Sherwood Forest Homes for Sale — Winston-Salem, NC 27104

Sherwood Forest — named with a nod to the legendary English woodland and the spirit of Robin Hood — is one of Winston-Salem's most enduring and sought-after residential areas. Split into Old and New Sherwood Forest, the community offers classic brick homes on generous lots, mature trees, outstanding schools, and the kind of easy accessibility to the rest of the city that buyers consistently rank as a top priority.

A Neighborhood With a Story

Sherwood Forest's foundational development took place in the 1950s and 1960s, as Winston-Salem experienced significant post-war suburban growth along the city's western corridor. Developers chose land bordered by Robinhood Road and Peace Haven Road, and the community's leafy character, solid construction, and convenient location made it immediately popular. As Old Sherwood Forest grew in desirability, it expanded westward, giving rise to New Sherwood Forest in the following decades — offering the same community feel with homes from the 1980s and beyond.

What It Feels Like to Live in Sherwood Forest

Old Sherwood Forest is characterized by classic brick two-story and ranch homes on spacious lots, with wide sidewalks and mature trees creating a true neighborhood atmosphere — and no HOA to contend with. New Sherwood Forest features Brick Colonial Revival and Traditional homes, typically on quarter-acre lots, with slightly more recent construction and the New Sherwood Pool & Tennis Club as a community anchor. Both neighborhoods share a reputation for well-maintained properties, civic pride, and strong neighbor relationships.

Parks, Schools & Local Life

Life in Sherwood Forest means easy access to everything that makes Winston-Salem worth living in:
  • Peacehaven Pool, Playground, and Tennis Courts — the heart of the Sherwood Forest community for generations
  • Leinbach Park — a nautical-themed playground, seasonal water feature, and the Sherwood Parcourse exercise trail leading to Shaffner Park
  • Forsyth Country Club — an 18-hole golf course and heated outdoor pool just minutes away
  • Robinhood Road corridor — The Fresh Market, Harris Teeter, River Birch Lodge, and a full range of dining and retail within minutes
  • Silas Creek Parkway access puts Wake Forest University and Novant Health Forsyth Medical Center within easy reach

Who Buys in Sherwood Forest?

Sherwood Forest draws a broad mix of buyers: families seeking strong schools and spacious lots, medical professionals who want a reasonable commute to the hospital corridor, and move-up buyers coming from smaller Winston-Salem homes. The community's combination of established character, no-HOA flexibility (in Old Sherwood), and central west-side location keeps demand consistently strong.

Selling in Sherwood Forest?

Homes in Sherwood Forest sell in an average of 19–51 days depending on the sub-area, reflecting persistently healthy demand. Village Realty's knowledge of both Old and New Sherwood Forest — including price-per-square-foot benchmarks, buyer expectations by street, and how to position brick-and-lot value in today's market — gives sellers a meaningful edge.

Thinking about buying or selling in Sherwood Forest?

Here at Village Realty you and your home are our Priority and our Passion. We are dedicated to delivering excellence during the high-stress, emotional process of buying or selling your home. We use the most advanced marketing and embrace fresh ideas and bold thinking. We hold ourselves to the highest ethical standards-demonstrating honesty and fairness in every decision and action.

Lets talk

Call (336) 448-4390

Why Choose Village Realty in Sherwood Forest

Over $128,000,000 in sold volume (and continued growth every year) 



Approximately 90% of our transactions are earned by referrals and repeat clients 

Knowledge and passion allow us to deliver excellence to our clients. This is where the Grit & Grace come in handy! 

We are proud of our relationships with the Medical Community, Local Businesses and WFU .

Village Realty

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We are dedicated to delivering excellence during the high-stress, emotional process of buying or selling your home. We use the most advanced marketing and embrace fresh ideas and bold thinking.