1059 Bailey Hill Rd

Readsboro, VT 05350

$502,900
Price
3
Beds
2,400 Sq. Ft.
$210 / Sq. Ft.
2,400
Sq. Ft.
$210
per Sq. Ft.
Under Contract
Under Contract

Description

Welcome to Bailey Hill Road in Readsboro, Vermont. This farmhouse architecture style home with wood siding has 2400 square feet of finished living space. The interior features warm wood accents throughout, including exposed beams, wide plank and oak floors, and even a stained glass window created by a Vermont artisan. This home sits on a beautiful, private parcel of land that offers plenty of room to explore, garden, or simply soak in the peace and quiet of Vermont countryside. The kitchen flows...Welcome to Bailey Hill Road in Readsboro, Vermont. This farmhouse architecture style home with wood siding has 2400 square feet of finished living space. The interior features warm wood accents throughout, including exposed beams, wide plank and oak floors, and even a stained glass window created by a Vermont artisan. This home sits on a beautiful, private parcel of land that offers plenty of room to explore, garden, or simply soak in the peace and quiet of Vermont countryside. The kitchen flows into a light-filled dining area, while the expansive living spaces provide endless flexibility for gathering, hobbies, or a home office. The sunroom takes advantage of the home’s southern exposure, a wonderful place to keep houseplants or to sit and enjoy the surrounding nature. It’s common to see a wildlife in this rural setting. Upstairs, you’ll find additional bedrooms and bonus rooms, perfect for family, guests or creating your ideal retreat. A full, unfinished basement offers abundant storage or potential to expand, while outside you’ll appreciate the large three-bay detached garage/barn ideal for vehicles, equipment, or a workshop. Geothermal heating. Large outdoor generator. This property is perfectly positioned for four-season enjoyment. Whether you’re seeking an outdoor lifestyle or easy access to recreation, you’ll love being just a short drive from ski areas, hiking trails, and the Massachusetts border. A true Vermont getaway with the space and setting to make it your own.
  1. Listed by The Hammond Team • KW Vermont • Phone: 802-654-8500

Property Details for 1059 Bailey Hill Road

Zoning
Residential
LISTING UPDATED: 09/26/2025 05:45 PM

Property Details for 1059 Bailey Hill Road

StatusUnder Contract
MLS #5060762
Days on Market16
Taxes$6,711 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built1972
Lot Size76.02 AC / 3,311,431 SF
CountyBennington County

Location

Listing Courtesy of KW Vermont
Add your commute

Building Information for 1059 Bailey Hill Road

Stories1Year Built1972Building Size-Lot Size76.02 AC / 3,311,431 SF

Payment Calculator

$3,044 per month

30 year fixed, 6.28% Interest

Principal and Interest

$2,485

Property Taxes

$559

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 1059 Bailey Hill Road

Summary
Location and General Information
  • City: Readsboro
  • County: VT-Bennington
  • Directions: From VT Route 9, turn onto VT Route 8 (5.2 miles). Turn left onto 43rd Infantry Division Memorial Hwy/VT-100 N (1.4 miles). Turn left onto Bailey Hill Rd. (1.0 mile).
  • Latitude: 42.805046514306646
  • Longitude: -72.958169813491807
  • Road Frontage: TBD
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip Code: 05350
Taxes and HOA Information
  • SPAN Number: 513-161-10013
  • Tax Year: 2025
  • Tax Year Notes: 2025-2026
  • Taxes TBD: No
Parking
  • Garage: Yes
  • Garage Capacity: 3.00
  • Driveway: Gravel
Property
Lot Information
  • Lot Features: Country Setting, Timber
  • Lot Size Acres: 76.02
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: No
  • PreConstruction: No
  • Surveyed: Unknown
  • Year Built: 1972
Utilities
  • Electric Company: Green Mountain Power
  • Cable Company: HughesNet
  • Electric: Circuit Breaker(s)
  • Sewer: Leach Field, Private, Septic
  • Water Source: Drilled Well, Private
  • Utilities: Other
  • Internet: Satellite Internet
Interior and Exterior Features
Exterior Features
  • Construction Materials: Wood Frame
  • Roof: Shingle
Interior Features
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Concrete Floor, Interior Access, Exterior Access
  • Heating: Geothermal, Hot Air, Radiant
  • Cooling: Other
  • Total Stories: 1.5

Property History for 1059 Bailey Hill Road

DateEvent & SourcePriceAppreciation
Sep 26, 2025

Active Under Contract

New England Real Estate Network #5060762

—
Sep 10, 2025

Listed (Active)

New England Real Estate Network #5060762

$502,900—
DateEvent & SourcePrice
09/26/2025

Active Under Contract

New England Real Estate Network #5060762

—
09/10/2025

Listed (Active)

New England Real Estate Network #5060762

$502,900

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

Public Records for 1059 Bailey Hill Road

Taxable ValueLand$135,300Additions$197,700Total$333,000
Tax Record2024$8,948 ($746 / month)
Home Facts
Beds3Baths1Total Finished SqFt2,400 SqFtAbove Grade Finished SqFt2,400 SqFtStories2Lot Size3,311,431 SqFtStyleSingle Family ResidenceYear Built1972CountyBENNINGTONAPN(161)T29X410Fireplace TypeHas Fireplace

Schools near 1059 Bailey Hill Road

This home is within Readsboro School District.
Rating
School
Type
Grades
Distance
Readsboro Elementary School
Public - PK to 6
Rating
School
Distance
Readsboro Elementary School
PublicPK to 6

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.

Similar Homes

Similar Sold Homes

Explore Nearby Homes

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of KW Vermont

Copyright 2025 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 12/24/2025 05:08 AM