For Sale
Single family home for sale at 1065 Hl Top Rd, Chester, VT 05143 | MLS# 5111025 | Listing updated on 2026-09-28
Photo 1 of Single family home for sale at 1065 Hl Top Rd, Chester, VT 05143 | MLS# 5111025 | Listing updated on 2026-09-28
Photo 2 of Single family home for sale at 1065 Hl Top Rd, Chester, VT 05143 | MLS# 5111025 | Listing updated on 2026-09-28
Photo 3 of Single family home for sale at 1065 Hl Top Rd, Chester, VT 05143 | MLS# 5111025 | Listing updated on 2026-09-28
Photo 4 of Single family home for sale at 1065 Hl Top Rd, Chester, VT 05143 | MLS# 5111025 | Listing updated on 2026-09-28
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Listed by: Jay Farrar | Four Seasons Sotheby's Int'l Realty (603) 643-6070

$525,000

Monthly Est:$2,613

  • Beds Icon3 Beds
  • Beds Icon
    3 Baths
  • Beds Icon1,904sqft

1065 Hl Top Rd, Chester, VT 05143

$2,613/moEst:

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  • Single Family Residence

  • Built in 1972

  • $-- HOA

  • 1.3 acres lot

  • $276/sq.ft

Description

Set among the rolling hills of Andover, this inviting three bedroom home captures the best of Vermont living with beautiful long range views, morning sunlight and a peaceful country road setting. Whether you’re looking for a full-time home, weekend escape or four-season retreat, this property offers the space, flexibility and setting to settle in and truly enjoy it.

Ideally positioned for year-round recreation, you’re within easy reach of some of Vermont’s most sought-after ski destinations, including Okemo, Magic, Bromley, Stratton, Mt. Snow, and Killington. Nearby Manchester, Chester and Ludlow add charming village centers, restaurants, shops and everyday amenities, ma
king it easy to enjoy both adventure and convenience.

Inside, natural light fills the main level, with large windows bringing the surrounding landscape into the living spaces. The remodeled kitchen features granite countertops and a center island with cooktop and dishwasher, while a wood cook stove creates a warm atmosphere. The finished lower level adds even more room to spread out, along with a half bath. Unfinished basement space could add additional living, relaxing, or play space.

The three-bay garage is a standout feature, with substantial finished space above that includes a spacious great room, office, full bath and walk-in closet. Whether envisioned as guest quarters, a home office, creative studio, fitness space or additional living area, the possibilities are impressive.

Outside, the Vermont lifestyle really comes alive. Gather around the firepit as the sun sets over the hills, or slip into the private covered hot tub tucked behind the house for a quiet evening under the stars. An additional carport provides convenient covered parking and storage.



A versatile Vermont property with views, privacy, flexible living space and easy access to some of the region’s best four-season recreation this is the kind of place that makes it easy to slow down, get outside and enjoy coming home.

  • Houzeo last checked: 12 hours ago
  • Listing updated: September 28, 2026 at 5:35 pm
  • Source: NEREN/Prime MLS-NH | MLS#: 5111025 NEREN/Prime MLS-NH

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Vt Windsor County

  • City

    Chester

  • Neighborhood

    --

  • Year Built

    1972

  • HOA Fees

    -

  • Finished Area

    1,904 sqft

  • Lot Size

    1.3 acres lot

  • Basement Area

    - sqft

  • MLS Name

    NEREN/Prime MLS

  • MLS Number

    5111025

  • MLS Status

    (10) Active - Active

  • Days on Market

    15

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 3

Interior

  • Appliances

    Electric Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Wood Cook Stove

  • Heating

    Baseboard

  • Sewer

    Private

  • Flooring

    Hardwood

  • Cooling

    None

Construction

  • Year Built

    Year Built: 1972

  • Home type

    Single Family Residence

  • Architectural Style

    Raised Ranch, W/addition

  • Construction Materials

    Wood Frame

  • Roof

    Corrugated, Metal

  • Property Condition

    Updated/remodeled

  • Foundation Details

    Concrete

Utilities & Energy

  • Water Source

    Drilled Well

  • Parking Features

    Driveway, Garage, Parking Spaces 1 10, Carport

  • Utilities

    Cable Available, Phone Available

  • Basement

    Climate Controlled, Concrete, Concrete Floor, Daylight, Finished, Interior Stairs, Interior Entry, Exterior Entry

  • Electric

    150 Amp Service, Circuit Breakers

Other Features

  • Lot Features

    Country Setting, Mountain View, Near Skiing

Price History

DateEventPrice

09/28/2026

Source: mls_logoNEREN/Prime MLS-NH #5111025

Listed for Sale

$525,000

$276/sqft

Nearby Homes

Based on information from PrimeMLS Inc. through Oct 07, 2026, 06:00AM. 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 07, 2026, 06:00AM. © 2026 PrimeMLS, Inc. All Rights Reserved.

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