Closed
Last Sold Price
$416,000
3 beds1,515 sqft

29 Redbrook Rd, Winhall, VT 05340

Description

The is the one you've been waiting for! This furnished and updated popular chalet-style home offers an excellent location one mile to the Stratton Access Road, a few steps to the community beach/pond and tennis courts, and a winter weekend and holiday shuttle at the end of the driveway! The home sits just 4 miles to Stratton's lifts, village, restaurants, and shops! Soak in the sun through the many windows in this chalet and enjoy a spacious open main floor with a cozy fireplace, and sliders out...The is the one you've been waiting for! This furnished and updated popular chalet-style home offers an excellent location one mile to the Stratton Access Road, a few steps to the community beach/pond and tennis courts, and a winter weekend and holiday shuttle at the end of the driveway! The home sits just 4 miles to Stratton's lifts, village, restaurants, and shops! Soak in the sun through the many windows in this chalet and enjoy a spacious open main floor with a cozy fireplace, and sliders out to the deck for even more room to entertain. This property offers a sauna and hot tub to help you fully unwind! Strattonwald properties are hard to find and as an added bonus, this property offers natural beauty, peace & quiet with a wooded back yard and the sounds of Red Brook running. This home has three bedrooms and two baths and don't miss the extra large bonus room on the lower level! This turn-key property, with canoe included, has been lovingly maintained inside and out.
Single FamilyProperty Type
1.4 acresLot Size
1982Year Built
$275/sq ftPrice per sq ft
$595/yrHOA Fees
  • Listed by: Carrie Mathews • William Raveis Winhall
Listing closed: 12/03/2021 12:00 AM
Source: New England Real Estate Network, MLS#: 4886668

Sold By William Raveis Winhall

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Recent comparable sales

Median sold price

$460,000

Avg days on market

62

Sale-to-list ratio

93.6%

Winhall, VT

9 comparable properties found

$370,000 | 8 Strattonwald Road, Winhall, VT 05340
1/22
1

$370,000

Sold 02/28/25

3
Bedrooms
1,392
Square Feet
0.59
Acres
$445,000 | 163 Highway 30, Winhall, VT 05340
1/23
2

$445,000

Sold 09/16/25

3
Bedrooms
1,590
Square Feet
0.93
Acres
$430,000 | 13 Lower Taylor Hill Road, Winhall, VT 05340
1/25
3

$430,000

Sold 03/26/25

3
Bedrooms
1,716
Square Feet
0.56
Acres
$485,000 | 3 Strattonwald Road, Winhall, VT 05340
1/34
4

$485,000

Sold 04/20/26

3
Bedrooms
1,344
Square Feet
0.97
Acres
$615,000 | 29 Burnt Hill Road, Winhall, VT 05340
1/38
5

$615,000

Sold 04/15/25

3
Bedrooms
1,500
Square Feet
1.09
Acres
$455,000 | 2 Byington Lane, Unit 5, Winhall, VT 05340
1/30
6

$455,000

Sold 03/28/25

3
Bedrooms
1,570
Square Feet
Unavailable
Acres
$565,000 | 23 Loop Road, Unit 10, Winhall, VT 05340
1/41
7

$565,000

Sold 11/06/26

3
Bedrooms
1,416
Square Feet
1.78
Acres
$460,000 | 19 Deer Run Road, Winhall, VT 05340
1/22
8

$460,000

Sold 01/16/26

3
Bedrooms
2,298
Square Feet
1
Acres
$475,000 | 5 Byington Lane, Winhall, VT 05340
1/32
9

$475,000

Sold 03/20/26

3
Bedrooms
1,570
Square Feet
Unavailable
Acres

Location

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$2,648 per month

Principal and Interest

$2,221

Property Taxes

$378

HOA Dues

$50

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Property information

29 Redbrook Road

Property Details

  • Taxes: $4,531 / year
  • MLS Type: Residential / Single Family
  • County: Bennington County
  • Development / Subdivision: Strattonwald
  • Water View: No
  • Waterfront Property: No
  • Zoning: Residential

Building Information

  • Stories: 3
  • Year Built: 1982
  • Lot Size: 1.40 AC / 60,984 SF

Summary

Location and General Information

  • Area Description: Near Shopping, Near Skiing, Neighborhood
  • City: Winhall
  • County: VT-Bennington
  • Directions: Take VT-30 N toward Winhall Hollow Rd. Turn right onto Winhall Hollow Road. Turn right onto Strattonwald Rd. Turn right onto Redbrook Rd. at the pond. Property will be on the left.
  • Latitude: 43.151547382488545
  • Longitude: -72.876407813491824
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Map: 08
  • Zip: 05340

