3606 Kent Hollow Road

Closed 10/20/25
Closed 10/20/25
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Sold
Last Sold Price
$300,000
2 beds890 sqft$337/sqft
3606 Kent Hollow Rd, Rupert, VT 05776
Single FamilyProperty Type
9 acresLot Size
1865Year Built
$337/sq ftPrice per sq ft
1 carParking Spaces

Description

The details, craftsmanship and enchanting +/-9 surveyed acre setting is right out of a fairy tale. A perfect Vermont getaway retreat with the sounds of Oven Brook at your door- complete with foot bridge to your own back meadow where you can take in the views overlooking the gorgeous Kent Hollow setting. The c1865 antique cabin is loaded with character – wide-plank “bow-tie” floors, log doors and stairs, and stone fireplace/wood stove… Simple but perfect with generous living/dining room (FP and sliding...The details, craftsmanship and enchanting +/-9 surveyed acre setting is right out of a fairy tale. A perfect Vermont getaway retreat with the sounds of Oven Brook at your door- complete with foot bridge to your own back meadow where you can take in the views overlooking the gorgeous Kent Hollow setting. The c1865 antique cabin is loaded with character – wide-plank “bow-tie” floors, log doors and stairs, and stone fireplace/wood stove… Simple but perfect with generous living/dining room (FP and sliding door to deck/brook), ample kitchen, bath and two low ceilinged cozy bedrooms upstairs. Amenities include 2007 installed septic, (Artesian) drilled well, oil hot air heat, 100 amp electric, etc

    Sold By BHG Masiello Brattleboro

    • Listed by: Scott Mcchesney • McChesney RE, Inc.
    • Listed by: Robin Chesnut-Tangerman • McChesney RE, Inc.
    Listing closed: 10/20/2025 12:00 AM • Source: New England Real Estate Network, MLS#: 5061400
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    $1,793 per month

    30 year fixed, 6.55% Interest

    Principal and Interest

    $1,525

    Property Taxes

    $268

    HOA Dues

    $0

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    Property Information for 3606 Kent Hollow Road

    Property Details
    • Taxes: $3,214 / year
    • MLS Type: Residential / Single Family
    • County: Bennington County
    • Water Body Type: Stream
    • Zoning: resource management
    Building Information
    • Stories: 1
    • Year Built: 1865
    • Lot Size: 9.00 AC / 392,040 SF
    Summary
    Location and General Information
    • City: Rupert
    • County: VT-Bennington
    • Directions: Center of Rupert Head southwest on VT-153 W toward West Rupert/Salem NY. Left onto East St across from Shermans store in center of West Rupert. Go 0.6 mile. Continue on Kent Hollow a couple miles. House on right just beyond Ebenville road on the left
    • Latitude: 43.224019053305284
    • Longitude: -73.178450069808960
    • Road Frontage: Yes
    • Seasonal: Yes
    • State: VT
    • Street Designation: Road
    • Zip Code: 05778
    Taxes and HOA Information
    • SPAN Number: 537-169-10685
    • Tax Year: 2025
    • Taxes TBD: No
    Parking
    • Garage: Yes
    • Garage Capacity: 1.00
    • Driveway: Gravel
    Property
    Lot Information
    • Lot Features: Country Setting, Field/Pasture, Open, Recreational, Secluded, Sloping, Stream, Trail/Near Trail, Waterfall, Wooded, Near Snowmobile Trails, Rural
    • Lot Size Acres: 9.0
    • Road Frontage Length: 610.0
    • Water Body Access: Yes
    • Water Body Name: Oven Brook
    • Total Finished Area: 890.0
    • Above Grade Finished Area: 890.0
    • Above Grade Finished Area Source: Public Records
    • Above Grade Unfinished Area: 0.0
    • AboveGradeUnfinishedAreaSource: Public Records
    • Below Grade Finished Area: 0.0
    • Below Grade Finished Area Source: Public Records
    • Below Grade Unfinished Area: 250.0
    • BelowGradeUnfinishedAreaSource: Public Records
    • Lot Size Square Feet: 392040.0
    • Total Area: 1140.0
    Property and Assessments
    • Property Class: Residential
    • Property Type: Single Family
    • Easements: Yes
    • Flood Zone: No
    • PreConstruction: No
    • Surveyed: Yes
    • Water Body Restrictions: Unknown
    • Year Built: 1865
    • School District: Rupert School District
    • High School: Choice
    • Middle/Jr School: Choice
    • Elementary School: Mettowee Community School
    Utilities
    • Electric: 100 Amp Service
    • Sewer: Septic
    • Water Source: Drilled Well
    • Utilities: Telephone at Site, Other
    • Water Access Details: Directly Adjoining
    • Internet: High Speed Intrnt at Site
    Interior and Exterior Features
    Exterior Features
    • Color: Grey
    • Construction Materials: Wood Frame, Wood Exterior
    • Roof: Metal, Rolled, Standing Seam
    Interior Features
    • Appliances: Gas Range, Refrigerator, Propane Water Heater, On Demand Water Heater
    • Basement: Yes
    • Basement Access Type: Walk-up
    • Basement Description: Crawl Space, Insulated, Partial, Unfinished, Basement Stairs
    • Rooms: Level 1: Level 1: 3/4 Bathroom, Level 1: Kitchen, Level 1: Living/Dining
    • Rooms: Level 2: Level 2: Bedroom
    • Flooring: Wood
    • Heating: Oil, Wood, Hot Air, Wood Stove
    • Cooling: None
    • Total Stories: 1.5
    • Rooms Total: 4
    • Bathrooms Full: 0
    • Bathrooms Half: 0
    • Bathrooms One Quarter: 0
    • Bathrooms Three Quarter: 1
    • Bedrooms Total: 2
    • Bathrooms Total: 1
    Room Information
    Room 1
    • Room Dimensions: 22x15
    • Room Level: 1
    • Room Type: Living/Dining
    Room 2
    • Room Dimensions: 10'8"x10
    • Room Level: 2
    • Room Type: Bedroom
    Room 3
    • Room Dimensions: 13'10"x10
    • Room Level: 2
    • Room Type: Bedroom
    Room 4
    • Room Level: 1
    • Room Type: Bathroom Three Quarter
    Room 5
    • Room Dimensions: 10x15
    • Room Level: 1
    • Room Type: Kitchen

    Property History for 3606 Kent Hollow Road

    DateEvent & SourcePriceAppreciation
    Oct 20, 2025

    Sold

    New England Real Estate Network #5061400

    		$300,000—
    Sep 26, 2025

    Pending

    New England Real Estate Network #5061400

    		—
    Sep 14, 2025

    Listed (Active)

    New England Real Estate Network #5061400

    		$269,500—
    DateEvent & SourcePrice
    10/20/2025

    Sold

    New England Real Estate Network #5061400

    $300,000
    09/26/2025

    Pending

    New England Real Estate Network #5061400

    —
    09/14/2025

    Listed (Active)

    New England Real Estate Network #5061400

    $269,500

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

    Schools near 3606 Kent Hollow Road

    This home is within Mettawee School District.
    Rating
    School
    Type
    Grades
    Distance
    Mettawee Community School Usd #47
    		Public - PK to 6
    Rating
    School
    Distance
    Mettawee Community School Usd #47
    PublicPK to 6

    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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    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 McChesney RE, 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 09/06/2026 05:52 PM