for recreational activities. It is fairly sparse in population with 5.0 people per acre and a median age of 33. The average household income is $42,717 which is below the national average. College graduates make up 10.2% of residents. A majority of residents in Skyland are renters, with 65% of residents renting and 35% of residents owning their home. A local real estate agent serving Skyland can help you decide if this neighborhood is the right one for you. Learn more on our Skyland neighborhood guide.
Is Skyland, NC a safe neighborhood?
Skyland, NC is less safe than the average neighborhood in the United States. It received a crime score of 9 out of 10.
How much do you need to make to afford a house in Skyland?
The median home price in Skyland is $160,000. If you put a 20% down payment of $32,000 and had a 30-year fixed mortgage with an interest rate of 6.58%, your estimated principal and interest payment would be $820 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $35K a year to afford the median home price in Skyland. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Skyland is $43K.
What are the best public schools in Skyland?
The best public schools that serve Skyland are:
What are the best private schools in Skyland?
The best private schools that serve Skyland are:
What are the most popular zip codes in Skyland, Winston-Salem, NC?
The most popular zip codes in Skyland, Winston-Salem, NC include 27101, 27105, 27107, 27127 and 27103.
What are the most popular neighborhoods near Skyland, Winston-Salem, NC?
The most popular neighborhoods near Skyland, Winston-Salem, NC are East Winston, Brookwood, City View, Northeast Winston and Reynolds Park-Salem Lake.
Are home prices dropping in Skyland?
Yes, home prices in Skyland are down 4% in the last 12 months.
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