66 Chesley Hill Road

Closed 6/3/16
Closed 6/3/16
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Sold
Last Sold Price
$197,400
8 beds5,157 sqft$38/sqft
66 Chesley Hill Rd, Sheffield, VT 05866
Single FamilyProperty Type
7 acresLot Size
1850Year Built
$38/sq ftPrice per sq ft
2 carsParking Spaces

Description

So Much to Offer! Located between Lyndon and Newport is this lovely farmhouse w/ a large 45x110 Post & Beam Barn, two nice 2BR apartments, & a 5 bay 34x60 pole shed all situated on 7 acres of mostly level & open land w/ great exposure & Miller's Brook Frontage. Home features a wood fireplace, wide plank floors, main floor master, updated bath w/ tile shower & claw foot tub, & an open living concept. Upgrades include a full concrete walkout basement, wood / oil furnace, updated wiring, windows & insulation....So Much to Offer! Located between Lyndon and Newport is this lovely farmhouse w/ a large 45x110 Post & Beam Barn, two nice 2BR apartments, & a 5 bay 34x60 pole shed all situated on 7 acres of mostly level & open land w/ great exposure & Miller's Brook Frontage. Home features a wood fireplace, wide plank floors, main floor master, updated bath w/ tile shower & claw foot tub, & an open living concept. Upgrades include a full concrete walkout basement, wood / oil furnace, updated wiring, windows & insulation. Apartments rent for $850 & $750/m and the owner is willing to rent back the pole shed for $200/m giving a total income of $1800/m & you still have use of the house, shop and barn! Great property for a feed purchase farm, commercial gardens, contractor, antique collector, etc w/ no zoning in Sheffield. New septic. VAST Trail. Adjoining 1.8 acre lot also available for purchase. 16 miles to Burke Mountain & St J Academy & 8 miles to Riverside School! Simply a Great Value!

    Sold By Century 21 Farm & Forest

    • Listed by: Nicholas Maclure • Century 21 Farm & Forest
    Listing closed: 06/03/2016 12:00 AM • Source: New England Real Estate Network, MLS#: 4410501

    Recent comparable sales

    Median sold price

    $308,000

    Avg days on market

    90

    Sale-to-list ratio

    90.7%

    Sheffield, VT

    9 comparable properties found

    $215,270 | 83 Chesley Hill Road, Sheffield, VT 05866
    1/11
    1

    $215,270

    Sold 06/30/25

    3
    Bedrooms
    2,231
    Square Feet
    7.5
    Acres

    83 Chesley Hill Road, Sheffield, VT 05866

    $308,000 | 1177 Sheffield Square Road, Sheffield, VT 05839
    1/33
    2

    $308,000

    Sold 03/14/25

    2
    Bedrooms
    1,580
    Square Feet
    39.2
    Acres

    1177 Sheffield Square Road, Sheffield, VT 05839

    $238,500 | 29 Clifford Field Road, Sheffield, VT 05866
    1/35
    3

    $238,500

    Sold 10/04/24

    3
    Bedrooms
    2,160
    Square Feet
    1.76
    Acres

    29 Clifford Field Road, Sheffield, VT 05866

    4

    $1,050,000

    Sold 08/08/25

    4
    Bedrooms
    3
    Bathrooms
    4,334
    Square Feet
    5
    Acres

    700 Cooper Hill Road, Sheffield, MA 01257

    $462,000 | 2055 Highway 122, Sheffield, VT 05866
    1/45
    5

    $462,000

    Sold 05/29/25

    3
    Bedrooms
    2,200
    Square Feet
    19
    Acres

    2055 Highway 122, Sheffield, VT 05866

    $200,000 | 539 South Main Street, Sheffield, IL 61361
    1/39
    6

    $200,000

    Sold 04/25/25

    3
    Bedrooms
    1,627
    Square Feet
    0.22
    Acres

    539 South Main Street, Sheffield, IL 61361

    a front view of a house with a yard
    1/5
    7

    $1,500,000

    Sold 08/29/25

    4
    Bedrooms
    4,853
    Square Feet
    13.43
    Acres

    360 Brush Hill Road, Sheffield, MA 01230

    a view of street with parked cars
    1/31
    8

    $194,000

    Sold 04/15/26

    4
    Bedrooms
    1,814
    Square Feet
    0.33
    Acres

    204 East South Street, Sheffield, IL 61361

    a view of a house with garden
    1/41
    9

    $1,335,000

    Sold 06/29/26

    4
    Bedrooms
    5,019
    Square Feet
    3.9
    Acres

    142 Rote Hill Road, Sheffield, MA 01257

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    $1,441 per month

    30 year fixed, 6.55% Interest

    Principal and Interest

    $1,003

    Property Taxes

    $437

    HOA Dues

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    Property Information for 66 Chesley Hill Road

