$349,000
$50K PRICE DROP

447 Elm St Chester, VT 05143

Estimated payment $2,299/month

Total Views 67,025
3 Beds
2 Baths
1,488 Sq Ft
$235 Price per Sq Ft

Highlights

  • Wood Flooring
  • Porch
  • Property is near railroad, schools, and shops
  • New Englander Architecture
  • Living Room
  • Landscaped

About This Home

Welcome to your dream home – This meticulously maintained and efficient New England-style gem is bursting with charm and modern convenience. Extra insulation, new windows and new hot water heater make this home as energy-efficient as it is beautiful. Picture yourself whipping up meals in a kitchen with custom Hugh Pennell solid wood cabinets, upgraded appliances and solid countertops. Be wowed by the gorgeous hardwood floors that add warmth and character to every room.
Bask in the great natural light that fills every corner of this lovely abode, making every day feel bright and inviting. This home includes a main level bedroom, dining room and family room. In addition there is an attached garage and a barn for all your hobbies. This home is perfect for families and outdoor enthusiasts alike. Imagine being just a short stroll away from the village store for all your essentials and enjoying nearby skiing adventures in winter, along with shopping and restaurants year-round! Don't miss out on this incredible opportunity to own a piece of paradise in the heart of it all! Schedule your visit today and get ready to fall in love – your perfect home awaits!

Listing Agent

Lisa Kelley

Cummings & Co License #081.0120202 Listed on: 09/13/2025

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $5,227

Year Built

  • Built in 1830

Lot Details

  • 10,890 Sq Ft Lot
  • Landscaped
  • Level Lot
  • Property is zoned General Business

Parking

  • 1 Car Garage
  • Stone Driveway

Home Design

  • New Englander Architecture
  • Concrete Foundation
  • Stone Foundation
  • Slate Roof
  • Wood Siding

Interior Spaces

  • Property has 2 Levels
  • Living Room
  • Dining Room
  • Basement
  • Interior Basement Entry

Kitchen

  • Gas Range
  • Dishwasher

Flooring

  • Wood
  • Laminate

Bedrooms and Bathrooms

  • 3 Bedrooms

Laundry

  • Dryer
  • Washer

Schools

  • Chester-Andover Elementary School
  • Green Mountain Uhsd #35 Middle School
  • Green Mountain Uhsd #35 High School

Utilities

  • No Cooling
  • Forced Air Heating System
  • Heating System Uses Oil

Additional Features

  • Porch
  • Property is near railroad, schools, and shops

Home Details

Home Type

Single Family

Est. Annual Taxes

$5,227

Year Built

Built in 1830

Lot Details

0.25 Acres

Parking

1

Listing Details

  • Directions: On Elm street see sign
  • Seasonal: No
  • Property Type: Residential
  • Year Built: 1830
  • Display On Internet: High Speed Intrnt Avail
  • Architectural Style: New Englander
  • ResoLotFeatures: Landscaped, Level, In Town, Near Shopping, Near Skiing, Neighborhood, Near Railroad, Near School(s)
  • Road Frontage Type: Public Maintained Road
  • PropertySubType: Single Family Residence
  • MLS Status: (10) Active - Active
  • Above Grade Finished Sq Ft: 1488.0
  • Unit Levels: Two
  • ResoPropertyCondition: Existing
  • Flood_Zone: No
  • Foreclosed_Or_Bank_Owned_Or_REO: No
  • Mobile_Home: No
  • Pre_Construction: No
  • Room_1_Type: Bedroom
  • Room_2_Type: Bedroom
  • Room_4_Type: Dining Room
  • Room_5_Type: Living Room
  • Room_6_Type: Kitchen
  • Timeshare_Or_Fract_Ownrshp: No
  • Basement_Access_Type: Interior
  • Below_Grade_Unfinished_Area_Source: Public Records
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Appliances: Dishwasher, Dryer, Gas Range, Refrigerator, Washer
  • Total Bedrooms: 3
  • Flooring: Hardwood, Laminate
  • Basement: Interior Access, Sump Pump, Unfinished
  • Basement YN: Yes
  • Full Bathrooms: 1
  • Three Quarter Bathrooms: 1

