1027 Winhall Hollow Road

Closed 9/10/19
Closed 9/10/19
Gallery Image 1
Sold
Last Sold Price
$400,000
5 beds2,366 sqft
1027 Winhall Hollow Rd, Londonderry, VT 05155
Single FamilyProperty Type
10.46 acresLot Size
1900Year Built
$169/sq ftPrice per sq ft
2 carsParking Spaces

Description

Amazing setting for a country home with potential for apt above Barn. Newly redone kitchen and baths provide modern taste with country flare. Stone walls line open meadows and pastures that are surrounded by mature trees. Wood burning fireplace in living room with beautiful views looking out onto your own piece of Vermont. Just a short drive to Startton, Bromley or Magic Mountain Ski resorts or Summer golf and nearby Gale Meadow and Lowell Lake Amazing setting for a country home with potential for...Amazing setting for a country home with potential for apt above Barn. Newly redone kitchen and baths provide modern taste with country flare. Stone walls line open meadows and pastures that are surrounded by mature trees. Wood burning fireplace in living room with beautiful views looking out onto your own piece of Vermont. Just a short drive to Startton, Bromley or Magic Mountain Ski resorts or Summer golf and nearby Gale Meadow and Lowell Lake Amazing setting for a country home with potential for apt above barn. Newly redone kitchen and baths provide modern taste with country flair. Stone walls line open meadows and pastures that are surrounded by mature trees. Wood burning fireplace in living room with beautiful views looking out onto your own piece of Vermont. Just a short drive to Stratton, Bromley or Magic Mountain Ski resorts or Summer golf and nearby Gale Meadow and Lowell Lake

    Sold By Mary Mitchell Miller Real Estate

    • Listed by: Bob Maisey • Four Seasons Sotheby's Int'l Realty
    Listing closed: 09/10/2019 12:00 AM • Source: New England Real Estate Network, MLS#: 4758607

    Recent comparable sales

    Median sold price

    $499,000

    Avg days on market

    85

    Sale-to-list ratio

    90.8%

    Londonderry, VT

    9 comparable properties found

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

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    Sold 09/26/25

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    Bedrooms
    2,600
    Square Feet
    1
    Acres

    452 Sherwood Forest, Londonderry, VT 05148

    $750,000 | 573 Middletown Road, Londonderry, VT 05155
    1/49
    2

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    Bedrooms
    2,573
    Square Feet
    3.31
    Acres

    573 Middletown Road, Londonderry, VT 05155

    $370,000 | 292 Tallwood Circle, Londonderry, VT 05148
    1/2
    3

    $370,000

    Sold 07/17/26

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    Bedrooms
    1,720
    Square Feet
    1
    Acres

    292 Tallwood Circle, Londonderry, VT 05148

    $547,500 | 66 Hilltop Road, Londonderry, VT 05155
    1/44
    4

    $547,500

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    2,149
    Square Feet
    1
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    66 Hilltop Road, Londonderry, VT 05155

    5

    $375,000

    Sold 12/04/25

    5
    Bedrooms
    3
    Bathrooms
    1,456
    Square Feet
    2
    Acres

    137 Green Mountain Trail, Londonderry, VT 05148

    $790,000 | 1410 Haven Hill Road, Londonderry, VT 05155
    1/45
    6

    $790,000

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    5
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    3,102
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    8.1
    Acres

    1410 Haven Hill Road, Londonderry, VT 05155

    $425,000 | 1966 Thompsonburg Road, Londonderry, VT 05155
    1/27
    7

    $425,000

    Sold 02/06/26

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    4.12
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    1966 Thompsonburg Road, Londonderry, VT 05155

    $490,000 | 35 Birch Road, Londonderry, VT 05148
    1/50
    8

    $490,000

    Sold 06/05/26

    4
    Bedrooms
    1,913
    Square Feet
    0.55
    Acres

    35 Birch Road, Londonderry, VT 05148

    $500,000 | 659 Magic Circle, Londonderry, VT 05148
    1/33
    9

    $500,000

    Sold 03/17/25

    5
    Bedrooms
    2,962
    Square Feet
    0.67
    Acres

    659 Magic Circle, Londonderry, VT 05148

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    $2,777 per month

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    Principal and Interest

    $2,067

    Property Taxes

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    Property Information for 1027 Winhall Hollow Road

