3020 Winhall Hollow Road

Closed 4/30/21
Closed 4/30/21
Gallery Image 1
Sold
Last Sold Price
$640,000
5 beds3,368 sqft
3020 Winhall Hollow Rd, Londonderry, VT 05155
Single FamilyProperty Type
10.01 acresLot Size
1988Year Built
$190/sq ftPrice per sq ft
2 carsParking Spaces

Description

Look no further! This handsome Vermont contemporary farmhouse has it all: quality craftsmanship, a well-appointed layout, and high-speed Internet all on 10 pretty, wooded acres in Londonderry. The main living areas are spacious, have interesting architectural details, high ceilings and lots of windows and you’ll find an easy flow from room to room with spaces to gather in and rooms to spread out and find quiet and privacy. From the well-appointed kitchen and dining area, you’ll find a generously-sized...Look no further! This handsome Vermont contemporary farmhouse has it all: quality craftsmanship, a well-appointed layout, and high-speed Internet all on 10 pretty, wooded acres in Londonderry. The main living areas are spacious, have interesting architectural details, high ceilings and lots of windows and you’ll find an easy flow from room to room with spaces to gather in and rooms to spread out and find quiet and privacy. From the well-appointed kitchen and dining area, you’ll find a generously-sized living room with an attractive wood-burning brick fireplace and hearth (complete with a lift to bring the firewood upstairs from the basement area!) and a separate Great Room with vaulted ceiling and deck overlooking the rear and side yards. The bedrooms are located on the two upper levels with a large master suite and four additional bedrooms. There is a partially-finished lower level with another bonus room, workshop and mechanical room, and entry to and from the attached two-car garage. Located on one of the prettiest roads in the area, this house is centrally located with schools and shopping just minutes away and equidistant to some of the area’s best summer and winter recreation spots ranging from four different ski resorts 5-30 minutes-drive (Magic, Stratton, Bromley and Okemo), Nordic skiing in Londonderry or Peru, kayaking on Lowell Lake, golf, and the West River Trail (18+ miles) for hiking/biking/snowshoeing trail is at the end of the street. Offered fully-furnished,

    Sold By Cummings & Co

    • Listed by: Claudia Harris • Mary Mitchell Miller Real Estate
    Listing closed: 04/30/2021 12:00 AM • Source: New England Real Estate Network, MLS#: 4841210

