Best Real Estate Agents in Windsor, VA• Updated

Looking for the best real estate agent in Windsor, VA? This page ranks the top realtors in Windsor by actual transaction data — not reviews or paid ads. Whether you want to find a top listing agent in Windsor, VA or buy a home in Windsor, our 2026 rankings use verified sales records, days on market, and price retention to surface the highest-performing agents.

Market Pulse
|Real-time Analysis

Market Pulse: Opportunity 📈

The Windsor, VA real estate market is currently a Buyer's Market. Homes are retaining 99% of their value (Sale Price to List Price Ratio). With 34 active listings and 4 closed sales this month, inventory remains at 7.6 months of supply. Trends over the last half-year show median values moving up by 12%, while Average Days on Market has increased by 13%. Transaction speed in Windsor is currently 8 days slower than the broader Isle Of Wight benchmark.

Top Listing & Buyer's Agents in Windsor, VA

Detached Homes

13.56JanFebMarAprMayJun
Sales Volume
Sales volume has grown by 108% over the last 6 months, showing a positive trend with currently 3 transactions.
Entry Level Detached Home Market Trends
Median Price
Market Trend
$131K$213K$294KJanFebMarAprMayJunDesiree Brown (Buyer): Median Price $270KDBAmanda Emanuel (Buyer): Median Price $275KAEAaron Holmes (Buyer): Median Price $217KAHS Dane Scott (Buyer): Median Price $150KSST Dale Scott (Seller): Median Price $217KTST Dale Scott (Seller): Median Price $150KTSMichael Daugherty (Seller): Median Price $275KMDSue Sanders (Seller): Median Price $270KSS
The average price in the Entry Level Detached Home segment has risen by 15% over the last 2 months.
Days On Market Avg.
Market Trend
10d38d65dJanFebMarAprMayJunDesiree Brown (Buyer): Days On Market Avg. 59dDBAmanda Emanuel (Buyer): Days On Market Avg. 18dAEAaron Holmes (Buyer): Days On Market Avg. 40dAHS Dane Scott (Buyer): Days On Market Avg. 16dSST Dale Scott (Seller): Days On Market Avg. 40dTST Dale Scott (Seller): Days On Market Avg. 16dTSMichael Daugherty (Seller): Days On Market Avg. 18dMDSue Sanders (Seller): Days On Market Avg. 59dSS
Lower is better
Days on market for Entry Level Detached Home is increasing, with homes now staying on market for 50 days on average.
Sale Price to List Price Ratio
Market Trend
94%97%101%JanFebMarAprMayJunDesiree Brown (Buyer): Sale-to-List Ratio 95%DBAmanda Emanuel (Buyer): Sale-to-List Ratio 98%AEAaron Holmes (Buyer): Sale-to-List Ratio 99%AHS Dane Scott (Buyer): Sale-to-List Ratio 100%SST Dale Scott (Seller): Sale-to-List Ratio 99%TST Dale Scott (Seller): Sale-to-List Ratio 100%TSMichael Daugherty (Seller): Sale-to-List Ratio 98%MDSue Sanders (Seller): Sale-to-List Ratio 95%SS
Higher is better
Lower is better
Seller leverage in the Entry Level Detached Home market is shifting towards buyers, with the Sale Price to List Price Ratio now at 97%.
Entry Level Detached Home Segment
($150K - $280K)
DEALS
6
AVG. DOM
61d
Sale Price to List Price Ratio
97%
TS
T Dale Scott
Top Seller
1-3
> 60 days
99%
AW
Amy Willette
Top Buyer
1-3
> 60 days
90%
Mid-Market Detached Home Market Trends
Median Price
Market Trend
$325K$428K$531KJanFebMarAprMayJunMelissa Boyce (Buyer): Median Price $490KMBBrandon Privette (Buyer): Median Price $445KBPTianna Sainvilus (Buyer): Median Price $415KTSRachel Beasley (Seller): Median Price $507KRBAlexis Wait (Seller): Median Price $420KAWAlexis Wait (Seller): Median Price $415KAWAnna Boyer (Seller): Median Price $420KABAnna Boyer (Seller): Median Price $415KABNicholas Conigliaro (Seller): Median Price $370KNC
The average price in the Mid-Market Detached Home segment has risen by 1% over the last 6 months.
Days On Market Avg.
Market Trend
17d62d108dJanFebMarAprMayJunMelissa Boyce (Buyer): Days On Market Avg. 39dMBBrandon Privette (Buyer): Days On Market Avg. 97dBPTianna Sainvilus (Buyer): Days On Market Avg. 42dTSRachel Beasley (Seller): Days On Market Avg. 36dRBAlexis Wait (Seller): Days On Market Avg. 33dAWAlexis Wait (Seller): Days On Market Avg. 42dAWAnna Boyer (Seller): Days On Market Avg. 33dABAnna Boyer (Seller): Days On Market Avg. 42dABNicholas Conigliaro (Seller): Days On Market Avg. 27dNC
Lower is better
Days on market for Mid-Market Detached Home is increasing, with homes now staying on market for 74 days on average.
Sale Price to List Price Ratio
Market Trend
96%100%104%JanFebMarAprMayJunMelissa Boyce (Buyer): Sale-to-List Ratio 100%MBBrandon Privette (Buyer): Sale-to-List Ratio 101%BPTianna Sainvilus (Buyer): Sale-to-List Ratio 97%TSRachel Beasley (Seller): Sale-to-List Ratio 101%RBAlexis Wait (Seller): Sale-to-List Ratio 100%AWAlexis Wait (Seller): Sale-to-List Ratio 97%AWAnna Boyer (Seller): Sale-to-List Ratio 100%ABAnna Boyer (Seller): Sale-to-List Ratio 97%ABNicholas Conigliaro (Seller): Sale-to-List Ratio 103%NC
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 100%.
Mid-Market Detached Home Segment
($290K - $510K)
DEALS
31
AVG. DOM
54d
Sale Price to List Price Ratio
100%
RB
Rachel Beasley
Top Seller
1-3
30-60 days
101%
MB
Melissa Boyce
Top Buyer
1-3
30-60 days
100%

