OFF MARKET

Listed by Suzanne Garvey • Mary W. Davis Realtor & Assoc., Inc. Bought with Mary W. Davis Realtor & Assoc., Inc.

Off Market Oct 2021 for $794K

$928,524

Est. refi paymentEst. refi $4,980/mo

•

3,818

sq ft

445 Trebo Rd, Chester, VT 05143

About this home

This custom one-of-a-kind timber frame home sits on 10+ acres, located just outside the charming village of Chester. The stunning craftsmanship, and superior quality of this home is evident from the moment you step inside. Surrounded by beautiful scenery, the open layout boasts vaulted ceilings in the great room and radiant heat maple flooring throughout. An abundance of natural light streams into the living space where a modern kitchen includes a built-in grill and stainless-steel, Energy-Star appliances. There is an en-suite primary bedroom, guest room, and guest bath on the first floor along with an office/study built for two. A separate entrance from the attached, heated two-car garage opens into a mudroom/laundry room with exquisite slate flooring. The second floor incorporates an open loft area overlooking the great room and surrounded by three bedrooms and a full bath. Central AC, and whole house ventilation allows you to enjoy this home in all four seasons. The pastoral grounds accented by stone walls, an orchard, and a hillside backyard highly favorable for solar panel placement, largely out of view. This idyllic property is close to Okemo Mountain Resort and many golf courses, and the villages of Chester and Ludlow. You must see this stunning home and the beautiful private grounds to be able to . describe the fulfillment of living in this classic Vermont home. Owners are relocating.

Single-familyProperty Type

2007Year Built

10.6 acresLot Size

$243Est. Price/Sq.Ft.

2 car garageParking

Listed by Suzanne Garvey • Mary W. Davis Realtor & Assoc., Inc.

Listed by Michael Normyle • Mary W. Davis Realtor & Assoc., Inc.

Bought with Matthew Bellantoni • Mary W. Davis Realtor & Assoc., Inc.

Redfin checked: 2 minutes ago

•Source:PrimeMLS #4860366

Redfin Estimate

$928,524

$135K since sold in October 2021$12K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 80.6% higher than the average sale price ($514K) of 6 comparable homes.

SOLD DEC 12, 2025
$800,000
A
4 beds3.5 baths2,775 sq ft
725 Flamstead Rd, Chester, VT 05143
SOLD JUN 17, 2026
$569,000
B
3 beds2 baths2,966 sq ft
147 Pleasant View Ln, Chester, VT 05143
SOLD NOV 17, 2025
$550,000
C
3 beds3.5 baths2,256 sq ft
246 Putnam Hill Rd, Chester, VT 05143
SOLD JUN 2, 2026
$515,000
D
5 beds5 baths3,880 sq ft
514 First Ave, Chester, VT 05143
SOLD JUN 30, 2026
$375,000
E
4 beds2.5 baths2,548 sq ft
77 WCFR Dr, Springfield, VT 05156
SOLD AUG 6, 2026
$275,000
F
4 beds3 baths3,332 sq ft
397 River St, Chester, VT 05143

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Earn from this home

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$4,388/mo

Redfin rental estimate

List your home for rent

Market trends in 05143, VT

Last updated July 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-List Price

96.2%

+1.2% MoM

Median sale price

$432K

$35K MoM

Avg. days on market

80d

58 days MoM

Recently sold homes

4 MoM

New listings for sale

NEW 24 HRS AGO
$610,000
4 beds2 baths1,908 sq ft
548 Crow Hill Rd, Chester, VT 05143
VIDEO TOUR
$995,000
3 beds3 baths2,167 sq ft
979 Andover Ridge Rd, Andover, VT 05143
COMING SOON
$255,000
3 beds1.5 baths1,683 sq ft
159 Lower Bartonsville Rd, Chester, VT 05143
$289,900
3 beds2.5 baths1,508 sq ft
3713 Trebo Rd, Chester, VT 05143
See all

