300 Fairway Meadows Road

Closed 3/26/21
Closed 3/26/21
Gallery Image 1
Last Sold Price
$825,000
2 beds4,036 sqft$204/sqft
300 Fairway Meadows Rd, Chester, VT 05143

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.
LISTING CLOSED: 03/26/2021 12:00 AM

  1. Listed by Wilkie Bushby • TPW Real Estate

Sold By William Raveis Winhall

Property Details for 300 Fairway Meadows Road

Status
Closed
MLS #
4816573
Days on Market
182
Taxes
$10,696 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
Single Family
MLS Type
Residential / Single Family
Year Built
2008
Lot Size
28.72 AC / 1,251,043 SF
County
Windham County
Parking
Parking Spaces 5 - 10
Zoning
residential

Recent comparable sales

Median sold price

$790,000

Avg days on market

37

Sale-to-list ratio

97.6%

[Chester, VT]

9 comparable properties found

$805,000 | 1342 Old Coach Road, Chester, VT 05143
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1

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Bedrooms
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Square Feet
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Acres

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a front view of a house with a yard and garage
1/50
2

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Sold 01/21/26

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Bedrooms
2,010
Square Feet
0.16
Acres

117 Redstart Drive, Chester, MD 21619

$920,000 | 111 Sandown Road, Chester, NH 03036
1/57
3

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Bedrooms
3,658
Square Feet
3.4
Acres

111 Sandown Road, Chester, NH 03036

$690,000 | 60 Lady Slipper Lane, Chester, NH 03036
1/60
4

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Bedrooms
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Square Feet
1.39
Acres

60 Lady Slipper Lane, Chester, NH 03036

$790,000 | 157 Jenkins Farm Road, Chester, NH 03036
1/36
5

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Square Feet
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Acres

157 Jenkins Farm Road, Chester, NH 03036

$616,000 | 16 Sypher Road, Chester, CT 06412
6

$616,000

Sold 07/14/26

2
Bedrooms
1,726
Square Feet
2.5
Acres

16 Sypher Road, Chester, CT 06412

$790,000 | 648 Haverhill Road, Chester, NH 03036
1/6
7

$790,000

Sold 12/05/25

3
Bedrooms
3,264
Square Feet
6.45
Acres

648 Haverhill Road, Chester, NH 03036

a front view of a house with garden
1/55
8

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Sold 01/16/25

2
Bedrooms
1,241
Square Feet
0.12
Acres

143 Carriage Heath, Chester, MD 21619

$750,000 | 102 Peregrine Drive, Chester, MD 21619
1/56
9

$750,000

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Bedrooms
2,126
Square Feet
0.19
Acres

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Building Information for 300 Fairway Meadows Road

Stories3Year Built2008Building Size-Lot Size28.72 AC / 1,251,043 SF

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$5,085 per month

30 year fixed, 6.55% Interest

Principal and Interest

$4,193

Property Taxes

$891

HOA Dues

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Property Information for 300 Fairway Meadows Road

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
Windham Elementary School
Public - PK to 6
Leland & Gray Uhsd #34
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.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 300 Fairway Meadows Road, Chester, VT 05143
$825,000
2
4,036
1,251,043
95 Fairway Meadows, Chester, VT 05143
–
–
–
2,403
554,083
90 Fairway Meadows, Chester, VT 05143
–
–
–
1,532
273,121
7073 Popple Dungeon Road, Chester, VT 05143
–
4
2
2,240
1,176,120
22 White Road, Windham, VT 05143
$124,000
1
630
47,916
841 Scott Pet Road, Windham, VT 05143
$52,000
3
1,388
87,120

Explore Nearby Homes

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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 08/13/2026 02:54 PM