55 Uphill Rd

Landgrove, VT 05148

$795,000
Price
3
Beds
2,716 Sq. Ft.
$293 / Sq. Ft.
2,716
Sq. Ft.
$293
per Sq. Ft.
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Description

Charming Landgrove with 18 acres, direct Stratton views and end of the road privacy. This beautiful contemporary offers generously sized rooms with over 2700 sq ft and a perfect Vermont floor plan. Easy entry from the large 2 car garage into the mud room area, and right into the kitchen. Expansive counter space and a cozy sitting area with propane stove for those cool winter mornings. The adjacent Dining Room enjoys natural light from large windows on both sides. The formal front entry brings you...Charming Landgrove with 18 acres, direct Stratton views and end of the road privacy. This beautiful contemporary offers generously sized rooms with over 2700 sq ft and a perfect Vermont floor plan. Easy entry from the large 2 car garage into the mud room area, and right into the kitchen. Expansive counter space and a cozy sitting area with propane stove for those cool winter mornings. The adjacent Dining Room enjoys natural light from large windows on both sides. The formal front entry brings you into a beautifully tiled hall which opens to the Living Room. Floor to ceiling glass reveals stunning views of Stratton Mountain through the recent clearing the owners had done. With a wood burning fireplace at its center and beautiful built-ins, this is the focal point of the home. The first floor also offers a Primary Suite including a large office with built-in bookcases which is adjacent to the Primary. A vaulted ceiling, sliding doors to the yard and a private full bath give the Primary a luxurious feel. Upstairs are two additional bedrooms, both generous in size, and a full bath. Recent updates include exterior painting, a partial new roof and extensive land clearing offering additional potential yard space and mountain views. Country living with the convenience of a central location between Londonderry and Weston, offering restaurants, shopping, the Weston Theater Company and the Vermont Country store. Bromley, Stratton, Magic and Okemo ski areas are all close by. The property is offered fully furnished with a whole house generator and central vacuum. Come and experience this tranquil, private home in exclusive Landgrove!
  1. Listed by Brian Gehlich • RE/MAX Four Seasons • Cell: 917-538-5913

Property Details for 55 Uphill Road

Zoning
Residential
LISTING UPDATED: 05/21/2026 01:31 PM

Property Details for 55 Uphill Road

StatusActive
MLS #5089238
Days on Market20
Taxes$11,106 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family
Year Built1973
Lot Size17.95 AC / 781,902 SF
CountyBennington County
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Location

Listing Courtesy of RE/MAX Four Seasons
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Building Information for 55 Uphill Road

