253 Lookout Road

Coming SoonVirtual Tour
Coming SoonVirtual Tour
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$479,000
3 beds1,518 sqft$316/sqft
253 Lookout Rd, Pittsfield, VT 05762
Est: $2,913/moGet pre-approved

Description

Nestled among the woods of Pittsfield's coveted Townsend Brook area, this beautifully maintained and thoughtfully updated chalet captures the quintessential Vermont mountain getaway. Designed in the tradition of a European alpine chalet, the main living level occupies the second floor, maximizing natural light and creating a warm, inviting space for après-ski gatherings or quiet evenings by the fire. Recent improvements include an upper-level bump-out with a charming reading nook and convenient powder...Nestled among the woods of Pittsfield's coveted Townsend Brook area, this beautifully maintained and thoughtfully updated chalet captures the quintessential Vermont mountain getaway. Designed in the tradition of a European alpine chalet, the main living level occupies the second floor, maximizing natural light and creating a warm, inviting space for après-ski gatherings or quiet evenings by the fire. Recent improvements include an upper-level bump-out with a charming reading nook and convenient powder room, beautiful maple hardwood floors, modern lighting and ceiling fans, and beautifully remodeled bathrooms. An enclosed former storage shed has been transformed into a generous mudroom and first-floor laundry, complete with a wall of built-in cabinetry for skis, bikes, boots, and outdoor gear. A spacious wraparound deck extends the living space outdoors, offering both sunny and shaded spots for morning coffee, al fresco dining, or gathering with friends. Surrounded by the Green Mountains, miles of mountain biking and snowmobile trails are practically at your doorstep, while world-class skiing at Killington and Pico is just minutes away. With easy access from Montreal, Boston, and New York City, this turnkey retreat offers an appealing combination of comfort, recreation, and value - equally suited to weekend escapes, investment income, or year-round living.
LISTING UPDATED: 08/17/2026 01:27 AM

  1. Listed by Kyle Kershner • Killington Pico Realty

Property Details for 253 Lookout Road

Status
Coming Soon
MLS #
5105259
Days on Market
-
Taxes
$5,735 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
Single Family
MLS Type
Residential / Single Family
Year Built
1975
Lot Size
1.80 AC / 78,408 SF
County
Rutland County
Zoning
None

Location

Listing Courtesy of Killington Pico Realty
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Building Information for 253 Lookout Road

Stories1Year Built1975Building Size-Lot Size1.80 AC / 78,408 SF

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$2,913 per month

30 year fixed, 6.55% Interest

Principal and Interest

$2,435

Property Taxes

$478

HOA Dues

$0

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Property Information for 253 Lookout Road

Summary
Location and General Information
  • City: Pittsfield
  • County: VT-Rutland
  • Directions: Route 100 to Townsend Brook Road, bear right onto Tozier Hill Road, turn right on Lookout Road, 4th house on left
  • Latitude: 43.755992678955728
  • Longitude: -72.827491711639411
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip Code: 05762
Taxes and HOA Information
  • SPAN Number: 477-150-01884
  • Tax Year: 2026
  • Taxes TBD: No
Parking
  • Garage: Yes
  • Garage Capacity: 1.00
  • Driveway: Gravel
Property
Lot Information
  • Lot Features: Wooded, Neighborhood
  • Lot Size Acres: 1.8
  • Road Frontage Length: 197.0
  • Total Finished Area: 1518.0
  • Above Grade Finished Area: 1518.0
  • Above Grade Finished Area Source: Public Records
  • Above Grade Unfinished Area: 0.0
  • Below Grade Finished Area: 0.0
  • Below Grade Unfinished Area: 0.0
  • Lot Size Square Feet: 78408.0
  • Total Area: 1518.0
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Property Condition: Existing
  • Easements: Unknown
  • Flood Zone: No
  • PreConstruction: No
  • Surveyed: Unknown
  • Year Built: 1975
  • High School: Choice
  • Middle/Jr School: Choice
  • Elementary School: Choice
Utilities
  • Electric Company: Green Mountain Power
  • Fuel Company: CV Oil
  • Electric: Circuit Breaker(s)
  • Sewer: Private, Septic
  • Water Source: Drilled Well, Private
  • Utilities: Propane
  • Internet: Fiber Optic Internet
Interior and Exterior Features
Exterior Features
  • Color: Brown
  • Construction Materials: Wood Frame, Vertical Siding, Wood Siding
  • Roof: Architectural Shingle, Standing Seam
Interior Features
  • Appliances: Dishwasher, Dryer, ENERGY STAR Qual Dryer, Electric Range, Refrigerator, ENERGY STAR Qual Washer
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Crawl Space
  • Rooms: Level 1: Level 1: Bedroom, Level 1: Full Bathroom, Level 1: 3/4 Bathroom, Level 1: Laundry Room, Level 1: Mudroom
  • Rooms: Level 2: Level 2: Den, Level 2: Kitchen/Dining, Level 2: Living Room
  • Flooring: Carpet, Combination, Hardwood, Tile
  • Heating: Baseboard, Electric
  • Cooling: Mini Split, Wall AC Units
  • Total Stories: 1.5
  • Rooms Total: 8
  • Bathrooms Full: 1
  • Bathrooms Half: 1
  • Bathrooms One Quarter: 0
  • Bathrooms Three Quarter: 1
  • Bedrooms Total: 3
  • Bathrooms Total: 3
Room Information
Room 1
  • Room Level: 1
  • Room Type: Mudroom
Room 2
  • Room Level: 1
  • Room Type: Laundry Room
Room 3
  • Room Level: 1
  • Room Type: Bedroom
Room 4
  • Room Level: 1
  • Room Type: Bedroom
Room 5
  • Room Level: 1
  • Room Type: Bedroom
Room 6
  • Room Level: 1
  • Room Type: Bathroom Full
Room 7
  • Room Level: 1
  • Room Type: Bathroom Three Quarter
Room 8
  • Room Level: 2
  • Room Type: Living Room
Room 9
  • Room Level: 2
  • Room Type: Kitchen/Dining
Room 10
  • Room Level: 2
  • Room Type: Den

Property History for 253 Lookout Road

DateEvent & SourcePriceAppreciation
Nov 14, 2013

Sold (Public Record)

Public Record #387283304

$150,000—
Oct 27, 2013

Expired

New England Real Estate Network #4203330

—
Nov 29, 2012

Listed (Active)

New England Real Estate Network #4203330

$169,000—
DateEvent & SourcePrice
11/14/2013

Sold (Public Record)

Public Record #387283304

$150,000
10/27/2013

Expired

New England Real Estate Network #4203330

—
11/29/2012

Listed (Active)

New England Real Estate Network #4203330

$169,000

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

Public Records for 253 Lookout Road

Taxable ValueLand$57,000Additions$182,300Total$239,300
Tax Record2023$4,362 ($364 / month)
Home Facts
Beds3Total Finished SqFt1,518 SqFtAbove Grade Finished SqFt1,518 SqFtStories2Lot Size78,408 SqFtStyleSingle Family ResidenceYear Built1975CountyRUTLANDAPN(150) 31-0253-000Fireplace TypeHas Fireplace

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More information about 253 Lookout Road, Pittsfield, VT 05762

253 Lookout Road is a single family home Coming Soon in Pittsfield, VT 05762. This property is currently priced at $479,000. 253 Lookout Road is a 3-bed, 3-bath, 1,518 sqft single family home built in 1975.

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 Killington Pico 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 08/18/2026 04:20 AM