    Property Details
    • Taxes: $5,246 / year
    • MLS Type: Residential / Single Family
    • County: Caledonia County
    • Parking: Driveway, Parking Spaces 6+
    • Water Body Type: Brook/Stream
    • Waterfront Property: Yes
    • Zoning: No zoning
    Building Information
    • Stories: 1
    • Year Built: 1850
    • Lot Size: 7.00 AC / 304,920 SF
    Summary
    Location and General Information
    • Area Description: Near Snowmobile Trails, Village
    • City: Sheffield
    • County: VT-Caledonia
    • Directions: From Rte 5 Lyndon turn onto Rte 122, 7.4 miles. Turn Left onto Chesley Hill Road just after the Post Office. Home is 2nd on Right. Property continues around to Dane Road.
    • Latitude: 44.60088005141
    • Longitude: -72.116079363455
    • Road Frontage: Yes
    • Seasonal: No
    • State: VT
    • Zip: 05866
    Taxes and HOA Information
    • SPAN Number: 579-182-10298
    • Tax - Gross Amount: $5,246.45
    • Tax Year: 2014
    • Taxes TBD: Yes
    School Information
    • School - High: Choice
    • School - Elementary: Millers Run Elementary School
    • School - Middle/Jr: Millers Run USD 37
    Parking
    • Garage: Yes
    • Garage Capacity: 2.00
    • Driveway: Dirt, Gravel
    Property
    Lot Information
    • Lot - Sqft: 304920.0
    • Lot Size Acres: 7.0
    • Road Frontage Length: 628.0
    • Square Feet Apx Finished Above Grade: 5157.0
    • Square Feet Apx Finished Below Grade: 0.0
    • Square Feet Apx Tot Below Grade: 1488.0
    • Square Feet Apx Total Finished: 5157.0
    • Square Feet Apx Unfinished Below Grade: 1488.0
    • Water Body Name- EX: Millers Run Brook
    Property and Assessments
    • Current Use: No
    • Assessment Amount: $284,700
    • Property Class: Residential
    • Property Type: Single Family
    • Flood Zone: Unknown
    • Foundation: Concrete
    • ROW - Parcel Access: No
    • Surveyed: Unknown
    • Year Built: 1850
    Utilities
    • Electric Company: VT Electric
    • Electric: Circuit Breaker(s), Combo
    • Sewer: Concrete, Leach Field, Private, Septic
    • Utilities: Cable, Internet - Cable
    Interior and Exterior Features
    Exterior Features
    • Color: Grey
    • Features - Accessibility: 1st Floor Bedroom, 1st Floor Full Bathroom
    • Features - Exterior: Barn, Outbuilding, Porch - Covered
    • Roads: Dirt, Gravel, Public
    • Roof: Metal
    Interior Features
    • Appliances: Dishwasher, Microwave, Range - Gas, Refrigerator, Trash Compactor
    • Basement: Yes
    • Basement Access Type: Walkout
    • Basement Description: Concrete, Stairs - Interior, Unfinished
    • Baths - Total: 3
    • Baths - Full: 3
    • Half Baths: 0
    • One Quarter Baths: 0
    • Three Quarter Bath: 0
    • Rooms - Total: 13
    • Bedrooms - Total: 8
    • Equipment: Smoke Detectr-Batt Powrd
    • Features - Interior: Dining Area, Fireplace - Wood, Fireplaces - 1, Hearth, Hot Tub, In-Law/Accessory Dwelling, Kitchen/Dining, Laundry Hook-ups, Natural Woodwork, Wood Stove Insert
    • Flooring: Carpet, Hardwood, Laminate, Tile, Vinyl
    • Heat Fuel: Gas - LP/Bottle, Multi Fuel, Oil, Wood
    • Heating: Alternative Heat Stove, Baseboard, Hot Air, Multi Zone, Stove - Wood
    • Cooling: Multi Zone
    • Total Stories: 1.75
    Room Information
    Room 1
    • Room Level: 1
    • Room Type: Kitchen
    Room 2
    • Room Level: 1
    • Room Type: Dining Room
    Room 3
    • Room Level: 1
    • Room Type: Living Room
    Room 7
    • Room Level: 1
    • Room Type: Master Bedroom
    Room 8
    • Room Level: 2
    • Room Type: Bedroom
    Room 9
    • Room Level: 2
    • Room Type: Bedroom
    Room 10
    • Room Level: 2
    • Room Type: Bedroom
    Room 13
    • Room Level: 1
    • Room Type: Other
    Room 14
    • Room Level: 1
    • Room Type: Other

    Property History for 66 Chesley Hill Road

    DateEvent & SourcePriceAppreciation
    Jun 3, 2016

    Sold

    New England Real Estate Network #4410501

    		$197,400—
    Aug 31, 2015

    Pending

    New England Real Estate Network #4410501

    		—
    Apr 1, 2015

    Listed (Active)

    New England Real Estate Network #4410501

    		$199,900—
    DateEvent & SourcePrice
    06/03/2016

    Sold

    New England Real Estate Network #4410501

    $197,400
    08/31/2015

    Pending

    New England Real Estate Network #4410501

    —
    04/01/2015

    Listed (Active)

    New England Real Estate Network #4410501

    $199,900

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

    Public Records for 66 Chesley Hill Road

    Taxable ValueLand$36,800Additions$238,400Total$275,200
    Tax Record2022$4,571 ($381 / month)
    Home Facts
    Lot Size304,920 SqFtStyleMulti-Family Dwelling (2-4)CountyCALEDONIAAPN(182) 035-015-04

    Schools near 66 Chesley Hill Road

    This home is within Kingdom East Unified Union School District.
    Rating
    School
    Type
    Grades
    Distance
    Millers Run Usd #37
    		Public - PK to 8
    Rating
    School
    Distance
    Millers Run Usd #37
    PublicPK to 8

    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.

    Similar Homes

    Nearby home values

    AddressSold priceBedsBathsSqftLot (Sqft)
    This home: 66 Chesley Hill Road, Sheffield, VT 05866
    $197,400
    8
    5,157
    304,920
    8 Chesley Hill Road, Sheffield, VT 05866
    $33,500
    5
    3
    2,888
    21,780
    83 Chesley Hill Road, Sheffield, VT 05866
    $215,270
    3
    2,231
    326,700
    66 A Chesley Hill Road, Sheffield, VT 05866
    $197,400
    –
    –
    –
    288,367
    3037 Highway 122, Sheffield, VT 05866
    $48,100
    –
    0.5
    576
    10,890
    123 Chesley Hill Road, Sheffield, VT 05866
    –
    –
    1
    672
    14,375

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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 Century 21 Farm & Forest

    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 08/31/2026 04:15 PM