Stories1Year Built1973Building Size-Lot Size17.95 AC / 781,902 SF

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$4,887 per month

30 year fixed, 6.36% Interest

Principal and Interest

$3,962

Property Taxes

$926

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 55 Uphill Road

Summary
Location and General Information
  • City: Landgrove
  • County: VT-Bennington
  • Directions: From Londonderry, take Landgrove Rd approx 4.5 miles and make right on Uphill. From Weston, take Landgrove Rd approx 3.5 miles and make left on Uphill. House is at the end of the road on left - driveway to the immediate right of the mailbox.
  • Latitude: 43.275482000000999
  • Longitude: -72.848949000000005
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip Code: 05148
Taxes and HOA Information
  • SPAN Number: 342-106-10020
  • Tax Year: 2024
  • Taxes TBD: No
Parking
  • Garage: Yes
  • Garage Capacity: 2.00
  • Driveway: Gravel
Property
Lot Information
  • Lot Features: Landscaped, Mountain View, View, Wooded
  • Lot Size Acres: 17.95
  • Road Frontage Length: 80.0
  • Total Finished Area: 2716.0
  • Above Grade Finished Area: 2716.0
  • Above Grade Finished Area Source: Public Records
  • Above Grade Unfinished Area: 0.0
  • Below Grade Finished Area: 0.0
  • Below Grade Unfinished Area: 1008.0
  • BelowGradeUnfinishedAreaSource: Public Records
  • Lot Size Square Feet: 781902.0
  • Total Area: 3724.0
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: No
  • PreConstruction: No
  • Resort: No
  • Surveyed: No
  • Year Built: 1973
  • School District: Taconic and Green Regional
  • High School: Choice
Utilities
  • Electric Company: GMP
  • Cable Company: Dish
  • Fuel Company: Irving
  • Electric: Circuit Breaker(s)
  • Sewer: Septic
  • Water Source: Drilled Well
  • Utilities: Propane, Satellite, Telephone at Site
  • Internet: Fiber Optic Internt Avail
Interior and Exterior Features
Exterior Features
  • Construction Materials: Wood Frame
  • Roof: Shingle
Interior Features
  • Appliances: Dishwasher, Dryer, Refrigerator, Washer, Gas Stove, Electric Water Heater
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Concrete Floor, Interior Stairs, Unfinished
  • Rooms: Level 1: Level 1: Dining Room, Level 1: Eat-in Kitchen, Level 1: Living Room, Level 1: Primary Bdm Ste, Level 1: Office/Study
  • Rooms: Level 2: Level 2: Bedroom
  • Flooring: Tile, Vinyl, Wood
  • Heating: Electric, Gas Stove
  • Cooling: Other
  • Total Stories: 1.5
  • Rooms Total: 7
  • Bathrooms Full: 2
  • Bathrooms Half: 1
  • Bathrooms One Quarter: 0
  • Bathrooms Three Quarter: 0
  • Bedrooms Total: 3
  • Bathrooms Total: 3
Room Information
Room 1
  • Room Dimensions: 20x16
  • Room Level: 1
  • Room Type: Eat-in Kitchen
Room 2
  • Room Dimensions: 13x11
  • Room Level: 1
  • Room Type: Dining Room
Room 3
  • Room Dimensions: 21x17
  • Room Level: 1
  • Room Type: Living Room
Room 4
  • Room Dimensions: 15x9
  • Room Level: 1
  • Room Type: Office/Study
Room 5
  • Room Dimensions: 19x12
  • Room Level: 1
  • Room Type: Primary BR Suite
Room 6
  • Room Dimensions: 20x10
  • Room Level: 2
  • Room Type: Bedroom
Room 7
  • Room Dimensions: 19x10
  • Room Level: 2
  • Room Type: Bedroom

Property History for 55 Uphill Road

DateEvent & SourcePriceAppreciation
May 15, 2026

Listed (Active)

New England Real Estate Network #5089238

$795,000—
Jan 2, 2026

Expired

New England Real Estate Network #5049609

—
Jul 2, 2025

Listed (Active)

New England Real Estate Network #5049609

$750,000—
DateEvent & SourcePrice
05/15/2026

Listed (Active)

New England Real Estate Network #5089238

$795,000
01/02/2026

Expired

New England Real Estate Network #5049609

—
07/02/2025

Listed (Active)

New England Real Estate Network #5049609

$750,000

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

Public Records for 55 Uphill Road

Taxable ValueLand$329,700Additions$270,500Total$600,200
Tax Record2024$10,732 ($894 / month)
Home Facts
Beds3Baths2.5Total Finished SqFt2,716 SqFtAbove Grade Finished SqFt2,716 SqFtStories2Lot Size781,902 SqFtStyleSingle Family ResidenceYear Built1973CountyBENNINGTONAPN(106)04-00-42Fireplace TypeHas Fireplace

Schools near 55 Uphill Road

This home is within Taconic and Green Regional School District.
Rating
School
Type
Grades
Distance
Flood Brook Usd #20
Public - PK to 8
Rating
School
Distance
Flood Brook Usd #20
PublicPK to 8

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.

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More information about 55 Uphill Road, Landgrove, VT 05148

55 Uphill Road is a single family home for sale in Landgrove, VT 05148. This property was listed for sale on May 15, 2026 by RE/MAX Four Seasons, it's currently listed at $795,000. This listing's school district is Taconic and Green Regional School District. Nearby schools include Flood Brook Usd #20. 55 Uphill Road is a 3-bed, 3-bath, 2,716 sqft single family home built in 1973.

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 RE/MAX Four Seasons

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 06/04/2026 09:58 PM