Best Real Estate Agents in Windsor, VA• Updated Aug 2026

The data indicates a stable environment in Windsor, VA. Inventory is at 7.3 months, meaning a balanced environment with steady turnover. Inventory levels provide a healthy range of options for prospective buyers.

Currently, $398,000 represents the median entry point in Windsor, VA. Over the past half-year, home values in Windsor have moved upward by approximately 12% based on regional transaction data.

Buyers have room for negotiation in Windsor, VA, with a Sale Price to List Price Ratio of 99%. On average, properties in Windsor are transitioning from active to sold status in 70 days.

Based on closed transaction data, T Dale Scott ranks at the top of our Windsor leaderboard — with 3 completed transactions on record earning an algorithm performance score of 1. Agent Algo's rankings are built entirely from real deal outcomes — not reviews or paid placements — so this reflects actual results in the local market.

Windsor, VA maintains a distinct profile within the broader Isle Of Wight region. Median home values are currently 2% lower than the regional average, reflecting the unique demand and inventory dynamics of Windsor.

Buyers targeting Mid-Market Detached Home homes in Windsor, VA may want to work with Melissa Boyce. Their buyer transactions in this niche close faster than the segment average — a real advantage in a market where hesitation often means losing the deal.

Our transaction-level analysis puts T Dale Scott at the top for Entry Level Detached Home listings in Windsor, VA. T Dale Scott has consistently held closer to asking price than the typical Entry Level Detached Home agent in Windsor, VA. For sellers prioritizing their final number, that's the metric that matters most.

Among agents with recent closings in the Mid-Market Detached Home space, Alexis Wait has the strongest performance metrics in Windsor, VA. For sellers who want to move efficiently without overpricing, their track record in the Mid-Market Detached Home niche shows they deliver timely closes — consistently faster than the segment norm.

Among agents actively helping buyers in the Entry Level Detached Home space, Amy Willette stands out in Windsor, VA. Their buyer closings in this segment show a sale-to-list ratio that's more favorable than the local average — a signal of effective negotiation that keeps final purchase prices competitive for buyers.

When looking specifically at Mid-Market Mobile/Manufactured Home transactions, Robin Stiltner consistently surfaces as a top performer in Windsor, VA. Robin Stiltner has consistently held closer to asking price than the typical Mid-Market Mobile/Manufactured Home agent in Windsor, VA. For sellers prioritizing their final number, that's the metric that matters most.

For those looking to purchase a Entry Level Multi-Family (2-4 Unit) in Windsor, VA, S Dane Scott has the deal history to support the choice. Buying in the Entry Level Multi-Family (2-4 Unit) space has its own dynamics. S Dane Scott's history of closed deals in this exact category in Windsor, VA shows they understand those dynamics well.

In the Entry Level Mobile/Manufactured Home category, few agents in Windsor, VA can match the track record of Brittany Hendrickson. They've built a consistent track record in the Entry Level Mobile/Manufactured Home category specifically — not just broad volume, but demonstrated results in this exact niche in Windsor, VA.

Caleb Hooker specializes in High-End Detached Home properties and has built a measurable edge in Windsor's market. Our algorithm ranks them based on closed transaction outcomes in the High-End Detached Home segment, not self-reported volume or marketing activity. The ranking reflects actual local performance.