111 Jockey Hollow Rd Dover, VT 05341
Property details
About 111 Jockey Hollow Rd
Set on 47.87 picturesque acres in East Dover, Vermont, this striking timber-framed barn offers a rare blend of craftsmanship, open land, and mountain lifestyle just minutes from Mount Snow and The Hermitage Club. With open land and sweeping mountain views, the property is ideally suited for a private estate, equestrian retreat, or recreational escape. The custom Timber Framed barn features a classic cupola, vertical wood siding, and a standing seam metal roof, all thoughtfully designed to complement the surrounding landscape. Utility infrastructure, including underground power, a waste water permit for a 4 bedroom house, and well are already in place—laying the groundwork for future development. Whether you're seeking a basecamp for outdoor adventures or envisioning a legacy property to build your dream home, this offering combines rural beauty with convenient proximity to skiing, golf, dining, and village amenities. A unique opportunity to own a significant piece of Vermont just a short drive from resort life.
Highlights
Summary
- List Price: $597,500
- Annual Tax Amount: $5,683
- Tax Year: 2023
- Directions: Dover Hill Road, North Street to Jockey Hollow. Property is on the left.
- Lot Size: 47.87 Acres
- MLS Number: 5040373
- Office Name: Four Seasons Sotheby's Int'l Realty
- Office Phone: (802) 464-1200
- Office Email: ellen.mallia@fourseasonssir.com
- Listing Agent: Betsy Wadsworth
© Copyright 2025 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.
Housing Market Reports are calculated by Rocket Homes Real Estate, LLC and based on information from the MLS.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 5/22/2025, 11:20:32 AM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
Get an agent. Get a mortgage. Save big.¹
$597,500
111 Jockey Hollow Rd
Sell your home with Rocket and save even more!
Seller rebate
0.5% sale price²
Price information
Property sales
| Date | Event | Price |
|---|---|---|
| Apr 16, 2013 | Home Sold | $300,000 |
| Feb 20, 2013 | Home Sold | $75,000 |
Tax history
| Year | Assessment | Property Tax |
|---|---|---|
| 2023 | $291,110 | $5,683 |
| 2022 | $291,110 | $5,683 |
| 2021 | $291,110 | $5,683 |
History based on county public records data.
Nearby schools
6
Twin Valley Elementary School
Public District PK-5
8.0 mi
•360 Route 100 North
5
Academy School
Public District PK-6
12.2 mi
•860 Western Ave
2
Green Street School
Public District PK-6
13.4 mi
•164 Green St
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $63,462. Typical income of Dover, VT residents is between $35k-100k annually. Most families are married, no kids. The majority of residents in this area have post secondary degree education.
How much money do the neighbors make?
What level of education do the neighbors have?
What types of families live nearby?
Are the neighbors home owners or renters?
How old are people in this area?
What do the neighbors do for fun?
NASCAR
Hunting
Figure Skating
Where do the neighbors shop?
Dollar General
Dillards
Dick's Sporting Goods
Where do the neighbors go to eat?
Hardee's
Cracker Barrel
Texas Roadhouse
What do the neighbors drive?
Oldsmobile
Cadillac
Subaru
What do the neighbors listen to?
Oldies
News/Talk/Information
New Country
Frequently asked questions
About 111 Jockey Hollow Rd
The listing price of 111 Jockey Hollow Rd property is $597,500.
The property 111 Jockey Hollow Rd is land located in Dover, Vermont, 05341.
Active Listing: 111 Jockey Hollow Rd is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 111 Jockey Hollow Rd are: Twin Valley Elementary School (GreatSchools Rating 6/10), Academy School (GreatSchools Rating 5/10), Green Street School (GreatSchools Rating 2/10), Dummerston Schools (GreatSchools Rating 6/10), Putney Central School (GreatSchools Rating 7/10), Brattleboro Area Middle School (GreatSchools Rating 5/10), Leland & Gray Union Middle and High School (GreatSchools Rating 3/10), Twin Valley Middle High School (GreatSchools Rating 4/10), Brattleboro Union High School (GreatSchools Rating 5/10).
According to the records, the last property tax for 2023 is $5,683 (source: MLS/based on county public records data).
The last sale was on April 16, 2013 for $300,000 (source: MLS/tax record).
The property 111 Jockey Hollow Rd is 47.87 acres.
This home is located at 111 Jockey Hollow Rd in Dover, VT and zip code 05341. Features: 0 bathroom. It has been listed on Rocket Homes since May 12, 2025 and is currently priced at $597,500.
While more than 0 listings in Dover, VT in April 2025 were sold above asking price, there were more than 1 listings sold at asking price, and more than 4 were sold below. The number of homes for sale in Dover, VT decreased by 16.1% between March and April 2025.