For Sale
Single family home for sale at 758 Weston Andover Rd, Chester, VT 05143 | MLS# 5097485 | Listing updated on 2026-10-19
Photo 1 of Single family home for sale at 758 Weston Andover Rd, Chester, VT 05143 | MLS# 5097485 | Listing updated on 2026-10-19
Photo 2 of Single family home for sale at 758 Weston Andover Rd, Chester, VT 05143 | MLS# 5097485 | Listing updated on 2026-10-19
Photo 3 of Single family home for sale at 758 Weston Andover Rd, Chester, VT 05143 | MLS# 5097485 | Listing updated on 2026-10-19
Photo 4 of Single family home for sale at 758 Weston Andover Rd, Chester, VT 05143 | MLS# 5097485 | Listing updated on 2026-10-19
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Listed by: Kevin Barnes | William Raveis Real Estate Vermont Properties (802) 228-8877

$495,000

Monthly Est:$2,464

  • Beds Icon4 Beds
  • Beds Icon
    4 Baths
  • Beds Icon2,656sqft

758 Weston Andover Rd, Chester, VT 05143

$2,464/moEst:

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  • Single Family Residence

  • Built in 1880

  • $-- HOA

  • 1.3 acres lot

  • $186/sq.ft

Description

A rare opportunity to own two well-maintained homes on one beautiful country property! The main residence offers 3 bedrooms and 3 baths with a warm, inviting interior featuring hardwood floors, abundant built-ins, and thoughtfully designed living spaces that blend character with everyday comfort. Step outside to the back deck overlooking beautifully landscaped gardens and a spacious lawn, an ideal setting for entertaining, relaxing, or simply enjoying the peaceful surroundings. The separate 1-bedroom, 1-bath cottage provides outstanding flexibility as a guest house, private retreat, home office, or income-producing rental. Whether you're seeking supplemental rental revenue or accommodations for extended family and friends, this charming cottage offers endless possibilities. A two-car garage, mature landscaping, and meticulous maintenance complete this exceptional property. Conveniently located just a short drive from Okemo Ski Resort, Magic Mountain Ski Area, the renowned Weston Playhouse, and the shops and restaurants of Chester, you'll enjoy easy access to year-round recreation, cultural attractions, and quintessential Vermont charm. This unique property is ideal as a primary residence, vacation home, or investment opportunity with built-in rental income potential. Visit the Okemo real estate community today. Taxes are based on town assessment.

  • Houzeo last checked: 12 hours ago
  • Listing updated: October 19, 2026 at 5:46 pm
  • Source: NEREN/Prime MLS-NH | MLS#: 5097485 NEREN/Prime MLS-NH

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Vt Windsor County

  • City

    Chester

  • Neighborhood

    --

  • Year Built

    1880

  • HOA Fees

    -

  • Finished Area

    2,656 sqft

  • Lot Size

    1.3 acres lot

  • Basement Area

    - sqft

  • MLS Name

    NEREN/Prime MLS

  • MLS Number

    5097485

  • MLS Status

    (10) Active - Active

  • Days on Market

    125

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 4

Interior

  • Flooring

    Carpet, Hardwood, Vinyl

  • Sewer

    On Site Septic Exists, Septic Tank

  • Heating

    Oil, Hot Air

  • Exterior Features

    Patio, Porch, Shed

  • Interior Features

    Dining Area, Primary Br W/ Ba, 1st Floor Laundry

  • Appliances

    Dryer, Electric Range, Refrigerator, Washer

  • Cooling

    None

Construction

  • Year Built

    Year Built: 1880

  • Home type

    Single Family Residence

  • Foundation Details

    Poured Concrete, Stone

  • Architectural Style

    Cottage/camp, Gambrel, Multi Level

  • Property Condition

    Existing

  • Roof

    Asphalt Shingle

  • Construction Materials

    Wood Frame, Vinyl Siding

Utilities & Energy

  • Water Source

    Drilled Well

  • Utilities

    Cable

  • Basement

    Concrete, Concrete Floor, Interior Stairs, Exterior Entry, Basement Stairs

  • Parking Features

    Driveway, Garage, Paved, Attached, Detached

  • Electric

    Circuit Breakers

Other Features

  • Lot Features

    Country Setting, Pasture, Level, In Town, Near Skiing, Near Snowmobile Trails

Price History

DateEventPrice

09/28/2026

Source: mls_logoNEREN/Prime MLS-NH #5097485

Price Decreased

$495,000 -5.71%

$186/sqft

08/23/2026

Source: mls_logoNEREN/Prime MLS-NH #5097485

Price Decreased

$525,000 -8.70%

$198/sqft

07/19/2026

Source: mls_logoNEREN/Prime MLS-NH #5097485

Listed for Sale

$575,000

$216/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.

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