241 High Hill Rd

3,332 Sq. Ft.
$690 / Sq. Ft.
3,332
Sq. Ft.
$690
per Sq. Ft.

Description

Perched on a hillside in one of the area's most sought-after in-town locations, this special property offers a rare combination of privacy, breathtaking mountain views, and a picturesque pond, all just moments from local shops, restaurants, and amenities. Surrounded by established landscaping and filled with natural light, the home captures the beauty of its setting through expansive windows on both sides, bringing the outdoors in from nearly every room. The comfortable five-bedroom home features...Perched on a hillside in one of the area's most sought-after in-town locations, this special property offers a rare combination of privacy, breathtaking mountain views, and a picturesque pond, all just moments from local shops, restaurants, and amenities. Surrounded by established landscaping and filled with natural light, the home captures the beauty of its setting through expansive windows on both sides, bringing the outdoors in from nearly every room. The comfortable five-bedroom home features a main-level primary suite with a spacious walk-in closet, an inviting eat-in kitchen, a separate dining room, and a welcoming living room anchored by a fireplace. Mini-split systems provide efficient heating and cooling, while abundant storage and an attached garage add everyday convenience. Outdoor living is just as inviting, with decks and patios that take full advantage of the spectacular mountain views. Spend your mornings with coffee overlooking the landscape, entertain friends outdoors, or unwind beside the tranquil pond. Whether you're looking to enjoy the home as it is or envision future updates, this exceptional property offers privacy, views, and endless potential.
  1. Listed by Carol O'Connor • Four Seasons Sotheby's Int'l Realty

Property Details for 241 High Hill Road

Water Body Type
Pond
Water View
Yes
Zoning
Residential
LISTING UPDATED: 07/11/2026 04:05 PM

Property Details for 241 High Hill Road

StatusActive
MLS #5099394
Days on Market2
Taxes$12,825 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family
Year Built1965
Lot Size6.80 AC / 296,208 SF
CountyBennington County

Location

Listing Courtesy of Four Seasons Sotheby's Int'l Realty
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Building Information for 241 High Hill Road

