Best Real Estate Agents in Winona County, MN• Updated

Explore the top-ranked real estate agents across Winona County, MN. Our 2026 rankings are built from closed transaction data, helping you compare agents by real performance — not just marketing.

Market Pulse
|Real-time Analysis

Market Pulse: Balanced ⚖️

The Winona County, MN real estate market is currently a Balanced Market. Homes are retaining 99% of their value (Sale Price to List Price Ratio). With 1 active listings and 3 closed sales this month, inventory remains at 0 months of supply. Trends over the last half-year show median values moving down by 11%, while Average Days on Market has increased by 37%. Transaction speed in Winona is currently 6 days slower than the broader Minnesota benchmark.

Top Listing & Buyer's Agents in Winona County, MN

Detached Homes

11.52MarAprMayJul
Sales Volume
Sales volume has decreased by 57% over the last 4 months, showing a downward trend with currently 1 transactions.
Mid-Market Detached Home Market Trends
Median Price
Market Trend
$164K$241K$318KMarAprMayJulMark Oldenburg (Buyer): Median Price $300KMOSamantha Keck (Buyer): Median Price $250KSKJulianne Delap (Buyer): Median Price $200KJDJennifer Shefelbine (Buyer): Median Price $182KJSLance Dembraski (Seller): Median Price $182KLDSydnee Thompson (Seller): Median Price $200KSTAngela Thompson (Seller): Median Price $250KATAngela Thompson (Seller): Median Price $300KAT
The average price in the Mid-Market Detached Home segment has softened by 16% over the last 4 months.
Days On Market Avg.
Market Trend
19d42d65dMarAprMayJulMark Oldenburg (Buyer): Days On Market Avg. 60dMOSamantha Keck (Buyer): Days On Market Avg. 24dSKJulianne Delap (Buyer): Days On Market Avg. 54dJDJennifer Shefelbine (Buyer): Days On Market Avg. 37dJSLance Dembraski (Seller): Days On Market Avg. 37dLDSydnee Thompson (Seller): Days On Market Avg. 54dSTAngela Thompson (Seller): Days On Market Avg. 24dATAngela Thompson (Seller): Days On Market Avg. 60dAT
Lower is better
Days on market for Mid-Market Detached Home is decreasing, with homes now staying on market for 24 days on average.
Sale Price to List Price Ratio
Market Trend
92%99%106%MarAprMayJulMark Oldenburg (Buyer): Sale-to-List Ratio 94%MOSamantha Keck (Buyer): Sale-to-List Ratio 98%SKJulianne Delap (Buyer): Sale-to-List Ratio 100%JDJennifer Shefelbine (Buyer): Sale-to-List Ratio 104%JSLance Dembraski (Seller): Sale-to-List Ratio 104%LDSydnee Thompson (Seller): Sale-to-List Ratio 100%STAngela Thompson (Seller): Sale-to-List Ratio 98%ATAngela Thompson (Seller): Sale-to-List Ratio 94%AT
Higher is better
Lower is better
Seller leverage in the Mid-Market Detached Home market is strengthening, with the Sale Price to List Price Ratio now at 98%.
Mid-Market Detached Home Segment
DEALS
6
AVG. DOM
67d
Sale Price to List Price Ratio
99%
NM
Non MlsLac
Top Seller
1-3
> 60 days
100%
LD
Lance Dembraski
Top Seller
1-3
30-60 days
104%
ST
Sydnee Thompson
Top Seller
1-3
30-60 days
100%
AT
Angela Thompson
Top Seller
1-3
30-60 days
96%
AB
Aaron Bartsch
Top Buyer
1-3
> 60 days
100%
MO
1-3
30-60 days
94%
SK
Samantha Keck
Top Buyer
1-3
15-30 days
98%
JD
1-3
30-60 days
100%
1-3
30-60 days
104%
High-End Detached Home Market Trends
Median Price
Market Trend
$450K$450K$450KMarAprMayJulCeleste Liesch (Buyer): Median Price $450KCLNon MlsLac (Buyer): Median Price $450KNMGarrick Olerud (Seller): Median Price $450KGOAngela Thompson (Seller): Median Price $450KAT
Prices in the High-End Detached Home tier have stabilized over the last 2 months.
Days On Market Avg.
Market Trend
41d83d125dMarAprMayJulCeleste Liesch (Buyer): Days On Market Avg. 115dCLNon MlsLac (Buyer): Days On Market Avg. 51dNMGarrick Olerud (Seller): Days On Market Avg. 51dGOAngela Thompson (Seller): Days On Market Avg. 115dAT
Lower is better
Days on market for High-End Detached Home is decreasing, with homes now staying on market for 51 days on average.
Sale Price to List Price Ratio
Market Trend
81%92%103%MarAprMayJulCeleste Liesch (Buyer): Sale-to-List Ratio 84%CLNon MlsLac (Buyer): Sale-to-List Ratio 100%NMGarrick Olerud (Seller): Sale-to-List Ratio 100%GOAngela Thompson (Seller): Sale-to-List Ratio 84%AT
Higher is better
Lower is better
Seller leverage in the High-End Detached Home market is strengthening, with the Sale Price to List Price Ratio now at 100%.
High-End Detached Home Segment
DEALS
2
AVG. DOM
83d
Sale Price to List Price Ratio
92%
GO
Garrick Olerud
Top Seller
1-3
30-60 days
100%
AT
Angela Thompson
Top Seller
1-3
> 60 days
84%
CL
1-3
> 60 days
84%
NM
Non MlsLac
Top Buyer
1-3
30-60 days
100%

