26 Deep Woods Road

Closed 6/3/21
Closed 6/3/21
Gallery Image 1
Gallery Image 2
Gallery Image 3
Gallery Image 4
Gallery Image 5
Gallery Image 6
Gallery Image 7
Gallery Image 8
Gallery Image 9
Gallery Image 10
Gallery Image 11
Gallery Image 12
Gallery Image 13
Gallery Image 14
Gallery Image 15
Gallery Image 16
Gallery Image 17
Gallery Image 18
Last Sold Price
$375,000
5 beds1,828 sqft$205/sqft
26 Deep Woods Rd, Winhall, VT 05255

Description

Amazing location! Come see this well maintained saltbox home with open kitchen, dining and living room with master bedroom and bath on the first floor. Also on the first floor there is a large laundry/mudroom with a spacious family room. The second floor has 4 bedrooms -one can easily be used for office space. Kitchen and baths have been updated. The large level yard with deck, firepit and mountain views calls for outdoor fun! Centrally located- 5 minutes to the slopes of Bromley, 20 minutes to Stratton...Amazing location! Come see this well maintained saltbox home with open kitchen, dining and living room with master bedroom and bath on the first floor. Also on the first floor there is a large laundry/mudroom with a spacious family room. The second floor has 4 bedrooms -one can easily be used for office space. Kitchen and baths have been updated. The large level yard with deck, firepit and mountain views calls for outdoor fun! Centrally located- 5 minutes to the slopes of Bromley, 20 minutes to Stratton and Magic. Manchester is just a 5 minute drive for shopping, dining and public recreation areas. School Choice.
LISTING CLOSED: 06/03/2021 12:00 AM

  1. Listed by Lisa Sullivan • Four Seasons Sotheby's Int'l Realty

Sold By Four Seasons Sotheby's Int'l Realty

Property Details for 26 Deep Woods Road

Status
Closed
MLS #
4856793
Days on Market
5
Taxes
$4,841 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
Single Family
MLS Type
Residential / Single Family
Year Built
1978
Lot Size
1.08 AC / 47,044 SF
County
Bennington County
Parking
Parking Spaces 2
Zoning
res

Recent comparable sales

Median sold price

$555,000

Avg days on market

43

Sale-to-list ratio

92.7%

[Winhall, VT]

