3

Windsor Estates Homes for Sale

Section Image
  • 1131 Barclay Terrace, Winston Salem, NC 27106
    1131 Barclay Terrace, Winston Salem, NC 27106
    1131 Barclay Terrace, Winston Salem, NC 27106
    /38

    $425,000

    • 4 Beds
    • 3 Baths
    • 3,135 Sq Ft

    1131 Barclay Terrace, Winston Salem, NC 27106

    Just minutes from Wake Forest University, this timeless brick ranch offers space, privacy, and exceptional convenience. Situated on nearly half an acre just three homes from the cul-de-sac at the end of the street, the home features 4 bedrooms, 3 full baths, and approximately 3,135 heated square feet. Multiple living areas provide inviting spaces to gather, complemented by two wood-burning

    Keith Martin Southern Luxe Realty

    1131 Barclay Terrace, Winston Salem, NC 27106
  • 1131 Cypress Cir, Winston Salem, NC 27106
    1131 Cypress Cir, Winston Salem, NC 27106
    1131 Cypress Cir, Winston Salem, NC 27106
    /45

    $360,000

    • 3 Beds
    • 2.5 Baths
    • 1,919 Sq Ft

    1131 Cypress Cir, Winston Salem, NC 27106

    Location, space, and income potential—this home has it all! Walk to the Wake Forest campus and the future site of The Grounds, or take a quick drive to downtown Winston-Salem. This spacious split-level home features gorgeous hardwood floors, formal living and dining spaces, and an updated kitchen with granite counters that opens directly to a private backyard and deck. The upper level offers

    Kristin Ranson Leonard Ryden Burr Real Estate

    1131 Cypress Cir, Winston Salem, NC 27106
  • 347 Friendship Cir, Winston Salem, NC 27106
    347 Friendship Cir, Winston Salem, NC 27106
    347 Friendship Cir, Winston Salem, NC 27106
    /50

    $830,000

    • 5 Beds
    • 4.5 Baths
    • 3,818 Sq Ft

    347 Friendship Cir, Winston Salem, NC 27106

    Space, flexibility, and thoughtful updates come together in this expansive 5 bedroom, 4 bathroom home just minutes from Wake Forest University. With over multiple levels of functional living, this home offers room for everyone, whether you're working from home, entertaining guests, or simply looking for space to spread out. The main level features a spacious primary suite complete with dual

    Katie Trenerowski Berkshire Hathaway HomeServices Carolinas Realty

    347 Friendship Cir, Winston Salem, NC 27106
North Carolina Forsyth County Winston-Salem

Real Estate & Homes for Sale in Windsor Estates, Winston-Salem

Why Live in Windsor Estates
Windsor Estates, about 5 miles from downtown Winston-Salem, is a suburban neighborhood home to both Wake Forest University and Historic Bethabara Park. Proximity to the university leads to a mix of residential homes and student housing. Common single-family styles include ranch-style homes, split-levels, Cape Cods, cottages, Colonial Revivals and New Traditionals. Historic Bethabara Park offers 183 acres of trails, wildlife observation, historic demonstrations and buildings. The park also hosts the annual Apple Festival each fall. On campus, Reynolda Gardens and the Reynolda House Museum of American Art offer cultural experiences. The Pine Ridge Plaza and Reynolda Manor shopping centers feature grocery stores and local eateries like Mi Pueblo Mexican Grill and Mama Zoe’s. Campus Gas is another popular spot near the university. Schools in the area include the highly-rated Mount Tabor High, along with Speas Global Elementary and Paisley Magnet Middle School. Residents can walk through the neighborhood via the Bethabara Greenway. Local bus services and major roads like Silas Creek Parkway and state Route 67 also help residents get around the community.
Learn more about living in Windsor Estates

Windsor Estates, Winston-Salem, NC Home Prices vs. Nearby Neighborhoods

Windsor Estates Crystal Towers Town And Country Estates South Marshall
Median Home Price
$375,000
$279,950
$350,450
$399,450
Median Sale Price
$327,450
0% YoY
$307,000
-10% YoY
$323,500
+1% YoY
$387,000
-7% YoY
Median Single Family Price
$367,500
$234,900
$353,700
$330,000
Median Condo Price
$136,000
$307,000
$232,450
$397,500
Total Active Listings
3 listings
1 listing
39 listings
11 listings
Market Conditions
3 Months of Supply
Seller's Market
2 Months of Supply
Seller's Market
5 Months of Supply
Balanced Market
12 Months of Supply
Buyer's Market

Frequently Asked Questions

Is Windsor Estates a good place to live?
Windsor Estates is a good place to live. Windsor Estates is considered car-dependent and somewhat bikeable. Windsor Estates is a suburban neighborhood. Windsor Estates has 4 parks for recreational activities.It is fairly sparse in population with 5.0 people per acre and a median age of 31. The average household income is $52,573 which is below the national average. College graduates make up 44.9% of residents. A majority of residents in Windsor Estates are renters, with 83% of residents renting and 17% of residents owning their home. A local real estate agent serving Windsor Estates can help you decide if this neighborhood is the right one for you. Learn more on our Windsor Estates neighborhood guide.
How much do you need to make to afford a house in Windsor Estates?
The median home price in Windsor Estates is $375,000. If you put a 20% down payment of $75,000 and had a 30-year fixed mortgage with an interest rate of 6.71%, your estimated principal and interest payment would be $1,940 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $83K a year to afford the median home price in Windsor Estates. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Windsor Estates is $53K.
What are the best public schools in Windsor Estates?
The best public schools that serve Windsor Estates are:
What are the best private schools in Windsor Estates?
The best private schools that serve Windsor Estates are:
What are the most popular zip codes in Windsor Estates, Winston-Salem, NC?
The most popular zip codes in Windsor Estates, Winston-Salem, NC include 27106, 27105, 27104, 27040 and 27101.
What are the most popular neighborhoods near Windsor Estates, Winston-Salem, NC?
The most popular neighborhoods near Windsor Estates, Winston-Salem, NC are Town And Country Estates, Bethabara, Stonewall-Salemtowne, Georgetown-Beacon Hill and Reynolda Park.
Are home prices dropping in Windsor Estates?
Yes, home prices in Windsor Estates are down 1% in the last 12 months.
How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group