OFF MARKET

Listed by Daire Gibney • Barrett and Valley Associates Inc. Bought with Town and Country Realty.

Off market sep 2021 for $375K

$534,548

Est. refi paymentEst. refi $2,491/mo

•

5,788

sq ft

225 Pleasant St, Chester, VT 05143

About this home

Don't miss this comfortable Victorian home, having been a successful Inn for many years, will also be a wonderful location for the life style of your family, be it a business or a residence. With 9 bedrooms and 8 bathrooms plus parking for 8-10 vehicles there is ample space to run an Airbnb or host a large family retreat. With several ski resorts all under 30 minutes away this is an ideal property for a ski/recreational club house. There is plenty of room to entertain with a large dining room, living rooms and the old tavern with a large deck for lounging, after a day of exploring the area. The property has been lovingly maintained and it shows. Just moments from the quaint Village of Chester and quick access to I-91, it is conveniently situated to access all the wonders Vermont has to offer. This is without doubt a special place with the value you are seeking! Come, look, see for yourself!

Single-familyProperty Type

1861Year Built

1.3 acresLot Size

$92Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Daire Gibney • Barrett and Valley Associates Inc.

Bought with Don Chabot • Town and Country Realty

Redfin checked: 2 minutes ago

•Source:PrimeMLS #4826630

Redfin Estimate

$534,548

$160K since sold in September 2021$24K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 25% higher than the average sale price ($428K) of 6 comparable homes.

SOLD AUG 6, 2026
$275,000
A
4 beds3 baths3,332 sq ft
397 River St, Chester, VT 05143
SOLD APR 2, 2026
$550,000
B
— beds— baths3,850 sq ft
534 Elm St, Chester, VT 05143
SOLD OCT 9, 2026
$335,000
C
4 beds3 baths2,012 sq ft
196 Union St, Springfield, VT 05156
SOLD APR 13, 2026
$563,000
D
4 beds3 baths2,794 sq ft
95 Church St, Chester, VT 05143
SOLD JUN 2, 2026
$515,000
E
5 beds5 baths3,880 sq ft
514 First Ave, Chester, VT 05143
SOLD MAR 27, 2026
$327,000
F
5 beds3 baths2,963 sq ft
513 Giddings St, North Springfield, VT 05150

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Earn from this home

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$4,038/mo

Redfin rental estimate

List your home for rent

Market trends in 05143, VT

Last updated September 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-List Price

96.0%

0.9% MoM

Median sale price

$374K

$110 MoM

Avg. days on market

66d

8 days MoM

Recently sold homes

4 MoM

New listings for sale

NEW 24 HRS AGO
$114,900
3 beds2 baths980 sq ft
4351 Vermont Route 11 W, Chester, VT 05143
$139,000
2 beds1 bath672 sq ft
133 Valley Cemetery Rd, Athens, VT 05143
See all

Provided by Redfin

Sale history for 225 Pleasant St

Date

Event

Price

PrimeMLS #4826630

Sep 8, 2021

Sold

$375,000

$65/sq ft

Aug 27, 2021

Pending

—

Aug 26, 2021

Delisted

—

Aug 25, 2021

Pending

—

Aug 25, 2021

Delisted

—

Jul 5, 2021

Contingent

—

Jun 20, 2021

Relisted

—

Apr 2, 2021

Contingent

—

Oct 20, 2020

Price Changed

$374,000

$65/sq ft

Sep 3, 2020

Listed

$399,000

$69/sq ft

PrimeMLS #4408789

May 21, 2015

Sold

$71,600

$12/sq ft

May 4, 2015

Delisted

—

Apr 23, 2015

Contingent

—

Mar 31, 2015

Price Changed

$74,900

$13/sq ft

Mar 24, 2015

Listed

$114,900

$20/sq ft

Come one come all! Ski clubs, large families and groups of friends. We have just the spot for you. Situated in the sweet village of Chester just a short ride to Okemo, Stratton, Magic and Bromley is this 9 bedroom 9 bath home. There is lots of common space, storage and yard. You can walk to area restaurants and stores. Previously used as a B & B. Don't hesitate this opportunity won't last long! Propery is sold "AS IS" with right to inspect by Limiited Warranty Deed. No property disclosure as owner has never occupied this home.

PrimeMLS #3021797

Mar 31, 2006

Sold

$510,000

$88/sq ft

Aug 8, 2005

Listed

$535,000

$92/sq ft

Fabulous opportunity to own a beautiful Inn located in the quaint town of Chester. Turn key operation that comes fully furnished. Gorgeous vaulted ceilings in common area w/ woodburning fireplace, huge country kitchen and beautiful DR. Don`t forget the English Pub that looks onto the private hot tub. This house would also be perfect as a residential home or a ski club. The opportunities are endless. Within 20 mins to Okemo, 15 mins to Tater Hill Golf course, 35 mins to shopping in Manchester.