Exterior Features

  • Driveway: Crushed Stone
  • Exterior Features: Porch
  • Roof: Slate
  • Construction Type: Wood Siding
  • Exclusions: Microwave Freezer and Refrigerator in the laundry area
  • Foundation Details: Concrete, Stone

Garage/Parking

  • Garage Spaces: 1.0
  • Attached Garage: Yes

Utilities

  • Electric: Circuit Breakers
  • Sewer: Public Sewer
  • Heating: Oil, Forced Air
  • Cooling: None
  • Utilities: Phone Connected
  • Water Source: Public

Schools

  • Elementary School: Chester-Andover Elementary
  • High School: Green Mountain UHSD #35
  • Middle Or Junior School: Green Mountain UHSD #35

Lot Info

  • Surveyed: No
  • Zoning: General Business
  • Lot Size Acres: 0.25
  • Lot Size Sq Ft: 10890.0

Tax Info

  • Tax Year: 2025
  • Tax Annual Amount: 5227.36

Map

Range of Values:

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Value Increase
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Percent Increase
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Adjusted for Inflation
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2024 $4,977 $179,400 $24,800 $154,600
2023 $2,848 $179,400 $24,800 $154,600
2022 $4,278 $179,400 $24,800 $154,600
2021 $4,402 $179,400 $24,800 $154,600
2020 $4,231 $179,400 $24,800 $154,600
2019 $0 $188,900 $31,500 $157,400
2018 $0 $188,900 $31,500 $157,400
2017 $0 $188,900 $31,500 $157,400
2016 $3,812 $188,900 $31,500 $157,400
2015 -- $1,889 $0 $0
2014 -- $1,889 $0 $0
2013 -- $1,889 $0 $0
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
03/19/2026 03/19/26 Price Changed $349,000 -5.4% $235 / Sq Ft
12/02/2025 12/02/25 Price Changed $369,000 -5.1% $248 / Sq Ft
10/20/2025 10/20/25 Price Changed $389,000 -2.5% $261 / Sq Ft
09/13/2025 09/13/25 For Sale $399,000 -- $268 / Sq Ft
Source: PrimeMLS

About the Listing Agent

Lisa Kelley

Cummings & Co

(802) 200-2452

Section Image

A True Vermonter’s Perspective
Born and raised in Chester, VT, Lisa Kelley is a "True Vermonter" with deep roots in the Green Mountain State. While her journey briefly took her away to study at the Culinary Institute of America, it was her return home that solidified her passion for the unique lifestyle Vermont offers. Today, Lisa is a top-producing real estate agent with Cummings & Co, specializing in Windham and Rutland County properties.

Local Expertise Across the Region
Whether

Lisa's Other Listings

  • 191 Highland Rd, Wallingford, VT 05773

    $289,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft
    • 191 Highland Rd
    • Wallingford, VT

    Ready for new owners! This property has a lot to offer and with a little TLC can be the perfect Vermont retreat or full time residence. Private beach access and end of the road location, this little gem will not disappoint. The open concept light filled main level is cozy and charming. The fieldstone hearth and Vermont Castings woodstove are a great center point to the living area. The large

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    Section Image
  • 442 Elm St, Chester, VT 05143

    $259,000 Sold Jul 31, 2025

    • 1,488 Sq Ft
    • 442 Elm St
    • Chester, VT

    Terrific in town property is being offered! Two units in one building! One unit offers one bedroom and 3/4 bath open concept living and kitchen area. Second unit offers two bedrooms, living room, 3/4 bath and updated kitchen! Walk to amenities in Chester Depot including of course the train, Smitty's market and salon! Chester village less than one mile away as well.

