Sold
Last Sold Price
3 beds4,166 sqft$174/sqft
76 Wolf Rd, Chester, VT 05143
Single FamilyProperty Type
20.35 acresLot Size
2005Year Built
$174/sq ftPrice per sq ft
2 carsParking Spaces

Description

Beautifully appointed above the trees this incredible post and beam home sits on 20.35 acres appropriately named “Cloudbank”. The stunning 360 degree views are second to none and offer glimpses of Okemo, Killington and Mt Ascutney. Beautifully crafted custom-built post and beam with every detail well thought out and executed to perfection. The open floor plan was built around the stunning westerly views. The kitchen boasts a large walk in pantry, granite countertops, high-end appliances and is positioned...Beautifully appointed above the trees this incredible post and beam home sits on 20.35 acres appropriately named “Cloudbank”. The stunning 360 degree views are second to none and offer glimpses of Okemo, Killington and Mt Ascutney. Beautifully crafted custom-built post and beam with every detail well thought out and executed to perfection. The open floor plan was built around the stunning westerly views. The kitchen boasts a large walk in pantry, granite countertops, high-end appliances and is positioned to look out to the dining and living rooms which is ideal for entertaining guests. Hardwood floors and gas fireplace add to the ambience with French doors that open out to the full house length deck where you can relax and enjoy the incredible sunsets. The first-floor master bedroom with master bath is luxurious with wide plank floors, two person walk in closet and laundry room. Upstairs are 2 large bedrooms with ensuite baths. The walkout lower level has a family room, home office set up with fiber optic high speed internet, 3/4 bath and is perfect for a man cave or bunk house for overflow guests. Other highlights include a 2-car attached garage, side patio for sunny days, small pond, beautiful new stonework around the property, gardens full of perennials, potting shed and 3 bay storage shed. New to the property are 20 solar panels generating over 1,000 Kwh per month and covering the cost of electricity. Located near RT 91 and major ski areas.

    Sold By Mary W. Davis Realtor & Assoc., Inc.

    • Listed by: Gary Coger • Four Seasons Sotheby's Int'l Realty
    Listing closed: 08/28/2020 12:00 AM • Source: New England Real Estate Network, MLS#: 4809852

    Recent comparable sales

    Median sold price

    $695,000

    Avg days on market

    50

    Sale-to-list ratio

    94.2%

    Chester, VT

    9 comparable properties found

    $910,000 | 1502 Popple Dungeon Road, Chester, VT 05143
    1/59
    1

    $910,000

    Sold 08/28/25

    3
    Bedrooms
    3,739
    Square Feet
    26.4
    Acres
    $550,000 | 246 Putnam Hill Road, Chester, VT 05143
    1/52
    2

    $550,000

    Sold 11/17/25

    3
    Bedrooms
    2,256
    Square Feet
    10
    Acres
    a front view of a house with a yard and garage
    1/27
    3

    $535,000

    Sold 07/09/25

    3
    Bedrooms
    3,451
    Square Feet
    0.18
    Acres
    $608,000 | 50 Howard Road, Chester, VT 05143
    1/60
    4

    $608,000

    Sold 12/27/24

    3
    Bedrooms
    2,512
    Square Feet
    5
    Acres
    $935,000 | 130 Sunrise Court, Chester, MD 21619
    1/81
    5

    $935,000

    Sold 11/17/25

    3
    Bedrooms
    3,494
    Square Feet
    0.17
    Acres
    $800,000 | 725 Flamstead Road, Chester, VT 05143
    1/2
    6

    $800,000

    Sold 12/12/25

    4
    Bedrooms
    2,775
    Square Feet
    6.7
    Acres
    $910,000 | 235 Bayberry Drive, Chester, MD 21619
    1/71
    7

    $910,000

    Sold 10/03/25

    3
    Bedrooms
    3,514
    Square Feet
    0.18
    Acres
    $515,000 | 514 1st Avenue, Chester, VT 05143
    1/38
    8