Taxes and HOA Information

  • Fee: $595.00
  • Fee Frequency: Yearly
  • Fee Includes: Other, Recreation
  • SPAN Number: 771-245-11333
  • Tax - Gross Amount: $4,531.27
  • Tax Year: 2021
  • Taxes TBD: No

School Information

  • School - High: Choice
  • School - District: Bennington/Rutland
  • School - Elementary: Choice
  • School - Middle/Jr: Choice

Parking

  • Garage: No
  • Driveway: Dirt, Gravel

Virtual Tour

Property

Lot Information

  • Block: 04
  • Lot: 44
  • Lot - Sqft: 60984.0
  • Lot Size Acres: 1.4
  • Road Frontage Length: 250.0
  • Square Feet Apx Finished Above Grade: 1215.0
  • Square Feet Apx Finished AG Source: Public Records
  • Square Feet Apx Finished Below Grade: 300.0
  • Square Feet Apx Finished BG Source: Public Records
  • Square Feet Apx Total: 2286.0
  • Square Feet Apx Total Finished: 1515.0
  • Square Feet Apx Unfinished Above Grade: 0.0
  • Square Feet Apx Unfinished AG Source: Public Records
  • Square Feet Apx Unfinished Below Grade: 771.0
  • Square Feet Apx Unfinished BG Source: Public Records
  • Water Body Access: No

Property and Assessments

  • Current Use: No
  • Property Class: Residential
  • Property Type: Single Family
  • Flood Zone: Unknown
  • Foundation: Concrete
  • PreConstruction: No
  • Resort: Yes
  • Surveyed: Unknown
  • Year Built: 1982

Utilities

  • Electric: Circuit Breaker(s)
  • Sewer: Septic
  • Utilities: Cable - At Site, High Speed Intrnt -AtSite, Internet - Cable

Interior and Exterior Features

Exterior Features

  • Color: Gray
  • Features - Exterior: Deck
  • Roads: Dead End, Dirt, Gravel
  • Roof: Shingle - Other

Interior Features

  • Appliances: Dishwasher, Dryer, Refrigerator, Washer, Stove - Electric
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Finished
  • Baths - Total: 2
  • Baths - Full: 1
  • Half Baths: 0
  • One Quarter Baths: 0
  • Three Quarter Bath: 1
  • Rooms - Total: 8
  • Rooms: Level 1: Level 1: Bedroom, Level 1: Bath - 3/4, Level 1: Kitchen, Level 1: Living Room
  • Rooms: Level 2: Level 2: Bedroom, Level 2: Bath - Full
  • Rooms: Level B: Level B: Family Room
  • Bedrooms - Total: 3
  • Features - Interior: Cathedral Ceiling, Ceiling Fan, Dining Area, Fireplace - Wood, Fireplaces - 1, Furnished, Hot Tub, Kitchen/Dining, Kitchen/Living, Living/Dining, Natural Light, Natural Woodwork, Sauna, Soaking Tub
  • Flooring: Carpet, Wood
  • Heat Fuel: Oil
  • Heating: Forced Air
  • Cooling: None
  • Total Stories: 3

Room Information

Room 1

  • Room Level: 1
  • Room Type: Bedroom

Room 2

  • Room Level: 2
  • Room Type: Bedroom

Room 3

  • Room Level: 2
  • Room Type: Bedroom

Room 4

  • Room Level: 1
  • Room Type: Kitchen

Room 5

  • Room Level: Basement
  • Room Type: Family Room

Room 6

  • Room Level: 1
  • Room Type: Bath - 3/4

Room 7

  • Room Level: 2
  • Room Type: Bath - Full

Room 8

  • Room Level: 1
  • Room Type: Living Room

Property History

29 Redbrook Road

DateEventPrice
Dec 3, 2021

Sold

New England Real Estate Network #4886668

$416,000
Dec 2, 2021

Sold (Public Record)

Public Record #1480634887

$416,000
Oct 15, 2021

Pending

New England Real Estate Network #4886668

—
DateEventPrice
12/03/2021

Sold

New England Real Estate Network #4886668

$416,000
12/02/2021

Sold (Public Record)

Public Record #1480634887

$416,000
10/15/2021

Pending

New England Real Estate Network #4886668

—

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

Public records

29 Redbrook Road

Beds

3

Baths

2

Total Finished SqFt

1,986 SqFt

Above Grade Finished SqFt

1,215 SqFt

Finished Basement SqFt

771 SqFt

Unfinished Basement SqFt

471 SqFt

Schools

Near 29 Redbrook Road

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: 29 Redbrook Road, Winhall, VT 05340
$416,000
3
1,515
60,984
$412,500
4
2,500
65,340
$620,000
3
1,796
61,419
$345,000
4
1,200
59,677
$456,000
4
2,500
152,460
$920,000
4
2,954
47,044

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.

Listing Courtesy of William Raveis Winhall

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 11/13/2026 11:13 AM