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Kyle Kershner

Kyle Kershner
Real Estate Agent (Broker)
Killington VT

Broker (VT: 081.0004420)

25 years experience

REALTOR® 19 Active Listings Serves Rutland County, VT
View on Realtor.com

Contact Information

Brokerage
Killington Pico Realty

Office Website
Office Address
2814 Killington Road
Killington, VT  05751-0325
(Rutland County)
Office Phone
802-422-3600
Office Fax
Mobile
802-422-3600
Email
k***@********************.com
Show Email for $5

Service Areas

Royalton: VT Bethel: VT Barnard: VT South Chittenden: VT Mendon: VT Rutland Town: VT Rutland: VT Chittenden: VT Gaysville: VT Stockbridge: VT Killington: VT Pittsfield: VT Rochester: VT Bridgewater: VT Plymouth: VT Reading: VT Bridgewater Corners: VT

About Kyle Kershner

With over a decade of experience as a professional ski patroller during the winter months and a small business owner in the summer, this real estate agent transitioned into the industry in 2001. In 2008, they were elected President of the Windsor County Board of REALTORS, and in 2010, they received the Vermont REALTOR of the Year award, honoring their significant contributions to both the real estate sector and the broader community.

After several successful years, they moved from a smaller agency to the largest real estate firm in Killington, where they served as an associate broker. In 2013, recognizing a demand for a boutique-style real estate service that prioritizes client care, they founded Killington Pico Realty. This venture aims to provide a tailored experience rooted in extensive local market knowledge and a commitment to professionalism.

For personalized assistance in achieving your real estate objectives, please feel free to reach out. They look forward to guiding you through your journey.

Rutland County, VT Real Estate Market Analysis (Single Family Homes)

$607,600
Avg. Listing Price
From Kyle's portfolio
3.4 / 2.5
Avg. Beds/Baths
Typical property size
2,315 sf
Avg. Square Footage
Interior living space
243
Active Listings
Current inventory

Rutland County, Vermont's real estate market reflects the unique character of this rural region, where historic charm meets modern housing demands. The county encompasses diverse communities from the bustling city of Rutland to picturesque towns like Killington, Chittenden, and Wallingford, each offering distinct property types and price points that attract both local residents and out-of-state buyers seeking Vermont's quintessential lifestyle.

With 116 total actively licensed agents serving the county, the market maintains an intimate, relationship-driven approach that's characteristic of Vermont's business culture. What's particularly notable is that all 116 agents maintain active email communication channels, indicating a surprisingly high level of digital engagement in this traditionally rural market. This complete digital connectivity suggests a professional network that's well-equipped to serve both local clients and the growing number of remote buyers drawn to Vermont's appeal.

Major Rutland County, Vermont Real Estate Markets

The city of Rutland serves as the county's primary real estate hub, offering the most diverse inventory from affordable starter homes to historic Victorian properties. The ski resort communities of Killington and Mendon create a unique luxury market segment, with seasonal properties and vacation rentals commanding premium prices, particularly during peak winter months. Meanwhile, towns like Castleton and Fair Haven provide more affordable options while still maintaining Vermont's rural character.

Brandon and Middletown Springs represent emerging markets where buyers find exceptional value in historic properties and scenic rural settings. These communities have seen increased interest from remote workers and retirees seeking authentic Vermont experiences without resort-area pricing. The geographic diversity within Rutland County means agents often specialize in specific towns or property types, creating distinct micro-markets within the broader county landscape.

Market Dynamics and Geographic Complexity

Rutland County's real estate market operates with seasonal rhythms that significantly impact transaction timing and pricing strategies. Spring and summer months drive the highest activity levels, while winter brings unique opportunities in ski-area properties. The market's complexity stems from the wide range of property types, from working farms and rural acreage to downtown commercial buildings and lakefront cottages, requiring agents to develop specialized expertise across multiple sectors.

Inventory levels remain relatively tight across most price ranges, creating competitive conditions that favor sellers while challenging buyers to act quickly on desirable properties. The county's proximity to major Northeast metropolitan areas continues to attract second-home buyers and relocating families, adding external demand pressure to local market dynamics. This geographic positioning makes Rutland County particularly sensitive to broader economic trends in Boston, New York, and Montreal markets.

Why Businesses Need Rutland County, Vermont Agent Contact Data

Real estate service providers, from mortgage lenders to home inspection companies, require direct access to Rutland County's agent network to effectively compete in this relationship-focused market. The complete email coverage among all 116 licensed agents creates unprecedented opportunities for targeted marketing campaigns and professional networking initiatives that can drive meaningful business development results.

Property technology companies and real estate marketing services find particular value in this comprehensive contact database, as Vermont agents often seek innovative solutions to serve increasingly sophisticated clientele. The combination of traditional Vermont business practices with modern buyer expectations creates a unique market where the right business connections can lead to long-term partnership opportunities across multiple communities and property segments.

Current Property Listings

As of 2/17/2026, Kyle Kershner has 19 properties for sale in Killington and surrounding areas. These are the top 10 listings.

$699,000

Listed 2025-11-01

333 Music Mountain Rd
Stockbridge, VT  05772

Beds: 3.0
Baths: 2.0
Sq Ft: 2,542
Lot: 261,360 sf
Single Family Map
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$425,000

Listed 2025-10-04

1782 Blackmer Blvd
Stockbridge, VT  05772

Beds: 2.0
Baths: 1.0
Sq Ft: 1,092
Lot: 784,080 sf
Single Family Map
View Full Details

$399,000

Listed 2025-11-13

109 Park Row
Rochester, VT  05767

Beds: 5.0
Baths: 3.5
Sq Ft: 2,200
Lot: 3,049 sf
Single Family Map
View Full Details

$519,000

Listed 2025-10-24

185 Beans Bridge Rd
Rochester, VT  05767

Beds: 3.0
Baths: 3.0
Sq Ft: 2,736
Lot: 130,680 sf
Single Family Map
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$425,000

Listed 2026-02-06

3078 N Hollow Rd
Rochester, VT  05767

Beds: 2.0
Baths: 1.0
Sq Ft: 1,208
Lot: 87,120 sf
Single Family Map
View Full Details

$499,000

Listed 2025-10-07

2140 Brandon Mountain Rd
Rochester, VT  05767

Beds: 3.0
Baths: 1.5
Sq Ft: 2,656
Lot: 113,692 sf
Single Family Map
View Full Details

$665,000

Listed 2025-08-18

162 Campbell Rd
Rochester, VT  05767

Beds: 3.0
Baths: 2.0
Sq Ft: 1,882
Lot: 191,664 sf
Single Family Map
View Full Details

$629,000

Listed 2025-12-05

1114 Hawk Mountain Rd
Pittsfield, VT  05762

Beds: 4.0
Baths: 1.5
Sq Ft: 1,380
Lot: 82,764 sf
Single Family Map
View Full Details

$69,000

Listed 2025-09-04

Spring St Lot 49
Stockbridge, VT  05772

Beds:
Baths:
Sq Ft:
Lot: 45,738 sf
Land Map
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$189,000

Listed 2025-03-29

228 E Mountain Interval I Rd Unit 321/323
Killington, VT  05751

Beds: 2.0
Baths: 2.0
Sq Ft: 1,057
Condos Map
View Full Details

Current Property Rentals

Kyle Kershner currently has no rental properties available in Killington and surrounding areas. Check back later.