Sold
Last Sold Price
2,085,217 Lot Size47.87 Acres

111 Jockey Hollow Rd, Dover, VT 05341

LandProperty Type
47.87 acresLot Size

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.
Listing Agent
  1. Betsy Wadsworth

    Betsy Wadsworth

    Listing Agent

    Four Seasons Sotheby's Int'l Realty

    betsy.wadsworth@fourseasonssir.com

    P: (802) 579-8689

    M: (802) 579-8689

Listing closed: 01/07/2026 12:00 AM • Source: New England Real Estate Network, MLS#: 5040373
See It First™ on Compass

Find homes before they're listed on other real estate sites.

Start your search

Recent comparable sales

Median sold price

$80,000

Avg days on market

234

Sale-to-list ratio

82.0%

Dover, VT

9 comparable properties found

$75,000 | Lot 3 North Street, Dover, VT 05341
1/11
1

$75,000

Sold 09/04/26

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
10.05
Acres
$150,000 | 101 North Street, Unit NS021, Dover, VT 05341
1/4
2

$150,000

Sold 06/27/25

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
57
Acres
$31,000 | 86 Goose City Road, Dover, VT 05341
1/5
3

$31,000

Sold 12/09/24

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
11
Acres
$80,000 | Lot 4 North Street, Unit 43, Dover, VT 05341
1/17
4

$80,000

Sold 08/14/25

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
10
Acres
$75,000 | Lot 2 North Street, Dover, VT 05341
1/10
5

$75,000

Sold 09/04/26

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
10.04
Acres
$125,000 | 53 Brickyard Road, Dover, VT 05341
1/11
6

$125,000

Sold 12/18/24

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
33.1
Acres
$25,000 | 8 Brickyard Road, Dover, VT 05341
1/18
7

$25,000

Sold 07/18/25

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
2.01
Acres
$180,000 | 41 Rice Hill Road, Dover, VT 05341
1/10
8

$180,000

Sold 04/09/26

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
31
Acres
Lot 2-blk Ames Way, Dover, ID 83825
9

-

Sold 09/17/25

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.1
Acres

Location

Listing Courtesy of Four Seasons Sotheby's Int'l Realty
Add your commute
Payment Calculator

$2,685 per month

30 year fixed, 7.03% Interest

Principal and Interest

$2,536

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

Property Details

  • Taxes: $1,788 / year
  • MLS Type: Land
  • Zoning: Conservation

Building Information

  • Lot Size: 47.87 AC

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
  • Lot Size Square Feet: 2085217.0
Property and Assessments
  • Current Use: No
  • Property Class: Land
  • Flood Zone: No
  • Resort: Yes
  • Surveyed: Yes
  • High School: Choice
  • Middle/Jr School: Choice
  • Elementary School: Dover Elementary School
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

—
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

—

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

Public records

111 Jockey Hollow Road

Beds

0

Lot Size

2,085,217 SqFt

Style

Single Family Residence

County

WINDHAM

APN

(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

New listings in 05341

$799,000 | 25 Yeaw Road, Dover, VT 05341
1/34
Active Under Contract

$799,000

4
Bedrooms
3,550
Square Feet
12.03
Acres
$929,000 | 60 Whites Hill Road, Dover, VT 05341
1/59

$929,000

3
Bedrooms
1,831
Square Feet
10
Acres
$219,000 | 279 North Street, Dover, VT 05341
1/28

$219,000

3
Bedrooms
1,136
Square Feet
1
Acres
$995,000 | 136 Yeaw Road, Dover, VT 05341
1/56

$995,000

4
Bedrooms
3,900
Square Feet
4.9
Acres
$319,000 | 8 Beech Tree Lane, East Dover, VT 05341
1/33
Active Under Contract

$319,000

2
Bedrooms
1,056
Square Feet
9
Acres
$149,000 | 25 Elva's Way, Dover, VT 05341
1/10

$149,000

1
Bedrooms
514
Square Feet
14.4
Acres
$895,000 | 257 Dover Hill Road, Dover, VT 05341
1/47

$895,000

3
Bedrooms
3,981
Square Feet
6.92
Acres

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 111 Jockey Hollow Road, Dover, VT 05341
$475,000
–
–
–
2,085,217
–
4
2.5
2,641
130,680
–
4
2
2,480
1,742,400
–
3
2
–
221,285
–
3
1
1,280
309,276
$590,000
4
3.5
3,073
1,907,057

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 10/08/2026 05:57 PM