OFF MARKET

Listed by Bob Maisey • Berkshire Hathaway HomeServices Stratton Home. Bought with Four Seasons Sotheby's Int'l Realty.

Off market sep 2025 for $1.5M

$1,559,620

•

5,105

sq ft

3333 Under The Mountain Rd, Londonderry, VT 05155

About this home

Perched gracefully along one of Vermont’s most storied and picturesque country roads, 3333 Under the Mountain Road is a rare and refined offering in the heart of South Londonderry. Encompassing 40 serene acres with sweeping panoramic views across sunlit valleys and distant resort ridgelines, this remarkable estate captures the very essence of elevated mountain living. The residence itself spans over 4,000 square feet of beautifully crafted space, seamlessly blending understated elegance with timeless New England character. Grand windows frame the surrounding natural beauty in every direction, while thoughtfully designed interiors offer both intimate comfort and effortless entertaining. Whether as a four-season getaway or a full-time sanctuary, this distinguished property offers privacy, scale, and the rare tranquility only found in Vermont’s most cherished landscapes. A true legacy estate—inviting you to live, unwind, and experience the extraordinary. Please come and see this wonderful property that is a pleasure to show! Please no drive bys

Single-familyProperty Type

2003Year Built

40.3 acresLot Size

$306Est. Price/Sq.Ft.

3 car garageParking

Listed by Bob Maisey • Berkshire Hathaway HomeServices Stratton Home

Bought with Hayleyanne Van Der Kar • Four Seasons Sotheby's Int'l Realty

Redfin checked: 2 minutes ago

•Source:PrimeMLS #5047784

Redfin Estimate

$1,559,620

$35K since sold in September 2025$31K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 57% higher than the average sale price ($993K) of 5 comparable homes.

SOLD AUG 28, 2026
$615,000
A
3 beds3.5 baths2,678 sq ft
177 Alwin Ln, Jamaica, VT 05343
SOLD AUG 31, 2026
$1,100,000
B
3 beds4 baths2,745 sq ft
65 Lower Taylor Hill Rd, Winhall, VT 05340
SOLD JUL 31, 2026
$615,000
C
3 beds3.5 baths2,894 sq ft
39 Stoney Brook Rd, Londonderry, VT 05148
SOLD SEP 16, 2026
$1,349,000
D
3 beds3.5 baths3,676 sq ft
282 Piper Hill Rd, Weston, VT 05161
SOLD JUL 27, 2026
$1,287,500
E
4 beds3.5 baths4,153 sq ft
487 Vermont Route 100, South Londonderry, VT 05155

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Rent

$4,151/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

98.5%

+0.9% MoM

Median sale price

$1.1M

$25K MoM

Avg. days on market

56d

11 days MoM

Recently sold homes

2 MoM

New listings for sale

$699,000
4 beds2.5 baths3,959 sq ft
165 Stone Hollow Rd, Londonderry, VT 05148
See all

Provided by Redfin

Sale history for 3333 Under The Mountain Rd

Public record

Public record
Zoning

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

—

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Single Family Residential

County

Windham County

APN

357-110-11158

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jun 20, 2025.

Rural Residentail-3 District

The purpose of the Rural Residential-3 Districts is to provide for agriculture, forestry, low density residential development and other compatible land uses in a manner that maintains the Town’s rural character, scenic landscape and natural resources.

Permitted uses

Include but are not limited to:

Agriculture
Day care facility
Housing-Group
Housing-Single unit
Housing-Multiple units
Housing-Student
Bed & breakfast
Cemetery

Property details

Parking

Parking & Garage
Garage Capacity: 3

Interior

Virtual Tour

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

Basement Information
Basement: Yes
Basement Access: Interior
Concrete Floor, Full, Partially Finished, Storage Space, Walkout, Exterior Access, Stairs - Basement

Other Interior Features
# of Rooms: 8
Flooring: Hardwood, Marble, Softwood, Wood

Equipment & Appliance Information
Cooktop - Gas, Dishwasher, Dryer, Microwave, Oven - Double, Range - Electric, Refrigerator, Washer, Stove - Gas, Water Heater - Off Boiler

