$435,000
SOLD JUL 31, 2025

100 Holly's Way Rupert, VT 05768

2 Beds
2 Baths
2,250 Sq Ft
35.9 Acres

Recently Sold

$193 Per Sq Ft

13% Below List Price

278 Days on Market

Highlights

  • 35.9 Acre Lot
  • Mountain View
  • Hilly Lot
  • Mettawee Community School Rated 9+
  • Chalet

About This Home

As of July 2025

Long driveway to a Private setting with lots of room to hike, hunt or just enjoy the peace and quite. Possible subdivision. House is warm and cozy with a large sleeping loft on the second floor. There is a foundation in place for an out building.

Last Agent to Sell the Property

Charles Mauro

Josiah Allen Real Estate, Inc. License #082.0005992 Listed on: 09/20/2024

Last Buyer's Agent

Scott McChesney

McChesney RE, Inc. License #081.0003842

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $5,501

Year Built

  • Built in 1991

Lot Details

  • 35.9 Acre Lot
  • Hilly Lot
  • Property is zoned rr

Parking

  • Gravel Driveway

Home Design

  • Chalet
  • Concrete Foundation
  • Wood Frame Construction

Interior Spaces

  • Property has 1 Level
  • Mountain Views

Bedrooms and Bathrooms

  • 2 Bedrooms

Finished Basement

  • Walk-Out Basement
  • Basement Fills Entire Space Under The House
  • Interior Basement Entry

Utilities

  • Dug Well
  • Septic Tank

Home Details

Home Type

Single Family

Est. Annual Taxes

$5,501

Year Built

Built in 1991

Lot Details

0

Listing Details

  • Directions: 315 to 153, make a left onto Holly's Way. Continue right at the split. Make the first right up the hill second driveway on the right.
  • Seasonal: No
  • Property Type: Residential
  • Year Built: 1991
  • Display On Internet: DSL Available
  • Architectural Style: Chalet
  • ResoLotFeatures: Pasture, Hilly, Mountain View, Recreational, Rolling Slope
  • Road Frontage Type: Gravel, Private Road
  • PropertySubType: Single Family Residence
  • MLS Status: (20) Closed - Closed
  • Above Grade Finished Sq Ft: 1434.0
  • Unit Levels: One and One Half
  • ResoPropertyCondition: Existing
  • Flood_Zone: No
  • Foreclosed_Or_Bank_Owned_Or_REO: No
  • Mobile_Home: No
  • Pre_Construction: No
  • Basement_Access_Type: Walkout
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Total Bedrooms: 2
  • Basement: Finished, Full, Insulated, Walkout, Interior Access
  • Basement YN: Yes
  • Full Bathrooms: 1
  • Three Quarter Bathrooms: 1
  • Below Grade Sq Ft: 816.0

Exterior Features

  • Driveway: Gravel
  • Roof: Asphalt Shingle
  • Construction Type: Wood Frame
  • Foundation Details: Concrete

Garage/Parking

  • Attached Garage: No

Utilities

  • Electric: 200+ Amp Service
  • Sewer: 1000 Gallon
  • Heating: Oil, Hot Air
  • Cooling: None
  • Utilities: Cable Available
  • Water Source: Dug Well

Lot Info

  • Surveyed: Unknown
  • Zoning: rr
  • Lot Size Acres: 35.9
  • Lot Size Sq Ft: 1563804.0

Tax Info

  • Tax Annual Amount: 5501.0

Range of Values:

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Sold Price
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Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Property History

Date Event Price Change Sq Ft Price
07/31/2025 07/31/25 Sold $435,000 -12.8% $303 / Sq Ft
06/25/2025 06/25/25 Pending -- -- --
06/02/2025 06/02/25 Price Changed $499,000 0.0% $348 / Sq Ft
06/02/2025 06/02/25 For Sale $499,000 -9.1% $348 / Sq Ft
04/01/2025 04/01/25 Pending -- -- --
09/20/2024 09/20/24 For Sale $549,000 -- $383 / Sq Ft
Source: PrimeMLS

Tax History Compared to Growth

Source: Public Records

Agents Affiliated with this Home

  • C

    Seller's Agent in 2025

    Charles Mauro

    Josiah Allen Real Estate, Inc.

    (802) 867-5555

    1 in this area

    29 Total Sales

    Charles Mauro
    Section Image
  • Scott McChesney

    Buyer's Agent in 2025

    Scott McChesney

    McChesney RE, Inc.

    (802) 287-1415

    27 in this area

    141 Total Sales

    Scott McChesney
    Section Image
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Map

Source: PrimeMLS

MLS Number: 5015307

PrimeMLS
Vermont Bennington County Rupert

100 Holly's Way, Rupert, VT

This home is located at 100 Holly's Way, Rupert, VT 05768 and is currently priced at $435,000, approximately $193 per square foot. This property was built in 1991. 100 Holly's Way is a home located in Bennington County with nearby schools including Mettawee Community School.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

PrimeMLS Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display 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.

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