Best Real Estate Agents in Winona, MS• Updated
Looking for the best real estate agent in Winona, MS? This page ranks the top realtors in Winona by actual transaction data — not reviews or paid ads. Whether you want to find a top listing agent in Winona, MS or buy a home in Winona, our 2026 rankings use verified sales records, days on market, and price retention to surface the highest-performing agents.
Market Pulse: Opportunity 📈
The Winona, MS real estate market is currently a Buyer's Market. Homes are retaining 100% of their value (Sale Price to List Price Ratio). With 7 active listings and 1 closed sales this month, inventory remains at 21 months of supply. Trends over the last half-year show median values moving down by 61%, while Average Days on Market has decreased by 61%. Listings in Winona are moving 20 days faster than the Montgomery average.
Top Listing & Buyer's Agents in Winona, MS
Detached Homes
Mid-Market Detached Home Market Trends Median Price Market Trend The Mid-Market Detached Home tier commands a price of $39K. Days On Market Avg. Market Trend Lower is better Detached Home homes in the Mid-Market range average 50 days on market. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Sellers of Mid-Market Detached Home assets receive 100% of list price.
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Winona Real Estate Market Trends August 2026
Inventory Breakdown by Segment
| Property Type | High-End | Mid-Market | Ultra-Luxury | Total |
|---|---|---|---|---|
| Detached Home | 2 | — | 5 | 7 |
Market Insights & FAQ
How is the real estate market in Winona, MS performing right now?
The data indicates a stable environment in Winona, MS. Inventory is at 21 months, meaning a balanced environment with steady turnover. Inventory levels provide a healthy range of options for prospective buyers.
What are the current pricing trends for Winona, MS real estate?
Currently, $39,000 represents the median entry point in Winona, MS. Over the past half-year, home values in Winona have moved downward by approximately 61% based on regional transaction data.
Are sellers in Winona, MS getting their full asking price?
Sellers hold significant leverage in Winona, MS, with a Sale Price to List Price Ratio of 100%. On average, properties in Winona are transitioning from active to sold status in 50 days.
Who is the best agent to sell my home in Winona?
Based on closed transaction data, Arielle Reece ranks at the top of our Winona leaderboard earning an algorithm performance score of -49. 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.
How does the Winona, MS market compare to Montgomery trends?
Winona, MS maintains a distinct profile within the broader Montgomery region. Median home values are currently 80% lower than the regional average, reflecting the unique demand and inventory dynamics of Winona.
Who is a top listing agent for Mid-Market Detached Home homes in Winona, MS?
If you're selling a Mid-Market Detached Home in Winona, MS, the data points to Arielle Reece as a standout choice. They've built a consistent track record in the Mid-Market Detached Home category specifically — not just broad volume, but demonstrated results in this exact niche in Winona, MS.
Who is a top listing agent for High-End Detached Home homes in Winona, MS?
Our transaction-level analysis puts Robin Lea at the top for High-End Detached Home listings in Winona, MS. 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.
Who is a top listing agent for Ultra-Luxury Detached Home homes in Winona, MS?
Among agents with recent closings in the Ultra-Luxury Detached Home space, Robin Lea has the strongest performance metrics in Winona, MS. Real estate is hyper-local. Robin Lea's repeated activity in Winona's Ultra-Luxury Detached Home niche demonstrates the kind of specific, proven familiarity that matters when the stakes are high.
Which agent is best for buying a High-End Detached Home in Winona, MS?
Among agents actively helping buyers in the High-End Detached Home space, Robin Lea stands out in Winona, MS. Their buyer transactions in the High-End Detached Home category in Winona, MS reflect genuine niche experience — a meaningful advantage over agents working this segment only occasionally.
Which agent is best for buying a Mid-Market Detached Home in Winona, MS?
Arielle Reece has a strong showing as a buyer's agent in Winona's Mid-Market Detached Home market. Our algorithm surfaces Arielle Reece based on actual closed buyer deals in the Mid-Market Detached Home market. That's the kind of specific, verifiable track record buyers should look for in an agent.
Which agent is best for buying a Ultra-Luxury Detached Home in Winona, MS?
For those looking to purchase a Ultra-Luxury Detached Home in Winona, MS, Robin Lea has the deal history to support the choice. Buying in the Ultra-Luxury Detached Home space has its own dynamics. Robin Lea's history of closed deals in this exact category in Winona, MS shows they understand those dynamics well.