Exterior

Building Information
Architectural Style: Farmhouse
Construction Status: Existing
Construction Materials: Wood Frame, Wood Exterior, Wood Siding
Approximate Sq. Ft. Total Finished: 5105
Approximate Sq. Ft. Total: 6563
Roof: Metal, Standing Seam

Driveway
Crushed Stone, Dirt

Lot, Zoning, & Easement Information
Easements: Unknown
Lot Features: Country Setting, Mountain View, Recreational, Rolling, Secluded, Slight, Sloping, View, Mountain, Near Skiing, Near Snowmobile Trails

Survey Information
Surveyed: Yes

Other Property & Lot Information
Year Built: 2003

Financial

Tax Information
Tax Year: 2024
Gross Amount Tax: 19460.55
SPAN Number: 357-110-11158
Taxes TBD: Yes

Other Tax Information
Page Deed: 565-567

Utilities

Heating & Cooling Information
Heat: Propane, Oil, Baseboard, Radiant

Sewer Information
1000 Gallon, Concrete, Septic

Electric Information
Electric Company: GMP
200 Amp

Water Information
Water Source: Drilled Well

Other Utilities Information
Internet: Satellite Internet, DSL - Available
Fuel Company: Irving
Phone Company: Consolidated
Phone, Telephone At Site, Underground Utilities

Location

School Information
School District: Flood Brook USD 20
Elementary School: Flood Brook Elementary School
Elementary School: Flood Brook Elementary School
Middle/Jr School: Flood Brook Elementary School
School - High: Choice

Road Information
Road Frontage Type: Dirt, Gravel, Public Maintained Road
Road Frontage: Yes
Road Frontage Length: 664

Other Location Information
Directions: From South Londonderry go to Cross Road off Thompsonburg Road to Under the Mountain Road turn right and go to 3333 on Left and to the end of driveway. Please no drive bys!

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: —
Style: Single Family Residential
Year Built: —
Year Renovated: —
County: Windham County
APN: 357-110-11158

Home facts updated by county records on Jun 20, 2025

Other

Documents & Disclosures
Documents Available: Deed, Property Disclosure

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.

Windham Elementary School

Public PreK-6 • 3.1mi

Stratton Mountain School

Private 7-12 • 1.5mi

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

1/10 Heat Factor

7 days above 86° expected this year, 15 days in 30 years

3/10 Wind Factor

6% chance of strong winds in next 30 years

2/10 Air Factor

0 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Londonderry, VT • 05155

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 8.5 hours in June and 3.6 hours in December, placing it below the U.S. average for solar exposure.

8.5 hrs

3.6 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.48M – $1.79M

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

Nearby similar homes

3D WALKTHROUGH

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VIDEO TOUR

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NEW CONSTRUCTION3D WALKTHROUGH

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New listings for sale in 05148

$699,000

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165 Stone Hollow Rd, Londonderry, VT 05148

Home values near 3333 Under The Mountain Rd

Data from public records.

Address	Redfin Estimate
3715 Under the Mountain Rd, South Londonderry, VT 3 Beds \| 2.5 Baths \| 3472 Sq. Ft.	$880,974
3378 Under the Mountain Rd, South Londonderry, VT 5 Beds \| 4.5 Baths \| 5754 Sq. Ft.	$1,109,721

Address	Redfin Estimate
2989 Under the Mountain Rd, South Londonderry, VT 4 Beds \| 5.5 Baths \| 9020 Sq. Ft.	$3,431,296
3234 Under the Mountain Rd, South Londonderry, VT 4 Beds \| 2.5 Baths \| 2414 Sq. Ft.	$1,241,837

Address	Redfin Estimate
3579 Under the Mountain Rd, South Londonderry, VT 2 Beds \| 1 Baths \| 1100 Sq. Ft.	$403,327
3572 Under the Mountain Rd, South Londonderry, VT 2 Beds \| 2 Baths \| 2590 Sq. Ft.	$582,453

Property information provided by PrimeMLS when last listed in 2025. This data may not match . Learn more.

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