This home's estimate is 132.5% higher than the average sale price ($938K) of 6 comparable homes.
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444 Upper Hollow Rd, Dorset, VT 05251
About this home
Timeless and ideal Dorset Hollow Location! Close to town and set back on Upper Hollow Road, this restored farmhouse exudes warmth and charm, offering big views on 10+ scenic acres. A beautiful setting with circular drive and mature trees give this parcel special curb appeal featuring level and gently rolling meadows throughout the entire property. The home consists of four bedrooms including a master bedroom suite on the main floor and with three additional baths. The charming Post and Beam floor plan includes a cozy stone fireplace and wide Pine floors with an open living and dining arrangement making it ideal for entertaining family and guests. Amazing mountain views can be enjoyed from the slate patio or the wonderful three season porch. This special home also has a new, efficient furnace and is being offered at a very reasonable price so come take a look at this Dorset Hollow gem!
Redfin Estimate
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Market trends in 05251, VT
Last updated August 2026
Buyer's Market
Seller's Market
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Sale history for 444 Upper Hollow Rd
$262/sq ft
$285/sq ft
Tax history for 444 Upper Hollow Rd
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Property details
Parking
- Parking & Garage
- Garage Capacity: 2
- Location: Attached
Interior
- Bathroom Information
- # of Baths (full): 2
- # of Baths (3/4): 1
- # of Baths (1/2): 1
- Basement Information
- Basement: Yes
- Basement Access: Interior
- Concrete, Unfinished
- Other Interior Features
- # of Rooms: 10
- Water Heater: Off Boiler
- Room 1 Information
- Kitchen
- Kitchen
- Dimensions: 17 x 12.7
- Level: 1
- Room 2 Information
- Den
- Dimensions: 14 x 15
- Level: 1
- Room 3 Information
- Living Room
- Dimensions: 24 x 20
- Level: 1
- Room 4 Information
- Dining Room
- Dimensions: 16 x 10
- Level: 1
- Room 5 Information
- Master Bedroom
- Dimensions: 15 x 20
- Level: 1
- Room 6 Information
- Bedroom
- Bedroom
- Dimensions: 17 x 13
- Level: 2
- Room 7 Information
- Bedroom
- Dimensions: 17 x 13
- Level: 2
- Room 8 Information
- Bedroom
- Dimensions: 15.6 x 19
- Level: 2
- Room 9 Information
- Foyer
- Dimensions: 8 x 7
- Level: 1
- Room 10 Information
- Laundry Room
- Dimensions: 7 x 6
- Level: 1
Exterior
- Building Information
- Construction Status: Existing
- Approximate Sq. Ft. Total Finished: 2864
- Approximate Sq. Ft. Total: 2864
- Construction: Post and Beam
- Foundation: Concrete
- Roof: Shingle - Architectural
- Exterior: Wood Siding
- Driveway
- Circular, Gravel
- Lot, Zoning, & Easement Information
- Country Setting
- Survey Information
- Surveyed: Unknown
- Other Property & Lot Information
- Year Built: 1978
Financial
- Tax Information
- Tax Year: 2019
- Gross Amount Tax: 12616.36
- SPAN Number: 180-057-10805
- Other Tax Information
- Page Deed: 621
Utilities
- Heating & Cooling Information
- Heat: Baseboard
- Heat Fuel: Oil
- Sewer Information
- On-Site Septic Exists
- Electric Information
- 200 Amp
- Water Information
- Drilled Well
Location
- School Information
- Elementary School: Dorset Elementary School
- Elementary School: Dorset Elementary School
- Middle/Jr School: Dorset Elementary School
- Road Information
- Road Frontage: Yes
- Road Frontage Length: 300
- Public
- Other Location Information
- Directions: Dorset Hollow Road to Upper Hollow Road. House is up a little way on the right.
Public facts
- Beds: —
- Baths: —
- Sq. Ft.: —
- Stories: —
- Lot Size: 10.02 acres
- Style: Other
- Year Built: —
- Year Renovated: —
- County: Bennington County
- APN: 18005710805
Around this home
Schools
Public PreK-8 • 2.9mi
Private 6-12 • 1.3mi
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
Minimal risk of a flood reaching the building in the next 30 years
Unlikely to be in a wildfire in next 30 years
7 days above 88° expected this year, 17 days in 30 years
6% chance of strong winds in next 30 years
0 unhealthy days expected this year, 1 days in 30 years
Sun exposure
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Nearby similar homes
Home values near 444 Upper Hollow Rd
| Address | Redfin Estimate |
|---|---|
5 Beds | 5.5 Baths | 5200 Sq. Ft. | $2,741,765 |
3 Beds | 3 Baths | 2867 Sq. Ft. | $1,809,486 |
| Address | Redfin Estimate |
|---|---|
5 Beds | 4.5 Baths | 3808 Sq. Ft. | $2,018,827 |
5 Beds | 5 Baths | 4306 Sq. Ft. | $2,230,904 |
| Address | Redfin Estimate |
|---|---|
4 Beds | 5 Baths | 4799 Sq. Ft. | $1,822,240 |
3 Beds | 2 Baths | 2440 Sq. Ft. | $1,372,900 |
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