106 Rollin Road

Closed 7/29/22

Last Sold Price

$370,000

3 beds3 baths2,272 sqft$163/sqft

106 Rollin Rd, North Bennington, VT 05257

Description

Gorgeous setting! 1833 Farmhouse with 3 bedrooms, 3 bathrooms, living room with fireplace, formal dining room, kitchen, main level bedroom and more. Take full advantage of the outside, sitting on either the covered porch or the deck listening to the babbling of Cold Brook running through the property. 1 car attached garage with storage or studio space above, horse barn, shed and more. Great homestead!Gorgeous setting! 1833 Farmhouse with 3 bedrooms, 3 bathrooms, living room with fireplace, formal dining room, kitchen, main level bedroom and more. Take full advantage of the outside, sitting on either the covered porch or the deck listening to the babbling of Cold Brook running through the property. 1 car attached garage with storage or studio space above, horse barn, shed and more. Great homestead!

LISTING CLOSED: 07/29/2022 12:00 AM

Listed by Max Squiers • KW Vermont - Brenda Jones Real Estate Group

Sold By Four Corner Properties LLC

Property Details for 106 Rollin Road

Status

Closed

MLS #

4912225

Days on Market

Taxes

$4,647 / year

HOA Fees

Condo/Co-op Fees

Property Type

Single Family

MLS Type

Residential / Single Family

Year Built

1833

Lot Size

8.00 AC / 348,480 SF

County

Bennington County

Zoning

Get preapproved with Rocket Mortgage¹

Location

Add your commute

Building Information for 106 Rollin Road

Stories1Year Built1833Building Size-Lot Size8.00 AC / 348,480 SF

Payment Calculator

Get preapproved with Rocket Mortgage¹

$2,268 per month

30 year fixed, 6.55% Interest

Principal and Interest

$1,881

Property Taxes

$387

HOA Dues

The Payment Calculator is for illustrative purposes only.

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

Property Information for 106 Rollin Road

Summary

Location and General Information

City: Bennington
County: VT-Bennington

Latitude: 42.951831147277836
Longitude: -73.247366236770631
Road Frontage: Yes
Seasonal: No
State: VT
Street Designation: Road
Zip Code: 05257

Taxes and HOA Information

SPAN Number: 57318011191
Tax - Gross Amount: $4,647.00

Tax Year: 2021
Taxes TBD: No

Parking

Garage: Yes
Garage Capacity: 1.00

Driveway: Paved

Property

Lot Information

Lot - Sqft: 348480.0
Lot Size Acres: 8.0

Road Frontage Length: 500.0
Square Feet Apx Finished Above Grade: 2272.0
Square Feet Apx Finished AG Source: Public Records
Square Feet Apx Finished Below Grade: 0.0
Square Feet Apx Finished BG Source: Public Records
Square Feet Apx Total: 4072.0
Square Feet Apx Total Finished: 2272.0
Square Feet Apx Unfinished Above Grade: 0.0
Square Feet Apx Unfinished AG Source: Public Records
Square Feet Apx Unfinished Below Grade: 1800.0
Square Feet Apx Unfinished BG Source: Estimated

Property and Assessments

Assessment Amount: $257,600
Assessment Year: 2021

Property Class: Residential
Property Type: Single Family
Construction Status: Existing
Flood Zone: No
Foundation: Concrete, Stone
PreConstruction: No
Surveyed: Unknown
Year Built: 1833

Utilities

Electric: 100 Amp, Circuit Breaker(s)
Sewer: 1000 Gallon, Septic

Utilities: None

Interior and Exterior Features

Exterior Features

Color: White
Features - Exterior: Barn, Deck, Porch - Covered, Shed

Roads: Dirt
Roof: Shingle - Asphalt

Interior Features

Appliances: Dishwasher, Range - Electric, Refrigerator
Basement: Yes

Basement Access Type: Walkout
Basement Description: Concrete Floor, Stairs - Interior, Unfinished, Walkout, Exterior Access, Stairs - Basement
Baths - Total: 3
Baths - Full: 1
Half Baths: 0
One Quarter Baths: 0
Three Quarter Bath: 2
Rooms - Total: 8
Rooms: Level 1: Level 1: Bedroom, Level 1: Dining Room, Level 1: Foyer, Level 1: Kitchen, Level 1: Living Room
Rooms: Level 2: Level 2: Bedroom, Level 2: Office/Study
Bedrooms - Total: 3
Features - Interior: Fireplace - Wood, Fireplaces - 1, Laundry - 1st Floor
Flooring: Carpet, Tile, Wood, Vinyl Plank
Heat Fuel: Oil
Heating: Baseboard, Hot Water
Cooling: None
Total Stories: 1.5

