63 Sykes Hollow Road

Closed 8/23/23
Closed 8/23/23
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Sold
Last Sold Price
$1,325,000
3 beds4,160 sqft$319/sqft
63 Sykes Hollow Rd, Rupert, VT 05761
Single FamilyProperty Type
12.75 acresLot Size
2017Year Built
$319/sq ftPrice per sq ft
3 carsParking Spaces

Description

Nearby Dorset and quietly located on Sykes Hollow Road, this Expansive Modern New Englander offers the wonders of beautiful natural light on three floors with open floor plan inspiring true indoor-outdoor living. All of the living areas featured in this residence boast walk out to airy life screened or covered porches, decks and feature large window walls taking in the vista's of open grounds, babbling stream, deciduous woodland and Mettowee Valley's rolling hills! There is a large fenced protective...Nearby Dorset and quietly located on Sykes Hollow Road, this Expansive Modern New Englander offers the wonders of beautiful natural light on three floors with open floor plan inspiring true indoor-outdoor living. All of the living areas featured in this residence boast walk out to airy life screened or covered porches, decks and feature large window walls taking in the vista's of open grounds, babbling stream, deciduous woodland and Mettowee Valley's rolling hills! There is a large fenced protective area for dogs as well. Built just prior to 2020, this house is in fantastic condition boasting plank pine flooring through out the main level and primary suite... the island kitchen joins the butlers pantry with beverage bar and comfortably transitions to the combination living/dining great room where the corner wood burning fireplace is enjoyed by all! The primary suite is spacious and delightfully luxurious with walk-in closets, soaking tub, double vanity and full walk in shower. The guest wing is separate off a large vaulted landing. The lower level offers a wonderful walk out family room, office space, over flow room, bath and expansive laundry. The new Barn and shed allows for a work shop, toy's and so much more with studio second walk out floor available. 12.75 tucked away acres provide privacy without isolation... Breathe in fresh air, avoid traffic noise, walk around the grounds, enjoy the gardens... gaze upon pastoral views. 7 minutes to the Dorset Green, it's home!

    Sold By Four Seasons Sotheby's Int'l Realty

    • Listed by: Laura Beckwith • Josiah Allen Real Estate, Inc.
    Listing closed: 08/23/2023 12:00 AM • Source: New England Real Estate Network, MLS#: 4957076

