164 Upper Hollow Road

Closed 5/6/16

Sold

Last Sold Price

$1,150,000

5 beds6 baths5,200 sqft

164 Upper Hollow Rd, Dorset, VT 05251

Single FamilyProperty Type

10.1 acresLot Size

1988Year Built

$221/sq ftPrice per sq ft

5 carsParking Spaces

Description

Your very own private mini estate nestled in Upper Dorset Hollow with mountains surrounding the view. Master bedroom suite on first level enhances elegant but relaxed one floor living in main house. So nice to have comfortable , self contained guest house for family and friends. With your very own private Golf Green, calm silence, broken only by occasional bird songs, and if the wind is right, the soft murmur of the Mettowee! Access to miles of walking trails through the hollow and hills. Wrap around...Your very own private mini estate nestled in Upper Dorset Hollow with mountains surrounding the view. Master bedroom suite on first level enhances elegant but relaxed one floor living in main house. So nice to have comfortable , self contained guest house for family and friends. With your very own private Golf Green, calm silence, broken only by occasional bird songs, and if the wind is right, the soft murmur of the Mettowee! Access to miles of walking trails through the hollow and hills. Wrap around decks overlooks pond, meadows,river and mountains.. Hard to match this unique property and its immediate surrounding area... Anywhere!

Sold By Four Seasons Sotheby's Int'l Realty

Listed by: Sunny Breen • Josiah Allen Real Estate, Inc.

Listing closed: 05/06/2016 12:00 AM • Source: New England Real Estate Network, MLS#: 4370906

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$7,614 per month

30 year fixed, 6.71% Interest

Principal and Interest

$5,943

Property Taxes

$1,671

HOA Dues

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Property Information for 164 Upper Hollow Road

Property Details

Taxes: $20,057 / year
MLS Type: Residential / Single Family
County: Bennington County
Parking: Parking Spaces 5
Water Body Type: Pond
Water View: Yes
Zoning: rr

Building Information

Stories: 2
Year Built: 1988
Lot Size: 10.10 AC / 439,956 SF

Summary

Location and General Information

City: Dorset
County: VT-Bennington

Directions: Dorset Hollow Road left on to Upper Hollow Road, second home on right, look for sign
Latitude: 43.261543
Longitude: -73.080069
Road Frontage: Yes
Seasonal: No
State: VT
Zip: 05251

Taxes and HOA Information

SPAN Number: 180-057-11466
Tax - Gross Amount: $20,056.87

Tax Year: 2014
Taxes TBD: No

School Information

School - High: Burr and Burton Academy
School - District: Bennington/Rutland

School - Elementary: Dorset Elementary School
School - Middle/Jr: Dorset Elementary School

Parking

Garage: Yes
Garage Capacity: 5.00

Driveway: Circular, Gravel, Other

Property

Lot Information

Lot - Sqft: 439956.0
Lot Size Acres: 10.1

Road Frontage Length: 400.0
Square Feet Apx Finished Above Grade: 5200.0
Square Feet Apx Finished Below Grade: 0.0
Square Feet Apx Tot Below Grade: 0.0
Square Feet Apx Total Finished: 5200.0
Water Frontage Length: 350.0
Water Body Access: Yes
Water Body Access- EX: Owned
Water Body Name- EX: Mettowee

Property and Assessments

Current Use: No
Assessment Amount: $1,200,000

Property Class: Residential
Property Type: Single Family
Flood Zone: No
Foundation: Concrete
Surveyed: Yes
Year Built: 1988

Utilities

Electric: 200 Amp
Sewer: Septic

Utilities: Cable

Interior and Exterior Features

Exterior Features

Features - Accessibility: 1st Floor Bedroom, 1st Floor Full Bathroom
Features - Exterior: Deck, Guest House

Roads: Gravel, Public
Roof: Shingle - Architectural

Interior Features

Appliances: Cooktop - Gas, Dishwasher, Dryer, Exhaust Hood, Microwave, Other, Refrigerator, Washer
Basement: Yes

Basement Access Type: Walkout
Basement Description: Full, Unfinished
Baths - Total: 6
Baths - Full: 5
Half Baths: 1
One Quarter Baths: 0
Three Quarter Bath: 0
Rooms - Total: 11
Bedrooms - Total: 5
Equipment: Air Conditioner, CO Detector, Satellite Dish, Security System, Smoke Detector
Features - Interior: Central Vacuum, Fireplace - Wood, Fireplaces - 2, Kitchen Island, Kitchen/Dining, Kitchen/Family, Natural Woodwork, Vaulted Ceiling, Walk-in Closet, Walk-in Pantry, Window Treatment, Laundry - 1st Floor
Flooring: Carpet, Softwood, Tile
Heat Fuel: Other
Heating: Hot Air, Stove, Stove - Wood
Cooling: Central AC
Total Stories: 2