    Property Details
    • Taxes: $8,521 / year
    • MLS Type: Residential / Single Family
    • County: Windham County
    • Parking: Garage, Off Street
    • Zoning: res
    Building Information
    • Stories: 1
    • Year Built: 1900
    • Lot Size: 10.46 AC / 455,637 SF
    Summary
    Location and General Information
    • City: Londonderry
    • County: VT-Windham
    • Directions: Winhall Hollow Road East of South Road to 1027
    • Latitude: 43.203164770588174
    • Longitude: -72.855288541000391
    • Road Frontage: Yes
    • Seasonal: No
    • State: VT
    • Street Designation: Road
    • Zip: 05148
    Taxes and HOA Information
    • SPAN Number: 357-110-11130
    • Tax - Gross Amount: $8,521.28
    • Tax Year: 2018
    • Taxes TBD: No
    Parking
    • Garage: Yes
    • Garage Capacity: 2.00
    • Driveway: Crushed Stone, Dirt
    Property
    Lot Information
    • Lot - Sqft: 455638.0
    • Lot Size Acres: 10.46
    • Road Frontage Length: 500.0
    • Square Feet Apx Finished Above Grade: 2366.0
    • Square Feet Apx Finished AG Source: Public Records
    • Square Feet Apx Finished Below Grade: 0.0
    • Square Feet Apx Finished BG Source: Public Records
    • Square Feet Apx Total: 3358.0
    • Square Feet Apx Total Finished: 2366.0
    • Square Feet Apx Unfinished Above Grade: 0.0
    • Square Feet Apx Unfinished AG Source: Public Records
    • Square Feet Apx Unfinished Below Grade: 992.0
    • Square Feet Apx Unfinished BG Source: Public Records
    Property and Assessments
    • Property Class: Residential
    • Property Type: Single Family
    • Easements: Unknown
    • Flood Zone: Unknown
    • Foundation: Poured Concrete, Stone
    • PreConstruction: No
    • Surveyed: Unknown
    • Year Built: 1900
    Utilities
    • Electric: 100 Amp
    • Sewer: Septic
    • Utilities: Phone, Cable, DSL
    Interior and Exterior Features
    Exterior Features
    • Color: Yellow
    • Features - Exterior: Barn, Garden Space, Porch, Porch - Enclosed, Porch - Screened, Storage
    • Roads: Public
    • Roof: Shingle - Asphalt
    Interior Features
    • Appliances: Cooktop - Gas, Dishwasher, Dryer, Range - Gas, Refrigerator, Washer, Stove - Gas
    • Basement: Yes
    • Basement Access Type: Interior
    • Basement Description: Slab, Unfinished, Interior Access
    • Baths - Total: 4
    • Baths - Full: 3
    • Half Baths: 1
    • One Quarter Baths: 0
    • Three Quarter Bath: 0
    • Rooms - Total: 12
    • Bedrooms - Total: 5
    • Equipment: Smoke Detector
    • Features - Interior: Dining Area, Fireplace - Wood, Kitchen/Dining, Master BR w/ BA, Natural Woodwork, Laundry - 1st Floor
    • Flooring: Combination, Wood
    • Heat Fuel: Oil
    • Heating: Baseboard, Hot Water
    • Cooling: None
    • Total Stories: 1.75

    Property History for 1027 Winhall Hollow Road

    DateEvent & SourcePriceAppreciation
    Sep 16, 2019

    Sold (Public Record)

    Public Record #652847120

    		$400,000—
    Sep 10, 2019

    Sold

    New England Real Estate Network #4758607

    		$400,000—
    Aug 23, 2019

    Pending

    New England Real Estate Network #4758607

    		—
    DateEvent & SourcePrice
    09/16/2019

    Sold (Public Record)

    Public Record #652847120

    $400,000
    09/10/2019

    Sold

    New England Real Estate Network #4758607

    $400,000
    08/23/2019

    Pending

    New England Real Estate Network #4758607

    —

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

    Public Records for 1027 Winhall Hollow Road

    Taxable ValueLand$101,600Additions-Total$101,600
    Tax Record2025$1,998 ($166 / month)
    Home Facts
    Beds0Lot Size455,202 SqFtStyleResidentialCountyWINDHAMAPN(110) 007052-001

    Schools near 1027 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.

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    Nearby home values

    AddressSold priceBedsBathsSqftLot (Sqft)
    This home: 1027 Winhall Hollow Road, Londonderry, VT 05155
    $400,000
    5
    2,366
    455,637
    963 Winhall Hollow Road, Londonderry, VT 05155
    $325,000
    4
    1,940
    130,680
    924 Winhall Hollow Road, South Londonderry, VT 05155
    –
    4
    5.5
    4,651
    164,221
    1265 Winhall Hollow Road, Londonderry, VT 05155
    –
    –
    –
    –
    422,096
    777 Winhall Hollow Road, South Londonderry, VT 05155
    –
    4
    3.5
    1,658
    233,482
    775 Winhall Hollow Road, South Londonderry, VT 05155
    –
    5
    4.5
    2,648
    2,060,388

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    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 09/20/2026 04:00 PM