137 Main Street

Closed 11/18/19
Closed 11/18/19
Gallery Image 1
Sold
Last Sold Price
$370,000
4 beds3,736 sqft$99/sqft
137 Main St, Chester, VT 05143
Single FamilyProperty Type
9,583 sq ftLot Size
1880Year Built
$99/sq ftPrice per sq ft

Description

If you're looking for an exquisite Victorian home that has been updated to showcase it's historic beauty, this is it! Known as the "Pollard" house, (they were the original family who built it), some sources say it's possibly the nicest Victorian in the state and has a lot of stories of yesteryear. A true "Painted Lady" designed by the well known architect George Barber, this 4 bedroom 3 bath home offers plenty of space within its three finished floors, and also includes an attached carriage house/studio...If you're looking for an exquisite Victorian home that has been updated to showcase it's historic beauty, this is it! Known as the "Pollard" house, (they were the original family who built it), some sources say it's possibly the nicest Victorian in the state and has a lot of stories of yesteryear. A true "Painted Lady" designed by the well known architect George Barber, this 4 bedroom 3 bath home offers plenty of space within its three finished floors, and also includes an attached carriage house/studio that offers plumbing and power. Completely updated throughout, you will enjoy newly refinished hardwood floors; original woodwork; a butler's pantry; a second floor laundry room; a large third floor open concept "bonus" space as well as the traditional grand stairway, many built-ins, 2 fireplaces, an eat in kitchen, and a lovely wrap around front porch. The second and third floors are original, first floor is new maple. Although small, the lot has abundant raspberries, 2 apple trees, and lots of fragrant lilacs. This home is located in the center of Chester within walking distance to the local amenities. It is just 15 minutes from an Amtrak station, within 20-30 minutes of 3 major ski areas, and a 2 hour drive to 3 international airports. You'll see upon entering just how well this home has been cared for and that the original beauty really shines through. Furnishings are all negotiable.

    Sold By Walnut Hill Realty

    • Listed by: Heather Gleim • Walnut Hill Realty
    Listing closed: 11/18/2019 12:00 AM • Source: New England Real Estate Network, MLS#: 4741044

    Recent comparable sales

    Median sold price

    $400,000

    Avg days on market

    37

    Sale-to-list ratio

    94.7%

    Chester, VT

    9 comparable properties found

    $275,000 | 397 River Street, Chester, VT 05143
    1/42
    1

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    4
    Bedrooms
    3,332
    Square Feet
    2
    Acres

    397 River Street, Chester, VT 05143

    $350,000 | 198 Coach Road, Chester, VT 05143
    1/2
    2

    $350,000

    Sold 06/25/25

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    Bedrooms
    2,904
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    0.25
    Acres

    198 Coach Road, Chester, VT 05143

    $421,833 | 332 Hidden Heights Road, Chester, VT 05143
    1/2
    3

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    332 Hidden Heights Road, Chester, VT 05143

    $373,000 | 270 North Street, Chester, VT 05143
    1/59
    4

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    270 North Street, Chester, VT 05143

    $412,000 | 102 Church Street, Chester, VT 05143
    1/49
    5

    $412,000

    Sold 04/30/25

    4
    Bedrooms
    1,990
    Square Feet
    0.12
    Acres

    102 Church Street, Chester, VT 05143

    $340,000 | 489 Main Street, Chester, VT 05143
    1/35
    6

    $340,000

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    2,220
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    0.2
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    489 Main Street, Chester, VT 05143

    $400,000 | 196 North Street, Chester, VT 05143
    1/61
    7

    $400,000

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    0.7
    Acres

    196 North Street, Chester, VT 05143

    front view of a house with a yard
    1/43
    8

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    0.48
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    115 Pinckney Street, Chester, SC 29706

    $450,000 | 4100 South Cresthill Court, Chester, VA 23831
    1/51
    9

    $450,000

    Sold 06/10/25

    4
    Bedrooms
    3,300
    Square Feet
    0.58
    Acres

    4100 South Cresthill Court, Chester, VA 23831

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    $2,801 per month

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    Property Information for 137 Main Street

