Listed by Chris Long • BHG Masiello Brattleboro. Bought with Four Seasons Sotheby's Int'l Realty.
Off market jul 2021 for $681K
$999,367
Est. refi paymentEst. refi$4,466/mo
4
bd
•
2 ba
•
3,317
sq ft
4402 Jacksonville Stage Rd, Brattleboro, VT 05301
About this home
This quintessential Vermont hilltop farm has it all. Completely renovated 1780's cape, barns, sheds, a large sugar house, greenhouse and a timber frame barn converted to a wonderful heated studio space. All situated on 170.9 acres of gorgeous rural Vermont forestland and fields with approximately 35 acres of open meadow/ pasture. The house was stripped to the gorgeous old timber frame and then reconstructed with super insulated panels, thermo-pane windows, clapboard siding and a standing seam metal roof in 1999. The renovation perfectly combines modern efficiency with the warmth and charm of the original home. Interior features include: a 14 X 30 family rm with heated slate floor, formal dining rm overlooking back field, first floor bedroom, country kitchen with an awesome pantry, office, an arts/crafts rm and recreation rm, slate and original hardwood flooring and natural/original woodwork and built-ins. The rolling land is simply spectacular!! Both lush upper meadows offer views of the distant hills and valleys. The sugar bush is impressive with towering sugar maples and a small clearing with the sugarhouse. There is also a fruit tree orchard, endless gardening opportunities and spring fed pond in the lower barnyard. The land also encompasses "French Hill" one of the highest in the area offering nearly 360 degree views when no leaves are on the trees. This place gives you a true sense of peace and tranquility as you wander and explore. Truly a rare and unique offering.
Single-familyProperty Type
1780Year Built
170.9 acresLot Size
$301Est. Price/Sq.Ft.
3 car garageParking
Listed by Chris Long• BHG Masiello Brattleboro
Bought with Jessica Bentz• Four Seasons Sotheby's Int'l Realty
Step back in time! This quintessential Vermont hilltop farm has it all. Completely renovated 1780's cape, barns, sheds, a large sugar house, greenhouse and a timber frame barn converted to a wonderful heated studio space. All situated on 170.9 acres of gorgeous rural Vermont forest and fields. Approximately 30-40 acres of open meadow/ pasture. The house was stripped to the old timber frame and then reconstructed with super insulated panels, thermo-pane windows, clapboard siding and a standing seam metal roof in 1999. The renovation perfectly combines modern efficiency with the warmth and charm of the original home. Interior features include: a 14 X 30 family rm with a slate floor, covered front porch, formal dining rm overlooking back field, first floor bedroom, country kitchen with pantry, office, an arts/crafts rm and recreation rm, slate and hardwood flooring and natural/original woodwork. The land is simply spectacular. Both the south and east mowings offer views of the distant hills and valleys. The sugar bush is very impressive with towering sugar maples and woods roads throughout all leading to a small clearing with the sugarhouse. The land also encompasses "French Hill" one of the highest in the area offering nearly 360 degree views when no leaves are on the trees. This place gives you a true sense of peace and tranquility as you wander around the limitless areas to explore. Listed well below town assessment and a recent appraised value. You won't want to leave!
Public Records
Mar 29, 2000
Sold
$155,000
$47/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$8,649 (−10.7%)
$170,300 + $327,400
$497,700
2024
$9,688 (+19.8%)
$170,300 + $327,400
$497,700
2023
$8,089 (−35.6%)
$170,300 + $327,400
$497,700
2022
$12,556 (−4.5%)
$170,300 + $327,400
$497,700
2021
$13,144 (−3.1%)
$170,300 + $327,400
$497,700
2020
$13,562 (+4.4%)
$179,700 + $365,100
$544,800
2019
$12,996 (−8.4%)
$179,700 + $365,100
$544,800
2018
$14,181 (−2.3%)
$182,700 + $434,700
$617,400
2017
$14,510 (−12.7%)
$206,100 + $431,300
$637,400
2016
$16,629 (+7.7%)
$315,300 + $431,300
$746,600
2015
$15,441 (+46.2%)
$315,300 + $398,400
$713,700
2014
$10,559
$315,300 + $382,500
$697,800
Tax history for 4402 Jacksonville Stage Rd
Year
Property tax
Land + Additions
Assessment*
2025
$8,649 (−10.7%)
$170,300 + $327,400
$497,700
2024
$9,688 (+19.8%)
$170,300 + $327,400
$497,700
2023
$8,089 (−35.6%)
$170,300 + $327,400
$497,700
2022
$12,556 (−4.5%)
$170,300 + $327,400
$497,700
2021
$13,144 (−3.1%)
$170,300 + $327,400
$497,700
2020
$13,562 (+4.4%)
$179,700 + $365,100
$544,800
2019
$12,996 (−8.4%)
$179,700 + $365,100
$544,800
2018
$14,181 (−2.3%)
$182,700 + $434,700
$617,400
2017
$14,510 (−12.7%)
$206,100 + $431,300
$637,400
2016
$16,629 (+7.7%)
$315,300 + $431,300
$746,600
2015
$15,441 (+46.2%)
$315,300 + $398,400
$713,700
2014
$10,559
$315,300 + $382,500
$697,800
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Public record
Zoning
Beds
3
Baths
1.5
Stories
—
Lot width
—
Lot depth
—
Lot size
130.4 Acres
Year renovated
—
Sq. Ft.
2,850
Year built
1780
Style
Single Family Residential
County
Windham County
APN
27608710275
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Sep 23, 2026.
RR
Rural Residential District
The purpose of the Rural Residential District is to provide for residential development and compatible light industrial & light commercial uses at moderate densities which are easily accessible to Class 2 and 3 public roads. It is anticipated that the bulk of new residential and light commercial growth will take place within this district. Special care should be taken to protect the rural-residential character of this district, to locate proposed development off of productive agricultural lands, and to minimize forest fragmentation. Non-residential development proposed in the RR District shall be carefully reviewed on a case-by-case basis utilizing the standards established under Conditional Use Approval, and elsewhere throughout this Zoning Regulation including, but not limited to General Performance Standards, Landscaping Requirements, and Article 5 Special Regulations, as applicable.
Heat: Baseboard, Multi Zone, Radiant Floor, Wood Boiler
Heat Fuel: Oil, Wood
Sewer Information
500 Gallon, Leach Field - Existing, On-Site Septic Exists
Electric Information
100 Amp, Circuit Breaker(s)
Water Information
Drilled Well, On-Site Well Exists, Private
Other Utilities Information
Satellite
Location
Neighborhood Information
Abuts Conservation, Near Skiing, Near Snowmobile Trails, Rural
Road Information
Road Frontage: Yes
Road Frontage Length: 4194
Gravel, Public, Unpaved
Other Location Information
Directions: From The Green River covered bridge in Guilford take Jacksonville Stage Road toward Halifax. Follow for 1.9 miles to Farm. See sign. From Greenfield MA. Take Route 2 toward Colrain MA. follow signs for Colrain and Route 112 North to VT. Take right at VT line on Stark Mtn Rd. Follow 2 miles.
Public facts
Beds: 3
Baths: 1.5
Sq. Ft.: 2,850
Stories: —
Lot Size: 130.4 acres
Style: Single Family Residential
Year Built: 1780
Year Renovated: —
County: Windham County
APN: 27608710275
Home facts updated by county records on Sep 23, 2026