    $515,000

    Sold 06/02/26

    5
    Bedrooms
    3,880
    Square Feet
    4.8
    Acres
    a view of a house with a swimming pool
    1/51
    9

    $695,000

    Sold 06/30/26

    3
    Bedrooms
    3,344
    Square Feet
    Unavailable
    Acres

    Location

    Add your commute

    Payment Calculator

    $4,539 per month

    30 year fixed, 6.55% Interest

    Principal and Interest

    $3,685

    Property Taxes

    $854

    HOA Dues

    $0

    The Payment Calculator is for illustrative purposes only.

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    Property Information for 76 Wolf Road

    Property Details
    • Taxes: $10,243 / year
    • MLS Type: Residential / Single Family
    • Zoning: res
    Building Information
    • Stories: 1
    • Year Built: 2005
    • Lot Size: 20.35 AC / 886,446 SF
    Summary
    Location and General Information
    • City: Chester
    • County: VT-Windsor
    • Directions: Route 11 toward Springfield. Make a Right on Fletcher Hill Rd. make Right on Wolf Rd. Go to end
    • Latitude: 43.277203258205894
    • Longitude: -72.554489674591068
    • Road Frontage: Yes
    • Seasonal: No
    • State: VT
    • Street Designation: Road
    • Zip: 05143
    Taxes and HOA Information
    • SPAN Number: 144-045-11846
    • Tax - Gross Amount: $10,243.36
    • Tax Year: 2019
    • Taxes TBD: No
    School Information
    • School - High: Green Mountain UHSD #35
    • School - District: Chester School District
    • School - Elementary: Chester-Andover Elementary
    • School - Middle/Jr: Green Mountain UHSD #35
    Parking
    • Garage: Yes
    • Garage Capacity: 2.00
    • Driveway: Dirt
    Property
    Lot Information
    • Lot - Sqft: 886446.0
    • Lot Size Acres: 20.35
    • Road Frontage Length: 115.0
    • Square Feet Apx Finished Above Grade: 3290.0
    • Square Feet Apx Finished AG Source: Public Records
    • Square Feet Apx Finished Below Grade: 876.0
    • Square Feet Apx Finished BG Source: Public Records
    • Square Feet Apx Total: 4766.0
    • Square Feet Apx Total Finished: 4166.0
    • Square Feet Apx Unfinished Above Grade: 0.0
    • Square Feet Apx Unfinished AG Source: Public Records
    • Square Feet Apx Unfinished Below Grade: 600.0
    • Square Feet Apx Unfinished BG Source: Public Records
    Property and Assessments
    • Current Use: No
    • Property Class: Residential
    • Property Type: Single Family
    • Easements: No
    • Flood Zone: No
    • Foundation: Poured Concrete
    • PreConstruction: No
    • Surveyed: Unknown
    • Year Built: 2005
    Utilities
    • Electric: 200 Amp, Generator
    • Sewer: Leach Field, Septic
    • Utilities: Fiber Optic Internt Avail, Gas - LP/Bottle, High Speed Intrnt -AtSite
    Interior and Exterior Features
    Exterior Features
    • Features - Exterior: Deck, Fence - Dog, Garden Space, Outbuilding, Patio, Porch - Covered, Shed, Storage, Windows - Double Pane
    • Roads: Cul-de-Sac, Dead End, Dirt, Public
    • Roof: Standing Seam
    Interior Features
    • Appliances: Cooktop - Gas, Dishwasher, Dryer, Microwave, Refrigerator, Trash Compactor, Washer, Stove - Electric
    • Basement: Yes
    • Basement Access Type: Interior
    • Basement Description: Concrete, Finished, Full, Insulated, Partially Finished, Stairs - Interior, Walkout
    • Baths - Total: 5
    • Baths - Full: 3
    • Half Baths: 1
    • One Quarter Baths: 0
    • Three Quarter Bath: 1
    • Rooms - Total: 9
    • Rooms: Level 1: Level 1: Dining Room, Level 1: Foyer, Level 1: Kitchen, Level 1: Living Room, Level 1: Master Bedroom, Level 1: Other
    • Rooms: Level 2: Level 2: Bedroom
    • Rooms: Level B: Level B: Family Room
    • Bedrooms - Total: 3
    • Features - Interior: Dining Area, Fireplace - Gas, Hearth, Kitchen Island, Kitchen/Dining, Master BR w/ BA, Natural Light, Natural Woodwork, Soaking Tub, Vaulted Ceiling, Walk-in Closet, Walk-in Pantry, Whirlpool Tub, Laundry - 1st Floor
    • Flooring: Carpet, Hardwood, Tile
    • Heat Fuel: Gas - LP/Bottle
    • Heating: Baseboard, Multi Zone
    • Cooling: Other
    • Total Stories: 1.5
    Room Information
    Room 1
    • Room Dimensions: 14X17
    • Room Level: 1
    • Room Type: Kitchen
    Room 2
    • Room Dimensions: 18X14
    • Room Level: 1
    • Room Type: Dining Room
    Room 3
    • Room Dimensions: 21X14
    • Room Level: 1
    • Room Type: Living Room
    Room 4
    • Room Dimensions: 16X21
    • Room Level: 1
    • Room Type: Master Bedroom
    Room 5
    • Room Dimensions: 11X8
    • Room Level: 1
    • Room Type: Foyer
    Room 6
    • Room Dimensions: Pantry 9X11
    • Room Level: 1
    • Room Type: Other
    Room 7
    • Room Dimensions: W/I Closet and Laundry 20X25
    • Room Level: 1
    • Room Type: Other
    Room 8
    • Room Dimensions: 17X13
    • Room Level: 2
    • Room Type: Bedroom
    Room 9
    • Room Dimensions: 17X13
    • Room Level: 2
    • Room Type: Bedroom
    Room 10
    • Room Dimensions: 30X26
    • Room Level: Basement
    • Room Type: Family Room

