442 Brookline Rd

2,000 Sq. Ft.
$190 / Sq. Ft.
2,000
Sq. Ft.
$190
per Sq. Ft.

Description

Welcome to the Green Mountains! Nestled on 12.8 private acres, this quintessential, one-of-a-kind timber frame cabin offers a rare blend of craftsmanship and nature. Bordering the protected Pinnacle Association preserve, you can walk right out your front door to explore amazing trails and local wildlife. Lovingly constructed by local artist and builder Nathan Guest, the home’s creative vision is evident in every detail—from the 1800s wagon wheel chandelier to the handcrafted dining table. The main...Welcome to the Green Mountains! Nestled on 12.8 private acres, this quintessential, one-of-a-kind timber frame cabin offers a rare blend of craftsmanship and nature. Bordering the protected Pinnacle Association preserve, you can walk right out your front door to explore amazing trails and local wildlife. Lovingly constructed by local artist and builder Nathan Guest, the home’s creative vision is evident in every detail—from the 1800s wagon wheel chandelier to the handcrafted dining table. The main floor features two bedrooms, a full bath, and an inviting living room anchored by a Quadra-Fire Explorer wood stove and a custom bar, perfect for entertaining. The amazing kitchen flows directly out to a splendid deck, where you can take in the fresh Vermont air and listen to the flowing brook—which features natural pools large enough for a dip. The main level also offers a large dining room and a cozy sitting room. Energy-efficient mini-splits provide additional heating and cooling for all of Vermont’s picturesque seasons. Upstairs, you’ll find a spacious and charming primary suite. Outside, the property includes a dedicated workshop and an adorable tiny guesthouse, ideal for meditation, relaxation, or hosting occasional visitors. This ultimate Vermont getaway is less than an hour from Bromley, Stratton, and Mount Snow. A truly special place to call home.
  1. Listed by Kristen Ziter Taylor • Brattleboro Area Realty

Property Details for 442 Brookline Road

Zoning
NA
LISTING UPDATED: 05/28/2026 03:36 PM

Property Details for 442 Brookline Road

StatusActive
MLS #5090867
Days on Market7
Taxes$4,385 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family
Year Built1992
Lot Size12.80 AC / 557,568 SF
CountyWindham County

Location

Listing Courtesy of Brattleboro Area Realty
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Building Information for 442 Brookline Road