    Recent comparable sales

    Median sold price

    $710,000

    Avg days on market

    68

    Sale-to-list ratio

    90.5%

    Londonderry, VT

    9 comparable properties found

    $790,000 | 1410 Haven Hill Road, Londonderry, VT 05155
    1/45
    1

    $790,000

    Sold 10/10/25

    5
    Bedrooms
    3,102
    Square Feet
    8.1
    Acres

    1410 Haven Hill Road, Londonderry, VT 05155

    $500,000 | 659 Magic Circle, Londonderry, VT 05148
    1/33
    2

    $500,000

    Sold 03/17/25

    5
    Bedrooms
    2,962
    Square Feet
    0.67
    Acres

    659 Magic Circle, Londonderry, VT 05148

    $499,000 | 452 Sherwood Forest, Londonderry, VT 05148
    1/39
    3

    $499,000

    Sold 09/26/25

    5
    Bedrooms
    2,600
    Square Feet
    1
    Acres

    452 Sherwood Forest, Londonderry, VT 05148

    $740,000 | 384 Adams Drive, Londonderry, VT 05148
    1/38
    4

    $740,000

    Sold 10/11/24

    4
    Bedrooms
    2,752
    Square Feet
    3.68
    Acres

    384 Adams Drive, Londonderry, VT 05148

    $725,000 | 25 Blue Jay Lane, Londonderry, VT 05148
    1/37
    5

    $725,000

    Sold 04/07/25

    4
    Bedrooms
    3,011
    Square Feet
    1.22
    Acres

    25 Blue Jay Lane, Londonderry, VT 05148

    $650,000 | 11 Ross Drive, Londonderry, NH 03053
    1/47
    6

    $650,000

    Sold 07/10/25

    5
    Bedrooms
    3,195
    Square Feet
    1
    Acres

    11 Ross Drive, Londonderry, NH 03053

    $710,000 | 69 Litchfield Road, Londonderry, NH 03053
    1/42
    7

    $710,000

    Sold 10/17/25

    5
    Bedrooms
    2,908
    Square Feet
    1.39
    Acres

    69 Litchfield Road, Londonderry, NH 03053

    $591,000 | 13 Happy Lane, Londonderry, NH 03053
    1/40
    8

    $591,000

    Sold 01/10/25

    5
    Bedrooms
    3,846
    Square Feet
    1
    Acres

    13 Happy Lane, Londonderry, NH 03053

    $750,000 | 573 Middletown Road, Londonderry, VT 05155
    1/49
    9

    $750,000

    Sold 08/14/25

    4
    Bedrooms
    2,573
    Square Feet
    3.31
    Acres

    573 Middletown Road, Londonderry, VT 05155

    Get preapproved with Rocket Mortgage1

    Location

    Add your commute

    Payment Calculator

    Get preapproved with Rocket Mortgage1

    $4,218 per month

    30 year fixed, 6.71% Interest

    Principal and Interest

    $3,307

    Property Taxes

    $911

    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 3020 Winhall Hollow Road

    Property Details
    • Taxes: $10,935 / year
    • MLS Type: Residential / Single Family
    • County: Windham County
    • Development / Subdivision: None (Lon)
    • Parking: Driveway, Garage
    • Water View: No
    • Waterfront Property: No
    • Zoning: RES
    Building Information
    • Stories: 3
    • Year Built: 1988
    • Lot Size: 10.01 AC / 436,035 SF
    Summary
    Location and General Information
    • Area Description: Near Paths, Near Shopping, Near Skiing, Rural
    • City: Londonderry
    • County: VT-Windham
    • Directions: From Route 100 in South Londonderry, west on Winhall Hollow Road for approximately 3/4 mile to drive on left marked 3020.
    • Latitude: 43.196727894203498
    • Longitude: -72.824429915344226
    • Road Frontage: Yes
    • Seasonal: No
    • State: VT
    • Street Designation: Road
    • Zip: 05155
    Taxes and HOA Information
    • SPAN Number: 357-110-10857
    • Tax - Gross Amount: $10,934.91
    • Tax Year: 2020
    • Taxes TBD: No
    School Information
    • School - High: Choice
    • School - Elementary: Flood Brook USD #20
    • School - Middle/Jr: Flood Brook Union School
    Parking
    • Garage: Yes
    • Garage Capacity: 2.00
    • Driveway: Gravel
    Property
    Lot Information
    • Common Land Acres: 0.0
    • Lot - Sqft: 436036.0
    • Lot Size Acres: 10.01
    • Road Frontage Length: 270.0
    • Square Feet Apx Finished Above Grade: 3065.0