Public Records

Apr 7, 1999

Sold

$200,000

$35/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$6,102 (+4.8%)

$39,500 + $287,400

$326,900

2024

$5,823 (+12.2%)

$39,500 + $287,400

$326,900

2023

$5,190 (−33.4%)

$39,500 + $287,400

$326,900

2022

$7,795 (−2.8%)

$39,500 + $287,400

$326,900

2021

$8,022 (+4.0%)

$39,500 + $287,400

$326,900

2020

$7,710 (+7.6%)

$39,500 + $287,400

$326,900

2019

$7,164 (+2.0%)

$49,500 + $291,800

$341,300

2018

$7,024 (+2.0%)

$49,500 + $291,800

$341,300

2016

$6,888 (−32.2%)

$49,500 + $291,800

$341,300

2014

$10,156

Tax history for 225 Pleasant St

Year

Property tax

Land + Additions

Assessment*

2025

$6,102 (+4.8%)

$39,500 + $287,400

$326,900

2024

$5,823 (+12.2%)

$39,500 + $287,400

$326,900

2023

$5,190 (−33.4%)

$39,500 + $287,400

$326,900

2022

$7,795 (−2.8%)

$39,500 + $287,400

$326,900

2021

$8,022 (+4.0%)

$39,500 + $287,400

$326,900

2020

$7,710 (+7.6%)

$39,500 + $287,400

$326,900

2019

$7,164 (+2.0%)

$49,500 + $291,800

$341,300

2018

$7,024 (+2.0%)

$49,500 + $291,800

$341,300

2016

$6,888 (−32.2%)

$49,500 + $291,800

$341,300

2014

$10,156

*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

56,628

Year renovated

2024

Sq. Ft.

5,788

Year built

1861

Style

Single Family Residential

County

Windsor County

APN

14404510354

Parking Spaces

Basement

Yes

Accessible

HOA Dues

—

Garage

Yes

Features

—

Last updated by owner on Jun 12, 2024.

Property details

Parking

Parking & Garage
Garage Capacity: 2
Location: Under

Interior

Bathroom Information
# of Baths (full): 8
# of Baths (1/2): 1

Basement Information
Basement: Yes
Basement Access: Interior
Concrete Floor

Other Interior Features
# of Rooms: 24
Water Heater: Electric

Exterior

Building Information
Construction Status: Existing
Approximate Sq. Ft. Total Finished: 5788
Approximate Sq. Ft. Total: 6788
Construction: Stick Built Off-Site, Timber Frame
Foundation: Concrete, Fieldstone
Roof: Slate
Exterior: Wood Siding

Driveway
Gravel

Lot, Zoning, & Easement Information
Easements: Unknown
City Lot

Survey Information
Surveyed: Unknown

Other Property & Lot Information
Year Built: 1861

Financial

Tax Information
Tax Year: 2020
Gross Amount Tax: 7709
SPAN Number: 144-045-10354

Other Tax Information
Page Deed: 8

Utilities

Heating & Cooling Information
Heat: Baseboard
Heat Fuel: Oil

Sewer Information
Public

Electric Information
200 Amp

Water Information
Public

Other Utilities Information
Fiber Optic Internt Avail

Location

School Information
School District: Two Rivers Supervisory Union
Elementary School: Chester-Andover Elementary
Elementary School: Chester-Andover Elementary
Middle/Jr School: Green Mountain UHSD #35

Neighborhood Information
Business District, Commercial Zoning, Village

Road Information
Road Frontage: Yes
Road Frontage Length: 173
Paved

Other Location Information
Directions: From the corner of Rt 11 East travel toward Springfield on Pleasant Street for .02 miles. The Property is on left. The Karass Inn

Public facts

Beds: 7
Baths: 6.0
Sq. Ft.: 5,788
Stories: 2.0
Parking Spaces: 8
Basement: Yes
Accessible: No
Lot Size: 1.3 acres
Style: Single Family Residential
Year Built: 1861
Year Renovated: 2024
County: Windsor County
APN: 14404510354
HOA Dues: —
Garage: Yes
Features: —

Home facts updated by owner on Jun 12, 2024

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 Green Mountain Unified School District website to verify.

Chester-Andover Unified School District #29

Public PreK-6 • 0.6mi

6/10

Green Mountain Uhsd #35

Public 7-12 • 0.5mi

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 hot days expected this year, 17 days in 30 years

Wind Factor

We're working on getting current and accurate wind risk information for this home.

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

$508,000 – $615,000

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

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New listings for sale in 05143

NEW 24 HRS AGO

$114,900

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4351 Vermont Route 11 W, Chester, VT 05143

$139,000

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Home values near 225 Pleasant St

Data from public records.

Address	Redfin Estimate
245 Pleasant Street, Chester, VT 4 Beds \| 2 Baths \| 1500 Sq. Ft.	$371,798
230 Pleasant Street, Chester, VT 3 Beds \| 1.5 Baths \| 1846 Sq. Ft.	$357,291

Address	Redfin Estimate
279 Pleasant Street, Chester, VT 4 Beds \| 2 Baths \| 3804 Sq. Ft.	$441,753
157 Pleasant Street, Chester, VT 7 Beds \| 4 Baths \| 2755 Sq. Ft.	—

Address	Redfin Estimate
183 Pleasant Street, Chester, VT 4 Beds \| 2.5 Baths \| 2686 Sq. Ft.	$408,562
193 Talc Mill Road, Chester, VT 2 Beds \| 1 Baths \| 792 Sq. Ft.	$126,928

Property information provided by PrimeMLS when last listed in 2020. This data may not show owner updates. Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 05143, VT

Sale history for 225 Pleasant St

Tax history for 225 Pleasant St

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 05143

Home values near 225 Pleasant St

More real estate resources