Mobile/Manufactured Homes

111Apr
Sales Volume
Mobile/Manufactured Homes recorded 1 transactions recently.
Entry Level Mobile/Manufactured Home Market Trends
Median Price
Market Trend
$250K$250K$250KJanFebMarAprMayJunAlyson Sisman (Buyer): Median Price $250KASBrittany Hendrickson (Seller): Median Price $250KBH
The Entry Level Mobile/Manufactured Home tier commands a price of $250K.
Days On Market Avg.
Market Trend
52d52d52dJanFebMarAprMayJunAlyson Sisman (Buyer): Days On Market Avg. 52dASBrittany Hendrickson (Seller): Days On Market Avg. 52dBH
Lower is better
Mobile/Manufactured Home homes in the Entry Level range average 52 days on market.
Sale Price to List Price Ratio
Market Trend
100%100%100%JanFebMarAprMayJunAlyson Sisman (Buyer): Sale-to-List Ratio 100%ASBrittany Hendrickson (Seller): Sale-to-List Ratio 100%BH
Higher is better
Lower is better
Sellers of Entry Level Mobile/Manufactured Home assets receive 100% of list price.
Entry Level Mobile/Manufactured Home Segment
($250K - $250K)
DEALS
1
AVG. DOM
52d
Sale Price to List Price Ratio
100%
BH
Brittany Hendrickson
Top Seller
1-3
30-60 days
100%
AS
Alyson Sisman
Top Buyer
1-3
30-60 days
100%

Multi-Family (2-4 Unit)

111Feb
Sales Volume
Multi-Family (2-4 Unit) recorded 1 transactions recently.
Entry Level Multi-Family (2-4 Unit) Market Trends
Median Price
Market Trend
$230K$230K$230KJanFebMarAprMayJunS Dane Scott (Buyer): Median Price $230KSSLee Cross (Seller): Median Price $230KLC
The Entry Level Multi-Family (2-4 Unit) tier commands a price of $230K.
Days On Market Avg.
Market Trend
120d120d120dJanFebMarAprMayJunS Dane Scott (Buyer): Days On Market Avg. 120dSSLee Cross (Seller): Days On Market Avg. 120dLC
Lower is better
Multi-Family (2-4 Unit) homes in the Entry Level range average 120 days on market.
Sale Price to List Price Ratio
Market Trend
99%99%99%JanFebMarAprMayJunS Dane Scott (Buyer): Sale-to-List Ratio 99%SSLee Cross (Seller): Sale-to-List Ratio 99%LC
Higher is better
Lower is better
Sellers of Entry Level Multi-Family (2-4 Unit) assets receive 99% of list price.
Entry Level Multi-Family (2-4 Unit) Segment
($230K - $230K)
DEALS
1
AVG. DOM
120d
Sale Price to List Price Ratio
99%
LC
Lee Cross
Top Seller
1-3
> 60 days
99%
SS
S Dane Scott
Top Buyer
1-3
> 60 days
99%

