OFF MARKET

Listed by Sara Puretz • Coldwell Banker Hickok and Boardman. Bought with Coldwell Banker Hickok and Boardman.

Off Market Apr 2023 for $1M

$1,062,906

Est. refi paymentEst. refi $6,530/mo

•

3,132

sq ft

33 Tupper Rd, Underhill, VT 05489

About this home

This extraordinary modern home with unparalleled views was built by renowned Red House Builders. The house is brimming with innovative design & natural light. The property has been an exceptional bed & breakfast with owners’ quarters & 3 private guest rooms, each with an en-suite bath. House can be converted into a single-family home & offers a very creative & flexible floor plan. The beautiful open kitchen with large island provides lots of work space & views from every turn. Vaulted ceilings, large picture windows, a loft, & 2 spacious living areas with woodstoves are located on the 2nd level. On the uppermost level is the lovely primary suite with private bath & serene atmosphere. A turnkey business for those looking for a bed & breakfast/Airbnb investment property, or large luxury home. Enjoy 11.8 acres & views that will take your breath away. In addition, there are 2 outbuildings with underground electricity, an established vegetable garden, chicken coop, woodshed, & 2 large perennial beds. Living in Underhill, you’ll be surrounded by tranquil woods, a landscape of wildflowers, & vast dark sky for endless stargazing, yet within a short drive to Burlington & Stowe. Nature abounds on this property, close to Underhill State Park & many bike, XC country, & hiking trails. Please see Inn’s Website for additional insights & glimpses into the owners' love of modern design & the artistry of the business. Showings begin Sunday January 8.

Single-familyProperty Type

2013Year Built

11.8 acresLot Size

$339Est. Price/Sq.Ft.

Listed by Sara Puretz • Coldwell Banker Hickok and Boardman

Bought with Jamie Wright • Coldwell Banker Hickok and Boardman

Redfin checked: 2 minutes ago

•Source:PrimeMLS #4940100

Redfin Estimate

$1,062,906

$12K since sold in April 2023$12K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 25.3% higher than the average sale price ($848K) of 6 comparable homes.

SOLD AUG 11, 2026
$1,020,000
A
4 beds2.5 baths2,700 sq ft
241 Maple Basin Ln, Jericho, VT 05465
SOLD AUG 5, 2026
$820,000
B
4 beds3 baths3,002 sq ft
10 Meadow Dr, Jericho, VT 05465
SOLD AUG 11, 2026
$999,000
C
4 beds2.5 baths3,519 sq ft
1 Naylor Rd, Essex, VT 05452
SOLD MAR 2, 2026
$965,000
D
3 beds3.5 baths3,000 sq ft
29 Stevensville Rd, Underhill, VT 05489
SOLD MAY 1, 2026
$659,000
E
4 beds2.5 baths2,760 sq ft
47 Mt Vista Rd, Underhill, VT 05489
SOLD AUG 7, 2026
$625,000
F
4 beds3 baths2,535 sq ft
191 Poker Hill Rd, Underhill, VT 05489

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

Earn from this home

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$2,759/mo

Redfin rental estimate

List your home for rent

Market trends in 05489, VT

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

101.4%

+0.4% MoM

Median sale price

$515K

$117K MoM

Avg. days on market

24 days MoM

Recently sold homes

1 MoM

New listings for sale

$699,000
4 beds2.5 baths1,882 sq ft
27 Hidden View Rd, Underhill, VT 05489
See all

Provided by Redfin

Sale history for 33 Tupper Rd

Date

Event

Price

PrimeMLS #4940100

Apr 14, 2023

Sold

$1,075,000

$343/sq ft

Jan 25, 2023

Pending

—

Jan 5, 2023

Listed

$1,100,000

$351/sq ft

PrimeMLS #4614693

May 18, 2017

Sold

$580,000

$185/sq ft

Mar 31, 2017

Contingent

—

Jan 18, 2017

Listed

$600,000

$192/sq ft

+35

Empty Nesters Dream Home: Many possibilities for this property. This unique house was the vision of one woman who wanted modern architecture and a sense of artistry and practical use of space, while allowing for easy management and care. It is the perfect empty nesters dream home, with cathedral ceilings and an open floor plan on the main level, and a master suite on the second floor. Nestled on 11.8 private acres, the views of Mount Mansfield are phenomenal. The piece de resistance is the three walk out guest bedrooms, each with their own private entrances, patios and full baths, This property is currently operating as a fully licensed Bed and Breakfast and could easily be and Airbnb set up as well.

