OFF MARKET

Listed by Bob Maisey • Four Seasons Sotheby's Int'l Realty. Bought with Mary Mitchell Miller Real Estate.

Off market sep 2019 for $400K

$795,046

•

2,366

sq ft

1027 Winhall Hollow Rd, Londonderry, VT 05148

About this home

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

Single-familyProperty Type

1900Year Built

10.46 acresLot Size

$336Est. Price/Sq.Ft.

2 car garageParking

Listed by Bob Maisey • Four Seasons Sotheby's Int'l Realty

Bought with Claudia Harris • Mary Mitchell Miller Real Estate

Redfin checked: a minute ago

•Source:PrimeMLS #4758607

Redfin Estimate

$795,046

$395K since sold in September 2019$3,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 43.1% higher than the average sale price ($556K) of 6 comparable homes.

SOLD JUL 6, 2026
$670,500
A
4 beds3 baths2,400 sq ft
30 Upper Woods and Water Rd, Winhall, VT 05340
SOLD DEC 15, 2025
$502,500
B
4 beds4 baths2,370 sq ft
377 Glen Rd, Peru, VT 05152
SOLD MAY 1, 2026
$735,000
C
4 beds3 baths2,091 sq ft
5 Wall St, Winhall, VT 05340
SOLD MAR 20, 2026
$350,000
D
5 beds3 baths2,303 sq ft
44 Lake Rd, Winhall, VT 05340
SOLD MAR 6, 2026
$705,000
E
4 beds2 baths2,528 sq ft
373 Vermont Route 11, Londonderry, VT 05148
SOLD JUL 17, 2026
$370,000
F
4 beds3 baths1,720 sq ft
292 Tallwood Cir, Londonderry, VT 05155

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Earn from this home

Rent

$3,848/mo

Redfin rental estimate

List your home for rent

Market trends in 05155, VT

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

97.4%

1.1% MoM

Median sale price

$1.1M

$336 MoM

Avg. days on market

60d

4 days MoM

Recently sold homes

2 MoM

New listings for sale

$3,900,000
5 beds4 baths5,080 sq ft
16 Sawmill Rd, Stratton, VT 05155
$650,000
3 beds2 baths1,308 sq ft
1722 Under the Mountain Rd, Londonderry, VT 05155
$395,000
3 beds2 baths1,604 sq ft
8 Winhall Station Rd, South Londonderry, VT 05155
$499,000
4 beds3 baths2,460 sq ft
215 Main St, South Londonderry, VT 05155
See all

Provided by Redfin

Sale history for 1027 Winhall Hollow Rd

Public record

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

—

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Single Family Residential

County

Windham County

APN

357-110-11130

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Apr 12, 2023.

Property details

Parking

Parking & Garage
Garage Capacity: 2
Location: Detached
Barn
Garage, Off Street

Interior

Virtual Tour

Bathroom Information
# of Baths (full): 3
# of Baths (1/2): 1

Basement Information
Basement: Yes
Basement Access: Interior
Slab, Unfinished, Interior Access

Other Interior Features
# of Rooms: 12
Flooring: Combination, Wood
Water Heater: Electric
Dining Area, Fireplace - Wood, Kitchen/Dining, Master Bedroom With Bath, Natural Woodwork, Laundry - 1st Floor

Equipment & Appliance Information
Cooktop - Gas, Dishwasher, Dryer, Range - Gas, Refrigerator, Washer, Stove - Gas
Smoke Detector

Exterior

Building Information
Construction Status: Existing
Approximate Sq. Ft. Total Finished: 2366
Approximate Sq. Ft. Total: 3358
Color: Yellow
Barn, Garden Space, Porch, Porch - Enclosed, Porch - Screened, Storage
Construction: Timber Frame, Wood Frame
Foundation: Poured Concrete, Stone
Roof: Shingle - Asphalt
Exterior: Clapboard, Wood

Driveway
Crushed Stone, Dirt

Lot, Zoning, & Easement Information
Easements: Unknown
Country Setting, Field/Pasture, Mountain View, Ski Area

