129 Rappahannock Trl, Winchester, VA 22602-1729, United States

Winchester, VA 22602

$329,000

active
3
Beds
2
Baths
2,103
Sq Ft
1979
Built

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129 Rappahannock Trl, Winchester, VA 22602-1729, United States - Photo 1

Listing details

YOUR MOUNTAIN ESCAPE MAY BE CLOSER THAN YOU THINK. Leave the traffic, noise and pace of everyday life behind—without getting on a plane. Tucked among the trees in the scenic Shawneeland community, 129 Rappahannock Trail is a beautifully renovated chalet-style retreat with breathtaking mountain and ridge views and the peaceful, private setting you've been dreaming about. This isn't simply an older mountain home with a few cosmetic updates. The property underwent an extensive renovation in 2023, bringing together the charm and character of a chalet in the woods with the comfort and finishes today's buyers are looking for. Major improvements include a new roof, siding, windows, HVAC system and ductwork, water heater, appliances and decks, along with updated flooring and fresh paint throughout. The kitchen was beautifully renovated with quartz countertops, and the bathrooms were updated as part of the transformation. So much of the work has already been done—leaving you more time to simply enjoy the setting. Perfect as an everyday home, weekend getaway or second-home retreat, this is a place made for slowing down. Wake up surrounded by the woods, enjoy your morning coffee against a mountain backdrop, spend quiet evenings by the fireplace, and experience the kind of privacy that's increasingly hard to find within reach of Northern Virginia and the Washington, D.C. area. Here, getting away doesn't mean giving everything up. Strong cell service and high-speed internet options help keep you connected, while nearby Winchester puts shopping, dining and everyday conveniences within reach. Spend the day enjoying the outdoors at The Cove, then head into historic Old Town Winchester to stroll the pedestrian mall, browse locally owned shops, grab a coffee or enjoy dinner at one of its many restaurants. It's a wonderful combination of mountain living, outdoor recreation and a vibrant downtown nearby. WANT EVEN MORE SPACE AND PRIVACY? The home sits on approximately .29 acre, and the adjoining .89-acre parcel is also offered separately for $70,000 — MLS #VAFV2045004. Purchase both for the opportunity to enjoy approximately 1.18 acres combined, creating an even more private mountain retreat surrounded by nature. Close enough to escape for the weekend. Special enough that you may never want to leave.

Location

Living in Winchester

City-level context, not this home's school assignment, commute, or tax bill.

Schools

SOL Pass Rate75%

Public schools listed for this area - confirm assignment with the district

  • John Handley High School
  • Daniel Morgan Middle School
  • Quarles Elementary

Commute

Major Routes

I-81, Rt 7, Rt 11, Rt 50, Rt 522

Listed by Alexandra H Chism, Loudoun Ridge Realty, LLCMLS# 805409159904Listing via Bright MLS IDXUpdated Oct 12, 2026

Single Family agents in Winchester

Sorted by how many single-family homes they have sold in Winchester, plus speed, list-to-sold ratio, and price-band fit. Select up to 3 to interview.

DW

Daniel Whitacre

Platinum

Colony Realty

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SP

Sheila Pack

Platinum

RE/MAX Roots

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JS

James Sears

Gold

D R Horton Realty of Virginia LLC

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JT

Jim Thomson

Platinum

Realty ONE Group Old Towne

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DS

David Spence

Platinum

RE/MAX Roots

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LW

Laura White

Platinum

ERA Oakcrest Realty, Inc.

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TJ

Tracy Jennings

Platinum

D R Horton Realty of Virginia LLC

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JM

Jeanne Mezzatesta

Platinum

Colony Realty

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LW

Leslie Webb

Platinum

Long & Foster Real Estate, Inc.

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LB

Lori Bales

Platinum

Keller Williams Realty

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Listing information is provided through IDX courtesy Keller Williams Capital Properties.

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