OFF MARKET

Listed by Randi Ziter • Brattleboro Area Realty. Bought with ACORN REAL ESTATE GROUP LLC.

Off market jul 2025 for $559K

$558,882

Est. refi paymentEst. refi $3,704/mo

•

2,884

sq ft

8686 Jacksonville Stage Rd, West Halifax, VT 05358

About this home

Set on 24 acres of meadows, mature woods, perennial gardens, stone walls, and a spring-fed pond, this vintage Vermont homestead blends quiet charm with creative spirit. Recently reimagined by a local artist, this private 1820s post-and-beam cape retains its original character, with wide-plank floors, exposed beams, and a flowing circular room layout. The kitchen features an expansive built-in window seat with space for 8+ guests. The first floor also offers a full bath, south-facing living room, fireplace den, and two flexible spaces ready for a home office, library, or bedroom. Upstairs, you’ll find four bedrooms, a Jack & Jill bath with walk-in shower, plus a bonus room. A large, light-filled workshop extends off the kitchen, with an additional lofted space above for storage or future expansion. Whether you’re looking for a full-time home, a weekend retreat, or a unique Airbnb opportunity, this soulful property offers a rare mix of privacy, natural beauty, and historic charm—less than 30 minutes to the vibrant arts hubs of Brattleboro VT and Turners Falls MA, less than 20 minutes to Wilmington, and 10 minutes from Jacksonville which has a general store, woodfired pizza, and a bakery. Enjoy cross-country or downhill skiing at Mt. Snow, summer swimming and boating at nearby Harriman Reservoir, and vibrant fall foliage by your private pond. You may find, however, with all that is here, you never leave home. Showings begin Friday, May 30th by appointment.

Single-familyProperty Type

1820Year Built

24.5 acresLot Size

$194Est. Price/Sq.Ft.

1 car garageParking

Listed by Randi Ziter • Brattleboro Area Realty

Bought with Peggy Winchester • ACORN REAL ESTATE GROUP LLC

Redfin checked: a minute ago

•Source:PrimeMLS #5042894

Redfin Estimate

$558,882

$118 since sold in July 2025$2,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 1.8% lower than the average sale price ($569K) of 6 comparable homes.

SOLD JUN 25, 2026
$429,000
A
4 beds2.5 baths3,100 sq ft
195 Stimpson Hill Rd, Whitingham, VT 05361
SOLD AUG 27, 2026
$488,000
B
3 beds1.5 baths2,400 sq ft
3524 Deer Park Rd, Brattleboro, VT 05358
SOLD JAN 9, 2026
$315,000
C
3 beds2 baths2,910 sq ft
597 Gates Pond Rd, Jacksonville, VT 05342
SOLD JUN 5, 2026
$710,000
D
5 beds2 baths3,890 sq ft
295 Jacksonville Rd, Colrain, MA 01340
SOLD SEP 1, 2026
$675,000
E
3 beds2 baths2,245 sq ft
442 Josh Rd, Brattleboro, VT 05358
SOLD JUN 17, 2026
$798,219
F
3 beds2 baths2,300 sq ft
1736 River Rd, Guilford, VT 05301

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Earn from this home

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$3,193/mo

Redfin rental estimate

List your home for rent

Market trends in 05358, VT

Last updated September 2026

Sale-to-List Price

100.0%

+14.4% MoM

Median sale price

$498K

$507K MoM

Avg. days on market

55d

453 days MoM

Recently sold homes

0 MoM

New listings for sale

$799,000
4 beds3.5 baths3,598 sq ft
845 Hall Rd, Brattleboro, VT 05358
See all

Provided by Redfin

Sale history for 8686 Jacksonville Stage Rd

Date

Event

Price

PrimeMLS #5042894

Jul 14, 2025

Sold

$559,000

$194/sq ft

Jun 3, 2025

Contingent

—

May 26, 2025

Listed

$549,000

$190/sq ft

PrimeMLS #4918170

Oct 31, 2022

Sold

$535,000

$186/sq ft

Sep 6, 2022

Contingent

—

Jul 15, 2022

Price Changed

$535,000

$186/sq ft

Jun 29, 2022

Listed

$495,000

$172/sq ft

+35

Drive up a lovely tree lined drive to this charming 1800's post and beam cape. The setting is absolutely stunning with 24.5 +/- acres of gently sloping fields, acres of stone walls, woodlands, trails and a beautiful pond. The 2800+- square feet has a gracious feel with a circular flow. On the first floor you will find a large kitchen, dining, living, potential first floor bedroom/bath and a den. Upstairs are 4 bedrooms, full bath and bonus space that has been used as an art studio for the current seller. Hard and softwood throughout, fireplace, one car detached garage and an attached workshop full of fabulous beams with good storage above. This home has ultimate privacy and would be the perfect Vermont getaway or a lovely full time residence. You will also find many perennials and mature gardens. (see documents for a list). Add canoeing and kayaking to your summer routine in the pond just 3 miles away. Deep in the heart of nature you will find yourself roughly 30 minutes to vibrant Brattleboro or 25 minutes to Wilmington's mecca for skiing at Mount Snow and water sports at Harriman Reservoir. Delayed showings until Friday, July 1st

