Last Sold Price
4 beds5,000 sqft$360/sqft
29 Deeryard Rd, Unit 21, Winhall, VT 05340

Description

Green acres is the place to be............................................. Unprecedented views from this amazing mountain contemporary. BIG Stratton views and beyond await you on 26 rolling acres with all the recreation at your doorstep you can possibly take in, in one day. This gorgeous property is perfect for entertaining your large family or guest gatherings with many common areas inside & out. Attractive stone patios, porches and decks allow you to enjoy the scenic outdoors while almost every...Green acres is the place to be............................................. Unprecedented views from this amazing mountain contemporary. BIG Stratton views and beyond await you on 26 rolling acres with all the recreation at your doorstep you can possibly take in, in one day. This gorgeous property is perfect for entertaining your large family or guest gatherings with many common areas inside & out. Attractive stone patios, porches and decks allow you to enjoy the scenic outdoors while almost every interior room boasts magnificent mtn views. Over the years the current owners have renovated, updated & added additional space to accommodate their active lifestyle. The enormous recreation room on the upper level overlooking the back patio is a huge feature you will greatly appreciate. Sleek kitchen w/granite counter tops, breakfast table & island. Comfortable media room, den with additional fireplace and loft office area add extra living spaces for you & your company. Plenty of sleeping accommodations on multiple levels. Wine cellar is conveniently located below the dining/kitchen. Private screened in porch. Sunken hot tub. Solar panels on the roof. Take a walk up to the upper property & after a vigorous game of tennis on a well maintained court follow the groomed path down to a beautiful, clean swimming pond 9' deep or simply jump in the outdoor shower. Enjoy walking & snowshoeing trails already laid out for you. We can't wait for you to see this extraordinary listing!
LISTING CLOSED: 05/06/2022 12:00 AM

  1. Listed by Terry Hill • Mountain Realty

Sold By Mountain Realty

Property Details for 29 Deeryard Road, Unit 21

Status
MLS #
4896195
Days on Market
1
Taxes
$18,953 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential / Single Family
Year Built
1980
Lot Size
26.00 AC / 1,132,560 SF
Zoning
Res

Location

Add your commute

Building Information for 29 Deeryard Road, Unit 21

Stories3Year Built1980Building Size-Lot Size26.00 AC / 1,132,560 SF

Payment Calculator

$10,729 per month

30 year fixed, 6.55% Interest

Principal and Interest

$9,149

Property Taxes

$1,579

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 29 Deeryard Road, Unit 21

Summary
Location and General Information
  • City: Winhall
  • County: VT-Bennington
  • Directions: From Winhall/Bondville Village travel Winhall Hollow Rd to French Hollow Road to Deeryard Second to last drive on left
  • Latitude: 43.177215295627661
  • Longitude: -72.889563373016372
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Map: 8
  • Zip: 05340
Taxes and HOA Information
  • SPAN Number: 771-245-11242
  • Tax - Gross Amount: $18,952.51
  • Tax Year: 2021
  • Taxes TBD: No
School Information
  • School - High: Choice
  • School - District: Choice
  • School - Elementary: Choice
  • School - Middle/Jr: Choice
Parking
  • Garage: No
  • Driveway: Gravel
Property
Lot Information
  • Lot: 21 Midlands
  • Lot - Sqft: 1132560.0
  • Lot Size Acres: 26.0
  • Road Frontage Length: 250.0
  • Square Feet Apx Finished Above Grade: 5000.0
  • Square Feet Apx Finished AG Source: Other
  • Square Feet Apx Finished Below Grade: 0.0
  • Square Feet Apx Total: 5000.0
  • Square Feet Apx Total Finished: 5000.0
  • Square Feet Apx Unfinished Above Grade: 0.0
  • Square Feet Apx Unfinished Below Grade: 0.0
  • Water Body Access: No
Property and Assessments
  • Current Use: No
  • Property Class: Residential
  • Property Type: Single Family
  • Easements: Unknown
  • Flood Zone: No
  • Foundation: Concrete
  • PreConstruction: No
  • Surveyed: Yes
  • Year Built: 1980
Utilities
  • Electric Company: GMP
  • Fuel Company: GMP
  • Electric: 200 Amp
  • Sewer: Septic
  • Utilities: Internet - Fixed Wireless
Interior and Exterior Features
Exterior Features
  • Color: Tan/Stone
  • Features - Exterior: Deck, Garden Space, Hot Tub, Patio, Porch - Covered, Porch - Screened, Tennis Court, Window Screens
  • Roads: Gravel, Public
  • Roof: Shingle - Asphalt, Standing Seam
Interior Features
  • Appliances: Cooktop - Electric, Dishwasher, Dryer, Microwave, Oven - Wall, Refrigerator, Washer
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Concrete
  • Baths - Total: 4
  • Baths - Full: 2
  • Half Baths: 1
  • One Quarter Baths: 0
  • Three Quarter Bath: 1
  • Rooms - Total: 15
  • Rooms: Level 1: Level 1: Bedroom, Level 1: Den, Level 1: Dining Room, Level 1: Foyer, Level 1: Kitchen, Level 1: Library, Level 1: Living Room, Level 1: Mudroom
  • Rooms: Level 2: Level 2: Bedroom, Level 2: Loft, Level 2: Primary Bedroom, Level 2: Rec Room
  • Rooms: Level 3: Level 3: Bedroom
  • Rooms: Level B: Level B: Wine Cellar
  • Bedrooms - Total: 4
  • Equipment: Security System, Smoke Detectr-Batt Powrd, Stove-Wood
  • Features - Interior: Fireplaces - 2, Kitchen Island, Living/Dining, Primary BR w/ BA, Walk-in Pantry, Laundry - 1st Floor
  • Flooring: Carpet, Hardwood, Softwood, Tile
  • Heat Fuel: Electric, Solar, Wood
  • Heating: Baseboard, Electric, Passive Solar
  • Cooling: None
  • Total Stories: 3
Room Information
Room 1
  • Room Dimensions: 11.5 x 11
  • Room Level: 1
  • Room Type: Foyer
Room 2
  • Room Dimensions: 10 x 7
  • Room Level: 1
  • Room Type: Mudroom
Room 3
  • Room Dimensions: 24 x 23
  • Room Level: 1
  • Room Type: Living Room
Room 4
  • Room Dimensions: 17 x 16
  • Room Level: 1
  • Room Type: Dining Room
Room 5
  • Room Dimensions: 19 x 20
  • Room Level: 1
  • Room Type: Kitchen
Room 6
  • Room Dimensions: 11 x 12.8
  • Room Level: 1
  • Room Type: Library
Room 7
  • Room Dimensions: 13.8 x 18
  • Room Level: 1
  • Room Type: Den
Room 8
  • Room Dimensions: 18.8 x 12.10
  • Room Level: 1
  • Room Type: Bedroom
Room 9
  • Room Dimensions: 21.8 x 35
  • Room Level: 2
  • Room Type: Rec Room
Room 10
  • Room Dimensions: 15.5 x 15
  • Room Level: 2
  • Room Type: Primary Bedroom
Room 11
  • Room Dimensions: 11 x 8
  • Room Level: 2
  • Room Type: Loft
Room 12
  • Room Dimensions: 15.3 x 16
  • Room Level: 2
  • Room Type: Bedroom
Room 13
  • Room Dimensions: 19 x 10.10
  • Room Level: 3
  • Room Type: Bedroom
Room 14
  • Room Dimensions: 25 x 15
  • Room Level: 3
  • Room Type: Bedroom
Room 15
  • Room Dimensions: 14 x 14
  • Room Level: Basement
  • Room Type: Wine Cellar
Rental
Rent Information
  • Rented: No

