For Sale
Single family home for sale at 4427 West Hill Road South, Jamaica, VT 05343 | MLS# 5090616 | Listing updated on 2026-09-18
Photo 1 of Single family home for sale at 4427 West Hill Road South, Jamaica, VT 05343 | MLS# 5090616 | Listing updated on 2026-09-18
Photo 2 of Single family home for sale at 4427 West Hill Road South, Jamaica, VT 05343 | MLS# 5090616 | Listing updated on 2026-09-18
Photo 3 of Single family home for sale at 4427 West Hill Road South, Jamaica, VT 05343 | MLS# 5090616 | Listing updated on 2026-09-18
Photo 4 of Single family home for sale at 4427 West Hill Road South, Jamaica, VT 05343 | MLS# 5090616 | Listing updated on 2026-09-18
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Listed by: Carrie Mathews | Winhall Real Estate (802) 297-1550

$1,295,000

Monthly Est:$6,446

  • Beds Icon5 Beds
  • Beds Icon
    4 Baths
  • Beds Icon3,040sqft

4427 West Hill Road South, Jamaica, VT 05343

$6,446/moEst:

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  • Single Family Residence

  • Built in 2006

  • $-- HOA

  • 11.12 acres lot

  • $426/sq.ft

Description

A true Vermont lodge in every sense—warm, welcoming, beautifully appointed, and designed to bring people together. This exceptional mountain retreat combines the character and comfort buyers dream about in a Vermont home with the space, amenities, and proven rental history that make it equally appealing as an investment. The property has enjoyed a strong rental history with repeat guests who return to experience this special home year after year.
Inside, the expansive open-concept living areas were made for gathering after a day on the mountain, while thoughtfully designed private spaces allow everyone room to relax and recharge. Curl up beside one of two fireplaces as th
e snow falls outside, host movie nights in the impressive 11-foot home theater, or gather in the great room around the 90-inch TV for game day.
The lodge experience continues outdoors, where four-season entertaining takes center stage. Grill and dine beneath the stars, soak in the six-person hot tub, unwind in the eight-person sauna, then end the evening around the fire pit surrounded by the peaceful Vermont forest.
Every detail has been considered to create a property that feels less like simply a house and more like a destination. There is room for extended family, friends, ski weekends, holidays, and generations of memories—all with the comforts and amenities of a private mountain resort.
Whether you're searching for a quintessential Vermont escape to enjoy yourself, a gathering place for family and friends, or a property with an established rental history and repeat clientele, this remarkable lodge offers a combination that is increasingly difficult to find. Arrive, settle in, and experience the Vermont lifestyle exactly as it was meant to be.

  • Houzeo last checked: 12 hours ago
  • Listing updated: September 18, 2026 at 3:00 pm
  • Source: NEREN/Prime MLS-NH | MLS#: 5090616 NEREN/Prime MLS-NH

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Vt Windham County

  • City

    Jamaica

  • Neighborhood

    --

  • Year Built

    2006

  • HOA Fees

    -

  • Finished Area

    3,040 sqft

  • Lot Size

    11.12 acres lot

  • Basement Area

    - sqft

  • MLS Name

    NEREN/Prime MLS

  • MLS Number

    5090616

  • MLS Status

    (10) Active - Active

  • Days on Market

    163

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 4

Interior

  • Exterior Features

    Deck, Hot Tub, Sauna, Shed

  • Appliances

    Dishwasher, Dryer, Range Hood, Mini Fridge, Refrigerator, Washer, Gas Stove

  • Flooring

    Manufactured, Tile, Wood

  • Cooling

    Other

  • Interior Features

    Cathedral Ceiling(s), Ceiling Fan(s), Dining Area, 2 Fireplaces, Furnished, Kitchen/dining, Primary Br W/ Ba, Natural Light, Natural Woodwork, Soaking Tub, 1st Floor Laundry

  • Sewer

    Septic Tank

  • Heating

    Propane, Baseboard, Hot Water

Construction

  • Year Built

    Year Built: 2006

  • Home type

    Single Family Residence

  • Foundation Details

    Concrete

  • Roof

    Metal

  • Architectural Style

    Craftsman

  • Construction Materials

    Wood Frame

  • Property Condition

    Existing

Utilities & Energy

  • Water Source

    Drilled Well

  • Utilities

    Cable

  • Electric

    Circuit Breakers

Other Features

  • Lot Features

    Country Setting, Landscaped, Ski Area, Near Skiing

Price History

DateEventPrice

05/25/2026

Source: mls_logoNEREN/Prime MLS-NH #5090616

Listed for Sale

$1,295,000

$426/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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