Sold
Last Sold Price
3 beds1,845 sqft$238/sqft
14 Sykes Hollow Rd, Rupert, VT 05761
Single FamilyProperty Type
3 acresLot Size
1790Year Built
$238/sq ftPrice per sq ft
2 carsParking Spaces

Description

Sykes Hollow renovated farmhouse. This property offers the best of both worlds; the style & charm of a vintage 1790's Vermont Farmhouse, but completely renovated and updated from the foundation up. Located on sought after Sykes Hollow road this home sits on three flat usable acres, and is surrounded by 25 acres of farm fields in Vermont Land Trust, giving the property a the sense of open space and Mountain views in several directions. Sit on your deck and enjoy the sunsets, or tend to your garden....Sykes Hollow renovated farmhouse. This property offers the best of both worlds; the style & charm of a vintage 1790's Vermont Farmhouse, but completely renovated and updated from the foundation up. Located on sought after Sykes Hollow road this home sits on three flat usable acres, and is surrounded by 25 acres of farm fields in Vermont Land Trust, giving the property a the sense of open space and Mountain views in several directions. Sit on your deck and enjoy the sunsets, or tend to your garden. This home offers many fine features including: 3 bedrooms and two new full baths, renovated granite kitchen with custom cabinets, center island, new chrome appliances, and deep country soapstone sink. The floors are a combination of hardwoods, softwood, ceramic tile. The great room provides a perfect place for everyone to relax, and a foundation base has been added during construction should a buyer want to add a wood burning fireplace to this room. The mudroom/entry has an attractive old brick floor laid in a vertical pattern. The heating system is baseboard hot water on the main floor and second floor, and the basement level has radiant heat in the floor should further expansion space be desired. The second floor has one bedroom and a full bath, and there is attic storage, or room for a new master bedroom suite to be added. There are some truly breath taking views from this property.

    Sold By William Raveis Winhall

    • Listed by: David Halligan • Four Seasons Sotheby's Int'l Realty
    Listing closed: 10/16/2020 12:00 AM • Source: New England Real Estate Network, MLS#: 4801300

    Recent comparable sales

    Median sold price

    $415,000

    Avg days on market

    51

    Sale-to-list ratio

    97.8%

    Rupert, VT

    9 comparable properties found

    $460,000 | 105 East 700 North, Rupert, ID 83350
    1

    $460,000

    Sold 10/04/24

    3
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    2
    Bathrooms
    1,904
    Square Feet
    2.3
    Acres
    $435,000 | 305 West 155th Lane South, Rupert, ID 83350
    2

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    Sold 02/02/26

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    Bedrooms
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    1,840
    Square Feet
    1.15
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    $415,000 | 604 Norkotah, Rupert, ID 83350
    3

    $415,000

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    2
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    Square Feet
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    Acres
    $450,000 | 1023 Moss Avenue, Rupert, ID 83350
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    $435,000 | 1218 Jade Drive, Rupert, ID 83350
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    Sold 06/26/26

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    $389,000 | 36 East 100 South, Rupert, ID 83350
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    $415,000 | 1215 Bronze, Rupert, ID 83350
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    Sold 03/20/26

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    2
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    1,614
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    0.23
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    $415,000 | 1211 Bronze, Rupert, ID 83350
    8

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    Sold 03/16/26

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    Square Feet
    0.23
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    $380,000 | 114 Apple Blossom Drive, Rupert, ID 83350
    9

    $380,000

    Sold 06/12/26

    3
    Bedrooms
    2
    Bathrooms
    1,636
    Square Feet
    0.5
    Acres

    Location

    Add your commute

    Payment Calculator

    $2,700 per month

    30 year fixed, 6.55% Interest

    Principal and Interest

    $2,236

    Property Taxes

    $463

    HOA Dues

    $0

    The Payment Calculator is for illustrative purposes only.

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    Property Information for 14 Sykes Hollow Road