    Recent comparable sales

    Median sold price

    $1,067,500

    Avg days on market

    35

    Sale-to-list ratio

    96.9%

    Rupert, VT

    9 comparable properties found

    $1,300,000 | 694 Sykes Hollow Road, Rupert, VT 05761
    1/61
    1

    $1,300,000

    Sold 12/10/25

    3
    Bedrooms
    2,259
    Square Feet
    8.6
    Acres

    694 Sykes Hollow Road, Rupert, VT 05761

    $615,000 | 70 Pelican Drive, Rupert, ID 83350
    2

    $615,000

    Sold 07/31/26

    3
    Bedrooms
    3
    Bathrooms
    4,016
    Square Feet
    0.55
    Acres

    70 Pelican Drive, Rupert, ID 83350

    $1,250,000 | 162 West 250 Lane North, Rupert, ID 83350
    3

    $1,250,000

    Sold 09/30/25

    4
    Bedrooms
    3
    Bathrooms
    3,607
    Square Feet
    1.18
    Acres

    162 West 250 Lane North, Rupert, ID 83350

    $1,500,000 | 162 South 250 Lane East, Rupert, ID 83350
    4

    $1,500,000

    Sold 06/12/26

    4
    Bedrooms
    3
    Bathrooms
    3,607
    Square Feet
    1.18
    Acres

    162 South 250 Lane East, Rupert, ID 83350

    $564,900 | 212 Ironwood Lane, Rupert, WV 25984
    1/58
    5

    $564,900

    Sold 08/26/26

    3
    Bedrooms
    3,475
    Square Feet
    7.1
    Acres

    212 Ironwood Lane, Rupert, WV 25984

    $1,000,000 | 180 West 250 Lane North, Rupert, ID 83350
    6

    $1,000,000

    Sold 09/04/25

    3
    Bedrooms
    3
    Bathrooms
    2,156
    Square Feet
    1.21
    Acres

    180 West 250 Lane North, Rupert, ID 83350

    $925,000 | 101 Pelican Drive, Rupert, ID 83350
    7

    $925,000

    Sold 04/30/26

    3
    Bedrooms
    3
    Bathrooms
    3,143
    Square Feet
    0.5
    Acres

    101 Pelican Drive, Rupert, ID 83350

    $395,000 | 923 I Street, Rupert, ID 83350
    8

    $395,000

    Sold 09/20/24

    3
    Bedrooms
    3
    Bathrooms
    1,880
    Square Feet
    0.28
    Acres

    923 I Street, Rupert, ID 83350

    $325,000 | 236 Pleasant Way, Rupert, ID 83350
    9

    $325,000

    Sold 11/15/24

    3
    Bedrooms
    3
    Bathrooms
    1,818
    Square Feet
    0.32
    Acres

    236 Pleasant Way, Rupert, ID 83350

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    $7,941 per month

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    Property Information for 63 Sykes Hollow Road

    Property Details
    • Taxes: $14,475 / year
    • MLS Type: Residential / Single Family
    • County: Bennington County
    • Parking: Driveway, Garage, Covered
    • Zoning: rural residential
    Building Information
    • Stories: 3
    • Year Built: 2017
    • Lot Size: 12.75 AC / 555,390 SF
    Summary
    Location and General Information
    • Area Description: Near Country Club, Near Shopping, Near Skiing, Near Snowmobile Trails
    • City: Rupert
    • County: VT-Bennington
    • Directions: North of Dorset Green, Route 30 to Sykes Hollow Road...over bridge, first drive on Left take driveway to the Left. Lower Barn drive, upper House Circular drive.
    • Latitude: 43.303181650522447
    • Longitude: -73.142695974349976
    • Road Frontage: No
    • Seasonal: No
    • State: VT
    • Street Designation: Road
    • Map: 004
    • Zip Code: 05776
    Taxes and HOA Information
    • SPAN Number: 537-169-10548
    • Tax - Gross Amount: $14,475.24
    • Tax Year: 23
    • Taxes TBD: No
    School Information
    • School - High: Choice
    • School - District: Rupert School District
    • School - Elementary: Mettowee Community School
    • School - Middle/Jr: Choice
    Parking
    • Garage: Yes
    • Garage Capacity: 3.00
    • Driveway: Circular, Gravel
    Property
    Lot Information
    • Lot: 007
    • Lot - Sqft: 555390.0
    • Lot Size Acres: 12.75
    • Square Feet Apx Finished Above Grade: 3060.0
    • Square Feet Apx Finished AG Source: Public Records
    • Square Feet Apx Finished Below Grade: 1100.0
    • Square Feet Apx Finished BG Source: Public Records
    • Square Feet Apx Total: 4282.0
    • Square Feet Apx Total Finished: 4160.0
    • Square Feet Apx Unfinished Above Grade: 0.0
    • Square Feet Apx Unfinished AG Source: Public Records
    • Square Feet Apx Unfinished Below Grade: 122.0
    • Square Feet Apx Unfinished BG Source: Plans
    Property and Assessments
    • Property Class: Residential
    • Property Type: Single Family
    • Easements: Yes
    • Flood Zone: No
    • Foundation: Poured Concrete
    • PreConstruction: No
    • ROW - Length: 600
    • ROW - Parcel Access: Yes
    • ROW - Width: 50
    • ROW to other Parcel: Yes
    • Surveyed: Yes
    • Year Built: 2017
    Utilities
    • Electric Company: Green Mountain Power
    • Cable Company: Comcast
    • Electric: 200 Amp
    • Sewer: 1000 Gallon, Leach Field, Private, Septic
    • Utilities: Cable - At Site, Internet - Cable, Internet - Fiber Optic, Telephone Available
    Interior and Exterior Features
    Exterior Features
    • Color: Grey
    • Features - Exterior: Barn, Deck, Fence - Dog, Garden Space, Natural Shade, Patio, Porch - Screened, Shed
    • Roads: Easement/ROW, Public, Unpaved
    • Roof: Shingle - Asphalt
    Interior Features
    • Appliances: Dishwasher, Dryer, Range Hood, Freezer, Mini Fridge, Range - Gas, Refrigerator, Washer, Wine Cooler, Exhaust Fan
    • Basement: Yes
    • Basement Access Type: Interior
    • Basement Description: Finished, Full, Storage Space, Walkout
    • Baths - Total: 4
    • Baths - Full: 2
    • Half Baths: 1
    • One Quarter Baths: 0
    • Three Quarter Bath: 1
    • Rooms - Total: 12
    • Rooms: Level 1: Level 1: Bath - Full, Level 1: Foyer, Level 1: Kitchen/Dining, Level 1: Living/Dining, Level 1: Mudroom, Level 1: Other, Level 1: Porch
    • Rooms: Level 2: Level 2: Bedroom, Level 2: Loft, Level 2: Primary Bedroom
    • Rooms: Level B: Level B: Family Room, Level B: Laundry Room, Level B: Other
    • Bedrooms - Total: 3
    • Features - Interior: Fireplace - Wood, Fireplaces - 1, Kitchen/Dining, Kitchen/Living, Living/Dining, Soaking Tub, Storage - Indoor, Walk-in Closet, Walk-in Pantry
    • Flooring: Carpet, Softwood, Vinyl Plank
    • Heat Fuel: Gas - LP/Bottle
    • Heating: Baseboard, Multi Zone, Radiant Floor
    • Cooling: Mini Split
    • Total Stories: 3
    Room Information
    Room 1
    • Room Dimensions: 23 X 19 approx
    • Room Level: 1
    • Room Type: Living/Dining
    Room 2
    • Room Dimensions: 23 X 14 approx
    • Room Level: 1
    • Room Type: Kitchen/Dining
    Room 3
    • Room Dimensions: 14 X 8
    • Room Level: 1
    • Room Type: Mudroom
    Room 4
    • Room Dimensions: 15'4" X 11'6 " approx
    • Room Level: 1
    • Room Type: Porch
    Room 5
    • Room Dimensions: 18 X 13 approx
    • Room Level: 1
    • Room Type: Foyer
    Room 6
    • Room Dimensions: 9'5" X 6 approx
    • Room Level: 1
    • Room Type: Other
    Room 7
    • Room Dimensions: 23'2" X 16'7" approx
    • Room Level: 2
    • Room Type: Primary Bedroom
    Room 8
    • Room Dimensions: 19 X 9 approx
    • Room Level: 1
    • Room Type: Bath - Full
    Room 9
    • Room Dimensions: 16'5" X 11'1" approx
    • Room Level: 2
    • Room Type: Bedroom
    Room 10
    • Room Dimensions: 11'10" X 12'6" approx
    • Room Level: 2
    • Room Type: Bedroom
    Room 11
    • Room Dimensions: 24 X 20 stairs in landing
    • Room Level: 2
    • Room Type: Loft
    Room 12
    • Room Dimensions: 21'5" X 19 walk out approx
    • Room Level: Basement
    • Room Type: Family Room
    Room 13
    • Room Dimensions: 14 X 11 walk out approx
    • Room Level: Basement
    • Room Type: Other
    Room 14
    • Room Dimensions: 17'5" X 9'7" approx
    • Room Level: Basement
    • Room Type: Laundry Room
    Room 15
    • Room Dimensions: 14'5" X 10 approx
    • Room Level: Basement
    • Room Type: Other

