Sold
Last Sold Price
2 beds4,036 sqft$204/sqft
300 Fairway Meadows Rd, Chester, VT 05143
Single FamilyProperty Type
28.72 acresLot Size
2008Year Built
$204/sq ftPrice per sq ft
2 carsParking Spaces

Description

Paradise for the Sportsman and Outdoors Woman - Live in Year Round Luxury! If you ever wanted to leave the "rat race" behind and find your own paradise and peace and quiet in Vermont... this idyllic spot is for you. It's like having your own resort and special hideaway! Total privacy on 28+ acres with 270 degree views, including the peaks and trails of Okemo in the distance. This fabulously unique timber frame, designed by Pete Newton and built by Scott Wilkins Custom Home Builders will captivate...Paradise for the Sportsman and Outdoors Woman - Live in Year Round Luxury! If you ever wanted to leave the "rat race" behind and find your own paradise and peace and quiet in Vermont... this idyllic spot is for you. It's like having your own resort and special hideaway! Total privacy on 28+ acres with 270 degree views, including the peaks and trails of Okemo in the distance. This fabulously unique timber frame, designed by Pete Newton and built by Scott Wilkins Custom Home Builders will captivate your imagination. What it is and what it could be! Literally 100's of thousand of $$$'s of gorgeous Windham Dark Green Ledge Slate from this very property, makes up the massive and dramatic wood burning fireplaces inside and the slate also lines the huge Vt. country pool/pond and huge patio area. Pool area also with a Vt. timber beam Cabana for serious outdoor entertaining. The home enjoys Southern sunny exposure in all the living areas. Incredible living room, master bedroom and kitchen all flowing out to poolside summer living and splendid mature gardens in bloom. Entertaining is world class with pool table and state of art golf simulator with over 200 courses to test your skills. Just a short direct access to the VAST snowmobile trails. Enjoy ALL that Vermont has to offer in EVERY season. Magic, Stratton and Okemo all within 25 minutes. Come see this magnificent home.

    Sold By William Raveis Winhall

    • Listed by: Wilkie Bushby • TPW Real Estate
    Listing closed: 03/26/2021 12:00 AM • Source: New England Real Estate Network, MLS#: 4816573

    Recent comparable sales

    Median sold price

    $790,000

    Avg days on market

    45

    Sale-to-list ratio

    98.9%

    Chester, VT

    9 comparable properties found

    $289,000 | 106 Contro Road, Chester, VT 05143
    1/15
    1

    $289,000

    Sold 08/14/26

    2
    Bedrooms
    1,475
    Square Feet
    7.6
    Acres
    $805,000 | 1342 Old Coach Road, Chester, VT 05143
    1/57
    2

    $805,000

    Sold 01/13/26

    2
    Bedrooms
    1,576
    Square Feet
    98
    Acres
    $834,990 | 117 Redstart Drive, Chester, MD 21619
    1/50
    3

    $834,990

    Sold 01/21/26

    2
    Bedrooms
    2,010
    Square Feet
    0.16
    Acres
    $805,000 | 6 Jagger Lane, Chester, CT 06412
    4

    $805,000

    Sold 09/01/26

    2
    Bedrooms
    2,428
    Square Feet
    0.83
    Acres
    $920,000 | 111 Sandown Road, Chester, NH 03036
    1/57
    5

    $920,000

    Sold 12/18/25

    3
    Bedrooms
    3,658
    Square Feet
    3.4
    Acres
    $690,000 | 60 Lady Slipper Lane, Chester, NH 03036
    1/60
    6

    $690,000

    Sold 08/19/25

    3
    Bedrooms
    3,552
    Square Feet
    1.39
    Acres
    $790,000 | 157 Jenkins Farm Road, Chester, NH 03036
    1/36
    7

    $790,000

    Sold 10/10/25

    3
    Bedrooms
    3,432
    Square Feet
    0.84
    Acres
    $616,000 | 16 Sypher Road, Chester, CT 06412
    8

    $616,000

    Sold 07/14/26

    2
    Bedrooms
    1,726
    Square Feet
    2.5
    Acres
    $790,000 | 648 Haverhill Road, Chester, NH 03036
    1/6
    9

    $790,000

    Sold 12/05/25

    3
    Bedrooms
    3,264
    Square Feet
    6.45
    Acres

    Location

    Add your commute

    Payment Calculator

    $5,085 per month

    30 year fixed, 6.55% Interest

    Principal and Interest

    $4,193

    Property Taxes

    $891

    HOA Dues

    $0

    The Payment Calculator is for illustrative purposes only.

