111 Jockey Hollow Rd

2,085,217 / 47.87
Lot Size / Acres

Description

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...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.
  1. Listed by Betsy Wadsworth • Four Seasons Sotheby's Int'l Realty

Sold By Four Seasons Sotheby's Int'l Realty

Property Details for 111 Jockey Hollow Road

Zoning
Conservation
LISTING UPDATED: 01/08/2026 01:25 AM

Property Details for 111 Jockey Hollow Road

StatusClosed
MLS #5040373
Days on Market169
Taxes$1,788 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeLand
MLS TypeLand
Year Built-
Lot Size47.87 AC
CountyWindham County

Location

Add your commute

Building Information for 111 Jockey Hollow Road

Lot Size47.87 AC

Payment Calculator

$2,541 per month

30 year fixed, 6.46% Interest

Principal and Interest

$2,392

Property Taxes

$149

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 111 Jockey Hollow Road

Summary
Location and General Information
  • City: Dover
  • County: VT-Windham
  • Directions: Dover Hill Road, North Street to Jockey Hollow. Property is on the left.
  • Latitude: 42.980525000001002
  • Longitude: -72.766721000000004
  • Road Frontage: Yes
  • State: VT
  • Street Designation: Road
  • Zip Code: 05341
Taxes and HOA Information
  • SPAN Number: 183-058-14086
  • Tax Year: 2024
  • Taxes TBD: No
Property
Lot Information
  • Lot Features: Abuts Conservation, Near Skiing, Near Snowmobile Trails, Country Setting, Field/Pasture, Mountain View, Recreational, Ski Area, View
  • Lot Size Acres: 47.87
  • Road Frontage Length: 687.0
Property and Assessments
  • Current Use: No
  • Property Class: Land
  • Flood Zone: No
  • Resort: Yes
  • Surveyed: Yes
Utilities
  • Electric Company: GMP
  • Electric: On-Site, Underground
  • Sewer: Septic Design Available
  • Water Source: Drilled Well
  • Utilities: None
  • Internet: Fiber Optic Internt Avail

Property History for 111 Jockey Hollow Road

DateEvent & SourcePriceAppreciation
Jan 7, 2026

Sold (Public Record)

Public Record #1926110000

$475,000

+3.7% / yr

Jan 7, 2026

Sold

New England Real Estate Network #5040373

$475,000
Oct 28, 2025

Pending

New England Real Estate Network #5040373

May 12, 2025

Listed (Active)

New England Real Estate Network #5040373

$597,500
Dec 21, 2017

Expired

New England Real Estate Network #4422887

May 18, 2015

Listed (Active)

New England Real Estate Network #4422887

$399,900
Apr 16, 2013

Sold (Public Record)

Public Record #351386633

$300,000

+995634.5% / yr

Apr 12, 2013

Sold

New England Real Estate Network #4174036

$300,000
Mar 16, 2013

Pending

New England Real Estate Network #4174036

Feb 20, 2013

Sold (Public Record)

Public Record #348455770

$75,000
Jul 19, 2012

Listed (Active)

New England Real Estate Network #4174036

$350,000
DateEvent & SourcePrice
01/07/2026

Sold (Public Record)

Public Record #1926110000

$475,000

+3.7% / yr

01/07/2026

Sold

New England Real Estate Network #5040373

$475,000
10/28/2025

Pending

New England Real Estate Network #5040373

05/12/2025

Listed (Active)

New England Real Estate Network #5040373

$597,500
12/21/2017

Expired

New England Real Estate Network #4422887

05/18/2015

Listed (Active)

New England Real Estate Network #4422887

$399,900
04/16/2013

Sold (Public Record)

Public Record #351386633

$300,000

+995634.5% / yr

04/12/2013

Sold

New England Real Estate Network #4174036

$300,000
03/16/2013

Pending

New England Real Estate Network #4174036

02/20/2013

Sold (Public Record)

Public Record #348455770

$75,000
07/19/2012

Listed (Active)

New England Real Estate Network #4174036

$350,000

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

Public Records for 111 Jockey Hollow Road

Taxable ValueLand-Additions-Total-
Tax Record2024$7,188 ($599 / month)
Home Facts
Beds0Lot Size2,085,217 SqFtStyleSingle Family ResidenceCountyWINDHAMAPN(058) JH007B

Schools near 111 Jockey Hollow Road

This home is within River Valleys Unified School District #73.
Rating
School
Type
Grades
Distance
Public - PK to 6
Rating
School
Distance
Dover Elementary School
PublicPK to 6

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

Similar Sold Homes

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. 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 04/03/2026 06:23 AM