PrimeMLS #3045245

Nov 2, 2007

Sold

$349,000

$121/sq ft

Aug 17, 2007

Listed

$359,000

$124/sq ft

Up a private tree-lined drive sits this lovely 1820's Post & Beam Vt. cape in a very special setting. The 2,400 square foot home features a wood-burning fireplace, hardwood & softwood floors, 4 bedrooms, 2 baths, formal dining and a large workshop. Outside there's over 8 acres of open pasture, pretty woods and many perennials. A pristine swimming pond is just a short walk down the wooded path. With 1,000 ft of road frontage providing privacy and protection, this is a charming and rare offering.

Year

Property tax

Land + Additions

Assessment*

2025

$4,398 (−22.3%)

$70,300 + $220,400

$290,700

2024

$5,658 (+19.6%)

$70,300 + $220,400

$290,700

2023

$4,733 (−35.6%)

$70,300 + $220,900

$291,200

2022

$7,346 (−4.5%)

$70,300 + $220,900

$291,200

2021

$7,690 (+4.4%)

$70,300 + $220,900

$291,200

2020

$7,368 (+4.4%)

$113,100 + $182,900

$296,000

2019

$7,061 (+3.9%)

$113,100 + $182,900

$296,000

2018

$6,799 (+0.9%)

$113,100 + $182,900

$296,000

2017

$6,738 (−4.1%)

$113,100 + $182,900

$296,000

2016

$7,028 (+4.3%)

$113,100 + $182,900

$296,000

2015

$6,740 (−2.1%)

$113,100 + $182,900

$296,000

2014

$6,884

$113,100 + $182,900

$296,000

Tax history for 8686 Jacksonville Stage Rd

Year

Property tax

Land + Additions

Assessment*

2025

$4,398 (−22.3%)

$70,300 + $220,400

$290,700

2024

$5,658 (+19.6%)

$70,300 + $220,400

$290,700

2023

$4,733 (−35.6%)

$70,300 + $220,900

$291,200

2022

$7,346 (−4.5%)

$70,300 + $220,900

$291,200

2021

$7,690 (+4.4%)

$70,300 + $220,900

$291,200

2020

$7,368 (+4.4%)

$113,100 + $182,900

$296,000

2019

$7,061 (+3.9%)

$113,100 + $182,900

$296,000

2018

$6,799 (+0.9%)

$113,100 + $182,900

$296,000

2017

$6,738 (−4.1%)

$113,100 + $182,900

$296,000

2016

$7,028 (+4.3%)

$113,100 + $182,900

$296,000

2015

$6,740 (−2.1%)

$113,100 + $182,900

$296,000

2014

$6,884

$113,100 + $182,900

$296,000

*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

Baths

Stories

—

Lot width

—

Lot depth

—

Lot size

24.5 Acres

Year renovated

—

Sq. Ft.

2,884

Year built

1800

Style

Single Family Residential

County

Windham County

APN

27608710306

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 23, 2026.

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.

Permitted uses

Include but are not limited to:

Agriculture
Housing-Single unit
Housing-Multiple units
Bed & breakfast
Office
Cemetery

Property details

Parking

Parking & Garage
Garage Capacity: 1

Interior

Virtual Tour

Bathroom Information
# of Baths (full): 2

Basement Information
Basement: Yes
Basement Access: Interior
Concrete Floor, Full, Unfinished

Other Interior Features
# of Rooms: 8
Flooring: Hardwood, Tile, Wood

Equipment & Appliance Information
Cooktop - Electric, Dishwasher, Dryer, Microwave, Oven - Wall, Refrigerator, Water Heater-Gas-LP/Bttle

