419 Baileys Mills Rd

2,729 Sq. Ft.
$274 / Sq. Ft.
2,729
Sq. Ft.
$274
per Sq. Ft.

Description

Welcome to this enchanting, historic Cape nestled on 75.56 pristine acres along the scenic Mill Brook. Ideally located just five miles from GMHA, the property spans both sides of Baileys Mill Road, offering abundant opportunities for equestrians, hobby farmers & nature lovers alike. The land is a rare mix of open pastures, mature woodlands, flowing streams, and panoramic valley views. A network of trails weaves through the property, perfect for hiking, biking, horseback riding, cross-country skiing...Welcome to this enchanting, historic Cape nestled on 75.56 pristine acres along the scenic Mill Brook. Ideally located just five miles from GMHA, the property spans both sides of Baileys Mill Road, offering abundant opportunities for equestrians, hobby farmers & nature lovers alike. The land is a rare mix of open pastures, mature woodlands, flowing streams, and panoramic valley views. A network of trails weaves through the property, perfect for hiking, biking, horseback riding, cross-country skiing & more. A recently added 20x50 detached five-car garage, just two years old, offers versatile potential and could easily be converted into a beautiful barn to suit your needs. The main residence is a delightful 4-bedroom, 4-bath home that has been thoughtfully updated over the past five years. A brand new 5-bedroom septic system, Enjoy warm summer evenings in the screened porch, take a dip in the inground saltwater pool, stargaze from the hot tub, or relax by the firepit in the upper field while taking in the breathtaking views down the valley. This serene and private retreat is not only a sanctuary for people but also a haven for local wildlife. Whether you're seeking a full-time residence, a second home, or a horse property, this stunning estate offers a rare blend of comfort, history, and untouched natural beauty. You may never want to leave. Sellers will provide Buyers with a $25,000. credit at closing as an incentive for a satisfactory offer leading to a contract by 12/1/2025
  1. Listed by Laird Bradley • Williamson Group Sothebys Intl. Realty • Phone: 802-457-2000
  2. Listed by Keri Cole • Williamson Group Sothebys Intl. Realty

Sold By IPJ Real Estate

Property Details for 419 Baileys Mills Road

Water Body Type
Brook/Stream
Water View
Yes
Waterfront Property
Yes
Zoning
RR
LISTING CLOSED: 12/12/2025 12:00 AM

Property Details for 419 Baileys Mills Road

StatusClosed
MLS #5052668
Days on Market106
Taxes-
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family
Year Built1850
Lot Size75.56 AC / 3,291,393 SF
CountyWindsor County

Location

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Building Information for 419 Baileys Mills Road