Provided by Redfin

Sale history for 445 Trebo Rd

Year

Property tax

Land + Additions

Assessment*

2025

$8,972 (+4.8%)

$75,400 + $405,300

$480,700

2024

$8,563 (+12.2%)

$75,400 + $405,300

$480,700

2023

$7,631 (−33.4%)

$75,400 + $405,300

$480,700

2022

$11,462 (+1.1%)

$75,400 + $405,300

$480,700

2021

$11,342 (+5.8%)

$75,400 + $405,300

$480,700

2020

$10,723 (+9.4%)

$75,400 + $405,300

$480,700

2019

$9,803 (−4.6%)

$98,400 + $401,100

$499,500

2018

$10,280 (+2.0%)

$98,400 + $401,100

$499,500

2016

$10,081 (−2.6%)

$98,400 + $401,100

$499,500

2015

$10,351

$98,400 + $401,100

$499,500

2013

$98,400 + $401,100

$499,500

Tax history for 445 Trebo Rd

Year

Property tax

Land + Additions

Assessment*

2025

$8,972 (+4.8%)

$75,400 + $405,300

$480,700

2024

$8,563 (+12.2%)

$75,400 + $405,300

$480,700

2023

$7,631 (−33.4%)

$75,400 + $405,300

$480,700

2022

$11,462 (+1.1%)

$75,400 + $405,300

$480,700

2021

$11,342 (+5.8%)

$75,400 + $405,300

$480,700

2020

$10,723 (+9.4%)

$75,400 + $405,300

$480,700

2019

$9,803 (−4.6%)

$98,400 + $401,100

$499,500

2018

$10,280 (+2.0%)

$98,400 + $401,100

$499,500

2016

$10,081 (−2.6%)

$98,400 + $401,100

$499,500

2015

$10,351

$98,400 + $401,100

$499,500

2013

$98,400 + $401,100

$499,500

*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

10.2 Acres

Year renovated

—

Sq. Ft.

4,205

Year built

2007

Style

Single Family Residential

County

Windsor County

APN

14404510203

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 15, 2026.

Property details

Parking

Parking & Garage
Garage Capacity: 2
Location: Attached
Auto Open, Direct Entry, Heated, Storage Above
Driveway, Garage

Interior

Virtual Tour

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

Basement Information
Basement: Yes
Basement Access: Interior
Climate Controlled, Concrete, Concrete Floor, Daylight, Finished, Full, Insulated, Stairs - Interior, Storage Space, Walkout

Other Interior Features
# of Rooms: 21
Level B: Rec Room, Level B: Utility Room
Flooring: Ceramic Tile, Wood
Water Heater: Domestic, Electric, Gas - Liquid Propane Bottle, Off Boiler, Owned, Tank
Cathedral Ceiling, Ceiling Fan, Dining Area, Fireplace - Gas, Fireplaces - 1, Home Theatre Wiring, Kitchen/Dining, Light Fixtures -Enrgy Rtd, Master Bedroom With Bath, Natural Light, Natural Woodwork, Security, Soaking Tub, Storage - Indoor, Vaulted Ceiling, Walk-in Closet, Laundry - 1st Floor

Accessibility Information
1st Floor 3 Ft. Doors, 1st Floor Bedroom, 1st Floor Full Bathroom, 1st Floor Hrd Surfce Flor, 3 Ft. Doors, Access Laundry No Steps, Access Restrooms, Easy Grip Door Hardware, Grab Bars in Bathroom, Handicap Modified, Hard Surface Flooring, Kitchenette w/5 Ft. Diam

Equipment & Appliance Information
Cooktop - Down-Draft, Cooktop - Electric, Dishwasher - Energy Star, Dryer - Energy Star, Microwave, Oven - Double, Refrigerator-Energy Star, Washer - Energy Star
Air Conditioner, Carbon Monoxide Detector, Non-Toxic Pet Control, Radon Mitigation, Security System, Smoke Detectr-Hard Wired, Whole Building Ventilation, Generator - Standby

