Sold
Last Sold Price
8 beds3,800 sqft$322/sqft
625 Sykes Hollow Rd, Rupert, VT 05761
Single FamilyProperty Type
122 acresLot Size
1778Year Built
$322/sq ftPrice per sq ft
3 carsParking Spaces

Description

Situated just minutes from the Dorset Village Green along a quiet country road w/ fiber optic , this special offering features a beautifully renovated& expanded vintage residence, guesthouse, heated saltwater pool, barn with studio, situated with 122 acres of pasture and woodlands. The pastoral setting and charm of the residence cannot be overstated with a lovely stream, pond, beautiful stone walls and gardens. This unique property offers something for everyone throughout the year. Whether you seek...Situated just minutes from the Dorset Village Green along a quiet country road w/ fiber optic , this special offering features a beautifully renovated& expanded vintage residence, guesthouse, heated saltwater pool, barn with studio, situated with 122 acres of pasture and woodlands. The pastoral setting and charm of the residence cannot be overstated with a lovely stream, pond, beautiful stone walls and gardens. This unique property offers something for everyone throughout the year. Whether you seek a pasture for horses or mountainside recreation, the woodlands are ideal for hiking, mountain biking, snowshoeing, snowmobiling, hunting or tapping the maple trees. Well designed to work remotely with the full studio/guest suite above the barn. The beautifully expanded and updated 1778 main house has a breathtaking great room with wood burning fireplace, a formal dining room, a spacious open kitchen and a family room with second fireplace that opens to a screened porch and patio. Two masters en-suite and 3 additional bedrooms on the second floor provides ample room for friends and family. Enjoy a view of the pond, adjacent stream, heated saltwater pool and guest house from the screened in porch and patio. Your guests will never want to leave the 2 bedroom /2 bath guest house with living room and kitchen. The 3 car heated garage/barn includes a studio apartment with a large great room, kitchen & bath. The property exudes charm and peaceful country living yet convenience to Dorset.

    Sold By Four Seasons Sotheby's Int'l Realty

    • Listed by: Kim Morgan-Wohler • Wohler Realty Group
    • Listed by: Trent Stephens • Wohler Realty Group
    Listing closed: 03/26/2021 12:00 AM • Source: New England Real Estate Network, MLS#: 4816405

    Recent comparable sales

    Median sold price

    $1,059,500

    Avg days on market

    24

    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
    $1,700,000 | 5491 Highway 315, Rupert, VT 05761
    1/2
    2

    $1,700,000

    Sold 07/31/26

    5
    Bedrooms
    3,218
    Square Feet
    5.41
    Acres
    $819,900 | 169 North 200th Street West, Rupert, ID 83350
    3

    $819,900

    Sold 03/04/26

    6
    Bedrooms
    5
    Bathrooms
    4,368
    Square Feet
    1
    Acres
    $289,000 | 771 Highway 153, Rupert, VT 05776
    1/38
    4

    $289,000

    Sold 04/18/25

    8
    Bedrooms
    2,142
    Square Feet
    16
    Acres
    $1,250,000 | 162 West 250 Lane North, Rupert, ID 83350
    5

    $1,250,000

    Sold 09/30/25

    4
    Bedrooms
    3
    Bathrooms
    3,607
    Square Feet
    1.18
    Acres
    $1,500,000 | 162 South 250 Lane East, Rupert, ID 83350
    6

    $1,500,000

    Sold 06/12/26

    4
    Bedrooms
    3
    Bathrooms
    3,607
    Square Feet
    1.18
    Acres
    $970,000 | 710 North 1100 East, Rupert, ID 83350
    7

    $970,000

    Sold 10/08/24

    5
    Bedrooms
    4
    Bathrooms
    3,234
    Square Feet
    1.16
    Acres
    $889,999 | 105 North 50th Street West, Rupert, ID 83350
    8

    $889,999

    Sold 05/01/26

    5
    Bedrooms
    4
    Bathrooms
    3,895
    Square Feet
    1
    Acres
    $849,999 | 781 North 1150 E Road, Rupert, ID 83350
    9

    $849,999

    Sold 03/31/26

    6
    Bedrooms
    5
    Bathrooms
    5,000
    Square Feet
    2.81
    Acres

    Location

    Add your commute

    Payment Calculator

    $7,345 per month

    30 year fixed, 6.55% Interest

    Principal and Interest

    $6,227

    Property Taxes

    $1,118

    HOA Dues

    $0

    The Payment Calculator is for illustrative purposes only.