Room 1 Information
Kitchen
Kitchen
Dimensions: 12x21
Level: 1

Room 2 Information
Dining Room
Dimensions: 14x17
Level: 1

Room 3 Information
Living Room
Dimensions: 14x19
Level: 1

Room 4 Information
Bedroom
Dimensions: 12x14
Level: 1

Room 5 Information
Den
Dimensions: 12x13
Level: 1

Room 6 Information
Full Bath
Full Bath
Dimensions: 08x10
Level: 1

Room 7 Information
Bedroom
Dimensions: 07x13
Level: 2

Room 8 Information
Bedroom
Dimensions: 13x22
Level: 2

Room 9 Information
Full Bath
Dimensions: 08x10
Level: 2

Room 10 Information
Bedroom
Dimensions: 14x17
Level: 2

Room 11 Information
Bedroom
Dimensions: 07x10
Level: 2

Room 12 Information
Other
Dimensions: 10x25
Level: 2

Exterior

Building Information
Architectural Style: Cape
Construction Status: Existing
Construction Materials: Post and Beam, Wood Siding
Approximate Sq. Ft. Total Finished: 2884
Approximate Sq. Ft. Total: 4639
Color: white
Roof: Shingle - Asphalt

Driveway
Dirt

Lot, Zoning, & Easement Information
Lot Features: Country Setting, Field/Pasture, Landscaped, Level, Pond, Rolling, Secluded, Sloping, Stream, Timber, Walking Trails, Wooded, Rural

Survey Information
Surveyed: Unknown

Other Property & Lot Information
Year Built: 1820

Financial

Tax Information
Tax Year: 2024
Gross Amount Tax: 10033
SPAN Number: 276-087-10306

Other Tax Information
Page Deed: 0

Utilities

Heating & Cooling Information
Heat: Oil, Forced Air

Sewer Information
Septic

Electric Information
100 Amp

Water Information
Water Source: Drilled Well

Other Utilities Information
Internet: High Speed Intrnt -AtSite, Satellite Internet
Cable - Available, Telephone Available

Location

School Information
Elementary School: Halifax School
Elementary School: Halifax School
Middle/Jr School: Halifax School
School - High: Twin Valley High School

Road Information
Road Frontage Type: Public
Road Frontage: Yes
Road Frontage Length: 1000

Other Location Information
Directions: Western Ave/RT 9 take Greenleaf St. to left on Hinesburg. Left on Deer Park to left on Old County to right on Jacksonville Stage Rd, watch for numbers 8686

Public facts

Beds: 4
Baths: 2.0
Sq. Ft.: 2,884
Stories: —
Lot Size: 24.5 acres
Style: Single Family Residential
Year Built: 1800
Year Renovated: —
County: Windham County
APN: 27608710306

Home facts updated by county records on Sep 23, 2026

Other

Documents & Disclosures
Documents Available: Deed, Property Disclosure, Survey, Tax Map

Around this home

Schools

Some nearby schools may not be within this home's attendance zone. Please check the Halifax School District website to verify.

Halifax West School

Public PreK-8 • 1.2mi

Twin Valley Middle High School

Public 6-12 • 4.8mi

5/10

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

4/10 Wind Factor

8% chance of strong winds in next 30 years

2/10 Air Factor

0 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

West Halifax, VT • 05358

Average low and high temperatures (°F)

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 3.8 hours in December, placing it below the U.S. average for solar exposure.

8.5 hrs

3.8 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$531,000 – $643,000

Sell confidently with a local market expert in West Halifax. 3 minutes to get started.

Nearby similar homes

$825,000

5 beds1 bath1,224 sq ft

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VIDEO TOUR

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5 beds3.5 baths3,536 sq ft

1845 Hatch School Rd, Brattleboro, VT 05358

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Land— sq ft

292 Parsons Rd, Whitingham, VT 05432

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New listings for sale in 05358

$799,000

4 beds3.5 baths3,598 sq ft

845 Hall Rd, Brattleboro, VT 05358

Home values near 8686 Jacksonville Stage Rd

Data from public records.

Address	Redfin Estimate
8950 Jacksonville Stage Road, West Halifax, VT 3 Beds \| 2 Baths \| 1680 Sq. Ft.	$293,555
8695 Jacksonville Stage Road, West Halifax, VT 4 Beds \| 2 Baths \| 1306 Sq. Ft.	$397,544

Address	Redfin Estimate
8535 Jacksonville Stage Road, West Halifax, VT 3 Beds \| 3 Baths \| 3964 Sq. Ft.	$557,280
9230 Jacksonville Stage Road, West Halifax, VT 3 Beds \| 2 Baths \| 2144 Sq. Ft.	$466,522

Address	Redfin Estimate
9131 Jacksonville Stage Road, West Halifax, VT 5 Beds \| 3 Baths \| 2016 Sq. Ft.	$382,475
41 Old County Road, West Halifax, VT 3 Beds \| 2 Baths \| 1359 Sq. Ft.	$325,605

Property information provided by PrimeMLS when last listed in 2025. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 05358, VT

Sale history for 8686 Jacksonville Stage Rd

Tax history for 8686 Jacksonville Stage Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 05358

Home values near 8686 Jacksonville Stage Rd

More real estate resources