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FlyDragon Market Intelligence

Top Real Estate Agent in Bennington, VT Market (July 2026)

See who the best real estate agent is in the Bennington, VT market. Verified and ranked by reviews, sales history and AI visibility.

Median home price
$235,000
Avg days on market
38
Agents in market
10
Price trend (YoY)
+6.8%
Last synced
Jul 23, 2026
Top agent in this market
#1
Vicki Wilson
Bennington Vermont
State standout: Burlington
Built for: Bennington, VT

Research Note: Ryan Darani, Head of Market Intelligence at FlyDragon, oversees this market dataset. We compile ranking inputs from structured agent and market-source records, normalize them into a consistent market-by-market format, and review the output for obvious mismatches before it is published. This page is designed to help readers quickly compare visibility, positioning, and market context in Bennington, VT. It should be used as a directional research tool, then paired with direct agent interviews, brokerage due diligence, and current local market checks before making a decision.

Bennington, VT at a glance

Bennington is a southwestern Vermont town with a rich Revolutionary War history and a vibrant arts community anchored by Bennington College and the Bennington Museum. The housing market is among the most affordable in the state, with a mix of historic village homes, rural properties, and modest mid-century neighborhoods. Proximity to Albany, NY (about 35 miles) provides access to larger-city employment and amenities.

The town's covered bridges, fall foliage tourism, and Green Mountain National Forest access attract lifestyle buyers and remote workers seeking Vermont charm at a more accessible price point than Chittenden County. Local manufacturing, healthcare, and the college provide the employment base.

Population
15,200
YoY Price Change
+6.8%
Median Home Price
$235,000
Avg Days On Market
38

Top real estate agents in Bennington, VT

11

Dillon Diel

KW Vermont-Brenda Jones & Team
Rating5.0
Reviews10
12

Brooke Drew

Mahar McCarthy Real Estate
Rating5.0
Reviews4
15

Abi Gregorio

The Dream Team at eXp Realty
Rating5.0
Reviews2
18

Jessica Maroney

Brenda Jones Real Estate Group at KW Vermont
Rating4.9
Reviews4
WebsiteVisit site
19

Lori Hurley

Four Corner Properties LLC.
Rating4.9
Reviews38
23

Adrienne Sherwood

Four Seasons Sotheby's International Realty

How Vermont shapes this market

Vermont's real estate market occupies a unique position in the national landscape, combining a fiercely limited housing supply with surging demand from remote workers and lifestyle buyers drawn to the state's natural beauty, progressive culture, and four-season recreation. The pandemic-era migration wave brought lasting change to Vermont's housing dynamics, and inventory has remained persistently tight across virtually every submarket. Burlington and its surrounding communities command the highest prices, but even rural towns have seen dramatic appreciation.

The Burlington-South Burlington metro consistently ranks as one of the tightest housing markets in the Northeast, with median prices reflecting the area's strong employment base in healthcare (UVM Medical Center), education, and technology. Chittenden County dominates the state's transaction volume, but Addison, Washington, and Windham counties have all seen elevated buyer interest from those willing to trade proximity to Burlington for more land and lower price points. Seasonal properties around Lake Champlain and in ski-adjacent towns near Stowe, Killington, and Sugarbush add another dimension to the market.

Vermont's strict Act 250 land-use regulations and limited developable land constrain new construction, which has kept inventory chronically low and supported sustained price appreciation. The state's small population and tight-knit community dynamics mean that off-market deals and local connections play a larger role here than in most states. Partnering with an experienced Vermont real estate agent who understands zoning, septic requirements, and seasonal market rhythms is essential for success.

State signals
Top City Burlington
YoY Price Change +7.1%
Median Home Price $395,000
Avg Days On Market 28

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