366 Kirby Hollow Road Dorset, VT $ 499,000
366 Kirby Hollow Road
$ 499,000
Recently Listed
Open House 5/24 2pm - 4pm
Share Save

366 Kirby Hollow Road

Dorset, VT, 05251
$ 499,000
Bedrooms3 Baths2.0 Sq 1,568

Monthly Estimate*

$ 3,072

Listed by Britt Wohler, WOHLER REALTY GROUP, 802-236-1677, brittwohler@wohlerrealtygroup.com
366 Kirby Hollow Road, Dorset, VT 05251 - Image 1
366 Kirby Hollow Road, Dorset, VT 05251 - Image 2
366 Kirby Hollow Road, Dorset, VT 05251 - Image 3
366 Kirby Hollow Road, Dorset, VT 05251 - Image 4
366 Kirby Hollow Road, Dorset, VT 05251 - Image 5
366 Kirby Hollow Road, Dorset, VT 05251 - Image 6
366 Kirby Hollow Road, Dorset, VT 05251 - Image 7
366 Kirby Hollow Road, Dorset, VT 05251 - Image 8
366 Kirby Hollow Road, Dorset, VT 05251 - Image 9
366 Kirby Hollow Road, Dorset, VT 05251 - Image 10
366 Kirby Hollow Road, Dorset, VT 05251 - Image 11
366 Kirby Hollow Road, Dorset, VT 05251 - Image 12
366 Kirby Hollow Road, Dorset, VT 05251 - Image 13
366 Kirby Hollow Road, Dorset, VT 05251 - Image 14
366 Kirby Hollow Road, Dorset, VT 05251 - Image 15
366 Kirby Hollow Road, Dorset, VT 05251 - Image 16
366 Kirby Hollow Road, Dorset, VT 05251 - Image 17
366 Kirby Hollow Road, Dorset, VT 05251 - Image 18
366 Kirby Hollow Road, Dorset, VT 05251 - Image 19
366 Kirby Hollow Road, Dorset, VT 05251 - Image 20
366 Kirby Hollow Road, Dorset, VT 05251 - Image 21
366 Kirby Hollow Road, Dorset, VT 05251 - Image 22
366 Kirby Hollow Road, Dorset, VT 05251 - Image 23
366 Kirby Hollow Road, Dorset, VT 05251 - Image 24
366 Kirby Hollow Road, Dorset, VT 05251 - Image 25
366 Kirby Hollow Road, Dorset, VT 05251 - Image 26
366 Kirby Hollow Road, Dorset, VT 05251 - Image 27
366 Kirby Hollow Road, Dorset, VT 05251 - Image 28
366 Kirby Hollow Road, Dorset, VT 05251 - Image 29
366 Kirby Hollow Road, Dorset, VT 05251 - Image 30
366 Kirby Hollow Road, Dorset, VT 05251 - Image 31
366 Kirby Hollow Road, Dorset, VT 05251 - Image 32
366 Kirby Hollow Road, Dorset, VT 05251 - Image 33
366 Kirby Hollow Road, Dorset, VT 05251 - Image 34
366 Kirby Hollow Road, Dorset, VT 05251 - Image 35
366 Kirby Hollow Road, Dorset, VT 05251 - Image 36
366 Kirby Hollow Road, Dorset, VT 05251 - Image 37
366 Kirby Hollow Road, Dorset, VT 05251 - Image 38
366 Kirby Hollow Road, Dorset, VT 05251 - Image 39
366 Kirby Hollow Road, Dorset, VT 05251 - Image 40
366 Kirby Hollow Road, Dorset, VT 05251 - Image 41
366 Kirby Hollow Road, Dorset, VT 05251 - Image 42

Single Family Home for sale in Dorset, VT

for $499,000 with 3 bedrooms and 2 full baths. This 1,568 square foot home was built in 2005 on a lot size of 0.35.

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.

See more

Open House

5/24/2026 2:00 PM - 4:00 PM
366 Kirby Hollow Road Dorset, VT
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 499,000

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 0

Style

Ranch

Lot Size

0.35

Year Built

2005

Town/City

Dorset

County/Region

Bennington

MLS | Web ID

5090012

Features
Interior
Basement Description Crawl Space
Basement No
Beds 3
Total Rooms 5
See more
General
Road Frontage Yes
Sewer 1000 Gallon Concrete Septic
Heating Propane Pellet Stove Baseboard Hot Water Mini Split
Cooling Mini Split
Utilities Propane
Roof Metal
Garage Yes
Flood Zone No
Zoning RESD 1
3/4 Baths 0
Full Baths 2
Half Baths 0
Bathrooms 2
Year Built 2005
Electric 100 Amp Service Generator
Style Ranch
Stories Count 1
Construction Status Existing
Type Single Family
Auction No
Tax Year 2026
Status Detail 0
Covenants Unknown
Construction Materials Wood Frame Clapboard Exterior
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.
High School Choice
City Dorset
School District Bennington/Rutland
Seasonal No
Elementary School Dorset Elementary School
Middle School Dorset Elementary School
DOM 0
Price Per Sq Ft Total AG 318.24
See more
Exterior
Lot Features Country Setting
Driveway Dirt Gravel
Lot Size Area 0.35
Water Source Drilled Well
Parking Features Garage On-Site Parking Spaces 1 - 10 Detached
Garage Capacity 1
Foundation Block Concrete
See more
* Excluded Features
List By
Britt Wohler

Listing Agent

Wohler Realty Group

Broker

(802) 236-1677

Phone

brittwohler@wohlerrealtygroup.com

Email

Affordability Calculator

$3,072
Per Month
100%
0%
0%
Monthly Principal & Interest
$3,072
Monthly Property Taxes
--
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
5122135 Elementary School
5122135 Middle School
Choice High School High School
Pricing History
DatePricePrice ChangeDescription
5/20/2026$499,000 Listed Price

Map


See all

366 Kirby Hollow Road, Dorset, VT, 05251 is a Single Family Home for sale at $499,000 with 1,568 sqft and a lot size of 0.35. 366 Kirby Hollow Road has 3 bedrooms, 2.0 baths, and was built in 2005. The property's zip code is 05251 which is in Dorset, VT