Room Information

Room 1

Room Dimensions: 11'2" x 19'4"
Room Level: 1

Room Type: Living Room

Room 2

Room Dimensions: 15'3" x 10'1"
Room Level: 1

Room Type: Kitchen

Room 3

Room Dimensions: 18' x 13'7"
Room Level: 1

Room Type: Dining Room

Room 4

Room Dimensions: 5'6" x 10'1"
Room Level: 1

Room Type: Foyer

Room 5

Room Dimensions: 17'3" x 13'8"
Room Level: 1

Room Type: Bedroom

Room 6

Room Dimensions: 13'3" x 13'5"
Room Level: 2

Room Type: Bedroom

Room 7

Room Dimensions: 9'2" x 11'4"
Room Level: 2

Room Type: Bedroom

Room 8

Room Dimensions: 9'2" x 11'4"
Room Level: 2

Room Type: Office/Study

Property History for 106 Rollin Road

Date	Event & Source	Price	Appreciation
Jul 29, 2022	Sold (Public Record) Public Record #1495506979	$370,000	+9.2% / yr
Jul 29, 2022	Sold New England Real Estate Network #4912225	$370,000	—
Jun 13, 2022	Pending New England Real Estate Network #4912225		—
May 31, 2022	Active Under Contract New England Real Estate Network #4912225		—
May 26, 2022	Listed (Active) New England Real Estate Network #4912225	$369,900	—
Jan 25, 2013	Sold (Public Record) Public Record #350568442	$160,000	—
Jan 22, 2013	Sold New England Real Estate Network #4188070	$160,000	—
Nov 11, 2012	Pending New England Real Estate Network #4188070		—
Sep 20, 2012	Listed (Active) New England Real Estate Network #4188070	$199,900	—

Date	Event & Source	Price
07/29/2022	Sold (Public Record) Public Record #1495506979	$370,000 +9.2% / yr
07/29/2022	Sold New England Real Estate Network #4912225	$370,000
06/13/2022	Pending New England Real Estate Network #4912225	—
05/31/2022	Active Under Contract New England Real Estate Network #4912225	—
05/26/2022	Listed (Active) New England Real Estate Network #4912225	$369,900
01/25/2013	Sold (Public Record) Public Record #350568442	$160,000
01/22/2013	Sold New England Real Estate Network #4188070	$160,000
11/11/2012	Pending New England Real Estate Network #4188070	—
09/20/2012	Listed (Active) New England Real Estate Network #4188070	$199,900

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

Public Records for 106 Rollin Road

Taxable ValueLand$83,800Additions$173,800Total$257,600

Tax Record2024$6,105 ($509 / month)

Home Facts

Beds3Total Finished SqFt2,272 SqFtAbove Grade Finished SqFt2,272 SqFtLot Size348,480 SqFtStyleSingle Family ResidenceYear Built1833CountyBENNINGTONAPN(180)120143Fireplace TypeHas Fireplace

Schools near 106 Rollin Road

This home is within Mount Anthony Union High School District #14.


Rating	School	Type	Grades	Distance
5/10	Shaftsbury Elementary School	Public - Serves this home	PK to 6	2.0 mi
3/10	Mt. Anthony Union Middle School	Public - Serves this home	6 to 8	4.4 mi
5/10	Mt. Anthony Senior Uhsd #14	Public - Serves this home	9 to 12	5.4 mi
5/10	Molly Stark School	Public - Nearby school	PK to 5	4.3 mi
NR	Monument School	Public - Nearby school	PK to 5	5.0 mi
NR	Southshire Community School	Private - Nearby school	K to 8	1.4 mi


Rating	School	Distance
5/10	Shaftsbury Elementary School PublicPK to 6 Serves this home	2.0 mi
3/10	Mt. Anthony Union Middle School Public6 to 8 Serves this home	4.4 mi
5/10	Mt. Anthony Senior Uhsd #14 Public9 to 12 Serves this home	5.4 mi
5/10	Molly Stark School PublicPK to 5 Nearby school	4.3 mi
NR	Monument School PublicPK to 5 Nearby school	5.0 mi
NR	Southshire Community School PrivateK to 8 Nearby school	1.4 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.