PrimeMLS #4140175

Aug 8, 2012

Sold

$300,000

$96/sq ft

Mar 12, 2012

Listed

$350,000

$112/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$8,720 (+1.4%)

$264,400 + $391,300

$655,700

2024

$8,601 (+18.1%)

$264,400 + $391,300

$655,700

2023

$7,282 (−29.1%)

$264,400 + $374,000

$638,400

2022

$10,265 (+9.4%)

$264,400 + $374,000

$638,400

2021

$9,383 (+7.9%)

$156,100 + $273,400

$429,500

2020

$8,695 (−2.0%)

$156,100 + $273,400

$429,500

2019

$8,872 (−1.2%)

$156,100 + $273,400

$429,500

2018

$8,983 (+2.9%)

$156,100 + $273,400

$429,500

2017

$8,727 (+0.2%)

$156,100 + $273,400

$429,500

2016

$8,710 (+2.9%)

$156,100 + $273,400

$429,500

2015

$8,461 (+56.0%)

$156,100 + $273,400

$429,500

2014

$5,423 (+946.8%)

$156,100 + $272,000

$428,100

2011

$518

$124,800 + $183,700

$308,500

Tax history for 33 Tupper Rd

Year

Property tax

Land + Additions

Assessment*

2025

$8,720 (+1.4%)

$264,400 + $391,300

$655,700

2024

$8,601 (+18.1%)

$264,400 + $391,300

$655,700

2023

$7,282 (−29.1%)

$264,400 + $374,000

$638,400

2022

$10,265 (+9.4%)

$264,400 + $374,000

$638,400

2021

$9,383 (+7.9%)

$156,100 + $273,400

$429,500

2020

$8,695 (−2.0%)

$156,100 + $273,400

$429,500

2019

$8,872 (−1.2%)

$156,100 + $273,400

$429,500

2018

$8,983 (+2.9%)

$156,100 + $273,400

$429,500

2017

$8,727 (+0.2%)

$156,100 + $273,400

$429,500

2016

$8,710 (+2.9%)

$156,100 + $273,400

$429,500

2015

$8,461 (+56.0%)

$156,100 + $273,400

$429,500

2014

$5,423 (+946.8%)

$156,100 + $272,000

$428,100

2011

$518

$124,800 + $183,700

$308,500

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

11.8 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Single Family Residential

County

Chittenden County

APN

66020910965

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 15, 2026.

Property details

Interior

Bathroom Information
# of Baths (full): 1
# of Baths (3/4): 3
# of Baths (1/2): 1

Other Interior Features
# of Rooms: 7
Flooring: Concrete, Tile, Wood
Water Heater: Oil
Cathedral Ceiling, Ceiling Fan, Dining Area, Kitchen Island, Kitchen/Family, Kitchen/Living, Living/Dining, Master Bedroom With Bath, Natural Light, Wood Stove Hook-up, Laundry - 2nd Floor

Accessibility Information
1st Floor 3/4 Bathroom, Bathroom w/Tub, Hard Surface Flooring

Equipment & Appliance Information
Dishwasher, Dishwasher - Energy Star, Dryer, Exhaust Hood, Microwave, Range - Gas, Refrigerator, Washer
Air Conditioner, Stove-Wood

Room 1 Information
Kitchen
Kitchen
Dimensions: 15' x 15'9"
Level: 2

Room 2 Information
Living/Dining
Dimensions: 15'3" x 22'9"
Level: 2

Room 3 Information
Living Room
Dimensions: 15'7" x 25'1"
Level: 2

Room 4 Information
Master Bedroom
Dimensions: 23'2" x 14'1"
Level: 3

Room 5 Information
Bedroom
Dimensions: 15'2" x 16'4"
Level: 1

Room 6 Information
Bedroom
Bedroom
Dimensions: 14'7" x 19'8"
Level: 1

Room 7 Information
Bedroom with Bath
Dimensions: 14' x 19'8"
Level: 1

Exterior

Building Information
Construction Status: Existing
Approximate Sq. Ft. Total Finished: 3132
Approximate Sq. Ft. Total: 3132
Color: Gray
Balcony, Garden Space, Outbuilding, Patio
Construction: Wood Frame
Foundation: Poured Concrete
Roof: Standing Seam
Exterior: Metal, Wood Siding

Driveway
Dirt

Lot, Zoning, & Easement Information
Easements: Yes
Country Setting, Mountain View, Trail/Near Trail, View

Survey Information
Surveyed: Unknown

Other Property & Lot Information
Year Built: 2013

Financial

Tax Information
Tax Year: 2022
Tax Year Notes: 2022-2023
Gross Amount Tax: 10265.44
SPAN Number: 660-209-10965

