4427 West Hill Road South Jamaica, VT $ 1,295,000
4427 West Hill Road South
$ 1,295,000
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4427 West Hill Road South

Jamaica, VT, 05343
$ 1,295,000
Bedrooms5 Baths3.1 Sq 3,040

Monthly Estimate*

$ 8,177

Listed by Carrie Mathews, Winhall Real Estate, 802-236-8458, carrie@winhallrealestate.com
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Single Family Home for sale in Jamaica, VT

for $1,295,000 with 5 bedrooms and 3 full baths, 1 half bath. This 3,040 square foot home was built in 2006 on a lot size of 11.12.

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 the 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.

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Single Family Active

Price

$ 1,295,000

Bedrooms

5

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 0

Style

Craftsman

Lot Size

11.12

Year Built

2006

Town/City

Jamaica

County/Region

Windham

MLS | Web ID

5090616

Features
Interior
Interior Amenities Cathedral Ceiling Ceiling Fan Dining Area 2 Fireplaces Furnished Kitchen/Dining Primary BR w/ BA Natural Light Natural Woodwork Soaking Tub 1st Floor Laundry
Basement No
Flooring Manufactured Tile Wood
Beds 5
Total Rooms 12
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General
Road Frontage Yes
Sewer Septic
Heating Propane Baseboard Hot Water
Cooling Other
Utilities Cable
Roof Metal
Appliances Dishwasher Dryer Range Hood Mini Fridge Refrigerator Washer Gas Stove
Garage No
Flood Zone No
Zoning Res
3/4 Baths 1
Full Baths 2
Half Baths 1
Bathrooms 4
Year Built 2006
Electric Circuit Breaker(s)
Style Craftsman
Stories Count 2.5
Type Single Family
Property Condition Existing
Tax Year 2025
Status Detail 0
Covenants No
Construction Materials Wood Frame
Directions Rt. 30 to West Hill Road South...House is on the right look for carved bear.
High School Leland Gray
City Jamaica
Other Equipment Security System Smoke Detector
Seasonal No
Middle School Leland Gray Union Middle/High
DOM 106
Price Per Sq Ft Total AG 425.99
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Exterior
Lot Features Country Setting Landscaped Ski Area Near Skiing
Exterior Amenities Deck Hot Tub Sauna Shed
Driveway Dirt Gravel
Lot Size Area 11.12
Water Source Drilled Well
Foundation Concrete
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* Excluded Features
List By
Carrie Mathews

Listing Agent

Winhall Real Estate

Broker

(802) 236-8458

Phone

carrie@winhallrealestate.com

Email

Affordability Calculator

$8,177
Per Month
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0%
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Monthly Principal & Interest
$8,177
Monthly Property Taxes
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Monthly Home Insurance
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Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4741398 Elementary School
1783892 Middle School
Leland Gray High School High School
Pricing History
DatePricePrice ChangeDescription
5/26/2026$1,275,000 Listed Price

Map


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4427 West Hill Road South, Jamaica, VT, 05343 is a Single Family Home for sale at $1,295,000 with 3,040 sqft and a lot size of 11.12. 4427 West Hill Road South has 5 bedrooms, 3.1 baths, and was built in 2006. The property's zip code is 05343 which is in Jamaica, VT