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Single family home for sale at 3800 Weston Andover Rd, Chester, VT 05143 | MLS# 5089880 | Listing updated on 2026-10-20
Photo 1 of Single family home for sale at 3800 Weston Andover Rd, Chester, VT 05143 | MLS# 5089880 | Listing updated on 2026-10-20
Photo 2 of Single family home for sale at 3800 Weston Andover Rd, Chester, VT 05143 | MLS# 5089880 | Listing updated on 2026-10-20
Photo 3 of Single family home for sale at 3800 Weston Andover Rd, Chester, VT 05143 | MLS# 5089880 | Listing updated on 2026-10-20
Photo 4 of Single family home for sale at 3800 Weston Andover Rd, Chester, VT 05143 | MLS# 5089880 | Listing updated on 2026-10-20
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Listed by: Steve Stettler | Four Seasons Sotheby's Int'l Realty (802) 228-4537

$4,150,000

Monthly Est:$20,656

  • Beds Icon8 Beds
  • Beds Icon
    8 Baths
  • Beds Icon8,262sqft

3800 Weston Andover Rd, Chester, VT 05143

$20,656/moEst:

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  • Single Family Residence

  • Built in 2005

  • $-- HOA

  • 384 acres lot

  • $502/sq.ft

Description

Bringing generations together in a place that inspires connection and stewardship, Moosewalk Lane is a purpose-built, multigenerational family compound. Created over two decades and set on 384 private acres in Vermont's Green Mountains, Moosewalk is offered fully furnished and equipped. Anchored by a 10,062 square-foot timber-frame home, guest house, writer's cabin, equipment barn, and miles of private trails, Moosewalk provides a true sense of place where comfort, privacy, and recreation exist in equal measure. Designed for year round living and entertaining, the compound comfortably accommodates extended family, friends, and guests with 8 bedrooms, 7 full baths, a dramatic two story great room, a chef's kitchen with Viking appliances and an Italian wood fired pizza oven, a library, media and game room, fitness space, 6 garage bays, and thoughtfully designed gathering places both inside and out. Just beyond the backyard, Broadway, the property's original logging road turned trailhead, provides direct access to the balance of the 384 acre property and four season recreation. Ride horses through open meadows, hike, snowshoe, or explore miles of private woodland trails, produce maple syrup from your own gravity fed sugarbush, enjoy direct access to Vermont's VAST trail system, or retreat to the writer's cabin overlooking the Connecticut River Valley. Ancient stone walls, managed hardwood forests, abundant wildlife, and protected Current Use acreage reflect more than ownership; they reflect stewardship. Despite its exceptional privacy, Moosewalk Lane is just 2.5 miles from the quintessential Vermont village of Weston, with its celebrated theater, restaurants, lodging, shops, and the historic Vermont Country Store. Thoughtfully created for extended family, private retreats, entertaining, or simply escaping the pace of everyday life, Moosewalk offers something increasingly rare: a place where time slows, memories are made, and life is measured by moments well spent.

  • Houzeo last checked: 12 hours ago
  • Listing updated: October 20, 2026 at 8:17 pm
  • Source: NEREN/Prime MLS-NH | MLS#: 5089880 NEREN/Prime MLS-NH

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Vt Windsor County

  • City

    Chester

  • Neighborhood

    --

  • Year Built

    2005

  • HOA Fees

    -

  • Finished Area

    8,262 sqft

  • Lot Size

    384 acres lot

  • Basement Area

    - sqft

  • MLS Name

    NEREN/Prime MLS

  • MLS Number

    5089880

  • MLS Status

    (10) Active - Active

  • Days on Market

    167

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 8

    Bathrooms: 8

Interior

  • Heating

    Oil, Radiant, Radiant Floor

  • Appliances

    Gas Cooktop, Dishwasher, Dryer, Range Hood, Microwave, Other, Refrigerator, Trash Compactor, Washer, Wood Cook Stove, Electric Water Heater, Water Heater Off Boiler, Owned Water Heater, Warming Drawer, Vented Exhaust Fan

  • Exterior Features

    Balcony, Deck, Garden, Outbuilding, Patio, Covered Porch, Shed, Storage, Double Pane Window(s)

  • Interior Features

    Cathedral Ceiling(s), Furnished, Kitchen Island, Primary Br W/ Ba, Natural Woodwork, Security, Wood Stove Insert, 1st Floor Laundry

  • Cooling

    None

  • Flooring

    Ceramic Tile, Carpet, Hardwood

  • Sewer

    1500+ Gallon, Leach Field, Septic Tank

Construction

  • Year Built

    Year Built: 2005

  • Home type

    Single Family Residence

  • Roof

    Asphalt Shingle, Standing Seam

  • Property Condition

    Existing

  • Foundation Details

    Poured Concrete

  • Construction Materials

    Post And Beam, Timber Frame, Shingle Siding, Wood Exterior, Wood Siding

  • Architectural Style

    Adirondack

Utilities & Energy

  • Parking Features

    Heated Garage, Driveway, Parking Spaces 6+, Barn, Carport

  • Basement

    Concrete, Exterior Entry, Finished, Full, Storage Space, Interior Stairs, Walk Out Access

  • Water Source

    Drilled Well

  • Electric

    Other

  • Utilities

    Cable, Propane, Phone Available

Other Features

  • Lot Features

    Country Setting, Pasture, Hilly, Landscaped, Mountain View, Recreational, Secluded, Timber, Trail/near Trail, Views, Wooded, Mountain, Near Skiing, Near Snowmobile Trails, Rural

Price History

DateEventPrice

10/15/2026

Source: mls_logoNEREN/Prime MLS-NH #5089880

Listed for Sale

$4,150,000 -30.25%

$502/sqft

02/13/2026

Source: mls_logoNEREN/Prime MLS-NH #5015743

Off Market

$5,950,000

$720/sqft

12/06/2025

Source: mls_logoNEREN/Prime MLS-NH #5015743

Price Decreased

$5,950,000 -18.49%

$720/sqft

05/11/2025

Source: mls_logoNEREN/Prime MLS-NH #5015743

Listed for Sale

$7,300,000

$884/sqft

Nearby Homes

Based on information from PrimeMLS Inc. through Nov 02, 2026, 02:16PM. 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 Nov 02, 2026, 02:16PM. © 2026 PrimeMLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group

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