Last Sold Price
4 beds5,956 sqft$294/sqft
166 McKeighan Rd, Rupert, VT 05775

Description

An estate for the most discerning of buyers. Have you been looking for an estate that combines exquisite details, views, and options for unlimited uses along with privacy? Need a gentlemen's farm for your pleasure horses? An estate suitable for an established events person? If so, this property is for you! 267.5 acres of rolling hills. Here you will find a custom built owner's residence which combines the moving of two barns which were rebuilt into one post and beam, owners residence. The detailing...An estate for the most discerning of buyers. Have you been looking for an estate that combines exquisite details, views, and options for unlimited uses along with privacy? Need a gentlemen's farm for your pleasure horses? An estate suitable for an established events person? If so, this property is for you! 267.5 acres of rolling hills. Here you will find a custom built owner's residence which combines the moving of two barns which were rebuilt into one post and beam, owners residence. The detailing is second to none. A few steps from this home is the most amazing of pool houses which has every upgrade imaginable and allows for swimming 365 days/year, in all weather. There are four independent living accommodations along with a tractor barn, 6 bay animal pen, an animal holding barn with a separate veterinary room with heat and water, and walk in cooler. All electrical is underground. There are four ponds. No chemicals have been used anywhere on this land for the past 17 years so organic certification is possible. This is the estate to be at if another pandemic hits. This property is perfect for destination weddings, family retreats, corporate events and so much more. Come see for yourself, everything you could possibly need is here. All measurements are approximate and are only for the main house. There is a whole farm diesel generator and a propane generator for main house and pool.
LISTING CLOSED: 11/30/2022 12:00 AM

  1. Listed by Lynn Rawson • Four Seasons Sotheby's Int'l Realty

Sold By Snyder Donegan Real Estate Group

Property Details for 166 McKeighan Road

Status
MLS #
4900123
Days on Market
226
Taxes
$58,198 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential / Single Family
Year Built
2000
Lot Size
267.50 AC / 11,652,300 SF
Zoning
resource management

Location

Add your commute

Building Information for 166 McKeighan Road

Stories2Year Built2000Building Size-Lot Size267.50 AC / 11,652,300 SF

Payment Calculator

$13,745 per month

30 year fixed, 6.55% Interest

Principal and Interest

$8,895

Property Taxes

$4,850

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 166 McKeighan Road

Summary
Location and General Information
  • Area Description: Mountain, Rural
  • City: Rupert
  • County: VT-Bennington
  • Directions: 30 North to 315 West to 153 East, turn right on to McKeighan Road.
  • Latitude: 43.291907357262765
  • Longitude: -73.231092890182495
  • Road Frontage: TBD
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip Code: 05776
Taxes and HOA Information
  • SPAN Number: 537-169-10011
  • Tax - Gross Amount: $58,198.32
  • Tax Year: 2022
  • Taxes TBD: No
School Information
  • School - High: Choice
  • School - District: Bennington/Rutland
  • School - Elementary: Mettowee Community School
  • School - Middle/Jr: Choice
Parking
  • Garage: Yes
  • Garage Capacity: 2.00
  • Driveway: Gravel
Property
Lot Information
  • Lot - Sqft: 1.16523E7
  • Lot Size Acres: 267.5
  • Square Feet Apx Finished Above Grade: 5956.0
  • Square Feet Apx Finished AG Source: Public Records
  • Square Feet Apx Finished Below Grade: 0.0
  • Square Feet Apx Finished BG Source: Other
  • Square Feet Apx Total: 7556.0
  • Square Feet Apx Total Finished: 5956.0
  • Square Feet Apx Unfinished Above Grade: 0.0
  • Square Feet Apx Unfinished AG Source: Other
  • Square Feet Apx Unfinished Below Grade: 1600.0
  • Square Feet Apx Unfinished BG Source: Public Records
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Flood Zone: No
  • Foundation: Concrete
  • PreConstruction: No
  • ROW to other Parcel: No
  • Surveyed: Unknown
  • Year Built: 2000
Utilities
  • Cable Company: DirectTV
  • Electric: Underground
  • Sewer: 1000 Gallon, Leach Field
  • Utilities: Underground Utilities
Interior and Exterior Features
Exterior Features
  • Roads: Public
  • Roof: Slate
Interior Features
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Climate Controlled, Concrete, Concrete Floor, Full, Insulated, Stairs - Exterior, Stairs - Interior, Exterior Access, Stairs - Basement
  • Baths - Total: 5
  • Baths - Full: 3
  • Half Baths: 2
  • One Quarter Baths: 0
  • Three Quarter Bath: 0
  • Rooms - Total: 9
  • Rooms: Level 1: Level 1: Bedroom, Level 1: Bath - 1/2, Level 1: Dining Room, Level 1: Foyer, Level 1: Great Room, Level 1: Kitchen, Level 1: Primary Bedroom, Level 1: Primary Bdm Ste
  • Rooms: Level 2: Level 2: Bedroom, Level 2: Library
  • Rooms: Level B: Level B: Utility Room
  • Bedrooms - Total: 4
  • Heat Fuel: Oil
  • Heating: Forced Air
  • Cooling: None
  • Total Stories: 2
Room Information
Room 1
  • Room Dimensions: 16.5 x 13.8
  • Room Level: 1
  • Room Type: Kitchen
Room 2
  • Room Dimensions: 29.4 x 14.4
  • Room Level: 1
  • Room Type: Dining Room
Room 3
  • Room Dimensions: 40.4 x 24.5
  • Room Level: 1
  • Room Type: Great Room
Room 4
  • Room Dimensions: 22.2 x 14.7
  • Room Level: 1
  • Room Type: Foyer
Room 5
  • Room Dimensions: 9.8 x 7.1
  • Room Level: 1
  • Room Type: Bath - 1/2
Room 6
  • Room Dimensions: 26.5 x 17.1
  • Room Level: 1
  • Room Type: Primary Bedroom
Room 7
  • Room Dimensions: 17 x 8.4
  • Room Level: 1
  • Room Type: Primary BR Suite
Room 8
  • Room Dimensions: 15.4 x 15.8
  • Room Level: 1
  • Room Type: Bedroom
Room 9
  • Room Dimensions: 21 x 18.5 ensuite 15.4 x 15.8
  • Room Level: 2
  • Room Type: Bedroom
Room 10
  • Room Dimensions: 21.3 x 19.8 ensuite 14.7 x 10.
  • Room Level: 2
  • Room Type: Bedroom
Room 11
  • Room Level: 2
  • Room Type: Library
Room 12
  • Room Level: Basement
  • Room Type: Utility Room

Property History for 166 McKeighan Road

DateEvent & SourcePriceAppreciation
Nov 30, 2022

Sold

New England Real Estate Network #4900123

$1,750,000
Nov 30, 2022

Pending

New England Real Estate Network #4900123

Nov 4, 2022

Sold

New England Real Estate Network #4900123

$1,750,000
DateEvent & SourcePrice
11/30/2022

Sold

New England Real Estate Network #4900123

$1,750,000
11/30/2022

Pending

New England Real Estate Network #4900123

11/04/2022

Sold

New England Real Estate Network #4900123

$1,750,000

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

Schools near 166 McKeighan Road

This home is within Mettawee School District.
Rating
School
Type
Grades
Distance
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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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 166 McKeighan Road, Rupert, VT 05775
$1,750,000
4
5,956
11,652,300
158,994
$1,750,000
11,652,300
91,476
3,158,100
$9,777
8,485,488

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 Four Seasons Sotheby's Int'l Realty

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 08/18/2026 12:53 AM