Room 1 Information
Foyer
Foyer
Dimensions: 11 x 11
Level: 1

Room 2 Information
Dining Room
Dimensions: 11 x 11
Level: 1

Room 3 Information
Great Room
Dimensions: 16 x 14
Level: 1

Room 4 Information
Kitchen
Dimensions: 16 x 8
Level: 1

Room 5 Information
Office/Study
Dimensions: 14 x 12
Level: 1

Room 6 Information
Master Bedroom
Master Bedroom
Dimensions: 12 x 10
Level: 1

Room 7 Information
Full Bath
Dimensions: 11 x 8
Level: 1

Room 8 Information
Bedroom
Dimensions: 13 x 12
Level: 1

Room 9 Information
3/4 Bath
Dimensions: 10 x 6
Level: 1

Room 10 Information
Laundry Room
Dimensions: 14 x 6
Level: 1

Room 11 Information
Bedroom
Dimensions: 12 x 11
Level: 2

Room 12 Information
Bedroom
Dimensions: 12 x 11
Level: 2

Room 13 Information
Bedroom
Dimensions: 11 x 8
Level: 2

Room 14 Information
Loft
Dimensions: 22 x 12
Level: 2

Room 15 Information
Full Bath
Dimensions: 11 x 8
Level: 2

Room 16 Information
Bonus Room
Dimensions: 25 x 14
Level: 2

Room 17 Information
Bedroom
Dimensions: 12 x 11
Level: 2

Room 18 Information
Full Bath
Dimensions: 14 x 8
Level: 2

Room 19 Information
Rec Room
Dimensions: 48 x 22
Level: Basement

Room 20 Information
Utility Room
Dimensions: 32 x 20
Level: Basement

Room 21 Information
Other
Dimensions: Patio:
Level: 1

Exterior

Building Information
Construction Status: Existing
Approximate Sq. Ft. Total Finished: 3818
Approximate Sq. Ft. Total: 4326
Balcony, Deck, Doors - Energy Star, Porch, Porch - Covered, Porch - Enclosed, Porch - Screened, Shed, Storage, Window Screens, Windows - Double Pane, Windows - Energy Star, Windows - High Impact, Windows - Low E, Windows - Solar Shades, Windows - Storm, Windows - Tinted, Windows - Triple Pane
Construction: Insulation-Foam, Post and Beam
Foundation: Concrete
Roof: Shingle - Architectural, Standing Seam
Exterior: Board and Batten, Shake, Wood Siding

Driveway
Dirt, Gravel

Other Exterior Features
Green Water Conservation: Low-Flow Fixtures

Lot, Zoning, & Easement Information
Country Setting, Field/Pasture, Landscaped, Mountain View, Open, Rolling, Secluded, View, Walking Trails, Wooded

Survey Information
Surveyed: Unknown

Other Property & Lot Information
Year Built: 2007

Financial

Tax Information
Tax Year: 2021
Gross Amount Tax: 11342.12
SPAN Number: 144-045-10203

Other Tax Information
Page Deed: 218-219

Utilities

Heating & Cooling Information
Cooling: Central AC
Heat: Electric, Heat Pump, Hot Water, Multi Zone, Radiant Floor, Rented Heater
Heat Fuel: Gas - Liquid Propane Bottle

Sewer Information
Leach Field - Mound, On-Site Septic Exists, Septic

Electric Information
200 Amp, Circuit Breaker(s)

Water Information
Drilled Well, On-Site Well Exists

Other Utilities Information
Phone, Cable - At Site, Gas - LP/Bottle, High Speed Intrnt -AtSite, Internet - Fiber Optic, Telephone At Site, Underground Utilities

Location

Neighborhood Information
Near Golf Course, Near Skiing, Rural

Road Information
Road Frontage: Yes
Road Frontage Length: 559
Dirt, Gravel, Paved

Other Location Information
Directions: From Ludlow center, travel 11 miles south on VT-103 to Trebo Road on left. House is 1/2 mile on left.