Stories2Year Built1965Building Size-Lot Size6.80 AC / 296,208 SF

Payment Calculator

$12,530 per month

30 year fixed, 6.36% Interest

Principal and Interest

$11,461

Property Taxes

$1,069

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 241 High Hill Road

Summary
Location and General Information
  • City: Manchester
  • County: VT-Bennington
  • Directions: Route 7A to Ways Lane. In 800 feet, turn RIGHT onto High Hill Road. Property is .2 miles on the LEFT, #241 High Hill Road
  • Latitude: 43.175470000000999
  • Longitude: -73.066124000000002
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip Code: 05255
Taxes and HOA Information
  • SPAN Number: 375-116-11053
  • Tax Year: 2026
  • Taxes TBD: No
Parking
  • Garage: Yes
  • Garage Capacity: 2.00
  • Driveway: Other
Property
Lot Information
  • Lot Features: Country Setting, Level, Mountain View, Pond, In Town, Near Country Club, Near Golf Course, Near Shopping, Near Skiing, Near School(s)
  • Lot Size Acres: 6.8
  • Road Frontage Length: 600.0
  • Water Body Access: Yes
  • Water Body Name: _Unnamed
  • Total Finished Area: 3332.0
  • Above Grade Finished Area: 3332.0
  • Above Grade Finished Area Source: Other
  • Above Grade Unfinished Area: 0.0
  • AboveGradeUnfinishedAreaSource: Other
  • Below Grade Finished Area: 0.0
  • Below Grade Finished Area Source: Other
  • Below Grade Unfinished Area: 900.0
  • BelowGradeUnfinishedAreaSource: Other
  • Lot Size Square Feet: 296208.0
  • Total Area: 4232.0
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: No
  • PreConstruction: No
  • Surveyed: Yes
  • Water Body Restrictions: No
  • Year Built: 1965
  • School District: Taconic and Green Regional
  • High School: Burr and Burton Academy
  • Middle/Jr School: Manchester Elementary& Middle
  • Elementary School: Dorset Elementary School
Utilities
  • Electric Company: Green Mountain Power
  • Cable Company: Comcast/Xfinity
  • Fuel Company: Dead River
  • Electric: Circuit Breaker(s)
  • Sewer: Septic
  • Water Source: Drilled Well
  • Utilities: Cable Available, Telephone Available
  • Water Access Details: Other
  • Internet: Fiber Optic Internt Avail, High Speed Intrnt Avail
Interior and Exterior Features
Exterior Features
  • Color: Yellow
  • Construction Materials: Wood Frame, Clapboard Exterior
  • Roof: Asphalt Shingle
Interior Features
  • Appliances: Dishwasher, Dryer, Microwave, Wall Oven, Washer, Water Heater
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Concrete Floor, Interior Stairs, Storage Space, Unfinished
  • Rooms: Level 1: Level 1: Breakfast Nook, Level 1: Dining Room, Level 1: Kitchen, Level 1: Living Room, Level 1: Primary Bdm Ste, Level 1: Office/Study
  • Rooms: Level 2: Level 2: Bedroom
  • Flooring: Carpet, Tile, Wood
  • Heating: Baseboard, Hot Water
  • Cooling: Mini Split
  • Total Stories: 2
  • Rooms Total: 9
  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bathrooms One Quarter: 0
  • Bathrooms Three Quarter: 0
  • Bedrooms Total: 5
  • Bathrooms Total: 4
Room Information
Room 1
  • Room Dimensions: 21.7x13.8
  • Room Level: 1
  • Room Type: Living Room
Room 2
  • Room Dimensions: 13.6x11.5
  • Room Level: 1
  • Room Type: Office/Study
Room 3
  • Room Dimensions: 13.6x12.4
  • Room Level: 1
  • Room Type: Kitchen
Room 4
  • Room Dimensions: 10.5x7.6
  • Room Level: 1
  • Room Type: Breakfast Nook
Room 5
  • Room Dimensions: 19.1x11.1
  • Room Level: 1
  • Room Type: Dining Room
Room 6
  • Room Dimensions: 21.10x19.3
  • Room Level: 1
  • Room Type: Primary BR Suite
Room 7
  • Room Dimensions: 12.2x10.2
  • Room Level: 2
  • Room Type: Bedroom
Room 8
  • Room Dimensions: 13.8x10.10
  • Room Level: 2
  • Room Type: Bedroom
Room 9
  • Room Dimensions: 15.5x11.8
  • Room Level: 2
  • Room Type: Bedroom
Room 10
  • Room Dimensions: 17.3x13.1
  • Room Level: 2
  • Room Type: Bedroom with Bath

Property History for 241 High Hill Road

DateEvent & SourcePriceAppreciation
Jul 9, 2026

Listed (Active)

New England Real Estate Network #5099394

$2,300,000—
DateEvent & SourcePrice
07/09/2026

Listed (Active)

New England Real Estate Network #5099394

$2,300,000

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

Public Records for 241 High Hill Road

Taxable ValueLand$277,300Additions-Total$277,300
Tax Record2024$12,726 ($1,060 / month)
Home Facts
Beds5Baths3.5Total Finished SqFt3,332 SqFtAbove Grade Finished SqFt3,332 SqFtStories2Lot Size213,444 SqFtStyleSingle Family ResidenceYear Built1965CountyBENNINGTONAPN(116)0900Fireplace TypeHas Fireplace

Schools near 241 High Hill Road

This home is within Taconic and Green Regional School District.
Rating
School
Type
Grades
Distance
Public - PK to 8
Private - K to 8
Private - 9 to 12
Private - 3 to 10
Rating
School
Distance
Manchester Elementary/Middle School
PublicPK to 8

Maple Street School
PrivateK to 8

Burr & Burton Academy
Private9 to 12

Manchester Village School
Private3 to 10

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

241 High Hill Road is a single family home for sale in Manchester, VT 05255. This property was listed for sale on July 9, 2026 by Four Seasons Sotheby's Int'l Realty, it's currently listed at $2,300,000. This listing's school district is Taconic and Green Regional School District. Nearby schools include Manchester Elementary/Middle School, Maple Street School and Burr & Burton Academy. 241 High Hill Road is a 5-bed, 4-bath, 3,332 sqft single family home built in 1965.

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. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Four Seasons Sotheby's Int'l Realty

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 07/11/2026 03:56 PM