Stories2Year Built1850Building Size-Lot Size75.56 AC / 3,291,393 SF

Payment Calculator

$4,684 per month

30 year fixed, 6.55% Interest

Principal and Interest

$3,807

Property Taxes

$877

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 419 Baileys Mills Road

Summary
Location and General Information
  • City: Reading
  • County: VT-Windsor
  • Directions: Take Route 106 South from Woodstock Village. Travel past (GMHA) Green Mountain Horse Association. In approx. 5 miles, turn right onto Bailey's Mill Road. Home is approx. 1/3 mile on the left. Circular Driveway, see sign. Property is on both sides of the road and back beyond Mill Brook.
  • Latitude: 43.494905939298533
  • Longitude: -72.560464728836109
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip Code: 05062
Taxes and HOA Information
  • SPAN Number: 510-160-10281
  • Taxes TBD: Yes
Parking
  • Garage: Yes
  • Garage Capacity: 5.00
  • Driveway: Circular, Gravel
Property
Lot Information
  • Lot Features: Country Setting, Field/Pasture, Landscaped, Stream, Timber, Trail/Near Trail, Waterfront, Near Country Club, Near Skiing
  • Lot Size Acres: 75.56
  • Road Frontage Length: 1262.0
  • Water Frontage Length: 550.0
  • Water Body Access: Yes
  • Water Body Name: Mill Brook
  • Waterfront Property Rights: Exclusively Owned
  • Total Finished Area: 2729.0
  • Above Grade Finished Area: 2729.0
  • Above Grade Finished Area Source: Measured
  • Above Grade Unfinished Area: 0.0
  • AboveGradeUnfinishedAreaSource: Measured
  • Below Grade Finished Area: 0.0
  • Below Grade Finished Area Source: Measured
  • Below Grade Unfinished Area: 1044.0
  • BelowGradeUnfinishedAreaSource: Measured
  • Lot Size Square Feet: 3291394.0
  • Total Area: 3773.0
Property and Assessments
  • Current Use: No
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Easements: Yes
  • Flood Zone: No
  • Owned Land: Yes
  • PreConstruction: No
  • Suitable Use: Agriculture, Farm, Horse/Animal Farm, Field/Pasture, Recreation, Residential, Woodland
  • Surveyed: Yes
  • Water Body Restrictions: Unknown
  • Year Built: 1850
  • School District: Windsor Central
  • High School: Woodstock Senior UHSD #4
  • Middle/Jr School: Woodstock Union Middle Sch
  • Elementary School: Reading Elementary School
Utilities
  • Electric Company: Green Mountain Power
  • Electric: Circuit Breaker(s), Generator
  • Sewer: 1000 Gallon, Septic
  • Water Source: Drilled Well, Private
  • Utilities: Propane
  • Water Access Details: Beach Access, Directly Adjoining
  • Internet: Fiber Optic Internet
Interior and Exterior Features
Exterior Features
  • Color: Antique W
  • Construction Materials: Wood Frame, Clapboard Exterior, Wood Exterior
  • Roof: Metal, Standing Seam
Interior Features
  • Appliances: Dishwasher, Dryer, Range Hood, Double Oven, Refrigerator, Washer, Dual Fuel Stove
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Bulkhead, Concrete, Interior Stairs, Unfinished
  • Rooms: Level 1: Level 1: Breakfast Nook, Level 1: 1/2 Bathroom, Level 1: Dining Room, Level 1: Foyer, Level 1: Eat-in Kitchen, Level 1: Living Room, Level 1: Primary Bdm Ste, Level 1: Porch
  • Rooms: Level 2: Level 2: Bedroom, Level 2: 3/4 Bathroom, Level 2: Other
  • Flooring: Ceramic Tile, Combination, Hardwood, Slate/Stone
  • Heating: Oil, Heat Pump, Steam
  • Cooling: Mini Split
  • Total Stories: 2
  • Rooms Total: 10
  • Bathrooms Full: 1
  • Bathrooms Half: 1
  • Bathrooms One Quarter: 0
  • Bathrooms Three Quarter: 2
  • Bedrooms Total: 4
  • Bathrooms Total: 4
Room Information
Room 1
  • Room Dimensions: 8'4x10'4
  • Room Level: 1
  • Room Type: Foyer
Room 2
  • Room Dimensions: 23'2x17'2
  • Room Level: 1
  • Room Type: Eat-in Kitchen
Room 3
  • Room Dimensions: 23'2x5'8
  • Room Level: 1
  • Room Type: Breakfast Nook
Room 4
  • Room Dimensions: 12'6x14'2
  • Room Level: 1
  • Room Type: Dining Room
Room 5
  • Room Level: 1
  • Room Type: Bathroom Half
Room 6
  • Room Dimensions: 13'7x23'2
  • Room Level: 1
  • Room Type: Living Room
Room 7
  • Room Dimensions: 22'2x15'2
  • Room Level: 1
  • Room Type: Primary BR Suite
Room 8
  • Room Dimensions: 15'4x13'10
  • Room Level: 1
  • Room Type: Porch
Room 9
  • Room Dimensions: 23'3x12'6
  • Room Level: 1
  • Room Type: Primary BR Suite
Room 10
  • Room Dimensions: 14'1x18'10
  • Room Level: 2
  • Room Type: Bedroom
Room 11
  • Room Level: 2
  • Room Type: Bathroom Three Quarter
Room 12
  • Room Dimensions: 12'6x10'4
  • Room Level: 2
  • Room Type: Bedroom
Room 13
  • Room Dimensions: 25'6x18'6
  • Room Level: 2
  • Room Type: Other
Room 14
  • Room Dimensions: 23'2x7'6
  • Room Level: 2
  • Room Type: Other
Rental
Rent Information
  • Rented: No

Property History for 419 Baileys Mills Road

DateEvent & SourcePriceAppreciation
Dec 12, 2025

Sold (Public Record)

Public Record #1923991868

$749,000

+8.9% / yr

Dec 12, 2025

Sold

New England Real Estate Network #5052668

$749,000—
Nov 4, 2025

Active Under Contract

New England Real Estate Network #5052668

—
DateEvent & SourcePrice
12/12/2025

Sold (Public Record)

Public Record #1923991868

$749,000

+8.9% / yr

12/12/2025

Sold

New England Real Estate Network #5052668

$749,000
11/04/2025

Active Under Contract

New England Real Estate Network #5052668

—

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

Public Records for 419 Baileys Mills Road

Taxable ValueLand$250,200Additions$314,500Total$564,700
Tax Record2024$10,526 ($877 / month)
Home Facts
Beds3Baths2Total Finished SqFt2,154 SqFtAbove Grade Finished SqFt2,154 SqFtStories2Lot Size3,291,394 SqFtStyleSingle Family ResidenceYear Built1850CountyWINDSORAPN(160) 2117Fireplace TypeHas Fireplace

Schools near 419 Baileys Mills Road

This home is within Windsor Central Unified Union School District.
Rating
School
Type
Grades
Distance
Public - PK to 4
Public - 7 to 12
Rating
School
Distance
Reading Elementary School
PublicPK to 4

Woodstock Senior Uhsd #4
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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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Williamson Group Sothebys Intl. 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 07/22/2026 08:48 PM