Last Sold Price
3 beds2,346 sqft$96/sqft
2372 Winhall Hollow Rd, Londonderry, VT 05155

Description

Inviting country home located on the highly desirable Winhall Hollow Road has lovingly been updated and maintained. Features include granite counters, Vermont Castings wood stove set on a brick hearth, hardwood floors, generously sized bedrooms including a suite bedroom and an open living space. The walk-out lower level includes a mudroom with tiled floor, bath, den and family bonus room that is perfect for large gatherings. The setting is private and conveniently tucked off the road with easy access,...Inviting country home located on the highly desirable Winhall Hollow Road has lovingly been updated and maintained. Features include granite counters, Vermont Castings wood stove set on a brick hearth, hardwood floors, generously sized bedrooms including a suite bedroom and an open living space. The walk-out lower level includes a mudroom with tiled floor, bath, den and family bonus room that is perfect for large gatherings. The setting is private and conveniently tucked off the road with easy access, includes 3.6 acres, a wonderful yard with fire pit, play set, storage shed and local view. A wrap-around upgraded deck for summer entertaining completes this gem. Located minutes to skiing, a mile from the village and maintained hiking trails.
LISTING CLOSED: 08/10/2016 12:00 AM

  1. Listed by Lavinia Lee Brown • Four Seasons Sotheby's Int'l Realty

Sold By Four Seasons Sotheby's Int'l Realty

Property Details for 2372 Winhall Hollow Road

Status
MLS #
4466865
Days on Market
147
Taxes
$4,366 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential / Single Family
Year Built
1960
Lot Size
3.60 AC / 156,816 SF
Parking
Driveway, Parking Spaces 6+
Zoning
Londonderry