    Property History for 76 Wolf Road

    DateEvent & SourcePriceAppreciation
    Aug 28, 2020

    Sold (Public Record)

    Public Record #676301403

    $725,000
    Aug 28, 2020

    Sold

    New England Real Estate Network #4809852

    $725,000
    Aug 11, 2020

    Pending

    New England Real Estate Network #4809852

    DateEvent & SourcePrice
    08/28/2020

    Sold (Public Record)

    Public Record #676301403

    $725,000
    08/28/2020

    Sold

    New England Real Estate Network #4809852

    $725,000
    08/11/2020

    Pending

    New England Real Estate Network #4809852

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

    Public Records for 76 Wolf Road

    Taxable ValueLand$138,400Additions$371,200Total$509,600
    Tax Record2025$9,512 ($793 / month)
    Home Facts
    Beds3Baths2.5Total Finished SqFt3,288 SqFtAbove Grade Finished SqFt3,288 SqFtUnfinished Basement SqFt1,656 SqFtStories1Lot Size886,446 SqFtStyleSingle Family ResidenceYear Built2005Year Renovated2005CountyWINDSORAPN(045) 342016.100

    Schools near 76 Wolf Road

    This home is within Green Mountain Unified School District.
    Rating
    School
    Type
    Grades
    Distance
    Public - PK to 6
    Public - 7 to 12
    Rating
    School
    Distance
    Chester-Andover Usd #29
    PublicPK to 6

    Green Mountain Uhsd #35
    Public7 to 12

    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: 76 Wolf Road, Chester, VT 05143
    $725,000
    3
    4,166
    886,446
    $120,000
    3
    1,248
    436,471
    $225,000
    3
    1,685
    108,464
    $270,000
    2
    1,720
    107,593
    $110,000
    3
    1,292
    81,021
    3
    2.5
    2,120
    228,254

    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 09/01/2026 01:30 PM