Contract Out
3,618,529 Lot Size83.07 Acres
1888 Winhall Hollow Rd, Londonderry, VT 05155
Est: $2,685/moGet pre-approved
LandProperty Type
83.07 acresLot Size

Description

Nestled along desirable Winhall Hollow Road in South Londonderry, this beautiful undeveloped Vermont property offers a rare opportunity to create a private mountain retreat, recreational getaway, or explore future development potential. The land features a picturesque blend of gently rolling open meadow and mature forest, with power available along the road and an old seasonal camp already in place. Ideally situated just minutes from the Stratton Mountain access road, the property provides convenient...Nestled along desirable Winhall Hollow Road in South Londonderry, this beautiful undeveloped Vermont property offers a rare opportunity to create a private mountain retreat, recreational getaway, or explore future development potential. The land features a picturesque blend of gently rolling open meadow and mature forest, with power available along the road and an old seasonal camp already in place. Ideally situated just minutes from the Stratton Mountain access road, the property provides convenient access to Stratton, Bromley, and Magic Mountain, making it an exceptional four-season location for skiing, hiking, biking, and outdoor recreation. Whether you're envisioning a secluded homesite, a long-term investment, or a place to enjoy hunting and the natural beauty of Southern Vermont, this scenic parcel offers endless possibilities. Access to camp on the north side by a shared ROW. South side has its own possible access. Buyers considering development should perform their own due diligence with the Town of Londonderry and the State of Vermont regarding zoning, wastewater permitting, wetlands, and any applicable Act 250 requirements.
4 days on Market
  • Listed by: Andy Reed • Four Seasons Sotheby's Int'l Realty
Last updated: 08/18/2026 01:31 PM • Source: New England Real Estate Network, MLS#: 5104960

Location

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

Payment Calculator

$2,685 per month

30 year fixed, 6.55% Interest

Principal and Interest

$2,287

Property Taxes

$398

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 1888 Winhall Hollow Road

Property Details
Building Information
  • Lot Size: 83.07 AC
Summary
Location and General Information
  • City: Londonderry
  • County: VT-Windham
  • Latitude: 43.205385312371313
  • Longitude: -72.839992847885128
  • Road Frontage: Yes
  • State: VT
  • Street Designation: Road
  • Zip Code: 05155
Taxes and HOA Information
  • SPAN Number: 375-110-10297
  • Tax Year: 2026
  • Taxes TBD: No
Property
Lot Information
  • Lot Features: Near Skiing, Rural, Country Setting, Field/Pasture, Secluded, Wetlands, Wooded, Private
  • Lot Size Acres: 83.07
  • Road Frontage Length: 23873.0
  • Lot Size Square Feet: 3618529.0
Property and Assessments
  • Property Class: Land
  • Easements: Yes
  • Flood Zone: No
  • Resort: No
  • Surveyed: Yes
  • School District: Bennington/Rutland
  • High School: Choice
  • Middle/Jr School: Flood Brook Union School
  • Elementary School: Flood Brook Elementary School
  • Property Tax Relief Program: No
Utilities
  • Electric: At Street
  • Sewer: None
  • Water Source: On-Site Well Needed
  • Utilities: None
  • Internet: None

Property History for 1888 Winhall Hollow Road

DateEvent & SourcePriceAppreciation
Aug 17, 2026

Active Under Contract

New England Real Estate Network #5104960

Aug 13, 2026

Listed (Active)

New England Real Estate Network #5104960

$450,000
DateEvent & SourcePrice
08/17/2026

Active Under Contract

New England Real Estate Network #5104960

08/13/2026

Listed (Active)

New England Real Estate Network #5104960

$450,000

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

Public Records for 1888 Winhall Hollow Road

Taxable ValueLand$174,800Additions-Total$174,800
Tax Record2025$3,438 ($286 / month)
Home Facts
Beds0Lot Size3,618,529 SqFtStyleResidentialCountyWINDHAMAPN(110) 007032

Schools near 1888 Winhall Hollow Road

This home is within Taconic and Green Regional School District.
Rating
School
Type
Grades
Distance
Public - PK to 8
Rating
School
Distance
Flood Brook Usd #20
PublicPK 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 05155

$690,000 | 341 Under The Mountain Road, Londonderry, VT 05155
1/37

$690,000

5
Bedrooms
2,635
Square Feet
44.4
Acres
$629,000 | 792 Stratton Mountain Road, Unit 4310, Stratton, VT 05155
1/14
Virtual Tour

$629,000

2
Bedrooms
1,148
Square Feet
$729,000 | 778 Stratton Mountain Road, Unit 2103, Stratton, VT 05155
1/17

$729,000

2
Bedrooms
1,200
Square Feet
$429,000 | 49 High Point Drive, Unit A14, Stratton, VT 05155
1/30
Virtual Tour

$429,000

2
Bedrooms
1,353
Square Feet
$915,000 | 761 Stratton Mountain Road, Unit 321/323, Stratton, VT 05155
1/33
Active Under ContractVirtual Tour

$915,000

3
Bedrooms
1,529
Square Feet
$1,800,000 | 95 Middletown Road, Londonderry, VT 05155
1/49

$1,800,000

4
Bedrooms
4,853
Square Feet
2.4
Acres
$445,000 | 494 West River Street, Londonderry, VT 05155
1/39
Active Under Contract

$445,000

4
Bedrooms
1,560
Square Feet
10.26
Acres
$1,050,000 | 16 Middle Ridge Road, Unit 22, Winhall, VT 05155
1/16
Virtual Tour

$1,050,000

4
Bedrooms
2,256
Square Feet
$535,000 | 12 Ober Tal Drive, Unit C14, Stratton, VT 05155
1/18

$535,000

2
Bedrooms
850
Square Feet

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 09/09/2026 04:29 PM