Property History for 29 Deeryard Road, Unit 21

DateEvent & SourcePriceAppreciation
May 6, 2022

Sold

New England Real Estate Network #4896195

$1,800,000
May 6, 2022

Pending

New England Real Estate Network #4896195

Jan 26, 2022

Active Under Contract

New England Real Estate Network #4896195

DateEvent & SourcePrice
05/06/2022

Sold

New England Real Estate Network #4896195

$1,800,000
05/06/2022

Pending

New England Real Estate Network #4896195

01/26/2022

Active Under Contract

New England Real Estate Network #4896195

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

Schools near 29 Deeryard Road, Unit 21

Rating
School
Type
Grades
Distance
Private - K to 8
Rating
School
Distance
Mountain School At Winhall
PrivateK to 8

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 05340

$910,000 | 7 Roundtree Road, Winhall, VT 05340
1/41

$910,000

4
Bedrooms
3,031
Square Feet
1.37
Acres
$899,000 | E1 Rock Ridge Road, Winhall, VT 05340
1/41

$899,000

4
Bedrooms
3,252
Square Feet
$949,000 | 41-43 Cranberry Hill Road, Winhall, VT 05340
1/58

$949,000

4
Bedrooms
5,248
Square Feet
2
Acres
$609,000 | 60 Hilltop Road, Unit 60, Winhall, VT 05340
1/27
Virtual Tour

$609,000

4
Bedrooms
1,650
Square Feet
$1,399,999 | 121 High Meadow Road, Winhall, VT 05340
1/33

$1,399,999

6
Bedrooms
3,800
Square Feet
1
Acres
$649,000 | 39 Pond View Road, Unit 39, Winhall, VT 05340
1/33
Active Under Contract

$649,000

3
Bedrooms
1,650
Square Feet
$1,200,000 | 109 Winhall Hollow Road, Winhall, VT 05340
1/31
Virtual Tour

$1,200,000

Unavailable
Bedrooms
950
Square Feet
23.5
Acres
$720,000 | B2 Maple Ridge Road, Winhall, VT 05340
1/40
Active Under Contract

$720,000

4
Bedrooms
2,317
Square Feet
$2,850,000 | 59 Garden Loop Road, Winhall, VT 05340
1/55

$2,850,000

4
Bedrooms
3,762
Square Feet
3.43
Acres

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 29 Deeryard Road, Unit 21, Winhall, VT 05340
$1,800,000
4
5,000
1,132,560
$140,000
449,539
3,036
909,097
$140,000
871,200
$120,000
421,660
$125,000
3
1,800

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 Mountain 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 08/11/2026 10:50 PM