    Know your buying power with a preapproval and custom rate in minutes

    Rocket Mortgage1

    Property Information for 300 Fairway Meadows Road

    Property Details
    • Taxes: $10,696 / year
    • MLS Type: Residential / Single Family
    • Parking: Parking Spaces 5 - 10
    • Zoning: residential
    Building Information
    • Stories: 3
    • Year Built: 2008
    • Lot Size: 28.72 AC / 1,251,043 SF
    Summary
    Location and General Information
    • City: Windham
    • County: VT-Windham
    • Directions: from Magic Mtn.. go east on Vt Rt 11 to Scott Pet rd on right.. about 2.5 miles. take Scott Pet rd to end. Across street from end of Scott Pet rd. is 300 Fairway Meadows driveway.
    • Latitude: 43.218743485005177
    • Longitude: -72.717674468231223
    • Road Frontage: No
    • Seasonal: No
    • State: VT
    • Street Designation: Road
    • Zip: 05359
    Taxes and HOA Information
    • SPAN Number: 765-243-10336
    • Tax - Gross Amount: $10,695.79
    • Tax Year: 2018
    • Taxes TBD: No
    School Information
    • School - High: Choice
    • School - District: Windham
    • School - Elementary: Windham Elementary School
    • School - Middle/Jr: Choice
    Parking
    • Garage: Yes
    • Garage Capacity: 2.00
    • Driveway: Gravel, Paved
    Property
    Lot Information
    • Lot - Sqft: 1251043.0
    • Lot Size Acres: 28.72
    • Square Feet Apx Finished Above Grade: 2386.0
    • Square Feet Apx Finished AG Source: Other
    • Square Feet Apx Finished Below Grade: 1650.0
    • Square Feet Apx Finished BG Source: Other
    • Square Feet Apx Total: 4486.0
    • Square Feet Apx Total Finished: 4036.0
    • Square Feet Apx Unfinished Above Grade: 0.0
    • Square Feet Apx Unfinished Below Grade: 450.0
    • Square Feet Apx Unfinished BG Source: Other
    Property and Assessments
    • Current Use: No
    • Property Class: Residential
    • Property Type: Single Family
    • Flood Zone: No
    • Foundation: Poured Concrete
    • PreConstruction: No
    • Surveyed: Unknown
    • Year Built: 2008
    Utilities
    • Electric: 200 Amp
    • Sewer: 1000 Gallon
    • Utilities: Gas - LP/Bottle
    Interior and Exterior Features
    Exterior Features
    • Color: grey
    • Features - Exterior: Garden Space, Gazebo, Hot Tub, Patio, Pool - In Ground
    • Roads: Paved, Private
    • Roof: Shingle - Architectural
    Interior Features
    • Appliances: Dishwasher, Dryer - Energy Star, Microwave, Refrigerator-Energy Star, Washer - Energy Star, Stove - Gas, Ice Maker-Stand Alone
    • Basement: Yes
    • Basement Access Type: Walkout
    • Basement Description: Daylight, Finished, Storage Space
    • Baths - Total: 3
    • Baths - Full: 2
    • Half Baths: 1
    • One Quarter Baths: 0
    • Three Quarter Bath: 0
    • Rooms - Total: 8
    • Bedrooms - Total: 2
    • Features - Interior: Bar, Cathedral Ceiling, Home Theatre Wiring, Kitchen Island
    • Flooring: Carpet, Hardwood, Slate/Stone
    • Heat Fuel: Oil
    • Heating: Baseboard, Radiant Floor
    • Cooling: Whole House Fan
    • Total Stories: 3

    Property History for 300 Fairway Meadows Road

    DateEvent & SourcePriceAppreciation
    Mar 26, 2021

    Sold

    New England Real Estate Network #4816573

    $825,000
    Jul 14, 2020

    Listed (Active)

    New England Real Estate Network #4816573

    $840,000
    DateEvent & SourcePrice
    03/26/2021

    Sold

    New England Real Estate Network #4816573

    $825,000
    07/14/2020

    Listed (Active)

    New England Real Estate Network #4816573

    $840,000

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

    Schools near 300 Fairway Meadows Road

    This home is within Windham School District.
    Rating
    School
    Type
    Grades
    Distance
    Public - PK to 6
    Public - 6 to 12
    Rating
    School
    Distance
    Windham Elementary School
    PublicPK to 6

    Leland & Gray Uhsd #34
    Public6 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.

    Similar Homes

    New listings in 05143

    $650,000 | 3630 Highway 103, Chester, VT 05143
    1/30

    $650,000

    3
    Bedrooms
    4,324
    Square Feet
    2
    Acres
    $169,000 | 3019 Popple Dungeon Road, Chester, VT 05143
    1/20

    $169,000

    1
    Bedrooms
    200
    Square Feet
    1
    Acres
    $399,000 | 40 Fenton Road, Chester, VT 05143
    1/37

    $399,000

    4
    Bedrooms
    2,148
    Square Feet
    1.5
    Acres
    $299,000 | 1397 Popple Dungeon Road, Chester, VT 05143
    1/31
    Active Under Contract

    $299,000

    3
    Bedrooms
    1,788
    Square Feet
    3.3
    Acres
    $879,999 | 201 Spruce Drive, Andover, VT 05143
    1/60

    $879,999

    3
    Bedrooms
    3,310
    Square Feet
    5.5
    Acres
    $419,900 | 176 Meadow Road, Chester, VT 05143
    1/43
    Active Under Contract

    $419,900

    5
    Bedrooms
    1,982
    Square Feet
    0.27
    Acres
    $549,000 | 3341 Trebo Road, Chester, VT 05143
    1/47
    Active Under Contract

    $549,000

    4
    Bedrooms
    2,464
    Square Feet
    2.13
    Acres
    $390,000 | 663 Depot Street, Chester, VT 05143
    1/51
    Active Under Contract

    $390,000

    3
    Bedrooms
    1,304
    Square Feet
    1
    Acres
    $469,000 | 64 Maple Street, Chester, VT 05143
    1/60
    Active Under ContractVirtual Tour

    $469,000

    3
    Bedrooms
    2,676
    Square Feet
    2
    Acres

    Nearby home values

    AddressSold priceBedsBathsSqftLot (Sqft)
    This home: 300 Fairway Meadows Road, Chester, VT 05143
    $825,000
    2
    4,036
    1,251,043
    2,403
    554,083
    1,532
    273,121
    4
    2
    2,240
    1,176,120
    $124,000
    1
    630
    47,916
    $52,000
    3
    1,388
    87,120

    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 TPW Real Estate

    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 09/06/2026 07:26 PM