164 Skyboro Rd

2,480 Sq. Ft.
$135 / Sq. Ft.
2,480
Sq. Ft.
$135
per Sq. Ft.

Description

Filled with natural light and designed for comfortable living, this charming 3-bedroom, 3-bath contemporary home offers a spacious, versatile floor plan with room to live, work, and create. Light wood flooring and multiple skylights enhance the warm, inviting interior, while thoughtfully designed living spaces provide comfort and flexibility for today's lifestyle. The main level features two generous living areas, making it easy to entertain, relax, or create separate spaces for family, guests, or...Filled with natural light and designed for comfortable living, this charming 3-bedroom, 3-bath contemporary home offers a spacious, versatile floor plan with room to live, work, and create. Light wood flooring and multiple skylights enhance the warm, inviting interior, while thoughtfully designed living spaces provide comfort and flexibility for today's lifestyle. The main level features two generous living areas, making it easy to entertain, relax, or create separate spaces for family, guests, or a home office. A dedicated dining room offers the perfect setting for holiday gatherings and everyday meals, while the convenient first floor bathroom and laundry room add to the home's everyday functionality. Two of the three bedrooms are exceptionally spacious (one of which has an ensuite bathroom), providing peaceful retreats with ample room for sitting areas, home offices, or expanded storage. A dedicated art studio is a rare and inspiring bonus, ideal for artists, makers, remote work, or any creative endeavor. Step outside to the expansive deck, where you'll enjoy seamless indoor-outdoor living, perfect for entertaining, grilling, or simply relaxing in the fresh air. An attached two-car garage provides plenty of space for vehicles, storage, and recreational equipment. With its contemporary design, abundant natural light, flexible living spaces, and unique creative studio, this home offers a wonderful opportunity to enjoy comfort, functionality, and a lifestyle that adapts to your needs. Whether you're looking for a year-round residence or a private country retreat, this unique property combines contemporary style, versatile living spaces, abundant natural light, and 10 scenic acres with the exciting potential for mountain views, creating a place you'll be proud to call home.
  1. Listed by Angela Bevin • Maple Leaf Real Estate

Property Details for 164 Skyboro Road

Zoning
RR2
LISTING UPDATED: 06/30/2026 04:01 PM

Property Details for 164 Skyboro Road

StatusActive
MLS #5097374
Days on MarketListed Today
Taxes$7,337 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family
Year Built1992
Lot Size10.30 AC / 448,668 SF
CountyBennington County