Other Tax Information
Page Deed: 77

Utilities

Heating & Cooling Information
Cooling: Mini Split
Heat: Baseboard, Radiant Floor, Stove - Wood
Heat Fuel: Gas - Liquid Propane Bottle, Oil, Wood

Sewer Information
Mound

Electric Information
Electric Company: Vermont Electric Coop
Circuit Breaker(s)

Water Information
Drilled Well

Other Utilities Information
Cable Company: Comcast
Fuel Company: Patterson, Abba
Phone Company: Comcast
Cable - Available, Gas - LP/Bottle, Internet - Cable

Location

School Information
School District: Chittenden East
Elementary School: Underhill Central School
Elementary School: Underhill Central School
Middle/Jr School: Browns River Middle USD #17

Road Information
Road Frontage: TBD
Public

Other Location Information
Directions: Route 15 to Underhill. Turn right onto Poker Hill Road, then right onto English Settlement Road. Turn left onto Tupper Road (about 3/4 mile off English Settlement Road).

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 11.8 acres
Style: Single Family Residential
Year Built: —
Year Renovated: —
County: Chittenden County
APN: 66020910965

Home facts updated by county records on Jul 15, 2026

Around this home

Schools
Places
Transit

Some nearby schools may not be within this home's attendance zone. Please check the Mount Mansfield Unified Union School District #401 website to verify.

Browns River Middle Unified School District #17

Public 5-8 • 2.7mi

9/10

Underhill Central School

Public PreK-4 • 3.2mi

4/10

Jericho Elementary School

Public PreK-4 • 4.9mi

9/10

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

6 days above 88° expected this year, 12 days in 30 years

2/10 Wind Factor

2% chance of strong winds in next 30 years

2/10 Air Factor

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

Provided by First Street

Historical weather

Underhill, VT • 05489

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 8.4 hours in June and 2.5 hours in December, placing it below the U.S. average for solar exposure.

8.4 hrs

2.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.01M – $1.22M

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

Nearby similar homes

$699,000

4 beds2.5 baths1,882 sq ft

27 Hidden View Rd, Underhill, VT 05489

$619,000

4 beds2 baths2,348 sq ft

75 Plains Rd, Jericho, VT 05465

$639,900

3 beds2 baths2,176 sq ft

207 Lee River Rd, Jericho, VT 05465

3D WALKTHROUGH

$375,000

2 beds1 bath1,008 sq ft

92 Sunny View Dr, Jericho, VT 05465

$12,495,000

5 beds6 baths5,988 sq ft

101 Switchback Ln, Stowe, VT 05672

3D WALKTHROUGH

$975,000

3 beds3 baths3,813 sq ft

21 Meadow Dr, Jericho, VT 05465

New listings for sale in 05489

$699,000

4 beds2.5 baths1,882 sq ft

27 Hidden View Rd, Underhill, VT 05489

Home values near 33 Tupper Rd

Data from public records.

Address	Redfin Estimate
16 Tupper Rd, Underhill, VT 3 Beds \| 2 Baths \| 2038 Sq. Ft.	$563,238
178 Poker Hill Rd, Underhill, VT 4 Beds \| 3 Baths \| 2202 Sq. Ft.	$931,495

Address	Redfin Estimate
38 Upper English Settlement Rd, Underhill, VT 4 Beds \| 5 Baths \| 3580 Sq. Ft.	$838,213
191 Poker Hill Rd, Underhill, VT 4 Beds \| 3 Baths \| 2535 Sq. Ft.	$629,314

Address	Redfin Estimate
95 Upper English Settlement Rd, Underhill, VT 4 Beds \| 3.5 Baths \| 5142 Sq. Ft.	$1,436,257
8 McClellan Farm Rd Lot 8, Underhill, VT 3 Beds \| 2.5 Baths \| 2296 Sq. Ft.	$675,309

Property information provided by PrimeMLS when last listed in 2023. This data may not match . Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Houses for rent in Chittenden County	Agents near me	Brattleboro, VT homes for sale	Chittenden County Housing Market
Houses for sale near me	Burlington, VT homes for sale	South Burlington, VT homes for sale
Land for sale near me	Stowe, VT homes for sale	Rutland, VT homes for sale
Open Houses near me	Woodstock, VT homes for sale	Chittenden County Property Records
Condos for sale near me	Montpelier, VT homes for sale	VT New Listings

Washington County homes for sale
Windsor County homes for sale
Addison County homes for sale

Shelburne homes for sale
South Burlington homes for sale
Burlington homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 05489, VT

Sale history for 33 Tupper Rd

Tax history for 33 Tupper Rd

Public record

Property details

Around this home

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 05489

Home values near 33 Tupper Rd

More real estate resources