Room Information

Room 1

Room Dimensions: 14.78x14.42
Room Level: 1

Room Type: Kitchen

Room 2

Room Dimensions: 20x30
Room Level: 1

Room Type: Dining Room

Room 3

Room Dimensions: 19.01x14.86
Room Level: 1

Room Type: Living Room

Room 5

Room Dimensions: 8x13
Room Level: 1

Room Type: Office/Study

Room 7

Room Dimensions: 20x13
Room Level: 1

Room Type: Master Bedroom

Room 8

Room Dimensions: 19.86x17.68
Room Level: 2

Room Type: Bedroom

Room 9

Room Dimensions: 17.46x15.88
Room Level: 2

Room Type: Bedroom

Room 10

Room Dimensions: 14x21
Room Level: 1

Room Type: Bedroom

Room 11

Room Dimensions: 15x17
Room Level: 2

Room Type: Bedroom

Property History for 164 Upper Hollow Road

Date	Event & Source	Price	Appreciation
May 12, 2016	Sold (Public Record) Public Record #571722082	$1,150,000	+1.9% / yr
May 6, 2016	Sold New England Real Estate Network #4370906	$1,150,000	—
Sep 1, 2015	Pending New England Real Estate Network #4370906		—
Jul 14, 2014	Price Change New England Real Estate Network #4370906	$1,550,000	—
Jul 14, 2014	Listed (Active) New England Real Estate Network #4370906	$1,400,000	—
Jan 13, 2000	Sold (Public Record) Public Record #547328874	$850,000	—

Date	Event & Source	Price
05/12/2016	Sold (Public Record) Public Record #571722082	$1,150,000 +1.9% / yr
05/06/2016	Sold New England Real Estate Network #4370906	$1,150,000
09/01/2015	Pending New England Real Estate Network #4370906	—
07/14/2014	Price Change New England Real Estate Network #4370906	$1,550,000
07/14/2014	Listed (Active) New England Real Estate Network #4370906	$1,400,000
01/13/2000	Sold (Public Record) Public Record #547328874	$850,000

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

Public Records for 164 Upper Hollow Road

Taxable ValueLand$635,700Additions$1,727,100Total$2,362,800

Tax Record2025$25,974 ($2,164 / month)

Home Facts

Beds0Lot Size439,956 SqFtStyleSingle Family ResidenceCountyBENNINGTONAPN(057)000519

Schools near 164 Upper Hollow Road

This home is within Taconic and Green Regional School District.


Rating	School	Type	Grades	Distance
6/10	Dorset Elementary School	Public - Serves this home	PK to 8	2.8 mi
NR	Long Trail School	Private - Nearby school	6 to 12	1.2 mi


Rating	School	Distance
6/10	Dorset Elementary School PublicPK to 8 Serves this home	2.8 mi
NR	Long Trail School Private6 to 12 Nearby school	1.2 mi

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.

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Nearby home values

Address	Sold price	Beds	Baths	Sqft	Lot (Sqft)
This home: 164 Upper Hollow Road, Dorset, VT 05251	$1,150,000	5	6	5,200	439,956
274 Upper Hollow Road, Dorset, VT 05251	$975,000	5	5	3,808	205,603
82 Upper Hollow Road, Dorset, VT 05251	$645,000	4	4	2,676	239,580
0 Rte 30, Dorset, VT 05251	$214,000	4	1	2,000	147,668
912 Off Rte 30 Dorset, Dorset, VT 05251	$342,500	4	4	3,000	52,272
0 Baldwin Hill Road, Dorset, VT 05251	$129,000	3	3	1,560	226,512
2715 Route 30, Dorset, VT 05251	$145,000	2	1	1,186	49,222
2143 West Road, Dorset, VT 05251	$321,000	3	3	1,500	8,712
1596 West Road, Dorset, VT 05251	$755,000	3	3	2,500	435,600
Lot 5 Read Farm, Dorset, VT 05251	$55,000	–	–	–	142,005
0 North Danby Mt Road, Dorset, VT 05251	$360,000	–	–	–	1,288,940
8 Green Peak Estates, Dorset, VT 05251	$145,000	–	–	–	83,635
3642 West Road Road, Dorset, VT 05251	$505,000	4	2	2,600	152,460
0 Rte 315, Dorset, VT 05251	$185,000	5	2	2,600	50,529
1265 B Route 30, Unit B, Dorset, VT 05251	$325,231	3	3	1,865	–
0 Mcnamara/d West Road, Dorset, VT 05251	$60,000	–	–	–	–

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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. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Josiah Allen Real Estate, Inc.

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 09/20/2026 02:47 PM

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