Public facts

Beds: 6
Baths: 4.0
Sq. Ft.: 4,205
Stories: 2.0
Lot Size: 10.2 acres
Style: Single Family Residential
Year Built: 2007
Year Renovated: —
County: Windsor County
APN: 14404510203

Home facts updated by county records on Jul 15, 2026

Other

Documents & Disclosures
Documents Available: Building Plans, Deed, Septic Design, Survey, Tax Map

Green Verification Information
Green Energy Efficient: Appliances, Constructions, Exposure/Shade, Lighting, Thermostat, Water heater, Windows

Around this home

Schools
Places
Transit

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

Chester-Andover Unified School District #29

Public PreK-6 • 1.5mi

6/10

Green Mountain Uhsd #35

Public 7-12 • 2.4mi

7/10

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

2/10 Heat Factor

7 days above 92° expected this year, 16 days in 30 years

3/10 Wind Factor

6% chance of strong winds in next 30 years

1/10 Air Factor

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

Provided by First Street

Historical weather

Chester, VT • 05143

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

8.6 hrs

3.6 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$883,000 – $1.07M

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

Nearby similar homes

NEW 24 HRS AGO

$610,000

4 beds2 baths1,908 sq ft

548 Crow Hill Rd, Chester, VT 05143

$279,000

3 beds1 bath1,331 sq ft

139 Pleasant Valley Rd, Springfield, VT 05156

$239,900

4 beds1.5 baths1,440 sq ft

1 Eaton Ave, Springfield, VT 05156

VIDEO TOUR

$479,000

3 beds2 baths1,626 sq ft

3208 Green Mountain Tpke, Chester, VT 05143

VIDEO TOUR

$3,650,000

5 beds4 baths5,181 sq ft

348 Turtle Hill Rd, Ludlow, VT 05149

$199,000

2 beds1 bath1,075 sq ft

112 Merrill St, Springfield, VT 05156

New listings for sale in 05143

NEW 24 HRS AGO

$610,000

4 beds2 baths1,908 sq ft

548 Crow Hill Rd, Chester, VT 05143

VIDEO TOUR

$995,000

3 beds3 baths2,167 sq ft

979 Andover Ridge Rd, Andover, VT 05143

COMING SOON

$255,000

3 beds1.5 baths1,683 sq ft

159 Lower Bartonsville Rd, Chester, VT 05143

$289,900

3 beds2.5 baths1,508 sq ft

3713 Trebo Rd, Chester, VT 05143

Home values near 445 Trebo Rd

Data from public records.

Address	Redfin Estimate
61 Trebo Road, Chester, VT 2 Beds \| 2 Baths \| 1828 Sq. Ft.	$329,111
96 Trebo Road, Chester, VT 3 Beds \| 2 Baths \| 2000 Sq. Ft.	$438,221

Address	Redfin Estimate
177 Trebo Road, Chester, VT 3 Beds \| 1 Baths \| 1458 Sq. Ft.	$381,821
33 Trebo Road, Chester, VT 4 Beds \| 3 Baths \| 2402 Sq. Ft.	$383,733

Address	Redfin Estimate
690 Trebo Road, Chester, VT 4 Beds \| 2.5 Baths \| 2112 Sq. Ft.	$595,736
595 Trebo Road, Chester, VT 3 Beds \| 2 Baths \| 1064 Sq. Ft.	$213,822

Property information provided by PrimeMLS when last listed in 2021. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 05143, VT

Sale history for 445 Trebo Rd

Tax history for 445 Trebo Rd

Public record

Property details

Around this home

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 05143

Home values near 445 Trebo Rd

More real estate resources