    Property Details
    • Taxes: $5,560 / year
    • MLS Type: Residential / Single Family
    • Parking: Driveway, Garage, Parking Spaces 6+
    • Water View: No
    • Waterfront Property: No
    • Zoning: residential
    Building Information
    • Stories: 2
    • Year Built: 1790
    • Lot Size: 3.00 AC / 130,680 SF
    Summary
    Location and General Information
    • Area Description: Abuts Conservation, Mountain
    • City: Rupert
    • County: VT-Bennington
    • Directions: From Dorset Green Rt 30 North for 3 miles to Sykes Hollow Road, first house on the right, look for real estate sign.
    • Latitude: 43.299105480012450
    • Longitude: -73.144797106552161
    • Road Frontage: Yes
    • Seasonal: No
    • State: VT
    • Street Designation: Road
    • Map: 004
    • Zip: 05768
    Taxes and HOA Information
    • SPAN Number: 537-169-10063
    • Tax - Gross Amount: $5,559.90
    • Tax Year: 2019
    • 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: Crushed Stone, Gravel
    Property
    Lot Information
    • Common Land Acres: 0.0
    • Lot: 00
    • Lot - Sqft: 130680.0
    • Lot Size Acres: 3.0
    • Road Frontage Length: 525.0
    • Square Feet Apx Finished Above Grade: 1845.0
    • Square Feet Apx Finished AG Source: Builder
    • Square Feet Apx Finished Below Grade: 0.0
    • Square Feet Apx Finished BG Source: Builder
    • Square Feet Apx Total: 3339.0
    • Square Feet Apx Total Finished: 1845.0
    • Square Feet Apx Unfinished Above Grade: 0.0
    • Square Feet Apx Unfinished AG Source: Builder
    • Square Feet Apx Unfinished Below Grade: 1494.0
    • Square Feet Apx Unfinished BG Source: Builder
    • Water Body Access: No
    Property and Assessments
    • Current Use: No
    • Assessment Amount: $321,400
    • Assessment Year: 2019
    • Property Class: Residential
    • Property Type: Single Family
    • Easements: No
    • Flood Zone: No
    • Foundation: Concrete
    • Owned Land: Yes
    • PreConstruction: No
    • Resort: No
    • ROW - Parcel Access: No
    • ROW to other Parcel: No
    • Surveyed: Yes
    • Year Built: 1790
    Utilities
    • Electric Company: Green Mountain Power
    • Cable Company: VTel
    • Fuel Company: Miles Fuels
    • Electric: 200 Amp, Circuit Breaker(s)
    • Sewer: Septic
    • Utilities: Phone, Cable, DSL, High Speed Intrnt -Avail
    Interior and Exterior Features
    Exterior Features
    • Color: White
    • Features - Accessibility: 1st Floor Bedroom, 1st Floor Full Bathroom, 1st Floor Hrd Surfce Flr, Hard Surface Flooring, 1st Floor Laundry
    • Features - Exterior: Deck, Storage, Windows - Double Pane, Windows - Storm
    • Roads: Dead End, Gravel, Public
    • Roof: Slate
    Interior Features
    • Appliances: Dishwasher - Energy Star, Dryer - Energy Star, Microwave, Range - Electric, Refrigerator-Energy Star, Washer - Energy Star
    • Basement: Yes
    • Basement Access Type: Interior
    • Basement Description: Bulkhead, Climate Controlled, Concrete, Full, Stairs - Interior, Unfinished
    • Baths - Total: 2
    • Baths - Full: 2
    • Half Baths: 0
    • One Quarter Baths: 0
    • Three Quarter Bath: 0
    • Rooms - Total: 5
    • Rooms: Level 1: Level 1: Bedroom, Level 1: Kitchen, Level 1: Living/Dining, Level 1: Master Bedroom, Level 1: Mudroom
    • Rooms: Level 2: Level 2: Bedroom
    • Bedrooms - Total: 3
    • Equipment: CO Detector, Smoke Detectr-Batt Powrd
    • Features - Interior: Attic, Dining Area, Kitchen Island, Storage - Indoor, Walk-in Closet, Laundry - 1st Floor
    • Flooring: Brick, Hardwood
    • Heat Fuel: Oil
    • Heating: Baseboard, Multi Zone, Radiant Floor
    • Cooling: None
    • Total Stories: 2
    Room Information
    Room 1
    • Room Dimensions: 21 x 13
    • Room Level: 1
    • Room Type: Living/Dining
    Room 2
    • Room Dimensions: 21 x 14
    • Room Level: 1
    • Room Type: Kitchen
    Room 3
    • Room Dimensions: 20 x 7'8"
    • Room Level: 1
    • Room Type: Mudroom
    Room 4
    • Room Dimensions: 18 x 12
    • Room Level: 1
    • Room Type: Master Bedroom
    Room 5
    • Room Dimensions: 12 x 12
    • Room Level: 1
    • Room Type: Bedroom
    Room 6
    • Room Dimensions: 11 x 10'6"
    • Room Level: 2
    • Room Type: Bedroom
    Rental
    Rent Information
    • Rented: No

    Property History for 14 Sykes Hollow Road

    DateEvent & SourcePriceAppreciation
    Oct 16, 2020

    Sold

    New England Real Estate Network #4801300

    $440,000
    Oct 16, 2020

    Pending

    New England Real Estate Network #4801300

    Oct 14, 2020

    Sold (Public Record)

    Public Record #1457151224

    $440,000

    +49.1% / yr

    DateEvent & SourcePrice
    10/16/2020

    Sold

    New England Real Estate Network #4801300

    $440,000
    10/16/2020

    Pending

    New England Real Estate Network #4801300

    10/14/2020

    Sold (Public Record)

    Public Record #1457151224

    $440,000

    +49.1% / yr

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

    Public Records for 14 Sykes Hollow Road

    Taxable ValueLand$84,400Additions$212,600Total$297,000
    Tax Record2025$5,070 ($422 / month)
    Home Facts
    Beds0Lot Size130,680 SqFtStyleSingle Family ResidenceCountyBENNINGTONAPN(169)10063

    Schools near 14 Sykes Hollow 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: 14 Sykes Hollow Road, Rupert, VT 05761
    $440,000
    3
    1,845
    130,680
    $199,500
    2
    1,275
    72,309
    731,808
    $375,000
    60,984
    $200,000
    4
    1,986
    60,984
    $375,000
    4
    2,280
    43,560

    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 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 09/03/2026 08:00 PM