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    Property Information for 625 Sykes Hollow Road

    Property Details
    • Taxes: $13,419 / year
    • MLS Type: Residential / Single Family
    • Parking: Driveway, Garage, On-Site
    • Zoning: Rural
    Building Information
    • Stories: 2
    • Year Built: 1778
    • Lot Size: 122.00 AC / 5,314,320 SF
    Summary
    Location and General Information
    • City: Rupert
    • County: VT-Bennington
    • Directions: From Dorset North on Rt 30 past RT 315. Turn right onto Sykes Hollow. Follow road to house on the left. See sign.
    • Latitude: 43.304371823845955
    • Longitude: -73.138262294387815
    • Road Frontage: Yes
    • Seasonal: No
    • State: VT
    • Street Designation: Road
    • Zip: 05776
    Taxes and HOA Information
    • SPAN Number: 53716910557
    • Tax - Gross Amount: $13,419.38
    • Tax Year: 2019
    • Taxes TBD: No
    Parking
    • Garage: Yes
    • Garage Capacity: 3.00
    • Driveway: Gravel
    Property
    Lot Information
    • Lot - Sqft: 5314320.0
    • Lot Size Acres: 122.0
    • Road Frontage Length: 950.0
    • Square Feet Apx Finished Above Grade: 3800.0
    • Square Feet Apx Finished AG Source: Measured
    • Square Feet Apx Finished Below Grade: 0.0
    • Square Feet Apx Finished BG Source: Measured
    • Square Feet Apx Total: 6980.0
    • Square Feet Apx Total Finished: 3800.0
    • Square Feet Apx Unfinished Above Grade: 180.0
    • Square Feet Apx Unfinished AG Source: Measured
    • Square Feet Apx Unfinished Below Grade: 3000.0
    • Square Feet Apx Unfinished BG Source: Measured
    Property and Assessments
    • Current Use: Yes
    • Property Class: Residential
    • Property Type: Single Family
    • Flood Zone: No
    • Foundation: Poured Concrete, Stone
    • Owned Land: Yes
    • PreConstruction: No
    • Surveyed: Yes
    • Year Built: 1778
    Utilities
    • Electric Company: Green Mt Power
    • Cable Company: VTEL
    • Fuel Company: Dorr Oil, Haskins Propane
    • Electric: Circuit Breaker(s), Generator
    • Sewer: On-Site Septic Exists, Septic
    • Utilities: Phone, Internet - Fiber Optic
    Interior and Exterior Features
    Exterior Features
    • Color: White
    • Features - Exterior: Barn, Garden Space, Guest House, Pool - In Ground, Porch - Covered, Porch - Screened
    • Roads: Dead End, Gravel
    • Roof: Slate
    Interior Features
    • Appliances: Dishwasher, Dryer, Microwave, Range - Gas, Refrigerator, Washer
    • Basement: Yes
    • Basement Access Type: Interior
    • Basement Description: Concrete Floor, Partially Finished, Stairs - Interior, Storage Space, Stairs - Basement
    • Baths - Total: 6
    • Baths - Full: 6
    • Half Baths: 0
    • One Quarter Baths: 0
    • Three Quarter Bath: 0
    • Rooms - Total: 16
    • Rooms: Level 1: Level 1: Bedroom, Level 1: Bath - Full, Level 1: Dining Room, Level 1: Great Room, Level 1: Kitchen, Level 1: Kitchen/Dining, Level 1: Living/Dining, Level 1: Living Room, Level 1: Mudroom
    • Rooms: Level 2: Level 2: Attic - Finished, Level 2: Bedroom, Level 2: Bath - Full, Level 2: Bath - 3/4, Level 2: Studio
    • Bedrooms - Total: 8
    • Equipment: Security System, Smoke Detectr-Hard Wired
    • Features - Interior: Attic, Cathedral Ceiling, Fireplaces - 3+, Kitchen Island, Kitchen/Family, Master BR w/ BA, Other, Security, Soaking Tub, Storage - Indoor, Walk-in Closet, Wet Bar, Laundry - Basement
    • Flooring: Carpet, Slate/Stone, Softwood
    • Heat Fuel: Gas - LP/Bottle, Oil
    • Heating: Baseboard, Gas Heater, Radiant
    • Cooling: Central AC
    • Total Stories: 2
    Room Information
    Room 1
    • Room Dimensions: 21x18
    • Room Level: 1
    • Room Type: Great Room
    Room 2
    • Room Dimensions: 21x15
    • Room Level: 1
    • Room Type: Kitchen/Dining
    Room 3
    • Room Dimensions: 21x14
    • Room Level: 1
    • Room Type: Dining Room
    Room 4
    • Room Dimensions: 15x14
    • Room Level: 1
    • Room Type: Living/Dining
    Room 5
    • Room Dimensions: 14.5x13
    • Room Level: 1
    • Room Type: Bedroom
    Room 6
    • Room Dimensions: 14.5x13
    • Room Level: 1
    • Room Type: Bedroom
    Room 7
    • Room Dimensions: 11x7
    • Room Level: 1
    • Room Type: Bath - Full
    Room 8
    • Room Dimensions: 10.5x7.5
    • Room Level: 1
    • Room Type: Bath - Full
    Room 9
    • Room Dimensions: 10x7
    • Room Level: 1
    • Room Type: Mudroom
    Room 10
    • Room Dimensions: 8x7.5
    • Room Level: 1
    • Room Type: Bedroom
    Room 11
    • Room Dimensions: 21x9
    • Room Level: 2
    • Room Type: Attic - Finished
    Room 12
    • Room Dimensions: 15x11
    • Room Level: 2
    • Room Type: Bedroom
    Room 13
    • Room Dimensions: 11x11
    • Room Level: 2
    • Room Type: Bedroom
    Room 14
    • Room Dimensions: 10x7
    • Room Level: 2
    • Room Type: Bath - Full
    Room 15
    • Room Dimensions: Guest Suite above garage 25x22
    • Room Level: 2
    • Room Type: Studio
    Room 16
    • Room Dimensions: above garage 6x5
    • Room Level: 2
    • Room Type: Bath - 3/4
    Room 17
    • Room Dimensions: Guest 21x11
    • Room Level: 1
    • Room Type: Bedroom
    Room 18
    • Room Dimensions: Guest 13x11
    • Room Level: 1
    • Room Type: Living Room
    Room 19
    • Room Dimensions: Guest 14x11
    • Room Level: 1
    • Room Type: Bedroom
    Room 20
    • Room Dimensions: Guest 10x7
    • Room Level: 1
    • Room Type: Bath - Full
    Room 21
    • Room Dimensions: Guest 9x5
    • Room Level: 1
    • Room Type: Kitchen
    Room 22
    • Room Dimensions: Guest 6x6
    • Room Level: 1
    • Room Type: Bath - Full