    Property Details
    • Taxes: $11,039 / year
    • MLS Type: Residential / Single Family
    • County: Windsor County
    • Zoning: Village Center District
    Building Information
    • Stories: 3
    • Year Built: 1880
    • Lot Size: 0.22 AC / 9,583 SF
    Summary
    Location and General Information
    • Area Description: In Town, Village, Near Railroad
    • City: Chester
    • County: VT-Windsor
    • Latitude: 43.263727497542298
    • Longitude: -72.597510728836028
    • Road Frontage: Yes
    • Seasonal: No
    • State: VT
    • Street Designation: Street
    • Zip: 05143
    Taxes and HOA Information
    • SPAN Number: 144-045-10505
    • Tax - Gross Amount: $11,039.00
    • Tax Year: 2019
    • Taxes TBD: No
    School Information
    • School - High: Green Mountain UHSD #35
    • School - Middle/Jr: Green Mountain UHSD #35
    Parking
    • Garage: No
    • Driveway: Paved
    Property
    Lot Information
    • Lot - Sqft: 9583.0
    • Lot Size Acres: 0.22
    • Road Frontage Length: 62.0
    • Square Feet Apx Finished Above Grade: 3736.0
    • Square Feet Apx Finished AG Source: Public Records
    • Square Feet Apx Finished Below Grade: 0.0
    • Square Feet Apx Finished BG Source: Other
    • Square Feet Apx Total: 4570.0
    • Square Feet Apx Total Finished: 3736.0
    • Square Feet Apx Unfinished Above Grade: 834.0
    • Square Feet Apx Unfinished AG Source: Public Records
    • Square Feet Apx Unfinished Below Grade: 0.0
    • Square Feet Apx Unfinished BG Source: Other
    Property and Assessments
    • Assessment Amount: $525,900
    • Property Class: Residential
    • Property Type: Single Family
    • Flood Zone: No
    • Foundation: Brick, Stone
    • PreConstruction: No
    • Surveyed: Unknown
    • Year Built: 1880
    Utilities
    • Electric: Circuit Breaker(s)
    • Sewer: Public
    • Utilities: Cable, High Speed Intrnt -AtSite
    Interior and Exterior Features
    Exterior Features
    • Color: purple
    • Features - Exterior: Balcony, Barn, Deck, Hot Tub, Patio, Porch - Covered
    • Roads: Public
    • Roof: Metal, Slate
    Interior Features
    • Appliances: Cooktop - Gas, Dishwasher, Dryer, Microwave, Refrigerator, Washer
    • Basement: Yes
    • Basement Access Type: Interior
    • Basement Description: Full, Partial, Stairs - Interior
    • Baths - Total: 3
    • Baths - Full: 2
    • Half Baths: 1
    • One Quarter Baths: 0
    • Three Quarter Bath: 0
    • Rooms - Total: 12
    • Rooms: Level 1: Level 1: Dining Room, Level 1: Family Room, Level 1: Kitchen - Eat-in, Level 1: Living Room
    • Rooms: Level 2: Level 2: Bedroom, Level 2: Master Bedroom
    • Rooms: Level 3: Level 3: Other
    • Bedrooms - Total: 4
    • Features - Interior: Cedar Closet, Ceiling Fan, Dining Area, Fireplaces - 2, Kitchen Island, Master BR w/ BA, Natural Light, Natural Woodwork, Walk-in Pantry
    • Flooring: Hardwood, Vinyl
    • Heat Fuel: Oil
    • Heating: Baseboard, Hot Water, Radiator
    • Cooling: None
    • Total Stories: 3
    Room Information
    Room 1
    • Room Dimensions: 21x16
    • Room Level: 1
    • Room Type: Kitchen - Eat-in
    Room 2
    • Room Dimensions: 15x13
    • Room Level: 1
    • Room Type: Dining Room
    Room 3
    • Room Dimensions: 18x14
    • Room Level: 1
    • Room Type: Living Room
    Room 4
    • Room Dimensions: 14x14
    • Room Level: 1
    • Room Type: Family Room
    Room 5
    • Room Dimensions: 14x12
    • Room Level: 2
    • Room Type: Master Bedroom
    Room 6
    • Room Dimensions: 17x15
    • Room Level: 2
    • Room Type: Bedroom
    Room 7
    • Room Dimensions: 12x11
    • Room Level: 2
    • Room Type: Bedroom
    Room 8
    • Room Dimensions: 13x9
    • Room Level: 2
    • Room Type: Bedroom
    Room 9
    • Room Dimensions: 24x20
    • Room Level: 3
    • Room Type: Other

    Property History for 137 Main Street

    DateEvent & SourcePriceAppreciation
    Nov 18, 2019

    Sold (Public Record)

    Public Record #657286305

    		$370,000

    -1.1% / yr

    Nov 18, 2019

    Sold

    New England Real Estate Network #4741044

    		$370,000—
    Nov 18, 2019

    Pending

    New England Real Estate Network #4741044

    		—
    DateEvent & SourcePrice
    11/18/2019

    Sold (Public Record)

    Public Record #657286305

    $370,000

    -1.1% / yr

    11/18/2019

    Sold

    New England Real Estate Network #4741044

    $370,000
    11/18/2019

    Pending

    New England Real Estate Network #4741044

    —

    For completeness, we often displays two records for one sale: the MLS record and the public record.

    Public Records for 137 Main Street

    Taxable ValueLand$27,200Additions$341,600Total$368,800
    Tax Record2025$6,884 ($574 / month)
    Home Facts
    Beds4Baths2.5Total Finished SqFt3,418 SqFtAbove Grade Finished SqFt3,418 SqFtUnfinished Basement SqFt1,373 SqFtLot Size9,583 SqFtStyleSingle Family ResidenceYear Built1880Year Renovated1880CountyWINDSORAPN(045) 605038

    Schools near 137 Main Street

    This home is within Green Mountain Unified School District.
    Rating
    School
    Type
    Grades
    Distance
    Chester-Andover Usd #29
    		Public - PK to 6
    Green Mountain Uhsd #35
    		Public - 7 to 12
    Rating
    School
    Distance
    Chester-Andover Usd #29
    PublicPK to 6

    Green Mountain Uhsd #35
    Public7 to 12

    School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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    Nearby home values

    AddressSold priceBedsBathsSqftLot (Sqft)
    This home: 137 Main Street, Chester, VT 05143
    $370,000
    4
    3,736
    9,583
    117 Main Street, Chester, VT 05143
    –
    –
    –
    2,740
    20,038
    23 School Street, Chester, VT 05143
    $537,500
    –
    4.5
    6,894
    21,780
    136 Main Street, Chester, VT 05143
    $450,000
    –
    –
    –
    28,750
    105 Main Street, Chester, VT 05143
    $38,000
    2
    1
    860
    1,307
    47 Canal Street, Chester, VT 05143
    –
    2
    1
    1,008
    5,227

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    Listing Courtesy of Walnut Hill Realty

    Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 09/09/2026 08:44 PM