9 comparable properties found

$434,000 | 12 Stratton West Road, Unit 12, Winhall, VT 05340
1/52
1

$434,000

Sold 02/27/26

5
Bedrooms
1,888
Square Feet
Unavailable
Acres

12 Stratton West Road, Unit 12, Winhall, VT 05340

$580,000 | 20 Deep Woods Circle, Winhall, VT 05255
1/36
2

$580,000

Sold 10/21/24

3
Bedrooms
1,592
Square Feet
2.17
Acres

20 Deep Woods Circle, Winhall, VT 05255

$555,000 | 22 Bromley Forest Road, Winhall, VT 05255
1/32
3

$555,000

Sold 02/12/26

4
Bedrooms
2,408
Square Feet
0.73
Acres

22 Bromley Forest Road, Winhall, VT 05255

$565,000 | 5 Vermont Haunts Road, Winhall, VT 05255
1/40
4

$565,000

Sold 09/30/24

2
Bedrooms
1,910
Square Feet
2
Acres

5 Vermont Haunts Road, Winhall, VT 05255

$495,000 | 140 Highway 30, Winhall, VT 05340
1/40
5

$495,000

Sold 08/07/26

4
Bedrooms
1,824
Square Feet
0.4
Acres

140 Highway 30, Winhall, VT 05340

$350,000 | 44 Lake Road, Winhall, VT 05340
1/33
6

$350,000

Sold 03/20/26

5
Bedrooms
2,303
Square Feet
2.64
Acres

44 Lake Road, Winhall, VT 05340

$675,000 | 22 Sylvan Ridge Road, Winhall, VT 05340
1/33
7

$675,000

Sold 05/15/26

5
Bedrooms
2,888
Square Feet
1.91
Acres

22 Sylvan Ridge Road, Winhall, VT 05340

$340,000 | 8 Winhall Woods Road, Winhall, VT 05340
1/28
8

$340,000

Sold 03/11/26

3
Bedrooms
1,144
Square Feet
1.2
Acres

8 Winhall Woods Road, Winhall, VT 05340

$590,000 | 17 Signal Hill Road, Winhall, VT 05340
1/40
9

$590,000

Sold 03/05/26

5
Bedrooms
2,468
Square Feet
1.3
Acres

17 Signal Hill Road, Winhall, VT 05340

Get preapproved with Rocket Mortgage1

Location

Add your commute

Building Information for 26 Deep Woods Road

Stories2Year Built1978Building Size-Lot Size1.08 AC / 47,044 SF

Payment Calculator

Get preapproved with Rocket Mortgage1

$2,309 per month

30 year fixed, 6.55% Interest

Principal and Interest

$1,906

Property Taxes

$403

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 26 Deep Woods Road

Summary
Location and General Information
  • Area Description: Near Skiing
  • City: Winhall
  • County: VT-Bennington
  • Directions: Heading East on Route 11 turn left on Deepwoods. 6th house on the right.
  • Latitude: 43.200925630079183
  • Longitude: -72.995011856460579
  • Road Frontage: Yes
  • Seasonal: Yes
  • State: VT
  • Street Designation: Road
  • Zip: 05340
Taxes and HOA Information
  • SPAN Number: 771-245-11024
  • Tax - Gross Amount: $4,841.37
  • Tax Year: 2020
  • Taxes TBD: No
School Information
  • School - High: Choice
  • School - District: Bennington/Rutland
  • School - Elementary: Choice
  • School - Middle/Jr: Choice
Parking
  • Garage: No
  • Driveway: Gravel
Property
Lot Information
  • Lot - Sqft: 47045.0
  • Lot Size Acres: 1.08
  • Road Frontage Length: 150.0
  • Square Feet Apx Finished Above Grade: 1828.0
  • Square Feet Apx Finished AG Source: Public Records
  • Square Feet Apx Finished Below Grade: 0.0
  • Square Feet Apx Finished BG Source: Public Records
  • Square Feet Apx Total: 2556.0
  • Square Feet Apx Total Finished: 1828.0
  • Square Feet Apx Unfinished Above Grade: 0.0
  • Square Feet Apx Unfinished AG Source: Public Records
  • Square Feet Apx Unfinished Below Grade: 728.0
  • Square Feet Apx Unfinished BG Source: Public Records
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Flood Zone: No
  • Foundation: Concrete
  • PreConstruction: No
  • Surveyed: Unknown
  • Year Built: 1978
Utilities
  • Electric Company: Green Mountain Power
  • Cable Company: Xfinity
  • Fuel Company: Haskins
  • Electric: Circuit Breaker(s)
  • Sewer: Leach Field, Septic
  • Utilities: High Speed Intrnt -Avail
Interior and Exterior Features
Exterior Features
  • Color: White
  • Features - Exterior: Deck, Shed
  • Roads: Dead End, Public, Unpaved
  • Roof: Metal
Interior Features
  • Appliances: Dishwasher, Dryer, Exhaust Hood, Refrigerator, Washer, Stove - Gas
  • Basement: Yes
  • Basement Access Type: Walkout
  • Basement Description: Concrete, Crawl Space
  • Baths - Total: 2
  • Baths - Full: 2
  • Half Baths: 0
  • One Quarter Baths: 0
  • Three Quarter Bath: 0
  • Rooms - Total: 9
  • Rooms: Level 1: Level 1: Dining Room, Level 1: Family Room, Level 1: Kitchen, Level 1: Living Room, Level 1: Master Bedroom, Level 1: Mudroom
  • Rooms: Level 2: Level 2: Bedroom, Level 2: Bonus Room
  • Bedrooms - Total: 5
  • Equipment: CO Detector, Smoke Detector
  • Features - Interior: Fireplace - Wood, Kitchen/Dining, Master BR w/ BA, Wood Stove Insert, Laundry - 1st Floor
  • Flooring: Hardwood, Slate/Stone, Tile, Wood
  • Heat Fuel: Gas - LP/Bottle
  • Heating: Electric, Forced Air
  • Cooling: None
  • Total Stories: 2
Room Information
Room 1
  • Room Dimensions: 13 x 10'5
  • Room Level: 1
  • Room Type: Kitchen
Room 2
  • Room Dimensions: 12'5 x 11
  • Room Level: 1
  • Room Type: Dining Room
Room 3
  • Room Dimensions: 14 x 13
  • Room Level: 1
  • Room Type: Living Room
Room 4
  • Room Dimensions: 22 x 16
  • Room Level: 1
  • Room Type: Family Room
Room 5
  • Room Dimensions: 21 x 7
  • Room Level: 1
  • Room Type: Mudroom
Room 6
  • Room Dimensions: 14 x 13
  • Room Level: 1
  • Room Type: Master Bedroom
Room 7
  • Room Dimensions: 10 x 10
  • Room Level: 2
  • Room Type: Bedroom
Room 8
  • Room Dimensions: 13'5 x 11'5
  • Room Level: 2
  • Room Type: Bedroom
Room 9
  • Room Dimensions: 10 x 10
  • Room Level: 2
  • Room Type: Bonus Room
Room 10
  • Room Dimensions: 14 x 9
  • Room Level: 2
  • Room Type: Bedroom

