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Single family home for sale at 109 Winhall Hollow Rd, Bondville, VT 05340 | MLS# 5081867 | Listing updated on 2026-05-07
Photo 1 of Single family home for sale at 109 Winhall Hollow Rd, Bondville, VT 05340 | MLS# 5081867 | Listing updated on 2026-05-07
Photo 2 of Single family home for sale at 109 Winhall Hollow Rd, Bondville, VT 05340 | MLS# 5081867 | Listing updated on 2026-05-07
Photo 3 of Single family home for sale at 109 Winhall Hollow Rd, Bondville, VT 05340 | MLS# 5081867 | Listing updated on 2026-05-07
Photo 4 of Single family home for sale at 109 Winhall Hollow Rd, Bondville, VT 05340 | MLS# 5081867 | Listing updated on 2026-05-07
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Listed by: Margaret McMahon | Four Seasons Sotheby's Int'l Realty (802) 297-8000

$1,200,000

Monthly Est:$5,973

  • Beds Icon-- Bed
  • Beds Icon
    1 Bath
  • Beds Icon950sqft

109 Winhall Hollow Rd, Bondville, VT 05340

$5,973/moEst:

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  • Single Family Residence

  • Built in 2020

  • $-- HOA

  • 23.5 acres lot

  • $1,263/sq.ft

Description

Experience the pinnacle of Green Mountain living on this extraordinary 23.5-acre property. Perfectly positioned to capture a stunning, direct-line-of-sight view of Stratton Mountain, this property is more than just a home—it is a private outdoor sanctuary meticulously designed by The Wadsworth Company for the modern adventurer.

The centerpiece of the property is a striking, contemporary dwelling that masterfully blends industrial strength with warm, natural aesthetics. Its bold, dark-bronze standing seam metal exterior provides a sleek, low-maintenance finish that stands out against the lush Vermont landscape. The upper-level living space features a massive wall of glass
that opens onto a spacious deck, offering a one-of-a-kind vantage point to enjoy your morning coffee while scouting the ski conditions across the valley. Complementing the living quarters, the ground floor offers high-clearance multi-functional space, perfect for a professional-grade workshop, gear room, or housing a full fleet of UTVs and mountain bikes.

Beyond the residence, the land has been transformed into a premier recreational paradise. You can navigate professionally designed and carved mountain bike trails that wind through the expansive 23.5-acre forest. Below the main house, a vast, rolling meadow leads to a custom stone firepit area—the ultimate destination for après-bike gatherings under the stars. Located just minutes from Stratton Mountain Resort, this estate offers a rare combination of architectural sophistication and private access to the best of the Vermont outdoors.
This property is also primed for future expansion and the creation of a grander mountain estate. The septic system was specifically built to accommodate a new five-bedroom house, and comprehensive plans are available for viewing for the proposed home. Representing the very best of the Vermont lifestyle, this offering provides both a turnkey adventure hub and a ready-to-build canvas for your dream residence.

  • Houzeo last checked: 12 hours ago
  • Listing updated: May 7, 2026 at 2:15 pm
  • Source: NEREN/Prime MLS-NH | MLS#: 5081867 NEREN/Prime MLS-NH

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Vt Bennington County

  • City

    Bondville

  • Neighborhood

    --

  • Year Built

    2020

  • HOA Fees

    -

  • Finished Area

    950 sqft

  • Lot Size

    23.5 acres lot

  • Basement Area

    - sqft

  • MLS Name

    NEREN/Prime MLS

  • MLS Number

    5081867

  • MLS Status

    (10) Active - Active

  • Days on Market

    214

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedroom: --

    Bathroom: 1

Interior

  • Sewer

    Septic Tank

  • Heating

    Radiant Floor

  • Cooling

    Mini Split

Construction

  • Year Built

    Year Built: 2020

  • Home type

    Single Family Residence

  • Foundation Details

    Concrete

  • Construction Materials

    Wood Frame

  • Property Condition

    Existing

  • Architectural Style

    Contemporary

  • Roof

    Metal

Utilities & Energy

  • Utilities

    Cable Available

  • Water Source

    Drilled Well

  • Electric

    Underground

Other Features

  • Lot Features

    Mountain View, Wooded

Price History

DateEventPrice

05/07/2026

Source: mls_logoNEREN/Prime MLS-NH #5081867

Listed for Sale

$1,200,000

$1,263/sqft

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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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