Listed by Laird Bradley • Williamson Group Sothebys Intl. Realty (Phone: 802-457-2000). Bought with IPJ Real Estate.
Off Market Dec 2025 for $749K
$1,286,272
Est. refi paymentEst. refi$4,754/mo
4
bd
•
3.5 ba
•
2,729
sq ft
419 Baileys Mill Rd, Reading, VT 05062
About this home
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
Single-familyProperty Type
1850Year Built
75.56 acresLot Size
$471Est. Price/Sq.Ft.
5 car garageParking
Listed by Laird Bradley• Williamson Group Sothebys Intl. Realty
Listed by Keri Cole• Williamson Group Sothebys Intl. Realty
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Earn from this home
Refinance
$0
Est. cash available
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Rent
$3,284/mo
Redfin rental estimate
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Market trends in 05062, VT
Last updated July 2026
Sale-to-List Price
97.8%
0.0% MoM
Median sale price
$440K
$99 MoM
Avg. days on market
160d
0 days MoM
Recently sold homes
1
0 MoM
Provided by Redfin
Sale history for 419 Baileys Mill Rd
Date
Event
Price
PrimeMLS #5052668
Dec 12, 2025
Sold
$749,000
$274/sq ft
Nov 4, 2025
Contingent
—
Sep 2, 2025
Price Changed
$749,000
$274/sq ft
Jul 21, 2025
Listed
$799,000
$293/sq ft
Public Records
Aug 10, 2020
Sold
$475,000
$174/sq ft
PrimeMLS #4404296
Nov 9, 2015
Sold
$450,000
$165/sq ft
Sep 3, 2015
Contingent
—
Feb 26, 2015
Listed
$499,500
$183/sq ft
+20
This charming, historic cape sits on 75 pristine acres of pasture, woodlands, streams and valley views. It was tastefully remodeled and has a large eat-in kitchen, perfect for entertaining with an adjacent formal dining room, and spacious screened in porch to take in the gardens. Located very near Woodstock in Reading, Vermont, the home features a large master suite on the first floor. A private pool and patio overlook the grounds to a large, flat grassy lawn with apple trees. Bring your culinary skills, a high-end Aga stove anchors the kitchen. Pastures were created and a barn planned to accommodate horses. Green Mountain Horse Association is only minutes down the road. Amazing versatility awaits within the many features of this fine home!
Year
Property tax
Land + Additions
Assessment*
2025
$8,749 (−6.9%)
$250,200 + $314,500
$564,700
2024
$9,397 (+3.3%)
$250,200 + $314,500
$564,700
2023
$9,093 (−6.7%)
$232,400 + $261,100
$493,500
2022
$9,744 (+1.6%)
$232,400 + $242,300
$474,700
2021
$9,587 (−2.9%)
$232,400 + $242,300
$474,700
2020
$9,869 (−0.8%)
$232,400 + $242,300
$474,700
2019
$9,951 (−1.6%)
$232,400 + $242,300
$474,700
2018
$10,115 (−9.1%)
$232,400 + $242,300
$474,700
2016
$11,130 (+11.1%)
$232,400 + $242,300
$474,700
2015
$10,018 (+70.8%)
$232,400 + $269,600
$502,000
2014
$5,866
$232,400 + $269,600
$502,000
Tax history for 419 Baileys Mill Rd
Year
Property tax
Land + Additions
Assessment*
2025
$8,749 (−6.9%)
$250,200 + $314,500
$564,700
2024
$9,397 (+3.3%)
$250,200 + $314,500
$564,700
2023
$9,093 (−6.7%)
$232,400 + $261,100
$493,500
2022
$9,744 (+1.6%)
$232,400 + $242,300
$474,700
2021
$9,587 (−2.9%)
$232,400 + $242,300
$474,700
2020
$9,869 (−0.8%)
$232,400 + $242,300
$474,700
2019
$9,951 (−1.6%)
$232,400 + $242,300
$474,700
2018
$10,115 (−9.1%)
$232,400 + $242,300
$474,700
2016
$11,130 (+11.1%)
$232,400 + $242,300
$474,700
2015
$10,018 (+70.8%)
$232,400 + $269,600
$502,000
2014
$5,866
$232,400 + $269,600
$502,000
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Construction Materials: Wood Frame, Clapboard Exterior, Wood Exterior
Approximate Sq. Ft. Total Finished: 2729
Approximate Sq. Ft. Total: 3773
Color: Antique W
Roof: Metal, Standing Seam
Driveway
Circular, Gravel
Lot, Zoning, & Easement Information
Easements: Yes
Lot Features: Country Setting, Field/Pasture, Landscaped, Stream, Timber, Trail/Near Trail, Waterfront, Near Country Club, Near Skiing
Survey Information
Surveyed: Yes
Boat, Moorage, and Water Information
Water Body Name: Mill Brook
Other Property & Lot Information
Year Built: 1850
Water View: Yes
Water View: Y
Waterfront: Yes
Waterfront Rights: Exclusively Owned
Water Body Name: Mill Brook
Water Body Access: Yes
Beach Access, Directly Adjoining
Financial
Tax Information
SPAN Number: 510-160-10281
Taxes TBD: Yes
Other Tax Information
Page Deed: 194
Utilities
Heating & Cooling Information
Cooling: Mini Split
Heat: Oil, Heat Pump, Steam
Sewer Information
1000 Gallon, Septic
Electric Information
Electric Company: Green Mountain Power
Circuit Breaker(s), Generator
Water Information
Water Restrictions: Unknown
Water Frontage Length: 550
Water Source: Drilled Well, Private
Other Utilities Information
Internet: Internet - Fiber Optic
Phone Company: AT&T, Verizon
Gas - LP/Bottle
Location
School Information
School District: Windsor Central
Elementary School: Reading Elementary School
Elementary School: Reading Elementary School
Middle/Jr School: Woodstock Union Middle Sch
School - High: Woodstock Senior UHSD #4
Road Information
Road Frontage Type: Gravel, Public Maintained Road
Road Frontage: Yes
Road Frontage Length: 1262
Other Location Information
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.
Public facts
Beds: 3
Baths: 2.0
Sq. Ft.: 2,572
Stories: 2.0
Lot Size: 75.56 acres
Style: Single Family Residential
Year Built: 1850
Year Renovated: —
County: Windsor County
APN: 51016010281
Home facts updated by county records on Jul 15, 2026
Other
Water Body Information
Brook
Documents & Disclosures
Documents Available: Building Permit, Deed, Septic Design
Around this home
Schools
Reading Elementary School
Public PreK-4 • Assigned • 3.1mi
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
1/10 Heat Factor
7 days above 90° expected this year, 16 days in 30 years
2/10 Wind Factor
4% chance of strong winds in next 30 years
1/10 Air Factor
0 unhealthy days expected this year, 0 days in 30 years
Provided by First Street
Historical weather
Reading, VT • 05062
Average low and high temperatures (°F)
24
10
28
10
43
24
55
34
61
44
74
54
79
60
75
55
71
49
58
38
43
29
29
15
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
In this area, properties receive around 8.5 hours in
June and 3.5 hours in December, placing it below the
U.S. average for solar exposure.
8.5 hrs
3.5 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$1.22M – $1.48M
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