    Property History for 63 Sykes Hollow Road

    DateEvent & SourcePriceAppreciation
    Aug 23, 2023

    Sold

    New England Real Estate Network #4957076

    		$1,325,000—
    Jun 16, 2023

    Pending

    New England Real Estate Network #4957076

    		—
    Jun 14, 2023

    Listed (Active)

    New England Real Estate Network #4957076

    		$1,325,000—
    DateEvent & SourcePrice
    08/23/2023

    Sold

    New England Real Estate Network #4957076

    $1,325,000
    06/16/2023

    Pending

    New England Real Estate Network #4957076

    —
    06/14/2023

    Listed (Active)

    New England Real Estate Network #4957076

    $1,325,000

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

    Schools near 63 Sykes 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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    Nearby home values

    AddressSold priceBedsBathsSqftLot (Sqft)
    This home: 63 Sykes Hollow Road, Rupert, VT 05761
    $1,325,000
    3
    4,160
    555,390
    65 Sykes Hollow Road, Pawlet, VT 05761
    $795,000
    3
    4,325
    1,089,000
    625 Sykes Hollow Road, Rupert, VT 05761
    $1,225,000
    8
    3,800
    5,314,320
    472 Sykes Hollow Road, Pawlet, VT 05761
    –
    –
    –
    –
    927,828
    513 Sykes Hollow Road, Rupert, VT 05761
    $338,500
    3
    1,764
    27,442
    382 Sykes Hollow Road, Pawlet, VT 05761
    $1,500,000
    –
    –
    –
    7,753,680

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    Listing Courtesy of Josiah Allen Real Estate, 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 09/03/2026 07:47 PM