Winona Real Estate Market Trends August 2026

Total Active Listings
1
Recently Listed (7d)
0
market entries
Average List Price
$300K
current avg.

Inventory Breakdown by Segment

Property TypeEntry LevelHigh-EndMid-MarketTotal
Detached Home
1
1

Market Insights & FAQ

How is the real estate market in Winona County, MN performing right now?

The data indicates a high-intensity environment in Winona County, MN. Inventory is at 0 months, meaning a fast-paced market where inventory is limited. Inventory is critically low, meaning well-priced homes move rapidly often with multiple offers.

What are the current pricing trends for Winona County, MN real estate?

Currently, $238,000 represents the median entry point in Winona County, MN. Over the past half-year, home values in Winona have moved downward by approximately 10% based on regional transaction data.

Are sellers in Winona County, MN getting their full asking price?

Buyers have room for negotiation in Winona County, MN, with a Sale Price to List Price Ratio of 99%. On average, properties in Winona are transitioning from active to sold status in 69 days.

Who is the best agent to sell my home in Winona?

Based on closed transaction data, Non MlsLac ranks at the top of our Winona leaderboard — with 2 completed transactions on record earning an algorithm performance score of 10. 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 County, MN market compare to Minnesota trends?

Winona County, MN maintains a distinct profile within the broader Minnesota region. Median home values are currently 16% 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 County, MN?

If you're selling a Mid-Market Detached Home in Winona County, MN, the data points to Non MlsLac as a standout choice. Their Mid-Market Detached Home closings in Winona County, MN show an above-average sale-to-list ratio for this segment — a sign of skilled pricing and negotiation that protects seller value.

Which agent is best for buying a Mid-Market Detached Home in Winona County, MN?

Our data flags Aaron Bartsch as a top buyer's advocate for Mid-Market Detached Home properties in Winona County, MN. Our algorithm surfaces Aaron Bartsch 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 High-End Detached Home in Winona County, MN?

If you're hunting for a High-End Detached Home in Winona County, MN, Celeste Liesch's track record speaks for itself. Buying effectively in this segment means knowing when and how hard to push. Their track record here shows they regularly outperform the local sale-to-list benchmark — in the buyer's favor.

Which agent is best for buying a Entry Level Detached Home in Winona County, MN?

Among agents actively helping buyers in the Entry Level Detached Home space, Jim Berns stands out in Winona County, MN. Their buyer transactions in the Entry Level Detached Home category in Winona County, MN reflect genuine niche experience — a meaningful advantage over agents working this segment only occasionally.

Who is a top listing agent for High-End Detached Home homes in Winona County, MN?

When looking specifically at High-End Detached Home transactions, Garrick Olerud consistently surfaces as a top performer in Winona County, MN. The data points to a dual edge here: shorter time on market than is typical for this segment, and sale prices that hold closer to — or above — the asking price compared to local norms.

Who is a top listing agent for Entry Level Detached Home homes in Winona County, MN?

Sellers of Entry Level Detached Home homes in Winona County, MN have found a reliable partner in Michele Burton, based on closed deal data. Real estate is hyper-local. Michele Burton's repeated activity in Winona's Entry Level Detached Home niche demonstrates the kind of specific, proven familiarity that matters when the stakes are high.