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  • 1374 Vt Route 103 N, Chester, VT 05143

    $227,000 Sold Jan 30, 2026

    • 2 Beds
    • 1 Bath
    • 1,222 Sq Ft
    • 1374 Vt Route 103 N
    • Chester, VT

    Much more here than meets the eye. This home had heating efficiency completed with SEVCA, new siding, new hot water heater, chimney and furnace inspected and some new exterior paint. Nice level yard, attached two car garage PLUS detached barn! Close to downtown Chester and 15 minutes to Ludlow and Okemo/Vail resort. There is a large 3-season porch, two spacious bedrooms and large country kitchen.

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  • 2314 Main St, Cavendish, VT 05142

    $190,000 Sold Feb 12, 2026

    • 3 Beds
    • 2.5 Baths
    • 2,465 Sq Ft
    • 2314 Main St
    • Cavendish, VT

    A little vision, a little elbow grease and some paint and this home will once again be the village stunner it once was. Beautiful wood floors, antique features like built in bookcases and nooks, solid doors and large spacious rooms make this home a no brainer for anyone looking for space and Vermont charm.Close to everything you need....Singleton's store for smoked meats, groceries, deli and

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  • 2319 Main St, Cavendish, VT 05142

    $230,000 Sold Apr 15, 2025

    • 3 Beds
    • 1 Bath
    • 1,264 Sq Ft
    • 2319 Main St
    • Cavendish, VT

    Welcome to the Vintage Rose! Check out this cute vintage home! Whether you are looking to be here full time and in the wonderful Cavendish Elementary school system or just looking for a perfect home to escape it all to this home could be exactly what you are looking for! Located in Cavendish, the property offers easy access to I-91, Okemo, Ludlow and downtown Proctorsville. The owner of this home

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  • 222 Andover Rd, Ludlow, VT 05149

    $765,000 Sold Feb 27, 2026

    • 5 Beds
    • 3.5 Baths
    • 2,890 Sq Ft
    • 222 Andover Rd
    • Ludlow, VT

    Discover the perfect blend of comfort, efficiency, and mountain living in this spacious light filled 5-bedroom, 3.5-bath home, ideally located just 10 minutes from premier skiing and close to popular snowmobile trails. Step inside to a bright, open layout featuring a large gourmet kitchen equipped with an extra-large refrigerator, ample counter space, and room for effortless entertaining. Each

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  • 2147 N Main St, Londonderry, VT 05148

    $195,000 Sold Jul 25, 2025

    • 3 Beds
    • 2 Baths
    • 1,414 Sq Ft
    • 2147 N Main St
    • Londonderry, VT

    Terrific in-town location! Improvements include new roof and trim last year, 24kw Generator, serviced annually, new flooring on first level and new washer and dryer. Easy to maintain yard space, walk to the plaza for shopping and restaurants, minutes to 3 ski resorts!

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  • 274 Hedgehog Hill Rd N, Belmont, VT 05730

    $430,000 Sold May 09, 2025

    • 3 Beds
    • 2 Baths
    • 1,873 Sq Ft
    • 274 Hedgehog Hill Rd N
    • Belmont, VT

    You can see for miles! Views of the backside of Okemo and Killington. Location? You can't beat it! 8 minutes to Okemo/Vail and the VAST trail is right down the road. Belmont village and Star Lake a little over a mile away. This Gambrel log home has been a favorite family retreat for years but now it is time for another family to start their own traditions and memories. Property includes two car

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  • 147 Davis Rd, Ludlow, VT 05149

    $425,000 Sold Jun 06, 2025

    • 5 Beds
    • 3 Baths
    • 3,316 Sq Ft
    • 147 Davis Rd
    • Ludlow, VT

    Check out this wonderful family retreat! With 5 generous bedrooms, large living room, large deck and country setting...BONUS "rec area" in the barn and deck is “hot tub “ ready with power in place ! There is more than enough room for everyone! Only minutes to world class skiing at Okemo-Vail resort or Killington, close to the lakes and snowmobile trails. Lower level is mostly finished with

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Source: PrimeMLS

MLS Number: 5061241

PrimeMLS

APN: 144-045-11859

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