Recent comparable sales

Median sold price

$375,000

Avg days on market

64

Sale-to-list ratio

91.1%

Londonderry, VT

9 comparable properties found

$227,000 | 347 Main Street, Londonderry, VT 05155
1/36
1

$227,000

Sold 05/02/25

3
Bedrooms
2,072
Square Feet
0.5
Acres
$379,000 | 3702 Vermont Rte 100, Londonderry, VT 05155
1/49
2

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Sold 01/15/25

3
Bedrooms
2,000
Square Feet
1
Acres
$195,000 | 2147 North Main Street, Londonderry, VT 05148
1/18
3

$195,000

Sold 07/25/25

3
Bedrooms
1,414
Square Feet
0.5
Acres
$340,000 | 290 Melendy Hill Road, Londonderry, VT 05155
1/37
4

$340,000

Sold 08/14/25

3
Bedrooms
2,809
Square Feet
0.7
Acres
$581,000 | 532 Sherwood Forest, Londonderry, VT 05148
1/55
5

$581,000

Sold 03/13/26

3
Bedrooms
2,761
Square Feet
1
Acres
$649,000 | 282 Melendy Hill Road, Londonderry, VT 05155
1/36
6

$649,000

Sold 12/04/25

3
Bedrooms
2,939
Square Feet
4.91
Acres
$547,500 | 66 Hilltop Road, Londonderry, VT 05155
1/44
7

$547,500

Sold 12/29/25

4
Bedrooms
2,149
Square Feet
1
Acres
$275,000 | 70 Overlook Drive, Londonderry, VT 05148
1/41
8

$275,000

Sold 07/01/26

3
Bedrooms
1,248
Square Feet
0.96
Acres
$375,000 | 188 Sugar Bush Road, Londonderry, VT 05148
1/43
9

$375,000

Sold 11/25/25

3
Bedrooms
1,882
Square Feet
1.49
Acres

Location

Add your commute

Building Information for 2372 Winhall Hollow Road

Stories1Year Built1960Building Size-Lot Size3.60 AC / 156,816 SF

Payment Calculator

$1,507 per month

30 year fixed, 6.55% Interest

Principal and Interest

$1,144

Property Taxes

$364

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 2372 Winhall Hollow Road

Summary
Location and General Information
  • Area Description: Rural
  • City: Londonderry
  • County: VT-Windham
  • Directions: From South Londonderry follow Winhall Hollow Road approximately 1 mile, the house will be on the left. It is the 3rd driveway on the left after you pass Derry Lane on the right.
  • Latitude: 43.204116106146
  • Longitude: -72.831508666277
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Zip: 05155
Taxes and HOA Information
  • SPAN Number: 357-110-10282
  • Tax - Gross Amount: $4,366.35
  • Tax Rate: .00%
  • Tax Year: 2015
  • Taxes TBD: No
School Information
  • School - High: Choice
  • School - District: Flood Brook USD 20
  • School - Elementary: Flood Brook USD #20
  • School - Middle/Jr: Flood Brook Union School
Parking
  • Garage: No
  • Garage Capacity: .00
  • Driveway: Dirt, Gravel
Property
Lot Information
  • Footprint: 26x33, 21x30
  • Lot - Sqft: 156816.0
  • Lot Size Acres: 3.6
  • Road Frontage Length: 314.0
  • Square Feet Apx Finished Above Grade: 1488.0
  • Square Feet Apx Finished AG Source: Public Records
  • Square Feet Apx Finished Below Grade: 858.0
  • Square Feet Apx Tot BG Source: Public Records
  • Square Feet Apx Tot Below Grade: 1488.0
  • Square Feet Apx Total Finished: 2346.0
  • Square Feet Apx Unfinished Below Grade: 630.0
Property and Assessments
  • Current Use: No
  • Assessment Amount: $226,800
  • Property Class: Residential
  • Property Type: Single Family
  • Flood Zone: No
  • Foundation: Block, Concrete
  • ROW - Parcel Access: No
  • Surveyed: Yes
  • Year Built: 1960
Utilities
  • Electric Company: GMP
  • Electric: 100 Amp, Circuit Breaker(s)
  • Sewer: 1000 Gallon, Septic
  • Utilities: Cable, Internet - Cable
Interior and Exterior Features
Exterior Features
  • Color: taupe
  • Features - Accessibility: 1st Floor 1/2 Bathroom, 1st Floor Bedroom, 1st Floor Full Bathroom, 1st Floor Hrd Surfce Flr, Bathroom w/Tub
  • Features - Exterior: Deck, Outbuilding, Window Screens
  • Roads: Public
  • Roof: Metal, Standing Seam
Interior Features
  • Appliances: Dishwasher, Dryer, Washer
  • Basement: Yes
  • Basement Access Type: Walkout
  • Basement Description: Finished, Full, Partially Finished, Stairs - Interior, Storage Space, Sump Pump
  • Baths - Total: 3
  • Baths - Full: 1
  • Half Baths: 1
  • Three Quarter Bath: 1
  • Rooms - Total: 10
  • Bedrooms - Total: 3
  • Equipment: CO Detector, Dehumidifier, Smoke Detector
  • Features - Interior: Dining Area, Hearth, Kitchen/Dining, Kitchen/Living, Master BR w/ BA
  • Flooring: Carpet, Ceramic Tile, Hardwood, Manufactured, Vinyl
  • Heat Fuel: Oil, Wood
  • Heating: Baseboard, Hot Water, Stove, Stove - Wood
  • Total Stories: 1
Room Information
Room 1
  • Room Level: 1
  • Room Type: Kitchen
Room 2
  • Room Level: 1
  • Room Type: Dining Room
Room 3
  • Room Level: 1
  • Room Type: Living Room
Room 4
  • Room Level: Basement
  • Room Type: Family Room
Room 5
  • Room Level: 1
  • Room Type: Office/Study
Room 6
  • Room Level: Basement
  • Room Type: Utility Room
Room 7
  • Room Level: 1
  • Room Type: Master Bedroom
Room 8
  • Room Level: 1
  • Room Type: Bedroom
Room 9
  • Room Level: 1
  • Room Type: Bedroom
Room 12
  • Room Level: 1
  • Room Type: Den

Property History for 2372 Winhall Hollow Road

DateEvent & SourcePriceAppreciation
Aug 15, 2016

Sold (Public Record)

Public Record #586654041

$225,000
Aug 10, 2016

Sold

New England Real Estate Network #4466865

$225,000
Aug 8, 2016

Pending

New England Real Estate Network #4466865

DateEvent & SourcePrice
08/15/2016

Sold (Public Record)

Public Record #586654041

$225,000
08/10/2016

Sold

New England Real Estate Network #4466865

$225,000
08/08/2016

Pending

New England Real Estate Network #4466865

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

Public Records for 2372 Winhall Hollow Road

Taxable ValueLand$72,100Additions$152,400Total$224,500
Tax Record2025$3,711 ($309 / month)
Home Facts
Beds3Baths2.5Total Finished SqFt1,514 SqFtAbove Grade Finished SqFt1,514 SqFtUnfinished Basement SqFt657 SqFtStories1Lot Size156,816 SqFtStyleSingle Family ResidenceYear Built1960Year Renovated1960CountyWINDHAMAPN(110) 007022

Schools near 2372 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.

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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 08/21/2026 12:50 PM