Location

Listing Courtesy of Maple Leaf Real Estate
Add your commute

Building Information for 164 Skyboro Road

Stories2Year Built1992Building Size-Lot Size10.30 AC / 448,668 SF

Payment Calculator

$2,281 per month

30 year fixed, 6.36% Interest

Principal and Interest

$1,669

Property Taxes

$611

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 164 Skyboro Road

Summary
Location and General Information
  • City: Pownal
  • County: VT-Bennington
  • Directions: From Route 7, take Barber Pond Road, turn right onto Hidden Valley, then left onto Skyboro.
  • Latitude: 42.791308044131739
  • Longitude: -73.216561830688491
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip Code: 05261
Taxes and HOA Information
  • SPAN Number: 495-156-10331
  • Tax Year: 2026
  • Taxes TBD: No
Parking
  • Garage: Yes
  • Garage Capacity: 2.00
  • Driveway: Dirt
Property
Lot Information
  • Lot Features: Country Setting, Level, Secluded, Sloping, Wooded, Rural
  • Lot Size Acres: 10.3
  • Road Frontage Length: 689.0
  • Total Finished Area: 2480.0
  • Above Grade Finished Area: 2480.0
  • Above Grade Finished Area Source: Assessor
  • Above Grade Unfinished Area: 0.0
  • Below Grade Finished Area: 0.0
  • Below Grade Unfinished Area: 1214.0
  • BelowGradeUnfinishedAreaSource: Other
  • Lot Size Square Feet: 448668.0
  • Total Area: 3694.0
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: No
  • PreConstruction: No
  • Surveyed: Unknown
  • Year Built: 1992
Utilities
  • Electric: Circuit Breaker(s)
  • Sewer: Private
  • Water Source: Private
  • Utilities: Cable Available, Propane, Telephone Available
  • Internet: High Speed Intrnt Avail
Interior and Exterior Features
Exterior Features
  • Color: Tan
  • Construction Materials: Wood Frame
  • Roof: Shingle
Interior Features
  • Appliances: Dishwasher, Wall Oven, Gas Range, Refrigerator
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Bulkhead, Concrete, Unfinished, Interior Access
  • Rooms: Level 1: Level 1: 3/4 Bathroom, Level 1: Dining Room, Level 1: Kitchen, Level 1: Living Room, Level 1: Studio
  • Rooms: Level 2: Level 2: Bedroom, Level 2: Full Bathroom
  • Flooring: Wood
  • Heating: Oil
  • Cooling: None
  • Total Stories: 2
  • Rooms Total: 10
  • Bathrooms Full: 1
  • Bathrooms Half: 0
  • Bathrooms One Quarter: 0
  • Bathrooms Three Quarter: 2
  • Bedrooms Total: 3
  • Bathrooms Total: 3
Room Information
Room 1
  • Room Level: 1
  • Room Type: Living Room
Room 2
  • Room Level: 1
  • Room Type: Dining Room
Room 3
  • Room Level: 1
  • Room Type: Living Room
Room 4
  • Room Level: 1
  • Room Type: Kitchen
Room 5
  • Room Level: 1
  • Room Type: Bathroom Three Quarter
Room 6
  • Room Level: 2
  • Room Type: Bedroom with Bath
Room 7
  • Room Level: 2
  • Room Type: Bedroom
Room 8
  • Room Level: 2
  • Room Type: Bedroom
Room 9
  • Room Level: 2
  • Room Type: Bathroom Full
Room 10
  • Room Level: 1
  • Room Type: Studio

Property History for 164 Skyboro Road

DateEvent & SourcePriceAppreciation
Jun 30, 2026

Listed (Active)

New England Real Estate Network #5097374

$335,000—
Jul 3, 2003

Sold

New England Real Estate Network #3084786

$249,900—
Jul 3, 2003

Sold

Berkshire County Board of REALTORS #160769

$249,900—
DateEvent & SourcePrice
06/30/2026

Listed (Active)

New England Real Estate Network #5097374

$335,000
07/03/2003

Sold

New England Real Estate Network #3084786

$249,900
07/03/2003

Sold

Berkshire County Board of REALTORS #160769

$249,900

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

Public Records for 164 Skyboro Road

Taxable ValueLand$68,000Additions$252,500Total$320,500
Tax Record2024$7,708 ($642 / month)
Home Facts
Beds3Total Finished SqFt2,428 SqFtAbove Grade Finished SqFt2,428 SqFtStories2Lot Size448,668 SqFtStyleSingle Family ResidenceYear Built1992CountyBENNINGTONAPN(156)0SB-08

Schools near 164 Skyboro Road

This home is within Mount Anthony Union High School District #14.
Rating
School
Type
Grades
Distance
Public - PK to 6
Public - 6 to 8
Public - 9 to 12
Public - PK to 5
Rating
School
Distance
Pownal Elementary School
PublicPK to 6

Mt. Anthony Union Middle School
Public6 to 8

Mt. Anthony Senior Uhsd #14
Public9 to 12

Monument School
PublicPK to 5

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

164 Skyboro Road is a single family home for sale in Pownal, VT 05261. This listing's school districts are Southwest Vermont Union Elementary School District #87, Mount Anthony Union High School District #14. Nearby schools include Pownal Elementary School, Mt. Anthony Union Middle School and Mt. Anthony Senior Uhsd #14. 164 Skyboro Road is a 3-bed, 3-bath, 2,480 sqft single family home built in 1992.

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.

Listing Courtesy of Maple Leaf Real Estate

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 06/30/2026 06:26 PM