366 Kirby Hollow Rd

Dorset, VT 05251

$499,000
Price
3
Beds
1,568 Sq. Ft.
$318 / Sq. Ft.
1,568
Sq. Ft.
$318
per Sq. Ft.
Get preapproved with Rocket Mortgage1

Description

Set in a premier Dorset country setting with sweeping 360-degree views of rolling pastures, mountains, and neighboring farmland, this charming single-level ranch offers a rare opportunity to enjoy the beauty and tranquility of Southern Vermont. The home offers over 1,568 square feet of comfortable living space, including an open-concept kitchen, dining, and living area, an office, three bedrooms, and two full bathrooms. The spacious primary suite includes an on-suite bathroom overlooking the expansive...Set in a premier Dorset country setting with sweeping 360-degree views of rolling pastures, mountains, and neighboring farmland, this charming single-level ranch offers a rare opportunity to enjoy the beauty and tranquility of Southern Vermont. The home offers over 1,568 square feet of comfortable living space, including an open-concept kitchen, dining, and living area, an office, three bedrooms, and two full bathrooms. The spacious primary suite includes an on-suite bathroom overlooking the expansive views. The home features new wood flooring throughout the interior, a slate entry foyer, first-floor laundry, and a centrally located pellet stove for supplemental heat. Additional upgrades include split AC systems providing both heating and cooling, solar panels for improved energy efficiency, and a newer septic system. The renovated kitchen offers a gas range, pantry, and ample space. Adjacent to the living room, the office provides flexibility for additional use, media room, or expanded open concept living area. A sliding door off the living room opens to a rear deck with ramp access overlooking the picturesque backyard. The level lawn is ideal for gardening, outdoor entertaining, or simply enjoying the peaceful setting complete with a fire pit and scenic neighboring fields. Located within the Dorset Elementary School district with school choice thereafter, this property combines privacy, views, functionality, and long-term potential in one of Southern Vermont’s most desirable locations, Dorset Hollow.
  1. Listed by Britt Wohler • WOHLER REALTY GROUP

Property Details for 366 Kirby Hollow Road

Zoning
RESD 1
LISTING UPDATED: 06/11/2026 06:58 PM

Property Details for 366 Kirby Hollow Road

StatusActive
MLS #5090012
Days on Market19
Taxes$7,384 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family
Year Built2005
Lot Size0.35 AC / 15,246 SF
CountyBennington County
Get preapproved with Rocket Mortgage1

Location

Listing Courtesy of WOHLER REALTY GROUP
Add your commute

Building Information for 366 Kirby Hollow Road

Stories1Year Built2005Building Size-Lot Size0.35 AC / 15,246 SF

Payment Calculator

Get preapproved with Rocket Mortgage1

$3,102 per month

30 year fixed, 6.36% Interest

Principal and Interest

$2,487

Property Taxes

$615

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 366 Kirby Hollow Road

Summary
Location and General Information
  • City: Dorset
  • County: VT-Bennington
  • Directions: From Route 30, turn onto Dorset Hollow Road, go .7 Miles, take a left onto Kirby Hollow Road, house will be on your right.
  • Latitude: 43.265142181189745
  • Longitude: -73.086143048934943
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip Code: 05251
Taxes and HOA Information
  • SPAN Number: 180-057-10249
  • Tax Year: 2026
  • Taxes TBD: Yes
Parking
  • Garage: Yes
  • Garage Capacity: 1.00
  • Driveway: Dirt, Gravel
Property
Lot Information
  • Lot Features: Country Setting
  • Lot Size Acres: 0.35
  • Road Frontage Length: 50.0
  • Total Finished Area: 1568.0
  • Above Grade Finished Area: 1568.0
  • Above Grade Finished Area Source: Public Records
  • Above Grade Unfinished Area: 0.0
  • Below Grade Finished Area: 0.0
  • Below Grade Finished Area Source: Public Records
  • Below Grade Unfinished Area: 0.0
  • BelowGradeUnfinishedAreaSource: Public Records
  • Lot Size Square Feet: 15246.0
  • Total Area: 1568.0
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: No
  • Owned Land: Yes
  • PreConstruction: No
  • Surveyed: Unknown
  • Year Built: 2005
  • School District: Bennington/Rutland
  • High School: Choice
  • Middle/Jr School: Dorset Elementary School
  • Elementary School: Dorset Elementary School
Utilities
  • Electric: 100 Amp Service, Generator
  • Sewer: 1000 Gallon, Concrete, Septic
  • Water Source: Drilled Well
  • Utilities: Propane
  • Internet: Fiber Optic Internet, High Speed Intrnt at Site
Interior and Exterior Features
Exterior Features
  • Color: Blue
  • Construction Materials: Wood Frame, Clapboard Exterior
  • Roof: Metal
Interior Features
  • Basement: No
  • Basement Description: Crawl Space
  • Heating: Propane, Pellet Stove, Baseboard, Hot Water, Mini Split
  • Cooling: Mini Split
  • Total Stories: 1
  • Rooms Total: 5
  • Bathrooms Full: 2
  • Bathrooms Half: 0
  • Bathrooms One Quarter: 0
  • Bathrooms Three Quarter: 0
  • Bedrooms Total: 3
  • Bathrooms Total: 2

Property History for 366 Kirby Hollow Road

DateEvent & SourcePriceAppreciation
May 20, 2026

Listed (Active)

New England Real Estate Network #5090012

$499,000—
DateEvent & SourcePrice
05/20/2026

Listed (Active)

New England Real Estate Network #5090012

$499,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Schools near 366 Kirby Hollow Road

This home is within Taconic and Green Regional School District.
Rating
School
Type
Grades
Distance
Dorset Elementary School
Public - PK to 8
Long Trail School
Private - 6 to 12
Rating
School
Distance
Dorset Elementary School
PublicPK to 8

Long Trail School
Private6 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Explore Nearby Homes

More information about 366 Kirby Hollow Road, Dorset, VT 05251

366 Kirby Hollow Road is a single family home for sale in Dorset, VT 05251. This property was listed for sale on May 20, 2026 by WOHLER REALTY GROUP, it's currently listed at $499,000. This listing's school district is Taconic and Green Regional School District. Nearby schools include Dorset Elementary School and Long Trail School. 366 Kirby Hollow Road is a 3-bed, 2-bath, 1,568 sqft single family home built in 2005.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of WOHLER REALTY GROUP

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 06/11/2026 04:06 PM