    Property History for 625 Sykes Hollow Road

    DateEvent & SourcePriceAppreciation
    Mar 26, 2021

    Sold

    New England Real Estate Network #4816405

    $1,225,000
    Mar 25, 2021

    Sold (Public Record)

    Public Record #1456443542

    $1,225,000

    +14.6% / yr

    Jul 11, 2020

    Listed (Active)

    New England Real Estate Network #4816405

    $1,300,000
    DateEvent & SourcePrice
    03/26/2021

    Sold

    New England Real Estate Network #4816405

    $1,225,000
    03/25/2021

    Sold (Public Record)

    Public Record #1456443542

    $1,225,000

    +14.6% / yr

    07/11/2020

    Listed (Active)

    New England Real Estate Network #4816405

    $1,300,000

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

    Public Records for 625 Sykes Hollow Road

    Taxable ValueLand$323,700Additions$463,400Total$787,100
    Tax Record2025$15,049 ($1,254 / month)
    Home Facts
    Beds0Lot Size5,331,744 SqFtStyleSingle Family ResidenceCountyBENNINGTONAPN(169)10557

    Schools near 625 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: 625 Sykes Hollow Road, Rupert, VT 05761
    $1,225,000
    8
    3,800
    5,314,320
    $1,300,000
    3
    2,259
    374,616
    $338,500
    3
    1,764
    27,442
    927,828
    $795,000
    3
    4,325
    1,089,000
    $1,325,000
    3
    4,160
    555,390

    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 Wohler Realty Group

    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