Property History for 26 Deep Woods Road

DateEvent & SourcePriceAppreciation
Jun 3, 2021

Sold (Public Record)

Public Record #1464053346

$375,000—
Jun 3, 2021

Sold

New England Real Estate Network #4856793

$375,000—
Apr 26, 2021

Pending

New England Real Estate Network #4856793

—
DateEvent & SourcePrice
06/03/2021

Sold (Public Record)

Public Record #1464053346

$375,000
06/03/2021

Sold

New England Real Estate Network #4856793

$375,000
04/26/2021

Pending

New England Real Estate Network #4856793

—

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

Public Records for 26 Deep Woods Road

Taxable ValueLand$61,200Additions$162,100Total$223,300
Tax Record2024$6,252 ($521 / month)
Home Facts
Beds5Baths2Total Finished SqFt1,476 SqFtAbove Grade Finished SqFt1,476 SqFtLot Size47,045 SqFtStyleSingle Family ResidenceYear Built1978CountyBENNINGTONAPN(245)00821

Similar Homes

New listings in 05255

$5,900,000 | 515 W Fields, Manchester, VT 05255
1/40
Virtual Tour

$5,900,000

5
Bedrooms
6,500
Square Feet
5.15
Acres

515 W Fields, Manchester, VT 05255

$950,000 | 2001 Depot Street, Manchester, VT 05255
1/60
Active Under Contract

$950,000

6
Bedrooms
5,400
Square Feet
3.2
Acres

2001 Depot Street, Manchester, VT 05255

$10,300,000 | 551 W Fields, Manchester Center, VT 05255
1/55
Virtual Tour

$10,300,000

6
Bedrooms
10,993
Square Feet
10.51
Acres

551 W Fields, Manchester Center, VT 05255

$4,995,000 | 1182-1184 East Manchester Road, Manchester, VT 05255
1/60
Virtual Tour

$4,995,000

9
Bedrooms
7,900
Square Feet
29.9
Acres

1182-1184 East Manchester Road, Manchester, VT 05255

$2,875,000 | 466 3 Maple Drive, Manchester, VT 05255
1/56
Active Under Contract

$2,875,000

3
Bedrooms
3,059
Square Feet
3.85
Acres

466 3 Maple Drive, Manchester, VT 05255

$645,000 | 4928 Main Street, Unit 2, Manchester, VT 05255
1/8

$645,000

2
Bedrooms
1,432
Square Feet

4928 Main Street, Unit 2, Manchester, VT 05255

$625,000 | 490 Barnumville Road, Manchester, VT 05255
1/52
Active Under Contract

$625,000

3
Bedrooms
2,274
Square Feet
1.78
Acres

490 Barnumville Road, Manchester, VT 05255

$305,000 | 61 East Branch Farms, Unit 1, Manchester, VT 05255
1/40
Active Under Contract

$305,000

3
Bedrooms
1,378
Square Feet

61 East Branch Farms, Unit 1, Manchester, VT 05255

$495,000 | 14 Vaughn Farm Road, Unit 1, Manchester, VT 05255
1/16

$495,000

3
Bedrooms
1,848
Square Feet

14 Vaughn Farm Road, Unit 1, Manchester, VT 05255

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 26 Deep Woods Road, Winhall, VT 05255
$375,000
5
1,828
47,044
24 Deep Woods Road, Manchester Center, VT 05255
–
4
2
1,260
45,302
25 Deep Woods Road, Winhall, VT 05255
$330,000
3
1,512
44,866
25 Deep Woods Circle, Winhall, VT 05255
$510,000
3
1,512
44,866
28 Deep Woods Road, Manchester Center, VT 05255
–
3
1,918
189,922
0 Deepwoods Road, Winhall, VT 05340
$129,000
4
1,648
49,222

Explore Nearby Homes

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 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 08/13/2026 02:03 PM