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Single family home for sale at 253 Lookout Rd, Pittsfield, VT 05762 | MLS# 5105259 | Listing updated on 2026-08-25
Photo 1 of Single family home for sale at 253 Lookout Rd, Pittsfield, VT 05762 | MLS# 5105259 | Listing updated on 2026-08-25
Photo 2 of Single family home for sale at 253 Lookout Rd, Pittsfield, VT 05762 | MLS# 5105259 | Listing updated on 2026-08-25
Photo 3 of Single family home for sale at 253 Lookout Rd, Pittsfield, VT 05762 | MLS# 5105259 | Listing updated on 2026-08-25
Photo 4 of Single family home for sale at 253 Lookout Rd, Pittsfield, VT 05762 | MLS# 5105259 | Listing updated on 2026-08-25
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Listed by: Kyle Kershner | Killington Pico Realty (802) 422-3600

$479,000

Monthly Est:$2,384

  • Beds Icon3 Beds
  • Beds Icon
    3 Baths
  • Beds Icon1,518sqft

253 Lookout Rd, Pittsfield, VT 05762

$2,384/moEst:

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  • Single Family Residence

  • Built in 1975

  • $-- HOA

  • 1.8 acres lot

  • $316/sq.ft

Description

Nestled among the woods of Pittsfield's coveted Townsend Brook area, this beautifully maintained and thoughtfully updated chalet captures the essence of 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.

  • Houzeo last checked: 8 hours ago
  • Listing updated: August 25, 2026 at 7:02 am
  • Source: NEREN/Prime MLS-NH | MLS#: 5105259 NEREN/Prime MLS-NH

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Vt Rutland County

  • City

    Pittsfield

  • Neighborhood

    --

  • Year Built

    1975

  • HOA Fees

    -

  • Finished Area

    1,518 sqft

  • Lot Size

    1.8 acres lot

  • Basement Area

    - sqft

  • MLS Name

    NEREN/Prime MLS

  • MLS Number

    5105259

  • MLS Status

    (10) Active - Active

  • Days on Market

    53

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 3

Interior

  • Flooring

    Carpet, Combination, Hardwood, Tile

  • Sewer

    Private Sewer, Septic Tank

  • Appliances

    Dishwasher, Dryer, Energy Star Qualified Dryer, Electric Range, Refrigerator, Energy Star Qualified Washer

  • Exterior Features

    Deck, Shed

  • Interior Features

    Ceiling Fan(s), Dining Area, Gas Fireplace, Natural Woodwork, Vaulted Ceiling(s)

  • Heating

    Baseboard, Electric

  • Cooling

    Mini Split, Wall Unit(s)

Construction

  • Year Built

    Year Built: 1975

  • Home type

    Single Family Residence

  • Foundation Details

    Block

  • Architectural Style

    Chalet

  • Property Condition

    Existing

  • Roof

    Architectural Shingle, Standing Seam

  • Construction Materials

    Wood Frame, Vertical Siding, Wood Siding

Utilities & Energy

  • Electric

    Circuit Breakers

  • Parking Features

    Driveway, Garage

  • Water Source

    Drilled Well, Private

  • Utilities

    Propane

  • Basement

    Crawl Space

Other Features

  • Lot Features

    Wooded, Neighborhood

Price History

DateEventPrice

08/25/2026

Source: mls_logoNEREN/Prime MLS-NH #5105259

Listed for Sale

$479,000

$316/sqft

08/16/2026

Source: mls_logoNEREN/Prime MLS-NH #5105259

Coming Soon

$479,000

$316/sqft

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Based on information from PrimeMLS Inc. through Oct 09, 2026, 02:32PM. This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information. The listing broker's offer of compensation is made only to other real estate licensees who are participant members of PrimeMLS. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display 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 Oct 09, 2026, 02:32PM. © 2026 PrimeMLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group