Similar Homes

New listings in 05257

$357,500 | 19 Royal Street, Bennington, VT 05257

1/44

Active Under Contract

$357,500

4
Bedrooms: 2
Bathrooms: 1,735
Square Feet: 0.54
Acres

19 Royal Street, Bennington, VT 05257

1/35

$359,000

5
Bedrooms: 3
Bathrooms: 2,938
Square Feet: 0.35
Acres

100 McCarthy Acres, Shaftsbury, VT 05257

$750,000 | 130 Ipan Road, Shaftsbury, VT 05257

1/32

Active Under Contract

$750,000

3
Bedrooms: 3
Bathrooms: 2,696
Square Feet: 30.38
Acres

130 Ipan Road, Shaftsbury, VT 05257

1/27

$269,900

3
Bedrooms: 1
Bathrooms: 1,392
Square Feet: 2
Acres

196 Granger Hollow Road, Shaftsbury, VT 05257

1/27

$269,900

4
Bedrooms: 2
Bathrooms: 2,190
Square Feet: 2
Acres

196 Granger Hollow Road, Shaftsbury, VT 05257

1/51

$1,795,000

3
Bedrooms: 3
Bathrooms: 5,228
Square Feet: 39.71
Acres

2167 Myers Road, Shaftsbury, VT 05257

1/39

$479,000

3
Bedrooms: 2
Bathrooms: 2,065
Square Feet: 10.09
Acres

262 Dwyers Camp Road, Shaftsbury, VT 05257

$825,000 | 1931 Vermont Rte 67 East, Shaftsbury, VT 05257

1/12

Active Under Contract

$825,000

12
Bedrooms: 8
Bathrooms: 5,568
Square Feet: 1
Acres

1931 Vermont Rte 67 East, Shaftsbury, VT 05257

$209,000 | 20 Sage Street, Bennington, VT 05257

1/30

Active Under Contract

$209,000

4
Bedrooms: 1
Bathrooms: 1,127
Square Feet: 0.23
Acres

20 Sage Street, Bennington, VT 05257

Nearby home values

Address	Sold price	Beds	Baths	Sqft	Lot (Sqft)
This home: 106 Rollin Road, North Bennington, VT 05257	$370,000	3	3	2,272	348,480
35 Rollin Road, North Bennington, VT 05257	$60,000	2	1	600	39,204
140 Rollin Road, Shaftsbury, VT 05257	$170,000	3	2	1,155	87,120
17 Cold Spring Road, North Bennington, VT 05257	–	2	3	2,026	304,920
183 Rollin Road, Shaftsbury, VT 05257	$143,000	3	2	2,316	334,976
0 Rollin Road, North Bennington, VT 05257	$15,000	–	–	–	74,052
40 Cold Spring Road, North Bennington, VT 05257	–	3	2	2,013	3,895,571
67 Coulter Road, North Bennington, VT 05257	$168,000	2	1	1,036	65,340
819 Horton Hill Road, North Bennington, VT 05257	–	2	2	2,196	435,600
99 Cold Spring Road, North Bennington, VT 05257	$249,900	2	2	1,590	239,580
358 Rollin Road, North Bennington, VT 05257	–	1	2	1,864	130,680
139 Cold Spring Road, North Bennington, VT 05257	–	3	1	1,355	235,224
735 Horton Hill Road, North Bennington, VT 05257	–	4	2	1,512	283,140
194 Cold Spring Road, North Bennington, VT 05257	$400,000	6	2	2,600	400,752
211 Cold Spring Road, Shaftsbury, VT 05257	$325,000	4	2	2,328	962,676
391 Rollin Road, Shaftsbury, VT 05257	$110,000	–	–	–	272,250

Explore Nearby Homes

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 KW Vermont - Brenda Jones Real Estate 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 08/10/2026 12:16 PM

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

Explore Nearby Homes

Homes in Nearby Shaftsbury Neighborhoods

Homes in Nearby Shaftsbury Cities

Homes in Nearby Shaftsbury Zip Codes