    • Square Feet Apx Finished AG Source: Appraiser
    • Square Feet Apx Finished Below Grade: 303.0
    • Square Feet Apx Finished BG Source: Other
    • Square Feet Apx Total: 3868.0
    • Square Feet Apx Total Finished: 3368.0
    • Square Feet Apx Unfinished Above Grade: 0.0
    • Square Feet Apx Unfinished AG Source: Other
    • Square Feet Apx Unfinished Below Grade: 500.0
    • Square Feet Apx Unfinished BG Source: Other
    • Water Body Access: No
    Property and Assessments
    • Current Use: No
    • Property Class: Residential
    • Property Type: Single Family
    • Easements: Unknown
    • Flood Zone: No
    • Foundation: Concrete, Slab w/ Frost Wall
    • PreConstruction: No
    • Resort: No
    • ROW - Parcel Access: No
    • ROW to other Parcel: No
    • Surveyed: Yes
    • Year Built: 1988
    Utilities
    • Electric Company: GMP
    • Cable Company: Comcast
    • Fuel Company: Cota
    • Electric: Circuit Breaker(s)
    • Sewer: Septic
    • Utilities: Cable - At Site, High Speed Intrnt -AtSite, Internet - Cable
    Interior and Exterior Features
    Exterior Features
    • Color: Lt. Yellow
    • Features - Exterior: Deck
    • Roads: Paved, Public
    • Roof: Shingle - Fiberglass, Standing Seam
    Interior Features
    • Appliances: Dishwasher, Dryer, Range - Gas, Refrigerator, Washer
    • Basement: Yes
    • Basement Access Type: Walkout
    • Basement Description: Climate Controlled, Partially Finished, Stairs - Interior, Walkout
    • Baths - Total: 4
    • Baths - Full: 1
    • Half Baths: 1
    • One Quarter Baths: 0
    • Three Quarter Bath: 2
    • Rooms - Total: 9
    • Rooms: Level 1: Level 1: Bath - 1/2, Level 1: Dining Room, Level 1: Family Room, Level 1: Kitchen, Level 1: Living Room
    • Rooms: Level 2: Level 2: Bedroom, Level 2: Bath - Full, Level 2: Bath - 3/4, Level 2: Master Bedroom
    • Rooms: Level 3: Level 3: Bedroom, Level 3: Bath - 3/4
    • Rooms: Level B: Level B: Bonus Room
    • Bedrooms - Total: 5
    • Features - Interior: Dining Area, Elevator - Freight, Fireplace - Wood, Fireplaces - 1, Master BR w/ BA
    • Flooring: Carpet, Hardwood, Tile
    • Heat Fuel: Oil, Wood
    • Heating: Baseboard, Hot Water, Stove - Wood
    • Cooling: None
    • Total Stories: 3
    Room Information
    Room 1
    • Room Dimensions: 14x9.6
    • Room Level: 1
    • Room Type: Kitchen
    Room 2
    • Room Dimensions: 9.2x15.6
    • Room Level: 1
    • Room Type: Dining Room
    Room 3
    • Room Dimensions: 23.5x14
    • Room Level: 1
    • Room Type: Living Room
    Room 4
    • Room Dimensions: 25x23
    • Room Level: 1
    • Room Type: Family Room
    Room 5
    • Room Level: 1
    • Room Type: Bath - 1/2
    Room 6
    • Room Dimensions: 22.5x13.5
    • Room Level: Basement
    • Room Type: Bonus Room
    Room 7
    • Room Dimensions: 15.5x19
    • Room Level: 2
    • Room Type: Master Bedroom
    Room 8
    • Room Dimensions: 11.5x11
    • Room Level: 2
    • Room Type: Bedroom
    Room 9
    • Room Dimensions: 11x11
    • Room Level: 2
    • Room Type: Bedroom
    Room 10
    • Room Dimensions: 12.5x14.5
    • Room Level: 3
    • Room Type: Bedroom
    Room 11
    • Room Dimensions: 19x13
    • Room Level: 3
    • Room Type: Bedroom
    Room 12
    • Room Level: 3
    • Room Type: Bath - 3/4
    Room 13
    • Room Level: 2
    • Room Type: Bath - 3/4
    Room 14
    • Room Level: 2
    • Room Type: Bath - Full
    Rental
    Rent Information
    • Rented: No

    Property History for 3020 Winhall Hollow Road

    DateEvent & SourcePriceAppreciation
    Apr 30, 2021

    Sold (Public Record)

    Public Record #1460227689

    		$640,000—
    Apr 30, 2021

    Sold

    New England Real Estate Network #4841210

    		$640,000—
    Apr 30, 2021

    Pending

    New England Real Estate Network #4841210

    		—
    DateEvent & SourcePrice
    04/30/2021

    Sold (Public Record)