Stories1Year Built1992Building Size-Lot Size12.80 AC / 557,568 SF

Payment Calculator

$2,254 per month

30 year fixed, 6.36% Interest

Principal and Interest

$1,889

Property Taxes

$365

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 442 Brookline Road

Summary
Location and General Information
  • City: Athens
  • County: VT-Windham
  • Directions: From Route 30 take right Radway Hill Rd., go over the bridge to left on Grassy Brook Rd., this turns into Brookline Rd., property on left.
  • Latitude: 43.074768000000013
  • Longitude: -72.581210618385327
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip Code: 05345
Taxes and HOA Information
  • SPAN Number: 018-006-10169
  • Tax Year: 2025
  • Taxes TBD: No
Parking
  • Garage: No
  • Driveway: Dirt
Property
Lot Information
  • Lot Features: Secluded
  • Lot Size Acres: 12.8
  • Road Frontage Length: 1000.0
  • Total Finished Area: 2000.0
  • Above Grade Finished Area: 2000.0
  • Above Grade Finished Area Source: Public Records
  • Above Grade Unfinished Area: 500.0
  • AboveGradeUnfinishedAreaSource: Public Records
  • Below Grade Finished Area: 0.0
  • Below Grade Unfinished Area: 0.0
  • Lot Size Square Feet: 557568.0
  • Total Area: 2500.0
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: No
  • PreConstruction: No
  • Surveyed: Unknown
  • Year Built: 1992
  • School District: Windham Northeast
  • High School: Bellows Falls UHSD #27
  • Middle/Jr School: Bellows Falls Middle School
  • Elementary School: Grafton Elementary School
Utilities
  • Electric: Circuit Breaker(s)
  • Sewer: 1000 Gallon
  • Water Source: Drilled Well
  • Utilities: Cable at Site, Telephone at Site
  • Internet: Fiber Optic Internet
Interior and Exterior Features
Exterior Features
  • Construction Materials: Wood Frame, Log Exterior, Wood Exterior
  • Roof: Metal
Interior Features
  • Appliances: Dryer, Freezer, Refrigerator, Washer, Wood Cook Stove, Electric Stove, Tank Water Heater, Exhaust Fan
  • Basement: No
  • Rooms: Level 1: Level 1: Bedroom, Level 1: Full Bathroom, Level 1: Dining Room, Level 1: Kitchen, Level 1: Living Room
  • Rooms: Level 2: Level 2: Bedroom, Level 2: Full Bathroom
  • Flooring: Wood
  • Heating: Wood, Electric, Wood Stove, Mini Split
  • Cooling: Mini Split
  • Total Stories: 1.5
  • Rooms Total: 8
  • Bathrooms Full: 2
  • Bathrooms Half: 0
  • Bathrooms One Quarter: 0
  • Bathrooms Three Quarter: 0
  • Bedrooms Total: 3
  • Bathrooms Total: 2
Room Information
Room 1
  • Room Dimensions: 17.0 X 15.6
  • Room Level: 1
  • Room Type: Living Room
Room 2
  • Room Dimensions: 20.6 X 14.6
  • Room Level: 1
  • Room Type: Dining Room
Room 3
  • Room Dimensions: 15.1 X 13.5
  • Room Level: 1
  • Room Type: Kitchen
Room 4
  • Room Dimensions: 12.0 X 11.1
  • Room Level: 1
  • Room Type: Bathroom Full
Room 5
  • Room Dimensions: 13.0 X 7.7
  • Room Level: 1
  • Room Type: Bedroom
Room 6
  • Room Dimensions: 15.5 X 9.10
  • Room Level: 1
  • Room Type: Bedroom
Room 7
  • Room Dimensions: 15.1 X 13.5
  • Room Level: 2
  • Room Type: Bedroom
Room 8
  • Room Dimensions: 4.11 X 4.9
  • Room Level: 2
  • Room Type: Bathroom Full

Property History for 442 Brookline Road

DateEvent & SourcePriceAppreciation
May 26, 2026

Listed (Active)

New England Real Estate Network #5090867

$379,000
Jan 24, 2025

Sold (Public Record)

Public Record #1549846376

$300,000

+134.7% / yr

Jan 24, 2025

Sold

New England Real Estate Network #5024659

$300,000
DateEvent & SourcePrice
05/26/2026

Listed (Active)

New England Real Estate Network #5090867

$379,000
01/24/2025

Sold (Public Record)

Public Record #1549846376

$300,000

+134.7% / yr

01/24/2025

Sold

New England Real Estate Network #5024659

$300,000

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

Public Records for 442 Brookline Road

Taxable ValueLand$52,900Additions$88,700Total$141,600
Home Facts
Beds0Lot Size557,568 SqFtStyleSingle Family ResidenceCountyWINDHAMAPN(006) 7002

Schools near 442 Brookline Road

This home is within Windham Northeast Union Elementary School District #95.
Rating
School
Type
Grades
Distance
Public - PK to 8
Public - 9 to 12
Rating
School
Distance
Grafton Elementary School
PublicPK to 8

Bellows Falls Uhsd #27
Public9 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.

Similar Homes

442 Brookline Road is a single family home for sale in Athens, VT 05345. This property was listed for sale on May 26, 2026 by Brattleboro Area Realty, it's currently listed at $379,000. It has been on the market for a total of 7 days and was last sold on January 24, 2025. This listing's school districts are Bellows Falls Union High School District #27, Windham Northeast Union Elementary School District #95. Nearby schools include Grafton Elementary School and Bellows Falls Uhsd #27. 442 Brookline Road is a 3-bed, 2-bath, 2,000 sqft single family home built in 1992.

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 Brattleboro Area Realty

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