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557 Trager Road, Jamaica, VT 05343

VT-Windham County

Key Facts

6Beds
10Baths
11,563Sq Ft
2005Year Built
416.27Lot (acres)
7Garage
3Stories

Description

Premier 416 acre Vermont Mountain Sanctuary -Luxury Estate with sweeping mountain views-a rare expression of outdoor and mountain living where nature inspired artistry, master craftsmanship and the environment converge in quiet harmony.. Set within an expansive private landscape, the 10,000+SF residence unfolds as a sanctuary oasis designed to elevate everyday living, remaining deeply rooted in its surroundings while still just a short drive to Stratton Mountain Resort and the Stratton Helipad. Step into an open-concept haven where elegance meets comfort. Framed by soaring timber beam ceilings, the main living area echoes the grandeur of the mountains while preserving the warmth and intimacy of a true retreat. Natural materials, handcrafted details, and thoughtful design choices create a home that feels warm, timeless and deeply personal. The estate preserves uninterrupted views across the landscape—ensuring that natural beauty remains the focal point from every vantage point.The grand stone fireplace anchors the living area, drawing the eye to soaring ceilings and expansive windows that frame breathtaking mountain ridges. Sunlight floods the space, highlighting the harmonious blend of natural textures and refined finishes.The gourmet kitchen blends beauty and function with custom wood cabinetry, hand-carved artistic accents, a welcoming breakfast bar, and an expansive island designed for conversation, connection, and effortless entertaining. Every space in this residence has been intentionally designed with a keen eye to detail. While every room blends effortlessly with the home’s elevated rustic feel, each one remains extremely unique. Offering six en-suite bedroom in the main residence and 2 bedroom2.5 bath guest quarters. Main Residence with extraordinary gathering rooms and multiple suites, 5 bay barn, guest quarters, pond, miles of maintained trails for mountain biking and winter activities,

Property Information

Property Type

Residential

Sub-Type

Single Family Residence

Style

Freestanding / Multi-Level

Year Built

2005

Stories

3

Living Area

11,563 sq ft

Lot Size

416.27 acres

Garage Spaces

7

Parking Spaces

7

Zoning

Rural

Days on Market

25

MLS® Listing#

5076041

Property Features

Interior

BarKitchen IslandNatural WoodworkSoaking TubWet BarCathedral Ceiling(s)Vaulted Ceiling(s)Walk-In Closet(s)Cedar Closet(s)Storage

Exterior

Basketball CourtStorageGarden

Appliances

DryerFreezerRefrigeratorWasherDishwasherRange HoodDouble OvenWine CoolerExhaust FanGas Cooktop

Cooling

Central Air

Heating

Radiant

Flooring

Ceramic TileHardwoodMarbleSoftwoodTileWoodSlate

Fireplace

Wood Burning

Basement

Walk-Out Access

Parking

GravelDrivewayGarageOn SiteAttachedDetachedAggregate

Patio

DeckPatioPorchCoveredScreenedEnclosed

Lot Features

Rolling SlopeSlopedLandscapedOrchard(s)OtherSecludedWoodedPrivate

Construction

LogWood SidingFrame

Roof

ShingleAsphalt

Security

Security System

Other Structures

OutbuildingShed(s)Guest HouseBarn(s)

Utilities

Cable Available

Sewer

Septic Tank

Water Source

Well

Schools

District:
Jamaica School District

Financial Details

Annual Taxes

$101,731

Tax year 2025

Directions

From Upper Taylor Hill Road to Pikes Falls Road to left onto Dalewood Road. Right onto Trager Road.At Property Maintenance buildings on the left -Bear right onto Fischer Road.

Affordability Calculator

$1,640,000

Estimated monthly payment

$43,644/mo

Principal $6,560,000 · Est. interest $9,151,784 over 30 yrs

Neighborhood Market Statistics

How this home compares to active listings in Jamaica, VT

$583,333
Median Listing Price
70
Median Days on Market
2,520
Median Sq Ft
$264
Median Price / Sq Ft
33
Active Listings
  • This home’s price is 1306% above the area median.
  • Its price per sq ft is 168% above the area median.

Market statistics compiled from active EXIT Realty® and MLS listings in Jamaica, VT.

Location

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The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) program of one or more Multiple Listing Services (MLS). Listing information is deemed reliable but is not guaranteed accurate. Copyright © EXIT Realty® and respective MLS providers.

Data provided by NEREN. MLS® Listing#5076041. © 2026EXIT Realty®. All rights reserved.