Townhomes

111Mar
Sales Volume
Townhomes recorded 1 transactions recently.
Mid-Market Townhome Market Trends
Median Price
Market Trend
$385K$385K$385KJanFebMarAprMayJunJennifer Wotring (Buyer): Median Price $385KJWRalph Harvey (Seller): Median Price $385KRH
The Mid-Market Townhome tier commands a price of $385K.
Days On Market Avg.
Market Trend
77d77d77dJanFebMarAprMayJunJennifer Wotring (Buyer): Days On Market Avg. 77dJWRalph Harvey (Seller): Days On Market Avg. 77dRH
Lower is better
Townhome homes in the Mid-Market range average 77 days on market.
Sale Price to List Price Ratio
Market Trend
100%100%100%JanFebMarAprMayJunJennifer Wotring (Buyer): Sale-to-List Ratio 100%JWRalph Harvey (Seller): Sale-to-List Ratio 100%RH
Higher is better
Lower is better
Sellers of Mid-Market Townhome assets receive 100% of list price.
Mid-Market Townhome Segment
($380K - $385K)
DEALS
1
AVG. DOM
77d
Sale Price to List Price Ratio
100%
RH
Ralph Harvey
Top Seller
1-3
> 60 days
100%
JW
Jennifer Wotring
Top Buyer
1-3
> 60 days
100%

Windsor Real Estate Market Trends July 2026

Total Active Listings
34
+4 New
Recently Listed (7d)
4
market entries
Average List Price
$510K
current avg.

Inventory Breakdown by Segment

Property TypeEntry LevelHigh-EndMid-MarketUltra-LuxuryTotal
Detached Home
20
14
34

Market Insights & FAQ

How is the real estate market in Windsor, VA performing right now?

The data indicates a stable environment in Windsor, VA. Inventory is at 7.6 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 Windsor, VA real estate?

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.

Are sellers in Windsor, VA getting their full asking price?

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.

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

Based on closed transaction data, Rachel Beasley ranks at the top of our Windsor leaderboard — with 2 completed transactions on record earning an algorithm performance score of 14. 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 Windsor, VA market compare to Isle Of Wight trends?

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.

Who is a top listing agent for Mid-Market Detached Home homes in Windsor, VA?

If you're selling a Mid-Market Detached Home in Windsor, VA, the data points to Rachel Beasley as a standout choice. Their Mid-Market Detached Home closings in Windsor, VA 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 Windsor, VA?

Our data flags Melissa Boyce as a top buyer's advocate for Mid-Market Detached Home properties in Windsor, VA. Melissa Boyce's deals in the Mid-Market Detached Home category in Windsor, VA tend to move from offer to close more quickly than the local norm. In a competitive market, that urgency is often what secures the property.

Who is a top listing agent for Entry Level Detached Home homes in Windsor, VA?

Among agents with recent closings in the Entry Level Detached Home space, T Dale Scott has the strongest performance metrics in Windsor, VA. In a category where leaving money on the table is easy, their sale-to-list performance in this segment stands above the local benchmark — reflecting an ability to negotiate and price effectively.

Which agent is best for buying a Entry Level Detached Home in Windsor, VA?

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.

Which agent is best for buying a Ultra-Luxury Detached Home in Windsor, VA?

Jay Hassell has a strong showing as a buyer's agent in Windsor's Ultra-Luxury Detached Home market. Our algorithm surfaces Jay Hassell based on actual closed buyer deals in the Ultra-Luxury Detached Home market. That's the kind of specific, verifiable track record buyers should look for in an agent.

Who is a top listing agent for Mid-Market Mobile/Manufactured Home homes in Windsor, VA?

Sellers of Mid-Market Mobile/Manufactured Home homes in Windsor, VA have found a reliable partner in Robin Stiltner, based on closed deal data. In a category where leaving money on the table is easy, their sale-to-list performance in this segment stands above the local benchmark — reflecting an ability to negotiate and price effectively.

Which agent is best for buying a Entry Level Multi-Family (2-4 Unit) in Windsor, VA?

Navigating Windsor's Entry Level Multi-Family (2-4 Unit) market as a buyer? S Dane Scott is among the most effective agents in this niche. Their buyer transactions in the Entry Level Multi-Family (2-4 Unit) category in Windsor, VA 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 Windsor, VA?

Jimmy Auvil specializes in High-End Detached Home properties and has built a measurable edge in Windsor's market. Jimmy Auvil's High-End Detached Home transactions in Windsor, VA move more quickly from listing to close than what's typical for this segment, reducing the exposure and uncertainty sellers often face.

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