Survey Information
Surveyed: Unknown

Other Property & Lot Information
Year Built: 1900

Financial

Tax Information
Tax Year: 2018
Gross Amount Tax: 8521.28
SPAN Number: 357-110-11130

Other Tax Information
Page Deed: 116-117

Utilities

Heating & Cooling Information
Heat: Baseboard, Hot Water
Heat Fuel: Oil

Sewer Information
Septic

Electric Information
100 Amp

Water Information
Drilled Well

Other Utilities Information
Phone, Cable, DSL

Location

Road Information
Road Frontage: Yes
Road Frontage Length: 500
Public

Other Location Information
Directions: Winhall Hollow Road East of South Road to 1027

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: —
Style: Single Family Residential
Year Built: —
Year Renovated: —
County: Windham County
APN: 357-110-11130

Home facts updated by county records on Apr 12, 2023

Other

Water Body Information
Flood Zone: Unknown

Around this home

Schools

Some nearby schools may not be within this home's attendance zone. Please check the Taconic and Green Regional School District website to verify.

Flood Brook Unified School District #20

Public PreK-8 • 2.4mi

6/10

Mountain School At Winhall

Private K-8 • 4.3mi

Stratton Mountain School

Private 7-12 • 3.5mi

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Historical weather

Londonderry, VT • 05148

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.3 hours in June and 3.4 hours in December, placing it below the U.S. average for solar exposure.

8.3 hrs

3.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$756,000 – $915,000

Sell confidently with a local market expert in Londonderry. 3 minutes to get started.

Nearby similar homes

$875,000

3 beds2 baths1,600 sq ft

447 Rock Bottom Ln, Peru, VT 05255

3D WALKTHROUGH

$799,000

4 beds4 baths3,992 sq ft

1035 VT Route 121, Windham, VT 05359

$480,000

3 beds2 baths1,643 sq ft

868 Magic Cir, Londonderry, VT 05148

VIDEO TOUR

$750,000

3 beds4 baths5,461 sq ft

1166 Route 100, Weston, VT 05161

$1,130,000

4 beds3 baths3,357 sq ft

153 High Meadow Rd, Winhall, VT 05340

$699,000

4 beds2.5 baths3,959 sq ft

165 Stone Hollow Rd, Londonderry, VT 05148

New listings for sale in 05155

$3,900,000

5 beds4 baths5,080 sq ft

16 Sawmill Rd, Stratton, VT 05155

$650,000

3 beds2 baths1,308 sq ft

1722 Under the Mountain Rd, Londonderry, VT 05155

$395,000

3 beds2 baths1,604 sq ft

8 Winhall Station Rd, South Londonderry, VT 05155

$499,000

4 beds3 baths2,460 sq ft

215 Main St, South Londonderry, VT 05155

Home values near 1027 Winhall Hollow Rd

Data from public records.

Address	Redfin Estimate
963 Winhall Hollow Rd, South Londonderry, VT 4 Beds \| 3.5 Baths \| 1940 Sq. Ft.	$546,317
775 Winhall Hollow Rd, South Londonderry, VT 4 Beds \| 3.5 Baths \| 2308 Sq. Ft.	$657,096

Address	Redfin Estimate
777 Winhall Hollow Rd, South Londonderry, VT 5 Beds \| 4.5 Baths \| 3146 Sq. Ft.	$1,228,253
828 Winhall Hollow Rd, South Londonderry, VT 4 Beds \| 4.5 Baths \| 4200 Sq. Ft.	$1,431,119

Address	Redfin Estimate
1027 Winhall Hollow Rd, South Londonderry, VT 5 Beds \| 3.5 Baths \| 2366 Sq. Ft.	$806,557
1325 Winhall Hollow Rd, South Londonderry, VT 2 Beds \| 1 Baths \| 792 Sq. Ft.	$52,383

Property information provided by PrimeMLS when last listed in 2019. This data may not match . Learn more.

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