    Public Record #1460227689

    $640,000
    04/30/2021

    Sold

    New England Real Estate Network #4841210

    $640,000
    04/30/2021

    Pending

    New England Real Estate Network #4841210

    —

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

    Public Records for 3020 Winhall Hollow Road

    Taxable ValueLand$177,500Additions$371,100Total$548,600
    Tax Record2025$10,791 ($899 / month)
    Home Facts
    Beds5Baths3.5Total Finished SqFt2,643 SqFtAbove Grade Finished SqFt2,643 SqFtUnfinished Basement SqFt1,269 SqFtStories2Lot Size436,471 SqFtStyleSingle Family ResidenceYear Built1988Year Renovated1988CountyWINDHAMAPN(110) 007014-100

    Schools near 3020 Winhall Hollow Road

    This home is within Taconic and Green Regional School District.
    Rating
    School
    Type
    Grades
    Distance
    Flood Brook Usd #20
    		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

    $600,000 | 341 Under The Mountain Road, Londonderry, VT 05155
    1/37

    $600,000

    5
    Bedrooms
    2,635
    Square Feet
    44.4
    Acres

    341 Under The Mountain Road, Londonderry, VT 05155

    $629,000 | 792 Stratton Mountain Road, Unit 4310, Stratton, VT 05155
    1/14
    Virtual Tour

    $629,000

    2
    Bedrooms
    1,148
    Square Feet

    792 Stratton Mountain Road, Unit 4310, Stratton, VT 05155

    $729,000 | 778 Stratton Mountain Road, Unit 2103, Stratton, VT 05155
    1/17

    $729,000

    2
    Bedrooms
    1,200
    Square Feet

    778 Stratton Mountain Road, Unit 2103, Stratton, VT 05155

    $429,000 | 49 High Point Drive, Unit A14, Stratton, VT 05155
    1/30
    Virtual Tour

    $429,000

    2
    Bedrooms
    1,353
    Square Feet

    49 High Point Drive, Unit A14, Stratton, VT 05155

    $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

    761 Stratton Mountain Road, Unit 321/323, Stratton, VT 05155

    $1,800,000 | 95 Middletown Road, Londonderry, VT 05155
    1/49

    $1,800,000

    4
    Bedrooms
    4,853
    Square Feet
    2.4
    Acres

    95 Middletown Road, Londonderry, VT 05155

    $445,000 | 494 West River Street, Londonderry, VT 05155
    1/39

    $445,000

    4
    Bedrooms
    1,560
    Square Feet
    10.26
    Acres

    494 West River Street, Londonderry, VT 05155

    $515,000 | 12 Ober Tal Drive, Unit C14, Stratton, VT 05155
    1/18

    $515,000

    2
    Bedrooms
    850
    Square Feet

    12 Ober Tal Drive, Unit C14, Stratton, VT 05155

    $4,500,000 | 24 Sawmill Road, Stratton, VT 05155
    1/52

    $4,500,000

    5
    Bedrooms
    5,700
    Square Feet
    1.6
    Acres

    24 Sawmill Road, Stratton, VT 05155

    Nearby home values

    AddressSold priceBedsBathsSqftLot (Sqft)
    This home: 3020 Winhall Hollow Road, Londonderry, VT 05155
    $640,000
    5
    3,368
    436,035
    387 Tuttle Hill Road, Londonderry, VT 05155
    –
    3
    3
    1,548
    43,996
    2372 Winhall Hollow Road, Londonderry, VT 05155
    $225,000
    3
    2,346
    156,816
    2446 Winhall Hollow Road, Londonderry, VT 05155
    –
    4
    2
    1,344
    21,780
    3066 Winhall Hollow Road, South Londonderry, VT 05155
    $142,000
    2
    2
    1,020
    76,230
    363 Tuttle Hill Road, Londonderry, VT 05155
    $305,000
    3
    1,546
    45,738

    Explore Nearby Homes

    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 Mary Mitchell Miller Real Estate

    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 09/17/2026 06:20 PM